Free Sex Stories
Page 1809

Ms. Nancy--Based on a true story

My best friend growing up and I spent a lot of time together. His dad was well-to do and they had a nice house so we spent most of his time there. His mom was named Nancy, but I always called her Ms. Nancy. She was super sexy. What we today would call a milf, but we had no such word back then.

At night, I would frequently jerk off while fantasizing about her, whether I was staying at his house or mine. His s****r was pretty sexy too, a couple of years older than me, and I wouldn't have minded spending some "quality time" with her.

The summer following our senior year in High Schoo... Continue»
Posted by mike5653 3 years ago  |  Categories: Masturbation, Voyeur  |  
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First Time Raw

I'm 18 and just had my first raw experience last week. I'm 5'8" and 140 lbs, with a slim build, and a tight bubble butt that guys love to eat.

I'd been fucked before. During the last two years. I loved the feeling of a cock in my ass, the thought of a guy dominating me always gets me rock hard! I'd always used the internet to hookup with guys. I thought it was safer since I could talk to the guy beforehand.

I had Friday off and started looking online for some fun. I wasn't getting many hits since there weren't many guys online during the middle of the day. I started watching some porn. ... Continue»
Posted by kbking70 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Becoming Bernard's Wife

This is somewhat a true story….

*************

I put an ad on Adult Friend Finder, thinking I'm never going to meet anyone here but was I wrong.

I am in my 30's, tall and slender, long brown hair and practically hairless everywhere else on my body. I was looking for whatever and was very curious. Just out of a relationship with a woman for 8 years. I moved to Europe and discretely started to experiment with guys and transexuals. It was one tranny who I was fucking occasionally said, next time, "I will dress you like a girl and fuck your hole." Sure enough, the next time we had a booty... Continue»
Posted by pat4tights 3 years ago  |  Categories: Shemales  |  
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1st time gay sex / did that happen 2 me?!

If anyone has been to Fantasy Fest in Key West, you know that anything goes, for a whole week. It's like an adult playground in the streets of Key West, with practically no holds barred. This was or first time there, and I was in for a suprise I had never experienced before or expected!
My wife and I had gone to a party Monday night, and drank quite a bit of alcohol. Both of us were struggling to maintain a somewhat sober edge, but we were losing. After the party, LATE that night, we went to a 3 story bar (to remain nameless) to do some dancing on the rooftop bar. I might add that this "clu... Continue»
Posted by curious2view 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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the nosey neighbour 2

All day i thought of the letter that i recieved,my heart leaped at the thought of being a naked cleaner for this voyeur.i desided id take the job,so the next day i dressed and walked the street to the front door of the voyeur.my throat was dry and my head swam.my hands shook as i reached up to the door bell and pressed.it had a smoke glass front and i could see a figure coming to the door.my heart skipped a beat as the door opened and there stood my voyeur."your late"he said in a gruff voice."well you might as well come in now your here"he said.i stepped into the house and he shut the door.he ... Continue»
Posted by pitseapervert 3 years ago  |  Categories: Anal, Fetish, Gay Male  |  
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first time on a train

It was a cool November night, two of my cousins and me were just leaving a house party and could not decide what to do next. I was new to this hanging out thing, my parents pretty much kept me under lock and key. But when I spent the summers at my grandmother's house I had all the freedom in the world. We stopped by a store and got some beer when my cousin Blue says " Yo let's call up Snowy and get her to fuck!". My other cousin Black looks at me and asks "you down?". I respond " Hell yeah". In the back of my mind I'm scared though because I have never had sex before. My only encounter had bee... Continue»
Posted by ihavthikmilk 3 years ago  |  Categories: First Time, Group Sex, Interracial Sex  |  
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Just a Little Pin Prick

Please read other chapters first...thank you!

We arrived at the jewelry store just as they opened for the day. It was located on the lower end of town down by the waterfront. I recognized the aroma as being similar to the scent that accompanied my blindfolded trip to the BDSM pub. Until our last venture into this area I had never been to this part of town. It was full of seedy characters, ready to **** and pillage any woman who walked alone, day or night. I felt reassured that Master would protect me, after all I was his sole property now. Inside the jewelry store, Master spoke in some fore... Continue»
Posted by Leaflee 3 years ago  |  Categories: BDSM, Group Sex, Taboo  |  
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more locker room fun

Zach had long straight hair that perfectly covered one eye when he had it just right. He wore his pants low enough to see his plain (but sooo attractive) boxers. He normally wore a hoody that was a bit too small for him too. But the thing I hated about Zach, was that he had a girlfriend. What a joke.

Zach and I ended up having the same math class. He was a year younger than me though and something about smart k**s was just a huge turn on when I was a junior in high school. On top of that, we sat right next to each other. I learned nothing when I was trying to see that small of his back whe... Continue»
Posted by hornycelt88 3 years ago  |  Categories: Anal, Gay Male  |  
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My mum teasing.

I posted on here once about my mum teasing me when I was younger, I never realised I had a message asking me to go in to more detail till only recently, so I will tell the story, some will find it boring perhaps.

It started many years ago when I was still living at home, I was 18 years old my mum was in her early 40's.
Up until that time I never looked her as being sexy in any way, she was just my mum and that's it.
I was out of work at the time so was home a fair bit, this particular day I walked in the living room and got a bit of a shock, she was standing there in a black pair of tight... Continue»
Posted by Ivor-Bigpecker 3 years ago  |  Categories: Masturbation, Mature  |  
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Halana

This was twenty-five years ago. I was thirty-six and living out in the country with my wife and k**s. We had several neighbors, but the houses were all on property at least fifteen acres in size, so we never saw the other houses.

My wife left with the k**s one day to go visit her parents in the big city eighty miles away. She was going to be doing some shopping and take the k**s to a miniature golf course. I was wearing a straw cowboy hat, a tee shirt, and some cut-offs that were very short. I had on my work boots because I was digging a hole to plant a tree.

Just as she was goin... Continue»
Posted by handsomepeter47 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Brian is gone

It was the first time I had gone out to have a little
fun since my husband had left for Iraq. His National
Guard unit had been called to active duty and before we
had time to take a deep breath he was gone. He had been
gone almost three months and I was bored to death. All
I ever did now was go to work and go home and watch TV
and write letters to my husband. I was a little upset
that I wrote to him every night and I got a letter from
him only once a week, if that.

I knew that conditions were rough over there and that
he was having a hard time of it. But just a note to sa... Continue»
Posted by deggles 3 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Joyce goes to the University

Joyce goes to the University
To say I was intimidated by my arrival at the University of Arizona would be the largest of understatements. I was terrified. I had just graduated from a high school that contained less than a thousand students in it’s entirety to a school that boasted fifty thousand students across several large campuses. I was at the main campus and I was suddenly reduced from being one of the most dated of girls to a person that was for all practical purposes, simply invisible.
I was not happy, I’m not ugly by any comparison, I’m perhaps a little short, just under five ... Continue»
Posted by tunemaker 3 years ago  |  Categories: Group Sex, Hardcore, Taboo  |  
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Jill step**m slave, remote control part 2

Jill step**m slave, remote control part 2

See part 1 of my story remote control for past details

Jill hung up, not sure what to make of Franks last remark, he was joking..surely he would not have left his email account open for his k*ds and certainly never told them how to access the remote cams in the lounge..it was a wind up, a tease she didn't like.
Her phone was going again it was Frank and an email was in her in box, she wan't impressed with him she would go to bed and let him stew, they where all back tomorrow , he had better buy her a good present to make up for this...

A ... Continue»
Posted by greencat 3 years ago  |  Categories: BDSM, Taboo, Voyeur  |  
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A Desperate Wife

Angela got ready for her first day of work at the LE
GIRLS agency in downtown Manhattan. She felt anxious
but mostly disgusted with having to get the job. It was
only because of her husband that she got it to begin
with. He had lost another job and now hung around the
house in his underwear looking shabby and mostly
pathetic. Life had been very difficult most times with
him but now they were near impossible. Even their sex
life suffered. Where once they had sex every night, now
they barely had it once a month.

She looked at herself in the mirror. Not too bad she
thought... Continue»
Posted by deggles 3 years ago  |  Categories: Anal, Fetish, Lesbian Sex  |  
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Daughters Little Friend

I couldnt belive my eyes ...Their she was , my daughters sweet little friend Tiffany, rubbing her pussy from the outside of her tiny little nightie.

"Omg ...shit" She said as i entered the bedroom.

She quickly stopped doing what she was doing and tryed to find the remote from were she was sitting on the bed.

"Dont worry Tiffany. I am not here to yell at ya" I said with a smile

"Um..Ok Mr Jamerson. But i was just flipping through.." She said stuttering

"Ha ,ha ,ha Thats a good one Tiffany. Jenny never comes up with one like that when i catch her. Were is my little sunshine?''... Continue»
Posted by BigDaddy11370 3 years ago  |  Categories: Anal, Masturbation, Taboo  |  
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nans halloween party

Last night was a WOW, my grandmother had organised a Halloween party for f****y and friends.
My parents had spent all day trying to decide what costume to wear, eventually dad decided that he was going as count Dracula and mum chose a morticia outfit from the Addams f****y.
Dad still looked like dad which I found funny, but mum looked amazing in her long black wig, a long black, not to flowing, gown and heavily white powered face and bright red lips.
“What are you wearing?” my mother asked as I came down from my bedroom in jeans and a t-shirt.
“Not sure yet”, I knew exactly what I was goi... Continue»
Posted by postmanrg 3 years ago  |  Categories: Taboo  |  
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The Homely 18-year Old Babysitter II

The following week I called Lacy to set up another babysitting session directly after school until late that evening. She had an excited tone to her voice sensing that again her mouth, pussy and asshole would be violated again. However, her mom got on the line and said Lacy was only available for several hours. I told her mom that was fine and I greatly appreciated that Lacy could come over on such short notice so that I could run some errands. I also explained to her that I needed Lacy to babysit all week after school. Little did she know that I had sent my 5-year old to her grandmother's for... Continue»
Posted by otter3440 3 years ago  |  Categories: Anal, First Time, Hardcore  |  
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A time to come

As I was sitting in my livivng room, there was a knock at the door when I answered it there stood a beautiful women no more than 23/24 she asked if I could help her as her car had broken down.

As we sat talking warming her up with a cup of coffee with a shot of brandy in it, I looked at her car and found it was a small problem, I fancied a crack at her and made up a story about it to dark and suggested she stay over until the following morning when I could look at it in the daylight.

I topped up her drink and sat next to her and started to rub my hand on her leg she lent over and kissed ... Continue»
Posted by rodma 3 years ago  |  Categories: Group Sex, Taboo  |  
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Plug fun in the video store.

I have been known to keep it in for multiple times also. I had put it in for a week moved up a size and kept that up for a month then went to bush river videos. I was just sucking some guys when a big cock plopped out from an aggressive guy. I could not fit all of him in my mouth and had had cum all over my face I wiggled up off my knees and stood up to him and put my hand on his cock lead him to the bathroom.he did not want to go but I leaned back to him and said I cannot fit you in my mouth but I can in my bubble butt, that is if you are up for it. He pulsed in my hand and got bigger. I flin... Continue»
Posted by deveon4u 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Slut Wife - Chapter 10

I sucked Jake’s hard cock deep into my throat as Frank was hunched behind me sliding his big cock in and out of my ass. Gripping my hips he pumped his cock up and down, spanking my ass hard occasionally. Jake was laying their moaning about how good it felt. I took my mouth off of his cock and lowered my head and began sucking on his big meaty balls. These two men couldn’t have been more than 20 and they were so fit! Strong, chiseled bodies, good-looking, their bodies completely shaved, they even smelled good too. These were the hottest guys I’ve ever been with and I wanted to put my tong... Continue»
Posted by mrssommelier 3 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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