Cross Dressing Sissy Slut Transformed Into Shemale By Dominant Strap On Lesbian August 30, 2008
Posted by sexstory in Bi Sexual Sex stories, Crossdressing Sex Stories, Crossdressing Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Gay Sex Stories, Group Sex Stories, Kinky Sex Stories, Lesbian Sex Stories, Older Women Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Shemale Erotica, Straight Sex Stories, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.Tags: cross, cross dressing, dominant lesbian, domination, dressing, forced, forced fay, Forced to Feminize, gay, lebsbian, sex, shemale, sissy, sissy slut, slut, stap on, stories, transformed
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Cross Dressing Sissy Slut Transformed Into Shemale By Dominant Strap On Lesbian.
A young cross dressing sissy is forced and transformed into a shemale by the mature and dominant hands of two strap on dido yielding lesbians. Written by Donna for kinkysexstories.org
1
My name is Donna and I have been bi-sexual ever since I was old enough to have interest in sex. I realized early in my life that I have a dominant personality and I also learned what turns me on most is to take something beautiful and submissive and transform them into my personal toy. I still recall my very first boyfriend. He was a jock and very masculine and I liked him a lot. When we were making out, my instincts told me to wrestle him to the ground and force myself on him. It got me so hot that I had to go further and I tied him up and then put make up on him and then a bra and panties. Then I fingered his asshole until he came. After a year of dating him, I had transformed him into a flaming homosexual and I still masturbate about doing so today.
These days, I am mostly a lesbian and prefer to fuck women. But sometimes I spot a sweet young and innocent boy and bring him into my lesbian affairs and eventually transform the sweet little sissy into a gay twink boy. But if I really like him, and his transformation makes me really hot, I try to go all the way and transform him into a shemale, getting him breast implants and if I am lucky, he becomes a sweet bride to a massive stud.
I am 42 years old and my girlfriend Misty is 22. We like to go out to bars and wait for men to hit on us, and then shoot them down so badly that they cry. It’s a little game we play sometimes. One night we were out and a very young and sweet boy began to hit on Misty. She toyed with him for awhile and we both could tell he was very submissive, just the way we like it. While at the bar, he allowed Misty to apply some lipstick on him. That’s the test we give a boy. If he passes it, he comes home with us and we give him a night he never forgets.
Well Timmy agreed to come home with us and while driving him home, I put more lipstick on him and put two fingers in his mouth and told him to suck. He was a natural and my pussy got so wet. It was then that I knew Timmy was special.
“I think we have a little sissy boy here Misty.” I said to my girlfriend. “Look at how eager he is to suck. We won’t have to do too much work to transform him. He’s already half way there. Timmy, are you sure you aren’t gay?” I asked.
“No. I’m not gay.” He said.
“Well, I bet you have tried on a pair of women’s panties before haven’t you? It’s ok to tell us. We enjoy and appreciate that in a young man. In fact, it really turns us on. You want to turn us on now don’t you?” I teased him.
“Well, I do have a pair of my ex girlfriends panties that sometimes I put on.” He admitted as he blushed.
“And have you ever had a man’s cock in your mouth sweetie?” I teased.
“No, of course not. I’m not gay.” He said.
“Well, there’s nothing wrong with it. And there’s nothing wrong with being gay. Misty and I are gay, but we like boys too. Especially cute boys who wear panties sometimes. ” I said and held him close to my chest until we got home.
Misty and I undressed Timmy in front of the mirror and began to caress and nurture his sweet and sexy little sissy body. It was already very feminine with almost no body hair or muscles. Misty kissed him as I stroked his little sissy cock until it was hard.
“Your cock is not very big sweetie, ” I whispered in his ear, “but your ass is a work of art. Most women would kill to have an ass like yours. ” I said as I played with his butt cheeks like puddy.
“Now Misty is going to apply some make up to you while I put these panties on you and you can show us how much you like to wear them. ” I said. Timmy said nothing and let us completely play with him. My pussy was soaked already watching this young sissy submit to us. He had no clue what he had gotten into.
Timmy’s mouth looked fantastic with the heavy red lipstick and I picked out a bra for him and placed it onto his soft and barren chest. I looked down and saw his tiny penis sticking out of his panties and gave it a little tug.
“Looks like somebody likes all this attention. Your little girly clit is very excited isn’t it?” I asked.
“YEs.” He said whimpering.
“Don’t be scared Timmy. You are very lucky to have found us. We are going to bring you to heights of pleasure you never even dreamed of. Now lift up your foot so I can put this stocking on you.” I instructed him.
After Misty and I had cross dressed Timmy into a beautiful little sissy slut, we paraded him around our place and teased him and tickled him and tortured him.
“Timmy, you are absolutely beautiful. All of our lesbian friends would love to have a sweet sexy girl like you. Don’t you feel beautiful? Your lips look fabulous. Don’t you feel so soft and feminine? Like a ripe blossom that needs to be plucked. Doesn’t it feel wonderful to let go of all your masculinity and allow yourself to be free and beautiful? Now it’s time for your reward for letting us dress you up and sissfy you” I said.
I took Timmy by his soft and feminine hand and led him to the bed. I lay him on top of me and could feel his small erect cock sticking out of his panty and rubbing against my stocking. I could smell the slutty purfume we sprayed on his neck. My pussy was drenched in wetness now and I longed to feel his sissy prick inside me.
I grabbed the sissy’s ass cheeks and plunged his dick into my pussy. Ahhhh. I very gently and softly rocked his hips back and forth into my pussy. Slow enough that he wouldn’t cum.
“Now this is the way you should fuck a woman.” I said. “Soft and slow and gentle.” I reached behind him and stuck my finger deep into his ass and watched his eyes light up and his painted mouth open wide. “Now just relax and enjoy it.” I said.
Meanwhile my girlfriend Misty had straped on a large black strap on dildo. She had grabbed some anal lube as well and inserted her lubricated finger into his virgin ass hole right next to mine. Timmy moaned and squirmed and struggled as I held his sissy arms tightly.
“Very good sissy boy. You can take 2 fingers up there. That’s what we like to see. Now just relax and don’t cum yet.” I said.
Misty put the head of the large black strap on cock against Timmy’s ass cheeks as he continued to sweetly move in and out of my pussy.
“Now Timmy look at me. I want to see your face as you get fucked for the first time.” I said and laughed at him. Misty slowly inserted the massive black cock into his virgin ass and because it was so tight, his entire body began to shudder and shake. “Just relax Timmy and keep fucking me. You are doing a very good job.
“It hurts.” He whimpered.
“I know it does sweety. But it feels good too doesn’t it? It’s ok. You can tell me. I won’t tell anyone. ” I said.
“Yes, it feels good too.” He admitted.
“Well don’t cum just yet. Let Misty fuck you and take it like a man. She can fuck you better than you can fuck me I bet.” I said laughing.
Every time Misty thrust into Timmy’s ass, his little dick thrust into my pussy. I began to cum and climax as I watched the look on Timmy’s face as he took it in the ass for the very first time. His painted face looked so sexy as he allowed Misty to violate him. He was so tight that even the smalest of movement of the strap on caused all of his skin to move. It was so tight and so sexy to watch.
“Now do you feel your ass pussy begin to stretch and welcom the big cock?” I asked.
“mmmmmmmm”, was all Timmy could say.
Misty and I began to feel his little sissy ass muscles tighten up and we knew he was about to cum.
“Looks like you are starting to enjoy this my little sissy slut. But don’t come just yet, we have much more for you.” I said. But just then Timmy’s ass cheeks gripped down on the large cock that was violating him and I had to take him out of my pussy before he exploded. “My sweet little Timmy. I knew you were going to enjoy that. You did a very good job for your first time. I am proud of you.” I said.
Timmy was shaken, embarrassed, and stipped of all his dignity. We had broken him and he was confused by the pleasure of it.
Misty and I undressed Timmy and gave him a hot bath. We shaved his pubic hair and his other body hair and he let us. He was loving all the attention. We then dried him off and dressed him in a frilly teddy negligee. We told him that from now on, he must wear our panties at all times.
We brought Timmy into our bed that night and he slept between us as we stroked, fondled, and fingered him. The next morning we tied him up and took turns fucking him with an even bigger strap on, stretching his sissy ass pussy to accept our cocks easily . This time we had to put a cock ring on small penis to keep from coming. Timmy was starting to enjoy being fucked in the ass as much as we enjoyed fucking him.
We made a deal with Timmy that if he wanted to be part of our love triangle, he had to be dressed up as a woman when he came over. Since poor Timmy couldn’t seem to get sex anywhere else, he agreed. We took Timmy shopping and bought him clothes. And when he came over to see us, he came over dressed in these sexy and often slutty clothes. It was a thrill to see him so nervous and scared at the door, and then to take him inside and have our way with him. We had almost completely transformed him into a shemale and he was totally unaware.
One day I told Timmy that Misty and I wanted to take him out to a bar dressed like a woman. Timmy didn’t like the idea at first, but we he was so whipped, that we knew we could get him to do anything we wanted. We dressed him in a wig and a sexy red top with black gloves to cover his arm hair and hands. He looked fantastic.
“Are you ready for your big night out on the town with the girls?” I asked.
“”Yes but I am very nervous.” He siad.
“Oh don’t be. You look great. I think it’s about time the whole world saw how sexy we have made you. We want to show you off Timmy.” I said.
We took our little sissy slut boy toy out to a gay bar. He was the new bitch on the block and all the gay bears were making eye contact with our new little sissy.
“Now Timmy, I think it’s about time we found you a boyfriend. After all, Misty and I can’t fuck you all the time. ” I explained.
“No, please. I don’t want to be with anyone else. I love you guys. Please don’t make me be with a man.” He begged us.
“Stop bitching. We will keep fucking you in your little sissy ass until we can find you a real man that you like ok?” I said.
“Well, I guess so.” Timmy said crying.
Just then as massive muscle stud approached Timmy and asked to buy him a drink. We nodded yes and we all talked awhile.
“Why don’t you and this stud go dance a little while. Now Timmy, I want you do do whatever he wants ok?” I said sending Timmy away. Misty and I watched as our submissive sissy held his frist real man close and creamed our panties as he was fondled and then kissed for the first time.
As the bar closed we asked the stud to come home with us and he agreed. He was a gorgeous masculine man and he held Timmy in the back seat sneaking his hands into Timmys panties as the two kissed in silence.
Back at our place, Timmy was getting turned on by this aggressive gay bear and it took no coaching from us to get him to suck his cock. In fact it was Timmy who went for it first. Placing the huge shaft into his sissy virgin mouth and sucking like a pro. Timmy cupped his giant ball sack and we watched as his painted lips sucked up and down until the gay stud began to convulse and exploded all over Timmy’s sissy face.
“Very good Timmy. We have taught you well. Now that wasn’t so bad now was it?” We said as we applauded his first blow job. After the stud had emptied his cum all over our sweet little sissy’s face, he went home and we took Timmy to bed and fucked his ass good and hard.
Misty and I asked Timmy to move in with us and told him that if he did, he must be dressed in drag as often as possible. To our surprise, Timmy agreed and after a few months, Timmy was dressing as a woman full time. We took pleasure in making him as feminine as possible and stripping away any sense of masculinity he once had. We stopped letting him fuck us and now, we only fucked him with strap ons. But of course we made him perform oral sex for us sometimes twice a day.
We took Timmy out shopping dressed as a woman, we took him out to eat dressed as a woman, and slowly, Timmy stopped wearing his boy clothes altogether. We even had all our lesbian friends over and allowed them to take turns dressing up our boy toy and then fucking him. But one lesbian friend tried to use am extra large steel dildo on Timmy that stretched our his ass pussy so far, it took weeks for it to shrink, so we had to stop the parties.
One night, we tied Timmy up and teased him with his favorite strap on dildo.
“You want this cock don’t you, you little sissy.” I said.
“Yes, you know I do.” He begged me.
“Timmy, I know what else you want. Even if you don’t know you want it yet. You want to be a woman. You want to have breasts and be our little shemale sissy slut don’t you? You want to do whatever it takes to please us. It’s your nature. It’s what you were born to do. ” I said.
Timmy began to cry and sob. “I don’t want to lose you and Misty. But I don’t want to have tits either.” He cried.
“Now deep down you have always wanted this. To be a real woman, to be our special little toy. To serve and please us forever. Timmy you will make us very happy by doing this. We can no longer continue to fuck you unless you take the next step. It’s time you got breasts and became a real woman for us.” I said.
Timmy cried uncontrollably and I held him in my arms and kissed him untill he calmed down and said, “ok, I will do it.”
I squeezed him tightly and placed my black dildo into his mouth to suck which stopped his sobbing. The next day Misty and I took him in for his breast implants. When we picked him up, he was gorgeous. Almost as sexy as Misty. Poor Timmy was crying and his mascara was running all over his pretty white blouse.
“Timmy, you look wonderful. Don’t be sad. This is your first day as a real woman. Lets get you home and break you in. Misty and I have bought a whole set of new bras for you. But from now on, we are going to have to call you Tina.”
Our sissy slut Timmy, who was now Tina, began to really take to his forced womanhood. In fact, he was much happier with breasts and was definitely much sexier. His transformation had been complete. Misty and I were so pleased how we transformed our sweet sissy slut Timmy into a gorgeous submissive shemale, that we couldn’t keep it to ourselves. I began to seek out gay play mates for our new shemale Tina.
I took a picture of Tina and placed an ad in the online personals.
“Newly transformed shemale looking for studs to suck and fuck for free.”
The answers poured in. I was very selective and finally choose a very tall and muscular older gay man to be Tina’s first. When he arrived at the door I told Tina to hug him and let him kiss her. Well once they started to kiss, there was no stopping the raw sexual power of those two. The stud picked up our shemale and placed her gently on the couch with her legs in the air and quickly tore off her panties and thrust his massive cock into Tina’s ass. Misty and I got naked and began to suck each others pussy as we watched Tina get man handled. Soon Misty and I began to orgasm. Then Tina began to cum in her panties but the stud was far from done and continued to put Tina in every position he could think of. Misty and I watched Tina’s limp tiny penis get bounced around as the giant cock when in and out until finally, cum spewed out of Tina’s ass pussy and ran down her crack.
Tina turned to us and said, “Oh my god, you have made me so gay. I just love cock in my ass” I came in my panties instantly.
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Misty and I began to set up more play dates for our shemale Tina. We began to even charge money for men to spend time with her. Fat men, old men, gay men, straight men, big men, small men, all men. Tina began to become a pro and took it all. Deep in her sweet submissive pussy ass.
Now Misty and I are looking for a new sissy slut to transform into a shemale.
Are you man enough for two dominant stap on lesbians?
Sissy slut transformed into shemale by dominant strap on lesbians sex story.
Lesbian Fantasy Sex Story August 25, 2008
Posted by sexstory in Bi Sexual Sex stories, Cheating Wife Stories, Domination Sex Stories, Gay Sex Stories, Group Sex Stories, Kinky Sex Stories, Lesbian Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories.Tags: lesbian, lesbian fantasy, lesbian lust, lesbian sex, Lesbian Sex Stories, lesbian sex story, lesbian sex story fantasy
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Lesbian Fantasy Sex Story
Lesbian fantasy sex story. Cheating on my husband with a lesbian. Dominant lesbian seduces housewife.
This lesbian sex story was written by Lily for kinkysexstories.org
I have been married for 7 years now and most of that time I stayed at home and was a housewife. But last year I became restless and needed to find something to do so I took a part time job as a legal secretary at a female ran and operated law firm. My husband approved of this because he said that since there were no men in the office, he didn’t have to worry about me cheating on him. Plus, I looked forward to spending time with women and perhaps making new friends.
I worked directly under the owner and chief attorney Miss Crawford. She was a very striking statuesque blond who radiated confidence and power. I was drawn to her immediately and enjoyed watching all the interesting people coming in and out of her office. I began to notice that it was all women. There were no men in that office ever which was very comforting.
One day, Miss Crawford told me that we were going shopping together because she had a very important business trip coming up. She also said that she would buy me a business suit since I didn’t seem to have any good ones. She took me to a very classy and expensive shop where they only sold women’s business attire and then she picked out things to try on and would ask my opinion. I couldn’t believe I was getting paid for this. I watched Miss Crawford try on many different things and began to envy her. She was a very sexy and smart women and I wondered why she was not married.
Miss Crawford asked me into her dressing room to help her with the zippers. I helped my boss into a sexy white suit and zipped her up. I couldn’t help but admire her.
After she was satisfied, she began to pick things out for me to try on and she undressed me, then dressed me again, over and over in the dressing room until she was satisfied with my appearance. She was very gentle and complimented me on my figure and grace.
It was a wonderful afternoon and as we headed back to her office in her BMW, she told me she had to run to her flat and pick up some documents. When we arrived at her apartment I was astounded at how beautiful and large it was. There were very expensive items everywhere and the place was oozing with class.
“This is a marvelous place Miss Crawford.” I said. “Do you live here all alone?”
“Why of course. But sometimes I let a friend stay with me if she needs to for awhile. Hey, let me show you the best part.” My boss said and led me over to the large window over looking the city. Underneath the window was a gigantic jacuzzi. “This thing is a miracle worker. I would never survive my life without it. ” She turned it on and began to undress in front of me.
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“Come help me with the zippers darling.” She said and I gently undressed her. “Can you get my bra too?” I unhooked her bra and two beautiful full breasts full out. I must admit I was a little jealous to see how endowed my boss was. When she was totally nude, she began to undress me. It was starting to make me feel a little uncomfortable but it was also exciting to be spending time and bonding with the powerful and attractive woman who was my boss.
“Do you always do this naked?” I asked in a quivering voice.
“Oh don’t be so silly. Of course. Now lets melt the stress away shall we.” My boss said and took me by the hand as we both dipped ourselves in the bubbling warm water.
As we sat there looking out at the city skyline and talking, my boss begin to massage my back. She placed me in front of her with her legs around by butt. I could feel her pubic hair rubbing against my sensitive ass and it made me rather excited. She was talking to me very close to my ear in a calm voice that was almost a whisper. Her hands moving softly over my shoulder blades guiding me towards a heightened state of peace. Then she worked my neck muscles and I drifted even further into the land of Bliss.
Then she tilted my head sideways and the next thing I knew, her full lips were covering mine. I was so relaxed and lost in a dream that it took me several moments to realize what was going on. All I knew was that I was involved in an extremely sensual situation and was enjoying it. It felt as though her kiss was absolutely necessary. And then I began to think. My thought was, “this is my boss, I am married, and what the hell is going on here?”
I detached from my boss’s clutches and moved a foot over.
“Didn’t you enjoy that?” My boss asked.
“I’m not sure I can do that.” I said at a loss for words.
“Well, I don’t want you to feel uncomfortable. In fact, I want you to feel like you can share anything with me. I really like you, and feel very lucky to have you working for me. I would like to get to know you better.” She told me.
“Well, thanks, I enjoy working for you and have had a wonderful day but I am married and don’t feel very comfortable with kissing.” I said.
“That’s fine. Don’t worry, I understand. I don’t want you to feel uncomfortable.” She said. “But did you enjoy the massage?”
“Yes, that was great.” I said.
My boss and I continued to soak and both pretended like nothing had happened but all I could think about now was our kiss and how excited it had made me and how sexy she was and how hot I was feeling. Finally we both got out of the Jacuzzi, got dressed and she asked to drive me home. When we arrived at my house she said, “I want you to know that if you need anything, anything at all, I am here for you ok? I want to be your close friend. “
I thanked her and got out. Later that night, I asked my husband for oral sex. As he was pleasing me, I began to fantisze about the sexy kiss I had had with my boss earlier. I thought about what it would like to like another woman’s pussy, and to bring her to a climax. And what it might be like for her to lick mine. I had a gigantic orgasm fantasizing about Miss Crawford and came all over my husbands lips.
The next day I put on the new business suit Miss Crawford had bought for me and I began to think about how she dressed me in it the day before. I was starting to realize I had a big crush on my boss and worse, she seemed to have a crush on me. I could feel myself go flush like a teenager. When I arrived to work Miss Crawford kissed me on the cheek good morning and it actually made me a little wet. She smelled so good and had a very large and luscious smile. Her eyes sparkled at me.
“I’ve got some very good news for you. My business trip this week is going to be very lucrative and I need you to come with me. We will be flying to New York first class and be gone a week. You will be paid double. How does that sound?” She asked.
I was very excited. The first thing I could think of was the all the possibilities there would be to spend time with this amazing women. I had never been with a women sexually before and although I had fantasized about it from time to time, I never felt the need to act on it. But Miss Crawford had awakened something in me. I began to see women differently and as sexual pots of gold. I was falling in love with my boss and it was feeling wonderful. The only problem was that I was married. But somehow I felt like exploring my feelings for Miss Crawford was not actually cheating on my husband. Yes, it was a lie, but there was no danger of getting pregnant, and he would still be the only cock in my life. So after a quick gut check, I made the decision to follow my crush on my boss and go to NYC with her.
We flew first class the whole way and got tipsy on Champagne. I asked her if she had a boyfriend and she explained that she was a lesbian. She had been with men before but she preferred women now. I found her and her lifestyle to be extremly interesting and was falling head over heels with her.
After checking into the hotel, we checked into our separate rooms and my boss knocked on my door.
“How about one more cocktail to cap off the day?” She asked and I was more than thrilled to submit. We went to fancy bar in the hotel lobby and as we stoked our buzz even further, I found it thrilling to be in a different city, with a lesbian, and knowing that in a short while, I was going to sleep with a woman for the first time. When we finished the drink we headed up to our rooms.
“Would you like to take a jaccuzi in my room before you sleep?” She asked me.
“I was thinking you would never ask.” I said and she beamed me a smile that lit up the hallway. She started the water and then slowly walked over to me looking at me like I was a deer and she was a tiger. She ran her hands down my arms and then held both of my hands and she moved in and pressed her lips against mine. Immediately I was swimming in a sea of sensuality and soft feminine ethos. I began to kiss her back and the momentum kicked up a gear. We began to kiss and undress each other until our nude bodies touched electrifying my pubic hairs.
My lesbian boss gently laid me on the bed and pulled out a vibrator from her suitcase. As she kissed me, she went to work on my clit with the vibrator and sent me to the land of orgasm where I climaxed. I let my hand run up the thigh of my boss and slowly slipped it into her cum soaked pussy. It was so strange to be inside another woman’s pussy. It was just like mine and I knew exactly where to go and what to do. I began to massage her clit as I kissed her and soon she was moaning and sighing and quivering in my arms. I opened my eyes and watched myself as I led this gorgeous women to pleasure. It made me feel more powerful than I had ever felt to know that I was making this beautiful creature happy. I began to kiss her breasts and and sweetly suck on her erect nipples. It was so wonderful to have her tit in my mouth. I felt like a teenager having sex for the first time. Why had I never done this before?
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I began to kiss her navel and slowly worked my lips down to her wet pussy. Then I went to work on her clit with my tongue. Having a clit myself, I knew just what to do and in no time my boss was having her second orgasm. I watched as her milky thighs squirmed around my head as she contorted and let lose her feminine lust.
“You are very good at this.” She said. “Are you sure you have never done this before?” She asked. I blushed and told her I was only good because she had inspired me.
We erupted in more passion and my boss lay me down and got on top of my in the 69 position. As she started to lick my clit, I was launched into the heavens. Oh my god. All these years I thought I knew was it was to have my pussy licked, well I hadn’t. When done properly, it’s the most pleasurable thing I’ve ever known. I instantly went into uncontrollable multiple orgasms. My body was out of control. I was throbbing so violently that I was unable to lick her pussy any more and could only tilt my head back and breath. Uncontrollable noises came from deep within me.
I’m not sure how long we were making love but it seemed like half of the night. When we bother were completely exhausted and our muscles couldn’t take another orgasm, we finally got into the jacuzzi and held each other and talked.
If this was being a lesbian was like, perhaps I had been missing out. That was incredible pleasure. It was a different kind of sex than with a man. There was a closeness about it that was very special. A bonding like no other.
I slept with my boss in her bed that night, and every night after that while on our business trip. We made love at every chance we could, exploring each other, perfecting four play, and trying to bring each other to higher and higher states of lustful bliss. We used strap on dildos, anal plug, toys of all kinds and shapes and sizes. And on the plane ride home, we made love in the bathroom for over an hour.
When I arrived back home and saw my husband he asked, “so honey, how was your trip.”
“Completely exhausting but extremly satisfying.” I said. That night my husband made love to me and I found myself reborn with a new thrust for pleasure.
“Wow baby, you must have really missed me. I haven’t seen you this way since our honeymoon.” He told me.
I had a new appreciation for his cock, and had been awakened to my own capacity for physical pleasure. I felt like a queen of all things sensual and brought my husband to the best orgasm of his life.
The following week, I arrived to work and was called into Miss Crawford’s office to meet a perspective client. When I walked into her office, I found my boss wearing a strap on dildo, and I found the perspective client bent over the desk.
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“Say hello to Miss Cummings.” My boss said. I said hello and my boss begin to kiss me and undress me in front of the potential client. “I want you to show Miss Cummings what this law firm is capable of. It’s important that we give her the full treatment because she is a very powerful woman ok?”
I stood there naked as my boss fingered my pussy until it was wet. Miss Cummings watched as she fingered her pussy. When I was at a heightened state of arousal, my boss led me by the hand and bent my head down to the client’s pussy. Instinct took over and I began to suck and lick her clit as she held my head in place the way she liked it. Meanwhile, my boss had taken her strap on dildo around to my ass and began to insert it as I was bent over working on sending Miss Cummings to the stars.
I was so turned on at servicing this women whom I had never even met before and so excited to be part of this taboo office sex, that I began to cum all over the dildo inserted inside me by my lesbian boss. We spent the rest of the afternoon in there licking and sucking and throbbing that before we knew it, it was time to go home.
“Well, Miss Cummings, do you think our law firm is good enough to service you?” My boss asked.
“YEs, quite good, but I am going to need further close examination from her.” The potential client said pointing at me.
“That can be arranged.” My boss said with a smile. “When shall I send her over.”
And that’s my lesbian fantasy sex story. I hope you enjoyed it as much as I did.
Lesbian Fantasy Sex Story written my Lily for kinkysexstories.org.
First Gay Inter Racial Blow Job Sex Story. August 12, 2008
Posted by sexstory in Bi Sexual Sex stories, Black Sex Stories, Gay Sex Stories, Interracial Sex Stories, Kinky Sex Stories, Sex Fantasies, Sex Stories, Sex Story, Taboo Sex Stories, True Sex Stories, Uncategorized.Tags: Black Sex Stories, blow job, gay, gay interracial, Gay Sex Stories, inter racial, interracial, kinky, sex, Sex Story, stories
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First Gay Inter Racial Blow Job Sex Story
This is my first gay inter racial blow job sex story. It is a true sex story written by Teddy for kinkysexstories.org
This kinky sex story is about a young white man moves South and falls in lust with his neighbor who is a mature black hung stud.
I had lived in Indiana most of my life and decided to take a job in Atlanta when I was 24. I bought half of a duplex because it had a fantastic private swimming pool in the back yard that the two condo’s in the duplex shared. It was a mostly upscale black neighborhood and in a perfect part of the city. Although I am white, I felt very comfortable in the great neighborhood and looked forward to learning about some of the cultural differences of the South.
I moved during August and it was unbelievably hot the day I moved in. About 4pm, a silver Corvette pulled up next to the house and a very large and muscular black man got out. I became a little scared when he walked up directly too me.
“Hey kid!”, he said. “You must be my new neighbor. I’m JR.” He said and stretched out his huge hand to shake mine. His callus hand gripped mine firmly and I became very intimidated by him.
“Hi, I’m Teddy.” I said. “Nice to meet you.”
“Hey kid, you got an accent, where you from up North?” JR asked.
“I’m from Indiana. Not much goes on there.” I explained.
“Well, welcome to Atlanta. Not too many white boys in this neighborhood. You sure you got the right house?” JR said and laughed a deep chuckle at his joke. “I’m just teasing you kid. Do you need a little help with the rest of your stuff?” He asked nicely.
“Sure, I said. Just a little bit more. It’s really hot today.” I said.
“Well, when we finish, we can jump in the pool. Up until today, I have had it all to myself and it gets a little lonely. Come on, lets get you all moved in now kid.” JR said as he grabbed one end of the couch.
As we moved the furniture in, I was aware at just how muscular and built JR was. He was about 6 foot 6 and had a mustache and muscles that bulged from under every inch of his body. He was about 15 years older than me and seemed very friendly and at ease with himself. Perhaps it was that Southern hospitality I had always heard about.
“I really like your Corvette JR. What do you do for a living?” I asked him.
“I’m a general contractor. I have been working too much lately though and am tired of all the sweaty and stinky tough guys I boss around all day. I need a vacation.” He said.
“Are you married?” I asked.
“Nope, I had a girlfriend for 5 years but we broke up 6 months ago. I miss her sometimes but not enough to call her again. I don’t really have the time for a woman right now. I’ve built my business from the ground up and now it’s really rolling.” JR said.
“Well, that’s nice. At least you are your own boss.” I said.
“Hey kid, that’s the last box. Your all moved in. I bet your ready to jump in that pool now?” JR said.
“Yeah, but my swimsuit is packed somewhere deep in these boxes.” I said perplexed.
“Well, come on over to my place and you can wear one of mine.” JR said as I followed him to his condo. It was a beautiful condo with African art everywhere.
“Nice place JR.” I said.
“Thanks kid. Come on into the bedroom and lets find you a pair of shorts.” He said.
As I followed JR, my thoughts turned slightly sexual and that confused me. I was not gay, and almost never attracted to men. But JR was a very sexy man. When he walked, you could see his tight butt muscles move and his powerful thighs carry them. I must be crazy. I shouldn’t be thinking like this.
“What’s your size kid?” He asked.
“I’m a 32 inch waist. Do you have a small?” I asked.
“Well, I’m a large but here, try this on,” he said handing me a gigantic suit.
I went into the bathroom and took off my clothes and noticed that I had half an erection. What was happening to me? Was it the heat? Or the fact that it had been a year since I was with a woman? I didn’t know. I put the oversized swimsuit on but it was clearly too large. And checked in the mirror if you could see my hard on and you could.
“Hey kid, how does it fit?” JR yelled through the door. “Come on out let me see ya.”
I opened the door and JR looked down at my crotch and could clearly see I had a hard on. He didn’t seem to acknowledge it thank god. He grabbed the back of the suit near my butt and pulled on it.
“Looks like a trash bad on you kid. Better take that off and try on this old Speedo of mine.” Jr said handing me a g-string thong that was very small.
“You used to fit this?” I asked.
“No, actually it was my old girlfriends bikini bottom, but I think you are exactly her size. Now get it on and lets get in the pool.” JR said.
I stripped off the big suit and shinnied into the thong. It totally exposed my butt and worse, my hard on was sticking out of the front.
“Thanks, it fits! I’ll meet you in the pool ok?” I yelled through the door.
I waited until my erection decreased a little and hoped it didn’t happen again. I must be extremely horny today I thought.
I jumped in the pool quickly and found JR wearing a very tight white speedo and splashing around.
“Doesn’t that feel better kid. Boy you picked a hot day to move.” He said.
“Thanks for helping me. And thanks for the swim suit.” I said.
“Let’s play a little ball in the pool. I got that net up there. Ever played one on one in the court?” he asked.
As JR and I swam and splashed around the pool in the late August evening in Georgia, I began to relax and have a really good time. At times, JR would bump into me and I could feel his dick brush against my body.
first gay inter racial blow job sex story
Once he pinned me up against the pool wall and his cock rested snuggly between my ass cheeks for a moment. I was getting very erect and could feel my cock begin to stick out of my bikini bottoms. But I thought as long as we keep splashing, he won’t be able to see just how much I am turned on by all this.
Then, JR got behind me and grabbed my arms.
“Foul!” I screamed in laughter.
I felt that JR’s manhood had grown larger as well and I became very scared and excited all at once. I didn not understand these feeling I was having. I was terrified at what they might mean. Jr held me a moment too long in that helpless position. He muscles flexed against my body. His rock hard cock against my soft ass cheeks. I became flush and blushed.
“Ok kid. Foul play. But I still beat you. Looser buys dinner. Come on, lets get dried off and grab a bit.” He said.
JR got out of the pool and kept his back to me and put a towel around his waist. I could clearly see he had a hard on. He then stretched out a towel for me and beaconed me out. I tried to stuff my hard on into the bikini bottom as much as possible but as I took the steps out of the pool, my dick popped out the top again and I caught JR staring at it. He said nothing but gently placed the towel around me and we dried off.
JR took me to a very nice restaurant that night in the neighborhood. I was the only white guy there. We ate and talked and drank some red wine he liked and we laughed a lot. I was having a very wonderful time and tried to put the sexual thoughts I was having out of my head.
“I just realized, I haven’t put my bed together or anything.” I said.
“No problem kid, tonight you stay in my guest bedroom. I insist.” He said.
It was late and I was hot and tired and when we got back to his place, I went into the guest bedroom and took off all my clothes. I climbed into smooth silk sheets and began to drift off when I heard the bedroom door open.
I looked up and saw JR in his tight underwear walking over to me and then he sat on the bed beside me and placed his hand on my back. Shivers went though my body and I became very excited.
“Hey kid, are you comfortable? Do you need anything?” He asked me while stoking my back with his large hands.
I turned my head and looked up at him sitting there wondering if he had any idea of the sheer excitement I was feeling throughout my entire body. I was speechless. As his hands explored my back they slowly let the sheet fall off my butt and it became totally exposed.
He broke the silence by saying, “I used to be a massage therapist in college. I bet your back is pretty tight from the heavily lifting today. I’ll work out the kinks for you.” He said and he stood up and aimed his crotch right in my face.
JR began firmly massaging my back and I found myself just staring at his cock. This man’s cock was huge. It must have been twice the size of mine. I’d never seen one so big and I was fascinated by it. It filled up his underwear completely and tried to escape in every direction. I felt my own cock become rock hard. I just kept staring and was petrified by how turned on I had become. I began to think what his cock looked like. What it felt like in my hand. What it tasted like. I began to be so filled with lust, that I knew I had to say something. But that could ruin the relationship I had with my neighbor. No, it was too taboo.
“Now let me do your front” JR said and before I could say anything, his strong and powerful arms rotated me and entirely exposed my hard on. There I was, on my back with my hard on in the air, looking up at JR’s eyes.
“Don’t be shy kid. Almost everyone likes my massages. It’s nothing to be ashamed about.” He said.
“JR, this has never happened to me before. I’ve never been so turned on my a man before. I don’t know what;s going on. I feel totally embarrassed.” I confessed.
“Stop worrying. A good massage with do that. Get some sleep kid.” JR said and as he got up, I could see that his massive cock was now fully erect and sticking out of his underwear.
The next day I got up and found JR by the pool. “Morning. Get your suit on and grab the sun tan lotion.” He said. I was still so horny from yesterday that I would have done anything this beautiful muscle stud asked of me. I was lost in lust and loving it.
“Lay down here and let me put some of that lotion on you.” I laid down and as soon as his hands touched my body, I became erect and my penis popped out of the bikini shorts again. JR took extra care to rub down my buttocks and I began to wonder if he was feeling how I was feeling. Just then, he forcefully rolled me over on my front and saw my hard sticking out.
“Hey kid, you seem to be too big for those bottoms. I’m just gonna take em off ya. Ain’t nobody to see us anyway.” And he stripped off my swim suit which left me totally naked and totally hard. He continued to rub lotion all over my body and said nothing but just studied at every inch of me.
“Ok, now you put some lotion on me.” He said and gave me a little spank. He laid down on his back and I began to explore ever muscled inch of his studly form. I took special care to rub his rock hard ass muscles over and over and over. I then knelt next to him and rested my swollen cock on his powerful thigh as I finished rubbing his back.
“Do you want me to do your front now JR?” I asked.
“Yes, kid I do.” JR said and rolled over exposing his massive cock. There it was popping out of his speedo. It was the largest dick I had ever seen and I had to stare at it for a moment. It was perfect in shape and size with strong veins going up and down. It was a work of art.
“It looks like I am too big for this suit.” JR said laughing and slipped it off his legs. I began to rub lotion all over his 6 pack abs and felt like a teenager again. I rubbed his strong and wide shoulders, his neck muscles, his chest muscles, his inner thighs, his outer thighs. There we were, two straight men with raging hard ons by our own private pool on a Saturday afternoon.
“I think you and I need to cool down kid. Let’s get in. He said.
“Good idea” I echoed.
As we both slipped into the pool, we became magnets for each other. An uncontrollable force took over and the next thing I knew, I was in JR’s strong arms and his hands were exploring my legs. I kissed him and felt his prickly mustache brush against my upper lip. His tongue penetrated my mouth. He pressed his throbbing cock against my stomach and I reached down to grab it. I stroked him with admiration as his tongue invaded every part of my gapping mouth.
I pulled away and said, “JR, I’ve never done anything like this before. I don’t know what to do.” I said.
“Your body knows exactly what to do kid. I’m not gay either but you are really turning me on. It’s time we did something about it. Come on”. He said and took me by the hand and led me out of the pool, into his condo, and onto his king size bed.
“Jr, you have the most beautiful cock I have ever seen.” I said as I knelt down to just stare at it and fondle it. “Can I kiss it? Just once?” I said bashfully.
JR took my head and thrust it onto his cock. Automatically I opened my mouth wide and began sucking it. I had never sucked a cock before but this cock was too big and too beautiful. In a matter of minutes, JR’s cock began to convulse and I felt his cum being shot down the back of my throat. I swallowed it all and then looked up at this huge muscle stud staring down at me.
First Gay Inter Racial Blow Job Sex Story written by Teddy for kinkysexstories,org
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Shemale Seduction Of Newlyweds On Honeymoon August 10, 2008
Posted by sexstory in Bi Sexual Sex stories, Black Sex Stories, Cheating Wife Stories, Cockold stories, Cuckold Stories, Domination Sex Stories, Femdom Sex Stories, Gay Sex Stories, Group Sex Stories, Interracial Sex Stories, Kinky Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Shemale Erotica, Shemale Sex Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.Tags: fantasy, honeymoon, Kinky Sex Stories, shemale, Shemale Sex Stories, transexual
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Shemale Seduction Of Newlyweds On Honeymoon
Shemale Seduction of Newlyweds On Honeymoon written by Amy
Hello, my name is Amy and this is the kinky sex story of my honeymoon and how my husband Todd and I were seduced by a Shemale.
It all started when we got to Jamaica. Todd and I had spent months planning every detail of our wedding and when we tried to decide where to go for our honeymoon, we had a very difficult time. We both could agree on someplace tropical and someplace where we would not be disturbed by anything or anyone. Todd was set on Hawaii but I really wanted to Carribean. Todd didn’t like Cancun because there were too many distractions. I didn’t like Tahiti because everyone spoke french. So finally we decided on Jamaica because it was cheap, tropical and they spoke English.
After a wonderful ceremony, we whisked away on a midnight flight to Jamaica. We slept the whole way in first class and woke up to a beautiful day. Todd had surprised me with a limo and driver waiting for us. The driver was a beautiful tall Jamaican person holding a sign that said,
“Mr. and Mrs. Jones”.
I got very excited to see that sign reminding me that I was now a married woman. The driver’s name was Samka and gave us both a big hug and said, “Welcome to Jamaica Mr. and Mrs. Jones”. Samka kissed us both on the cheeks and we got into the lino and she drove us to our hotel.
At the hotel, my new husband explained that he was very tired and wanted to take a nap. Samka explained that we had purchased the deluxe package deal and that she would be our escort for entire stay. A little goes a long way in Jamaica. So I asked Samka if she would take me shopping while my husband slept.
Samka took me to a very sexy lingerie store knowing that it was our honeymoon and I might enjoy buying something sexy. I picked out a sexy teddy and tried it on and modeled it for our escort Samka. Meanwhile she had picked out some very slutty clothes for me to try on as well. I spent the entire afternoon trying on different lingerie and modeling for Samka. It was great fun.
On the way home, Samka asked if I wanted to let my new husband sleep a little more and maybe we could stop by a neat local bar and get some cocktails. I thought why not, I’m on my honeymoon.
Samka bought me 3 myti’s and before I knew it, I was very very drunk due to the jet lag and being so tired. After my 4th myti, Samka drove me back to the hotel room and escorted me in. My husband was not there, he must have woke up and gone out to the beach or something.
“Why don’t you try on your favorite outfit before your husband come home”, Samka said.
I was feeling very drunk and light headed and could barely walk.
“Do you need me help?” The Jamaican escort said.
“Sure Samka, could you help me please?” I asked.
Samka slowly undressed me. I began to notice that she smelled very musky and her facial features were very masculine. As Samka slid my newly bought panties over my pussy, I began to get arroused. I didn’t think a woman could make me feel that way. When Samka strapped me into my new lace bra, my nipples became obviously erect.
“Samka”, I said. “I am getting very turned on. You are touching me very erotically or something. Your beautiful dark black skin looks so good next to my breasts.” I said slurring my words and becoming very wet as well.
“You like the way I dress you? It’s ok, don’t be shy.” She said.
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And then Samka kissed me. I was taken totally by surprise and was unable to say anything. She pushed her large tongue deep into my mouth and forcefully explored it. I was overcome by excitement and felt totally helpless.
Then Samka worked her large black finger into my panties and I blushed as she discovered how wet she had made me. I began to get very light headed and forgot all about it being my honeymoon.
Samka picked me up off the ground with both her arms and carried me to the bed where she lay me down, lifted my arms behind my head, and continued to kiss me. I was overcome with ecstasy and completely incapable of stopping her.
Samka then lay down on top of me and that’s when I noticed something very odd. There seemed to be a rather large cock rubbing against my soaked pussy. I was very confused. I opened my eyes and looked at Samka in amazement.
“You feel me large cock?” Samka said.
I moaned back, “ummmmhuuuuuu”.
Samka pulled down her mini skirt and the next think I felt was the largest dick entering me that I have ever felt. This black Jamaican escort was a shemale! Oh my god!
I began to feel this giant dick penetrate me deep, deeper, and deeper still. It hurt at first but then it felt so good that I was unable to protest, nor did I want to. I began to cum almost immediately and moaned and tossed as Samka continued to deeply tongue my mouth.
“Oh god”, I thought, “what am I doing? what if my new husband sees me? What am I doing”.
More orgasms followed as Samka rocked my hips and thrust deep into the core of my being. I had never had sex with a shemale, much less a black person, and on my honeymoon. And to make it all even more exciting, my husband could walk in at any moment. I came more and harder than I had ever come before. I was making uncontrollable moans and at times was aware of how loud I was squealing.
After about a half hour of pure sexual ecstasy, I felt Samka’s cock begin to explode. She pulled out and came in my mouth as I opened up wide to take her ropes and ropes of black Jamaican cum.
When it was all over, I lay there feeling more satisfied than I had every felt. I also begin to feel very guilty and had a difficult time knowing which emotion I should feel more. I passed out and woke up and Samka was gone and it was dark. I got up took a shower and wondered where Samka and my husband were. I left the hotel and went for a walk on the beach to clear my head and think about what I should tell my husband if anything.
All I could think about was the size of the cock that had just been inside me. I had never had orgasms like that before. Why did it have to happen on my honeymoon. The more I thought about it, the more wet I became. I could not stop thinking about Samka;s beautiful face kissing me deeply and her giant cock carrying me to such pleasure. My panties began to get soaked just thinking about it and I walked back past the balcony of our hotel room to see if there was a light on.
To my surprise, there was a light on. I stood on the beach and peered into our hotel room to see if I could see my darling husband and wondered what I might say to him. To my shock, I saw what looked like two people on the bed. Yes, it was two people, a white man, and………….Samka. Oh My God!!!
I inched closer to the balcony and witnessed my husband on his back with Samka’s huge black cock in his mouth. And Samka had my husband’s cock in his mouth. They were in the 69 position.
And then a huge wave of emotion came over me. At first……..rage………then intrigue gave way to enjoyment. Seeing my husband with Samka’s black cock in his mouth was actually turning me on. I stood there and began to finger my clit in the shadows on the beach watching my new husband sucking a cock.
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I watched as Samka begin to explode in my husbands mouth. I wondered if my husband could taste my pussy on Samka’s black cock. I began to cum all over my finger and then I watched my husband start to cum into Samka’s beautiful face.
“Wow”, I thought. “Now what should I do?” I decided to give them 10 minutes before I entered the room. As I walked around I realized I was off the hook and didn’t need to feel guilty anymore. We both had secum to the sexuality of Samka and both had eaten the forbidden fruit. Speaking of fruit, I had to wonder if perhaps my husband was gay. He didn’t seem gay, but watching him suck cock was a HUGE turn on anyways. Now all I could think about was sex. Samka’s cock in me, and Samka’s cock in my husbands mouth. Marriage meant nothing, my husband meant nothing, I was awash in a sex of sexual pleasure that I could not shake. I knew what I needed to do next.
I sat in the lobby and waited for Samka to leave the hotel. Then I went to our hotel room and entered finding my husband asleep on the bed naked. I covered him up and lay next to him and we slept together, our first night as husband and wife.
The next day I woke up so horny I could taste it. But my husband woke up feeling very guilty.
“Honey”, he said. “Our escort guide is a shemale. That’s right Samka is actually a man and has a dick!” He said.
“What?” I said, pretending to be astonished.
“Yes, it’s true. And even worse. Last night I went looking for you and got very drunk. Samka found me in the bar and I think he/she seduced me last night.” He said very ashamed.
“What did you and Samka do last night?” I asked.
“Well, I don’t remember exactly but I am pretty sure we were naked and did something we were not supposed to do.” He said.
“Did you suck Samka’s cock sweetie?” I asked my new husband.
“I’m not sure but I think I did.” He said.
“Did you enjoy it hon?” I asked him.
“Well, I don’t recall. What do you mean?” He said.
“Well I just want to make sure you’re not gay since we JUST got married. And how could you do that on our honeymoon?” I scolded him.
“I am so sorry sweetie. Please forgive me. I was drunk and tired and horny and surprised. I thought Samka was a girl. It all happened so fast. I was seduced. It will never happen again.” He said begging and crying.
I consoled him gently. “there there baby. I am very upset with you but I’m proud that you told me about it and were honest. It’s a problem but one that can be fixed.” I said.
“I am so sorry, I’ll do anything to make it up to you.” He said.
“Well there is one thing that we can do that might even the score.” I said.
“Anything, I’ll do anything.” He said crying.
“I think it’s only fair that I do what you did.” I said.
“What do you mean?” He said.
“Well, if you slept with Samka, I should sleep with Samka.” I said and when I said it, I just about came in my panties.
My husband began to protest a great deal, but I explained that I would walk out on him and even divorce him for his behavior unless he did this one thing to rectify his wrongs towards me. Finally he agreed but insisted he be in the room to watch.
I tied his hands and feet to the bed, then dressed up in the sluttiest outfit I had with pink pumps. I teased my husband and watched his cock become erect and then Samka knocked on the door.
I led Samka in by the hand and slowly undressed the Jamaican shemale infront of my husband. I kissed Samka deeply and placed his hand on my pussy and I began to fondle his giant cock. I glanced over at my husband who was still sporting a hard on. This was really turning me on.
I knelt down and took the large cock into my mouth as I heard my husband groan and whimper. I sucked the cock for a few moments and then stopped.
“Honey”, I told my new husband. “If you are going to cry, then I am going to have to shut you up.” I led Samka over to my husbands mouth and inserted the black cock into his full lips. “Now show me what you did last night baby.” I said.
I watched as my husband’s mouth moved softly and sweetly over the large black cock. I held his head up to make it easier for him and cupped Samka’s ball sack with my other hand.
“There there, now you have nothing to cry about. See how sweet I am. Honestly dear, this is turning me on more than you think. ” I said.
I saw my husbands cock standing straight up in the air. “Looks like it’s turning you on too.”
I took my husbands cock in my mouth and sucked and sucked like I have never sucked before. All the while watching my husband suck the large Jamaican cock. In a very short while, my husband came in my mouth and I swallowed it down.
“There, you see? This isn’t going to be so bad after all is it baby?” I said.
My husband was unable to speak since he was tied up and was sucking a dick.
“Now that you have that beautiful gigantic cock all warmed up and wet for me, it’s time I put it to use. And remember baby, you owe me 2 now.” I said.
I grabbed Samka’s cock out of my husbands mouth and led it over to the floor in front of the bed and in full sight of my new husband to see. I lay down and spread my legs and Samka sunk that amazing cock of hers into my tight wet pussy instantly causing me to almost lose conscience. I cried out in pleasure and pain as Samka rocked my hips into my first orgasm in record time. I began to cum now over and over and over as I watched my husband helplessly watching the black Jamaican shemale pound my pussy relentlessly. I was screaming and almost completely out of control.
I could feel Samka prepare to release the cum from his black ball bag and I forced him to stay inside of me. The black cock throbbed and thrusted and stretched out my pussy to a new state. I clutched the shemales ass muscles tightly and invaded his mouth with mine.
When Samka had finally finished, I looked over at my husband who had an erect penis again. I walked over the bed and straddled his mouth and told him to lick out the cum from my pussy.
“Now, we are even.” I said.
Shemale seduction of newlyweds on Honeymoon sex story from kinkysexstories.org.
Shemale sex stories.
Forced Faggot From friend Feels Fabulously Fruity March 30, 2008
Posted by sexstory in Bi Sexual Sex stories, Crossdressing Sex Stories, Crossdressing Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Gay Sex Stories, Group Sex Stories, Interracial Sex Stories, Kinky Sex Stories, Role Play Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.Tags: forced, fag, femm, femme, feminization, Forced to Feminize, Sex Story, kinky
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This forced fag sex story written by Sarah Smith.
Forced Faggot Sex Story
Hello and thank you for letting me share this free true sex story about how I forced my male roommate into being a fag. I didnt know it at the time but this was how I began my obsession with turning men into fags. Nothing gives me an orgasm more quickly than to watch a straight guy being taken by a stud for the first time.
I was living in Hawaii barely making a living as a surf instructor. I had a beautiful apartment overlooking the Pacific Ocean but could not afford it so I placed an ad for a roommate. Since I am a woman, I didnt want to live with some over testosterone male chasing me around the place. Rather I looked for a nice and kind roommate and found a very cute guy named Peter. He was thin and very sweet and I felt safe with him sharing my beautiful apartment.
Peter and I grew to be fast friends and we would talk every night about everything while sharing a bottle of wine. He had a very sensitive side and at times I felt like he was one of my girlfriends. I began to grow very attached to him and found myself feeling jealous when he would bring a female date home. He was such a wonderful and sweet guy and I didnt want any other woman to have him or take advantage of him. I began to get very possessive of him and one night I took him to bed with me.
Peter was a very submissive lover and allowed me to be on top the entire time. He held me very gently as I came to a climax on top of him and then he obeyed me without question when I asked him to eat my pussy afterwards. As I looked down at him caressing my clit with his tongue, an image popped into my head that turned me on so much I couldnt stand it. I imagined my sweet roommate Peter going down on a very masculine man while I watched. I couldnt shake this fantasy and the next day began to conceive of a way to make this happen.
One of the surf instructors I worked with a Hawaiian stud named Lamar. He was a huge man and all the women wanted lessons from him. His skin was dark, his arms were large, and his butt looked like a rock in that tight black wetsuit. Lamar was openly gay and I approached him about my devious sexual intentions. Lamar was excited about the idea of being Peters first boyfriend but warned me that most straight men need a little coaxing from their female lovers to attempt being with a man. And I would need to train sweet Peter with a strap on first. I just about came in my panties when I hear him say that and quickly went to work on the plan.
That night I took Peter to bed and while I was riding him I reached around and under his cute and tight butt and began to slowly ease a finger into his sweet ass. He moaned, closed his eyes and came almost instantly.
I found something you like didnt I Peter? I asked.
Yes, I am surprised at how good that feels. Peter said.
I led Peter by the hand and into the bathroom where I drew a nice hot bath. Then I laid him down and washed him slowly and gently in the tub with a moist washcloth. He began to relax and then his cock began to get larger and harder again.
I see my baby is all ready for more? Doesnt this feel good? I asked.
Yes. It feels wonderful. Ive never had a woman give me this kind of attention before. Sweet Peter said gushinly.
With one hand I began to stroke Peters swollen cock and with the other hand I forced a finger into his asshole again. He began to moan and his eyes rolled back. Then I slowly forced a second finger into his tight virgin ass. I could tell he was about to cum again stopped and gripped his cock tightly. His gentle eyes opened up and looked up at me very submissively.
You cant cum Peter unless you allow me to do something to you that I very much want to do. I said.
Whats that? He asked.
Peter, this may sound kinda silly but I want to shave your legs. You have such beautiful legs and I want to see them better. I said.
What? That is a strange thing to ask. He protested.
Well, you cant cum until you let me do this. I promise it will be fun and erotic and when I am done shaving you, I will give you the best orgasm of your life. I promised.
I guess I cant argue with that. Peter said sheepishly.
And I took out my razor and tilted Peters head back and went to work shaving him bald. When I got to his crotch and began to shave his pubic hair, he did not protest one bit.
Very good boy Peter. You look fabulous. Now are you ready for a very special orgasm? I asked.
I cant wait He said.
Thats a good boy. I said. I began to stroke his rock hard penis with one hand, and slipped a finger into his ass with the other hand. Then 2, then I secretly submerged a small dildo into the tub and slowly worked that into his ass. When Peter began to realize what it was he opened his eyes wide and I immediately pressed my lips over his before he could protest and forced my tongue deep into his mouth.
Peter came hard and his butt cheeks tightened around the dildo I had forced into his virgin butt.
Now wasnt that simply wonderful? I asked Peter and his freshly shaved bottom.
I was obsessed with the idea of taking this sweet straight boy Peter, and turning him into a cock sucker and bottom boy. I wanted to see if I could have him sucking another mans cock within a week. It was a very exciting challenge to me. The next night I climbed on top of Peters penis and quietly slip a butt plug into his ass. This time he did not resist and I left it in the entire time we made love. After I had several orgasms I stopped. Led Peter to my closet and slipped my pink silk robe over his naked body sat him down at my computer. The whole time while his butt plug was inside his ass. It was such turn on for me.
We began to shop for lingerie for me online, and then I suggested that I would like to see him in some sexy sweet nothings as well since he had such nice shaved legs. Peter did not resist, I imagine because he had my butt plug buried in his ass and was very eager to cum.
After we bought sexy feminine outfits for both of us to wear, I led him back to the bed, and placed him on his front. I slip a pillow under his ass propping it up and slowly removed his butt plug. I then tied his writs to the bedpost and took out my 6 inch black dildo and teased his butt crack.
What are you doing to me? Peter asked helplessly.
I am taking advantage of you sweet Peter and it is driving me wild. You have no idea how much this turns me on to see you so submissive. You do want to please me dont you Peter? I asked.
Umm hmm Peter moaned as I worked the head of the large black dildo into his tight little ass. It made me so wet to think that only the third night Peter and I had been lovers, he was allowing his ass to be violated for my pleasure. I began to cum in my panties as I watched the black cock go in and out of Peters cut little ass. I plunged the dildo as far as it would go into Peter and then untied him and turned him on his front as I rode his throbbing cock to a climax.
The next day the lingerie arrived and we unwrapped the boxes together. I had Peter undress me and then dress me up in his favorite sexy lingerie. Then I undressed him and began putting on stockings over his shaved legs, then a garter, then my favorite part was the white lace training bra.
Arms up princess. I said as I slid the bra onto his chest. Now turn around and let me fasten it. Good boy. Cant you just imagine that you are a sweet innocent little girl with new breast in this lace bra? I tugged and tightened Peters first bra and my pussy became soaked from the power of this exchange.
I took sweet Peter to bed and we made love like two lesbians both dressed in sexy lingerie. I took out a double headed dildo and began sucking it while Peter watched and fucked me. It was all too much and I came over and over and was lost far from this world in pleasure.
Will you suck this for me sweetie? I asked Peter as I led his lips to the large plastic cock in from of his face. Peter took the dildo into his mouth without so much as a wimper and began to suck. I gave him some helpful hints about how to take it deep without gagging and watched as my sweet boy sucked on my plastic cock on our 4th night in bed together. I was feeling pleasure deep in my pussy that I had never felt before. It was almost like having sex for the first time again. I was having multiple orgasms all over Peters pantied cock. It was unbelievable bliss. Peter and I passed out together still dressed in out new sexy lingerie and when we woke up the next morning, we made love for two hours again and it was just as wonderful as the night before.
We both called sick into work that day and bathed each other in soft soaps and oils. I dried and dressed Peter in panties and a bra and then put on a very tight fitting pair of my shorts on him. Then I picked out a tight tee shit for him and you could see his bra through it. He was bulging out of my clothes. I then applied just a little lip gloss to his lips, and a bit of make up too.
Lets go shopping I said. There is something very special I want to buy for you.
I cant go out dressed like this! Peter exclaimed. People will think I am gay.
Oh dont be such a sissy. I said giggling. No one will think that because you will be with me and I will hold your hand. All the women will be jealous that I have such a good looking boyfriend and all the gay men will want you. Please Peter, if you do this for me you will be rewarded with a very special gift.
Peter reluctantly agreed and I drove him to the local sex shop. I made him reapply his lip gloss at a stop light and watched as several construction workers looked curiously at him. It was SUCH a turn on!!!
I led Peter by the hand around the sex shop and picked out a large black strap on dildo. Peter paid for it and as we drove home I made Peter unwrap it and place it between my legs as I drove. I began to stroke it and then forced his head down to suck on it like he was giving me a blow job. I exploded into an orgasm and almost crashed the car.
At our apartment I forcefully took Peter into the bedroom and placed him on his knees as he watched me strap on my new black dildo in front of his face. I teased his mouth with the head of the cock and then took him by the back of the head and watched as my cock went in and out of his sweet glossy lips. This was the most excitingly erotic thing I had seen and wondered why I had not done this to a boy before. I told Peter to suck on my cock and to play with his man clit until he came all over himself. He did in under a minute.
That night I tied Peter to the bed post again on his back and lifted his legs into the air while I fucked his virgin ass with my cock. The fact that Peter was so willing to let me violate him for my own pleasure made me extremely hot. To know that I was taking his virginity was an absolute turn on and as I fucked him with my strap on and he moaned, I began to cum again. I think on that 5th day with Peter I managed to have almost 40 orgasms. Thats the truth.
The next day we both went back to work and I told Lamar all about my progress with Peter and Lamar was impressed. I invited him over to our apartment that night after work and snuck him in before Peter got home. When Peter arrived I led him into the bathroom and began to dress him up in his sexy lingerie again. I dressed him as a little virgin slut with white lace, pig tails, and red hot lipstick. I locked him in the bathroom as I went and got Lamar to undress and get into our bed.
I went back into the bathroom and could barely contain my excitement. Sweetie, I have a big surprise for you. I said as I opened the door and Peter saw the Hawaiian muscle stud laying on the bed waiting for him.
Whats this? Peter asked scared and confused.
Its my ultimate fantasy honey. I said. Now dont be shy, just go over to Lamar and give him a nice big hug for me.
I dont know about this. Peter protested.
I stood behind Peter and grabbed his arms and slowly walked him over the bed with the gay stud waiting for him. I whispered soft sweet things into his ear and stroked his cock beneath his lace panties.
Its ok. Dont be scared. I am here and will not let anything hurt you. This is going to make me very happy and excited. You want to please me dont you? Its going to feel fabulous. Havent you ever wondered what it might be like to be a girl and be taken? This is your chance sweet Peter. Please, do this for me. I promise you will enjoy it and if you dont we can stop. I coaxed him.
Peter, dressed in white lace and lipstick, reluctantly got into bed with Lamar and gave him a long hug on my instruction. Lorimars hands explored Peters soft and shaved body. I glanced down and noticed Peters penis was getting larger.
Now that doesnt feel so bad now does it? Let Lamar kiss you now Peter. I instructed.
Lamars tongue invaded Peters mouth and he began to kiss my sweet boy passionately. I reached down and stroked Peters cock for awhile and then replaced my hand with Lamars. When Peter was more relaxed I took his hand and placed it on Lamars cock and he stroked it until it was huge.
Ok now Peter, I want you to kiss Lamars cock for me I said. Peter did as I told him now.
Oh my goodness. His cock is huge! Peter exclaimed. Much bigger than mine.
Yes sweetie it is. But dont be scared, thats just more pleasure for you. I said.
I held Peters head as it bobbed on Lamars gay cock. I was completely turned on and could not help fingering myself as I watched my boy toy going down on another man. And it had only taken me 6 days. I began to cum and moan and this made Peter suck harder faster and deeper.
Lamar began to moan too and I sensed he was going to explode. Now Peter, I want you to swallow every drop of his cum for me like the sweet little girly boy that you are.
Lamar began to orgasm into Peters sweet painted mouth and his cum shot down Peters throat. Peter swallowed and I turned his head to me and kissed him very gently.
You are an absolute wonder cock sucker Peter. You have no idea how much this is turning me on. I said. Before Peter could speak, I kissed him deeply and began to play with is hard cock. Now be honest, was that so bad? I asked.
No. Peter said shyly and rather embarrassed.
Dont worry, I wont tell anyone about this. It will just our little secret. Now, what shall we do with that rock hard cock of yours?
I laid down and spread my legs and took out Peters hard on from his panties. I placed him inside of me and gently let him fuck me. I told Lamar that when he was ready, he could fuck Peters ass.
Lamar wasted no time and applied lotion to his gorgeous cock and began to slip it into Peters butt as I spread his cheeks for him. As Peter was fucking me I watched his eyes grow large as he was evaded by a gay mans cock. I began to have uncontrollable multiple orgasms as I watched my sweet boy being taken by a man for the first time. Peter began to cum and as his butt muscle tightened he cried out as Lamars enormous cock sunk deep into his love hole.
I think you like this too dont you sweetie? I asked Peter. He nodded from utter pleasure. Dont be shy Peter. I know you secretly wonder what it would be like to be Lamars boyfriend dont you? I asked. Its ok. I want you to have a boyfriend. It really turns me on.
Peter agreed to go out with Lamar a few times and before long, he was getting fucked by Lamar instead of me. And then they moved in together and I went searching for another sweet boy to force into a fag. Its an addiction I still cant put down.
Strapon Mom Sex Story. First Time With My Best Friend’s Mom And Her Strap On Sex Story. July 14, 2007
Posted by sexstory in Bi Sexual Sex stories, Crossdressing Sex Stories, Crossdressing Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Gay Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Strap On Dildo Stories, Taboo Sex Stories, True Sex Stories.9 comments
Strapon Mom Sex Story. First Time With My Best Friend’s Mom And Her Strap On Sex Story.
This is the true sex story of a strapon mom and me. Not just any old sexy strapon mom, but my best friend’s mom.
Written By Dave
My name is Dave and my friend’s name is Ed. We have been friends since we were in elementary school. Our parents only live one block away and we grew up together. Ed’s mother has always been a hottie. I recall that the first time i masturbated, I was thinking about her. Of course I was too shy to ever say anything, and I was not the only one who thought she was hot. But I am sure that she knew all along that I was attracted to her. She was always very nice to me, even more so than her son Ed.
Ed and I grew up and went to different colleges and sort of lost touch. During my sophomore year, I returned to my old neighborhood for Christmas vacation and went to Ed’s house to see if he was home. I rang the door bell, and sure enough, a vision of sexiness answered the door.
“Well hello Dave. It’s good to see you again. My, you have really filled out. I bet all the girls at college love you. But I remember when you were just a little boy. Cute and playful. Sweet as a cherry pie. Now turn around and let me take a look at you.” My best friend’s mother said.
I turned around and her eyes poured all over my ass. She took my shoulders and twirled me around again.
“Well, my goodness, you certainly have been growing up. Come here and give me a hug sweeite.” Ed’s mother said.
As I hugged the mature voluptuous women, I was reminded why I used to masturbate about her so much. She was a goddess of form. she had big tits, the kind that are firm and stick out and beacon to be sucked. It’s the first thing anyone, male or female, can think about. She has wide hips, but not too wide, and stands about 6 feet tall which is 2 inches taller than I do. Her lips are full and sensual and sort of have a devious grin to them. They speak of being filled with an excess of estergine and perhaps a side of testosterone. The older woman commands respect and you can sense that if you give it to her, she is going to know exactly what to do with it. She is a natural dominant and powerful woman and we men are but moths to the flame of her sensuality.
“Hi Miss Bowen, ” I said. “It’s nice to see you too. You haven’t changed a bit. You look great. I was just stopping by to see if Dave was home for the holidays.”
“No sugar, Dave is not here yet. He is expected to be home in a few days now. But please do come in and sit for a spell. I live alone now and enjoy company. Let me make you something to eat and perhaps you would like some wine to drink. We can catch up on all that has happened in the past few years. Please come in.” She said and took my hand and walked me through the house.
Ed’s mother made me a sandwich and opened a bottle of Pinot Noir and then got up.
strapon mom
“Llet me change into something more comfortable. It’s so wonderful to see you again. You know, you were always my favorite. You had the cutest little boy smile and you always looked up at me with those pretty little eyes of yours” Miss Bowen said as she went to change her clothes.
I drank several glasses and was getting tipsy when she returned. She was now wearing a silk long nightgown that was closed but underneath I could tell she was wearing a black stockings and a garter belt. Good god she looked sexy. I was starting to think she wanted to seduce me.
“Did Ed tell you his big news?” She said.
“I don’t think so, what news?” I said.
“Well, he finally came out of the closet this year. My son Ed is gay. I suppose I was a little too nurturing with him, and perhaps was too much of a strong woman. It didn’t help that he didn’t know his father very well either. But they say, that being gay is not a choice. He has a boyfriend now and is happy to have come out of the close. ” She said.
“Wow, I would have never known he was gay. He always seemed so masucline and strong to me. ” I said.
“Well, I think he is a top. Meaning that he likes to be on top. He likes the cute boys, the submissive ones you know. Much like yourself. I always thought that you might have been gay too and that you and my son were lovers.” She said.
“No, I never knew. He never made a pass at me. We were just friends.” I said.
“Well I knew he had a big crush on you when you were younger. But what about you? Do you have a girlfriend in college? ” She asked.
“Well, I did, but it didn’t work out. She slept with my room mate so we broke up. I have been lonely and alone for awhile now.” I said.
“That is a shame, such a nice boy like you deserves a good woman. Come here and let me give you a hug.” My best friend’s mom said.
I got up and hugged Miss Bowen and I felt her hand slip down to my ass. She turned her cheek and our lips meet and she kissed me deeply with her tongue. Her hands continued to explore my ass and legs while we kissed. It all happened so quickly I didn’t have time to think.
Then she stopped and said, “I always knew you liked me. I could tell by the way you looked at me. You would watch my every move and look me up and down. And you would do anything I told you to do. I liked you too and just kept waiting for you to grow up. And now, here you are my sweet cute boy. I am very happy that you came over to see me.” My best friends mom said.
I began to blush and could feel my dick swell.
“Miss Bowen, I’m a little confused right now.” I said.
“Well, don’t be. There is absolutely nothing to be confused about. What you are feeling is as natural as a spring rain.” Miss Bowen said as she began to unbutton my jeans and skid them down my legs exposing my growing cock.
“Now let’s get these tight pants off you baby and see what you are hiding under there for me.” She said as she pulled down my underwear and exposed my manhood.
Miss Bowen then grabbed me forcefully and laid me down over her knee with my exposed ass sticking up in the air.
“Before we go any further, you must be punished for all the bad things you did at my house when you were a little boy.” She said and she began to gently slap my ass which made very loud smaking noises.
“But I was a good boy Miss Bowen, I never did anything bad.” I said as she slapped my butt repeatedly.
“Well, what about all the naughty things you were thinking about? Now look at yourself in the mirror as I turn your bottom red as a race car.” She said.
Miss Bowen spanked me over and over and I watched her do it in the bedroom mirror. The same mirror I used to look at when I was a young boy staying over with her son.
“Very good, now stand up and let me take off your shirt.” She said and she raised my arms up and lifted my shirt. With my arms high and the shirt almost off she stopped and kissed me deeply. “You are going to be my favorite boy toy sweetie. I am going to teach you some very wonderful and sexy things. You want that don’t you?” She asked.
“Umm, yes I do” I said.
“From now on, you will call me ma’am. Understand?” She said.
I was so horny I would have called her anything. “Yes ma’am” I said.
“Oh that’s very good” she said.
My best friends mom then laid down on the bed and spread her legs and pointed to her pussy.
“Now my sweet young thing, come over here and I will teach you what every woman wants. Stick out your tonge honey and begin to clean out my pussy for me.” She said.
“Yes ma’am” I said and went to work. My best friend’s mom told me where to lick, how to lick, and how long to lick, and after she bursted into several orgasms, she then told me to mount her. She began to slowly insert my cock into her mature pussy and moved me back and forth in the motion that she liked the best.
“Now don’t cum ok? I have many more things I would like to do to you.” She said.
I did my best to refrain from ejaculating inside of her but when I got close, she would shove me out of her and talk me down. We made love for over an hour and she had many many orgasms. I had no idea women could have so many. It was a beautiful sight to see.
“Now sweet boy, I am going to show you how to fuck a woman properly. But the best way to do this is by getting fucked yourself.” She said as she tied my writs together, and then tied my ankles together and lifted my legs into the air.
“What are you doing?” I cried.
“If you ask any more questions, I will stick a gag in your mouth so shut up and keep your legs up, I’ll be right back.” Miss Bowen said.
She returned several minutes later wearing a very large strapon dildo. I was speechless. Was she going to use that on me? I didn’t even really understand what it was at first.
Miss Bowen began to put a cool jelly on my butt and then slipped a finger in my ass.
“Ma’am, what is going on?” I asked.
“Now I told you to keep your mouth shut. Since you can’t seem to shut it, I’m going to fill it with my strapon cock.” And she shoved her didlo into my mouth. “There, now that should keep you quiet. Suck on it until you realize that your mouth is only good for two things. Sucking my cunt, and sucking my cock. That’s all I want your mouth to do from now on.” She said as I sucked the giant cock as she fucked my mouth.
“That’s a good boy. A VERY good boy. Yes, momma likes to see her big cock going in and out of her sweet boy’s mouth.”
After awhile, she took the strapon out of my mouth and began to slowly insert it into my ass. It hurt at first and I moaned but tried very hard to keep my mouth shut.
“The best way to learn how to fuck a woman, is to get fucked yourself. I am going to show you how a real man fucks.” She explained. Miss Bowen began fucking me with her strapon and it began to make a noise just like when I was fucking her.
“Do you hear that? That’s your ass pussy eating up my large cock. Now take a look in the mirror and watch yourself losing your virginity.” She said.
I looked over and saw my legs up in the air and my sexy best friend’s mom fucking me deep. Although it hurt, I could not help but come and came all over my stomach.
“Did I tell you to come? It seems you like this a little too much. You might just be gay after all. I always suspected you were. It’s ok if you enjoy my cock in your ass. My son is gay and I still love him very much. Perhaps ever more so.” She said.
“Ma’am, I’m not gay, it’s just that………….well………I don’t know.” I said.
“Shhhh…..hush now sweetie. I won’t tell anyone. You see, I just gave you a gay test and you didn’t know it. You fucked me for over an hour and didn’t come. But you came in less than a minute with a cock in your ass. Do you know what that means?” She asked.
“um, no.” I said.
“It means you like a nice big cock in your ass more than your cock in a pussy.” She said. “Don’t be shy, and don’t be scared. I have known you almost your entire life and watched you grow up and I always had a sense that you might be gay.” She said.
“I’m not gay.” I said.
“Honey, I realize it may take some time to come to terms with it. I want you to spend the night with me tonight, and we will talk about this more in the morning.” She said.
Miss Bowen whipped my cum off my chest and untied me.
“Tonight you are going to wear my panties and silk teddy to bed sweetie. It’s to celebrate losing your virginity to me and my cock. Now come over here to my closet and let me dress you for bed.”
Miss Bowen dressed me in her lingerie and we got into bed together. She laid my head on her chest and I began to get hard again. She lifted up her bra and placed my lips onto her supple nipples.
“Does sweetie need to suck a little before he goes to sleep?” She said.
I moaned that indeed I did.
“I can feel your little girl clit getting hard in your panties” she said. “Now suck on this for awhile.”
Miss Bowen gently removed my mouth from her breast and inserted a small dildo between my lips instead.
“Oh that’s very nice. You are getting much better at this. Soon you will be an excellent cock sucker.” She said.
As I sucked on her dildo, she reached down into my panties and began to stoke my cock and I released my cum inside the panties almost immediately.
“Miss Bowen. You have made me very confused. Am I gay now? ” I asked.
“Hush little baby. It’s time for night night. now go to sleep with your panties full of cum and we will discover more wonderful things tomorrow.” She said.
I awoke the next morning to a wonderful sensation. I looked down and Miss Bowen was sucking my cock. I didn’t say anything but just moaned and enjoyed it. Miss Bowen sucked my cock for over a half an hour and then stopped.
“Good morning princess. Did the princess sleep well in her silk panties filled with cum?” She said.
“Yes ma’am.” I said.
“Well good, let’s take a shower together shall we? And get nice and clean.” She said.
We took a nice long shower together and she cleaned me throughly. Then she dried me off.
“From now on baby, I want you to wear panties. Once you have had my cock in your ass, you can no longer wear those dreadful boy underwear.” She said and slipped me into a new pair of her pink panties.
Miss Bowen led me into the bedroom again and told me to suck her pussy which I did for a very very long time. She came over and over and told me to keep licking and sucking just the way she liked it.
“Even if you are gay, I can still use you to please me in this way. You are getting to be very good at it and when I train you to perfection, I have some friends of mine that I will want you to meet.” She said.
“Now, lets see if you learned anything from when you had my cock in your ass pussy yesterday. Come up here and fuck me like I fucked you.” She demanded.
I began to fuck Miss Bowen hard and deep.
“You are a slow learner sweetie. But keep trying. Remember what I showed you with my strapon. That’s how mommy likes it.” She said.
I fucked her for almost two hours until she was satisfied enough. I was exhausted.
“Time for your second lesson. Now this time, I hope you can keep from cumming so quickly so I can teach you more.” Miss Bowen said.
She took out her strapon dildo and strapped it on again. Then she put a lubbed finger into my ass.
“We need to stretch your ass pussy out just a little bit more today so that it is not so painful for you.” She said as she worked several fingers into my ass. “There, that is much better.”
My best friend’s mom stacked 3 pillows in the center of the bed and laid me over them with my ass exposed into the air.
“NOw get comfy darling, and try to relax for your second lesson.” She said.
She gently worked the head of her strapon dildo into my ass and began to move it in and out. It didn’t hurt so bad this time and as I relaxed, it actually began to feel wonderful.
“That’s it sugar. You are doing very well. Not pay attention to how I do it.” She said.
Miss Bowen placed her hands on my hips and pushed them back and forth, back and forth as her strapon filled my ass.
strapon dildo mom
“Now push back on it in the same rhythm.” She said as I tried to move my hips in the guidance of her mature hands. “Oh excellent, you are doing a very good job.”
And with those words of encouragement, I exploded and came all over the stacked pillows I was bent over on.
Miss Bowen laughed and took out her strapon cock from my asshole. She rolled me over and held me closely on the bed.
“Honey, now do you see? You fucked me for two hours and didn’t come. But when you had my cock in your ass, you came in 2 minutes. I think it’s time for you to accept it. You prefer a cock in your ass don’t you?” She asked.
“Ma’am, I am very confused.” I said.
“Don’t be. It’s very clear. We need to find you a boyfriend. It’s the only way to know for sure if you are gay or now. My son is coming home today. You two have always been very close, I think you would be perfect for each other. Now why don’t you practice sucking my strapon so when he gets here, you can show him what I’ve taught you.”
Strapon Mom Sex Story. First Time With My Best Friend’s Mom and her Strapon dildo.
Bi Sexual Boyfriend Sex Story. First Time With Gay Muscle Stud. July 9, 2007
Posted by sexstory in Bi Sexual Sex stories, Gay Sex Stories, Group Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Three Some Sex Stories, True Sex Stories.3 comments
Bi Sexual Boyfriend Sex Story. First Time With Gay Muscle Stud.
I am a 45 year old woman and I am dating a 25 year old man. We men online at a good dating service and I was attracted to him because he was so cute, and a little feminine and very sexy. Our sex was incredible from the start and was for both of us, the best sex we ever had. We both shared a love for drinking red wine and watching movies and soon, I would find out we both shared a love for muscle studs.
After about 3 months, my boyfriend kept asking me to dress him as a woman and at first I was a little concerned but we ended up having even better sex. It was wonderful how we would go shopping for clothes together and then come home, dress up, and have sex. I began to crave to dress him up as a little sissy slut. I made him look beautiful and any man would be lucky to be with him.
I began to rent gay porn for him and we would dress up as woman and then watch men having sex with each other and talk about how sexy they men were. I then bought some sex toys online. I bought a butt plug, a strap on dildo, and a double headed dildo. My boyfriends butt was very tight so I made him wear the butt plug around the house for a week until it stretched his ass out wide enough that I could use my strap on cock on him.
I was surprised at how much all this turned me on because I never used to be like this. I was so dominant and he was so submissive and sweet, and together we were perfect and having incredible sex. I couldn’t stop. I kept fantasizing about seeing him with another man. I made him look at gay porn all the time, and I made sure I trained him properly about how to suck a cock right. I also made sure I fucked him in his ass every night.
My sissy boyfriend craved to be fucked in the ass with my strap on. Even during regular sex he begged me to finger his butt which always made him cum so quickly. I knew that my boyfriend was bi sexual even if he didn’t know it but I wondered if he was gay. He had never been with a man before but he often fantasized about it. I thought about this a lot and devised a plan to find out if he was gay or not.
I found a very sexy muscle stud at my gym who was a personal trainer. His name was Byron and we became friends. I suspected he was gay and I was right. Then I told him all about my sissy bi sexual boyfriend and how I was trying to find out if my boyfriend was gay. I asked him if he made house calls and he said he did. So one day, I dressed my boyfriend in a tight white bikini thong with tie strings on the side and then called the muscle stud over.
“Baby, I want you to meet Byron. He is going to be your personal trainer. This is my early birthday present for you. Twice a week, Byron will come to the house, and you two can work out together. Now run along and do whatever Byron wants you to do.” I said.
I secretly watched as my sissy boyfriend worked out with Byron in the backyard. Byron put my boyfriend in all kinds of sexual positions and was holding and touching him. I could tell Byron was enjoying it and that made me happy. The question was, was my boyfriend enjoying it.
I went into the backyard to have a closer look. Byron had my boyfriend laying down on his back doing sit ups with his legs spread wide open. Byron’s huge bulging cock was firmly up against my boyfriend’s ass while is muscular arms held down my boyfriends feet. If my boyfriend got a hard on, his penis would stick out of his white bikini bottoms. I figured it was a type of gay thermometer.
“How’s it coming boys?” I asked.
“We are almost done.” Byron said. “It’s time now for the rubdown.”
I watched as Byron began to apply lotion all over my boyfriends back. Byron positioned himself so that my boyfriends head was faced directly at Bryon’s large bulge in his tight black shorts. I watched as my boyfriend stared at the large bulge in front of him. Was he getting turned on? After a few minuets, I gave Byron a wink that meant it was time to find out what effect all this was having on my boyfriend.
“Ok, now your front. Lets roll you over.” He said.
And sure enough, when Byron rolled my boyfriend over, his penis was sticking out of his bikini thong, straight up in the air. He was very embarrassed.
“I see that you are enjoying your new personal trainer aren’t you?” I said. “Are you attracted to Byron sweetie? It’s ok, I want you to be.” I told my boyfriend.
“Yes, I am attracted to him.” My boyfriend admitted.
“Why are you attracted to him sugar? What do you like about him that is turning you on so much?” I asked.
“Well, he is very strong and big and his has a big bulge.” My boyfriend said shyly.
“Would you like to see what is beneath his bulge?” I asked.
“Yes I would.” My boyfriend said.
I reached over and pulled down Byron’s shorts and out popped a gigantic cock. It was at least 7 inches long and 3 inches wide. Byron’s cock was a work of art and would have turned any straight man gay.
I stroked the muscle studs cock, right in front of my boyfriends face, until his cock was almost completely erect.
“Would you like to know what this magnificent cock tastes like?” I asked my boyfriend.
“Yes but I am shy.” My sissy boyfriend said.
“Don’t be shy, I am here to help you. Just open your pretty sexy mouth and I will place it in there for you”. I said as my pussy began to get very wet.
I placed Byron’s cock inside my boyfriends sissy mouth and he looked up at Byron and I with very submissive eyes.
“Now show Byron how well I have trained you to suck a real mans cock.” I said.
I watched in ecstasy as my fantasy was coming true before my very eyes. My boyfriend’s mouth was engulfed by the super sized cock and he sucked Byron like a champ.
I placed one hand on Byron’s balls, holding his big cock for my boyfriend to suck. I placed my other hand on my boyfriends sissy penis and began to stroke it while he sucked the muscle stud off. I was so turned on by all this I forgot that I was supposed to be deciding if my boyfriend was gay or not. If he was gay, I think that only made me want him more.
“Now my little darling, my sweet sexy submissive boyfriend, Byron is about to cum. You have done an excellent job sucking his cock. I want you to swallow all his cum down your sissy throat until every last drop has spewed from his cock.” I instructed my boyfriend. And he did.
The three of us got into the shower and I insisted that my boyfriend wash Bryon’s body from head to toe. I watched as his hands explored all over the muscle studs perfect form. I began to play with myself and brought myself to several orgasms. My boyfriends cock had been consistently hard ever since he little rub down. I had never seen him so excited before.
We got out of the shower and I personally toweled the two boys down. They stood there naked and looking at each other.
“Now honey, I want you to let Byron kiss you. Don’t be shy.” I said as my boyfriend leaned into the muscle stud. Byron forced his tongue into my boyfriends mouth and grabbed him by the ass as my boyfriend’s hands explored all over the muscle studs back, legs, and chest.
Soon Byron’s wonderful cock was rock hard again. I started to stroke my boyfriends cock, and the cock of the muscle stud together while they kissed. I was about to have another orgasm.
“Ok my beautiful boys, it’s time to lie down on the bed.” I said. Byron and I each took my boyfriend’s hand and led him to the bed. I lay him down gently on his back, then positioned Bryon a the foot of the bed. I helped Byron lift my boyfriends legs into the air and took his big dick and began to tease my boyfriends ass with it. I was having way too much fun.
I got the lube tube and squirted a healthy dose of lube all over the gigantic cock, and the sweet virgin sissy ass of my boyfriend. Then I took Bryon’s cock and placed it into his ass.
“There honey, that’s what you have been wanting now for so long isn’t it?” I said.
“Oh yes.” My bisexual boyfriend replied. I then leaned down and began to kiss my boyfriend as Bryon began to thrust his cock deep into him. I pinned back my boyfriends arms while I kissed him gently and talked dirty to him.
“Doesn’t that feel good. Oh you like it up the ass so much don’t you?” I said.
And then suddenly, my boyfriend came all over his stomach without anyone, or anything even touching his penis.
“Aww sweetie, you came so fast. You love this don’t you. I knew you would. But now you are just going to have to lie there while Byron fucks you some more.” I said.
But within a minute, my bi sexual boyfriends cock was hard again.
“Baby, look how much you like this. I have never seen you get so hard, so quick after you come with me.” I said.
Byron turned my boyfriend over placed him on his hands and knees on the bed. He bend him over and began fucking him in that position. I took out a large vibrating dildo and shoved in into my pussy as I watched Byron thrust his gay cock faster and faster into my boyfriend’s tight ass. Byron reached around and began to stroke my boyfriend penis faster and faster. Then Byron came into my boyfriends ass, while my boyfriend came in Byron’s strong muscular hand. They both cried out in pleasure. Watching my bisexual boyfriend having his ass pounded for the first time with a gay muscle stud made me have an orgasm too. We all came together.
I kissed my bi sexual boyfriend deeply and rubbed his head and asked, “Well sexy, now that you have finally had sex with a man, which do you like better. Boys or girls?”
“Both.” he said.
Bi Sexual Boyfriend Sex Story. First Time With Gay Muscle Stud written by Cynthia.
Sex Story Of Forced Feminization With Older Woman Helps A Sissy Come Out Of The Closet June 27, 2007
Posted by sexstory in Bi Sexual Sex stories, Crossdressing Sex Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Gay Sex Stories, Group Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Stories For Women, Sex Story, Three Some Sex Stories.4 comments
Sex Story Of Forced Feminization With Older Woman Helps A Sissy Come Out Of The Closet.
This sex story of forced feminization with an older woman tells the tale of how a sissy city boy moves to the country and is helped to come out of the closet.
I lived in LA for many years and grew tired of the chaos and craziness that surrounded me. It was always a dream of mine in my twenties to move to the country and live the good life. On my 30th birthday, I made my dream come true and moved to Northern California and found a country home to rent by a mountain lake. I had no idea then, that I would get so much more from my country home than natural beauty. I would get the sexual bliss of my life and discover things about me I had never known.
When I began looking for a place to live, I stumbled upon the perfect country home on many acres that faced a mountain lake. I contacted the landlady named Barbara and met with her. She and her husband owned the property and rented out the guest home that I would live in. The fist time I met her, I was immediately attracted to her, and I got a sense she was also attracted to me. She was a voluptuous older woman with blond hair, large breast, and hips that wouldn’t quite. She was warm and friendly and very nurturing and we hit it off.
“So a good looking young man like your self must have a lover or 2 back in LA.” Barbara said.
“No.” I said. “I am all alone now and starting over.”
“Well, you will find the men here very macho and strong and should have no trouble meeting someone.” She said.
“Do you think I am gay?” I asked.
“Well, I suspected you might be. You are a kind and gentle young man and around here, those boys are usually found with other boys.” She explained.
“I’m not gay. I’m just from the city, and not used to the outdoors and being rugged.” I said.
“It’s very refreshing to meet someone like you Sean, you seem sweet and you listen very well. That is rare around these parts. I will rent you the guest house, and I hope that we can become good friends. If there is anything you need, do not hesitate to stop by ok?” She said.
I moved into the guest house and Barbara and I spent lots of time together, taking long drives in the country side, shopping for furniture for me, and getting to know each other. I was grateful for her friendship and felt very comfortable with her. She was a very sensual older woman and I could not deny my attraction to her. Her husband William was a very macho man, very strong and built with a mustache and about twice my size. I dared not to act on my feelings toward his wife.
When summer arrived, Barbara and I went swimming in the lake everyday. She would wear her white bikini that her large busty breast practically fell out of constantly. I wore my long swim trunks at first until they ripped one afternoon.
“Sean, it looks like you need a new pair of swim trunks. Lets go into the house and see if we can find you something.”
She took me by the hand and led me into her bedroom.
“Lets see what we can find for a good looking young man in here.” She said. “Now take off your trunks honey and let’s play dress up. And don’t be shy, I have seen it all before. Strip!”
I was shy, but was enjoying the attention so I slid down my bathing suit and revealed my naked body to her.
“Now turn around and let me look at you so I can get an idea of what would look best on you.” She told me.
I turned around and felt her eyes all over my bare bottom. It was turning me on a little and my penis began to swell and rise a little. She slapped my ass playfully and said, “you are a sweet bottom boy indeed.”
Barbara reached into the drawer and pulled out a yellow bikini bottom with tie strings on the side. “Yes, this will do nicely.” She said.
“That’s a girls bikini bottom. I can’t wear that.” I protested.
“Sweetie, it’s the only thing I have for you to wear. My husbands swim suit is too large for you. He has a gigantic cock and has stretched his suit out completely. You are a smaller size, more like my size, and this is going to work just fine for you. Now stop fussing and come over here and let me show you how to put this on.” She said.
She slipped the yellow bikini between my legs and raised it up to my dick. Then she laid me down on the bed and tied the strings on the side. It was turning me on so much, that I got an erection and the tip of my dick poked out of the bikini bottom.
“Looks like someone likes wearing my bikini after all. I knew you would. But honey, you can’t go outside with your little penis sticking out of your pretty panty. Tuck that thing between your legs now and let’s get back to the lake.” She said.
I covered up my swollen cock, completely humiliated and followed Barbara back outside. As we wadded in the lake, she would occasionally grab me and tighten my bikini bottom for me.
When we were done swimming, we went inside to make some snacks in the kitchen. Both of us in bikinis and laughing and having fun. Just then, her husband Robert came home and I became frightened that not only would he find me in a bikini bottom, but that he would see that I was having too much fun with his wife.
“Don’t worry Sean, he won’t mind. He likes you, just act natural.” She assured me.
Robert came into the kitchen and saw me standing near Barbara in her bikini bottom.
“Hello Sean.” He said. “You been swimming today?”
“Yes Robert, we have been in the lake all afternoon and my swimsuit broke so Barbara gave me this one.” I explained.
“It looks better on you. My wife is a fashion genius. You should let her dress you up more often. She has done wonders with me.” Robert said.
Barbara put her hand on my shoulder and said, “turn around and show Robert the back”.
I tuned around feeling very uncomfortable, yet excited at the same time. I was suddenly aware of Roberts eyes on my bottom and I bent over slightly to lift it up.
“Isn’t he such a sweet boy?” Barbara asked her husband.
“Well, you two have fun. I have to put in a shift at the fire department and won’t be home until late.” Robert went into the bedroom to get his uniform on and then left the house while Barbara and I ate our snacks in the kitchen.
“Barbara”, I said. “What did Robert mean about dressing me up?”
“Well for years I have been buying Robert clothes and trying to make him more presentable. Trouble is that I often make the mistake of buying him feminine clothes and he hates that. He is such a masculine man and I often forget that. I am a very nurturing woman and always wished I had a daughter to dress up and take shopping. Someone soft, sensitive, and sweet to play with. Someone like you Sean. Robert understands this and knows we have a special bond. He wants me to be happy.” Barbara said.
“Do you want to dress me up?” I asked.
“Yes, I want to dress you up very much. I want to help you get in touch with your softer, more feminine side. I can see in within you, and that it wants to come out and play. This is why we get along so well together. I know that you want me to dress you up like a doll, I have known that you have wanted this for a long time. And I want it too.” She said.
“I am scared Barbara. I am scared that I will like it too much and lose who I am.” I said.
“You can trust me not to hurt you Sean. If you don’t like it, you don’t have to do it. If you like it, then we will follow it to wherever it leads. You have nothing to lose, and everything to gain.” Barbara said.
She was right. It made sense. She got up and took me by the hand into her dressing room. She slowly untied my yellow bikini bottom and began to dress me up in her sexiest lingerie. One piece of soft feminine garment after another, until I was transformed into a strange and exciting new form. A feminine form that stared back at me in the mirror and said playful, attractive, and soft.
Barbara’s nurturing hands, and reassuring voice, helped me to feel comfortable in my stockings, and panties and stuffed bra. It was so liberating to not have to worry about being so masculine and in control. To completely surrender myself and my body to this wonderful older women.
“You look fabulous sweetie. Don’t you agree?” She said.
“I feel good Barbara. You did a wonderful job.” I said.
“I am glad you think so Sean. I have wanted to dress you up for some time. You may not be aware of this, but I think you might be bi-sexual and perhaps even gay.” She said.
“What do you mean Barbara? I’m not gay am I?” I said.
“I suspect you are in the closet about a few things and long to come out. There is really only one way to know if you are gay and that is to be with a man. Have you ever been with a man before? “She asked.
“No, I never have.” I said.
“Have you ever thought about being with a man?” She asked.
“Well, maybe. Sometimes. But not all the time.” I said.
“I think there is a good chance you are bi-sexual Sean. And there is nothing wrong with that. I love you for it and love being around you just the way you are. I think you look so pretty in my sexy clothes. How about we go to the computer and look at some pictures. And you tell me if it turns you on at all ok? “Barbara said.
Well, I was wearing woman’s clothes. And not just clothes, but sexy slutty stuff. And I loved it. It was true that I had thought about men from time to time, but thought that was normal. Barbara had me very confused and was starting to make me thing that I might be gay. I was all very confusing but exciting at the same time.
I sat on Barbara’s lap, as she surfed the internet and found pictures of naked men. She would ask me, “how about him? Do you find him sexy?” I would laugh and giggle and squirm in my silk panties. I played along and was honest about some of the men.
“You like the muscle studs don’t you sweetie? I do too. But I also like the twinkie boys. I want to dress them all up, just like you.”
We laughed, and she would tickle me, and I would squirm around in her wonderfully warm lap. She picked out one very hot and hung man and said, “would you kiss him?”
“Maybe” I said.
“Would you want to suck his cock?” She asked.
“Maybe” I said.
“Would you want him to take you, and have his way with you?” She asked.
“Perhaps” I said.
“You are a tease Sean. You know how men think. You must give them what they want or they get very upset. Now let’s try again.” She found a very hung stud and asked me, “Do you want to kiss him?”
“Yes” I said.
“Do you want to suck his cock?” She asked.
“Very much” I said.
“Good boy. Now we are getting somewhere”. She said. “Do you know how to suck a cock?”
“I am not sure Barbara, I have never done it before.” I confessed.
“Well, Sean, I am going to teach you.” She said.
Just then, Robert came through the door and found me sitting on Barbara’s lap, dressed as a slut, and looking at naked men. I was completely embarrassed.
“Looks like you two have been having fun.” He said.
“Honey, I think Robert is finally coming out of the closet. Stand up Sean and show Robert how sexy you look.” She told me.
I stood up very shyly. Barbara told me to turn around and I did, feeling the eyes of her husband crawl all over my body. So this was what it is like to be an object of desire. It was actually very exciting.
“Sean, go over to Robert and let him touch you.” Barbara said.
I cautiously went over to Robert and he began to run his masculine hands up and down my legs. He turned me over and put his crotch against my ass and I could feel his large cock against my butt. I began to get an erection and my penis popped out of my panties. Robert caressed my fake breasts and kissed my neck gently.
“Sean is unsure about his sexuality. He was telling me that he thought he might be gay but since he has never been with another man, he can’t be certain. He also has confessed that he wants to suck someone’s cock and needs to be taught how to do it. I can see by his hard on that he at least enjoys you touching him. That is a good sign. How would you feel about helping me to teach Sean how to give a blow job?”
Robert spun me around and looked into my eyes and said, “Sean, you look very sexy in my wife’s lingerie.” He took my hand and placed it on his cock. It was huge and twice the size of mine. I was totally turned on and could not hide it. “I would be happy to help Sean come out of the closet and learn how to please a real man.” Robert said.
Barbara unzipped Roberts pants and pulled down his underwear and revealed an 8 inch cock sticking straight up at me. She took the cock in one hand, and cupped his balls in the other and demonstrated to me how to do it. Then she placed my hand on his large ball sack, and my other hand on his huge penis, and she placed her mouth over the head and began to suck. I watched her for several minutes as Robert looked down on us and moaned in pleasure.
“It’s your turn sweetie.” Barbara said quietly to me. I placed the tip of his penis in my mouth and began to suck up and down. Using my tongue as she had shown me to lubricate his shaft. Robert moaned and took my hair in his hands and moved my head slowly to the rhythm that he enjoyed. Barbara was encouraging me all the while and whispering soft things in my ear.
“That’s very nice. Oh he likes that. You are such a sweet little sissy that wants to please so badly. You are very good at this. Doesn’t it feel wonderful to have such a large penis in your soft and sweet mouth? It’s ok to like it sweet Sean. It’s ok to have the feelings you do. Faster, a little faster, take it a little deeper now my sissy.” Barbara said.
I felt Robert’s balls tighten and his cock grow larger in my mouth. Then ropes of cum began to spew down my throat and Robert moaned and his muscles tightened. Barbara forced my head from coming of her husbands cock and told me to swallow every drop he gave to me. And I did.
Sex Story Of Forced Feminization With Older Woman Helps A Sissy Come Out Of The Closet by Ian Anderson.
Forced Sissy Slut For Girlfriend’s Mom Sex Story October 30, 2006
Posted by sexstory in Bi Sexual Sex stories, Crossdressing Sex Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Gay Sex Stories, Group Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Sex Stories For Women, Sex Story, Strap On Dildo Stories, Three Some Sex Stories.24 comments
Forced Sissy Slut For Girlfriend’s Mom Sex Story
Written by Sherry Wilson
My daughter was dating a very cute young 18 year old boy during her senior year in high school. He was very sweet and extremely good-looking. I was recently divorced at the time and found myself constantly fantasizing about him and making him my love slave. But of course he was my daughter’s boyfriend. He had very feminine traits and I would try to impose that he was gay and that my daughter should find a real man. But secretly I did this only in hopes that they would break up, and I could have him.
Amanda, my daughter, was a very voluptuous young woman. Her breasts had developed to a very large size at an early age and she always attracted all the shy and sweet boys in her class. She was built like her father. Big boned and she even had a very dominate personality. She would bring the boys over and seduce them, turning many young virgins into non-virgins and thus making her very popular. She always threw parties at our house and there was a steady stream of young boys around.
Amanda had chose Brandon as one of her favorites, as he was mine too. I would listen to them in her bedroom as my daughter easily took control of him and seduced him into her bed. Brandon was so sexual, he was so beautiful for a man, and seemed to have such amazing female mannerisms, that you could not resist wanting to make him your lover. At least I couldn’t.
I had a plan to steal my daughter’s boyfriend away from her. I kept telling her that I was sure he was gay and gave her some ideas to find out for sure. I began to buy Amanda sexy lingerie, and I instructed her to begin to model it for Brandon after school in her room. She did so and I listened through the door of her bedroom.
Amanda would make Brandon dress her up in her sluttly outfits, and he learned how to apply her makeup on, what perfume to apply, and how to put on stockings. Once dressed, Amanda would tease Brandon until eventually they would have sex.
Then Amanda began dressing up Brandon in her sexy slutty lingerie and you could tell by the tone of his voice that he loved it. He would apply makeup and sometimes they would go shopping for him and buy him girly clothers. I suggested to my daughter that she begin to make him look at porn of naked men from Playgirl with her before they had sex. She said Brandon would do anything for her and he seemed to even talking about how sexy the studs were.
One day after school while Amanda was dressing up Brandon into his sissy slut clothes, I opened the door to the bedroom and caught him.
“Well, don’t you make a beautiful woman!” I told Brandon.
He blushed and said, “Umm, Miss Creegar, you caught me. I feel a little silly right now. Please don’t tell anyone you saw me like this ok?”
“Don’t worry, I think you look fantastic. Amanda has done a wonderful job with you. Any man would be lucky to have you. “I said and laughed at him.
“Thank you Miss Creegar, but please don’t tell anyone.” He begged.
“Amanda, can I help you to make Brandon even more beautiful?” I asked.
“Sure mom, I still have not finished with his hair and makeup yet. But don’t you think he has great legs?” My daughter asked.
I stood behind Brandon facing the mirror and began to add pig tails to his hair and applied red lipstick to his full lips. I put too much mascara on him and he reall did look like a first class hooker. He was suck a beautiful man. I told him how to hold his wrists, limp. And both Amanda and I walked him around the room letting him get used to his high heels. He seemed to completely enjoy all the attention and played the role like a pro. My pussy was so wet. All I could think about was taking him up to my room and watching him suck my 1o inch black dildo.
“I’ll leave you too alone now, but Brandon honey, you look fantastic and if you ever want to go shopping with me, I would be thrilled to take you.” I said.
“Thanks Miss Creegar.” Brandon said sheepishly.
I listened through the door as Brandon the sissy slut fucked my daughter. He was so submissive in the way he fucked her. Asking her to put his cock in when he was ready and making sure she came as many times as she wanted before allowing him to cum. When she was ready, she inserted a small dildo into his virgin ass and he came instantly. She was training him well for me and neither of them knew it.
One day Brandon came over the house when Amanda wasn’t home. I offered him some wine and told him that I needed to go shopping and wanted him to join me. I took him to Victoria’s secret picked out a few outfits for me and made him wait while I tried them on. Then called him into the dressing room to tell me how I looked.
“Brandon, since my daughters birthday is coming up, why don’t we buy something nice for you to wear for her. You know how much she likes to see you in lace and panties.” I said.
I picked out some white lace panties, a white satin bra, a mini skirt, some pink stockings and a teddy. I forced him into the dressing room with me and I stripped him down.
He was not a very well endowed young boy but he did have a very sexy body. He also had a fantastic butt that I could not keep my eyes off. I slipped Brandon into his sissy clothes, spun him around, felt him up and down, and got him very horny.
“What do you think Brandon? Do you think Amanda will like you in this?” I asked.
“Very much.” He said.
We went home and I dressed him up again in my bedroom putting on lots of makeup and giving him some red high heel shoes to wear. I told him that Amanda would be home shortly and we would surprise her for her birthday.
I took out some porn of naked men and told him to read this while he was waiting and locked him in my room. Just then Amanda called and told me she was going to be home very late because she had gone over to a boys house that she had just met. I told her to take her time and enjoy herself with her new guy.
I left Brandon alone in my room for a while looking at pictures of hung and muscular naked me. When I returned I asked him which one he liked the most. He blushed deep red and pointed out a very strong and extremely hung man dressed in a lumberjacks uniform. He giggled as I stroked his long hair and began to message his neck.
“Would you like to watch a movie while you wait?” I said.
“Sure. Thank you.” Brandon said.
I picked out a prono movie about a woman dressing up a man in sissy clothing and then turning him into a neighborhood slut. It was one of my favorites. I lay next to Brandon stroking his pink stocking thighs and making sure his penis became very erect while watching the movie. He became so horny he began to squirm and moan softly.
“You like this movie don’t you sweetie?” I asked.
“Yes, I do. But I don’t think I should.” He said.
“It’s ok my sweet sweet boy. You should not be ashamed of being excited. I love that you like this movie because it excites me also.” I said.
I took him and began to kiss him. He tried to resist at first but soon began to kiss me back. He kissed so sweetly and gently. I began to stroke his cock in his white lace panties.
I stopped and asked him to go to my dresser drawer and take out what was in there. Brandon got up and walked in his high heels, making his ass look just like a woman’s. He took out the 3 dildos I had in my drawer and brought them over.
“Now which one do you like the most?” I asked.
Brandon chose the largest dildo. It was black and shaped exactly like a perfect cock with balls.
I gave it to him to hold while I picked up the strap on dildo.
“Now do exactly what I do!” I said.
I began to suck the dildo and watch as Brandon repeated my moves. He was able to take it only half way down his small throat. Just like a young virgin would. I almost came in my panties just watching him. You could swear he was a girl.
“Very good Brandon. From now on I am going to call you Brandy ok?” I said.
“I don’t know Miss Creegar, I am starting to feel a little uncomfortable. I don’t want to upset your daughter.” He said.
I told Brandon that if he did not do exactly as I said, I would tell all his friends that he liked to dress as a girl. And I also told him that Amanda had been having sex with other boys for a long time, and was just using him to play with him. Brandon began to cry and sob. I held him in my arms and forced the dildo back into his small pretty mouth. This stopped his crying. I then slid my finger into his ass and he began to moan and squirm in my arms.
“See Brandon. You are in good hands. I am going to make you much happier than my daughter ever could. I have wanted you to be my lover since I met you.” I said and kissed him deeply and I fingered his ass.
“It’s going to be fine.” I said. “Are you horny?”
“Yes, I am very horny.”
“Are you willing to do anything I ask?” I said.
“Yes ma’am. I will do anything you ask. Just don’t tell anyone ok?” He begged me.
I told Brandon to practice sucking on his favorite dildo and I left the room and called 2 of my neighbors, whom were gay and would love to have a go at this fresh young sissy slut. I told them they would have to pay me $200 each. I explained that Brandon was 18 and was a virgin and had never had sex with a man. I told them to come over immediately.
When John And Dave arrived I told them to wait as I went into my bedroom and found Brandon sucking on his favorite black dildo. I handcuffed Brandon and put a chastity belt around his small penis. I told him that I had a surprise for him. I explained that before I would fuck him, he had to do me a favor. And if he did me this favor, I would be very good to him from now on. But he had to prove he was worthy. He was so horny that he was more than happy to do anything I asked.
I got up and let John and Dave in the room. Brandon looked a little nervous and I reassured him that everything would be ok and that he would enjoy this very much.
John and Dave took off their pants and lay down next to Brandon on the bed. John forced his cock into Brandon’s mouth while Dave began to lubricate his ass. Brandon looked very nervous as he began to suck the giant cock and he seemed even more concerned about the huge dick being worked into his ass.
I sat on the chair and began to fuck myself with the black dildo Brandon had been sucking earlier. Brandon was whimpering as he began to be rammed from being. I must admit that John and Dave were being very gentle with this virgin sissy slut and soon Brandon began to relax a little.
John came first into Brandon’s mouth and I instructed him to suck it all down like the good little sissy that he was now. He swallowed all the cum and then John began to kiss Brandon as Dave continued to try and get his entire cock inside of Bandon’s ass. Soon Dave pulled out and began to spew come all over Brandon’s bra.
When the boys were done with my sissy, they got up and walked out of the room and left $400 plus a tip on the kitchen table.
I held Brandon in my arms as he cried and whimpered a little bit and then took off the chastity belt on his small penis. I then told him he had done very well and that from now on, I would take very good care of him.
I placed Brandon on top of me and took his penis and slid it into my soaked pussy. I grabbed his delicious butt and began to move him in and out of my pussy at the rhythm that I liked best. I came and came all over his small dick as I thought about what had just happened. I kissed him and then inserted 2 fingers in his ass and he came all over my stomach.
Brandon, you may not realize this but you one very lucky little sissy.
“I love you so much Miss Creegar. I only want to make you happy.” Brandon said softly.
“That’s a very good sissy slut. Now go to sleep and get your rest because tomorrow there will be more visitors.” I said.
My First Time With A Gay Man Sex Story October 29, 2006
Posted by sexstory in Bi Sexual Sex stories, Gay Sex Stories, Kinky Sex Stories, Sex Story.add a comment
My First Time With A Gay Man
Written by Ian
My wife and I had just been married and bought some property in the country. It was a very secluded farm and we would often walk around naked and have sex out in the yard. My wife was a reporter for a major network and often traveled and was gone for long periods of time. During this absences, I would often masturbate outside in the hammock looking up at the stars or in broad daylight.
My nearest neighbor lived several acres away and we would only see each other when we needed help with large projects. Byron was very muscular and in excellent shape and although he was single, I figured he got all the ladies.
One night as I was masturbating in the hammock, I could here someone walking up the driveway. I was totally naked and by the time I would have gotten back to the house, I would have been seen by whoever was walking up to my yard. So, I stayed still and watched and was relieved to see it was only Byron. He knocked on the door and I yelled, “I’m over here”.
Byron came over to the hammock and asked me why I was naked. I told him I was just enjoying being natural. But I assumed he knew I was jerking off cause my penis was hard.
“Is this a bad time?” he asked.
“Well, kind of. Can I help you with anything?” I said.
“Actually, I need some help in my barn with the horses, I’ll come back over in a few days?” He said.
“Ok, will do. Have a good night.” I said.
And Byron walked away. I finished jerking off and got the feeling I was being watched by someone but figured it was just my imagination.
The next morning, I walked out naked to the hammock and in the morning sun began to stroke my penis until I came all over myself. I heard something in the bushes as I began to spew cum all over my stomach and I turned my head to see what it was but could not make it out.
I worked all that day and was very tired and hot by the evening. And so horny too. I went back to my hammock and pulled my shorts down and jerked off under the starry evening. I then drifted off to sleep and when I awoke in the morning, Byron was standing over me. I had a morning hard on and felt very embarrassed.
“Good morning” He said.
“Hi Byron, you seem to have caught me sleeping.” I blushed.
Byron stared at my body for a long time. He looked me up and down and smiled.
“Are you ready to do some work today?” He asked.
“Sure.” I said and walked over to his barn.
Byron told me that we were going to do some messy work and that perhaps I should wear some of his old clothes. I agreed and he found me a very tight pair of white shorts and a tank top. He watched as I undressed in front of him and it made me feel a little creepy. Perhaps Byron was attracted to me.
I thought about that for awhile. You know, Byron was a very good looking man. I am usually not attracted to men but I have always been a little curious about what it would be like to suck a man’s cock. Sometimes, I would even fantasize about that. But I would never act on it. I was married after all.
But as we worked that day, I began to notice Byron’s hard body. His legs were very powerful and his tight shorts hinted to a rather large cock. Certainly larger than mine.
Byron was one of those people that like to always touch you when they talk to you. He kept touching my stomach all day and giving me motivational talks to keep on working. I didn’t mind it at all. After lunch, he actually spanked me like a baseball player does, and I rather enjoyed the playful nature of it. I spanked him back and said, “Come on now stud, let’s get her done.”
It became very hot and we took off our shirts. He was ripped and in better shape than I. He put some sun tan lotion on my back and arms and I returned the favor. Feeling his huge biceps and back muscles actually turned me on a little. And my shorts were so tight that anyone could tell I was excited. I caught him looking at my crotch and he smiled to himself.
“So how long is your wife away this time?” He asked.
“She’s been gone a month now and won’t return for another few weeks.” I said.
“Do you miss having sex?” He asked.
“Yes, I do. I am constantly horny.” I explained.
“I caught you masturbating the other day didn’t I?” He asked.
I blushed and said, “Yes you caught me, I really enjoy the hammock.”
“I know you do.” He said. “You look hot, do you want to cool down?”
And Byron turned on the hose and sprayed me down, soaking my shorts, socks and shoes. I did not expect it but it was fun and it did cool me down. I raced over to him and struggled to take it away from him but he was too strong. As we wrestled we were laughing and grabbing each other and he began to spank me playfully. Then tackled me to the ground and pinned me.
“I give up, you win Byron.” I said. “Now can I get up?”
Byron let go of the hose and I grabbed it from him and put it down his pants. It was so much fun. We were laughing so hard. He stood up and took off his shorts and I could see just how big his cock was. It was half hard and I could tell the play exited him. He told me to take off my short too and I said I was shy but really I was embarrassed because I was fully erect.
“Come on now, off with the shorts. I have seen you naked before.” Byron said.
I took off my shorts and reveled my hard on.
“Come on now, lets go dry out on the sun.” He said.
We walked naked to an open field and lay down next to each other in the warm sun.
“You have a nice body.” He said.
“Thanks. You do too. Your dick is huge and you are really in shape. I am glad my wife doesn’t know that.” I said.
“You don’t have to worry about that. I’m gay.” He said.
“I would have never thought that about you. You seem so masculine.” I said.
“Well, I prefer to be on top, you know. I like to be in control.” He said. “There is nothing I love more than watching my cock penetrate a man’s mouth or ass. Have you ever been with a man before?”
“No, I am usually attracted to females only but I have fantasized and wondered about what it would be like.” I admitted.
“I think everyone does at some point. Did you know that for most of mankind’s history, it was quite common for men to be lovers during periods without women. And women have always been allowed to be lovers with each other. Even today.” He explained.
My cock began to swell again as I listening to Byron talk. I began to think about his beautiful cock and wonder what it would be like to suck on it.
Byron told me to close my eyes for a second. I did and the next thing I knew was he was sucking my swollen cock. It didn’t feel much different than a women, and I could not help but enjoy the sensation.
He then moved his body around and positioned his hips above my face. And pryed open my mouth and inserted his huge penis. I began to suck slowly. It felt huge in my mouth as Byron began to hump my throat. He stopped sucking my cock and just watched me sucking his.
He then knelt next to me and lifted my head up to his penis and I cupped his ball sack and began to suck his cock more. I was totally turned on by this as he just watched me sucking his cock and moaning a little.
“You are very good at this neighbor. I hope you are enjoying it as much as I am.” He said.
“Now I am going to cum and I want you to swallow it.” He gripped the back of my head and forced his huge cock down my throat as it pulsated to an enormous size and I could feel ropes of cum being shot down my throat. When he was don, he pulled out of my mouth and told me to lick him clean. I did and just looked at his magnificent penis.
“Well, did you enjoy that?” He asked.
I had to think about it. I knew I was not supposed to enjoy sucking a man’s cock. But it did turn me on. I was not used to being on the submissive end of things but found it very pleasurable. I thought that what I was feeling must be similar to how my wife feels. And I began to have a whole new respect for her and thought that the next time she blows me, I will know what she is feeling.
“Yes.” I said. “I enjoyed it very much. Your cock is amazing Byron. It’s much bigger than mine and honestly; it makes me feel good to make you cum. I never would have thought that.”
Byron stood me up, took my hand and led me into the barn. I was walking with a raging hard on that would not quite and was so horny that I was somewhat delirious.
Byron spread a blanket over the hay and laid me down on my back. He took my legs and bent them and then spread them wide. He began to stoke my erect penis. His cock started to get hard and he rubbed it against mine. He took my arms and put them over my head and gripped me by the hips. He then took out some Vaseline and started to finger my ass hole.
It felt amazingly wonderful. I almost came with his finger inside of me. Then he put another finger from his other hand inside my mouth to suck on.
“You have sexy lips. You have cock-sucking lips. They are full and pouty just like a woman’s. I could watch them suck on anything all day.” He said.
I kept sucking on his finger and he slowly opened my ass with the head of his erect cock. He inched it further and further inside of me until there was no more room for him to go.
“Well, you can’t take all on my cock but we can work on that. We will have to stretch you out a little. I will give you a butt plug and a dildo to practice at home with. I am going to cum very fast because you are so tight.” He said.
Byron began to ram me slowly. My ass was incredibly tight and he could not go very fast. I began to cum almost immediately. As I came my muscles tightened and he came into the condom he was wearing. It was a wonderful sensation. I could feel his balls on my ass cheeks. I felt so exposed and helpless and close to him while his cock was in me. It was also interesting to know how it felt to be on the receiving end of a penis. I had learned a few things and felt sure that I would be a better lover because of this experience.
Byron leaned down and kissed me with his tongue. He then lifted me up in his strong arms and carried me to the shower in his bedroom. He then bathed me in the shower and I fondled his balls and cock and felt all over his body.
“Do you think I am gay?” I asked Byron.
“Well, there is only one way to find out. You have to have a gay lover. So until your wife gets back, I would like for you to sleep in my bed. That way, you can make a educated choice. Do you understand?” He said.
“Yes. I would like that.” I said.
