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.
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.
Shemale Neighbor Sex Story October 29, 2006
Posted by sexstory in Bi Sexual Sex stories, Big Tits Sex Stories, Black Sex Stories, Crossdressing Sex Stories, Domination Sex Stories, Forced to Feminize, Gay Sex Stories, Group Sex Stories, Interracial Sex Stories, Kinky Sex Stories, Lesbian Sex Stories, Role Play Sex Stories, Sex Story, Shemale Erotica, Shemale Sex Stories, Three Some Sex Stories.add a comment
Shemale Neighbor Sex Story
written by Ian
I moved into my new apartment down by the beach and the neighborhood was known for being somewhat gay friendly. I am not gay but the neighborhood is the only safe one in the area so it was either that or nothing. At first I didn’t even notice who was gay and who wasn’t but over time it became clear that I was one of the few single men in my building. There were lots of gorgeous women but they all assumed I was gay.
My neighbor that shared our balcony was a transsexual and she scared me at first. She was very forward with me from the start.
Hello neighbor, why don’t you come over and suck my cock so we can get to know each other”. Was the first thing Tonya said.
I told Tonya, the shemale, that I was straight but she thought I was just shy. She would love to sunbath her body out on the balcony and flaunt herself in her sting bikini. Then try and get me to come out and talk with her. I brushed her off at first but she was very persistent. I had to give her credit for that.
On a warm Saturday afternoon I checked to see if Tonya was on the balcony and when the coast was clear, I put on a towel and began to sunbath. I must have fallen asleep cause the next thing I knew was Tonya was rubbing sun tan lotion on my bare ass and back and legs. She was humming something about sleep baby boy sleep.
I was surprised to find that I had an erection.
“What are doing?” I asked Tonya.
“I am trying to make you horny so you will want to suck my big cock like you know you want to sexy neighbor.” Tonya said bluntly. “Is it working?”
“I thought shemales were supposed to me submissive and ladylike. “I said.
“Well sweety, I am a top. I like cut boys like yourself. I like to watch as they worship my body and most of all I like to……” she said
“Ok, ok, I get the picture here.”I said while stalling her so she didn’t find out about my hard on.
“Come on, you know you want to suck my cock sweet boy. It’s just a matter of time. I know you masturbate about me but your afraid. I like that. It’s very sweet and nice.” Tonya said.
“What about your boyfriend? Wouldn’t he be upset if he knew you were trying to seduce me?” I asked.
“Never mind him. He is not here but you are my beautiful little boy. Let’s make the most of our time together and give me a little kiss.” Tonya said.
Tonya leaned in to kiss me and I turned my head to the other side.
“What a bad boy you are. Making momma chase you so much.” Tonya said and gave me a spank on my naked butt.
“Ok, enough is enough Tonya. I’m straight and have a girlfriend and you are gay and have a boyfriend. And I’m not going to suck your dick ok? Now hand me my towel and let me go inside.” I said.
“Well aren’t we feisty? I tell you what sweetie, I am going to finish putting on your suntan lotion and then I will leave you alone if you want me to ok? There is no need to hurt my feelings. We are neighbors after all. Can I have a make up hug?”
“No Tonya, just finish what you were doing and then go alright?”
“Now that’s more like it.” Tonya said.
Tonya’s large strong hands began to work up and down my naked legs, thighs, ass, and back. I found myself oddly turned on by all this and it made me a little confused. I wasn’t gay, but I was turned on. It was a warm summer afternoon and Tonya had me very relaxed. I began to fantasize about what it would be like to suck her dick. And the more I thought about it, and the more she rubbed my back, the harder and harder my penis became until it was obvious that I was aroused my what Tonya was doing.
“See, I knew you would like it. But you hurt my feelings. I’m not going to let you suck my cock now. I am finished and you can go.” Tonya said.
“I am sorry I hurt your feelings Tonya. Thank you for the back rub. It was wonderful really. “ I said as Tonya left me there with my hard on.
The next day I saw Tonya sunbathing on the balcony and went out to talk to her. She asked me to put lotion on her and I rubbed her back and all over her body. She was really well built. She could have kicked my ass for sure. She was dark skinned and had a wonderful ass that I admit I would have like to fuck if it wasn’t attached to a cock and balls.
“Have you ever been with a man before?” She asked.
“No”
“Have you ever fantasized about being with a man?”
“No”
“Have you ever been attracted to a transsexual before?”
“Well, yes. One night in a bar I kissed a person who turned out to be a man.”
“Did you like it honey?”
“It was a little strange. I was surprised and scared by it. But I did find her attractive.” I explained.
Tonya turned over and said, “Be a good boy and do mammas front now.”
I tuned her over and saw her cock sticking out of her sting bikini. It was very large. Bigger than mine. I couldn’t help but stare at it for a few moments.
“I know you want to suck my play pole, but I am not going to let you. You are being nice to Tonya now but still, no matter how much you beg, you can’t suck my cock. So just forget about it.” Tonya said.
I laughed and continued to rub lotion all over her front. She had large breasts and her nipples were hard. I was fascinated by her and could not stop looking at her cock. She watched me and grinned.
Tonya invited me inside her apartment and sat me down and made some cocktails.
“Have you ever worn women’s clothes?” She asked.
“Maybe” I said.
“You should let momma dress you up. I can make you a beautiful little girl. It will be fun.”
“Maybe later.” I said.
Tonya and I had several drinks and talked about sex. All the sex talk was making me horny and then she led me upstairs to her bedroom and picked out some of her clothes for me to wear. I debated letting her dress me and figured what the hell. She stripped me down and then began to put panties, a bra, a skirt, a tight little blouse and stocking on. Then a pair of red high heels. Then she took me to her make up table and began to apply makeup and lipstick to my face.
I could see her 9 inch cock was erect under her sweat pants and began to stare at it.
“Now stand up pretty girl and lets walk about to get used to the shoes.”
I stood up and had a difficult time walking. I admit it was fun to be dressed in this way. She led me by the hand as we walked around the bedroom and I began checking out myself in the mirror.
“Now it’s your turn to dress momma as a man.”
I stripped off Tonya’s shirt, and then her tight sweat pants and then her panties. Her cock was huge. I then dressed her in my clothes. It was fun. We were laughing very hard trying to talk like each other. As we laughed, we embraced and our faces met. She learned forward and kissed ramming her tongue in my mouth. She grabbed my hips and held me like a woman. I was completely turned on and our cocks rubbed together. Both fully hard. It was a strange sensation. I was all mixed up on the inside.
Tonya took my quivering hand and led me to the bed and laid me down. She lifted up my skirt and pulled down my panties and began to suck my cock until I was about to cum. Then she lifted her hips over my face and inserted her large cock in my mouth. I sucked and sucked and sucked and soon she began to pump large amounts of cum into my mouth. I swallowed it all and then she inserted her finger in my ass and I came in her mouth.
What had I just done? I just sucked a cock. Sure, it was attached to a beautiful woman, but still. I was confused.
Tonya held me and started kissing me again. And again I became hard as she did too.
“What a good little girl you are. If you keep making me so horny, I am going to have to fuck you sweet little virgin ass. I know you want me to. But you have to ask me like a good girl.” Tonya said.
“Please fuck me. Oh pretty please. I will do anything you want. I need you to fuck me.” I said in my best girly voice.
Tonya took off my panties and lifted my legs with my high heels on them into the air and spread my legs. She rested her large cock on mine and kissed me deeply.
She inserted her finger in my ass and then the head of her cock. She began to fuck my ass and kiss me. She was fucking me better than I have ever fucked any girl. I was learning new things.
I came immediately. It felt amazingly good.
“Well, somebody really likes this. See I knew you were not straight, and just shy. I love my boys that way.” She said.
She kept fucking me until she was about to cum and pulled out and came all over my face. Ropes of cum on my makeup. I licked and sucked it all off.
We fell asleep together in the bed and in the morning she woke me up by inserting her cock in my mouth. I sucked her off and then she ran a nice warm bath for me and bathed me, dried me off, and put a string bikini bottom on me.
“Go out to the balcony and I will cook you breakfast and meet you there.”
I bathed in the warm morning sun contemplating what I had just done. Was I gay now? Perhaps it was just a one-time thing. Did I enjoy it? I think I did. Do I want more?
Tonya came outside with breakfast and champagne and placed me in-between her legs and spoon fed me. I was totally enjoying it. She was treating me better than any women ever had.
She began to kiss me and stoke my stomach until I was hard again. She undid the sting on my bikini bottom and bent me over and inserted her cock in my ass again. She began pumping and I came almost immediately again.
“I’m sorry Tonya. I am new at this and have not learned how to control myself.” I said.
“That’s ok sweetie, just let momma do all the work.” Tonya said.
Tonya fucked my ass until I became sore. Then she pulled out and came all over my back and rubbed her cum in.
“I have to go to work now sweetie, but when I come home, I want you in my bed and waiting for me wearing something from my closet. Do you understand?”
“Yes” I said.
Over the next month, I was Tonya’s bottom boy lover on a regular basis. I met her boyfriend a few times and he never suspected anything cause I had a girlfriend. My girlfriend met Tonya and they got along very well. Nobody suspected a thing. But we fucked and sucked each other as much as we could. I began to enjoy being fucked in the ass as much as fucking pussy. I also learned how to fuck Tonya in the ass too but she usually preferred to fuck me in the ass.
One day, My girlfriend came over without warning me and caught me on the balcony being bent up and fucked in the ass dressed like a woman. She got very upset and left. Later she called me and we talked.
“Are you gay?” She asked me?
“No. I am not attracted to men in anyway.”
“Well, why were you being fucked in the ass then?” Said asked.
“Well, it actually feels good.” I said.
“Why didn’t you tell me that and let me do that to you?” She asked.
“I am worried that you would think less of me.” I explained.
“No silly, I would have enjoyed it very much. Have you been sleeping with any other women?” She asked.
“No baby. You are the only women in my life and the thing with Tonya was just a one time thing.” I said.
“I have thought about this a lot. And I am going to try to forgive you. Actually, I am not that hurt by it because it’s not like I can ever give you what Tonya can. And I can understand that if anal sex turns you on, and you were afraid to ask me, then you would have to get it somewhere else. But now I know and I will give it to you. But you must promise to not sleep with Tonya again.”
I agreed and thanked her for her understanding. But soon Tonya seduced me again and I began to wake up with her cock in my mouth every morning.
Then Tonya’s boyfriend caught we one day. I was asleep in her bed when he came over and found me there dressed in panties and a teddy. He became very upset but also forgave Tonya if she promised never to do it again.
My girlfriend and I were having fantastic sex. She would sometimes use a strap on and sometimes dress me up. She loved it as much as I did. Then I would go home and suck Tonya’s cock and sleep with her. This went on for months until I began to feel guilty.
I told my girlfriend the truth and that I was sleeping with Tonya and I was feeling guilty. To my surprise, she told me that she fantasized about watching me being fucked by Tonya and asked if she could watch.
I asked Tonya and she agreed and asked if she could bring a friend to watch too. Why not?
Tonya’s friend turned out to be a handsome large black man named James. This made me very uncomfortable at first. Why had she brought James?
“You will see.” Tonya said.
So as Tonya began to bend me over and fuck my ass, and my girlfriend and James watched, James began to kiss my girlfriend. Tonya held me down so I could not get up. James started to undress my girlfriend and he slid his fingers inside her pussy. She was moaning, as my ass was getting hammered by Tonya’s beautiful cock. At first it bothered me but then it began to turn me on.
He bent her over next to me and we kissed side my side as James fucked my girlfriend in the ass, just like Tonya was doing to me. Tonya and James began to kiss. And soon, people were cumin all over the place.
First I unloaded as Tonya reached around and jerked me off. Then Tonya unloaded on my back. Then My girlfriend began to have multiple orgasms. Then James unloaded on my girlfriends back.
And then we all switched partners. It was like some kind of game of musical chairs. I fucked my girlfriend and Tonya and James began to suck each other off. More orgasms.
Finally, we all collapsed out of exhaustion. Tonya took my girlfriend upstairs for a shower and James and I sat on the couch. James began to message my back and shoulders and then started to rub my crotch. He turned my head to kiss him. I didn’t really want to kiss him but it was not so bad. He then pulled out his cock and told me to suck it. I did. I was not very good at giving head and James came in my mouth in under 5 minutes. Upstairs I could hear my girlfriend being fucked my Tonya. This made me very angry but James told me to calm down and relax and that it was ok.
I wanted to run upstairs but James grabbed me, pinned me down, and began to fuck me in the ass to shut me up. It worked. He was even bigger than Tonya. It was painful and I had to concentrate on relaxing my ass muscles to allow for his gigantic cock to penetrate me.
His cock was so big, I could not cum because each time I tried, my ass muscles tensed up and he just pumped me harder. It was starting to make me delirious, and then it began to make me feel incredible. It was like I was having multiple orgasms but unable to actually cum. I could hear my girlfriend moaning upstairs. Tonya was fucking her good. I began to hope they would continue so I could keep being fucked.
Soon, they came downstairs and found James pounding my ass. I was enjoying it so much that I couldn’t care less if anyone saw me or what. My girlfriend sat down to watch and gave me small kissed as I was being fucked. She also kissed James while he was inside me. Finally James came all over me and as he pulled out, I came too. Loads and loads of cum spewed out of my penis. I had never had an orgasm like that before.
Tonya made us drinks as we all relaxed.
“We have something to confess to you.” Tonya addressed me.
“Your girlfriend and I have been fucking each other for several months now and we wanted to tell you but we didn’t know how. We have fallen in love and wanted to have sex with you one last time before we told you.” Tonya said.
I was shocked. “You mean you are both breaking up with me?”
“Yes, I am sorry.” Tonya said.
“Well, I would have never guessed that.” I said.
“It’s just that I want to be with someone else for awhile. Watching you and James made me certain of it. I think you should be with a man.” My girlfriend said.
“I agree.” Tonya said. “Watching James fuck you, I could tell how much you enjoyed it. It’s ok baby. Sex is sex. As long as you enjoy it, then it doesn’t matter who it’s with.”
James leaned over and kissed me. I thought all this was very strange. On the one hand, I was being dumped and told I was gay. But on the other hand, they were right. James gave me the best orgasm of my life.
“Why don’t you just try if for awhile and think about it.” Tonya said.
James took my hand and led me upstairs into Tonya’s bedroom. He gently laid me down began to caress me and kiss me. It wasn’t so bad. He began to put a finger in my ass. I began to get hard. He began to put baby oil all over me and then he inserted he cock again. And just like last time, I could not cum because he was so large. I kept having multiple orgasms and began to moan and almost black out.
My girlfriend and Tonya opened the door and said, “I see you are in good hands now.”
Shemale neighbor sex story written by Ian.
