First Time Porn Stories
Page 466

First time trying anal.

I didn’t actually write this one, a very dear friend called Wendy wrote it and asked me to have it published, here we go – be kind to her in your comments:


My first time trying anal was with Chris my b*****r so I would have been in my early teens. Somehow, it wasn’t done deliberately, well, I suppose it was, but not like, “Well we have tried everything else, might as well try this.”

It was like just experimenting and meaning so much to each other that we couldn’t wait to try everything and that was just part of what we were desperate to try.

From the size of my pussy, he could see... Continue»
Posted by pinks43 3 years ago  |  Categories: Anal, First Time, Taboo  |  
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BBC losing virginity to fat older woman

Ever since I was a young boy, I have had a condition where my dick would suddenly get hard and grow like crazy. Some days it would only happen once a day and other days it would happen up to 4 or 5 times a day. It didn’t really bother me at a young age. Sometimes my dick would get so hard that it did hurt a little bit, but it would never last for very long, so I never had to pay to much attention to it.

It started getting worse when I was 14 years old. I don’t know what triggered it, but I can remember that it was starting to become a problem at that age. I had my first “real” girlfriend wh... Continue»
Posted by giandro84 10 months ago  |  Categories: Anal, First Time, Interracial Sex  |  
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step mum pantyhose

I was 18 yrs old and just moved into my dads and step mums house..Its a saturday night and my step mum was getting ready to go out..as i approached the top of the stairs i saw her slipping into a pair of sheer black tights..her big hanging tits brushing against her nylons as she pulled her tights up to her waist..i froze..just staring at her huge purple nipples.she smiled reached for her bra,bent over and sat her perfectly formed tits into her bra,re adjusted herself and closed the door...we arrived at the pub to meet friends and started knocking the drinks back..as the night progressed my ste... Continue»
Posted by hoseuk 3 years ago  |  Categories: Fetish, First Time, Mature  |  
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You've Got Shemale.

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.



I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.

I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little selection and those that were in that range were surprisingly stuc... Continue»
Posted by MysticDude 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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My first adult cock, part 3

As we pulled into Dougs driveway the older gentleman turned to me, his eyes lowering to my crotch and lingering for a moment. Though I was nervous my cock had begun to swell with my excitement as I had loosend the leg of my shorts. But as his eyes lingered I felt my heart race and felt my cock swelling faster now, I became filled with embarrasment and excitement. I felt my face flush as his excitement became apparent, in that instant I wanted to peel my shorts down and offer him my smooth young body as I begged him to allow me to taste his large cock.
As his eyes raised all I could think ... Continue»
Posted by Adicksion 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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My First MILF... (OMG)

My First MILF... (OMG)

in my first story, (the meeting) i shared how we met, now, I will tell you the incredible true story of our first shared lovemaking.

Her name is Connie. She has no lack of confidence, she's very sure of who she is, and what she wants and needs. At the same time, she's a little girl and a woman with a wonderful sense of love, joy and life. She's just fun, and is really nice to be around... and a good person you would like to have as a friend. She has an incredible smile, bright eyes, and very soft light brown hair. A great figure for a 55 year old woman, quite... Continue»
Posted by lynnp123 5 years ago  |  Categories: First Time  |  
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My First Anal

I was laid in my bed one Saturday morning feeling really horny, i was hard as a rock with morning glory and decided to have a wank. I was really in the mood for it and wanted to have a really good one. Im circumcised and really like to use lube, for long and slow wanks.

I had been working it for a good ten minutes slowly, twisting at the top and gripping it strong when i hear my bedroom door opening and shocked i spun my head round to see who it was because i knew that my mum was at work so i had the house to myself. Steve walked in to my room saying "you should really learn to lock your fr... Continue»
Posted by khindle 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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A new relationship

My name is Polly, I'm 23. This story is based on my diaries and memories from when I was 16.

My father died when I was 7 and Mum remarried when I was 12. I got on very well with Mum's new husband and his daughter Sarah, who was three years older than me. Neither of us had any other siblings.

When I was a little over 16 my Mum got a part time job and one Thursday, as was usual, the house was empty when I got home from school. I got myself a drink and took it to my bedroom. I had my own TV and started to watch a quiz program. It wasn't long though before my hand wandered up my skirt ... Continue»
Posted by pollyac 4 months ago  |  Categories: First Time, Lesbian Sex  |  
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Homecoming Sex (BEST EVER!)

Here's a story written in first person from a 16 year old me. :) After reading these stories often I finally have built up the courage to write about the craziest, best night of my life. I’m 16 years old, about 5’3” and a little on the thick side but in an athletic way. I have 34 DD tits and a round juicy ass that boys have always loved. At school I usually wear short skirts and low cut shirts that show off my boobs and legs which gets everyone looking. The story that I’m writing about was my first real sex experience and I decided to include every little detail because I really am proud of i... Continue»
Posted by fuckqueen89 5 years ago  |  Categories: Fetish, First Time  |  
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the naughty bridesmaid...a spanking good time!

The wedding reception party was starting to break up, and I was looking for a ride back to my apartment. My roommate who drove me to the party, had disappeared with one of the bridesmaids. Fortunately, I saw a neighbor friend (Linda) who lived in the same apartment building, hanging out with some of the bridesmaids. I wandered over and explained to her what happened, and she laughed and offered to drop me off on her way home. Then she introduced me to her friend Sherrie (one of the bridesmaids) and told me she will be coming along also since she was staying over at her place for the weekend. S... Continue»
Posted by mrclitoralman 4 years ago  |  Categories: First Time, Hardcore  |  
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The Summer House - Young Lyn #1

The Summer House

I am deleting all age references, but I was young!

I had a boyfriend called Jonathan, who was a year older. Just to give you a picture I was about 5 foot nothing at that age, and I had tits. I was to grow another four inches before I was done, and the tits not at all. Jonathan was already about 5 foot 9, and well built, with a big cock.

Although I was a virgin, I had messed about extensively with Jonathan’s cock for the last few months. He’d taken great delight in wanking it off for me, to show me how to do it, he said. I could never quite get it right, so I had t... Continue»
Posted by lyn_hornygirl 2 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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Unexpected friends CD fantasy

There really wasn't any planning to what had happened. Earlier that weekend, I had just felt this strange urge, so I decided to check online for something different to do that was new. Of course, I had done parts of this before, but most of them were separate in their operation. I had never done anything sexual with anyone, though I had posed, and the only time I had gone out as this was to see if I would be recognized. Maybe that was what convinced me to except his offer, as I somehow felt that I wouldn't be recognized by anyone locally.

So I had agreed to meet with a man at 8pm in a rathe... Continue»
Posted by RosalynLee3 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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The Hair Salon

This is a true story that happened to me a few weeks ago and I thought you all might get a kick out of it.
I run this hair salon and have done so for most of my life. I have customers that have been coming to me for thirty years. The other thing about me is that I have loved cock since I was in my mid teens. To me there are few things better than a man pounding his rock hard cock into my pussy good and hard and then draining his balls deep inside me filling my womb full of his spunk. My husband and I are swingers and we have an open marriage so this allows me to continue to add to my spe... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Hardcore, Mature  |  
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Myrtle Beach and Ariana



Here is that story...


1. MY S*STER’S OBSESSION

“How much longer?” my little s*ster, Taylor moaned.

“Just a little while,” I answered. I was driving my s*ster from New Jersey to Myrtle Beach, South Carolina just to meet some celebrity she’s obsessed with. She pulled out her phone and held it in front of my face, with a picture of the celebrity on the screen.

“Isn’t she cute, Adam?” she yelled. I pushed her hand out of the way of my view of the road.

I nodded and chuckled. “Yeah, yeah. She’s real cute,... Continue»
Posted by LouiseFairfax 2 years ago  |  Categories: Celebrities, First Time  |  
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My First Lesbian Experience

I think I always knew I was attracted to women as well as guys. I would catch myself staring at girls, transfixed by their beauty, lush curves and soft skin. But I hadn't yet admitted it to myself. When I had let it slip to my then bf that I liked to watch lesbian porn he was intrigued. Maybe at first he was afraid I'd dump him, but after that he wanted to help me explore that attraction.

First we watched porn together. He questioned me on what parts I liked, which always led to him vigorously eating me out. But what he couldn't try to replicate was my desire to touch, and taste. So after ... Continue»
Posted by RealRed69 1 year ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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The Fairy God Mother - Happy Halloween - BBBBTS

Buck's Big Boob Bed Time Stories....


The Fairy God Mother - Happy Halloween...

My parents were going out of town. My Dad always starts his vacation the week before Halloween. They won't be back for a month. I didn't ask were they were going this year. I was just happy to have the house to myself. I had just graduated High School a few months back. I was still looking for a job. I was in no hurry to get started in finding one. I don't think my parents cared if I got a job or not. I went to bed late. Got up in the afternoon and was a slacker most of the day.

I was just putting on a pa... Continue»
Posted by therealbk 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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Blackmale...d

My name is Richard and I work for a large brokerage firm in Atlanta, Georgia. I am the chief financial officer and make very good money. No matter what they paid me, I would still be in debt. I have a bad habit. I gamble. I not only gamble. I lose. I should have been putting money away for retirement, but we are in debt up to our eyes. I have been working here for the last 10 years and am a very trusted employee. Thank God, I had enough sense to put the house and car in my wife's name. A little about me. I am 46, 5' 10" and about 180. I consider myself in pretty good shape.

I place my bets... Continue»
Posted by sneakywild1ntx 1 year ago  |  Categories: First Time, Interracial Sex, Voyeur  |  
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Lisa gets a ride at the body shop

Lisa couldn't keep her mind on the road as she returned home from dropping the k**s off at school. The day was full of things to do and she had to get ready for the banquet she and her husband had been invited to this evening.
The banquet was important to her husband and could mean a promotion, but she couldn't help but think he was embarrassed to be seen with her. Two k**s and a busy life had robbed her of her hourglass figure she had 10 years ago when they were first married. She still had her curves, a fact she was proud of, but they were definitely larger curves than they had been.
Her h... Continue»
Posted by diddliedoo 11 months ago  |  Categories: First Time, Hardcore  |  
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Baker's Dozen 1

The night was quiet as I baked. Baked isn't as glamorous when I use it. By bake I mean, I placed frozen dough on pans lined with wax paper, sprayed with nonstick stuff, and put them in an oven. There's no sifting or measuring for me. I work in a grocery store. I don't mind it, though.

My night starts at midnight, when I put my finger on a small device that clocks me in, grab a cart, and begin removing out of date product from the shelves. All the while I make a list of what I need to replace said stock. All in all, pretty dull, but I don't mind it, though.

The night goes as usual, put t... Continue»
Posted by walinzor 7 months ago  |  Categories: First Time, Taboo, Voyeur  |  
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s****r in Law’s Power Goes Out

s****r in Law’s Power Goes Out

Tina s****r Barbra called in the middle of the night her power had gone out and Dave her husband was out of town, and she was scared and did not won’t to mess with it. So Tina asks me to go over and look at it I got up and got dressed and went over. When I got to Barbra’s house it was in total darkness. She stood at the door with a flashlight shining in my eyes. I took it from her and as my eyes adjusted I noticed that she was in a see threw nightie. I shook my head as I walked past her. I told myself regardless of what may hap... Continue»
Posted by g43 10 months ago  |  Categories: First Time, Hardcore, Mature  |  
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