First Time Porn Stories
Page 688

Str8 Guy Seduced By A Tranny (ch2)

For a str8 friend here at xHamster... who is a fan of my writing and when I told him I would write a story with him in it... I'm not sure he knew what he was getting into..

Chapter 2


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We entered my room, it is mid-afternoon, so it is warm; the sun is bright and there is a warm sweet scented breeze wafting in the open window... I always splurge and get the "nice view" rooms, and so, I was on the top floor of the hotel (only five floors) and had a balcony that overlooked the ocean, and yet, it was private enough that no one could look in.

He walked... Continue»
Posted by TomStone90045 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
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My first bi-male threesome

As I have explained in previous posts, since having sex with men for the first time I have decided that despite having met and fucked with many men, much older guys are my favourite. After having had many sessions with peter who was 63yrs old at the time, our discussions invariably got around to what each other would like to experience if we had the chance. After hearing each others tales about our own experiences I happened to say to Peter that I had this fantasy of being fucked by two men, I had experienced many bi-sex sessions with my wife at the time including MMF and MFF, but what I reall... Continue»
Posted by marcusp1979 4 years ago  |  Categories: First Time, Gay Male, Mature  |  
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My Nephews first experience

It was the sudden movement that caught my eye, his reflection in the mirror as I passed the slightly ajar door of the bedroom.
He was playing with himself as he watched something on his hand-held device, some porn no doubt, having a good wank in bed, unawares his auntie Mariel was outside his door watching him.
Of course he was being discrete, on his side facing away from me and covered up, but boys do it that way, whereas we girls do it on our backs or fronts, out and in the open for all to see, a little bit unfair if you are a voyeur, which I was at this particular moment in time.
I had a... Continue»
Posted by MarieL 4 years ago  |  Categories: First Time, Masturbation, Mature  |  
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my first time on camera

This is a mostly true story. Only a little bit has been exaggerated for artistic fun :).

My name is Jana. I'm 34 and been married for almost 13 years now. I have a great husband who is good to me, most of the time. I love him to death but he is handicapped. He wasn't when we got married it happened in his late 20s (he's only a year older than me). We were already into swinging before he became handicapped. He doesn't really care for sex much anymore. He has a neurological disease and he says it has made his dick mostly numb. He's still kinda fun in bed when I can intice him to do... Continue»
Posted by winky419 4 years ago  |  Categories: Anal, First Time  |  
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Kim's Seduction Part one

this is a TOTAL work of fiction. It was inspired by a friend's fantasy. All characters are over 18 Hope you enjoy it as much as Kim

The Seduction of Kim

Kim sat in the bar of the hotel. She was sad her husband had not been able to join her on this trip but their work schedules had not allowed it. This conference was worse than all others she had been on as she was not able to get out and enjoy the sites as she usually did. She had been in New York for 3 days had not been out of the hotel and was horny as hell also.

Glenn sat a few stools down from her. He kept eyeing her in her shar... Continue»
Posted by superboytoy 4 years ago  |  Categories: First Time, Mature  |  
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Seduction of Kim

This is a work of fiction about a woman i know and one of her fantasies Hope you enjoy it and if so may post some more.


The Seduction of Kim

Kim sat in the bar of the hotel. She was sad her husband had not been able to join her on this trip but their work schedules had not allowed it. This conference was worse than all others she had been on as she was not able to get out and enjoy the sites as she usually did. She had been in New York for 3 days had not been out of the hotel and was horny as hell also.

Glenn sat a few stools down from her. He kept eyeing her in her sharp form fitt... Continue»
Posted by superboytoy 4 years ago  |  Categories: First Time, Mature  |  
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Gram Connie

I would suggest you read the story "Aunt Pat" prior to reading this one.

* * * * *

Every time I thought about my Aunt Pat for the next couple of day's my Dick would get hard instantly. I wanted to call and ask her if I could meet her somewhere, but I was afraid. Perhaps she would come into the store this weekend.

My maternal Grandmother Connie owns a small specialty supermarket opened by her immigrant father in 1927. My grandmother was born in 1938 and married my grandfather in 1954 at the age of 16. My grandfather also worked in the store and in 1960 the store was passed on to them w... Continue»
Posted by whybea10 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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Indian Summer. ( Sequel to My crush turned into my

The next day i woke up early and eager to go to summer school, i couldn't stop thinking about Karithy and her fat ass and her puffy pussy and her D cup tits, with nice big aureola's that are like a rack track for my dick head and tongue to circle around on. I got dressed and was on my way to school, i texted Karithy, and said, "hey sweetness i cant wait to see you today where something i would like to see you in" she responded back, OK i will xoxo. I was walking to the main entrance and saw her get out her dads BMW, she had on a tight red shirt with her big tits just packed in there, and she... Continue»
Posted by alwaysfresh 4 years ago  |  Categories: First Time, Interracial Sex, Taboo  |  
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My First Insertion, led to a Human one

It was a hot day, another blisterer, they were saying, due to heat causing blisters to rise on exposed backs.
We were and holiday in our caravan, my parents and my older s****r, who was in our parents bad books, due to her flirtations with the boys, who hung around for a peek at her tits, which she seemed to enjoy accidentally showing.
The three of them had gone down to the beach, which was 30 minutes off, leaving me to my own devices, as the cooler shade amongst the canopy of bushes felt nicer as did the cool grass.
I sat in the shade on the bumper of the big Land Rover, parked next to our... Continue»
Posted by MarieL 4 years ago  |  Categories: Fetish, First Time, Masturbation  |  
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A Tale of Two Moms - Book One

'A Tale of Two Moms" - Book 1

Another ambiguous biographical fantasy by DizzyD

Story Codes: Fb, mom-son, inc, voy, mast. oral

This story is a work of fiction, and is intended for adults only. It is a fictional biography, and it conforms with all legal statutes and is protected under the Byrne Convention.

Chapter One

Alice Taylor had spent the entire day getting ready for her son Richie’s return home. She felt terrible that the barely adolescent boy had spent his birthday in the hospital, but considering how much worse it could have been, she was just thankful that he was coming... Continue»
Posted by DizzyD427 4 years ago  |  Categories: First Time, Taboo  |  
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My Sex Adventures

Hi I'm James and I'm 20. I'd like to tell you about all the sex I've had ever since. I lost my virginity when I was 16, so let me tell you who it was to. My uncle married my aunt when she had already had two c***dren from a previous relationship. Her oldest c***d had a baby when I was 3. Which meant she was 13. I had seen her come from this ugly shell to become a coming-of-age beauty, her breasts had fully developed and she was looking finer than ever. I remember the first time I had saw her like this, I busted one out in my upstairs bathroom. About two weeks later she and her mum came up to v... Continue»
Posted by Roberts1478 4 years ago  |  Categories: First Time, Masturbation, Sex Humor  |  
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My new CD bitch.

.

This is the fantasy exploration of an on-line “friend” here at xHamster. She is a very hot Cross-Dressing boy, her fascination with the feminine part of her is new… it was for a time my pleasure exploring with her this new “side” of her… the story is on going – with three chapters written so far… I will post more… and if she decides to continue this explorations, there may be more stories…


~-~-~-~-~-~-~-~-

My new CD bitch.

CH 1

I decided to fly to St Louis, I had some business to do there - it could be handled over the phone, but it has been a while since I was ther... Continue»
Posted by TomStone90045 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Str8 Guy Seduced By A Tranny (ch1)

Str8 Guy Seduced By A Tranny (ch1)

For a str8 friend here at xHamster... who is a fan of my writing and when I told him I would write a story with him in it... I'm not sure he knew what he was getting into..

Chapter 1

~~~~~~~~~~~~~~~~~~~~~~~~~

To say I was nervous was a bit of an understatement... but I was also very, very excited. This was my first time putting it out there in a big way.

Back home, I had gone out a few times and was completely passable... I guess I should explain more...

I am Lexi, that is my girl name... I was born a boy, or I should say... Continue»
Posted by TomStone90045 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
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My sexy neighbour - Beautiful mature

Two years ago (18 at the time) there was a hot summers day, a real scorcher, so I thought id crack on with some gardening, I grabbed the the lawn mower from the shed and plugged in the extension and proceeded to mow the lawn. I was getting awfully hot from the heat so I got a drink of water and I took my top off and continued to mow the lawn.

I got half way through when I heard a female voice calling my name, I thought for a second, realising I did not recognise the voice, I turned around to see my neighbour showing quite alot of skin, she is in her early 40s, she had a gorgeous low cut to... Continue»
Posted by olie4054 4 years ago  |  Categories: First Time, Mature  |  
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BBW ADVENTURES

I was at the club chilling. Just had a smoke of some bob marley jammin on the dance floor to that rude boy reggae.the bass. Was hittin and there she was!!short busty and thick in the right places latina!!we made eye contact and I instantly knew it was gonna happen!!we continued this serious eye contact as the music began to fade away as I concentrated on this fine ass woman and she was doing the same !!!laughing with her girls giggling... I finally seen my chance to make my move...I got up from the table I was sitting at an walked towards her ..befor I walked by her I reached out and took her ... Continue»
Posted by oneluckydude4bbws 4 years ago  |  Categories: First Time  |  
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first anal with Ex girlfriend

Another true story, this time with my old girlfriend.
This is the chick I worked with at the factory from previous stories.
We were sitting around watching tv after dinner one night at her house and had not really been dating all that long. Out of no where she asked, " You ever try anal"? I said yeah a couple of times with the ex-wife to that she replied "Well, I'm not into that" I said it's ok, I like it but we don't have to do it if you don't want to and that's all there was to it. We went to bed and had our normal good sex then went to sl**p.
A week later, we were at my house and ... Continue»
Posted by cooterliker 4 years ago  |  Categories: Anal, First Time  |  
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My crush turned into to my sex doll pt 1

This is a true story all of my stories are true unless said otherwise, It all started 9 years ago when i was 14 in summer school,i was very sexually experinced cuz i lost my virginity at 12 with a 18 year old and she taught me alot nd i learned from plenty of prn at the time. (i failed math lol). It was the first day of classes and i was already pissed that i was going to waist the the whole month of July of my summer , being stuck in a bullshit class, but that all changed very quickly when she walked in. Her name was Karithy, a thick not fat but thick Indian girl with a big ole booty and b... Continue»
Posted by alwaysfresh 4 years ago  |  Categories: First Time, Taboo  |  
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My Sexual Fantasy

I try to open my eyes but all I see is darkness, blindfolded I'm guessing. I never heard them come in, normally I'm a very light sl**per but for some reason I didn't wake up until I was bound, gagged and blindfolded. I could feel the ropes around my wrists and ankles, the ropes were soft so at least my captors were considerate by not using the harsh nylon stuff. The only thing I can hear is whispers because the music they have playing is drowning out any sound, probably to muffle any screams that may escape my lips, as if I could scream anyway with the gag in my mouth. New thought, the gag... Continue»
Posted by justthe2ofus 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Confessions of a chronic Masturbator!!!


Ever since I was a k**, i heard stories from the other girls in school about the penis. To me the penis became somewhat of a mystery that I wanted to be a part of but never had the courage to be a slut like the others. Mostly because I was overweight and did not have a great clothing sense.

I went online almost everyday and checked out pictures of guys showing off their "dicks", It was amazing how everyone seemed to have a different kind. Some thin and long, some short and thick, some bent like a banana and some with a big fat head. There was no shortage of guys who were showing them off ... Continue»
Posted by chuckwentfishing 4 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Spanish Teacher

When I was 18, still a virgin in my last year in High School, I took Spanish, a class I had taken for the previous 6 years. But there was more than one reason for that though.

I was so hot for my Spanish teacher, Mrs. Monica. She was in her late 40's and was a little on the heavy side but that had it's advantages. She was fairly short but had enormous tits and the biggest ass you'll ever see. I used to masturbate about having anal with that fat ass every time she bent over, in fact, she was the first person I jacked off too when I was 12. But, of course she was a teacher and this was just a... Continue»
Posted by Cumforu10 4 years ago  |  Categories: First Time, Hardcore, Mature  |  
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