First Time Porn Stories
Page 19

Confession: Me a prostitute? No way...well maybe?

For a few months, we hooked up for sex whenever he was in town. On the whole, it was good. There were times he didn’t treat me very nicely but most of the time he lavished affection and praise and compliments. And of course there was the money. During that time, he had paid me over $3,000 in total!!

One night when he had taken me out to dinner and was sweet talking me, he told me about a friend of his who was going through a divorce and said he wanted me to do something for him. He wanted me to have sex with his friend. The way he had kind of manipulated me verbally, it was not a request. I... Continue»
Posted by ff42004a 1 month ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Frank - The friend of my father - part one

The sailing trip

I introduce myself first - I am the Martin - am 18 years old, live with my f****y on the coast and go to school.
My f****y is very enthusiastic about water sports, so it was also that a very good friend of my father one evening made a tempting offer.

We sat, as so often, with friends in the garden and have grilled.
Frank was a frequent visitor with us and is a very good friend of my father and sail collector, sat also with it.
Frank, middle 50, not lent, relatively slender, hairy and sunballed by the sailing - I was stung earlier in the eye. Especially when he was wea... Continue»
Posted by pilottom45 1 month ago  |  Categories: First Time, Mature, Gay Male  |  
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Frank - the friend of my father - part two

Back home


For almost two weeks I was back home after the sailing trip. The summer holidays were over and for almost a week I was back at school - in the final class to the Abitur. It is called "learning" as the supreme command, but I concentrate on it very hard.

On the weekend, Frank came to visit us for a "photo evening" or afternoon. I opened as he rang the bell. He stood in the doorway, casually with one hand on the door frame- "May I come?" "Sure, Frank - my father is in the living room." He had a pile of youthful photos of our sailing trip on the Baltic Sea. While my father passed... Continue»
Posted by pilottom45 1 month ago  |  Categories: First Time, Mature, Gay Male  |  
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Frank - the friend of my father - part three

It has become love

Before Frank drove me to the sauna at home, he told me: "I have not recently discovered a nice little country hotel - what do you think of it?"

From my parents I had in the meantime already received the OK for the Kurztrip and so I already counted the days until Frank would pick me up.

I stood by the window with my bag in my room, waiting anxiously to discover Frank's car. When he finally rang I tried to climb down the stairs very casually, while my father was already opening the door. "Hello Frank," my father greeted him, "when will you bring Martin back?" "In four... Continue»
Posted by pilottom45 1 month ago  |  Categories: First Time, Mature, Gay Male  |  
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A First In The Rear

Are you sure this won't hurt?" Mary asked again.

"Absolutely. All you have to do is push back, like you are trying to go, and relax. Things will be just fine. I slide in a little, let you have time to get used to it, and take it easy. You'll love it." At least he hoped he wouldn't hurt her. He had used enough K-Y. If she were too tense, it would hurt. If she relaxed and wanted to enjoy this, it wouldn't.

"God I hope so. I've heard about this enough."

"Girlfriends huh?" John said as he moved closer and smeared the lubricant all over his hard and ready cock.

"Yea. A few said there wa... Continue»
Posted by loyalsock 1 month ago  |  Categories: Anal, First Time, Mature  |  
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A very big f****y secret Part 2

Well it’s been some time, a few years in fact, since the night at mom’s house with my s****r Virginia. She went back to her home state without talking to me about what I had saw and felt. I’ve run that night over and over in my head and sometimes in my dreams to. How the hell did I not see that something was, how should I say this “off” with her.

Then it happened, I got a call from Virginia that she was back in town and wanted to have a sit down at one of the local restaurants. So I set a late morning date and time on a day I had off to see her. She told me she would be alone and that ... Continue»
Posted by Dark_Helmet 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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Chicken loving Cuckold

I was fresh out of high school and working as a delivery driver for a major pizza chain. It had only been about a month on the job and I was still getting the hang of it. One of my coworkers, a man born in the "free-love" generation, passed his delivery to me. I figured he was either being generous because I was new, or just didn't feel like taking the call. Either way I figured I was a newbie and should appreciate each chance I got to make tips. I left my store in my Saturn station wagon with the pizza and wings in tow. The order had come from a part of town I was unfamiliar with. This was ba... Continue»
Posted by wetnightmare 1 month ago  |  Categories: First Time, Mature, Sex Humor  |  
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My Mommy

I can't say for sure when it started. I had always had dreams of showering with mom, looking at her, hugging her, ever since I was a k**. It wasn't until I was 18 that it became more of a sexual desire, wanting her naked body against mine. Kissing her neck, feeling her breasts press against my chest as she whispered in my ear. That was the dominant fantasy through my early adult life (though certainly not the only one).

I have tried to leave hints in the past- hugging a little longer than usual, kissing her cheek, putting my hand over my crotch whenever I saw her- but they seemed to have be... Continue»
Posted by moneysex23 1 month ago  |  Categories: Mature, First Time, Taboo  |  
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You Can't Suck it you gotta Fuck it CreamPie

I'm going to tell you what happened to me and my wife Jennifer as it really happened. We went from mild swinging to...well, you'll see. It's all true. 

You have to understand that Jenny is a beautiful gal. Actually, at 5'4", 135lbs, long blonde hair and hazel eyes, she's a stunner. And believe it or not, she's got HUGE tits (38F) and yeah, they're real. (She always makes me add that.). Jen also has great legs and a beautifully rounded ass. She just turned 28; I'm now 31. 

Jen comes from an academic f****y. Her f****y and friends were pretty repressed about sex. In her college days some o... Continue»
Posted by 425olds 1 month ago  |  Categories: Fetish, First Time, Interracial Sex  |  
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The birth of a young whore

We are back in 1965. The story, basing on reports of an uncle, or better the b*****r in law of my legal dad, my mom, and some others in and around our f****y, happened in a small town near Heidelberg in Western Germany. My mom, fresh from secondary school, already a bit cunning but still virgin, met my legal dad that summer the first time at a public bathing beach near river Rhein. My dad, then 17, little older than mom, already in professional education as mechanic, some first experiences with former mainly older girlfriends, still living at home in a through and through dirty f****y, with hi... Continue»
Posted by Whoresson 1 month ago  |  Categories: BDSM, First Time, Hardcore  |  
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Mom & Son, A Wonderful Match

She knew he was there. She had come to expect it, indeed she felt a thrill of anticipation whenever she went to shower. She faced the door as she dried herself giving him a full frontal view. She lifted and caressed her smallish, but plump, breasts as she dried them. They were g****fruit sized with large dark areoles and plump nipples. The nipples were firm and erect now indicating her arousal as did the juiciness of her pussy.

She wondered if he was more attracted to her tits or the full bush that capped her bare pussy, the wild thatch of hair she deliberately displayed to his spying eye. ... Continue»
Posted by sonny8023 1 month ago  |  Categories: Mature, First Time, Taboo  |  
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Stepson losing virginity to new stepmom

Stepson losing virginity to step mum. Pt1

I had just finished dinner with my step mom gale, as my father was still away on a work trip. Dad had just met her a year ago and they quickly got married. Gale was 40, 5-11 brunette with brown eyes and a voluptuous figure. Her ass was round and plump with a slim waist and flat belly, she worked out a lot. Then the tits omg her tits made me so hard, two huge double d's. Ohh how she must of caught me looking every time we talk. She has these beautiful plump lips that would look so good around anyone's cock. I would do anything to see her naked.

... Continue»
Posted by milfslayer90 1 month ago  |  Categories: First Time, Hardcore, Mature  |  
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My New Doctor.

A yearly trip to the gynecologist was never fun. Until the day I met Dr. Ike Okafor. I was on the exam table in the little paper gown when he walked in. My mouth fell open. He stood there, all 6 feet and 3 inches of him. He had black hair, shaggy but neat. His eyes seemed almost silver they were so grey. He was GORGEOUS. He was probably 28 at the most. I realized my mouth was gaping open and I shut it quickly.

"Ngozi, how are you? I'm Dr. Okafor."

I gulped. "I'm okay, it's nice to meet you." My voice was a little unsteady. But my god, he was distracting. Well built from what I could tell... Continue»
Posted by agunna 1 month ago  |  Categories: First Time, Hardcore, Mature  |  
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The Hair Salon.

I walked into the hair salon late on a Monday night and was surprised and delighted to find a pretty, obviously pregnant, woman behind the till. I have always had a thing for pregnant women and the thought of having one cut my hair thrilled me. Looking up from her book she smiled and stood, her belly bulging out before her.

"I could use a trim." I told her, smiling inside at my double entendra.

"That is what got me in this condition in the first place." she laughed.

I laughed along with her, thinking, wow she got me, as she asked if I wanted a wash first. I nodded my approval. I wante... Continue»
Posted by agunna 1 month ago  |  Categories: Fetish, First Time, Hardcore  |  
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Shelia Fucking Flatmates Boyfriend

!!Shelia Fucking Flatmates Boyfriend!!

Hi, Guys, my name is Shelia, this sex story is concerning after I was twenty-five, my stats previously were 34D, 28, thirty-four and honestly I used to be extremely happy and happy with my curves, I wore all types of horny outfits, dresses, shorts, tights, denim and was terribly open for recent sex.

So, recently I had picked up employment in Associate in Nursing Advertising practice in metropolis Associate in Nursingd took up living accommodations in Andheri, a 2BHK that I shared with a woman referred to as Risha. Risha was Associate in a Nursing as... Continue»
Posted by djlife 1 month ago  |  Categories: First Time, Hardcore, Masturbation  |  
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My son's friend

THIS IS A FICTION

When my son Sydney suddenly moved to Arizona, I I was surprised and opposed to his decision, but what could I say?
He's older than eighteen. For sure I thought I wouldn't see his best friend Clark again, if ever.

I never heard from Jimmy except for a couple of emails saying he was okay.
One day I found a letter with a check for 500 dollars made out to me and a note:
" Dear Dad, Call Clark and tell him I'm repaying him the loan.
Don't tell him where I live or my phone number. But you can tell him I'm with somebody else. All the Best, Sydney"

After cashing the che... Continue»
Posted by TriCummer 1 month ago  |  Categories: First Time, Gay Male  |  
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The Stranger.

I met a stranger from the dating site for a date. The chemistry was very intense, I knew the second I laid eyes on him that physically this man did it for me. He was my favourite look.Everything I find desirable physically he was!!! We had supper touched each other far too much, I am sure the people in the restaurant thought we should just get a room.!!! He kissed me so beautifully, his kisses were deep and penetrating, if this is how he kissed, he must fuck up a storm. We parted company, I almost asked him to come home with me but he really was only a stranger, ever though I find him hot, he ... Continue»
Posted by agunna 1 month ago  |  Categories: BDSM, First Time, Hardcore  |  
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Young Tranny Ch2 First BBC Fuck in an Arcade


2. Rebeca”s First BBC Arcade Fuck

Introduction: These stories are about the genesis of Rebeca, my CD slut alter-ego. They are about the same person featured in “My TV Adventures,” but they chronicle the earliest encounters and adventures. Most of the stories in the “My TV Adventures” are about an experienced TV slut in ‘her’ adult life (30’s and older) while these stories are about me/her in the 19-29 years old timeframe. Enjoy, and remember, these are as much fun for me to write as anyone reading them – and they are ‘mostly’ true.

Annabel’s ass-**** of me was the source of endle... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Encuentro en Mallorca

Allí estaba yo, en el aeropuerto de Palma de Mallorca, en pleno agosto esperando que Tmr viniese a recogerme. Después de haber chateado durante más de un año y habernos mandado fotos y videos más que picantes, qué menos que poder pasar un fin de semana juntos. Así que en cuanto me dijo que estaría un fin de semana sin su marido, cogí el primer avión que salía hacia ses illes.

En pleno sol, cociéndome, veía los coches y taxis pasar y recoger gente. En los pocos momentos en los que mi mente no estaba pensando en sus pechos, en su culo o en lo que haríamos estos dos días, me asaltaban las dudas ... Continue»
Posted by almogaver92 1 month ago  |  Categories: First Time, Hardcore, Mature  |  
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TEENAGE MEMORIES - With Nigel & Helen

Two months after Nigel and I had wanked each other off in my bedroom, the whole gang, that’s all the k**s on our street, were playing hide and seek. Our road ran alongside a massive wooded area where we all used to play and hide. Everyone knows how the game works so I won’t explain it all here.

Anyway we were about 10 minutes in when it began to absolutely piss down, everyone ran home but Nigel and I made it to a broken garage, it was only a shell but had a decent roof so we could stay dry. A few minutes of talking and Nigel approached me, his hands around my waist and we started to kiss.
... Continue»
Posted by maturemancock 1 month ago  |  Categories: First Time, Group Sex, Hardcore  |  
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