Free Sex Stories
Page 1844

The green bra

When I was in my late twenties, I had an inappropriate relationship with a married woman. She was 40. Nobody knew about it, and still no one does. I wouldn't boast to my mates because back then, the "Mature" thing didn't have the cred it has gained nowadays.

J was a wealthy woman with 3 k**s and was having a crisis about turning 40. In me, she saw the fascination of a younger guy, but also the thrill of "slumming it". She loved having sex in cars. I had nowhere else to take her, so it suited me.

She was no looker, but she was small and had a lovely pair of medium size tits. She could sel... Continue»
Posted by milenastits 4 years ago  |  Categories: Mature  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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THE BIKE RIDE

Even after twenty-odd years of marital bliss, I still find it hard to understand certain actions of my wife. I mean, first, she gets mad at me for having an affair with our daughter... then she storms at me for breaking up the affair. As if that is not enough, she complains that I am not being randy enough! And boy, did she blow her top when our daughter let it slip that we were using protection. And now, she is mad that...

I guess it all began when I sold my Jag for a 1987 model Harley-Davidson, complete with the leather gear and helmets and stuff. Then again, nothing would have happened ... Continue»
Posted by sexaddict66 4 years ago  |  Categories: Mature, Taboo  |  
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mom is my birday call girl (Not True Story)

Introduction: a guy orders a call girl for his eighteenth birthday and is surprised at who shows up on his door

Two weeks ago was my 18th birthday. My f****y celebrated with cake and a party, it was great. But tonight I was planning on celebrating my birthday the right way. I told my mom I was going to go hang out with my buddies but instead I went to a cheap motel and called an e****t service. I asked for the nastiest, naughtiest slut they had.

I felt bad about lying to my mom, because I’m really all she has. My dad walked out on us a few years back and since then she has been s... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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Step Father

Luce was riding home on her bike as fast as she could. She was late and her step father would be mad. She was wearing shorts and a skinny tank top and not aware her left tit had fallen out of the top. Her step father, Ric, was standing in the doorway as she rode up the drive. She got off her bike and he told her "Come over here now." As she walked to him he grabbed her and slapped her bare tit. "What do you mean riding that bike and showing off your tit like that?" She replied "I did not realize my tit had come out of my shirt." Her step father grabbed the flimsy top and ripped it from her. "N... Continue»
Posted by girlygirl55 4 years ago  |  Categories: Hardcore, Taboo  |  
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Bus Ride With S*ster 1 by loyalsock

How could I refuse?

My s****r had two expensive tickets for a private bus tour through Southern California. It was the romantic kind of tour where couples would be taken from destination to destination on a large bus. And suddenly I was being pressured to go with her.

Let me explain: Our f****y has always been adventurous. Meaning, we traveled a lot, especially when Christine and I were young. Christine's then-boyfriend was well aware of that fact, and he surprised her with tickets for a 3-day tour.

However, plans changed when Christine discovered that her boyfriend had been cheating... Continue»
Posted by loyalsock 1 year ago  |  Categories: First Time, Sex Humor, Taboo  |  
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my cousin my love

How did I get so lucky?", I thought as I sat up and looked to the petite angel laying peacefully at my side. It had been two days since my Cousin, Lauren, had discovered my Love for her and I already knew that we would together forever.

I had first discovered my attraction to Lauren five years ago. I was thirteen and my grandparents had invited us to their lake property (a crappy old trailer on an equally crappy lake... we're not rich) which was a rather normal occurrence. Everyone was getting ready to go for a swim, so I decided that I'd change in the back room of the trailer but the door ... Continue»
Posted by bigdick2012h 4 years ago  |  Categories: Taboo  |  
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Camping with Stepdaughter 9

As we sat at the table trying to decide what to do we started to talk. I asked her which one of her friends had watched the movie of her mom and me. She told me that it was Susan our neighbor across our backyard. She is a hot little brunette with small tits probably b cup. I had always thought that she would be one that I wouldn’t mind having my way with. She then asked me if I would be mad if she wasn’t the only one that had seen it. Damn I thought I went from being step dad to porn star. I asked how many had seen it. She told me that her whole dance squad had watched it when the... Continue»
Posted by harry45 6 years ago  |  Categories: First Time  |  
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The White Suburban Housewife - Epilogue

It was late when I got home from taking Marvin to the airport. Dan was waiting in the kitchen when I came in door. Of course he wanted to know why I was so late getting home and honestly, I didn’t have an excuse or story. Driving back from the airport all I could think about was my afternoon with Marvin and how I would handle meeting Marvin’s customer next week (or even if I should agree to meet him). So I had not been thinking about what I was going to tell Dan but now we were face to face and I had to think quick. I told him that I walked out of the meeting with several women and we had... Continue»
Posted by o08086 4 years ago  |  Categories: Interracial Sex, Mature  |  
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Development of a lesbian

My name is Michelle. This story started when I was 12. I live in Australia.

When I was 12, I had went to school at a place run by nuns. It was an all girls school. I had 2 great friends there.

When we were 12 our conversations started drifting to the sexual side. Sex, penises, vaginas, hair, breast development, all that. Normal things pubescent girls talk about.

My home life was good. I had a s****r. My mother divorced my father soon after my s****rs birth. I didn't mind; I hated my father.

My mother was not ashamed of her body. She used to sometimes walk about the house in nothing... Continue»
Posted by helenaserret 5 years ago  |  Categories: Lesbian Sex, Masturbation, Taboo  |  
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Better planning

When my wife and I were dating in the late seventies,we were invited to a party by one of my friends from school. We were about 20 years old or so. My wife is white and I an Asian so some times when we are out people are not aware we are a couple. While at the party I was talking to some new friends I met and one guy told me he thought that blonde was hot. I looked and he was referring to my girlfriend. I told him that she was my girlfriend and she came with me. He got embarrassed and apologized. I told him not to worth about it and I told him she is pretty cute. We talked for a while and afte... Continue»
Posted by tysho 4 years ago  |  Categories: First Time, Voyeur  |  
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First girl -- My math teacher!

In high school math in South Florida, some of us had the pleasant duty of attending Margaret Blank's (not her name) math class. She was pretty. Kind of big hips and thighs, smallish breasts, but sexy just the same. The weather was frequently warm and she would be bra less. So on several occasions in class I got tantalizing glimpses of her sexy white panties and pretty bare breasts with large, smooth nipples. Albert so-and-so used to drop pencils and look right the way up her skirts. It seemed to be alright with her! I never had the stones for this sort of behavior, but how achingly... Continue»
Posted by todds7 6 years ago  |  Categories: First Time, Mature, Voyeur  |  
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An 18 year old and his baseball coach. Part 2

We had another late baseball practice the following Friday. Wondering if Coach H (late 50’s with a hairy athletic body) meant what he said that I could ask him about masturbating with him again I delayed going back to the locker room to shower off by hitting a few balls in the baseball cage. I got back to the locker room as the last of my teammates where dressing. I undressed and hit the showers. While drying off in the shower I heard a cough and it was Coach H. He told me that if I had any questions for him I could come up to his office and ask him. I finished drying off and dressed quic... Continue»
Posted by tim3196 4 years ago  |  Categories: Anal, Gay Male, Mature  |  
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A Night To Remember

So there I sat bored & horny. I was asked a question that I wasn't sure if I really wanted to answer honestly. In a long term committed relationship one would think you can be open & honest. I wondered though oh my goodness if I answer what will he think of me.

The question I was asked was is there any fantasy that you have & would like to see it become a realty. I immediately wanted to blurt out yes but I paused. I then asked what made you ask me that to which my lover responded well we've been together for a long time & I just thought you've never shared any fantasy with me so I decided ... Continue»
Posted by nanu277 4 years ago  |  Categories: Anal, First Time, Lesbian Sex  |  
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The first time with Carol

I had a next door neighbor called Carol, she was ten years older than me and she lived in the apartment next to mine with her daughter and long time boyfriend. She was a smoker and he wasn't so she would come over and smoke at mine, we would chill and sometimes as a group go out. Now she was a big girl, she had a really big ass and really big tits. Her tits were probably bigger than an E cup. She had long dirty blond hair and was ok looking. Now I never thought I would fuck her or she would ever become a fuck buddy. But we used to talk about anything including sex when we would get high and he... Continue»
Posted by xerosheartx 2 years ago  |  Categories: First Time, Hardcore, Mature  |  
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Chatroulette

I had an affair. Thats how it all started, the wife and I had split up just before xmas. I went on the works do, got pissed and went with the office bike. The wife found out and all hell broke loose. I came clean and the wife said she didn't want to lose me could we try again.
I said we had to be honest with each other if we were going to try again. she said ok what do you want to tell me? I just thought fuck it nothing to lose, so I told her I loved the idea of her showing herself to other guys.
Well she nearly choked, Really she said yes said and I want you to do it for real.
How? she as... Continue»
Posted by doddy123 4 years ago  |  Categories: Masturbation, Taboo, Voyeur  |  
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Mandy Blows Her D*D by loyalsock

It was very, very strange waking up like that. I'll fall asl**p in front of the TV late at night, that happens a lot, but it was 7 AM and broad daylight on a hot August morning, and I was still in front of the TV. I'd gotten off work about midnight, came straight home and thought I'd settle in to watch SportsCenter before going to bed, maybe an old movie on one of the satellite movie channels. Now my favorite way to watch TV is laying on my stomach on the plush carpet I put into this house we bought 3 years ago, and I love to stretch out naked. We designed the house so the TV room was only acc... Continue»
Posted by loyalsock 1 year ago  |  Categories: Hardcore, Mature, Taboo  |  
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Mother Teaches Son What Porn Never Could

Let me start off first by explaining a few things. My dad divorced my mom when I was 10. My mom was originally from northern Italy but moved to the US when she was in her 20's. She has green eyes and long black hair, thin waist(she always ran when i was at school) and 2C breasts. She dated a few guys but the relationships never lasted more than a couple of weeks.

One day, i think it was in the spring, when I was 16, I came home from school and saw my mom sitting at my computer. She gave gave me one of those (your in big shit son) stares. I dropped by school bag on the floor and turned th... Continue»
Posted by remyhneziw 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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Late night landing crossing - Part One

My next door neighbours, Chris and Jane, have been friends with my parents for years. I’d always liked them too. Jane was friendly enough to me and had me babysit their little boy for them a few times. I knew Chris ‘liked’ me too. I’d seen him looking at me, but was sure that he wouldn’t do anything with a girl my age, who lived next door and knew his wife.

A couple of months ago, my Mum and Dad went away for two weeks to Cyprus. I wasn’t invited (!) for it was just the two of them. I was meant to be staying with my Grandparents, but there was a problem there at the last minute. Chris and J... Continue»
Posted by sarahyork 5 years ago  |  Categories: Hardcore, Taboo, Voyeur  |  
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The Humiliation of My Wife

Chapter 1

My wife Sally and I have had a pretty interesting marriage thus far. We had dated/been engaged for just over a year before we finally got married. And for the first year of the marriage, things were great. We had sex frequently, and to try and keep things exciting, we would often try new things to add variety to our sex lives. Sometimes it was just a matter of trying new locations, or perhaps new sexual positions. But the thing that seemed to rev both our engines the most was when we broke out of our molds and did some minor roleplaying.

Before I get any further into my tale, I... Continue»
Posted by Azmodaz 2 years ago  |  Categories: BDSM, Hardcore, Taboo  |  
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