I was 21 and I had been crossdressing for a while. I had no idea I would later transition and become a transexual. Back then, it was all about the excitement of doing something apparently taboo, which really excited me. I felt dirty and embarrassed afterwards (thanks to my catholic upbringing), but I still loved it. I had started wearing my mom's and my s****r's clothes since I was 10 but I was growing taller and they were not. Had a problem with the shoes too. Dressing as Santa Claus for a 3rd Grade Christmas party at school gave me the opportunity to wear Mom's black boots in public, that wa... Continue»
Free Sex Stories Page 1863
My name is Brian and I would describe myself as bi curious with a heels and stockings fetish. 57 years 210 lbs. with a 7" shaved cock that I like to think I know how to use. Stockings and heels are my thing, so much my thing that I have a couple of pairs of heels some garters and nylons and love to wear them when I jerk off. Sadly my wife is not into my desires in any way... My favorite fantasy is to meet a couple and have all three of us dress up in nylons heels and garters...Then "help" them have sex. Insert butt plugs for them, guide his cock into her pussy and ass and finally have the ... Continue»
I was sitting on a train when the conductor came to check the tickets, I fumbled in my bag but couldn't find it, I'll come back in a few mintes he said. The two old men sitting opposite were smiling "I can't find my purse" I said my ticket is in there" I was panicking now, it just wasn't there. "You'll get a heavy fine" one said. "tell you what, show us your tits and we'll help you find it" what harm can that do I thought, so I unbuttoned my blouse and pulled my tits out. "Let us have a feel" he said, they came over and... Continue»
I took my seat in the opera house looking...hoping...and aching to see if my companion was attending the opera that night. For the last two months, I and my wife had seats D2 and D3...and seated next to us were another couple. She was simply the most beautiful woman I had ever seen. Her beauty was amplified by my own dying marriage. My wife and I already had the divorce papers filed. Perhaps I was k**ding myself, but the woman seated next to us seemed to pay extra attention to me...and it was clear that her companion was bored and not interested in her. His loss...she had long blond hair...gre... Continue»
hi im writing this on sunday which i still havent seen my gf since friday when she left for her friends birthday.
on friday she went out for supper and clubbing with her friends the next day i recieved a txt from her saying that her voice has gone coz of all the shouting she did the night before plus the smoky atmosphere.
so i believed her played it cool and telling her to let me know when shes better.
the weekend is over and i havent seen her at all she just txt me again telling me that she was the same and if she couldnt talk there was no point on her coming over.
i recieved a txt from a... Continue»
Reverse Cuckold Surprise (Part 1, The Set-Up)
Note: The following story is a work of fiction. All events depicted are just fantasies.
If you read my profile, you'll know a bit about my sex life. I'm married to a beautiful BBW with great big breasts, a nice round, white ass, and a large pussy (that I keep trimmed/shaved almost bare). One of my fantasies is see my wife have sex with other men. Now, we've tip-toed around talking about cuckolding, but my wife knows it turns me on. For example, when I shave my wife's pussy, our next sexual encounter always ends up the same. I'll be ad... Continue»
Last night I was craving to be fucked by my boyfriend. He worked overtime today & was exhausted. When we were all ready for sl**p, I begged for his cock but he shut me down. I even said I would do all the work & even rub his back after..he was just too tired. So we both went to sl**p. Now remember his younger s****r sl**ps above us on the top bunk. I woke up to switch sl**ping positions and i feel him touch my ass. I didn't think anything of it, I though it was accident. Then, he pulls the blanket off of me & pins me down. He locks his lips with mine & I shove my tongue into his ... Continue»
I just recently broke up with my boyfriend of 4 years. I was so crazy in love with this guy, but he, just like the others had broken my heart. This is what had happened..
About 6 months ago, me and my ex "Chris" made plans to go out for dinner and a movie that Saturday night. But when I tried phoning him that evening, his machine was the only thing that i was able to talk to. He wasn't answering his cell phone or his answering machine. So instead of staying at home like a dummy, I called up one of my girl friends and we decided that we would go out to the bar that night. Little did I know t... Continue»
Another day at the office...bored and ready to tease my boss...yesterday I saw him rubbing his cock when I bent down to get something from the file drawer in my office...he sent me back a few times and I bent over and popped my ass out. I started feeling very horny. I know he went into his office and jerked off! I fell asl**p last night with my hand in my panties thinking about ways to tease him!
Today I wore my tight black mini dress and a push up corset underneath..I wore a low button jacket that let my double D's bust out and spill my tits when I bent over...wore some high cut black pan... Continue»
This story is about the time we went away for a naughty weekend, and ended up doing something spontaneous.
I was sitting at the bar having a drink by myself as Natalie got ready to head out I was asked if waiting for someone by a gentleman in a suit I replied ‘no’ and he said that he was sorry to bother me and I continued with my drink. When nearly finishing my drink the gentleman asked me what the time was I told him 7:30pm he said thanks I finished my drink and returned to my room. Natalie was sitting in her stockings and black crotch less pants and bra I walked over to her and rubbed he... Continue»
My story continues with me working in the IT Dept. of a distribution firm, Shane has returned to his home office in California over a month ago. I still think back to those 4 days of Fucking, It was so good I didn't care what happened I would deal with it later.
Things with the system were going relatively well but some problems came up that had to be dealt with not to get technical but some issues had to do with hardware and to make a long story short the company sent me to the home office in California for a week to clean up some of the problems. I'm still not 100% sure it wasn't Shane jus... Continue»
As you know, the way that you and Mr Hawkins order me around turns me on. So I was feeling really sexy, plus the fact that the way I was dressed, like a whore, just added to the excitement. I was thinking all the time, if only these people new that I am wearing nothing under this Mac apart from black stockings and suspenders.
Going up in the lift, I was trembling with excitement. I could feel the lift man staring at me, so feeling full of devilment, I pulled open my coat. When he saw me naked, his face went red and his trousers bulged with a magnificent 'hard on'. So when I put my hand on i... Continue»
Was walking back from town early in the morning, was stranded in the outskirts of the city which is distant from my own home in one of the suburbs. I had left the warmth of the house of my friend in the city, and ventured out into the early morning, 1:00 or 2:00 o clock, it was cold, but not as cold as it could have been, the clouds in the sky made sure of that, and for that i was happy, despite the occasional light to medium downpour.
I had been texting a Lady friend, a woman, asking her to let me in and stay and in exchange i would eat her pussy, she agreed and was horny however she was ... Continue»
Sue went into great detail telling me how much she loved sucking Cody's big cock for the first time. Admitting she loved her first taste of cum and had been addicted to it since then. All this time when we were married to others and just friends I thought she was a sweet innocent woman. Sue was the woman of my dreams and loved sex as much as did. Although she had sucked multiple boys off at the same time she had never had two guys fucking her at once. She was very excited for this to happen and just couldn't believe I wanted her to do it just as much as she wanted it. She kept asking me if I ... Continue»
This is a story in progress of a friend here Chaz Hope he and you all like it ,, more to come as we work it out right now it is all fantasy.
Tim stood there stroking his cock as he watched his mom messaging her tits before she reached down and took her panties off to look at herself in the full length mirror. Tim saw for the first time the prize he had always wanted to see but more he wanted to feel on his young cock. Her reflection showed him the pussy he had always dreamed about and he started stroking a bit faster looking at the th... Continue»
Me, three girlfriends and their boyfriends. 2 black men, one of them pure 100% African and 2 white guys. Girls all pasty white. For two of the couples it would be their first group event.
It started slow with a bit of shyness, drinking and weed. Just weed for me but all the others seemed to like the vodka. By the time things got rolling all were pretty buzzed.
We prepped by taking our bedroom and moving all furniture out except for the king sized mattress. From the spare bedroom we took the mattress and added in lots of throw pillows. It was a bit tight but it worked fine in th... Continue»
It was one of the gorgeous summer’s days that appear in April when it’s totally unexpected and stunning. Sunshine has always made me very horny (just ask any of my ex’s that I’ve been on holiday with – I become insatiable)
So I woke up to find that the sun was out and it just felt like a great day. I pottered into the kitchen in my silk nightdress to get a drink and spotted the young fit window cleaner...that boy doesn’t have a clue how hot he is. I stood in the kitchen for what felt like hours but must have been a few minutes, watching him work his magi... Continue»
My hands were at one and eleven o'clock tied to the bed, the beautiful creature that I was so infatuated with turned out to be a shemale and I was at her/his mercy. Tiffany was working her/his penis up my butt with precision all the while stroking my penis keeping me rigid hard. Each time I thought I was about to shoot Tiffany would stop long enough for me to calm down.
Tiffany had called some body named 'Joliet' and told her(?) to bring 'Bambi' with her(?). Tiffany was having her/his self a fantasy come true pumping her/his penis deep into my butt, all I could do was grunt and groan with... Continue»
You lay there in the dark, warm and safe. Your wrists securely bound in leather cuffs and secured to the link in the wall above the bed. Your eyes are covered in a soft dark cloth. Now you hear me as I move around the room, opening drawers and laying our toys out.
Feel the quick brush of my skin along yours as I brush my hand over your abdomen, making you shiver in anticipation. I reach up and pinch at your nipples sharply, making you moan softly. Biting your lip as my grip gets more firm and I twist them ever so slowly making you arch your back.
Letting go suddenly, I tap your lips with... Continue»
I remember it was summer.I was 25.My parents were off for the weekend and i was alone in home.It was so hot and i took all my clothes off and walking around the house.I went to the kitchen for water when i saw downstairs neighbor taking off her clothes.
She was around 32.Blonde short hair,blue eyes,slim body and small but beautiful tits.
A lot of times i have think of her and mastrubate at nights.
She was wearing her bikini.she stand there for about 5 minutes.
I hide and started to mastrubate my self.....
Her niplew were very hard and some hairs from her pussy were showing.
I was stroc... Continue»