First Time Porn Stories
Page 468

My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.

In August 2007 I was 24 years old and was constantly masturbating to shemale porn. My best friend was getting married and ... Continue»
Posted by feinor11 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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my night of terror and pleasure

To begin with, I had my son when I was 15.I am 32 and he is 18 We were always very close as a single mom I was over protective of him. In any case, he'd seen me nude many times. Plus shared my bed on stormy nights. Our state allows you to set up two or more campsites but someone has to be there over night so my son and I drove out there and pitched camp. We had some beers and I made campfire supper. We went to the lake to check things out I am 32 and he is 18
I love to skinny dip and after seeing no one was around so in I went, followed by my son we swam and played like always, dunking ... Continue»
Posted by xhamporn 5 years ago  |  Categories: Anal, First Time, Taboo  |  
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Her Black B'day Present

It was January 2003 and it was my wife's B'day soon and I had decided that after all the years of fantasizing about her being taken by a black man, watching as she cum so intensely while thinking about it and watching porn movies of big cocked blk guys destroying white women's pussies, mouths, and asses with their cocks that I was going to make it happen for her. I knew she didn't believe that I really wanted her to do it down deep but I knew that it made me really hard thinking of her moaning and screaming while some big cocked black man was pressing his dick deep into her and making her love... Continue»
Posted by rocket58 2 years ago  |  Categories: First Time, Interracial Sex, Voyeur  |  
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Step Mum ( True Story and needed to tell someone!!

going to keep this short about what happened as id like to know your thoughts and comments.

my step mum and me have always got along for years and often at parties and get togethers if tipsy we have flirted, nothing serious or heavy just comments to each other and once she pinched my bum and ive done the same to her all light hearted stuff.

ive had a terrible couple of years and got invited to there place in spain, to cut a long story short I was over there for 2 weeks and my father ( a miserable man) and step mum was there for my first week but then went home, it rained on the Friday an... Continue»
Posted by ddavid987 9 months ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Not What I Expected

Billy and I ran to my house as fast as we could. It was Friday and school was out for the the three days. We got inside and thru our backpacks on the floor and got to the kitchen. We sat on the bar stools and I placed our prize on the counter, it was four blue pills. An older boy sold them to me for twenty dollars. He promised me that if we put one pill in a drink and give it to a girl she will have sex with us in twenty minutes. And she would not remember anything the next day. Billy and I have had hair on our balls for some time now, but we were not getting the girls probably because we we... Continue»
Posted by zimabean 1 year ago  |  Categories: First Time, Hardcore, Mature  |  
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The Teacher & His Cum Covered Student

I had 20 years experience as a teacher watching many a young girl develop into a beautiful woman. I got the occasional peek up a skirt, maybe a glance down a top but nothing like the experience that led to my recent & unfotunate sacking.

I had taught Jo-Beth since she was 15. She was always a pretty young thing, outgoing & a bit cheeky. She seemed to enjoy biology which was what I taught & we always had a great rapport. However as she turned 17 she became more interested in boys, her attention in class wavered as she flirted & teased the boys, on several occassions her constant chatting & d... Continue»
Posted by keen2trybi 4 years ago  |  Categories: Anal, First Time, Hardcore  |  
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Strip Card Game

“You seriously want to play this?”
“Of course, we all need to learn more about the human body and there is no better place then right here right now. Besides we need a little bit of fun tonight!”

That was Tommy. Always the one who got everybody in trouble, Tommy was the one in the group that everybody decided didn’t need to learn anything more. At 19, he had seen more then most people twice his age have seen.

“Hell, why not, it might be fun” said Shannon, to the shock of everybody. Shannon was looked upon as the quiet one of the group of frien... Continue»
Posted by Jbelly 5 years ago  |  Categories: First Time, Group Sex, Masturbation  |  
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Best Summer I ever Had

Well as i think back it was summer of 1974.School was over till fall.My mom wanted me to spend summer with my aunt may and help her around my uncles farm.My mom had the strange idea i was getting interested in boys,well hell i was 13 for gods sake.well i had been there for 2 weeks and the heat was terrible my aunt said annie there a young man out in back field stacking hay for your uncle take him this jar of lemonade.I started off wishing i had put my swim suit on then i could take dip in the pond.Iwent around corner of the barn and i heard water splashing and this gorgeous hunk came up out of... Continue»
Posted by warmsugarcookie 3 years ago  |  Categories: First Time  |  
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Staying with Aunt Fay

Milton had been staying with his aunt Faye for the last two days. He had been there as a helping labouring hand and he was the muscle in the helping of the refurbishing of his auntie Fays house. She had asked him and offered to put him up for a few days, she would feed him, clean for him and even pay him if he were to come over and do some hard graft. Her husband, who was Uncle Thomas to Milton, was out on business, having gone to a conference in Cumbria which was up North so he was very much important in the movement of items from the upstairs bedroom to the backyard skip.

Aunt Fay had her... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Slug Bug

My son and I were playing “ slug bug “ driving over to his grammas house from his donors side of the f****y. She’s always treated me nice and even supported me against her own son. My son said hey the next one who see’s a yellow slug bug wins and the loser has to do whatever the winner says. I said fine and kept looking for a yellow slug bug. When Richard yelled out slug bug yellow and said no hit backs. I told him unfair because the slug bug was being towed he said doesn’t matter you lost. You have to do as I say now. All through the visit with Grace I would look... Continue»
Posted by xhamporn 5 years ago  |  Categories: Anal, First Time, Taboo  |  
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My First Night Intruder

I have always leaned toward a submissive side. My curiosity was building. I had a fantasy to have someone enter my apartment while I was sl**ping and take me. I couldn’t get this fantasy out of my mind and finally I decided to make it happen. I posted an ad on a local website. The ad read something like Submissive Bi-Curious Male looking for someone to sneak into my apartment through an unlocked door while I sl**p and have your way with me. In my gut I knew this wasn’t the smartest thing to do or try, but I couldn't help it.

A few days later only one person responded to my ad. We exchanged ... Continue»
Posted by kbking70 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Me, my wife and a friend

So my wife and I have a mutual friend that we have both know since high school. She comes over and hangs out and we all go out together and we are all really close.
Now I am always a touchy and flirty guy and I can't help it. I just love a girl's body and I cant resist. My wife knows this and she pretty much accepts it unless I were to go to far with it. So one night the three of us were hanging out drinking and watching some movies at home. We weren't d***k but had a nice feeling going on. Our friend was sitting right next to me and my wife was on the other side of her. Our friend kept shif... Continue»
Posted by happyending69 4 years ago  |  Categories: First Time, Group Sex, Taboo  |  
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Cooking With Mom

This story happened when I was 17 and through my parents divorce and the shuffling of k**s I wound up living with my Mom, just her and me. Her boyfriend had moved out a few months before. And even though Mom went through a wild phase right after the divorce she didnt seem to date much now. Of course, I had the normal teen fantasies about her but never really acted on them, I had a long time buddy that lived downstairs in our apartment complex with his Dad, also divorced. His Dad, Bill, had a reputation for nailing a lot of women. Mom knew this too since Greg, his son, talked openly arou... Continue»
Posted by fl44bothways 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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cousin Kathleen

our families were fairly tight knit and we had large families. When i was 13 and was seriously thinking of sex all the time I was too naive to think ,y cousin would do anything with me even though I sure thought about having sex with her.
We were at my grandmas cottage and we got a chance to enjoy the rowboat by oursleves. I rowed out to some deep water and my cousin was sitting oppostie me facing me with a knit sathing suit on. Even though she was sknny as a rail her pussy was real nice to view in her suit. It formed a gorgeous camel toe. I was rock hard looking at it and didn't care if she ... Continue»
Posted by dusty48180 2 years ago  |  Categories: First Time, Group Sex, Taboo  |  
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Making Mom Happy

Making Mom Happy

He was sitting on the couch playing Madden 2005 on Playstation 2. His 18th birthday was last week and the game was a gift from his parents. He had been playing it nonstop since he got it and was now in the Super Bowl playing against the Green Bay Packers with the Pittsburgh Steelers. He was trailing by five points and needed a big defensive play to keep his hopes alive. On the next play, he got what he needed. Joey Porter intercepted a pass and returned it to the Packers’ 35 yard line. He heard a door slam and keys crash onto the table. Turning to look at the commotion, he ... Continue»
Posted by paul73 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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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 7 months ago  |  Categories: Anal, First Time, Gay Male  |  
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subway/alley fantasy,younger woman/olderman

The man behind me slipped his hand up my skirt and I froze. Crowded subways were full of perverts. they were a dime a dozen. This man was older, maybe in his forties at least, and huge. tall and broad like a football player, his thick fingers felt longer than they should as he rubbed my panty-covered crotch. I was wearing a denim micro mini, so it wasn't hard for him to reach. His fingers pressed and rubbed, gently then firmly, tracing the line of my labia. he kept at it til I was wet, panties drenched against his fingers.

I never made a sound and only looked at him when he stopped. he got... Continue»
Posted by missylissa 3 years ago  |  Categories: First Time, Mature  |  
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Sexgift : Christmas present to a 19 year old

December 24, 2009 - 1:25 PM

We have a young, just turned 19 year old boy, neighbor who has helped us in doing chores around the house and fixing minor problems. He has clearly been eying me, but in a sweet way. I talked with him a few weeks ago and I jokingly asked him about his sex life with his girlfriend. He blushed and told me that he is more friends with her and that there is no sex going on between them. That opened me up to ask him about his experience with sex, and he told me that he has had sex, but didn't think of himself as very good.

Now this is no stupid k** who I thoug... Continue»
Posted by billstew 4 years ago  |  Categories: First Time, Hardcore, Mature  |  
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Stranger in the Elevator

I had just left my father’s office after bringing him lunch while I was downtown shopping. It was one of those tall skysc****rs and his firm’s office was on the 48th floor. When I got on the elevator there were only three others besides myself, just some business men. I had my purse on my shoulder and my shopping bags in my right hand. I was heading home for the day. As the elevator descended, it stopped every few floors and more people entered.
On the thirty-fourth floor a group of people crushed in and our elevator was completely full. I wasn’t quite squished, but the rearranging move... Continue»
Posted by AZgirl1975 2 years ago  |  Categories: First Time  |  
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wife's first black cock

My wife was never into black cock even though I tried talking her into it so many times just wasn't her thing, anyway we decide to try a swing house not too far from where we live the gentleman they have show us around happened to be black and his name was Chris as we're taking the tour I bring up how she's never been with a black guy before of course he gets a big smile on his face she just gives me this dirty look..lol..
Anyway after showing us around he said hope you have fun and he leaves I keep teasing her and she just says not going there over and hits me.. I take her into a room with a... Continue»
Posted by ranmanrd 6 months ago  |  Categories: First Time, Interracial Sex  |  
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