First Time Porn Stories
Page 449

My GF's gangbangs

So this is another story from my GF's college years...she asked me to share it because of how hot it was to her. We'll share more if we get good comments.

I was a freshman in college I went to a party that turned out to be me and a bunch of guys...one of them had a video camera he kept taking video of the party. Then one said they had an idea...they wanted me to strip on tape. I was pretty d***k and somehow thought it was ok, and it was kinda hot to have all those guys (I think 12-ish) watching me. So I started taking off my pants, panties, then my top and bra and before I got fully undress... Continue»
Posted by iceman1012 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Shemale Cam Girl Sample

Sample from "The Shemale Cam Girl" available on Amazon (http://www.amazon.com/dp/B00R0BADB8).

“Yes,” she pushed him down onto the couch. “Look, if you are going to suck my cock you are going to have to get better at it. I don’t just let anyone suck my cock, you know,” she shook her head and laughed. “I mean, you saw it? That’s not the kind of cock you just let anyone suck on and Joel, hon, that was not a very good blowjob.”

“I’m sorry,” he hung his head, not sure how to respond.

“No, it’s okay,” she lifted his chin up, leaning in and planting a kiss on his lips. “It was your first tim... Continue»
Posted by rehumanize 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Surprise Visit

I had been chatting for some time online with a guy who said he liked crossdressers and loved getting his cock sucked. we chatted numerous nights, roleplayed online. i guess, i don't remember, but i guess i gave him my address. but i worked long changing hours. one thursdau night about 2 am i was coming home from worked, turned onto my street when i saw a strange car parked there. as i drove by its headlights came on and it pulled out following me. i parked in my driveway and watched as it slowly drove past me. i was in the house about 3-5 minutes when i heard a car door shut then footste... Continue»
Posted by cdamanda 5 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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The maid's knickers - part 1

Ever since we lived in the Philippines, I've had this thing about maids and their knickers. I went to the Philippines for about eighteen months in 2008 and 2009, when my parents were working in Manila, and I used to be left in their house all day. It was pretty boring and I'd either spend the time watching the tv, or glancing at our maid scrubbing the clothes and cleaning the house to brighten my day up a bit. She had a nice figure and I used to like to watch her bottom move as she scrubbed the floor, or see her tits move as she reached up to peg the washing. Chi-chi, like most maids... Continue»
Posted by bobsmart 5 years ago  |  Categories: Fetish, First Time, Voyeur  |  
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Paying off a beggar....

(This story is entirely fictitious)
I was 16. The story is set in India.
Just like every other day, i had gone to a public park for a jog. Since it was india, the park had many homeless people. while jogging, I noticed a hot girl in rags, who seemed to be almost as old as me. She was searching for food in the dumpsters when I noticed her, and the wildest of fantasies popped up in my head.... would she let me bang her for money...?
I crossed her and continued my jog with the fantasy in my mind. After completing a round of the park, i returned to that spot, motivated to try and pull it off. B... Continue»
Posted by immalad 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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PE Teacher’s Physical Part 1

Keith Wilson was 47, married with 2 sons at University, and the PE Teacher at the local school and it was time for a full physical examination.

He went about my normal day and headed for the gym about 4:30pm to meet the Doctor. The local doctor was Mike Hardy, a married man in his late thirties with short cropped brown hair and a beard, who had come home to join his father's medical practice after he had finished medical school and working in a city hospital.

He was waiting outside the gym main entrance when Keith arrived and greeted him with a warm smile and a hearty handshake. Mike fo... Continue»
Posted by stevebearsa 2 years ago  |  Categories: Anal, First Time, Mature  |  
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Boss man kiss

I had just graduated from college and got a job with a large company. My first assignment was with a small factory in eastern NC. It was my job to help increase production.
I was introduced to a young married man named Craig. He was a manger but I was under the main ofice and not to anyone at the factory. It was odd but worked out just fine.
I was not dating anyone special. I had a girlfriend in college but we went our separate ways.
Craig's wife was going to visit her parents. Craig asked me to go fishing with him. His dad had a small cabin on the lake. The only problem it only had one bed... Continue»
Posted by dobsonNCguy 3 months ago  |  Categories: Anal, First Time, Gay Male  |  
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Me first time was a little odd

I want to say i will be posting more stories of my sexual experiences. but i thought i would share my 1st time i ever had sex. You name it, i'v done it. I'v fucked a young girl, a milf, my cousin, & my aunt (the cousin & aunt, they are not related to eachother). total i have fucked 5 girls. the 5th isnt listed. the 5th was my 1st experience & i will share a few sentences about how that happened. & then i will share my actual 1st time cuming in a girl.

my 1st sexual experience actually happened when i was 9 years old if you can believe it. the girl was 8. We were f... Continue»
Posted by 20Biboy 5 years ago  |  Categories: Fetish, First Time, Mature  |  
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True Stories



caught Wife


I was suppose to be away for the day, and my wife was off! For some reason, my Trip was cancelled and I decided to surprise my wife, so I didn't call her to tell her I was coming home!
I pulled in and parked the car above our house and snuck in the basement door!
I heard noises coming from our bedroom and it was my wife's voice!
I ssnuck up stairs and got to our bedroom door! The door was cracked a little and enough that I could see my long legged wife, lying on the bed, completely Naked and Saying a guys name, wasn't my name!
she had her legs spread furthjer then I ev... Continue»
Posted by adel5000 4 years ago  |  Categories: First Time, Masturbation  |  
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#1 - Nikki's First Experience

I had recently started my transformation and was just past 18. I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single wh... Continue»
Posted by Nikki_93 4 years ago  |  Categories: First Time, Shemales  |  
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the first time i had sex

I went to an all girls catholic high school, though I'm not catholic and not that it matteres my parents thought it was the best choice for me. The summer before my junior year I went on a tour of a popular teacher's college. There I met KiKi, I very hot, very sexy, very bisexual student at the teachers college. I took a liking to her and we exchanged numbers, you know...just incase I had any question..

We spoke over the phone alot, we became fond of eachother. We would do each otheres manis and pedis, hang out at the beach, anything. One day I went to her house for my routine manicure. The... Continue»
Posted by bOObsLikeMine 3 years ago  |  Categories: First Time, Lesbian Sex  |  
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Nursery nurse turned sex slave

A few years back my baby daughter started at day nursery. Over the first few weeks you start to get to know the staff, particularly those who were caring for her. Each c***d is assigned a key care worker and your point of contact. Most of the girls there are in their late teens early 20's and all shapes and sizes. Our key worker Jessica was a large girl with very large breasts, certainly from day one the thought of a tit fuck had crossed my mind. The weeks had turned to months, and you have idle chit chat when you drop off and collect your c***d.
One Tuesday I was working at home when there ... Continue»
Posted by DavieD71 1 year ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Cuckold

I was chatting with a couple from Canada, who contacted me on a swinger's web site. John and Sheri were a little over 15 years older than me. They said they spend the winter in Florida in the town where I live. They wanted to meet when they came down for the winter.

When John and Sheri arrived in Florida, they set up a meet at a local restuarant. I went to the restuarant and met John. He said Sheri sends him to check out the people they meet. After talking with John for a while he suggested we go to his house and meet Sheri. I followed John to his house and met Sheri. She was absolutely go... Continue»
Posted by h52202181 5 years ago  |  Categories: First Time  |  
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Karen My Best Friends s****r

Karen My best friend’s s****r

I had always had a crush on Karen and was always trying to get a look down her shirt or up her short skirt when I was over at Bill’s house. I was 15 years old when I first meet her and from that day on I knew that one day I would see her naked body and hopeful get to use my man hood on her.
Karen was 4 years older than me , but always treated me like I was special , She was so bubbly and smiled all the time . She would hug me whenever she saw me and I was always willing to feel her firm breast crushed against my body. Karen always wears the sexiest out fit... Continue»
Posted by bigcityguy 5 years ago  |  Categories: First Time  |  
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Closest I ever got to sucking cock

This took place over 10 years ago. I won't explain the circumstances but let's just say I was in an environment where this was a possibility. At that time in my life I was (and technically am still) 100% straight. I was a a coed group for over a week, traveling through the province, city to city.
While in Toronto, I joined a few of my friends who were in the group to visit a local gay bar. Nothing much exciting happened there. Actually I received more attention from the fag-hags (who assumed I was gay) which really pissed off one of my gay friends who had been telling me he wanted to tea... Continue»
Posted by wantingtobi 3 years ago  |  Categories: First Time, Gay Male  |  
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My First Time

Our house was small and with everyone at home, it was always a lively, bustling place to be. The only problem with this, was that as a s*******n year old lad, with raging hormones, I had little chance for any privacy.

For a small terraced property our house had a very long garden. My dad took great pride in how it looked and would spend his weekends ensuring it continued to look at its best. At the very end of the garden, hidden behind a row of conifers was my dad's garden shed and behind this, he had built for me a small covered play area. This ofcourse was built for me when I was younger,... Continue»
Posted by dekkard69 2 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Just another job???

Mmmm,slipping my fingertips slowly under the waistband of his clean, white boxers with a deliberate, almost theatrical motion I lifted the material off his flawless skin then after a moment it dawned on him and lifting his arse up off the bed allowing me to calmly ease them down.

I lay between his parted legs,my lips brushing his belly, tongue moistening a damp trail heading deliciously south of his navel.I used that waistband to restrain his straining manhood until it could no longer hold him back from springing bolt upright and quivering like an arrow that had just struck the tree trunk.... Continue»
Posted by badpenny72 1 year ago  |  Categories: Anal, First Time, Gay Male  |  
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First Time Anal

I have always been intrigued to see how it would feel having some kind of toy or dick in my ass.

I am a 24 year old male who has only ever been with girls but has always had an urge or a curiosity for guys. My girlfriend is sometimes a bit shy when it comes to the bedroom department where as I am always horny and always up for trying something new and different. My girlfriend knows of my feelings in regards to men and is 100% fine with them.

Recently I brought up the idea of anal play. She is against any anal being performed on her but said that she would try it on me if I was really wan... Continue»
Posted by thehearts 6 years ago  |  Categories: Anal, First Time  |  
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In flight service

Flew back from New York last week with Delta airlines. Flight was nearly empty, so plenty of room to sit. Had a row of three seats to myself. On the other side of the isle was an attractive lady also travelling alone. We got chatting, I said I had been in New York on business. she had left her husband there, he was something to do with the red bull air race.
Turned out she lived only an hour away from me in the uk. After dinner (it was a night flight) the cabin staff turned down the lights for people to get some sl**p. I asked if she wanted to sit with me so we could chat more easily, she did... Continue»
Posted by kwacker 6 years ago  |  Categories: First Time, Mature  |  
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My First Guy

Well this is a true story it happened to me about 22 years ago I was about 30 years old, had been experimenting with shemales but I meet this guy we'll call him Greg at a gay bar he was huge about 6' 8" tall with hugh arms big chest he probily weight in at about 280 lbs and small hips but with the best looking cock I'd ever seen on a guy it was at least 12" long, about 4" in diameter he was dress in short shorts and a t-shirt that he almost busted out of. His cock was almost showing out of the top of his shorts, my mouth was watering so bad I had to get a paper towel to catch my drewal. I walk... Continue»
Posted by rafael0058 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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