Free Sex Stories
Page 1801

becoming Rachel 2 - A night out at a fetish party

So I had been Rogers trans-mistress for about 2 years. as he was also a p/t Tranny he had taken me on as his little teen (19 year old) apprentice tranny.

he was in his mid-40's, he taught me how to walk, how to sit, how to talk, how to suck cock and deepthroat, how to fuck. lately he had me taking some estrogen tablets which had made my skin softer, changed my voice and given me little cheery nipples. I liked all these changes and Roger told me that we would eb going to a 'party' i was very excited by this, as I hadnt been out dressed much and really liked it when I did. Roger bought me a h... Continue»
Posted by rachel_cd 3 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Learning Older Women's Tricks

It all started when I was s*******n. I had discovered my love for sex even though I had never had the opportunity to explore it with another. The extent of it was masturbating that started when I was younger. The greatest part was Mrs. Parker who lived across the street and most of the time dressed or undressed in front of her open window, many times standing in front of the mirror and rubbing her body parts while I attended to my pleasures.

A few times I had applied with Mrs. Parker only 10 years my senior, to cut her lawn, however, even though I knew she was aware I was watching. She alw... Continue»
Posted by cowboy303up 3 years ago  |  Categories: Anal, Masturbation  |  
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My First Stripper

It was early in the evening on a calm autumn night. I was with my girlfriends and we were getting ready to go to a mutual friend’s birthday party. It was to be a girl’s only party at a local nightclub. She had rented the club out for the night and my girls and I were excited as we chatted and drank our homemade martinis. We were all giddy because rumor had it she was having a male stripper at the party. With our heels on and tight dresses, looking like we were ready to fuck we headed out intending to have a good time.

The club was in a seedier part of town and we arrived to women all o... Continue»
Posted by londonblow 3 years ago  |  Categories: Hardcore  |  
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First time gay

This is my best mates first time with another guy.

His name is David. He is 23 living in Dublin and he was talking to me and all and asked me what was it like for me to say I was gay. So I told him it was hard but when I said If you dont like me for been gay you dont have to be my friend you dont have too. I asked him why he is adked ? and he said I want to know if Im gay or bi.
He was down with his best mate having a few drink and his best mate is gay. So a few words and my mate David ask his best mate a few questions like.

Whats it like to give a blowjob?
Does anal hurt?
Whats it l... Continue»
Posted by emmamad1 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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our second encounter

I was having a bit of fun in the live webcam room here at XHamster when I noticed I had a PM.
“Hi there sexy I’ll be there about 9:15” Less than 10 minutes time. “Shit” I said to myself, I was wearing the same thing as I had on our first time together. Black suspender cami top matching stockings and black Knicks.There was no time to change. Ah well this will have to do. I stood at the kitchen window breathing a bit heavy in anticipation for what was about to happen next.
I live in the top floor of a block of flats and I was stood in the doorway waiting.
Hi there, how are you, the usual g... Continue»
Posted by littlehardcock 3 years ago  |  Categories: Gay Male  |  
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Tight black teen drools over white cock

I was away helping a f****y member out when I met Shira. She was a 18 year old black girl with beautiful brown eyes, nice full lips, perfect round breasts and wide thighs that bloomed into her nice big ass.

We ran into each other while we were roaming the empty streets of this small town. We walked and talked for hours before she had me walk her home. We agreed to meet again before i left.

I went to meet her around were we first met. She arrived and gave me a big hug as she ran up to me. i felt her tits firmly against my chest and let her down noticing that she was alot more open this ti... Continue»
Posted by WALID03 3 years ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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Sexual experiments while camping in my youth...PAR

Fond and experimental remembrances of my youth...

Scouting had never been one of my things; my father had always taken me camping and fishing, so the short excursions with the scouts over summer weekends weren’t anything unusual. But it was a chance for me to spend time with my friends, and, being in our early teens, any time away from home was enough reason to go.

We were on a weekend backpacking trip to the coast, and had to find a “buddy” with whom we would share a tent. The scoutmaster gave us assignments at random, and I ended up with Brian – the “weird” guy who was also on o... Continue»
Posted by rocketstud 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Exposing at beach

We went to the Caribbean an upscale resort. Not one of those cheap ones with the all inclusive packages for losers from New Jersey or Texas full of frat boys . Or the mindless d***ks who act like they just got out of prison.They had a very beautiful beach , no cruise ship losers even close to it. The beach was relatively Uncrowded so we went down to a cove near the end. Many of the ladies were topless but laying on stomach or not walking Round much, maybe to the water and back. Very discrete. We put down our stuff and I took off top because no one was too close. The warm sun felt great... Continue»
Posted by pl246 3 years ago  |  Categories: Mature, Voyeur  |  
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My friends woman

I have a friend who has a tendency to lie and cheat on his girlfriends. And i am always put in the middle of his lies to save his ass. His latest girlfriend Danielle is in her early thirties, dark italian skin, big tits and an absolutely amazing ass and smoking body. And from what he said she was a great fuck.

I never would have done this to my friend but,he took it too far one day. He didn't tell me his lie ahead of time and i went to his house to meet him. I arrived early and she was inside. We greeted each other and she asked were he was. He said he was downtown about 50 minutes away.And... Continue»
Posted by WALID03 3 years ago  |  Categories: Hardcore, Interracial Sex, Mature  |  
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I only wanted to see you...

It must have been 80 degrees that hot July Saturday afternoon. The sky was cloudless and the trees didn’t move in the breezeless air. Parked facing a gate at the end of the lane and shaded by the large trees he looked expectantly in the rear view mirror of his Cabriolet car - looking back down the lane where a row of cottage style houses flanked one side, facing fields on the opposite side. She’d be here in a minute.

With the roof down, the soft cream leather of the Cabriolet’s seats became sticky against his bare back; just bathing shorts and flip flops were his only protection from the s... Continue»
Posted by pepperbox 3 years ago  |  Categories: Mature  |  
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Jehovah's Witness Wakes Me

Many years ago my wife and I moved into the country in Northern Arizona. We bought fifteen acres of land and planned on building a house. We moved a small (8 feet by 29 feet) trailer onto the site and I got a job doing shift work which would allow us to slowly build the house. The problem was when I had graveyard shift. We have two c***dren who were in primary school then, so when I came home from that shift around 8:30 a.m. the wife would feed me breakfast then if it was summer time, she would go with the little ones into the big city sixty miles away to visit her parents or go to the mo... Continue»
Posted by peterpierre47 3 years ago  |  Categories: Anal, Hardcore, Mature  |  
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One Hot Showertime. (True story)

One day,back in the late 1980's ,Lita not her real name,was running some errands,she finally done, and was heading her way to the bathroom to take her shower.Hanging her towel off the peg.She then remove her dress and undies wet and smelled from the sweat from the morning's work.
Turning the shower on,she got busy with her hair, untying the rubber band been clinging on.She wet her hair first and applied ample amount of shampoo,massaging her hair with the shampoo,she then rinsed it with the running shower beneath her.She bent her body onward to reach for the bath soap,she now applying the soa... Continue»
Posted by constantienab73 3 years ago  |  Categories: Masturbation, Sex Humor, Voyeur  |  
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Cheating Girlfriend with fitness instructor

I am a 19 year old girl who is pretty lazy, i have a good boyfriend that loves me but i always feel that he has other things on his mind. I decided i wanted to get a bit more of his attention was to join a gym and get fit.
I went to my local health club which is a really nice place, a decent sized gym and an amazing pool. When i went in i was taken around by one of the fitness instructors. He wore a tight tshirt with the gym logo on it and his muscles on his arms bulged out his top and his pecks poked through as well.
On the tour i tried to cop a feel of these muscles now and then, casual fl... Continue»
Posted by gpro123 3 years ago  |  Categories: Hardcore, Taboo  |  
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First time BJ from another man(True Story)


As I turned off the shower and started to dry off, I'd never been more nervous/excited in my life! "When I got there, was he gonna beat me up for wanting a guy, or will he be gross?", I thought to myself as I dressed.

Finally, the urge to try something new overtook me and I got into my truck, headed for our secret tryst.

When I arrived, he was waiting at the door. Silver-haired and slim, this older man was about to take my bi-virginity! We exchanged the obligatory "Hello's" and he poured me a cup of coffee.

He was wearing a blue robe, and I could smell the fresh scent of soap and... Continue»
Posted by Gvillemibiguy 3 years ago  |  Categories: First Time, Gay Male  |  
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strong beginings

This is a story of me and my girls first threesome. My girlfriend had always been a little reserved when it came to sex but I could always tell there was a sexual b**st just waiting to be let out. Gradually we started to experiment and finally after coaxing it out of her she told me that it was a fantasy of hers to be with more than one guy. So one night when we had all been drinking I sugessted the idea to her and one of my friends jon. Jon loved the idea and after a little reassurance she was keen too, she ent off to the bedroom and Jon and I had another drink. After a while Rachel walked ... Continue»
Posted by onebaddaddy 3 years ago  |  Categories: First Time, Group Sex  |  
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Hot Shower time.(True Story)

One day,back in the late 1980's ,Lita not her real name,was running some errands,she finally done, and was heading her way to the bathroom to take her shower.Hanging her towel off the peg.She then remove her dress and undies wet and smelled from the sweat from the morning's work.
Turning the shower on,she got busy with her hair, untying the rubber band been clinging on.She wet her hair first and applied ample amount of shampoo,massaging her hair with the shampoo,she then rinsed it with the running shower beneath her.She bent her body onward to reach for the bath soap,she now applying the soa... Continue»
Posted by constantienab73 3 years ago  |  Categories: Masturbation, Voyeur  |  
275

Hot Shower time.(True Story)

One day,back in the late 1980's ,Lita not her real name,was running some errands,she finally done, and was heading her way to the bathroom to take her shower.Hanging her towel off the peg.She then remove her dress and undies wet and smelled from the sweat from the morning's work.
Turning the shower on,she got busy with her hair, untying the rubber band been clinging on.She wet her hair first and applied ample amount of shampoo,massaging her hair with the shampoo,she then rinsed it with the running shower beneath her.She bent her body onward to reach for the bath soap,she now applying the soa... Continue»
Posted by constantienab73 3 years ago  |  Categories: Masturbation, Voyeur  |  
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Arranging mum a date

After searching around for a while I managed to find a guy called dave who was up for no strings fun. I was doing this for mum as she was getting pretty bored, father worked away a lot of the time and it was if they wasn't married anymore. Mum didn't no how I was going about doing this as she probably thought it wouldn't happen. I was talking to this dave guy for about 2 weeks and we set a date the following Saturday, still not knowing what to do. During the week was talking to mum and said if your up for it a guy I no is interested to meet you. She seemed shocked a was a little nervous, I exp... Continue»
Posted by 24_m_uk2011 3 years ago  |  Categories: Masturbation, Mature, Taboo  |  
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out of town (true story)

we decided to get away finally on a much needed vacation. between our conflicting schedules we dont get alot of time to spend with eachother so it was nice to get away and have some time to ourselves.

one night we decided to meet up with some friends and hit a club. not really my thing but i know shes been wanting to go so i took her out. after waaay too much to drink and good times we decided it was time to get back.

we got back to the hotel and got ready for bed and she showed me a suprise. before we left she went in and got a brazilian done. which is something totally out of the norm... Continue»
Posted by jwafb69 3 years ago  |  Categories: Fetish, Hardcore, Voyeur  |  
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My summer of teen love

Me and Martin continued to meet and became real lovers of blow jobs.One of us would choose to be the slave and kneel before the others cock. On this occasion it was my turn, we had come home after college after a game of badminton. After throwing off sweaty shirts and shorts, Martin was lying before me on the bed waring only his white gym socks, his skin a golden sun kissed brown, his hair blonder with the summer sun. I parted his smooth muscular thighs and went down. Nuzzlng my nose into his pubes, sniffing his fantastic musk while cupping his balls in my hand. His cock grew hard and he slapp... Continue»
Posted by igglepiggle 3 years ago  |  Categories: Fetish, Gay Male, Taboo  |  
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