Free Sex Stories
Page 1841

First Time with a Stranger

It was sometime around 1995, and I had just broken up with my first girlfriend. I'm almost 19, and I'm hanging out with some friends on a Saturday night outside a Denny's, smoking cigarettes and trying to decide what we're going to do next. This Latino dude, five or six years older than any of us, walks up to us with deeply stoned eyes, turns right to me and says:

"Gotta cigarette?" I handed him one and we returned to talking while he leaned up against the wall and smoked. Every once an awhile he'd pipe in with some non-sequester which kinda weirded us out. Eventually the rest of the guys d... Continue»
Posted by kbking68 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
1429
  |  
95%
  |  6

Mother in law

My first marriage was a bust. We went together for two years and were married for six months. Melody's mother Darlene told me she thought her daughter was crazy.

I had no place to stay after moving out of the apartment I had shared with Melody.So I slept in my car several nights.

Darlene called me and told me she had talked with her husband Eddie. They knew I was torn up over the split and had no place to stay. They invited me to spend a week or two with them in their double wide trailer while I got back on my feet. I turned her down on the offer with a thank you very much. Darlen... Continue»
Posted by peterpierre69 4 years ago  |  Categories: Mature, Taboo  |  
5110
  |  
95%
  |  4

It was inside me and I was powerless to stop it.

This story is tinged with shame, it is not something I am proud to admit to, but it happened when it was not supposed to, and as I recall the events, I realized just how easy it is to happen, and when it is happening, everything culminates to an incredible experience, and yes I have an extremely open mind and a willingness to be intimate with more than men.

I am older now and at an age where I can make such choices, but my first time was when I was confused about sexual matters, a hormonal imbalance that made me need to want it, not necessarily with what happened, but putting myself in such... Continue»
Posted by MarieL 2 years ago  |  Categories: Fetish, Taboo, Voyeur  |  
12693
  |  
95%
  |  19

Mommy at the GloryHole Part 2

Gladys Ham was excited as she left the Exxon station. She could still taste the cum in her mouth as she drove and pondered; should I take Mike or Sharleen tomorrow? She thought it would be great fun to watch her young son suck a strangers cock, or take it up the ass while she watched. She knew that her daughter, at 15, was not a virgin. She had seen Sharleen sucking off a boy in their garage two years earlier. It was a hard decision to make.

When she got home she asked both of her c***dren if they had a test in school the next day. Mike said he did, and Sharleen said she did not. Gla... Continue»
Posted by writermike 5 years ago  |  Categories: Hardcore, Mature, Taboo  |  
3470
  |  
95%
  |  5

First time dominatrix

We went on one of usual shopping adventures a couple days ago so my hot wife could show off her ass to me and everyone else. She wore a very short skirt and low cut top. We went to a large department store in the city, and my wife was making her way around the store. She then said, I want to shop in the mens department but I want you to stay way back almost out of sight. She said no matter what, do not come near me while I'm shopping. I was very curious to what she was going to do, so I just stayed back and watched.

After about 5 minutes I noticed one of the young salesmen was watchi... Continue»
Posted by mrrocknroll2012 4 years ago  |  Categories: Fetish, First Time, Voyeur  |  
499
  |  
95%
  |  10

An Unlikely Exercise Part 2

Trish and I had been texting back and forth but she mostly liked talking on the phone. I guess that is what 47 year-old's are in to. We were talking one night and I asked her what she was wearing. She didn't quite grasp what I was getting at when she said jeans and a converse sweater. I laughed and told her I meant what was under those clothes. She objected saying we really shouldn't talk about that but I reeled her in and she finally told me she was wearing blue underwear and no bra.

She was lucky. She really didn't need a bra. Her tits were big but still very perky. She texted me the nex... Continue»
Posted by moregain 3 years ago  |  Categories: Anal, BDSM, Taboo  |  
1230
  |  
95%
  |  5

My Two Big Busted Aunts Pt.1

This story takes place on an island where I grew up as a k** a long time ago. It happened one morning as I was outside playing with my cousins when all of sudden I hear a loud voice calling out my name. It was my Aunt Wendy and by the sound of her voice, she wasn't too happy. My cousins started teasing me by saying that I was in big trouble and that I was sure gonna get it. I wasn't sure what I did wrong but I knew that I had to run inside the house real quick. Once inside, I was told to lock the front and back door to the house and to come to my grandma's room who wasn't home at the time, and... Continue»
Posted by Ranger808 5 years ago  |  Categories: Taboo  |  
2854
  |  
95%

The one night stand camping trip

Many years ago my roommates s****r was going to a small college about 3 hours drive from the house. My roommates s****r Cindy had been seeing a mutual friend of ours, Peter and my roommate had been seeing his s****rs roommate, Megan. One day my Roommate Matt told me that he and Peter had been talking to the girls and were planning a late fall camping trip at a state park near the town where the college was located. Matt also told me the girls had another roommate, Jess that wanted to come along and she could be my weekend date. I was a little leery of the situation since Matt tended to manipu... Continue»
Posted by dicktingle53 11 months ago  |  Categories: First Time, Masturbation, Sex Humor  |  
5708
  |  
95%
  |  2

Deborah & her mom (Everyone loves raymond)

Deborah knew that her mom was expecting her. She had
driven over a hundred miles to be with her for a
weekend while Raymond watched the k**s. It had been
more than six months since her divorce and Deborah was
concerned over her well being. Her mother was now
living in a condo amidst a senior community. The place
was beautiful. As she drove in the driveway her mom
came out to great her. Deborah was shocked to see how
beautiful her mom was and most of all so happy looking.

"Finally you made it," came her mom's loving reply as
she hugged Deborah.

"You look so good mom...so... Continue»
Posted by griffen1 3 years ago  |  Categories: Hardcore, Lesbian Sex, Taboo  |  
1067
  |  
95%
  |  1

Tiresias

As soon as I wake up in my coffin I know something's wrong. It's serious. The worst thing that's happened since five years ago. That's when they replaced my left upper arm with this plastic prosthetic. The forearm is still mine. I got extra hazard pay that time.



It's dark as usual. Always dark in a spacer's coffin. Soon they'll open it. Opened. It's light. A tech removes my body. It's against regulations to try to get up or speak. Medical and Security directives together are an unbeatable combination. They wheel me into a recovery room. What do I remember. Nothing. As always. A side ef... Continue»
Posted by spice16 4 years ago  |  Categories: BDSM, Fetish, Hardcore  |  
540
  |  
95%
  |  1

Fantasy CUM true

I was working out of town again when I decided to stop by the adult bookstore to check out the theater and arcades. Most of the time I just stroke my cock while watching some girl getting her ass fucked and cum shot in her mouth. (wishing I was her) I put my money in as I always do looking trhu the channels for some cumslut I found a great clip of a girl at a gloryhole sucking one cock after another taking their cum down her throat. I decided to look in the next booth thru the gloryhole when I seen a heavy set guy stroking a fat cock without thinking I stuck my hand thru and touched his leg... Continue»
Posted by tim_likes 5 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
1035
  |  
95%
  |  10

Tranny Slave to BBC

I took a drag from my cigarette as I waited on my ride to appear. Looking around it was pitch black outside with only a waning moon and a few stars to light my way in the night. I had been waiting for about ten minutes when headlights finally appeared on the road in front of me, illuminating the sidewalk I was standing on and the stop sign beside me. I could barely contain my excitement. I had been waiting for this moment for a while. I had been fantasizing about it for around five years and I had been trying to get it to happen for about a year. It was a lot of effort, but Lord, I prayed that... Continue»
Posted by Slave_Alice1389 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
940
  |  
95%
  |  5

My life - It started with the neighbor

My sexual life started early in my t**n years. No one (not even myself) would've thought that it would lead to so many sexual experiences. I am currently in my early 30s and I can say that I have experenced most of the dirty fantasies that linger in my mind. This story is how it all started.

I moved to the United States from my native Country of Brazil when I was th*****n years old. My father had just divorced my mother and he and I moved out of the country in search of a new life. I do not recall the specifics for the divorce but I knew my dad was at fault. My father decided that th... Continue»
Posted by TS_LoverBoy 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
2337
  |  
95%
  |  1

Spunky Tights

This was the second time I'd met Brian .... a retired Postman in his late 60's he had a penchant for wanking off young boys.
I had been inside the Park Toilets wanking myself after school one day and Brian had watched me through the glory hole ...he had waited for me to come out and then got talking to me.
He had persuaded me to meet him again only this time he wanted me to try on some tights he had brought with him .... he had a fetish for nylon and loved to see boys wearing tights or stockings.
Once inside the cubicles he made me take my trousers and underpants off along with my socks an... Continue»
Posted by judge123 3 months ago  |  Categories: Gay Male, Masturbation  |  
2458
  |  
95%
  |  8

Massage To My Innocent Chachi (aunty)

Massage To My Innocent Chachi (aunty)

This story describes sex with my chachi. It happened when I was 20 years old. I, with my parents, went to my grandmother’s house which is in a village. My uncle also lives there. He is not much educated and run a shop. My chachi is illiterate and does house work. She has a son. She has got attractive figure. She has curvy waist with average size boobs and fleshy thighs. Her skin colour is whitish. She always wears saree. I was dying to have sex with her.

When we reached there, we were made sit. Then my chachi came with cold drinks. As she bend... Continue»
Posted by nana414 4 years ago  |  Categories: First Time, Masturbation, Mature  |  
1902
  |  
95%
  |  2

Becomming Alanna - Part 3

We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I caught a glimpse of myself in the mirror. I looked like a girl and I looked like quite a slut, I was panicked, I had to hide I thought but as I looked around the only entrance to the room was blocked by Samantha. She turned with that evil smile and winked at me. Alanna, these are my… friends I told yo... Continue»
Posted by KristyQuinn 4 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
821
  |  
95%
  |  11

BIKE RIDE IN THE FOREST

Sean didn't like it when his s****r Karen broke-up with a guy. Karen wasn't known for picking great guys to begin with and she was the type who always had to be attached to someone. When she wasn't she was known for making bad decisions and being, well, flighty. So when she called Sean on a cloudy Saturday and told him that she was going on a mountain bike ride in a local National Forest by herself, he tried to talk her out of it. Karen and Sean were the last two members of their f****y to reside in the hill country of Arizona. Everyone else in their f****y now lived in Colorado and Utah, so m... Continue»
Posted by sexaddict66 4 years ago  |  Categories: Taboo  |  
3622
  |  
95%
  |  2

Breaking in a New Slut

At the end of my freshman year, I was elated because I knew that my time in that horrible little college in the middle of nowhere was at an end. I had been accepted to another college and, while still small, the college was in the middle of a large city.
Of course, there was a downside. Jaime and I had grown very close that year and he would not be coming with me. My nights exploring the pleasures of man-man love made the time in that shithole more bearable and I had fallen pretty hard for him as he had for me. Jaime had transferred to a large university in his home state and, despite our pla... Continue»
Posted by kbking70 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
1751
  |  
95%
  |  8

My Fit Mum

My Fit Mum

I'm 31 years old and my dad is probably about 50 by now, we haven't been in contact since he left us for some little Asian slut he met on a job in Singapore twenty or so years ago.


Mum was clearly devastated but I stood by her and, despite my young age, provided encouragement for her when she felt low, old and unwanted.


A very attractive woman at 49, mum has always had a petite, tight little figure, no doubt due to being very active during her younger years. Swimming, running and cycling to name a few activities which filled a glass cabinet with cups, badges and shields... Continue»
Posted by small-works 4 years ago  |  Categories: Hardcore, Masturbation, Taboo  |  
5730
  |  
95%
  |  9

The Training Of Jennifer 2

This is a story I wrote for Helen long ago. I never finished it but I will keep adding parts and try to complete it this time, if there is enough interest. The story still gets Helen off, any power games turn us both on.

The Training of Jennifer 2

Graham, sat before the screen and observed his star pupil with both a teacher’s pride and a voyeur’s lust. He watched as she responded to the polite rapping on the apartment door. He knew she was still wet and aroused by the finger fucking he was giving her as the intercom announced John’s arrival. He knew also by the state of arousal wh... Continue»
Posted by ThomasWaller 5 years ago  |  Categories: BDSM  |  
778
  |  
95%
  |  5