Free Sex Stories
Page 8

Early Morning Encounter With Transwoman

Was walking back from town early in the morning, was stranded in the outskirts of the city which is distant from my own home in one of the suburbs. I had left the warmth of the house of my friend in the city, and ventured out into the early morning, 1:00 or 2:00 o clock, it was cold, but not as cold as it could have been, the clouds in the sky made sure of that, and for that i was happy, despite the occasional light to medium downpour.

I had been texting a Lady friend, a woman, asking her to let me in and stay and in exchange i would eat her pussy, she agreed and was horny however she was ... Continue»
Posted by trueblue934 3 days ago  |  Categories: First Time, Masturbation, Shemales  |  
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The Purge

Funny thing about Crossdressing, the love of the silk, the satin, the lace, can be balanced with most intense feelings of guilt. Then in a fit your clean out because you are going to go straight. Clean up your act all that stuff. So bags of carefully gathered items are consigned to the waste bin of life. Unfortunately, as I have progressed through life I have realised that crossdressing and association with womens lingerie is not a phase, it is just part of me.

Alright, I admit it – it’s a sexual thrill. It’s not a desire to transition or anything like that. It’s the joy of obtaining th... Continue»
Posted by paddy57 3 days ago  |  Categories: Fetish, Masturbation, Taboo  |  
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In the Club (Shelly and Katrina)


I was out one Saturday night hanging at my favorite club. I was in the back half of the club where the lights were dimmer and they played a different style of music than the front half of the club. I was standing in a dark corner checking the scene and trying to see who was coming home with me that night (if I was lucky). I started a conversation with the females closest to me to but no one was biting so I moved to a different location. I met a girl named Shelly and we just kind of hit it off immediately. She was a white female, 5’8 and 130 lbs. She was cute and I wanted to get to know her a... Continue»
Posted by Tomscat 3 days ago  |  Categories: BDSM, Hardcore, Taboo  |  
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Interracial Office. Tony and Paula

I hope you get off reading this. Please vote and leave comments. So I know what you liked or hated!

Anthony Stewart Smith stood looking out across the southern part of the city thinking. He saw his tailored dark gray pinstripe suit reflected like a ghost image in the window and he smiled. He had come a long way from the projects. He had left behind the d**gs, the whores and the nightly gunshots. He remembered the summer the Hispanic gang decided the block he lived in was going to belong to them. It was dumb luck he was standing beside the state representative when he saw the gun. It... Continue»
Posted by imornery81 3 days ago  |  Categories: Fetish, Hardcore, Interracial Sex  |  
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slave rules found on the Internet

Male Chastity Contract



1. DEFINITIONS
Throughout this contract the terms are used with the following definitions:
Chastity: Prevention of all kinds of sexual behavior that involves the user’s genitals, including
sexual intercourse and masturbation.
Chastity Belt: Any lockable wearable device designed to keep the user’s chastity and to
prevent the possibility to touintergrunch the user’s genitals and genital parts, by wearing and
locking up.
Key-holder: The individual who will assume full ownership and control of th... Continue»
Posted by bigsissy 3 days ago  |  Categories: BDSM  |  
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Old Cum Dump Decent Into Debauchery.

I kept going back to this group of old men who were the first to fuck me. After each visit I kept telling myself as I left, - - - "never again".
But then when I went to bed at night and thought of the pleasure they had given me, it wasn't long until I was wanking myself to a delicious cum. Then my next step was to go back again. I just couldn't stop myself. The attraction was like a magnet to my soul which kept pulling me back and back for more. The more I went back the more relaxed these old men became and it was evident that they had put their trust in me and that I would never disclose our... Continue»
Posted by OldCumDump 3 days ago  |  Categories: Gay Male, Group Sex  |  
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Cheryl's the Center of Attention

Cheryl is the center of attention at a party

My wife, Cheryl, knelt on the floor of our living room, you might think she was praying, but that was only partially true. She was praying in a way, to the big, ten inch black cock aimed at her mouth. She licked the head of the black dick as she slowly stroked him, then took the head of the cock in her mouth, slowly letting him deeper into her throat, as he gently held her head. She pulled her head back, the cockhead popped from her mouth. She then lewdly rubbed the head of his cock all over her pretty face, smearing the pre-cum obscenely over... Continue»
Posted by fctrvlr 3 days ago  |  Categories: Group Sex, Hardcore, Mature  |  
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Bonnie & Clyde

We walked down the wooden deck to our deluxe water villa, and it took all of my might to slow my pace with Clyde's.

I wanted to run through the door to our own private paradise, ditch our suitcases, and take off my sticky, sweaty clothes in front of my husband. I was blown away by the surprise second honeymoon to the Maldives. I always fantasized about staying in a water villa, surrounded by the ocean on every side, dipping my feet in the water as the tropical fish swim by. But at that moment, feeling Clyde's strong and warm hand grasping me, I just wanted his hands all over my body and I c... Continue»
Posted by MikeO5555 3 days ago  |  Categories: Voyeur  |  
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The Sissy Trainer Part 2 – Taking A Virgin

Ken raising my dress higher to have a better view of “loosening me up” and told me to rest my heels over the other end of the couch. As he fingered my butthole, his hard cock continued to slap against the side of my body as he wiggled and shook his finger. The more I thought about Ken finally ramming his cock in my tight butthole the harder I clinched. “Lisa, I need you to relax some, take a deep breath” “Ken” I asked “Is it going to hurt much?” “You are super tight, but I brought lots of lube…I think you’ll be fine.” “Thank you” I whispered. Ken pulled out his finger. “You know this is not go... Continue»
Posted by MatureBrownMan 3 days ago  |  Categories: Anal, First Time, Gay Male  |  
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The Sleeepover - Chapter 17

The Sleeepover - Chapter 17

by samslam

"OH YEAH! FUCK BRANDON! JUST LIKE THAT!" Lauren screams a few minutes later as her orgasm rumbles full speed ahead and I pound her mercilessly.

"I'm... there... too... S!s..." I pant, thrusting my hips as I slam my cock home, shooting deep inside her contracted cunt. "Oh fuck!" I moan as I jerkily deposit my load into her pulsating pussy. Collapsing on her soft breasts, my lips find hers but we're both breathing too hard to do much kissing.

"You really don't want to fuck dad, huh?" I ask when my breathing is under control. I'm ... Continue»
Posted by TreborCox 3 days ago  |  Categories: Group Sex, Taboo  |  
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The Christmas Party

The Christmas Party
This year the work Christmas party was being held at the Cataloo Lounge in the town over from the factory. My wife Lisa and I were excited to go to the end of year event as it was a nice night without the k**s for a change. I was dressed in white slacks with a light gray button down shirt, tucked in, and a charcoal vest. Lisa put on a dark blue dress with a plunging neckline and her Greek goddess sandals.
It started raining as we drove to the Cataloo but we weren’t going to let that dampen our night. I parked the car and we went in and found our seats. We were seated... Continue»
Posted by jesterwords 3 days ago  |  Categories: Hardcore, Mature, Voyeur  |  
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Seduced by my auntie Rita and uncle Peter

I was 18 and started work as an apprentice. I lived in Kent and worked in London. Auntie Rita and uncle Peter lived in South London. They were keen 10 pin bowlers and asked if I wanted to join one evening which I quickly agreed to. After we had finished it was late and my parents agreed that it would be a good idea to stay the night with them. I slept in their spare room and as usual I had a wank before I went to sl**p.

I wanked into a handkerchief, put it under my pillow and went to sl**p. I got up in the morning, had breakfast and went to work. The next week I went bowling again with the... Continue»
Posted by arbymore 5 days ago  |  Categories: Fetish, Hardcore, Masturbation  |  
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Dancing with Shannon

My friend Shannon is really pretty. She is a true red head. She has a sprinkle of freckles across her cute face. Her lips are full and she has an enchanting smile.

I am half Native American (my father) and half Greek (my mother) I have dark Native American skin and even darker nipples. I have long jet black hair. Most people think that I look Mexican. Although my mom swears my features are more Mediterranean...like her. And she is sexy!

We are both seniors in high school. At eighteen, we're both ready to move on to college. I am on our high school basketball team. Shannon is a cheerleade... Continue»
Posted by majfred 5 days ago  |  Categories: Lesbian Sex  |  
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a story about me and not my s****r

My life is a bad start, already at the age of 6 I i was in c***d homes because of a difficult f****y situation. Until I was 13 I have lived in five different boarding schools and in foster care. While during the time I lived in the foster home, my guardian to arrange was that I could live at home, only then my mother died.

Janet, 20 years older than me (not my s****r, because we can’t talk about i****t), Janet, decided to take care of me and take me into her f****y. She was married and had a son by four at the time. Her husband was an international truck driver and was often days, sometimes... Continue»
Posted by Vertel 5 days ago  |  Categories: First Time, Masturbation, Taboo  |  
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Making Julie and Emma my slaves - Part 1

Making Julie and Emma my slaves

Part 1

After flashing to several women in a park, I was in the men’s toilets in the park, I was naked and wanking gently, staring out of the window which overlooked the path.

Suddenly the door opened and a young woman walked in. Instinctively, I covered my cock with my hand but I didn’t have to worry, she approached me and got onto her knees.

“Please sir” she said, “I saw you earlier wanking in front of several women, I need help, I need to be punished, tortured and humiliated sir”

“Stand up and strip naked bitch” I ordered her. I inspected her... Continue»
Posted by paulo066838 5 days ago  |  Categories: BDSM, Hardcore, Taboo  |  
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Doing it in the woods

This crazy, wonderful thing happened to me last summer. It happened when I went camping with a friend, just before school started. I thought I'd write about it. I hope you enjoy it...Kala

* * * * *

It was late summer when I was invited to go camping with my friend Debra and her parents. Debra and I attend the same high school and we shared a couple of classes together last year. Before that, we were in elementary school together.

I've never been camping before and I was really excited! We were going to be living in tents in the middle of the woods.

We drove up this little dirt road... Continue»
Posted by majfred 5 days ago  |  Categories: Lesbian Sex, Masturbation  |  
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waking up after the night out!

i was away with my mates on a night out and it was a going to be a mental one as it was a my friends stag-do. we had gone to Soho London and we were stopping over. we were hitting the town and we were going to pull what we could as when the cats away!!
my wife said just be safe and don't catch out with a smile on here face knowing what i am like.

so we were out and the drinks were flowing all the lads were still together but as the night went on it was just 2 of us sat in this bar pissed waiting to go back to the hotel cos as we were the old ones and we were knackered. a couple of lads ca... Continue»
Posted by naughtydarksecret 5 days ago  |  Categories: Anal, First Time, Interracial Sex  |  
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Yoga with a friend

When I went away to college I would still come home for the summers. During the summer after my freshman year, I had missed my HS friends so much. I remember all of the old gang having sl**povers a ton that summer.

One time I was having two of my friends, Tina and Nat, over while my parents were going out of town for a weekend away. At the last minute, Nat couldn't make it, so it was just Tina and me. Tina is more of Nat's friend than mine, but I thought it would still be fun.

We played a 'spa' theme and took turns taking baths in my parents' huge bathtub, used all of my mom's lotions an... Continue»
Posted by majfred 5 days ago  |  Categories: Masturbation  |  
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Pulling The Bridal Train

Mary sat looking into the large mirror that rose above the antique dressing table
and smiled at her image the glass. She looked stunning with her golden blonde
hair flowing down out of the wispy wedding veil, framing her creamy white
cheeks in an almost angelic halo. Her silky white wedding dress dipped down
in the front revealing her milky cleavage and she felt her breasts rising as her
breathing grew short. Her nipples, always sensitive, reacted to her
thoughts and rose up creating dimples in the otherwise smooth cloth that
barely covered her breasts. She smiled at the sight, ... Continue»
Posted by brianbigdogsmith 5 days ago  |  Categories: Group Sex, Mature, Voyeur  |  
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Wedding Night Bliss (Pulling The Bridal Train cont

.

Mary stood in her wedding dress, posing for the camera. She could feel the
cum dripping down her inner thighs, and she was sure she could smell sex
wafting up through the air from her abused pussy. She looked over at her
new husband. Greg looked so handsome in his black tuxedo, and a small
pang of guilt washed through her.

She knew from the soreness that was already settling between her legs that
she would not be able to give him the wedding night that he deserved and
wanted from her. She should have been satisfied with just fucking his
father, just a quick release bef... Continue»
Posted by brianbigdogsmith 5 days ago  |  Categories: Fetish, Group Sex, Mature  |  
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