Boy Toy For Mature Woman Femdom Sex Story September 6, 2008
Posted by sexstory in Domination Sex Stories, Femdom Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Taboo Sex Stories, True Sex Stories.Tags: woman, Kinky Sex Stories, Sex Stories, Sex Stories For Women, domination, femdom, boy toy, female, female domination, mature, older, free sex stories, toy, boy
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Boy Toy For Mature Woman Femdom Sex Story. A mature woman builds the perfect boy toy for sexual pleasure.
A mature woman and her boy toy femdom sex story written by Miss Scarlet for
kinkysexstories.org.
Sex Story
Hello, I am a 45 year old mature woman who runs a very successful company. I love my job and have worked hard to get where I am. But in order to get to the position of power and wealth that I have, I had to make some difficult sacrifices along the way. One of those was to forgo intimate relationships. Working 10 hour days and traveling as often as I do, it’s proven impossible to maintain close relationships with lovers. 
Sure, I have had many flings along the way, but I always wanted more. Someone to love and love me back. But I learned that most men either feel threatened by my position, or simply require a more submissive woman that could be there for support
But one day I was reading a sex story about an older mature woman who had transformed a young boy into her sex slave and I was struck at how perfect that idea might work for me. So, I set out in search of finding a sexy hot young stud to mold into the perfect boy toy for my active and demanding lifestyle. I called up the human resource department of my company.
“What kind of worker are you looking for ma’am?” They asked.
“I’m looking for a young male 18 to 23 years old to be my personal assistant. He does not need previous work experience but he must be available 24/7. ” I told the HR department and the next day during my lunch hour I interviewed 4 different young boys.
Each day I would interview about 4 or 5 young men and ask them a multitude of questions. During this process, I began to get a better idea about what I was looking for and why. I realized I was looking for a boy who was young, dumb, and full of cum. I used to only like smart men, but I have learned that they give me trouble. I used to like tall muscle men, but they also have given me trouble. And there was something else rather personal. I used to want a well hung man, but I have a very compact pussy and the big boys only hurt me and dry me up. So perhaps I should try a man with an average or below average size penis. Of course it was impossible for me to screen the applicants for that, but I did my best to size each young cuttie up.
After several weeks of interviewing all these young men, I finally came across one boy who stuck out in my mind. He had the cutest butt of them all, a soft and kind voice, he smiled and giggled and was a little shy around me. He was from the country and totally naive in the dealings of the city and cut throat business. I liked him immediately and began to fantasize about how jealous all the other powerful women executives would be when they saw him with me.
“Just a couple of more questions for you Barry ok?” I asked during the interview. “Do you have a girlfriend?”
“No ma’am.” He said.
“Do you have family or friends near by?” I asked.
“No, I just moved to the city and don’t know anyone yet.” He said.
“Ok Barry, you did very well today, I’ll let you know shortly.” I said.
After he left my office, I took out my dildo from the desk drawer and masturbated while thinking about owning that gorgeous ass of his.
I hired Barry, who was 19 years old, and told him that I would pay him a small salary of 20k a year with the chance of a raise but I needed him to be on call 24/7. Barry, who was unsure about what he wanted to do with his future, was all too willing to be at my beckon call. He was young, full of energy and had a strong desire to please and be accepted. I set out immediately on building him and molding him into my perfect dream boy toy.
The first thing we did was go shopping.
“Barry honey, your duties for me are going to include a wide range of activities, from escorting me at formal social engagements, to working in the garden, to days at the beach. Your appearance will reflect upon me so I need to make sure you look good. Do you understand?”
“Yes ma;am.” He said.
“From now on, just call me Miss Scarlet.” I said.
“Yes Miss Scarlet.” He whispered.
I could not wait to see how my new boy toy looked in a pair of tight fitting jeans so off we went. I picked out several pairs and then took Barry by the hand to the dressing room where I waited outside and peeked through the crack to watch him undress. He was so young, and so cute, and had a butt that simply begged to be squeezed.
When Barry was dressed, I told him to come out so I could see and he spun around as I looked closely at his perfect butt in those tight jeans.
“Not bad. But lets see if we can find something a little tighter for you sweetie.” I said.
I was dying to get a closer view of his cock. I didn’t want anything too large, but something very cute.
“Do you have a swimsuit?” I asked.
“No Miss Scarlet.” He said.
I took Barry by the hand to buy him a thong. I love men in thongs. Especially 19 year old boys with bubble butts. I picked out several thongs for Barry that were a size or 2 too small and told him to try them on. He was very shy at first but I assured him that he needed the thong for pool parties and beach events and he had nothing to be shy about.
“Everything ok in there?” I yelled through the dressing room door.
“Yes, almost done.” He said.
“Don’t be shy, let’s take a good look at you.” I said. Barry meekishly opened the door and revealed his thong that I had picked out for him. The suit was a little too tight and smashed his cock and balls a little but I liked it. But what I liked most was that he was not a very well endowed boy. He was the perfect size for me. I looked down at his manhood, then up at him and smiled which put him at ease.
“How do they look?” He asked curiously.
“They are very sexy. Come here and let me fix them for you.” I said as I grabbed him by the hips and forced him over to me. He watched as I placed my finger inside the elastic band and fit them snugly around his waist. I watched as his cock began to swell with blood. I quickly stretched the band out and took a peek at his growing package, then snapped the band back.
“Yes, this will do nicely. Perfect. Now that I know your size, I’ll go pick out some more and bring them back for you to try on.” I said.
After buying my new toy several nice suits, the bill came to a couple of thousand dollars for his new wardrobe.
“Miss Scarlet, this is too much. How can I ever pay you back?” He asked.
“I’m sure we can come up with something.” I said. “Now let me show you where I live and you can try on all your new clothes for me ok?”
The next aspect of my plan for building the perfect boy toy was to build the perfect boy toy body. Barry already had a fine young body. After all, he was 26 years younger than me and I was was old enough to be his mother. But my hormones didn’t know that. Anyway, I figured Barry should have a personal trainer to spend an hour or two a day working out with, but I didn’t want him to be with a woman, so I sought out the biggest and scariest muscle man I could find for Barry to work out with.
Rick was a humongous Jamaican muscle stud and I hoped he would keep Barry in line when needed.
“Barry say hello to Rick. He will be your personal trainer. Each day, Rick will come here to the office and you two can work out in the weight room. As you can see, Rick is huge. He is very strong, very strict, and very black, and I want you to do everything he tells you to do ok, or he will kick your ass do you understand?”
“Yes Miss Scarlet. Hello Rick. I’m Barry.” HE said.
“Well from now on, for an hour a day, your ass is mine kid. Do you get me?” Rick said scaring poor Barry.
“Yes.” He said.
“YEs what?”
“Yes sir.” Barry said.
“Much better. Now lets get you started. Drop and give me 20.” Rick said.
I watched through the window as the black muscle stud molded and shaped my boy toy. Rick manhandled Barry and put his ego check, and put him in his proper place every day for an hour, and it turned me on so much to watch. I began to spy on them and massage my clit to an orgasm while they worked out and sweat in spandex.
Over the next week, I began to train Barry to perform the tasks I needed done. Everything from answering the phone and making appointments for me, to cooking me dinner and cutting the grass. I decided to give him a company car and he would pick me up at 7am, and take me to work, then drive me home at night at 9pm. Cook me dinner, do some household chores, and then stay at my home until I fell asleep. I wanted to own his time and his life. I wanted the only thing in his life was to be me.
It was time to take the next step.
“Barry, it makes more sense for you to just spend the night over here on the weekdays so you don’t have to drive back and forth. You can sleep in the guest bedroom. I insist.” I told him and he seemed a little uncomfortable but I had been working him hard and he agreed.
Now I began to tease this boy who was 26 years my junior. Each night I would strut around in next to nothing and watch his eyes follow me around the room. I would get into the shower and call out for Barry to come into the bathroom. I would tell him what clothes to get for me. Sexy panties, teddies, stockings, and he would go to my closet and get them, lay them out on the bathroom sink. I would dress in them, say goodnight, and listen to him in the guest bedroom while he masturbated.
“Gary, could you come in here please.” I asked. He came in my room wearing a very tight pair of boxer briefs. I was spread out on the bed looking very sexy. “Honey, I know you want to come to bed with me don’t you?”
“Yes Miss Scarlet. You are all I can think about.” He said.
“Well come over here.” I said. Gary walked over to me and I slowly slid down his tight briefs and unfolded his cute cock. I stroked it until it was erect and inspected his balls too. “Are you ready to learn how to please me?”
“Yes Miss Scarlet. What would you like me to do?”
“I want you to turn around so I can spank that beautiful behind of yours. That’s good. Now bend over a little for me and spread your legs a little. Oh that’s lovely.” I said as I began to spank his 19 year old bottom and watched it shake in front of my face. “now Barry, I want you to get on your hands and knees and begin to kiss my pussy.”
I watched as this boys eyes looked up at me so submissively as he nervously began to lick my clit. He was actually very good but I didn’t want him to get an ego. I began to instruct him to how I liked it. I made it difficult for him but I began to cum very shortly. I kept him down there until I came 3 times, all over his beautiful boyish face.
“You can add that to your daily duties Barry. Now go on back to bed and finish masturbating. I need to get some sleep.” I said as I rolled over. I wanted to feel my new boy toy inside of me so badly, and grip his gorgeous butt cheeks and plunge his cute cock into my tight pussy, but I knew that I had to time it right or else Barry but get an ego about it, or start thinking he owned me, like most naturally do. But it was I who needed to feel that I owned him. Which of course I did.
I began to increase the amount of demands I had on Barry at work. I worked him hard all day long. If he finished early, I made up more stuff for him to do. I needed to break down his spirit and keep him busy. This way it was easier to control him and keep him out of trouble. I was the cause of his pain in life, but also his pleasure.
Each night I would make him perform oral sex for me and when I was fully satisfied, I would allow him to masturbate in front of me. One night I was feeling very kinky and lubbed up his young virgin ass and slipped a dildo in there while he masturbated. He seemed to be overcome with ecstasy as I turned on the vibrator while inserted in his ass. He became addicted to this and asked for it every night. It became a little treat I would give him.
Finally, Barry;s desire to fuck me was overwhelming for him and he became obsessed about it. I told him that although I was 45 years old, my biggest fear was that I would get pregnant. So I told him the only way I would have sex with him was if he got a visectamy. Barry refused the idea at first and I didn’t blame him because he was only 19 and had his entire life ahead of him. But if he truly was going to be mine, this would demonstrate it for me.
It was torture for him. I teased him constantly at work now. Wore the sexiest clothes, and flirted with everyone while he watched. He knew he could have me, but to get me, he had to have the surgery. I stopped using the dildo with him and refused to let him masturbate in front of me for 3 days. And on the 4th day, Barry told me he wanted to have the visectamy.
I will never forget picking him up at the doctors office and the look on his face. He looked like he had just been castrated. He cried on my shoulder as I held him and comforted him. He cried all the way home. And he was a real mess until his balls finally healed and I took him to bed for the first time.
“My sweet Barry. You have demonstrated to me the level of commitment you have to servicing me and my pleasure. You have been very loyal and done everything I asked of you. And now, I am going to give you a raise. But first, I am going fuck you.”
I slowly unwrapped my boy toy. I laid him on top of me and slowly sunk his cute little cock into my throbbing cum soaked pussy. I began to cum uncontrollably as I moved Barry’s hips in the motion that I prefered. When he began to go at his own speed, I stopped and slapped his face gently and told him, “NO” just like a dog. And in no time, he learned to take cues from me. And he began to get off on my pleasure only and we began to cum at the same time, every time.
I had never had sex this good. I mean he didn’t have a large penis, or lots of muscles. He didn’t even have a lot of skills in bed either. But there was something about he dedication to me and my pleasure that got me off harder and faster than I thought possible. He didn’t cause static or have motives other than to please me. It was pure, the way it should be.
Or maybe it was the fact that I was 26 years older than him. I still don’t know for sure but I know that having that kind of amazing sex began to change my entire life. I laughed more, took myself less serious, felt more satisfied in general, and had an overall better outlook on life.
Well, I began to allow Barry to share my bed with me. Each morning he would wake up and cook breakfast for me while I slept in. When the food was done, he would begin to eat my pussy and I would wake up having an orgasm and looking at this beautiful boys body and face going to work on my snatch. Then I would eat, he would drive me to work, and I would give him a to do list. At night, he would cook me dinner and then we would fuck for at least an hour.
Folks, it doesn’t get much better than that.
T
he best part was going out to parties with him on my arm. All the women my age would stare, gossip, and ask me a million questions about him. They all wanted one of their own.
I would have pool parties and have Barry cook and serve us drinks in a thong. They would spank him as he bent over to serve them a margarita.
“How much are you paying him?” They would ask. “Is he your son?” “can we borrow him for a night?” “Oh come on, how much to borrow your boy toy?”
All powerful women should have a boy toy. I know that now Barry is perhaps the most valuable thing I own. I wish I had thought of this sooner.
Boy Toy For Mature Woman Femdom Sex Story written by Miss Scarlet.
Cuckold Strap On Cross Dressing Sex Story August 19, 2008
Posted by sexstory in Cheating Wife Stories, Cockold stories, Crossdressing Sex Stories, Crossdressing Stories, Cuckold Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Strap On Dildo Stories, Taboo Sex Stories.Tags: Sex Story, cuckold, strap on, cross dressing
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Cuckold Strap On Cross Dressing Sex Story
Cuckold Strap On Cross Dressing Sex Story – Mother in law with strap on dildo turns husband into cuckold cross dressing sissy slut.
Written my Bob for kinkysexstories.org
I began cross-dressing when I was a teenager. I just enjoyed the way the soft and frilly things felt against my body. I was never gay or attracted to me, but I loved women so much that I wanted to be more like them. So although I was a closet cross-dresser, that’s as far as it went.
When I met my wife Brandy, I told her about my lingerie desires and after awhile she understood that it didn’t threaten our relationship, but in fact drew us closer and allowed us to share something very special. Since my wife accepted my cross-dressing, I knew she was the girl to marry.
My wife’s mother Alice was a very dominant woman and never liked me from the start. My wife told her mother everything we did, even our secret about my cross-dressing fetish. I was hurt by this breech of trust but what could I do? For a wedding present, my mother in law bought me a blond wig, pink panties, and red pumps to match. I was completely embarrassed and humiliated when I opened the gift while my mother in law just smirked at me and my wife giggled.
What was worse was when I discovered that my mother in law would be going with us to Miami on our honeymoon.
“You know mom. She does what she wants to do and no one can stop her.” My wife said.
The first day we arrived, my mother in law informed me that she had bought my wife a day at the spa and that would giver my mother in law and I a chance to bond and go shopping together.
cross dressing cuckold
“Oh stop putting up a fuss.” My mother in law said. “If you come with me and are a good boy, I just might by you some more sexy outfits for your honeymoon.
Both my mother in law and my wife laughed at me but she had a point. The idea of buying women’s clothes for me to use on my honeymoon did kinda turn me on. So I went along with it.
I was taken directly to Victoria’s Secret and led in my the hand of my mother in law. She marched me right up to the counter where a beautiful young blond was standing.
“Hi, this is my sissy son in law and he loves to dress up like a sexy woman. He is on his honeymoon so can you help us find something fabulous for him to wear tonight?” My mother in law said.
I was so embarrassed as the two women smiled at me. After the sales girl picked out a few items, my mother in law escorted me into the dressing room and began to strip me naked.
“I can do this alone.” I said.
“Oh stop your sissy fuss. You know you enjoy this so shut up.” She said.
I kept quiet as she took off all my clothes.
“Now turn around and let me look at you.” She said as she spun me around to look at my ass. “Bend forward just a little and stick out your butt. Very nice. Your not hung very well, but that’s ok, I doubt you will be needing that equipment much anymore. But I love your ass. It’s very inviting.”
“What about your daughter. How would she feel if she knew you were looking at me in this way?” I asked my mother in law.
“Well my sweet thing, it’s going to be our little secret for now. But after all, mommy knows best. Don’t you worry about that. I’m doing this for her anyway. She is going to be very excited about the wedding gift for her.”
My mother in law spanked me gently and then told me to step into the sexy outfit she had picked out for me. After I tried it on she stood behind me and we looked in the mirror together at how sexy she had made me.
“There, now that is nice isn’t it? Tell mommy how much you like her attention and how lucky you are that she can do this special thing for you.” My mother in law said.
“Yes, it’s true. I do look very sexy and pretty in this outfit. Thank you Alice.” I said respectfully.
To my surprise, Alice took my face in her hands and kissed me on the lips using her tongue. My cock began to grow out on my panties and she reached down and stroked it.
I skrimed back and said, “Hey, what are you doing to me?”
“Just warming you up sweetie, that’s all. Now shut up. We need to buy you some make up don’t we? And maybe some perfume as well.”
My mother in law undressed me, then purchased the sexy lingerie for me, then took me to buy make up and perfume. The whole time I was thinking about our kiss in the dressing room. It had really turned me on but was it cheating or just flirting? Perhaps it was ok because it was my mother in law. Would my wife be upset? Like she said, Alice is going to do whatever she wants and there’s not much you can do about it.
Back at the hotel, my mother in law unwrapped the sexy clothes we had bought while we waited for my new bride to return from the spa.
“I’m going to run you a nice warm bubble bath, then wash you, then lay out your outfit for this evening.” She said.
My mother in law kneeled next to me while I soaked in the tub then she carefully stroked me with a sponge inspecting every inch of my body. My cock began to grow as she watched it. There was no way of hiding from her how much this was turning me on. I felt totally exposed and at the same time, totally hot. She was really turning me on.
“Ok sweetie. Time to get dried off and dressed up in your new sexy things.” My mother in law said as she patted down my body with a towel. I stood there with a raging hard on and said nothing.
My mother in law began to dress me up. First pink panties, then the pink bra, then the white stockings over my legs, then the teddy over the bra. Then she strapped on my red high heels, then placed a blond wig on me. Then she began to apply make up and lipstick. And finally perfume.
“You look gorgeous. Simply fabulous. You turned out much better than I thought you would darling. Don’t your feel great now?” She asked.
“Yes, you did a good job. Thank you.” I said.
“Now stand up and lets get a better look.” She said.
I stood up and my hard on was sticking out of my panties. My mother in law quickly grabbed my thobbing cock and said, “We must do something about that. It doesn’t look right no does it? Not very girly.” She said and led me to the bed, bent me over her thigh and began to spank my pantied ass. “Maybe this will help.”
After spanking me for awhile, she turned me over to find my cock was every harder now. There was no hiding how turned on I was.
“Well, that didn’t work at all. But I know something that might do the trick.” She said.
The next thing I knew, my mother in law had tired my hands together. Then she reached into her purse and took out a large strap on dildo and strapped it on.
I began to protest. “What are you doing?” I asked.
“Hush sweetie, you know exactly what I am going to do to you, and you know how much you want me to do it to you. So just relax now.” She said as she slipped two lubricated fingers into my virgin ass.”
“I;ve never done this before. Don’t you think your daughter is going to be upset? What if she finds up like this?” I asked.
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“I’m going to have to break you in first. This way, when my daughter does this, you will have some experience and not be so skittish.” She said.
My mother in law bent me over and inserted her large strap on into my ass. It was very painful at first but as began to thrust into me, it began to feel much better. Then it began to feel wonderful. I looked into the mirror and saw my mother in law fucking me and it was too much.
“I’m going to cum now.” I said as I shot my load out of my panties and onto my pumps.
“Did the little sissy like it when mommy put her cock in your ass?” She asked me. “Come on, tell me how much you enjoyed that.”
“Yes, it felt very nice. I liked it very much.” I said.
“That’s a good little sissy slut. And we finally got rid of that hard on of yours too.”
“Just don’t tell my wife what we did ok?” I pleaded.
“Why not? Don’t you think she should know what a little sissy slut you really are? And how much you like it in the ass? I’ve been recording the whole thing so I can show all my friends what a little sissy my daughter married. I can’t wait to show them.” She laughed.
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“You recorded it?” I was horrified. “Please don’t show it to anyone.
“I bet your boss would love to see it and show it all around your office.” My mother in law threatened.
“Why would you do that? What do you want from me? I’ll do anything, just please don’t show anyone that tape.” I begged her.
“I am going to make you a cuckold sissy slut husband for my daughter. And you will also be my own personal sex slave. I’m going to pimp you out to my friends. And then make you watch your wife get fucked by a real man.” My mother in law said as she began to take off her skirt and panties. I was shocked. As it began to sink in, I realized there was nothing I could do. She had me over a barrel. If I didn’t do what she wanted, she would send that tape to my office, or even my parents. I would have to go along with her until I could think of some way to get out of it.
“From now on, you are not allowed to fuck my daughter. That;s going to be reserved for real men. I don’t want some little sissy slut to get her pregnant. We will find a stud for her and you will raise their children. If I find out you have fucked my daughter, I will send this tape to everyone you know, is that understood?” She said.
“Yes” I said helplessly.
My mother in law slapped me across the face several times and then looked at me as I began to cry little a baby.
“There there now. It’s going to be ok. In fact, you may even start to enjoy our new role as my sex slave. ” My mother in law said and then kissed me until I stopped crying. She began to stoke my cock and get me hard again. Then my mother in law forced me down to her mature and soaked pussy and told me to lick her until she came all over my sissy face.
It was very difficult for me NOT to fuck my new bride. She was a very sexy woman and I loved her very much. I bought her a dildo and explained that I was having difficulties in that department and was sorry. Meanwhile, my mother in law would secretly come over while my wife was at work and dress me up as a woman and fuck me in the ass. I must admit that I enjoyed it very much and I would cum very quickly.
My mother in law had arranged for my wife to get bi-weekly massages from a big stud. My mother in law would gag me and force me to watch as this mans giant hands rubbed my wife’s horny body all over. Sometimes my mother in law would insert her strap on while I was forced to watch.
“You are learning how to be a cuckold husband. And you are doing very well. Soon, you will no longer crave pussy at all. Only my strap on.” She instructed me.
After several months of not fucking my wife, one day while watching my wife get her massage from the stud, she rolled over and took out his gigantic cock and began to suck it. I began to get upset and cried so my mother in law took me away from the door and into the bedroom to listen.
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“Now listen to your wife sucking that real man off. Listen to how she moans, and how happy he is making her. I’ want you to lay on your back and stick you legs in the air like a good little sissy slut girl. It will help take the sting out of listening to your wife get her pussy properly fucked by a real man” She said.
I lay on my back submissively as my mother in law mounted me with her strap on. I began to hear my wife whimper and moan as she received that massive cock from her new stud. She was loving it and having multiple orgasms.
“You know he can do a much better job at pleasing your wife than you ever could. Just give into it and be glad that she is being pleased. And focus on how well you are being fucked by me.” My mother in law said.
I began to spurt cum all over my stomach as I listened to my wife climax in the next room.
“That’s a good cuckold sissy slut. Mommy has trained you well. Soon you will be allowed to watch your wife cheating on you as you wife watches you take it in the ass. Then we will all be one happy family.” My mother in law said.
Cuckold Strap On Cross-dressing 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: Kinky Sex Stories, Shemale Sex Stories, shemale, honeymoon, fantasy, 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.
shemale seduction
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.
Cuckold Stories August 7, 2008
Posted by sexstory in Bi Sexual Sex stories, Cheating Wife Stories, Cockold stories, Crossdressing Sex Stories, Crossdressing Stories, Cuckold Stories, Domination Sex Stories, Femdom Sex Stories, Group 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, Three Some Sex Stories, True Sex Stories.Tags: Cuckold Stories, Kinky Sex Stories
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Cuckold Stories. Submissive Cuckold for Dominant Older Woman Sex Story Stories.
True Cuckold Stories written by Ian Moore.
This cuckold story begins very innocently wanting to please my new bride. I met and fell in love with a beautiful woman who happened to be 9 years older than me. She was very sophisticated and had a great job and lived very well. When I met her, I was still struggling with my own career and was easily seduced by her higher level of lifestyle. She also had gorgeous friends that always hung around who were rich and powerful themselves. At times I felt a little like a boy toy but I was very well taken care of for the first time in my life.
Although Julie and I were several years apart, we had the best sex I had ever had. She made me feel very comfortable and seemed to know exactly what I liked and how I liked it. She would always make sure I was satisfied first, then she would instruct me on how she wanted to be pleased and in what way for that day. Julie was a sensual powerhouse of seduction and I felt honored to be the center of her attentions.
One day Julie spilled wine on my shirt and told me she would wash it immediately.
“I’m so sorry sugar, you must take off your clothes and go take a shower why I wash them.” Julie said.
I sheepishly did as she said and while in the shower Julie came into the bathroom.
“DId you clean my shirt Julie?” I asked.
“Not yet sweet pee, but soon. In the meantime I am laying out some of my clothes for you to wear ok?” She said.
“Thanks” I said. When I exited the shower I found a pink silk bathroom that was short cut. It was the very same bathrobe Julie was wearing when I had sex with her the first time. I also found a pair of white panties, knee high black stockings, and a bra. I was a little confused so I stuck my head out of the bathroom door.
“Julie, where are the clothes you want me to wear?” I asked.
“Right there sugar plumb.”
“You mean your clothes? ” I asked
“Of course sweetie” and she came into the bathroom. “Now my love, I want you to wear these for now ok? It’s not too much to ask after all I do for you is it? Besides, haven’t you ever fantasized about wearing my clothes?” She asked.
“Well, maybe, but I’m not sure.” I said.
“Oh don’t be so silly, just put them on. Do you need my help putting them on?” She asked?
“Well……..I guess so.” I said.
“That’s better sugar. Trust me, you are going to enjoy this as much as I am. Now come here and let me slip my panties on you. Haven’t you always wanted to feel the pleasure of silk around that beautiful sweet cock of yours? ” My finance said.
Julie dressed me up in all her lingerie and then even put makeup on me and bright red lipstick on my lips.
“I have always wanted to put lipstick on those luscious full lips of yours. You have very feminine lips sweetie. They are sensual and deserve lipstick. Don’t you like how pretty I’ve made you?” Julie said.
“I feel a little silly Julie. I mean this feels kinda strange. Are you sure you enjoy doing this?” I asked.
cuckold stories crossdressing
“Oh yes, seeing you like this only brings us closer and it is really turning me on to see you so pretty and pink. It’s ok if it feels good to you. It should. It feels good to me and you want to please me and make me happy don’t you sugar?” My finance asked.
“Yes Julie. You know I love you.” I said.
“Well then let yourself be spoiled and allow the soft feminine things you have on to envelope you completely until you are relaxed and unguarded. Do you understand?” She said.
It did feel good once I relaxed. And I could tell that Julie was getting really hot because she began to massage her clit with her finger and then she stuck her other finger in my mouth as I watched her. I began to get hard and could feel my penis swelling with blood in my girlfriends white panties. Julie noticed it.
“Very good my sweet boy. You are finally enjoying this as much as me. Would you like to follow me to the bedroom?” She asked.
Julie gently took my hand and led me towards the bedroom. She lay down and placed me on top of her and reached down and slid my throbbing dick out of the panty. Then slowly inserted my cock into her soaked pussy and began to moan. She kissed my painted lips very very softly and and the asked me to close my eyes and open my mouth.
then my finance slowly inserted a black rubber dildo into my mouth which cause me to open my eyes very wide, which caused her to laugh , but because the rather large cock was in my mouth I was unable to protest.
“Now don’t fight it sweet boy. This is exactly what those painted lips of yours are made for. Sucking cock. Try to relax and take it deeply. Show me how you would want your cock sucked to perfection.” She said.
I did as my lover instructed and soon found that the act of sucking the rather large black dildo in my mouth began to relax me and turn me on knowing I was being watched.
“Oh that’s lovely. Your pretty red lips look wonderful as they move up and down on my cock. I am going to cum now.” And I felt as my lover began to climax all over my cock that was thrust deeply inside of her.
“Keep sucking my baby, this is driving me crazy.” She said.
After Julie had cum several times, she pulled my penis out of her and laid me on my back. She slowly took off my panties and and began to lube up my virgin ass hole.
“You have been so good baby that I am going to give you a special treat.” She said and I moaned as she spread my cheeks and gently pushed her black dildo into my virgin ass. “Yes, mommy likes that very much.”
Just as she said that I came all over the bed.”Sorry Julie, I couldn’t help myself. It just felt so fantastic.”
“Well, I see my pretty pink girl likes this a little too much. We are going to have to work on you so that you don’t come so quickly. Perhaps a cock ring will do the trick. For next time my darling.” Julie said.
Over the course of the next 3 months, Julie would dress me up and fuck me. We still had regular sex as well and it all kinda mixed together. I began to get worried because I enjoyed her dressing me in her lingerie and panties so much, and then her using the strap on too, but we were having great sex every single day and I figured that was what was important.
Then one day Julie dressed me up and then tied me to the bed for my daily strap on training. She put a blindfold over my eyes and began inserting her strap on dildo into my mouth. The next thing I new, I was sucking what seemed to be a real man’s cock. I began to gag a little but Julie stroked my head and whispered into my ear, “calm down baby calm down. This is your birthday present. Open up and suck it all down. There is a surprise waiting at the end of it all.”
Then this strange cock that was in my mouth began to spew cum down my throat and I began to gag but realized it was much easier to just swallow it which I did.
“Very good boy my sweet pee. Very good boy.” Julie took my blindfold off and I saw a very buff older man smiling down at me. “Say hello to Jason.” She said.
“Hello Jason” I said.
“Jason is your big birthday surprise. I want you to do whatever he asks of you ok sweet cheeks?” She asked me.
Julie walked over to the other side of the room and began to insert her favorite sex toys as she watched Jason have his way with me. Jason threw me around the room like a little bitch and Julie smiled at me the whole time.
“Now don’t forget to take notes about how a real man should fuck. You can always learn something from everyone.” She said.
Jason first bent me over the bed and as soon as he inserted his very large cock into my ass, I came. Julie was not happy.
“I thought I trained you not to do that. We are going to have to get the cock ring out so Jason can have his pleasure, and I can have mine too. Next time, I’ll make sure you come before Jason fucks you.” Julie said.
“Next time?” I cried as Julie placed the tight fitting cock ring over my penis.
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Jason fucked me in every position I knew of and some I didn’t know of too. Julie watched and came over and over again and giggled. She took a picture of me too. Being my first time with a real man.
When Jason was ready to come, he pulled out and took off his condom and placed his hand on my jaw and opened it. He then shot another load into my mouth.
I was exhausted.
“Now come here sweet boy and take my seat with my dildo and I’m going to take your seat with Jason.” Julie said.
“Wait a minute Julie, I never agreed to this.” I said.
“Well fair is fair, I let you get fucked didn;t I? Now you have to let me! I’ll let you play with my dildo and you can masturbate too. I’m not that mean. ” Julie said.
I sat back in the chair as I watch a very muscular man with a bigger cock than me fuck my soon to be wife. It was very very difficult. Then it started to turn me on. Then I saw Julie getting rammed hard and fast, then I got even more excited. Then I watched her cum, then Jason came, then I came again.
After Jason left that first night, Julie took me to bed and began to kiss me and rub my cock.
“That was a very good boy today. I loved watching that cock go in and out of you. Didn’t you enjoy the same?” she said as she reached down and placed my hard cock inside her moist pussy.
“My sweet little boy, I can barely feel your cock in my pussy after Jason stretched it out so much. I bet your ass must be the same.”
Cuckold Stories. How my wife turned me into a cuckold. Storied of Cuckold and kinky sex stories.
Sex Story, Wife Lends Husband To Sister For Sex August 6, 2008
Posted by sexstory in Kinky Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.Tags: Kinky Sex Stories, Sex Stories, Taboo Sex Stories, Sex Stories For Women
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Sex Story about Wife Lends Husband To Sister For Sex
This Kinky Sex Story from Sheri is about how she allowed her lonely sister to use her husband for pleasure.
Hi, I have been a fan of kinkysexstories.org for awhile now and wanted to share with everyone this true story of how I lent my husband out to my sister. It sounds crazy but it is true and managed to make the two people I care about most, very happy, which made me very happy.
Redhead wife
My sister Sara is 3 years younger than me and has been my best friend since we were very small. We are both red heads, have almost the exact same voice, and look very similar as well. However we made very different choices for our lives. I fell in love and got married at a young age to a wonderful rugged and clean man. While Sara pursued a career in law and rarely had time for romance.
Over the years I would counsel and support my sister but her loneliness always made me very sad. I believe that in order for true happiness to occur, it must be shared. Sara was never very good at sharing and threw herself into her career. The more successful she became, the more lonely she became until one day I think desperation caused her to fall in love with the wrong man.
Sara had been single for 10 years and then fell in love with a client she was defending. They had a wild whirlwind fling. She was the good girl and he was the very bad boy and Sara would always brag to me about how wonderful the sex was. But sadly, he was found guilty and sentenced to 10 years in prison.
Well, my sister Sara fell into a tail spin and had a difficult time getting to work or even getting out of bed. I constantly would council her each day. And my husband became very concerned as well. He was always asking about her. My husband is a very sexual man and wants sex 2 to 3 times a day. I however only desire sex about once a week so the entire 7 years we have been married, I am constantly telling my husband I’m not in the mood. He masturbates a lot and I often feel bad that I am just not as horny as he is. It’s been a big problem in our marriage, more than anything else.
So, when the idea occurred to me to lend out my husband to Sara, it didn’t seem so crazy. It was killing two birds with one stone, and making the two closest people in my life very happy. My only concern was if I would be comfortable with it. Would my husband leave me for my sister? Would my husband still want to have sex with me? What if they got into a fight? Then there would be trouble with my two closest people in my life. I realized it was in my best interest to make sure that their union was positive and healthy for them both. Or I could continue to watch my sister spiral out of control. Something had to be done.
“Sweetie?”, I asked my husband. “Why do you think my sister has had such trouble with men?”
“I don’t know honey.” My husband said. “She is very beautiful and smart. I imagine most men find her intimidating.”
“Do you find her intimidating?” I asked.
“No, I think she is very sweet, just like you.” He said.
“Do you think she is sexy like me?”
My husband paused wisely to feel my question out, “She is a very sexy woman.”
“YEs but do YOU think she is sexy?” I asked. “Don’t be shy, don’t worry about hurting me with a truthful answer. I really want to know what YOU think about her. I mean have you ever thought about her in that way?”
“Well, I suppose I did when I first met her, but since she was your sister, I never thought of it again.” He said.
“Honey, I want you to think of it again for me please. Just for a moment. If you were single, and did not know me, would you be interested in my sister Sara? Would you be interested in pleasing her?” I said.
“Wow, that is a strange question. Yes, if I was single, I would find her attractive, and if I didn’t already know you, I might want to make love to her. But since I do know you and love you, then I don’t think that way. What are you getting at honey?” He said.
“Well, I’ve been very worried about her since her only boyfriend in 10 years was sent to prison. I’m concerned she is going to lose everything she has worked so hard for. I think what she really needs is some good love from a good man to help see her through this time. And you are a good man and capable of good love and I was just wondering………..”
“Wait wait wait, you mean you want me to have sex with your sister?” My husband cried.
“More like be her temporary lover during this time.” I said.
My husband was dumbfounded. His face was bright red and he was completely unsure of how to react. I could tell he was wondering if I had gone completely man.
“Have you been drinking Vodka again?” He asked.
“No, I am very serious. You don’t have to answer me know, but I want you to think about it ok? It would be a big favor for me and my sister. But of course I must have your word that you will treat her right, and treat me right as well, and never forget that it’s a favor FROM me to you and her.”
My husband spent a week and thought about it and finally came around to the idea after asking me a million questions. He was of course worried that I wanted to have an open marriage but I assured him I did not and kept repeating what it was I was asking him. Finally when he gave me the green light, I approached my sister about it.
“Sara, what do you think about my husband?” I asked.
“Bill is great, why do you ask?” My sister said.
“Well, when you first met him, did you think he was sexy?” I said.
“Are you two having troubles in bed?” Sara asked.
“No no. Well, the usual. He wants it all the time, and I only want it once in awhile. But I really want to know what you think about him, I mean if you met him before I had.” I asked.
“Bill is great. I always thought so. I liked him immediately. You know you and I have always had the same taste in men. I was always very jealous of you and how lucky you got by marrying Bill.” My sister revealed.
“Well, Sara, do you find my husband attractive at all?” I asked.
“Yes he is a very handsome man.” Sara said.
“I mean if he wasn’t married to me, would you go to bed with him?” I asked.
“Well, I suppose so if he seduced me or something. Why? What’s wrong?” She said.
Redhead Sister
“I’m worried about you. Bill is a wonderful lover with a very large cock, but not too large that it hurts. He is sensitive as well as strong and he has always been fond of you. I was wondering if you would be interested in borrowing him for awhile until you start feeling better.” I asked.
“Are you serious? You want me to borrow Bill?” My sister asked.
“Yes, I want you and Bill to spend some time together. I want to loan my husband to you for awhile. If during that time you and him wish to have sex, that is fine by me. To be honest, he wants it far more than I do and it will be a load off. I won’t have to worry about him going outside the marriage for it. Well, outside the marriage maybe but not outside the family. You don’t have to answer me now, just think about it ok?”
My sister Sara was baffled. I knew that she was too proud to agree to it so I was going to have to slowly set it up. I would send my husband to the grocery story to buy food for Sara at first. Then he would cook for her every night. Then slowly, he would stay longer and longer until one night he did not come home at all.
“Where were you last night?” I asked.
“Well your sister finally allowed me to make love to her.” My husband said.
“Really? How did it go?”
“It was nice. I did my best to please her and I think she enjoyed it.” He said.
I called my sister to get all the details.
“Your husband is fantastic. Bill is a gentle giant in bed. And his cock is so huge. I hope you don’t mind that we made love.” She said.
“Not at all. That’s what he is there for. How was the sex?” I asked.
“Well, we made love all night. I had 5 or 6 orgasms. I didn’t sleep at all.” She said.
My husband and my sister continued to make love almost every night for 3 months. When I wanted to have sex with my husband or wanted him to sleep with me, all I had to do was ask and he would. The lucky guy was having his cake and eating it too. And Sara perked up and found the strength to continue on. After about a year, she found another man for herself. A good man, and thanked us both. She said that after being with Bill, she realized what kind of man to look for, and eventually found it.
I never felt threatened by it, or worried. I felt wonderful to be able to help both of the people I loved most. I think my husband had the most difficult time with it once Sara found someone else and he had to go back to only fucking me.
Sissy Fetish April 3, 2008
Posted by sexstory in Crossdressing Sex Stories, Crossdressing Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Strap On Dildo Stories, Taboo Sex Stories, True Sex Stories.12 comments
Sissy Fetish Sex Story written by Ian More
My name is Ian and I have a large sissy fetish. I am a straight man who loves to explore his feminine side by dressing up as a sissy in my spare time. Or better still, having a beautiful and strong women dress me up as a sissy. This fantasy turns me on more than anything else and I can’t get enough of it. I am writing this sex story in a white cotton body suit with little white bows and lace.
This is the true sex story of the first time I had the courage to tell a women of my sissy fetish.
I was on a business trip in Miami to close a deal with a client and had a free day and night to sightsee. I browsed the sex shops and ended up buying some white stockings, pink frilly panties, lip gloss, and a white lace bra. I went back to the hotel room and tried on my new sissy uniform and masturbated until my hot sissy cum filled my new frilly panties. Then I put on my swimsuit and headed out to the courtyard pool where I ordered a drink.
There was a woman about 15 years older than me with very large breasts at the bar and I stuck up a conversation with her. We talked about her ex husband and how after 5 years of marriage he left her for another man. She said that although he was gay, they still had the best relationship she had known. And then she abruptly asked me if I was gay too.
“No, I’m not gay. I am very attracted to women. But I enjoy getting in touch with my feminine side from time to time.” I said.
“Well you are a very good listener for a straight man. What do you mean about your feminine side?” She asked.
Usually when I tell a woman I enjoy cross dressing, they run away or assume I am gay, which is why I keep it to myself. But older women seem to accept this better and since I was on a trip, I figured why not.
“I am rather embarrassed to admit this, but sometimes I enjoy dressing up as a sissy. I find it relaxes me and I can have multiple orgasms.” I said shyly.
The older woman then looked deeply into my eyes and took my hand in hers and said, “I find that wonderful that you can share that with me. You know, my ex husband enjoyed that as well and it was one of the things I loved most about our marriage. I miss not being able to do that. I used to love to dress him up in my wedding gown, and I would dress in a man’s suit. And we would pretend to walk down the isle together and then have a honey moon where I was the man, and he was the women. I always thought this strengthened our marriage and bonded us even closer.”
“Wow, that is wonderful. I think very few women are that open minded.” I added.
“Listen”, she said, “I know we just met, but would you like to come upstairs to my room for awhile?”
“Umm, I think I would really enjoy that” I said and the older woman took me by the hand and led me through the hotel and up to her room. I was hard the entire time. I knew that I could really let myself go with this woman and was excited to do so.
“I am going to run you a nice hot bath and then I am going to cover your body with soaps and oils, and pamper you.” She said and looked down at my erection under my swimsuit. “Looks like you are already to go.”
This beautiful mature women slowly removed my swimsuit and my swollen cock popped right out. She eased me into the hot water and began to wash my entire body with soap. She had the caressing fingers of a nurse and I was hers entirely.
“Now stand up sugar and let me dry your bottom off.” She said. “Now stick your butt out a little so I can wash it better. My goodness, your penis just won’t stop looking at me.”
“Now, come into the bedroom here and let’s see what mommy has in her suitcase that might fit her sweetie. Ahh yes. This is very sissy and will look very nice on you.” She said and she took out a pink lace bra and lifted up my arms and slip it down and strapped it on. “Now for panties for my pretty pink sissy. Let’s try on a few of these so I can see which one makes your bottom look the best.” She said as she slipped one pair of panties on me after another. I was completely erect the entire time, just waiting to burst. It was a wonderful torture.
Once she had found a panty that she thought made my ass look good, she began to apply makeup on me.
“There, do you like how pretty mommy has made you?” She asked.
“Yes, very much. You did a wonderful job. Now what can I do to please you?” I asked ready to do anything she wanted.
“Well my pretty pink little sissy. Mommy is very wet in her panties and needs to be serviced. I want you to take those pretty pink sissy lips of yours and go downtown to mommies wet spot and show mommy how much you like being in her sissy things.” She said and she lowered my head to her hot pussy and guided my tongue in circles for her pleasure.
“Now stick you pretty sissy bottom up into the air so mommy can see it while you please me. That’s it, very good, very nice. What a pretty round little sissy bottom you have. All dressed in mommy’s frillies. You love to please mommy don’t you?”
I moaned a yes as I continued to suck on this older woman’s clit. She began to moan too and began to cum all over my face as she held it to her throbbing pussy.
“Oh that’s very good. My new sissy is excellent at pleasing his mommy isn’t he? Now that you have shown you can please me, I think it’s time I get to play with my new sissy toy don’t you? The first thing I need to do is to see how red my sissy’s pink bottom will get when I spank it. Come and lay across mommy’s lap, like you know you have been dying to do.” She said.
I laid my lace stocking thighs across her lace stocking thighs and they glided next to each other in a very sensual and feminine way. I placed my ass up in the air and she began to softly spank me, very gently, and very sweetly.
“You are a very good sissy,” she whispered to me as she spanked me. “You remind me of my ex husband and how much I used to love dressing him up as a sissy. Your pretty pink butt is turning a nice shade of red for me as I spank it. I know how much you like this. I know how much you want to give yourself up to my pleasure and allow me to expose your most secret desire of being feminine. You simply love the feeling of silk and satin and lace as it clings to your muscles. You love being at my mercy and not having to think or make any decisions at all don’t you sweet pink sissy?”
“Oh yes” I cried. “I love it very much.”
“You love being able to be completely submissive to my wise and gentle hands don’t you? You are now my little play toy. My boy toy. My little sexy sissy that I get to do anything I want to don’t you?” She said.
“Oh yes, yes, very much. You know everything. You are wonderful” I said in complete submission.
“And I bet you know what I want to do most to my new sissy toy don’t you?” She asked.
“No, what?” I said.
“Oh now stop lying to me sissy girly boy. We both know what sissy’s like most. You want to have your little sissy butt all full with mommies large strap on. Come on now, tell me what we both already know or else you won’t get it.” She said.
“Yes” I said submissively. “You are exactly right. I want to feel your large strap on buried deep in my sissy ass.”
“Now that’s a good sissy.” She said and stopped spanking me. She lifted me up and told me to go into her suitcase and find her strap on dildo and bring it back. Then she instructed me to assume the position on my hands and knees. She began putting lube on the strap on and then in my ass as she worked it in with a finger.
“I’m just going to move your pink panties to the side because they look so good on you.” She said. Then she began slowly inching her cock into my ass and I began to moan. Then she began to slowly work the large dildo back and forth as my butt muscles stretched for her more and more.
“Now don’t cum just yet sissy. I want to fuck you in many positions first. I want to see you ride my cock like a good sissy every way you can before having an orgasm.” She said.
It was very difficult not to cum as I lay bent on my hands and knees taking her strap on deep into my ass. I heard her moan and cum and then she turned me on my back.
“Now I want to see your face while I fill your sissy hole with my big man cock.” She said. And she bent down and kissed me deeply as she thrust her dildo in and out. Her tongue gouged by entire mouth. “Tell me who owns you now sissy? Tell me who you will always belong to.” She said.
“I’m all yours, now and forever,” I cried out. “I’m your little sissy slut”.
“What a lucky little sissy you are. Now I am going to lie down and I want you to climb on my strap on and show me how well you can fuck it by yourself.” She said.
As I mounted her large strap on, I began to bounce up and down on the cock while she looked deep into my eyes. Her hands rested on my shoulders and guided me up and down to a rhythm she enjoyed. I couldn’t take it anymore and told her I was going to cum.
She pressed her lips to mine and I came all over my panties. I felt incredible and totally relaxed.
“Now hold me and lay with me for awhile.” She said. “Mommy is not quite done with you.”
She stroked my hair and whispered nice and soft things into my ear as we held each other for awhile. Soon she led my mouth to her nipple and to suck on it slowly. And then she began to finger my asshole and in seconds I was hard as a rock again and ready to go.
“Now little sissy, you have earned the right to fuck me. I want you to fuck me just like I just fucked you.” She said and she rolled me on top of her and took my cock out of my panties and slipped it into her wet pussy. I kissed her deeply as I slowly began to fuck this older woman to several orgasms. She reached around and put several of her fingers in my ass and I came instantly.
“Well, it looks like I can fuck you better than you can fuck me sissy. But that’s ok, I am older than you and can teach you many things. Now go and run me a bath and then bath me as I bathed you. And then dress me as I dressed you, and then, if you are good, we can go shopping together and mommy will buy you some wonderful sissy clothes for this evening.” She said.
Sissy Fetish Sex Story Written by Ian for Kinkysexstories.org
Sexual Labels Prevent Sexual Satisfaction April 2, 2008
Posted by sexstory in Kinky Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Story, Sexual Health, Straight Sex Stories, Taboo Sex Stories, True Sex Stories.Tags: Sexual Health, sexuality, labels, satisfaction, role play, submissive, man, dominant, woman
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Breaking through sexual labels and finding more sexual pleasure by Ian
I realized I was kinky when I was very young and going through puberty. I found myself masturbating to various kinds of scenarios that did not just involve guy (me) on top and girl on bottom. I would feel submissive and sometimes raise my legs in the air and fantasized about being taken from behind by a man. Yet I was never sexually attracted to men, and still am not today. It was just the act of being submissive that turned me on, and still does today.
There were times I thought I was gay, or bi sexual and even experimented with a man once or twice. However afterwards, I just wanted women even more. But I noticed I was very attracted to she males and dominant transsexuals. So clearly I am attracted to females and not males. Does that make me straight? Well, I am attracted to females who have strap on dildos or cocks. So does that make me gay?
And as you can see, the concept of gay and straight becomes blurred. I don’t think we can help what we are attracted to and what turns us on. I feel that whatever fetish we have, whatever brings us the most pleasure, should be pursued. Life is short and often difficult and our sexual pleasure helps us through it all. To label it can be a mistake.
My own sexuality has forced me to be open minded about others and life itself. For whatever reason, I become aroused at the power play of a submissive male with a dominant women. Male and female are the poles that often govern our life and being male carries a lot of pressure with it. I have discovered that my sexuality and submissive side allows me to explore the feminine side of life, thus making me a more rounded person. If society needs labels, which we all know it does, than I must conform on the outside to one of these poles. I chose male. But in the bedroom, and during my spare time, playing the more submissive role allows me to relax, let go, and enjoy the human experience that much more.
I choose to label myself a sexual person. There is nothing like the smell of a women and the softness and kindness she carries. And to have a cock and thrust it into her while she moans with joy, is truly a wonderful gift. And the opposite of that is also wonderful. To be dressed as a women and be on the receiving end of a cock is something I think most men should experience. I know I learned a lot about what it’s like to receive and I think it has made me a better lover. Sex is sex and if you and your partner enjoy it, than that’s at least one thing in life you really enjoy. Let the world label what they have to, we can’t change that. But don’t let is stop you from enjoying yourself sexually during your free time and in the bedroom.
Sexual Labels Prevent Sexual Satisfaction article written by Ian More.
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.
4th of July Sex Story. Man Sees Fireworks with Bi Sexual Female. A true Sex Story. July 4, 2007
Posted by sexstory in Bi Sexual Sex stories, Big Tits Sex Stories, Domination Sex Stories, Femdom Sex Stories, Group Sex Stories, Kinky Sex Stories, Lesbian Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.1 comment so far
4th of July Sex Story. Man sees fireworks with bi sexual female.
A very true sex story by Sam Stern.
This true sex story begins in Seattle where I live. I work for a law firm and needed to speak with a client in a small town in Georgia. My boss sent me there for the 4th of July and I was not happy about it at first. But once I got there, it was nice to be out of the city and I enjoyed being in the South where things move slower and I could relax. The weather was hot, steamy and I found myself constantly horny in my hotel room. Like I was in heat or something. You ever get that way?
Anyway I went to interview a witness my firm wanted to use in their case and we met at an outdoor café. Her name was Laura and she was a big boned gal about 5 years older than me. She was blond and sweet and I was immediately attracted her Southern accent.
I had a difficult time talking business with her since it was a holiday, and there was a free and easy spirit in the air. It was humid and people were not wearing many clothes at all. Our flesh was natural lubricated and I could not help but focus in on the absolutely huge breasts that Laura had. She was wearing a tank top and from time to time, I could see her nipples were hard and I imagined they stood out about an inch when she was naked.
Laura sized me up pretty quick. A horny lawyer from the North. She knew that she could take it easy with me and she dominated the conversation. I feared my firm had sent the wrong man, but hey, it was the 4th of July and who cared.
There was something about this big titted older woman that was driving me crazy. Perhaps it was the heat, the festive feeling in the air, or Just the South itself. No matter, I couldn’t help but ask Laura personal questions. I blamed it on my job.
“So Laura…um” I said.
Laura interrupted me and said, “Here in the South, people refer to each other as Miss and Mister. So please call me Miss Laura. It pleases me. “
“Ok then, well Miss Laura, I need to ask you some personal questions. Like do you have a family, a boyfriend, what’s the deal?” I asked.
Miss Laura laughed and said, ”That’s none of your business Mister Lawyer, but if you must know, I prefer woman as lovers. I am bi sexual and lately have been involved with a very sweet young lady named Jane. Or at least, that’s what I call her.” Miss Laura explained.
I was a little taken aback. “I see” I said. “So you don’t like men or something?”
“Not when they don’t display manners like you are doing right now. My sexual life has no business in your case.” She said.
“Well, I apologize Miss Laura, you are right, it’s none of my business. I’m just curious about being bi sexual.” I said.
“You mean you are bi curious?” Miss Laura asked.
“No no, that’s not what I meant, I mean how do you know how to choose between a man or a women?” I asked.
“Well, I find all people beautiful and wonderful and I don’t always label it. Women offer me wonderful companionship, and I tend to be a tad strong at times and few men want to deal with that. However most women truly enjoy it.” She said.
“But it must be very different in bed. I mean a women does not have the same plumbing so to speak.” I said.
“You might not know this Mister Lawyer, but the size of a man’s penis is rarely what makes a women have an orgasm. In fact some times, it’s not the penis at all. A well placed tongue can stimulate a woman just as well, if not more, than a large penis.” Laura told me.
“Well Miss Laura, I am learning something today. You have just managed to make me feel a whole lot better about myself.” I said.
“What about you Mister Lawyer, do you have a pretty little gal back home in Seattle that you can use your newfound information with?” She asked.
Truth me told, I had not had sex in about a year. I was too busy working and trying to climb the corporate latter. Being too embarrassed to tell her this, I lied and said, “Well, not really, I see someone from time to time but it’s nothing really.”
“Well, Mister Lawyer, I hope you enjoy the 4th of July. The best place to watch the fireworks is from the steps of the river. Everyone goes there and it’s a nice event with a band and lots of great food. I have to leave now and meet my girlfriend for dinner. She is working tonight and I want to see her before she goes to work. “ Miss Laura said.
I hugged Miss Laura, pulling her big tits close to my sweaty shirt, and I think I detected Miss Laura enjoying the embrace as well. I instantly got an erection and when Miss Laura felt it, she gently pushed me away and kissed me on the cheek as I kissed her. Her perfume was classy, and heavy, and it stuck with me all evening as I headed out to the river steps. I could not get her off my mind.
Just then a hand reached out and grabbed me from the crowd.
“Hey Mister Lawyer. Want to have a seat with me? Miss Laura said.
I was so happy to see her since she was the only person I knew in town and I was feeling a little lonely. “I’d love to, it’s great to see you Miss Laura.” I said.
“Well, I feel a little responsible for you since you came all this way just to see me. It’s the least I can do. Do you want a beer?” She said.
“Sure” I said.
Miss Laura opened up her cooler and I saw she had a few beers and a large black dildo in the cooler. “Wow Miss Laura, do you always carry that around?” I asked.
“Oh, that’s just something I have to keep men from hitting on me. I don’t know what it is about me, but ever since I accepted I was a bi sexual female, I have to beat men off with a stick, and when that doesn’t work, I use this large dildo here. I call my little friend Kevin.” Miss Laura said.
I laughed and sat down and had a beer. She told me that her girlfriend had to work late and was going to meet her about 3am. She just wanted to see the fireworks. We sat there talking, our hips touching, both sweating and laughing as the fireworks went off. It was pretty wonderful.
As we got up to leave, Miss Laura took me by the hand and said, “come with me Mister Lawyer, I want to show you something.”
We walked a few blocks to her house. It was right on the river with a beautiful screened in porch. I was starting to think I might just get lucky. But that was nonsense cause I already knew Laura had a girlfriend. She opened a bottle of wine for me and left me alone while she went to the bathroom. She came out wearing stockings, a garter belt, high heels, a bra, and a long silk white gown. I about choked on the wine.
“What’s the matter Mister Lawyer, haven’t you ever seen a beautiful women before?” She asked. “Or perhaps it’s been awhile. Is that true?”
“You look fantastic Miss Laura. You are wise too. It’s been awhile since I have been with a woman.” I admitted.
“I thought so. Actually I find that very sexy and cute. And as I mentioned before, I feel the responsibility for being a good hostess to you since you are so far from home.” She said.
Miss Laura approached me and took my hands and kissed me very sweetly. Then she began to undress me and spanked me several times.
“I like a man who knows his place is bed. I enjoy being very dominant in bed. Like a man. You must allow yourself to relax and let me be in control of your pleasure. As a women, I know much more about pleasure than you, and if you trust me, I will give you lots of it.” She said.
Was this a dream? Nope it was real. Miss Laura took my naked body and laid it across her ample lap. She began to spank me and rub my butt. It was a little uncomfortable for me, but it actually did help me to relax. When she was done spanking me, she let one of her big tits out of the bra and forced it in my mouth.
“I never get enough of watching a man suck on my big tits. I can watch it all night. I want you to show me how well you can suck a breast Mister Lawyer. Take as much of it in your mouth as you can.” Laura told me.
Her nipples were huge and erect. I felt like a child laying in her lap, sucking hard on those gigantic tits. Laura began to play with my balls and stoke my cock. After I was fully erect, she surprised me by replaced her breast with Kevin, the large dildo from her cooler. Before I knew it, I was sucking that dildo too. I was horny enough to do it and I could see how much it please Miss Laura.
“Kevin likes you Mister Lawyer, but I don’t want to spoil you. Miss Laura wants you to show her how well a lawyer can eat pussy.” She said.
She climbed on top on me in the 69 position and forced her pussy into my mouth. Meanwhile she began to suck my cock and finger my asshole a little. I used my tongue to roll her clit around and she began to moan and cum all over my face. Then she tied a ribbon around my cock and told me that she didn’t want me to cum just yet. She had something else in mind.
Miss Laura threw me on my back and jumped on top of me and my cock was plunged into her dripping wet pussy. She began to cum again now all over my cock. My body tried to come once but the ribbon around it kept me from having an orgasm. Brilliant I thought.
Miss Laura kept riding me while she tied my wrists to the bedpost with more ribbon. “Now you are mine aren’t you Mister Lawyer? Ready for more fireworks?” She said.
Just then, I saw a silhouette of a petite woman walk in the door.
“Jane, say hello to Mister Lawyer, Mister Lawyer meet Jane.” Laura said.
Jane came over and kissed Laura passionately while she was sitting on my cock. Then she knelt down and kissed me passionately while Laura kept riding me. With my arms tied up, all I could do was try enjoy. And who wouldn’t. I hadn’t had this much female attention ever.
Jane crawled on top of my face and Miss Laura told me to please Jane. I began to suck this strangers pussy and she began to cum all over my face. All the while she was kissing Laura and sucking on her big tits. Woman where having orgasms left and right and I was shackled to the bed. I began to want to break free but they would not let me.
After a long time, they climbed off me.
“Now I want you to watch how to really fuck a woman.” Miss Laura said and she strapped on Kevin, the dildo, and placed Jane up against the wall and fucked her from behind. I sat there watching as Laura’s hips pumped back and forth. She was good. She was real good. She was built for it. I watched closely at how Laura combined both animalistic force as well as sensitivity to her thrusts. She reached around and began to finger Jane’s clit until Jane was cuming again. Jane looked over and me so I could see her face in pure pleasure.
I was still tied to the bed. Then they stopped.
“You have been a very good student Mister Lawyer and since it is a holiday, I am feeling generous.” Miss Laura said as she untied me finally and stood me up. She asked Jane to lay down and then she placed me on top of her and inserted my cock into her sweet pussy. Jane was gorgeous. She had large lips and looked from Spanish decent. Very petite and smart I assumed. Didn’t really matter, before I knew it, I was fucking her again and Laura was on top of me showing me how Jane liked it. Jane’s eyes rolled back and she started having more orgasms. Jane was so hot. My body could not help but try and cum again but once again, it was stopped by the ribbon around my cock.
I felt Miss Laura place herself directly behind me, she turned my head and kissed me and to my shock, she started inserting a finger in my ass.
“Just relax sugar and remember, I am your guide to pleasure and if you trust me, you are going to get lots of it.” Miss Laura said.
I couldn’t argue with that so I relaxed and allowed her to slip one, and then two of her fingers my ass, then she used the leverage to steer my thrusting on top of her girlfriend Jane. Good god it was wonderful.
Then I felt a rather larger finger slid into my ass. Nope, that was no finger, it was Kevin, the super sized dildo. Crap was it big. I felt it slid into me deeper and deeper.
“Now relax Mister lawyer boy and take it like a man. If you can relax, you are going to enjoy it” Miss Laura said.
I felt her rubber cock slid in and out while I fucked Jane. I couldn’t even think straight. I was an animal. Completed controlled by this sexy bi sexual woman, and loving every minute of it. I began to moan and couldn’t help it. I began to make faces I never knew I could make. I began to realize that everyone in this love triangle was moaning and panting, and getting off. God I wished I could cum. It was driving me crazy.
After about a half hour of being fucked in the ass while fucking a stranger named Jane, Miss Laura stopped, and I stopped.
“I knew you would enjoy that,” Miss Laura said. “It takes a bi sexual person to know a bi sexual person.”
“Umm, are you saying I am bi sexual?” I asked.
“Well, you are now Mister lawyer. Just like us. You enjoyed it didn’t you? A cock in your ass and your cock in a pussy?” She asked.
“As usual, you make a lot of good sense Miss Laura. I am going to have to think about it I guess. “ I said.
“Don’t worry about it, most people are bi sexual, but society doesn’t accept it. In the Roman times they did, but these days, you have to repress it. I just hope you had a nice time in my town on the 4th of July. However before you go, there is one more thing I want to show you.” Miss Laura said to me.
She untied the ribbon from around my cock finally. She took off her stapon dildo and strapped in on Jane. Then Miss Laura lay down on the bed and placed my dick inside of her. She inserted several anal beads into my butt and instructed Jane to place Kevin, the dildo, into my mouth.
I fucked Laura as she watched me suck on the large cock.
“I like watching a man suck on a cock almost as much as I enjoy watching him suck on my breast.” Laura said. “Now sweetie, whenever you are ready, I want you to cum deep inside of me. You have been a wonderful lover and shared a night we will never forget.”
I came so powerfully that I cried out. It was the best orgasm I had ever had. Having been so bottled up surely helped. I cried out like a free man after being enslaved. I was reborn.
And that’s the true sex story of how I saw fireworks on the 4th of July with a bi sexual woman.
4th of July sex story. Man sees fireworks with bi sexual female.
10 Kinky Tips To Improve Your Sex Life July 4, 2007
Posted by sexstory in Kinky Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Stories For Women, Sexual Health, Taboo Sex Stories, Three Some Sex Stories.1 comment so far
10 kinky tips to improve your sex life.
Written by Miss Zoe
Sex is like a bottomless oil well. The further you go, the more you can get. So often, lovers get stuck in a rut with their sex life. There are many reasons why, and it’s almost inevitable. But improving your sex life is a very important part of maintaining a relationship. If you can offer your lover something wonderful to look forward to with sex, then your lover is going to be more apt to want to have sex, and offer you something wonderful in return. There is no limit to the way you express your sexuality within a relationship, only the limits you place on yourself.
One of the best ways to improve your sex life is by being more kinky. Tapping into that deep well of sexuality that both you and your lover are sitting on, and pulling out new and exciting ways of exploring human sexuality and each other.
Here are 10 kinky tips to improve your sex life with your lover.
1. Share sexual fantasies together. Chances are your lover is holding back one or two very spicy and very kinky sexual fantasies. Perhaps something they think about that is taboo, or not necessarily normal in their minds. But it really turns them on. It might even be about having sex with someone else. So long as it is just a fantasy, no one will get hurt. If you have the courage to speak up about it, it will stimulate you and the fact that you are sharing it with your lover. You don’t have to actually do it, but just talking about it will turn you on, and being so open and vulnerable to your lover, will turn them on. Then you can have the normal sex that you usually do, but can think or even speak about the fantasy during love making. This is one of the quickest ways to get yourself, or your lover, in the mood. I would also advise that a glass or two of red wine be used to allow your mind to relax and open up to your inner most fantasies.
2. Look at porn together. Why not? Your lover does. I have never known a man who didn’t look at porn. Men have insatiable appetites for lovers. They are attracted to all kinds of women, for all kinds of reasons, and that is just they way they are wired. Why not agree to look at porn with your lover. Talk about how sexy a person is and why. Or watch porn movies together. A good way to introduce this technique is by leaving a porno movie out and making sure your lover finds it. You might even agree to rent your lover 3 porno movies of any kind he wants, as a gift. And you might suggest him to choose the kinkiest ones he can find. But be careful, if you do this with a man, he may start to follow you around more than you may want.
3. Read other peoples sex stories. Reading other peoples kinky sex stories is a great way to get excited with your lover and get into the mood. Perhaps there is a sex fantasy out there, that someone has made into a sex story and it’s something you had not thought of. And you may be surprised at how much it turns you on. It can give you new ideas to use in your love making, of just get your engines going. Since it’s fiction, it’s just fantasy and can’t hurt you. You might also consider writing your own kinky sex story with your lover. I bet you will learn something more about them.
4. Role Play. Role play means to act out, to become someone other than your self and play the part. It is usually not scripted, but rather an improvisational play. Pick a role and act it out. There are thousands of different role play ideas to choose from, but chances are, your lover has one in mind that they have been dying to role play, but have been to shy to mention. Here are just a few role play ideas:
Nurse or doctor
Aunt or uncle
Caught cross dressing
Role reversal
He becomes you, and you become him
Stranger in a bar
Secretary or boss
The baby or infant
A prostitute or strip tease artist
Lesbian fantasy
Police person or jailer
Super heroes
President or CEO
Fireman
5. Sex Toys. Introducing sex toys into your sex life may be a scary idea at first for the male. He may worry that one of them might please the female more than he can, but if he can get past this, he will discover that he has nothing to fear. When you were a kid, it was nice to play with your toys alone, but it was so much better playing with someone else. And of course there are all kinds of sex toys to use. The anal beads are fun for everyone involved and I highly recommend them. Hand cuffs are great as well but you can also use a tie or even pants to tie your lover up. There’s the butt plug, the dildo, the strap on dildo, the double headed dildo (teach him to suck too), the cock ring, penis pump, chastity belt, clitoris vibrator, the list is endless. I wouldn’t get too dependent on your sex toys. They are fun, but should be used as a sexual enhancer, and not a sexual partner. And make sure you clean them on a regular basis.
6. Shop for sexy clothes. Tell your lover you are going to spend $100 on them then next holiday that rolls around. Tell them they can shop online or in a store but they must pick out $100 worth of lingerie or sexy clothes. You could make a game out of it. Or, allow your lover to dress you up anyway they want for a night. There is not a man out there who has not thought about dressing as a woman at least once. Woman get to dress as men in the world these days. It’s taboo for a man to dress as a women, which is exactly why he wants to try it. Go to Victoria’s secret and just window shop with your lover is you don’t want to spend money on sweet nothings. Ask your lover to find pictures of sexy lingerie on the internet and email them to you. Clean out a closet in your house and designate it the “Naughty closet”. Next time you are at a friends house, lock yourself in their bedroom and try on some of their sexy clothes for your lover. Sexy clothes are a very important part of improving your sex life.
7. Go to strip shows together. Most women do not want their man going to strip clubs. ALONE! But most women are curious to see what goes on there. It’s a very erotic experience for a man to take his lover to a strip club and sit together and watch the show. It will undoubtedly turn your man on quick. Ladies, take your lover to a male strip club. He is not going to like the idea at first, but explain how many horny women are going to be there and that most of the dancers are gay anyway. You may be surprised at how excited the both of you get at a male strip club. This is a fantastic way to go out on the town and get into the mood.
8. Introduce a third person into your sex life. Most people do not have the courage or desire to do this. However it can be done safely if controlled and the rules are clear. For example, I know a man who was absolutely obsessed with seeing his wife with another woman. He is lucky to have such a wonderful lover and she agreed for his birthday to hire a professional escort and make out with her while he watched. Once they did, this man’s obsession decreased. I knew another couple that would find a shemale or transsexual from time to time and on special occasions would add them to their love making. They told me it was the most erotic thing they have ever done and they fantasize about it all the time. Some men enjoy watching another man please their lovers. Allowing this go happen in a controlled fashion may be a wonderful surprise for all involved. Some men are even curious to be with another man and have you watch or participate. And of course there are couples who swing and wife swap and have no problems with it at all. If you should go down this road, be very careful to make up rules or even a contract first. But even if you never actually get into a love triangle, just talking it over with your lover will be a huge turn on.
9. Have sex in strange locations. Once I was in New Orleans and I saw a couple having sex on top of a bus. I also witnessed a couple having sex in a dark alley and as I walked by, they revealed themselves to me. Once I had sex in an empty school bus. Another time while on the road, I went into a cheap hotel, and found an unlocked room and had sex in there. My partner loved it because you never knew when the cleaning lady would come in. Some people like sex in airplanes, others while on a road trip. Having sex outside can be lots of fun and will help you get in touch with your inner animal. Having sex in a public bathroom can be scary but exciting. Or having sex in someone else’s home, very quickly, can be a thrill. You might even want to test drive an RV, and have a quick romp in the back. Doesn’t matter where, just as long as it breaks the cycle of where you usually do it.
10. Exercise naked together. Sex is an active sport. It requires physical strength and although you don’t have to be a super hero to do it well, you should be in good enough physical condition to get the job done right. I often think of exercise, as practice for sex. It helps my body look good for my partner, and it helps me to have endurance and stamina. But it’s not always fun to work out. Try getting naked with your lover, and exercising together at home. Help each other do push ups and be your lovers own personal trainer. You don’t have to be entirely naked, perhaps you could wear something tiny. Dress your lover up in something you like, and then exercise with them. Help them with stretching, sit ups, yoga, whatever. You can even make it a game of dominance. Or you can give them sexual favors as incentives. If you do 10 more push ups, I’ll give you oral pleasure for 10 minuets. You get the idea.
A survey found that 68% of all people who were having regular sex, wished they were having better sex. Too often we get stuck in a rut with sex, treating it as just another thing to check of on our “list of things to do today”. Or perhaps we are scared to push the boundary of what is already working. Sex can be one of the most wonderful rewards about being in a relationship. Although sex is not the most important aspect of a relationship, we all know that if we are having amazing sex, then there is less stress, less fear and anxiety in that relationship. Not to mention it improves out own self esteem and gives us something to get excited about. Life is short, too short to not speak up about what might turn you on. If your lover really loves you, they will do what they can to improve one of the most important and rewarding aspects of a relationship. Sex.
10 Kinky Tips To Improve Your Sex Life was written by Miss Zoe for kinkysexstories.org
