First Time Porn Stories
Page 489

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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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 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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First time oily massage with another man

Recently my wife was going away for 10 days and I thought this was my chance to do what I'd been wanting: get together with other men to play naked, masturbate and explore.
I am an extremely avid masturbator and I love edging my cock when the wife is out. But I really wanted to get naked with a guy, massage his naked body and stroke his cock and finger him till he came.
I found a guy on Craigs who seemed Ok. He was a bit younger and was working on the road at the time, a repair guy of sorts.
We met for coffee and both agreed to go directly to my home for a hot tub and naked massage.

I wa... Continue»
Posted by jo-stroker2 3 months ago  |  Categories: First Time, Gay Male, Mature  |  
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My Autobiography True story

JENNY ----- MY LIFE (a true story)



INTRODUCTION

The story of my life has been written as if it were a novel rather than a documentary because I think it would appeal more to the reader of other peoples’ lives. In any case my reflections are as real to me today as when they happened and as I write I am body and soul back to the time of the event.
About myself. I was born in the South West of England. I have never married. I have never had c***dren. I am bi-sexual. I was runner-up in a beauty contest at the age of eighteen and as a consequence had many modeling opportu... Continue»
Posted by jennyDar 5 years ago  |  Categories: First Time, Group Sex, Mature  |  
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Hard-up Mom

My husband left me six years ago for another woman. My son and I have had to try and make it on our own and it has been hard. Being a single mom has its challeges, most of my time is spent working or tending to my son. I get very little time to date, and the few dates I have been on have not gone well. The few times I have had sex did not work out well either. But I do get horny and I can only masturbate so much and then I need a real cock.
The last time I had sex with a man, over a year ago, was at a party one of my friends took me to. We drank and danced and had a good time. I met thi... Continue»
Posted by zimabean 4 years ago  |  Categories: First Time, Hardcore, Mature  |  
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The one night stand camping trip

Many years ago my roommates s****r was going to a small college about 3 hours drive from the house. My roommates s****r Cindy had been seeing a mutual friend of ours, Peter and my roommate had been seeing his s****rs roommate, Megan. One day my Roommate Matt told me that he and Peter had been talking to the girls and were planning a late fall camping trip at a state park near the town where the college was located. Matt also told me the girls had another roommate, Jess that wanted to come along and she could be my weekend date. I was a little leery of the situation since Matt tended to manipu... Continue»
Posted by dicktingle53 6 months ago  |  Categories: First Time, Masturbation, Sex Humor  |  
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indian wife and black driver 3

Fred was wondering why she is not getting up and riding him. He beckoned her and then she turned on her left side and then climbed on top of Fred. She started kissing him wildly. Fred reciprocated and started massaging her big breasts that were hanging in front of his eyes. Then Kamini pulled herself back on Fred’s crotch. She had to raise herself up high in the air to position her cunt at Fred’s cock head. With one hand she opened her cunt lips and with the other she placed head of that monster penis at the opening of her cunt. She then started sliding on him and buried the monster in her lov... Continue»
Posted by cuteb0y25 3 years ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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Night at a strangers house

Rain falling against my body...making my clothes stick to me....making my shirt see through...and see my size c cups....“God why today??!!!!!" I yell at the sky.
My small Toyota is broken down on the side of the road...there's a hurricane heading down to my small island....samoa..and everyone had to go home and find secure shelter....the wind tugging at my clothes...the rain beating against my caramel brown skin...I groan in frustration...I look for some cars...but barely any on the road....probably at their homes staying warm and secure...fuck..“of all days why today?!!!", I yell once more a... Continue»
Posted by islandslave 2 years ago  |  Categories: First Time  |  
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Hot Sex with "Hot Chick"

Back when I was in college I had this Spring Fling and it has been 9 years and I still think about it. I was a junior and she was a freshman, she was taking some courses in the same major I was and we were in 4 of the same classes. I never knew her name but I referred her to as Hot Chick… She had a tight fit body with a sexy face. I could sl**p sometimes cause she was in my head. Well before you knew it she was put into our project group by our teacher. She was the only freshman while everyone else was older. By now we became friends and I knew her name.

Well one night while all six of us ... Continue»
Posted by barista110 4 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Make Yourself Comfortable

A few days had passed since I had caught Miranda fucking herself in my bed with my toys. In other words, I had jerked off 8 times to the image of her filling her asshole with an extremely thick fuck toy. The image of her, three fingers deep in her cunt with her eyes closed and headphones on is burned in my eyelids. I spent the entire three days figuring out how to approach this.

The responsible adult in me said to let sl**ping dogs lie so to speak. I assumed that she was vulnerable at this point and did not want to take advantage of her. You'd probably say that I had already jerked off... Continue»
Posted by squirtdrinkr 4 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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The night I Squirt

The day started just like all my other days,well I was horny as usual.Ever since I turn 40yrs it was as if my hormones when into turbo boost.Because no matter what I did I was still very horny.One day I went to the Health Centre where I spoke to the head nurse,telling her what was going on with my body.I told I am always feeling to have sex and it is getting worst.She turn and tell me to enjoy it while it last because some women don't feel for sex when they reach that age.

I tried to get my husband to have sex often as possible but he was too sl**py at times.So in order to please myself I j... Continue»
Posted by hungrypussy1 3 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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History Lesson

I was sitting at my desk in History class, staring off into space, fantasizing about my teacher, Miss Smith, when I felt a tap on my shoulder.

"Not paying attention again?" Miss Smith asked me as I snapped out of my reverie.

"Um, no, sorry," I replied, embarrassed.

"Stay after class, I need to talk to you," she said to me before turning away, "Jesse, do you know the answer?"

I slumped down in my desk, wishing I could disappear.

*

As the bell rings, everyone rushes out the door except me. I look up towards the teacher's desk where Miss Smith is sitting. She is a gorgeous lady.... Continue»
Posted by Itheswag 4 months ago  |  Categories: First Time, Mature  |  
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My VIRGIN anal GANG BANG

I was really young and was just a junior in high school. I had never had sex before and although I had been masturbating to my dad's porn magazines, I had never had the chance to get laid.
I was straight but was always attracted to one magazine he had that feature bi couples. I was curious to know what it would be like to have a guys cock in my mouth and what I never realized at the time was that something was about to happen that would change my life.
After football practice, I went home and took a shower. My b*****r was home as well and had several friends over at the house and mom and
... Continue»
Posted by bifun4u 3 years ago  |  Categories: Anal, First Time, Taboo  |  
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How Nick became Nicki. A sissy story

This is the story of Nick. Nick was straight.
It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her make up too, as well as she could, a little eye shadow and a cherry red lipstick. Her stomach was af... Continue»
Posted by ilgreturns 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Paid to DRINK CUM

Paid to DRINK CUM

First of all, my name is Mike and I'm in high school, or at least at the time I was...LOL! I had a crappy after school job at a hamburger joint, was making lousy grades in school and generally, had a bad attitude about everything. One night after the burger placed closed, I got in my car and headed to a buddy's house, his name was David and he and I were a little more than friends and ever since 7th grade, we would butt fuck each other and suck each others cocks a lot and I mean a lot! I picked him up and then we were going to see a late movie he wanted to see.

We d
... Continue»
Posted by bifun4u 4 months ago  |  Categories: Fetish, First Time, Gay Male  |  
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sexy tutor

Valerie was a porn movie stereotype, but she didn't know it. Quiet and studious, she wore glasses and always had her permed black hair back in a ponytail. When I asked if she ever dressed up, she said, "I don't have time to go out."

I usually walked her back to her dorm after our calculus class. "You're such a gentleman," she told me in her soft Southern accent. If only she knew the thoughts I had about her. I wanted to reach under those loose t-shirts and grab her firm breasts, take off those jeans and smack her curvy black ass, hold that ponytail and ride her until I was spent. But it cou... Continue»
Posted by madddog1945 3 years ago  |  Categories: First Time  |  
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My Friend's Mom Maria (Pt. 1)

Fiction, but inspired by my own life :)


I was 15 years old, and i didn’t know much about sex, apart from what I had learned in porn movies. I had seen naked women before, like my mom, but never in a sexual way. One thing I knew was that I longed for sex, like any teenage boy does. The first time I saw porn was at the tender age of 12, when my friend showed me a trailer for a porn site. I thought it was a bit weird, but when I started watching porn at home, I liked it. My first orgasm was wonderful; I had never felt anything like it. After that, I was hooked. I masturbated quite often, and... Continue»
Posted by Ceidon 5 years ago  |  Categories: First Time, Masturbation, Mature  |  
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First Experience in Theater.....

That was the time when we were in school. Me and Mala were very good friends and used to share everything between us. We were of 14 -15 years young and full of energy and youth. Our body was showing the signs of youth and our boobs too had taken the size of oranges. It felt good when some on touched them. It was also fun playing with them. Sometimes we used to play with each other's boobs and lightly touch them or say fondle them.
We had a number of boys too in the class; Some of them were strong virile young men whose bl**d was hot and the cocks ever ready to get stiff and hard. Two of them... Continue»
Posted by vanita 4 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Wife gives in and loves it

Over the last few years our sex life has been slacking off. It was always the same routine sex and getting boring. It went from almost everyday to a couple times a week to once a week to two or three times a month. My wife said I wasn't interested in her anymore I said she just didn't enjoy sex like she used to. We lay in bed and talked about it several times times but it never improved. I started having sexual affairs with other women over the years. I told her we need to expand our sexual horizons and try something new like including other people, doing some swinging that sort of thing... Continue»
Posted by thisboneris4u 3 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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My s****r-in-law, My Love

I was seated in an Adirondack chair on the screened porch of cabin number ten reading The Journeyer by Gary Jennings. She sat next to me in an identical chair reading The Hotel New Hampshire by John Irving. I wanted to fuck her more than any other woman in the world, but I didn't know where to start. The sexual tension between the two chairs was as palpable as the f***e between two large magnets with the polarity opposed. We looked at each other with furtive side glances. Up until a few months ago she had been my s****r-in-law and technically she still was, since neither of o... Continue»
Posted by jackevermore 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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