First Time Porn Stories
Page 447

sex dreaming

Our perfect night would depend on if we got out the bedroom or not.> >> > > >> > But i like to be casual so i think out the bedroom would be laying around with you maybe a red wine or two and finding out what your deepest fantasies are.> >> > In the bed room, hmmmmmmm. Where do i start. I guess by slowly taking your clothes off and lying you on the bed. I would kiss your navel and work down to your thighs.> >> > As you are spread out on the bed i would blindfold you just before i tie your hands with soft velvet rope to the bed posts.
Your pussy had an instant flooding when I blindfold you & t... Continue»
Posted by vonpattrick 2 years ago  |  Categories: First Time  |  
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Prison Bitch (for all my little sissy fag boys)

I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I’ll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine. While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2001 and December of 2003. My work release program ... Continue»
Posted by plumprumpbrat 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Another First Time Story

I was just into my middle teen years. My dad was big shot at this company and every year they have a huge holiday party at their office building. This was the first time I got to go as my parents decided I was too old for a baby sitter but should not be left alone. Every body was dressed up as santa elves, Santa Clause or Mrs. Clause. Most of the costumes were pretty racy.
Everybody was drinking heavy, including me. I was able to sneak drinks as the night went and I became pretty buzzed. I had to pee like a race horse and the first time I went pee the bathroom was total chaos so I headed... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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He's Taught a HARD Lesson at Summer Camp

First of all, I'm kinda freaked out about what I did that summer and of what I had

become and was made to do, by the time I finished summer camp. This is a true

story and I swear that everything I'm confessing actually happened to me and might

happen to you if you so desire!

I was pretty young and had just gotten my drivers license.
Being inexperienced at almost everything I was a willing student, but as far as

sex goes..absolutely NOTHING had ever happened to me without using my own

hand if you know what I mean..LOL!

My mom and dad were going to the mid-east for
... Continue»
Posted by bifun4u 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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He's Taught a HARD Lesson at Summer Camp

First of all, I'm kinda freaked out about what I did that summer and of what I had become and was made to do, by the time I finished summer camp. This is a true story and I swear that everything I'm confessing actually happened to me and might happen to you if you so desire!

I was pretty young and had just gotten my drivers license.
Being inexperienced at almost everything I was a willing student, but as far as sex goes..absolutely NOTHING had ever happened to me without using my own hand if you know what I mean..LOL!

My mom and dad were going to the mid-east for two months because o
... Continue»
Posted by bifun4u 2 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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MOM and I have a SECRET

I have always thought my mom's best friend was beautiful and even when I was

in elementary school, I would imagine what she looked like naked. She was tall,

about 5 foot 8 and had large breasts and nipples that would stick out when she

wore a t-shirt. Her legs were really long and even her toes and feet were

attractive! Her name was Marla and she and my mom had been friends since I

can remember and I knew that they had gone to college together. She and mom

would go our shopping and usually came back to our house smelling like wine

and were sometimes a little tips
... Continue»
Posted by funnsun2 2 years ago  |  Categories: Fetish, First Time, Taboo  |  
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The babysitter fucked by big b*****r

I was gone for the night … and when i got home i noticed a girls bicycle by the garage. When I entered I remembered that tonight there was a babysitter for my little sis, who was already asl**p judging by the time . So I decided to get inside silently not to wake her… and I found the babysitter watching a rather ‘hot’ movie on tv…. Instead of saying hello, I spied on her … and saw the young body shake from orgasm as she fingered herself watching tv in my place …

Just after she cummed I coughed … so she knew I watched her and she felt caught and blushed … and tried to close her jeans and cl... Continue»
Posted by Information0032 2 years ago  |  Categories: Anal, First Time, Taboo  |  
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I'm DADDY'S SLUT BOY


My dad was a very good looking guy and when we were out together, I would

notice women looking at him all the time. He was about 6'4, very well built and

one time I saw him naked in the shower and his cock was huge! I myself was

really young then and it made mine look like a roll of certs!...LOL

He and my mom were divorced and had been for some years now and I was a

Sophomore in high school. I played on the football team and had practice almost

every afternoon and games on Friday nights. Dad was always at my games and

I would spend some weekends with him when it
... Continue»
Posted by bifun4u 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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Brandy (Chapter 5)

Judgment Day
Brandy’s cell phone rang just as she was going into her house, cheerleading practice over early. She looked at the screen before she answered it, her heart racing when she saw the number. Did Cindy want me to babysit again? She trembled at the thought of seeing Michael again, at him taking her home and what he might do this time to her excited body. “Hello, Cindy,” Brandy answered.

“You’ve been a naughty girl, Brandy. I told you not to cum and you defied me, standing in the window, my camera recording all of your shameful defiance.”
“I’m sorrrry, Sirr,” she stammered, even th... Continue»
Posted by Headmaster-Michael 2 years ago  |  Categories: BDSM, First Time  |  
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Late Night Movies (chapter 11)

We finished playing through, all the while both of them talking. Explaining why other people couldn’t know about the things we do together, what I would see etc. It was reiterated a lot that if I didn’t want to do something all I need do is say my ‘independent’ word. There was a lot of talk about different tastes that people might have. How some might enjoy things that others say are ‘nasty’ or ‘gross’. I was assured by them often that no matter WHAT I want to ask about, it was okay and I would never get in trouble for it. I was saddened a bit when the sun started going over the hills a... Continue»
Posted by oregazm 2 years ago  |  Categories: First Time, Taboo  |  
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My Smoking Neighbour -Part 1

So today while i was out shopping i bumped into my neighbour Nicola. We spoke for a little while, i couldn't help but notice what she was wearing, Her outfit was all black and matched great with her long dark hair and juicy red lipstick pout ,her tight black jeans, leather biker jacket , leather gloves and high heel ankle boots really turned me on, i tried so hard not to make it obvious but i think she could tell i kept staring at her. Anyways we finished talking and said goodbye and off we went.
About an hour later i had finished shopping and was waiting at the bus stop when she pulled ... Continue»
Posted by dirtybiguy 2 years ago  |  Categories: Fetish, First Time  |  
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The Day I Fucked Lia Marie Johnson

I was 18 years old and while listening to the radio this ad came up and said if you're the lucky caller you'll be on an episode of Youtube's Teens React and I knew my crush Lia Marie Johnson is on that show so I have to try to win this contest. I called after alot of other teens called in and lucky enough I won! I was so happy because I knew I was on my way to meet my crush i had to fly out to San Diego to do the episode.

My plane finally landed. After that I went to my hotel and got ready to meet my crush I was so nervous. I walked into the building where yhey shoot the e... Continue»
Posted by fucker8888 2 years ago  |  Categories: Celebrities, First Time, Masturbation  |  
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The Perfect Woman, Plus (Part III) - Happy Rear En

The 3rd and last part of the Perfect woman, plus story... Hope you enjoy it!


When I got home from my second steamy assignation with Amber, the sultry blonde she-male “girl of my dreams,” I found out I’d won ten million dollars in a magazine contest! Of course, I didn’t believe it at first, but when I phoned the company to confirm, they said I was indeed the Grand Prize winner!
My first thought was to call Amber and let her know my good fortune. I called the number she’d given me, but I got an answering machine. Then I remembered that she’d told me to say my name and she’d pick up. She ... Continue»
Posted by freegre 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Shemale Summer

Once again, this is not a story written by me! It was stored in my computer for ages and decided to share it with you. Hope you like it!


One hot summer day, my friend Sam and I were scoping out the babes at our local beach, as usual. I saw this really hot, busty blonde a few towels down giving me the eye.
"Hey, check her out!" I said to Sam. He peeked up from beneath his Ray Bans and shook his head.
"Forget that one," he said. "She's not your type."
"What do you mean?" I said. This girl would be anybody's type—even blind men!
"Just take my word... Continue»
Posted by freegre 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Perfect Woman, Plus (Part I)

This is the 1st part of a 3 parts story. It is not mine but I hope you like it...


The week my girlfriend Monica broke up with me, I had to fly to New York City for a convention. I must admit, my mind wasn’t on business, and the first chance I got, I went to the hotel bar to drown my sorrows. The bar was fairly empty, which was O.K. with me, since I wasn’t really in the mood for conversation anyway. I was half-way through my first pint of Guinness when the cocktail waitress brought me another glass.
“Hey,” I objected. “I didn’t order this!”
“Relax,” the pretty brunette said. “It’s fro... Continue»
Posted by freegre 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Perfect Woman, Plus (Part II) - Bright Lights,

This is the 2nd part of a 3 parts story....


I arrived home in Los Angeles after my steamy, scorching encounter with a magnificently sexy “shemale” woman named Amber, and found my ex-girlfriend Monica weeping on my doorstep! It turned out the “perfect, buff guy” she’d dumped me for was a d**g-addicted, abusive, macho jerk, which is what I’d thought from the beginning! I was exhausted from the long flight and not really emotionally read to deal with a sobbing girl on my stoop, but what could I do? I let her in and we drank hot tea and talked for a long time. I didn’t make any overtures, bu... Continue»
Posted by freegre 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known...


My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest.
I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress was visible. My boss, Terry, a very pretty, sexy lady (who I later found out was a hot-bod t... Continue»
Posted by freegre 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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First wife

To begin with my first wife, Donna, and I got married way too young, I was 17, she was 15, but being young also means being adventuresome. I should have known that the f****y was disfunctional because when we first got married we lived with her s****r, who shared a bedroom, but not a bed, with her uncle. Her uncle and his girlfriend were living there too. the second or third night we stayed there we had gotten in a little late, walked into the living room and found her s****r on the couch, passed out hard, with a flimsy nighty on, no panties, with one foot on the floor and the other leg up ov... Continue»
Posted by strawhappy 3 years ago  |  Categories: First Time, Taboo  |  
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Dutch Transaction

Amsterdam, April and May is cold and wet.

Back when I was there in 1976, there was no way I was going to let the weather dampen my spirits. It was my second visit to this great city so I considered myself a seasoned veteran who was eager to experience all that it had to offer.

On my first visit, I discovered the red light district. Canal Street with its rows of shops and bay windows. In each window sat a scantily-clad lady selling her sexual wares. I found numerous porno shops with their plethora of novelties that I never know existed. I frequented some of the night clubs whi... Continue»
Posted by freegre 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Mum and her two daughters loved daddy.

I'm looking back on our dysfunctional c***dhood, or am I, I mean dysfunctional?

At the time it was exciting, even with our father, new awakenings and feelings, and after a couple of times, it felt just like another chore to be done, only more pleasurable.

Our parents were loving and caring, we never wanted for anything, and we were consulted, treated like adults, and if we did not understand, it was explained, especially sex and everything relating to sex, our parents felt we needed to be educated, and on that point, especially after a couple of teachers at our school were caught teachin... Continue»
Posted by MarieL 3 years ago  |  Categories: First Time, Group Sex, Taboo  |  
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