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First Time Porn Stories

Transition to Vikki, part six

AnalShemalesFirst Time

Continuing the story of Steven Jennings and his becoming Vikki. Mk 2 version, too many typos, and just didn't feel right. I woke early the next morning, still tucked between the soft, currently sleeping bodies of my two girls. Gina had turned in the night to face me, her halo of long black hair thrown all around her face, the pillows and duvet. She lay there smiling to herself as she slept, lost in some dream. Her breasts pressed teasingly into my arm, the metal nipple bars adding to the sensations. Right now she lay with a leg d****d over mine, her free arm across my chest. She looked so lov… Read more

Posted by fluffy1 5 days ago 2 942 100%

“Oh fuck, Annie

First TimeLesbian SexMasturbation

“I was thinking about it all the next day while I was away in Belfast,” she continued. “After dinner in the evening, I made an excuse about having a headache, and went back to my hotel room to look at Lush Stories again on my laptop. I read a couple more of your stories, then I looked at some of the other stuff. I found their store, and looked at the stuff they had, and found the Lelo vibrators. And I was so turned on, I thought sod the cost, and ordered one. And they must be really efficient, because it arrived on Monday – I couldn’t believe it!” “Which one did you get?” I asked.… Read more

Posted by stif266 6 days ago 2 3,787 91%

Kuscheliges vor dem Kamin (Teil 1)

First Time

An einem schönen Herbsttag hatten wir beide frei und wollten die Zeit miteinander verbringen. Am frühen Morgen wecktest du mich, indem du dich ganz nah an mich gekuschelt hast. Ich lag mit meinem Rücken an deiner Brust, dein Arm lag um meine Hüfte und hielt mich fest. Deine Hand wanderte zu meinem Herzen. Es begann schneller zu klopfen, weil ich dachte du wolltest meine Brust streicheln. Aber du legtest deine Hand sehr sanft auf mein Herz und küsstest mich auf den Hals und meine Schulter. Du brauchtest nichts zu sagen, diese Geste drückte schon so viel aus. Ich merkte wie sich ein Kloß in mein… Read more

Posted by susi13 6 days ago 4 368 70%

Gail straightened things out

FetishFirst TimeHardcore

Since I planted the thought of cuckolding in my wife's head it has grown like I'd never thought possible. Gail is a gift from God to me. At five four and one hundred pounds her blonde hair and blue eyes do draw attention from other men very often. I noticed this back when we dated and even though I felt a bit of jealousy I couldn't help but urge her to dress in sexy short outfits that would show off her perfect legs. The entire time we are together I'm in a constant state of arousal just from watching her drawing attention from men . Once at the state fair while getting on a spinning swing… Read more

Posted by woreout 6 days ago 2 3,229 89%

My Boyfriends Dad

First TimeHardcoreTaboo

My boyfriends dad My name is Petra, and I had been going strong with my latest boyfriend Tom for a couple of weeks now. We are both nineteen, and love sex. I would like to relate to you what happened to me last week which involved his father. Now I should explain here that Tom had warned me that his dad enjoyed sun bathing in the nude, and not to be embarrassed about it if I ever came across him in the all together. Well; one day I arrived at the house with my car to pick Tom up as arranged on a glorious day to go out for a ride in the country. What actually happened was that his dad ended… Read more

Posted by azara19 6 days ago 14 15,190 93%

The Dominatrix

First TimeHardcoreMature

Dom I am a nineteen year old lad who works out at the gym three times a week. I like to keep my body in top shape. When I have been sun bathing on the beach, girls would often stop and say hello, complimenting me on my physique. I have this thing about mature women you see, and often fantasised about being totally dominated by one, but had never actually done anything about making this scenario a reality....until just recently that is, when I happened across an advert in a sex magazine that I happened to be reading at the time. “Dominatrix requires young studs who are in need of corre… Read more

Posted by azara19 6 days ago 1 1,578 75%

Sexual awaking 2. The cross dressing Journey.

FetishFirst TimeMasturbation

Cont. from Sexual Awakenings And then, there were my sister’s clothes. I’d always had an attraction for female clothes. Even as a boy I loved looking at the women’s and girls’ section in my mother’s catalogues. I mostly looked at the underwear. It was exciting to see girls and women in bras and knickers. I loved slips too. They looked so smooth and silky. Strangely, at that time, I had a fascination for directoire knickers and can remember dreaming about wearing them. I also enjoyed looking at all the outerwear and shoes etc. thinking how nice it must be to wear all those pretty things. A… Read more

Posted by cyclosiss 6 days ago 4 1,210 60%

The Walking Couple

First TimeVoyeurHardcore

The Walking Couple I just thought that you might like to hear about what happened to me last week. The following encounter did take place. It is so much easier to write about an event that actually happened, because instead of dreaming up a story line, all you have to do is tell it just as it was. Let me first introduce myself, my name is Adam, I have just turned 19, and I enjoy going out for long walks in the country and beside the sea. It was on one of these trips along a narrow path that I could see a couple heading in my direction, so I thought that I would sit on a seat nearby so th… Read more

Posted by azara19 6 days ago 2 4,175 100%

First time Public sissy outing

AnalFirst TimeShemales

First time Public sissy outing I was actually doing it, my ear phones filling my brain with girl power motivation through my sissy playlist but still I’m nervous as fuck my little heart going a dime a dozen. I was certain the men in the pub could hear the sound of my high heels as I stopped to pull open the entrance door, no going back, I was about to ride this wave where ever it took me. The very second I opened the large class door a gust of wind swept my white dress up about to reveal my knickers and potentially my tucked little cock, quickly I pushed my dress down, one hand at my… Read more

Posted by dirtyjenna 6 days ago 3 2,026 89%

Kyle's first time, part three

Gay MaleFirst Time

After telling Kyle about my first time with best friend Zack, Kyle promised to make me forget about that first time. Standing up to face me, Kyle wrapped his arms around me and gave me one of the most affectionate hugs I’d had in quite some time. The mixture of the scent of Polo Black and his leather jacket already had my senses alive, but as he put his arms around me, my senses became aroused and were well on the way to what promised to be an unforgettable euphoric journey. Because he was nearly five inches taller than my five-foot eight body, his rugged frame fit me perfectly. With… Read more

Posted by 11austin 6 days ago 2 1,033 100%

Cuckold for Life Pt1

FetishFirst Time

This is a series of true experiences I have had with my wife of twelve years. Let’s start off by saying I have been a cuckold for the past ten years. I have watched my wife suck and fuck hundreds of men. I enjoy watching and participating in these sexual encounters. I will obey anything my beautiful wife tells me to do, in return I have had a wild sexual adventure that never stops. I can remember the first time my wife Amy took control of are sex lives. She told me that my cock belonged to her and that the only time I could cum was when she told me to. She had been looking at nasty magaz… Read more

Posted by 425olds 6 days ago 1,753 57%

Sharing The Gloryhole With My Wife...

VoyeurFetishFirst Time

I’ve sucked cock and have had mine sucked by other men since I was a teenager but my Susan didn’t know. I’ve wanted to tell her over the years but could never find a way to bring it up. It occurred to me that whenever we watched a porn flick she always made the same remark, “They always show girl-on-girl, but never show guys fucking other guys.” Fast forward to a month later, we went to our local porn theater wearing our usual “easy access clothing” and settling into a row in the middle of the theater, started to play with each other. I could usually finger Susan to two or three orgasms whil… Read more

Posted by AmorphiasCuckold 7 days ago 11 5,099 98%

My Fantasy Girl

First Time

This Really is a true story. I used to live in a large city in Florida that had a phone dating service. I was married but I was looking for something different. My wife is great in bed but her tits are just not that big. I always wanted to titty fuck someone but it would not work for us. I got on the service and I said I was looking for someone who was big on top and that I always wanted to do it between someone breasts. Well the ladies knew exactly what I meant. I finally hooked up with Kim and we agreed to meet. I was a little nervous because this was the first time I had done anything l… Read more

Posted by garywest 7 days ago 1 3,271 92%

A surprise for mom

First TimeHardcoreVoyeur

"Oh yes," Sarah moaned, as her husband fucked her from behind, "pound me, Baby Boy." "You like my big cock, don't you Mommy?" Gerald, her husband, role playing as her son, questioned as he slammed into her. "Oh yes, son, Mommy loves when you use her as your personal fuck toy," Sarah declared, near orgasm... pretending to be fucked by her son her greatest turn on... the idea of i****t with the young man she had raised from a baby so taboo it always got her off. "Come for me, Mommy," Gerald ordered, knowing his wife was close and that she craved being told what to do when they were in t… Read more

Posted by iamsuperman007 7 days ago 2 4,665 100%

In moms room

First TimeHardcoreTaboo

"Fuck..." I moan softly, sliding two fingers out of my pussy. They glisten with my juices and are pruney, but I haven't been able to cum yet. Maybe I need something more I think, remembering the magic wand I had seen in Mom's room. I push myself off of my bed and stretch, before walking out of my room and down the hall to my bathroom. Washing the grool off of my hands, I examine my body in the mirror, first looking at my face, which people tell me is pretty, and my brown hair, which extends down to my back. My c cup breasts are firm and my pale nipples ride high on them. Then I look down to my… Read more

Posted by iamsuperman007 7 days ago 2 7,344 100%

Bi Couple Tricked Me

First TimeGay MaleInterracial Sex

Before I met my wife I had a few sexual adventures that involved Bi married couples. My favorite is a Bi married couple, who turned the tables on me. I though I would get some pussy from his beautiful wife. Let her suck and fuck my cock. I would suck her pussy and lick her asshole for her BUT NO, She let me know real quick that I was only there to suck her husbands cock before and while he fucked her ass and cunt. Then I was to lick his cock clean. She told me that while I was sucking her husband's cock she was going to be talking nasty and calling me CumSlut. She also told me that I would… Read more

Posted by 425olds 7 days ago 1 5,182 80%

Unwrapping mommy on Christmas

First TimeHardcoreTaboo

If there is an i****t goddess I was a grateful recipient of her bounty on Christmas Eve... although at first it sure didn't feel that way as I drove through a wild winter storm. I was meeting my girlfriend three hours away at her parents'... as my family wasn't celebrating Christmas until the 26th; my sister was flying in later (fares at half the ridiculous pre-Christmas level). So I was driving three hours north (or perhaps it would take far longer since I was driving through a near blizzard) to spend one day at the in-laws, which would be torture. The one bright star was Shannon had pr… Read more

Posted by iamsuperman007 7 days ago 2 5,946 100%

Gary, the virgin

First TimeHardcore

Last week I was over at my girlfriend Sandra's house. We were planning our trip to Las Vegas to hunt down young boys to fuck. Sandra is in her late 30s and is way too hot with dirty long blonde hair and a full figure. She's recently divorced and has an 18 year old stud son. His name is Gary and he's 6 foot 2 inches tall with blonde hair and blue eyes. I've had my eye on Gary ever since he was in elementary school. We smoked a fat joint together and take two lines. So I got really excited when Sandra asked me to seduce her virgin son. Gary had confided in Sandra about being a virgin an… Read more

Posted by Hannah100000 7 days ago 2 1,893 83%

Sexual awakenings (true story)

First TimeMasturbation

I didn’t have an older brother to give me any pointers when it came to matters of sex. I engaged in banter with my friends but none of it was very instructional. I just went along with it, pretending I understood what was being said. But I was pretty naïve. When I started to get erections I knew what they were but I didn’t know exactly how it all worked. I knew guys put their hard penis inside a girl’s vagina but that was about it. I certainly knew nothing about masturbation. I’d had a couple of wet dreams but I was just as clueless about those as well. I clearly remember the first time I had… Read more

Posted by cyclosiss 7 days ago 1 2,602 100%

CONFESSIONS PT 5

FetishFirst TimeTaboo

CONFESSIONS PT 5 These are confessions and stories people have sent me. Do you have a confession of something you did, or something you'd like to do? Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc. ====== CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERS --- I have never had a woman know about my love of panties. My ex wife would blow me but not swallow even when I showed her it wouldn't kill you. My present wife will not even kiss the tip of my cock. I love oral sex and both wives liked me to go down on them.… Read more

Posted by PantieLoverCotton 7 days ago 1 1,452