First Time Porn Stories
Page 11

Win or Lose

[Authors note: This story has a dual ending. You can read through the whole story, pick your preference or if you’re feeling adventurous, grab a quarter and play along. Each outcome starts at either “*** I Won!” or “*** I Lost!”. Enjoy.]

My wife has the most incredible ass. Firm, round, with just enough padding to make it wiggle when she walks but splays open enough to show me her tight little pucker when she’s bent over. I’ve been trying to slip my cock in that entrance since our honeymoon. She always resists and resorts to any alternative to satisfy my anal desires. Today, it looked like ... Continue»
Posted by otherside823 24 days ago  |  Categories: Anal, First Time  |  
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Losing My Anal Virginity in the Gym Shower (True S

This is about my first time being fucked like the slutty, sex-crazed-bimbo I aspire to be, and my introduction to what would eventually be my uncontrollable sissification. I must have been around 13 and had developed a relationship based on fooling around with this close c***dhood friend of mine. He was a year or two older than me, sexually developing much faster than I was at the time. That summer his cock turned into a mans with little warning, and hair started to grow in new places to match the growing sexual needs in ourselves.

It's important to understand how things developed before he... Continue»
Posted by sissymissy00 24 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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teacher's pet

i loved the days when i had to wear my cheerleader outfit to school, mmmmmmm! it looked so cute on me and every time i wore it i felt like every boy and every man who saw me wanted to fuck me, and i was so sweet about it, pretty smiles for all of them and lots of flirty gestures. yep, my nipples would get so hard, i loved how they poked through the fabric, looking sooo cute, like they wanted to be sucked on. i'd wear my hair lose and a little messy, dolled up make up, lots of mascara and eyeliner, hot red lipstick, which i loved to touch up often, loved putting it on in front of boys, they'd s... Continue»
Posted by larakittycat 24 days ago  |  Categories: First Time, Hardcore, Voyeur  |  
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Did something I couldn't believe I did

Hello I'm kinda nervous to write this and tell you guys about what happen. My name is Keri I'm 22 years old I'm 5'7" 110 pounds 34b-24-34 lid ritzy blond hair pass my shoulders.
It was a Saturday afternoon and I was seating around my apartment. When my friend called me to see what I was up to I told him I was doing anything and he asked me if he could come over I was like ok. So after about 30 min he was over to my place I got up and let him in I was wearing a t shirt and black yoga pants, we were just seating talking and watching tv.
Then he asked me if I wanted to go ge... Continue»
Posted by keri_23 24 days ago  |  Categories: First Time, Interracial Sex  |  
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Every housewife should follow this!!

I would like to start out that as a 40 year old male, I have always had a fairly perverse mind while my wife is more on the prudish side. Over the years I have slowly gotten my wife to go from only making love in the dark and missionary style to introducing toys and talking about fantasies. Our sex life has gotten better and my mind has gotten more perverted the further we have come. A few years back, I was walking into the locker room at the gym I belong to and a black guy was changing. He was from Ethiopia and when his underwear came down, it just flopped back and forth. It was 12+ and very ... Continue»
Posted by kevin_long 24 days ago  |  Categories: First Time, Interracial Sex  |  
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Jill and Steven - Resolution (part 2)

Resolution (Part 2 of story)

Steven
I watched Jill’s excited face as you pulled me to the bed, and then her look of astonishment when my semi-erect cock sprang from my boxers. I could almost hear her mind asking “OMG! How is this going to fit inside me? What do I do?”

I actually apologized and suggested everything would be fine. We would go slowly. Unsure, she seemed willing to follow my lead. I knew she was still a virgin, and that intercourse could be rough for her with the mass of my cock. I disrobed for her, a sight I think she enjoyed, and then helped her out of her clothes. Nak... Continue»
Posted by ericalace 24 days ago  |  Categories: Fetish, First Time, Masturbation  |  
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A Mothers Secrets

***

I will try to tell you how my love for young boys turned into something much more than just a daydream.

But before I start I will let you know a little more about me. I am a mother of two handsome sons and I currently live in Sweden.

My first sexual encounter with a boy was when I was 19 and he was only 13. The relation was kept a secret. I was ashamed of my feelings for young men at the time so I went the "opposite" and married a man almost 10 years older than me.

I met my husband when I was 19 and I got pregnant at 21 - at that time I thought I had lost all contact with my de... Continue»
Posted by privat3stash 24 days ago  |  Categories: First Time, Mature, Taboo  |  
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Married Guy Loves First Time As A Sub Bottom

From my other posts, you will know that I am a married guy that loves his wife, but only gets sex a couple times a year. After turning to xHamster first to help jack off, and then later becoming interested only in gay videos, I ended up on Craigslist looking for fun. My first episodes were just jack off sessions, and then that turned into getting a few blow jobs. I then had to decide if I was going to be bisexual or not, and I was dying to get more involved. I wanted to suck a cock so bad, and I really wanted to have my ass good and fucked, just to see how good it could be. My other two p... Continue»
Posted by franklewis 24 days ago  |  Categories: Anal, First Time, Gay Male  |  
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Win or Lose

[Authors note: This story has a dual ending. You can read through the whole story, pick your preference or if you’re feeling adventurous, grab a quarter and play along. Each outcome starts at either “*** I Won!” or “*** I Lost!”. Enjoy.]

My wife has the most incredible ass. Firm, round, with just enough padding to make it wiggle when she walks but splays open enough to show me her tight little pucker when she’s bent over. I’ve been trying to slip my cock in that entrance since our honeymoon. She always resists and resorts to any alternative to satisfy my anal desires. Today, it looke... Continue»
Posted by otherside823 24 days ago  |  Categories: Anal, First Time  |  
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My first visit to a gay sauna

A little after my first visit to the gloryholes I was still hungry for some more new stuff, so I decided to do a little web browsing and stumbled into a "gay sauna".
I didn't quite know what was it about, but since the great surprise I got at the gloryholes, I decided not to read about it and just go.
At the entrance a small booth with a guy charging for the ticket. I paid and received a bracelet with a key, he told it was for the lockers and also handed me a towel.
I went in and first thing I saw was the lockers... I undressed, covered my waist with the towel, put everything in the locker... Continue»
Posted by Pepmeister 24 days ago  |  Categories: Anal, First Time, Gay Male  |  
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The most insane runin ive had on xhamster

Craziest encounter with a user on x hamster..... omg this bitch was insnae it started out innocent n sweet she lives very c;lose to me and is attractivebut. u can kinda figure out whos who. when i have mroe time ill edit it.. Im sorry I like when a girl dominatesme takes charge n kinda makesme her bitch. but dildos up my ass. male chstisty belts thatwont let me get an erection. AND SHE WANTED ME TO BUY THE TOYS B4 WE MET. I THOUGHT WHAT I ASKED WAS VERY RESAON ABLE.

1 - CAN WE HAVE SEX FIRST AND EASE INTO THIS WHOLE BDSM THING MORE THE SECOND TIME
2- WHAT AM I TO EXPECT I DONT KNOW WH
... Continue»
Posted by xxxdirtyfrankxxx 24 days ago  |  Categories: Fetish, First Time, Taboo  |  
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66 First time swinging for the Cromer couple.

66 First time swinging for the Cromer couple.

Having decided to try swinging we joined a well known online swinging site and uploaded our profile stating our interest in separate room swap and full swap with a few other usual type`s of stuff.

Being new to it we had plenty of reply`s and a number from single males who we discounted. We picked 3 couples who we liked the look and sound of and sent them our face pictures and received there's back. After some more chatting with the couples we picked one couple out.

Debbie and Kevin the couple arranged to meet the following weekend a... Continue»
Posted by alibodge 24 days ago  |  Categories: First Time, Group Sex  |  
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First time swapping

This is a story from several years ago when my wife(now ex wife) and I decided to spice up our marriage.

My wife and I met a couple through a popular swing site and after a few phone conversations decided to play with them. Their names were Jessica and Ron. Jessica was bi and my wife(Beth) was a little curious but a little nervous. After we arrived at their house we had a few drinks then started playing a adult game. The winner got to do whatever they wanted. During the course of the game we all slowly lost most of our clothes and then had to do what the cards said. Beth was down to he... Continue»
Posted by ccrlover1 24 days ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Weekend With Friends

My name is Tim. I have been happily married to a gorgeous woman named Rachelle for the past 23 years. We are both pushing 50, but it certainly doesn’t show. Up until around a year ago, we were overweight, out of shape and out of energy. I own a successful I/T consulting business, but years of long hours and 3 k**s who are now in private high school and college had left Rachelle and I needing an intervention. After being sick and tired of being sick and tired, we committed to a complete overhaul of our lifestyle. We hauled our butts into the gym with a personal trainer and put in some har... Continue»
Posted by makoshark4321 24 days ago  |  Categories: Anal, First Time, Group Sex  |  
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first porno theater experience

I drove past the adult theater a couple of times both checking out the place and bringing up my courage to enter. I was away on a business trip and during the day I had driven past this adult movie theater. It stuck with me all day and now, after dinner, I decided to act on it.

i pulled my car into the lot noticing that there were probably 20 cars there. ",MMM - this could only mean it's a safe place" I thought to myself. I walked into the bookstore section and sort of looked around at the magazines and movies that were for sale. i didn't see an entrance to the theater so i went up to th... Continue»
Posted by PattyOFurniture 24 days ago  |  Categories: First Time, Gay Male, Masturbation  |  
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a favor returned pt.1

Amy slowed her pace as she walked up to the wall of glass entrance and paused a moment with her hand on the door so she could down the last little bit of her protein shake. Swallowing with a grimace, she readjusted the shoulder strap on her bag and pulled the heavy glass door open of the main building of the company she worked for. She made a slight detour to toss the small cardboard container in a trashcan and then veered back to take the familiar left out of the lobby towards the company fitness center.

She fought back a yawn as she walked. After six months of dedication, it had become p... Continue»
Posted by pussyeater3300 24 days ago  |  Categories: First Time, Lesbian Sex  |  
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a favor returned pt 2

Amy had instinctively covered up with her arms when she was startled but relaxed and went back to wetting her hair after pointing in the direction of her bucket. "Help yourself."

"Thanks, babe," she heard Laurel say over the sound of the shower.

Rather than simply taking the whole bottle with her, Laurel had taken a step into Amy's stall and stood there squeezing a large dollop of shampoo onto her palm. Laurel slightly turned her head and couldn't help but admire her voluptuous friend's full, rounded breasts. She hadn't seen those puppies since the work conference. Laurel smiled; she w... Continue»
Posted by pussyeater3300 24 days ago  |  Categories: First Time, Lesbian Sex  |  
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The After Party

So back at Kathy's place, Linda led me to a shower upstairs, almost urgently washing us both. She was excited. In fact, I couldn't say I'd ever seen her this excited. Her excitement began to energize me and I had a feeling I was gonna need it.

Out of the shower I realized I didn't have any clean clothes. "Don't worry about it," Linda said dismissively. "Come on."

Grabbing my hand she led me naked down a hall to a door. I could hear people down stairs. Linda opened the door and led me into a darkened room. When she shut the door and turned on the light, I said, "Whooa!"

The walls were ... Continue»
Posted by trisexual69lvbbc 24 days ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Lion's Den

On midnight of my 18th birthday, I went to my first adult porn store. I drove 50 miles and waited until midnight to go inside. It was a large building just off of an interstate. It was called the Lion's Den. There were a couple semis and cars in the lot when I arrived. I was blown away when I walked in. I had no idea how many toys there were out there. I was greeted by the owners, an older couple in their late 50's...from what I guessed. They asked me to show my ID when I walked in. I have always looked younger so it was not surprising. They noticed that I had just turned 18 and wished me happ... Continue»
Posted by Daleharris 24 days ago  |  Categories: Anal, First Time, Gay Male  |  
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My lovely fuckloaf

It was my first day at university and I was at a mixer for freshers in my halls when I found myself staring at a girl. She was worth a stare, straw blond hair neatly tied in a single plait, pale blue eyes set high in a slightly pudgy face above the cutest little nose, and lips parted in a wide smile revealing perfect teeth. However, it would take me a beat or two to notice her most attractive features. I must admit it wasn't her beauty that had me staring at her, it was that she had neither arms nor legs. During that moment while I was so rudely gazing at her, she happened to glance in my dire... Continue»
Posted by PeteyAG 24 days ago  |  Categories: First Time, Hardcore  |  
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