First Time Porn Stories
Page 449

My Buddy wins a bet. (Real)

So After the first time sucking my friend off, We have done it few times since.
One time I will never forget, because I let my mouth write a check my ass had to cash....

He looked at the original dildo that we used to get the girls excited. Made some comment like "its not that big" I told him if he could take that in his ass I would let him have mine.
WTF was I thinking? Anyway that toy disappeared right before my eyes.
I'm not sure if I was more shocked at the fact that he just popped it in like nothing, or that he was all over that deal, or maybe it was the fact that I was about t... Continue»
Posted by mbcumcouple 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My experiences in chastity.

My Mistress decided that I should be put into chastity at times when I was not with her and "Off the leash" and she sent me to buy one. The couple who ran the local sex shop were very helpful and showed me their stock. After some discussion, and knowing my Mistress slightly, they recommended the CB6000 as probably the most secure for her. The others they had were metal band types which the lady of the shop said were fine but would allow too much of the skin of my penis to show. She said that my Mistress would prefer me to be completely encased in the transparent plastic of the CB6000, and so i... Continue»
Posted by KCUM 3 years ago  |  Categories: BDSM, Fetish, First Time  |  
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2 lads first tim

Two lads first sexual experienceIt was during the summer holidays many years ago , that i had my first sexual experince . All the lads had been playing football late into the night and it was now getting dark . Some of the lads decided it was time to call it a night and headed of home . That left five of us just chatting in the local park as it was to dim to play any more football . Over the next 30 minutes three of the group made of home one by one . That left me and Bill sitting in the park talking about nothing in particular . Bills house was one of about ten houses that were sited right ne... Continue»
Posted by palodin 1 year ago  |  Categories: First Time, Masturbation  |  
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Straight Guy's Gay Fantasy - Part 2

In order to understand this story, you may have to read part 1 which I wrote a few days ago! In case you haven't read it, i will set the scene! This story takes place in a public swimming pool and involves Jake and Greg. Jake is a young gay guy, medium height and skinny build. Greg is a young straight guy, tall and stocky.

It had been a week since they last saw each other. Jake was excited and couldn't wait to see Greg again, so got to the pool early, got changed and started to swim. It seemed ages until Greg finally showed up. He emerged from the locker rooms closely followed by a women. ... Continue»
Posted by hello_1992 2 months ago  |  Categories: Anal, First Time, Gay Male  |  
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First time (bottom and swallow)

First time i swallow was the first time i was bottom. I asked to brazilian friends, that i know are bi to meet me at home. I told them that i wanted to try bottom. I know they are clean so i thought this was the chamce for me to try and have a cock inside me. They agreed, and they were very gentil and fucked me one after another, will one fucked me gentil, i sucked the other one, one in my ass and the other in my mouth.
I remember they were so excited, that one of them cum in my mouth will i was sucking him, and i didn't even notice until i felt warm cum inside my mouth, cause i was enjoyng v... Continue»
Posted by jamestogo 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Melvin and His Python!

The first boy that fucked me was very hot, I was like 16 and he was 17. He had like this Jock look, when he took his shirt of he had this perfect body that i loved to leak. But, when we had sex he just wouldn't make me cum right you know.
But any ways his name wasnt Melvin so... Melvin was this nerdy k** that lived down the street he was very good with computers, he would never charge me for fixing up the viruses and stuff.
So one day am talkig to my friends and i see him getting picked off by the other guys, so after they were done i helped him out. He started dusting himself off and i help... Continue»
Posted by iloveu11 3 years ago  |  Categories: First Time, Taboo, Voyeur  |  
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Fighting a speeding ticket in court

I had never been to court before. I was so nervous as I waited for my name and case to be called that I debated leaving and just paying the ticket. But $500 was money I didn't have as a university student. The day I got the ticket was such a crummy day. I was coming back from an exam that hadn't gone well, despite me spending all weekend studying. I never speed but I was so distracted that I never saw the speed limit change. The cop had no sympathy as he wrote the ticket, my first ticket ever. My friend suggested I try fighting the ticket in court despite me having no good excuse as she... Continue»
Posted by softkitty00 9 months ago  |  Categories: BDSM, First Time, Voyeur  |  
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Trip to Gay Sauna

Hi, this is a true story that happened to me a few months back.

I had just finished college early for the day and was feeling quite horny, I had found out about a nearby Gay Sauna on the internet and decided to check it out in the hopes of losing my virginity.

Behind a shopping mall in my city centre was a small sauna hidden away on the top floor of a discreet looking building, I buzzed my way in and headed upstairs.

I was greated by a guy who appeared to be in his 30's, he asked me if I had ever visited before and I told him I hadn't, he was telling me about the prices and ... Continue»
Posted by leicboy19 5 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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My wife's best friend

Jeff and Tanya were a strange little couple. He was 10 years older than her. They had been together since she was 16 and married the day she turned 18. They say nothing ever happened before she turned 18, yeah, right.

They lived with us for a little while between houses. She seemed a little too attentive too and in tune with me and my likes. My music was her favorite, my shows were all her favorites. I never thought about her sexually until we got a few drinks in us and it came up that I would be nude if they weren't living with us. They said that was cool with them. Though I neve... Continue»
Posted by ghawk1068 4 years ago  |  Categories: First Time, Voyeur  |  
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Adventure's of HOT Anita - PART 1

To find an apartment for rent for two young girls was difficult. I had lost count of number of houses that I and my friend Clarra had visited over the past days.

Clarra was my closest friend since college. She was into sports and gymed regularly. She had a lean athletic body with perfect breasts and a cute round ass. Everyone would stare at her cute ass when she walked. When she was in the college gymnastics team the number of spectators increased just to get a closer look at her boobs bouncing and her ass swaying. Her cameltoe pussy would show clearly when she wore her tight track pants.... Continue»
Posted by scotty29 1 year ago  |  Categories: First Time, Interracial Sex, Voyeur  |  
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Brees first massage

The building was beautiful with a small gold plaque
that read, 'Sonja's day spa'. Her mother made an
appointment with her friend the owner Sonja herself.
Bree was petite and beautiful like her mom. Many said
she looked a lot like the actress Jennifer Connolly
when she was younger.

Her body was similar and like her mom she had the same
straight long dark hair that shown glossy all the way
down to her tight shapely ass.

She needed to get a break. She had no boyfriend at the
moment and what girlfriends she had were a jealous lot
that constantly criticized her.

Bree e... Continue»
Posted by griffen1 1 year ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  
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Jenny (part 2)

Here is part 2...

Your pussy, already sopping wet from watching her and I 69 each other, gets wetter as Jenny kisses you. "I have fantasized about this moment for a long time." she whispers in your ear.

I sit across the room in a chair and watch the lust in both your eyes as she moves closer to you.

Your hands begin to caress her young firm breasts as she leans down and kisses your lips. You feel her nipples grow harder between your fingers as you rub my slippery cum all over her. You rise up to her but she stops and pushes you back down.

She kisses you again and this time you lie ... Continue»
Posted by NashMan51 5 months ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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my first cross dressing play time

i sucked my first cock the other day. i posted a ad on craigs saying i like to cross dress and would like to find somebody to dress up with and take turns being sluts to each other and then i posted a few pics of me from my xhamster profile and actually got alot of replies. it took a few weeks but i finaly found somebody that like to dress up and he came over during the day and we started watching porn and i pulled out all my slut clothes and we picked out things that we wanted the other person to wear. he wanted me to dress up just like the pics i sent him so i did, after we got dressed up we... Continue»
Posted by floyd1985 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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After the moment, before she went to work. (part 2

I pushed the head of my engorged dick into her ass. I rested there for a moment, not wanting to go to far, or to hurt Mrs. Thompson again. However She, had taken quite a few cocks up her ass. She spread her legs, as wide as the panties at her knees would let her. She breathed in and out a few times through her mouth,then she slowly pushed her asshole down around my cock all at once. "Rest her for a second baby." She said, still breathing through her mouth. "Finger my cunt for momma Stevie." She said as she adjusted to my dick up her butt hole. "Yes Mrs. Thompson." She smiled as I said this. "S... Continue»
Posted by musclecock 2 years ago  |  Categories: Anal, First Time, Hardcore  |  
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Meeting a jackoff buddy online Part 1

I was sent out on a project outside of
Cincinnati a 30-day project. Feeling horny and thinking about my other jackoff buddy Mike. I logged into a adult local chat. Made contact that went by principle33. Making small chat told him I was married and in town and had a local room outside of the city. He told me his name was Dave he was married had 2 small k**s. His wife wasn't interested in sex after the second one. That he was curious, looked at cocks on the Internet, never been with another guy. He was interested in jacking off with another guy. He said his dick wasn't big about 5" he was cut. ... Continue»
Posted by Jmuncut 1 year ago  |  Categories: First Time  |  
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for Ndr

I had just turned 18 and started to prepare for college. I had everything I needed cloths, books, phone, computer. The only thing I was missing was my first car. I started my search and found the perfect car for me a red suv with only a few thousand miles. Only problem it was all the way in Hendersonville, Tennessee. So I started my long trek to meet the man who was selling my future car, I couldn’t wait to see it. After a long long trip on a train I arrived at his house. I was nervous because I had never met the man before; I grabbed my purse which had the agreed $5,000 in it for the car. ... Continue»
Posted by rainday111 11 months ago  |  Categories: Anal, First Time, Hardcore  |  
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Yard Work

I noticed the knot of young boys up ahead and my
interest was piqued. Loud music rocked from the front
porch - it was one of those well-earned, sweet hot
days in late summer, a warm and voluptuous late
afternoon. I calculated from behind my sunglasses as
I swung down the street: 5 boys, ages 14 to 17, one
swinging a golf club, all of them ducking their heads
one by one and stealing long looks at me as I
approached. The sun was behind my back was undoubtedly
silhouetting my legs through my short full skirt. My
hips rolled a bit more as their hormone-fueled preening
di... Continue»
Posted by kinghut 7 months ago  |  Categories: Fetish, First Time, Hardcore  |  
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Hot Horse Ride - # 2

After we step down from the hot ride on her horse, I notice Nikita has big eyes for the growing member of her horse. I take charge and lead the stallion to his stable and ask her "Please get me your dressage whip". As in trance, she obeys.

Even in her hottest dreams she never went so far as ... Shivers run down her spine in expectance. With a shy smile and blushes revealing more, she delivers.

"Thank you, my dear. I´m glad you like my proposition. Now, let me take you for a walk as well. Let´s do the same tracks as your stallion carried us.
I will direct you with that whip, while you w... Continue»
Posted by petdyke 4 years ago  |  Categories: BDSM, First Time, Taboo  |  
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My First Ever Gay Sex Encounter

This story is true and it was and still a hotter than hot true story too.

I'll write the long version one of these days but not today. This is is the short, abridged version.

MY FIRST EVER GAY SEX ENCOUNTER WAS WITH: My best friend

AGES OF BOTH PARTNERS: He was 18 about years and four months old. I was exactly 20 years old - it happened on my birthday!!!

WHO INITIATED IT: It was my idea and I initiated it. I was the hunter and he played the role of the reluctant younger boy who wants ... Continue»
Posted by blacktopchaser 5 months ago  |  Categories: First Time, Gay Male  |  
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The Swing and Mr. Jones

Well, I wonder what Mr. Jones has in store for me today. It has to be my pussy, because he has put his monster 15 inch cock in my mouth and a-s hole, and that’s all that is left If you haven’t read about my earlier adventures, go back and start with Me and Mr. Jones, so you will have all the background. I went upstairs, and knocked on the door, and he opened it buck naked, with his big old dick sticking straight out. I just smiled and said looks like you are ready for action. Did you start without me? He just chuckled and said no honey bunny, I am saving it all for you. Take your clothes off ... Continue»
Posted by vince68 3 years ago  |  Categories: Anal, First Time, Taboo  |  
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