First Time Porn Stories
Page 445

My first crossdressed cocksucking (true story)

It happend few years ago. My ex gave me a "hall pass" to explore my sexuality although she didn't like me dolled up and looking like a cheap slut.

I was chatting for some time with this man on the IRC. He liked crossdressers, boys on the way to become fem sluts. He was mature, around 50. And he was also travelling through Europe.

One day, he caught me online and told me that he will be passing my town and stopping by in the hotel. I was supposed to meet him on friday night at the hotel. He gave me only one day warning, so i had to prepare the next day for the meeting. I didn't tell my ex... Continue»
Posted by kamislut 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Living in a duplex has is benefits.

This is one of many stories I have from when I lived in this house...this happened 20 or so years ago.

I lived in the upstairs portion of the house and a woman and her 2 adult c***dren (boy and a girl) lived with her. For the sake of obeying the rules, let's say that I was "18" and "Carol" was 49. Anyway, in a weird sort of way, she would always stare me down when I was in their portion of the house. She was a little "off" because of how much LSD she did in the 60's and I was told that she actually had a nervous breakdown so, for her to stare off into space wasn't anything out of the norm. ... Continue»
Posted by t1914 3 years ago  |  Categories: First Time, Mature, Voyeur  |  
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Rachel and Stephanie (part 6 - The Phone Call)

The Phone Call

When we came into the house from the patio we had both started to shiver a little, it was a warm evening but eventually the rain had started to chill us both. It was almost 10.30 now and Stephanie should have been in bed half an hour ago.

I still intended to get her into her bed soon but after our fun and games outside I had no intention of leaving her alone there to sl**p. First however we both needed to warm up and then dry off.

Stephanie took me by the hand and pulled me through the house towards the bathroom. We made wet splashing noises as the rainwater ran ... Continue»
Posted by papa-echo 3 years ago  |  Categories: First Time, Taboo  |  
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first experiance with a guy

i wont say the age ill just say we were young. me an my friend from school hung around quite alot with each other when we were younger i don't see him any more which is a sad thing lol. he used to sl**p over alot at my house we made tents out of sheets and slept in them an what not. i cant remember how it happened but we measured each others dick size by putting are dicks together i think mine was slightly bigger but his was a bit thicker. we started from there we only did it a couple of times then it stopped we rubbed the heads of each others dicks together an maybe have a little stroke of ea... Continue»
Posted by jay21122 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First Day Working at tj Parlour Bolton

I started on trial at the massage parlour on Thursday the 6th June 2013..Took my chance at the parlour by turning up, and Candice the receptionist was rather nice, this parlour is for your more mature and experienced e****ts, various different girls and sizes...

They do have one or two ts/tv but I not seen any yet has they work on different day....I was asked to get changed into my gear, to which I wore a black fishnet dress stockings black underwear set and knee high boots..

Has I was getting changed another girl turned up, her name was darcy a very attractive mature slim tanned lady...... Continue»
Posted by curvynbusty 3 years ago  |  Categories: Anal, BDSM, First Time  |  
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when i m 18+


I am Reshmi. My sexual experiences started during ragging in 1st year at college. I was a virgin till this happened. The first experience was lesbian in ladies hostel with senior girls. But first something about me. I am 5'3"?, have a very fair complexion. I have a figure to die for 34-26-36 & I like to tease boys. Now enough of me...

This happened as a part of ragging in the ladies hostel. It was one Friday evening after two weeks from the start of college. As next two days are holiday, most of the girls from nearby places went to their home and will be returned back only ... Continue»
Posted by hot-sweety 3 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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I Get What I Want

Being a teenager is hard. No one understands you or takes you seriously. Even my parents, who are supposed to be the most understanding people in the world, forget I’m alive sometimes. The best part of my week is when my dad brings over his business partner, Jack. Jack is tall, has beautiful brown eyes, the darkest brown hair, and lips that make me melt. There’s only one problem with him, he’s 35. That’s just over twice my age, but that doesn’t stop the dirty thoughts I have about him. But I get in to that, I’ll tell you a little about me. I’m 18, 5’1” tall, and have boobs big enough for two p... Continue»
Posted by kerbibelle 3 years ago  |  Categories: First Time, Taboo  |  
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My first suck

I was after heavy night. Woke up about 9-9:30 with hungover. Straight away I've reach computer, and clicked into Internet chat on polish website"interia". I've decided that I'll go to room "gay". I was fancy big cocks earlier but never had courage to show it. I've found this guy from my city.. 40 years old (I was 27 that time), could drive to me, agreed with my conditions that we won't be kissing and touch our body's in kinda erotic way, so simply just sucking... I've told him it will be my first time but he didn't mind it at all..
I've asked him everything. How big is his cock (20cm, a... Continue»
Posted by Hornylikealways 3 years ago  |  Categories: First Time, Gay Male  |  
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My Sexy Teacher



Hi friends, I am a regular reader of these fantasies. You all have shared your experiences on the site and I also would like to share my first with you all. It is not a story but a fact of my life. I was in std. 15th at that time. I was very good at studies. I had tuition of my school teacher. Her name was Mrs. Riya. I had very good impression on her as a student. But I was very much... Continue»
Posted by juzzztin 3 years ago  |  Categories: First Time  |  
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Gorgeous cousin

I was 17 and Jean was 19. We had this cousin Stan, he was 14 at the time. He was gorgeous and well built. We watched him grow up swimming in our pool and every year he got better and better.

One day Jean came and got me at the pool she said "you've got to see this." She dragged me to the guest house. We snuck in and I heard the shower running. I knew it was something dirty to get Jean excited. We could see into the shower and there was Stan naked showering. We only saw his ass, which was so firm and tight. Then he turned and there hung this magnificent cock. I'm guessing about six inches l... Continue»
Posted by xtremsteph 3 years ago  |  Categories: First Time, Group Sex, Taboo  |  
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my first time

I placed an add in Craigslist in my area describing that I was a very curious closet CD looking for my first experience. After MANY replies (all of them were either from freak-kind of guys, or someone that quit right away), I got in contact with a guy that seemed to be the right one. I was interested in meeting in the woods in one of the many parks around this area and he agreed on that (after we exchange some pics to “known each other” a little and be OK with what we were looking for).

I arrived in my truck to this very isolated area and I saw a single vehicle parked there (was very nic... Continue»
Posted by pamcdnc69 3 years ago  |  Categories: Anal, Fetish, First Time  |  
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My naughty sex life in different parts!

Before I start I am not the best writer in the world and will make some mistakes, I am writing the truth, if you do not want to believe it do not carry on reading. I will be posting more pictures in the future.

How my sexual life first started...

when I was in school, I was still very busty much more than the girls in my year. Also I was skinnier than I am now in which made them look bigger :) . Now all the boys stared and the older boys would try to take advantage of me: being younger than them. I loved the power I had over boys and how their faces light up if I was to maybe undo 1 but... Continue»
Posted by ninaslut4321 3 years ago  |  Categories: First Time  |  
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VEET.....DONT DO IT........

After having been told my danglies looked like an elderly Rastafarian I decided to take the plunge and buy some of this as previous shaving attempts had only been mildly successful and I nearly put my back out trying to reach the more difficult bits. Being a bit of a romantic I thought I would do the deed on the missus's birthday as a bit if a treat.
I ordered it well in advance and working in the North Sea I considered myself a bit above some of the characters writing the previous reviews and wrote them off as soft office types...Oh my fellow sufferers how wrong I was. I waited until the oth... Continue»
Posted by knocka 3 years ago  |  Categories: First Time, Sex Humor  |  
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lost my virginity

I'm Madiha . I want to share the experience of how I lost my virginity in one of the most unlikely circumstances. This happened around 1 year ago.We had a marriage of one of my cousins in my native village.But,since I had my practicals just the day before which I cannot skip. My father stayed with me ,while my mother and younger b*****r went to the function a week earlier.Our native village was a 10 hr journey from my place by bus,but my father decided to drive in our car as it will be faster than a bus.

I finished my practicals successfully and came home to get all the jewellery and dresse... Continue»
Posted by radha6962 3 years ago  |  Categories: First Time  |  
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My BestFriends s****r

It was a typical Friday night. Amber and I were hanging out at her house like normal. It was our last weekend before school started. Our senior year it was going to be the best year yet. Amber’s older s****r Jessica was in town for the weekend as well so we all were sitting around watching a movie and eating popcorn. I hardly ever seen Jessica, and kind of liked it that way. I had always been attracted to her for some reason. I wasn’t a lesbian at least I didn’t think I was. I had a boyfriend, but there was just something about her. She was a little taller than me with long red hair, green eye... Continue»
Posted by sweetb84 3 years ago  |  Categories: First Time, Lesbian Sex, Taboo  |  
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How it all began.....

It all started 7-8 years ago, coming home after a night out in the town and feeling horny...

My shoe's left in a heap by the door and a trail of kebab meat leading up to my bedroom, I knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung onto the floor, I was humming my favourite tune as I used my toe to switch on my computer. Man I was so d***k and turned on, just looking for something hot to get me hard and to blow my load.

The computer loads up and I'm already down to my boxers, sitting on my chair, one hand on cock the other on the mouse.... Continue»
Posted by shemalesearcher 3 years ago  |  Categories: First Time, Shemales  |  
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The First Time

The First Time
The first time it happened, I was completely taken off guard. I was only twenty two then and my girlfriend Ivy was just two months older than me. We had been dating and living together for a few years, but still we spent most weekends at my parents since a lot of our friends lived in their neighborhood and we were two counties over.
Ivy was (and still is) a very daring, busty, brunette that loved to drink and have a good time, which at times included flirting with and/or teasing the guys we hung out with. There were a few times when some guys actually groped Ivy or got her to... Continue»
Posted by cuck-fan 3 years ago  |  Categories: Fetish, First Time, Group Sex  |  
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The Girl Next Door part one

Joan and Keith move next door a few years ago, middle age couple both full time workers, with their daughter Andrea a lovely looking girl of 13yrs, from the start we all got on very well usual barbecues, often sharing the bottles of wine, Andrea was always there cheerful as ever she was starting to develop into a very beautiful young girl.
It was a few years later by this time Andrea had now grown up a lot well into her teen years she now had a nubile fit body, her breasts had developed into a beautiful firm and well-rounded pair, I would find myself watching her as she sun bathed in the gard... Continue»
Posted by DrFingerwell 3 years ago  |  Categories: First Time, Taboo  |  
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The Resting Blonde 2

I woke up Sunday morning and called my friend john, I told him i wanted another of bottle of vodka. 50 bucks but it would be well worth it, i waited untill my mom left and my step dad went to work. Then i snuck into my there room and found what i was looking for. My step dad had these weird spasms and he had to take muscle relaxers for it. I took three of the valium and three of the Xanax that my s****r took when she had an anxiety attack. I crushed up two of each and poured them into the bottle, shaking it really well. After that i put the bottle under my bed like a normal day, and at nine ... Continue»
Posted by whodidthat 3 years ago  |  Categories: Anal, First Time, Taboo  |  
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SHE'S YOUNG BUT CURIOUS

my girlfriend lyn was called in to work at the hospital so i agreed to look after her younger s****r while she worked the grave shift which meant i'd have to spend the night. lyn's parents
were out of town for the weekend. lyn's s****r kit is a 13 year old brat who seems to always get her way. i've known lyn for about five years now and i have seen kit grow into a teen. she still
has a little baby fat but for a chunky teen kit has a rockin bod. her legs are her best feature
and i love to ogle her meaty thighs. i've been lucky enough to catch glimpses of her inner thighs
and panty covered... Continue»
Posted by qrystofer 3 years ago  |  Categories: First Time, Taboo  |  
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