Free Sex Stories
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First TS sex

I think I was near my 35Th birthday and, believe it or not I had never had experience with a transsexual. I had plenty adventures with men and liked it very much as well as with women. Decidedly I was completely bi.

As I wrote in previous stories, I’m writing about near 30 years ago. It was not as common as today, no way thinking to come out of the closet.

I was working with a engineering group, developing housing projects and our working hours were far from normal. I was preparing a presentation for our customers and stayed specially long in the office. I came out from the underg... Continue»
Posted by bloodyhugo 5 years ago  |  Categories: Gay Male, Shemales  |  
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Story (2) My first time having sex at work .....

It was a couple of months after my birthday. I had not long turned into a teenager. I had worked in the hotel for about 8 months. I was sad when the owners left and the new owners took over. Kate and her husband Graham were both in their 30s. He was a former army chef and ran the kitchen. She was the overaall boss. The two of them could be so ignorant but, I had made a promise to my Dad to stick at the job..

I was a size 14 on top. 12 on the bottom. I wore a silky cream blouse, green and blue tartan waistcoat, blue skirt , always clear tights and cute little black shoes with little heels... Continue»
Posted by filthybilass81 3 years ago  |  Categories: Taboo  |  
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Milf Biology Teacher

The guy has no interest or whatsoever in biology, but he sure is interested in the horny milf who is teaching it, he can’t take his eyes from her boobs and it all comes up during their private lesson

- John, come to your senses!

Her voice returned me to reality.

- Why do you always daydream at my lessons?

- I don’t have enough sl**p, - I replied.

- But now you’re with me again, - she smiled, - let’s continue…

And she kept on explaining something monotonously. Ann was my biology teacher at college and I took additional lessons from her coming to her place twice a week. She was... Continue»
Posted by gregger123 5 years ago  |  Categories: Hardcore, Mature  |  
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Cuckold Husband - Breeding

CUCKOLDED HUSBAND - The Breeding Session

"You're useless Simon," Jenny sneered at her husband of two years.

Well, it was her fault she supposed, what do they say? Marry in haste, repent at leisure? She married Simon after a whirlwind summer romance with nothing to indicate his impotence then. She supposed that she really thought all that summer that she should have fallen pregnant but it didn't happen and goodness knows they had taken no precautions and had fucked like rabbits.

"He is useless to you Jenny, just look at his pathetic little cock." the comment came from Samantha, jenny's... Continue»
Posted by KCUM 4 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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Helping Step-daughter

"Look love, you can't expect your mum and me to keep coming round all the time,it's not fair on any of us,after all you are
are 40 now, you should be able to cope on your own." I said.
"I'm sorry Stu, everything just keeps getting on top of me" Lily replied and burst into tears again.
"Come on girl, dry them up and I'll make another cup of tea" but she clings on to me while the sobs slowly subside.
Later on we are sitting next to each other on the settee when she grabs hold of my hand and says something about
wanting to repay me for everything.In what way I think... Continue»
Posted by stupot61 5 years ago  |  Categories: Taboo  |  
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My first time sucking cock and tasting cum.

I was 21 at the time and still a virgin I had always been a Shy and prude good girl. The most I had ever done was make out and never expected what happened. I worked at a late night deli and video poker store. That served sandwiches and drinks till it closed at 2am while people play video poker or just hang out. My job was to make sandwiches and serve drinks. I worked the closing shift and didn't get off till 2:30am.

I didn't have a car at the time and There was a homeless camp in the woods I had to walk by every day to get home. I felt bad for them and made a bunch of sandwiches for them... Continue»
Posted by funnforyou 3 years ago  |  Categories: First Time, Group Sex, Voyeur  |  
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Sex with swinger girl in hotel

This is my first story on here and I have numerous more I can share if people would like me to. Most of my stories involve swinging, random sex, group sex, etc and are 100% true.

I used to travel quite a bit for work and once about 10 years ago I was staying at a hotel in St Louis near the airport. I had an early flight the next morning to Chicago so set my alarm for first thing - Lucky for me I set my alarm extra early.

My alarm goes off and through the walls I hear sex coming from the room next door. I am extremely turned on by listening or watching sex so this was an incredible ... Continue»
Posted by coopertown 3 years ago  |  Categories: Fetish, Group Sex, Voyeur  |  
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Girls Boarding School, Abuse and Revenge

Being asked to take your panties down and show your bum to an old man, while he sat behind his big oak table and jacked-off, was only one of lives experiences I was exposed to as a young girl, in my first year at boarding school.
The master in question, was regarded by all girls as a 'Dirty Simpleton', don't ask me who christened him, but it suited all, especially as he had a steady stream of girls, willing to drop-them for him to wank off to.
When I was first introduced to him, he sat me down and talked mainly about corporal punishment and little girls bums. He had a very unhealthy fascinat... Continue»
Posted by MarieL 5 years ago  |  Categories: Anal, BDSM, Group Sex  |  
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Wife's Sexting Gangbang

My wife had a longtime friend of hers’ that was roughly 10-15 years older than her, but they were always close. They were always there for each other, even though they were separated by state lines and then some. She’d come stay with us when my wife needed her and vice versa. One day my wife, Jessica’s phone rang with her friends’ ringtone and I half listened to the conversation. Her friends’ daughter was getting married and she needed help with the rehearsal the weekend before the wedding. I knew she wasn’t going to say no. She told me I was going to have to hold down the fort and that she wa... Continue»
Posted by WereIT 2 months ago  |  Categories: First Time, Group Sex, Voyeur  |  
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My first time

*Please note this is a TRUE Experience*

I have always considered myself straight never really looked at a guy and said "He's fit" like i would a woman. But about 4 years ago that changed.

One day my mate came over and we sat watching some porn. after the porn ended we sat talking for a while and it got round to sex. and to cut a long story short i asked him if he had ever questioned his sexuality as we went to a all boys school together. I said i had but fancied women teachers so knew i wasn't gay or Bi. he said he hadn't thought about it and said he would try stuff with a guy.

I s... Continue»
Posted by hornyljc 2 years ago  |  Categories: First Time, Gay Male  |  
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A Panty Experience

This is a story about one of my first exposures to panties and how my fetish grew from there.

I was 21 and going to University at the time. I had 2 roommates a guy who I had known for a while and a girl who recently moved in. My female roommate named Alisha was an extremely attractive blonde. She was tall, thin, small breasts and was 19 when I was 21. Alisha was very friendly and always flirting with us but she was also kind of messy. She would leave her laundry in the dryer or the in her laundry basket by the wash machine. Whenever she did that I would avoid that area so I didn't have to t... Continue»
Posted by imcanadian1919 4 years ago  |  Categories: Fetish, Masturbation  |  
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Wife's First Facial Shot

I have been with my wife for three months now. We met serving together at a hole in the wall restaurant in the western United States. I had been there for about six months, I was 24, and so lonely. One day,she walked in, applied and I knew she would kill it here. She was 5'9" tall, slim body (at that time) with a great set of breasts. She always use to wear these low cut shirts because she knew she had a great rack and the bikers ate it up!

After she got the job (I knew she would), we worked together for 6 months before we had our first date. It was a perfect night...Great dinner, glass ... Continue»
Posted by cheesefries1000 5 years ago  |  Categories: Fetish, First Time, Voyeur  |  
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Grandpa's Lessons - Part One

Sara stood at the bus stop holding her suitcase and waiting. At sixteen Sara had been expelled from the last of a line of schools and her parents had enough. Her father had died when she was lttle and her mother had remarried and with her stepfather had several small c***dren. They decided they no longer had the time or patience to del with her disobedience and had arranged for her to live with Grandpa Mike in Kansas. He lived on a farm outside of smll town and he was willing to take her in.It was summer but she would stay there till she graduated and if she got expelled this time she was loo... Continue»
Posted by jayke1981 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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A Vacation Resort 3/3

When Juan had relaxed again, Mark lifted me off him. He laid me on my back beside Juan and propped pillows under my hips to help the semen stay deep in the birth canal, seeping deep into my baby box. He laid on my other side, propped up on one elbow and with one large hand, massaged my clit and sucked a nipple as I lay there, until I came again.

After awhile Juan said he would like to go to the lounge for some drinks and a bite to eat. He invited me to go with him and said he would introduce me to some other studs if I was interested. He and Mark needed to recuperate a bit. Mark said he jus... Continue»
Posted by billstew 5 years ago  |  Categories: Group Sex, Hardcore, Taboo  |  
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Daddy, John and Me. Part 1

My first day off from college I come home to see you daddy. In this big house you're all alone and I know it's hard with me being away. I pull up the drive way and see our friends truck.
John and daddy are best friends and always took me fishing and camping with them when I was growing up. Especially since mom had divorced him when I was almost a teen and decided to move to Cali to be closer to her snobby friends. He wanted me to grow up as a tough girl and know how to do things besides get in to trouble with boys or be a bitchy girl like my mother.
John is very handsome and in great shap... Continue»
Posted by yngsqrtgrl 5 years ago  |  Categories: Mature, Taboo  |  
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I Took Him Home

Nothing out of the ordinary usually happened at this bar. People came, they ate, they drank, they danced a little, and then they left. No big deal. That is, until a new owner bought the place and transformed it into a gay bar and dance club. Being in a gay friendly neighborhood of the city, it usually attracted a nice crowd.

Tonight, I was feeling good about it. I had on a new, tight fitting v-neck shirt, ripped jeans, and, just in case, my favorite pale blue thong. I grabbed my wallet, a thing of poppers, and I headed out for the bar. Something in the air made it feel like tonight would be... Continue»
Posted by kbking64 4 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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blue balls

My wife is my best friend. I know that sounds corny as shit but in my case it's the real deal. The reason I married her other than the fact she is a smoking little number at five foot four and one hundred pounds is that I can tell her anything without the fear of her judging me. Like when I told her that I thought it would be exciting to have her go out and have sex with other guys then cone home and allow me to eat her pussy . She said OK and that started my cream pie fun. It's usally me that picks what day she goes out but every so often she will surprise me. Well one night she and I where ... Continue»
Posted by woreout 2 years ago  |  Categories: Fetish, Masturbation, Voyeur  |  
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Short story about my friends father

My best friend was un aware that I was gay, but he always got me so horny, and I always wished I could fuck him. Sometimes while he was sl**ping I would beat off over him, while watching him, other times if he was playing some video games, I would site directly behind him, and whip out my cock, and cum while watching him. One time I was directly behind him while wanking my dick, and his dad came hin the side door and told him something while I quickly tried to put my dick away, he didnt say anything so I didnt think he noticed. Later my friend was sl**ping, and he was wearing flimsy shorts, s... Continue»
Posted by suckmedry69 5 years ago  |  Categories: Anal, Gay Male, Taboo  |  
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Zimabeans First Time

This is how I lost my virginity. The names have been changed and I will not reveal ages, let's just say I was young.

Tammy lived around the corner from me and I would go over and hang out with her after school and during the summer. We started playing games like rolling a tennis ball to each other. I would try to roll the ball up the legs of her shorts and she would allow me to retrive it. It would work the other way also with her going into my shorts. This eventially got to the level of both of us playing with other's junk. This was the first time I saw and touched boobs and pus... Continue»
Posted by zimabean 6 years ago  |  Categories: First Time, Mature, Taboo  |  
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TRUE STORY , My wife cheated on me . so I blackmai

this is a true story . and she still has never said a thing about any of it

We are a avg couple been together for 19 years married for 12 . we have plain old boring sex that long time couple come to have . we have the f****y thing going we both work have a mortgage doing the grow old together thing . I have always had a fantasy of her banging another guy maybe i join in for the MFM , I told her about it one time during sex . I figured she had some thing like this fantasy or while I am fucking her she may be thinking bout some other dude . what ever you know the deal . well she like to ... Continue»
Posted by georgiaboy 2 years ago  |  Categories: Mature  |  
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