Free Sex Stories
Page 1910

An old friend (with bi-sex benefits)

Many years ago I lost contact with a guy that I used to work with, we occasionally also had oral sex. Our wives never knew. When he moved to another country we soon lost contact.

Out of the blue one day my phone rings and it's him, Simon. I was delighted to hear from him and he said he was back in the UK, married to a new woman... a much younger woman (lucky bastard). He was living up north and he invited me to his home for a weekend.

Eager to remake our friendship, and hopeful he still had a taste for cock, I drove up on the Friday evening after work and arrived about 10pm. The greetin... Continue»
Posted by ArdentJim 3 years ago  |  Categories: Gay Male  |  
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Experiment with mom's friend becomes more

Once I had tasted a woman for the first time, I was never the same. I haven't looked at women the same since that night. And it didn't take long for my first experience to lead to my next. My mom's friend, Margie, was only too happy to insure that my young pussy stayed wet. The first weekend after I first tasted her breast, Margie was ready to expand my horizons.

Sara and I had grown accustomed to her sl**ping over, though my mother and her were never overtly affectionate in front of us and never declared themselves to be lesbian lovers. Sara and I never asked, and they n... Continue»
Posted by alli_larrence 6 years ago  |  Categories: First Time, Lesbian Sex, Mature  |  
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Power Trip - Chapter 5

CHAPTER 5


Colin stood in front of the toilet relieving himself through the opening at the tip of his chastity cage. He was growing used to its weight and presence, finding less discomfort from the device every day. He was happy it was Saturday and he didn’t have to go to school; Colin wondered what his step-mother had in store for him, as their sexual activities were often elevated during the weekend.

Not that weekdays were uneventful; the week prior, when Colin would return from school in the afternoon, Veronica usually had tasks for him. She would begin by instructing Colin to watch ... Continue»
Posted by frozenhero1 3 years ago  |  Categories: Fetish, Gay Male  |  
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I CAUGHT YOU, SO NOW WHAT!

YES, MOST OF US , YET NOT ALL OF US, HAVE BEEN COUAGHT BY SOMEONE ELSE, WHOMEVER THAT MIGHT HAVE BENN WHILE WE WERE MASTURBATING, EITHER OUR COCK OR PUSSY, AND OUR REATION IF CAUGHTCAN BE SO DIFFERENT! YES, I WAS CAUGHT JACKING OFF MY SHEMALE COCK ONCE AND ONLY ONE, BUT THAT WAS ENOUGH OF AN EMBARRESMENT IN ITSELF, SO I TAKE MORE CAUTION WHEN I MASTURBATE NOW, YET IIT DID OCCUR! AND NOT BY A STRANGER, BUT BY THE STEPDAD OF ONE OF MY GIRLFRIENDS, WHOSE HOUSE WE WERE HAVING A sl**pOVER WITH, I WAS ABOUT 18 AT THE TIME, READY TO GRAD HIGH SCHOOL, AND GAVE NO THOUGHT TO EVEN EVER BEING CAUGHT MAST... Continue»
Posted by cumsquirter 5 years ago  |  Categories: Shemales  |  
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Anna's Mom

Anna and I had been dating for some time. She is the s****r of my best friend, Dean. We have some classes together at school and went thru puberty together. We both had our first sex with together. It took a long time to get her to that stage. We started out just kissing, then touching, then more touching. Then finger, then my mouth. Finally, I got to rub my cock around her bush and up and down her wet slit. Then she let me cum on her hairy cunt. Then finally, I got to stick it in her with condom on and only for a minute. But hey, you have to work up to these things right?
Well, her f***... Continue»
Posted by zimabean 7 months ago  |  Categories: Hardcore, Mature, Taboo  |  
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fun with the milf and her boytoy

My wife loves young guys and I get extremely turned on when she is having sex with them, also. I love it best when I am there, but I don't care if she wants to be alone with them either. One time one of her boy-toys was graduated from high school but he was going to attend a summer diving camp. She told him she wanted to join him and they could have sex every spare moment they got. he agreed and she arranged to drive him up and they left a day early so they could spend a night in a motel room together. They got to within a half hour of the college and stopped early in the afternoon. They got l... Continue»
Posted by dusty48180 3 years ago  |  Categories: Group Sex, Mature, Taboo  |  
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"Welcome Home Baby"

I just finished my first year at college and my college is out of state, meaning I don't get to go home a lot. School ended for me almost two weeks ago and since my parents are divorce, I have to split my time between them. I primarily live at my mother's house, but I do go to my daddy's house a lot. This past weekend was the first time I saw my daddy in over 4 months so he wanted to have some quality time with me.

He picked me up from my mother's house on Friday and usually my siblings and I go to his house for the weekend, but they were just at his house the weekend before so I went alone... Continue»
Posted by looking4anything 5 years ago  |  Categories: Taboo  |  
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Jason's sexy new neighbor

Little did I know that it was going to be the summer where I went from being an awkward 18 year old boy, and graduating to manhood.

All this thanks to a beautiful divorcee' that moved in next door to me and my f****y. As I was spending a typical Saturday afternoon mowing the yard I noticed a black sports car pulling into the driveway next door.

It was one of those Infinite's, the hot ones with the duel exhaust, and the high whine of a nice power plant under the hood.

I watched the door open and the sexiest pair of legs I'd ever seen poured out of the door. I stopped mowing and turn... Continue»
Posted by Itheswag 8 months ago  |  Categories: Mature  |  
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MY BEST FRIEND’S MOTHER

I had been friends with Peter Verhooven since grade school. We had played little league as well as getting in a lot of trouble together but of a more innocent variety, unlike many of the k**s of today. As we had gotten older and reached our teens we stayed friends even though we now had as many differences as we did similarities. In spite of that we were as close as ever with the fact that we lived within a ten minute walk of each other certainly being a contributing factor.



Our friendship in fact directly led to me losing my virginity during the summer when I was sixteen years old, not... Continue»
Posted by PornApocalypse 4 years ago  |  Categories: Mature  |  
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Losing Virginity with Best Friend's Girlfrien

This is the story of how I lost my virginity when I was 16. I am an average looking guy, I stand at 6ft and although not fat I'm not muscular either. For those wondering I also have a 5 and half inch penis, not the biggest but it gets me through the day. This is a true story (names changed) and it takes place over many weeks so it is quite a long story.

My girlfriend and I had been dating for around 8 months. Just like most teens we couldn't keep our hands off each other. We had done practically everything, except sex. Every time we planned to do the deed one of our parents ended up checkin... Continue»
Posted by Fmdave 1 year ago  |  Categories: First Time, Masturbation, Taboo  |  
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My first time, Sissy Cuckold for BBC

After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made.

We went, at first just wallflowers, but then warmed up and started dancing and meeting other couples. When we got a little braver and went into the back where things happen, we watched other couples pairing off. We'd sit on a couch, drink and talk about what we saw that we liked. It was overpowering. Then we'd go home and fuck like rabbits.

They had theme nights, and t... Continue»
Posted by sprednek 2 months ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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Hotel Surprise

Working in the big city has it's perks and drawbacks. The other night some of my coworkers and I went out for a small celebration at a local restaurant. Everyone ordered drinks and we enjoyed our latest professional success. Finally the crowd thinned out and I was leaving with some others. One of the guys suggested a place near the art center for the city to listen to some soft jazz and blues. A few of us met there and were nursing drinks not really wanting to get d***k just feel good. I noticed an attractive woman sitting by herself at a small table. Our eyes met several times and fina... Continue»
Posted by biguy52x 4 years ago  |  Categories: First Time, Mature, Shemales  |  
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My University Male Relationship - Part 1

This story is a work of fact and not a figment of my, sexual, imagination.

PART 1 –

My second, and longest, time with a guy happened at university when I was 21. And it happened with a guy I’d known for 2½ years!! His name was Mike and he was a good looking guy with an athletic build and blond, curly hair. All the girls wanted him but he wasn’t interested in them, which the rest of us guys found strange. We wanted to fuck the girls he didn’t want!

One night Mike and I had been out for a good drinking session with friends and we were both quite ‘merry’ due t the influence of th... Continue»
Posted by PurplePal 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Cheating Bastard

I began to suspect that my husband was cheating on me about 6 months ago. He'd call me and tell me he was working late or he'd show up to different events claiming that his boss needed him to finish a project before he could leave. Then his phone started to have more activity than normal. He'd often move to another room to take calls or messages. He started hiding his phone whenever he was asl**p so I couldn't go through it. The final clue came when he started to smell different. I had been married to him for many years so I knew his scent well but whenever we made love I could detect ano... Continue»
Posted by RyleighM72 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Back Seat Booty

“My head hurts,” Charmaine Epps informed her date. “I think I’m ready to go home.”
“Yeah. That’s cool,” Steve Parker replied trying to hide his disappointment.

The six-foot-four-inch, two-hundred-fifteen-pound athletically built man had been enjoying the holiday party thrown by Charmaine’s employer. She was a former beauty queen with honey colored skin. This was the fourth date in as many weeks and the divorced mother of two was completely up front with him about her ‘three month monogamy’ rule. It was her philosophy to only give up the pussy after three months in a committed exclusive rel... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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PASSION-FATHER AND DAUGHTER

Lilly was only sixteen when she met her father for the first time .She had never known him till then. Her first trip out alone with him was to go shopping for a prom dress. On the way home, he stopped at a bar and picked up some beer. Lilly was surprised when he told her she could drink some. She had been raised in a strict upbringing. When he went into another store, she finished off two eight packs off Miller ponies. Needless to say, she was bombed. When he dropped her off, she was forbidden to see him again until she reached eighteen.

After he eighteenth birthday rolled around, she could... Continue»
Posted by famlover66 4 years ago  |  Categories: Mature, Taboo  |  
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His Wife finds out - Now she my Whore - BBBBTS

Buck's Big Boob Bed Time Stories....


I am 24 and live near the ocean and love my single life. I never want to get married because the women in my neighborhood are to good to give up. I'm still in pretty good shape. I still have my athletic frame from high school. I am 6ft 4in and work on cars for a living. I fuck many lonely women in my shop as I work on there cars. Sometimes I trade sex for repair work. My friend Dave came by the other day. He is married. He just had a baby about a month ago with his wife. You think he was all settle down but he still helps me fuck some ladies who want m... Continue»
Posted by therealbk 1 year ago  |  Categories: Group Sex, Mature, Taboo  |  
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GIVING IN

The days are seemingly endless. Donna works 10 hours a day. She goes to school three nights a week. Being a single mother is difficult. She lays in her bed and stares blankly at her ceiling. She wonders if this is how the rest of her life is going to be. Laying in bed alone, letting work and school occupy her life. She is 40 years old and a single mother of one.

Donna is 5'0 with blonde hair and strikingly beautiful blue eyes. She takes care of her body and keeps in shape. Her legs are shapely and her breasts are rather large for a shorter woman. She is very attractive but with her busy sc... Continue»
Posted by sexaddict66 4 years ago  |  Categories: Mature, Taboo  |  
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Women at play.

This is another true story. Something which happened in 2007.
Men frequently masturbate. Fact! Well, so do we women. More often than men seem to think. And, boys, I don't just mean the sexy young things that seem to preoccupy your fantasies. I'm 56 years old and, although I enjoy regular, good sex, I still make time to entertain myself.
I want to tell you about something which happened about 4 years ago. One of my fantasies was to watch another woman masurbate. This was something I'd not seen since I was at school, many, many years earlier.
This was about my neighbours. They're about mid ... Continue»
Posted by mrsrobinsonx 5 years ago  |  Categories: Masturbation, Mature, Voyeur  |  
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My plans for you.....

I couldn't take it anymore. I set it up so I could have you and you wouldn't know who I was. You wouldn't see me. I got some of our friends to trick you into playing a game. You were to come to the hotel, let them blindfold you and I would take care of the rest. I watched them bring you in and put the blindfold on and handcuff you to the chair. At first I was nervous but the fact that you couldn't see made me more confident. I dressed with care in a black lingerie outfit with a thong. I came out and started playing "Lady" By Styx and began a slow lap dance on you without speaking, for fear you... Continue»
Posted by Tootles2 5 years ago  |  Categories: BDSM, Mature  |  
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