First Time Porn Stories
Page 490

Breaking in a New Guy

Years ago I had a young guy answer an ad I had placed online. He saw my ad and thought I seemed sane and cool so he sent me his stat and a faceless pic of his body. He was 19, 5'7", 130, and had a cock that looked to be maybe 5" cut and thin. He said he was straight but curious and really horny and liked my ad. We Emailed for a few minutes, chatting about what we liked, etc. He was nervous and had only had sex with a couple of girls, neither of which sucked his cock very well and didn't swallow. I asked him what got him curious and he said that one time, not too long ago, he was on CL he was c... Continue»
Posted by kbking70 2 years ago  |  Categories: Fetish, First Time, Gay Male  |  Views: 1169  |  
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My real first gay experience

I was 15 at the time and a friend from down the road came over to my place that evening. He (Chris) and I were going to wake up early and head out fishing the next morning so he stayed over to get an early start. He was only a year older then me and taller with a thinner build then me.
We got talking about girls and a girl that lived down the street from us. We both wanted her bad but neither of us had been with a girl yet. I had some porno mags and asked him if he wanted to look at them. Now we had looked at them before and jerked off in front of each other but nothing every happened.

Thi... Continue»
Posted by saddatey 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  Views: 2064  |  
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Jilnar Jardaly جلنار جردلي Fucks a Schoolboy

Hi guys!

I've always loved young cock. I'm a very lucky girl to have a junior a high school just down the street. There's nothing like fucking a nice young teenage boy, taking his virginity and giving him an experience he'll never forget!

I watch the clock all afternoon and, soon as school is out, I'm out on the front yard getting wet and sudsy washing the car in my white see-through dress (with no underwear) or bending over picking my flowers (with no panties) giving them a horny eyeful as they pass by.

When they stop I always entice them in seductively offering them a cool drink or ... Continue»
Posted by JilnarJardalyLustCum 1 year ago  |  Categories: Celebrities, First Time, Taboo  |  Views: 1430  |  
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first threesome with my girlfriend and my best fri

Id like to tell a story of my first threesome experience, this is my first story so please be gentle and comments are much appreciated. The story was between me(22), my girlfriend(21) and my best friend (22). I have changed the names but the story is true.
My girlfriend Katie and I have been together for three years and are totally happy with our relationship, we have great sex together and love trying to new things. Lately we had talked about have a threesome, she wasn't too adament about inviting another girl which was okay with me because I was really interested in watching her with ano... Continue»
Posted by fisher4890 2 years ago  |  Categories: Fetish, First Time, Group Sex  |  Views: 6448  |  
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Lunchtime cock worship

I was a boarder at a private all male school in Ireland. There was this guy called Oliver who was on the swim team same as me. He was very well endowed, in fact the biggest in our school I reckon. But he was always making homophobic comments.

One day when we were in the changing room after practice he caught me peeking at him - I was fascinated by his size and girth, he was much bigger than I was. He said I was a dirty fag.

Then I asked him how ong since he had a bow job and he said not since school started in September when he last saw his girlfriend - it was halfway thru October and ... Continue»
Posted by Hangdog90 3 years ago  |  Categories: First Time, Gay Male  |  Views: 1240  |  
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Pillow Princess

“Hey Bran.”
I looked up from my studies just in time to get hit in the face with Suzu, Amy’s teddy bear. I blinked in shock as she screamed, “Bear attack!”
“Jerk!” I squealed, and threw it back at her. She caught it cleanly and grinned wickedly, rearing back to throw it again. I scrambled to sit and get my hands up.
Amy had lettered for four years in softball in high school, so the match wasn’t very even. She took it easy on me and I managed to block it. I tried to fake her out, but she was too good and caught it again. By this ti... Continue»
Posted by alsosprachzar 4 years ago  |  Categories: First Time, Lesbian Sex  |  Views: 1760  |  
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Soccer Mom's Big Discovery

My name was Josh, I was a normal 18 year old lad who lived in a quiet village with this parents. One Sunday morning I awoke as mom entered my room. She walked towards my bed in her normal morning attire, a shortish robe that looked a little worse for wear held together by a tie round the middle. My mom leant over as she was leaving a cup of coffee by the side of my bed. As she leant over her robe splayed open a little at the top allowing me to get a quick glimpse of her big tits hanging free in her robe. Now don’t get me wrong my mom isn’t a model or anything, actually she is in her early 40’... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 9648  |  
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Dad and Me

I lived with my dad after my parents split up. One night my dad was out drinking, so I figured I might as well have some fun, I was in my room, totally naked, looking at one of the many porn mags my dad has lying around. I was 14 and realized that it turned me on looking at the men as well as the women, but had never seen or touched another mans hard cock in real life.

This book had lots of guys in it and they all had big sexy hard cocks, one was bigger, and better looking then all the rest, and I was looking at a full page close up of this guys cock, stroking away wet and hard as hell and ... Continue»
Posted by trysexual 4 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 6742  |  
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My New Assistant

I remember the first time I saw her.
My previous assistant moved on, supposedly to bigger and better things, and I was looking for a new assistant as a result. I’d gone through a ton of resumes, and had found very few promising prospects. After sifting through an endless stack of unqualified candidates, I’d found three who looked like they might make the cut.
I had all three come in for interviews. They all seemed like they could do the job. Bella stood out. Her credentials were good; in fact, she was maybe a bit overqualified. What I noticed most about her upon meeting her was how f... Continue»
Posted by evilleetdave 11 months ago  |  Categories: First Time  |  Views: 1731  |  
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Mike

His name was Mike and I had known him since he had started delivering my paper at the age of fifteen. Since I was only twenty at the time and I was comfortable with teasing him about his heartbreaking good looks, he quickly realized that I was gay and dedicated to corrupting him. He was 5’9” 140 lbs. with dark eyes and dark shoulder length hair on a tanned and leanly muscled frame. I was looking forward to his coming of age.

Over the next three years, we brought the art of flirting to a new height. Of course by this time I had pretty much resigned myself to the fact that he would neve... Continue»
Posted by joeblow370 3 years ago  |  Categories: Anal, First Time, Gay Male  |  Views: 823  |  
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My s****r

When i was 15 my s****r held a f****y gathering at her flat which was good as i saw relatives i haven't seen for ages. I had already asked to stay over on the sofa which was fine so i knew i could drink after my parents had left and not worry about going home after. It came the time when the last guest left and me and my s****r sat on the sofa and drank some more.
After we'd finish off the remainder of a bottle of Vodka my s****r went off to bed, so with the blankets ready i settled down onto the sofa in my boxers and closed my eyes.
As started to drift off to sl**p i woke to my s****r runni... Continue»
Posted by JD85 3 years ago  |  Categories: Fetish, First Time, Taboo  |  Views: 6478  |  
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Best Sex with My Best Friend

I bet you have read a lot of stories where happiness is the ending. I am sorry to tell you this but this story is not one of those happy endings. It is a rather sad story.
(Fictional story)
Let me begin by painting a picture for you.
It was the time of the year when c***dren started waking up early to be sure they wouldn't miss their bus. Those who were fortunate enough to have to chase after the bus because they wanted to continue to enjoy sl**ping in were able to get their exercise in early as well. Luckily for me, I did not have to catch a bus. I was able to drive myself to school. As I ... Continue»
Posted by totalrandom 2 years ago  |  Categories: First Time, Gay Male  |  Views: 2200  |  
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One of my favorite fantasies

I was sitting at the bar at a local nightclub ,just watching everybody having a good time when I notice a blonde couple at the table closest to me .the bartender hands me a drink and says that the couple bought it for me and invited me to join them at their table . They introduced themselves as Don and Tiffany we talked for a while ,and then Tiffany asked me to dance,I look over to Don and he gives me a nod.We went to the dance floorand danced to a classic rock song when it ended a slow love song came on so I turned to leave She grabbed me by my balls and turned me around and gave me the most ... Continue»
Posted by diamondave65 2 years ago  |  Categories: Anal, First Time  |  Views: 1870  |  
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My friends mum. Kate and Me.

The following tale happened to me when I was 17 years old.

I was sl**ping at friend’s house, as we got d***k at a party earlier that day. I got slightly too d***k for my liking and decided I would make my way back to his on my own and call it a night; though they made fun of me for not being able to hold down my alcohol I secretly didn’t give a shit as I wanted to be with his mum as she is hot as fuck.

Kate was going through a divorce at the time and lived alone and liked me due to always lending a hand when she needed so we got on well. On my way back the heavens opened and it started t... Continue»
Posted by twitch_ed 3 years ago  |  Categories: First Time, Masturbation, Mature  |  Views: 4579  |  
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My first time

*Please note this is a TRUE Experience*

I have always considered myself straight never really looked at a guy and said "He's fit" like i would a woman. But about 4 years ago that changed.

One day my mate came over and we sat watching some porn. after the porn ended we sat talking for a while and it got round to sex. and to cut a long story short i asked him if he had ever questioned his sexuality as we went to a all boys school together. I said i had but fancied women teachers so knew i wasn't gay or Bi. he said he hadn't thought about it and said he would try stuff with a guy.

I s... Continue»
Posted by hornyljc 1 year ago  |  Categories: First Time, Gay Male  |  Views: 2650  |  
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First Time Sharing Wife

It all started at a lake one summer when I ran into an old friend. I told my wife that my friend had always said that he would like to fuck her. He never had said anything but I knew he wanted to just by the way he looked at her, and it was always a fantasy of mine to watch another man fuck my wife. She shrugged it off and said that I wasn’t telling the truth. I never thought to much of it as I had mentioned things like that to her before and she always said “yah right” or “whatever” and nothing more was ever said.
Our friend moved into our campsite a couple of days later as his f... Continue»
Posted by barnswallow63 11 months ago  |  Categories: First Time, Mature  |  Views: 1322  |  
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Making the Rounds

Ever since I was a little k** every summer I would go stay with my grandparents. And almost everyday I would go with granddad to "make the rounds." Granddad was a handyman. He had a little pickup truck with some tools in it and he carried a toolbox with a few tools and people would call him to come by and fix stuff or do some odd job.
As I got older I noticed that sometimes granddad would take his tool box inside some houses and other times he went in without it. Most of the time that he did take the tool box I was allowed to follow him and watch him as he worked. The times he did take t... Continue»
Posted by zimabean 6 months ago  |  Categories: First Time, Mature  |  Views: 2738  |  
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Biker Bar 1

I was driving through Mississippi on my way to Texas when I stop off at the local truck stop,
It took me around 20 minutes to get my Cab all free from the flatbed. The waitress in the restaurant
told me where there is a good biker bar to go to, It was now around 8 pm I decided to head over there.
The cab windows were fogging up now as I was driving down the road to the Club, I then found a nice
spot now so I can park my cab.

As I walk in through the door, I can hear and see that's might be my lucky night. As now I look down
towards the bar I found an empty bar stools. It was about 2 mi... Continue»
Posted by hotrodbear 1 month ago  |  Categories: First Time, Gay Male, Mature  |  Views: 4981  |  
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The Cleaner - An Adult Story

I just lost my job, 2 month ago. My friends were little help in finding me another one. It had been close to 4 years since I had to fill out a resume and go on interviews. First I was living week to week. Now I'm living day to day. Eating noodles and bumming day old pizza from my friends. I even had to use the bathroom at a local gas station, because my water got shut off in my small apartment. I was dreading having to see my landlord at the end of the week. I had never been 3 months behind on the rent. I did how ever still have a computer. I decided to take my lap top down to a local coffee s... Continue»
Posted by thebigboobbbwlover 1 month ago  |  Categories: First Time, Hardcore, Mature  |  Views: 1696  |  
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TWO SONS AND A MOTHER part 2

How could I have been so blind? All the pieces of the puzzle were there in front of me waiting to be assembled. Part of me could not quite grasp the idea of a mother and son behaving this way and another side wished it to be true and allow my to be initated into this secret congregation.
My head spun as I was sprawled out on the floor. Matthew rose and approached me with his cock very much erect and jutting out from the cloud of dark hair. He leaned down and hoisted me up. The proximity to his nude body had the scent of sex all the more overwhelming now.
But I could not remove my gaze fr... Continue»
Posted by slappywag64 2 years ago  |  Categories: Anal, First Time, Taboo  |  Views: 2603  |  
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