First Time Porn Stories
Page 460

Milf from down the street

To start off with, there is a milf that lives across the street and 6 houses down from me. I have never really paid much attention to her, because one, I don't see her that often, and she lives on the other side of the block, so I am never really by her house. The only way I would ever see her, is if I was out in my front yard when she picked her k** up from my neighbors house. My neighbor watches a couple of the neighborhood k**s while their moms/dads are at work. One day, I was outside and I have just finished cutting my grass. She pulled up to my neighbors house to get her k**, and I left m... Continue»
Posted by jb9472 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Teacher learns a lesson

This is a story about a geeky schoolboy called Josh aged 15 and his frumpy teacher called Mrs Collins

Josh was the most ugly k** you could ever think off he had bright ginger hair spots all over his face a huge nose and big ears he had only one friend her name was Lizzy she was even more ugly then Josh they only met up now and then Josh tried it on with Lizzy once but she told him to fuck off so he never tried again .

Josh loved his laptop he could get into any account he wanted to he could hake in to anything find any ones password with ease his dad owned a few companys in town where m... Continue»
Posted by seagull64 2 years ago  |  Categories: First Time, Masturbation, Mature  |  
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my 1st time with another guy pt1

it was the summer just a week or 2 after I had taken my 3 A level exams, I was just enjoying myself before I had to think of university/getting a job. I was 18yo 5'6 tall short dark hair with a slim toned and hairless body and looking at old photos I guess I looked at least 3yrs younger than I was and quite a bit like the Olympic diver tom daley.

I was still a virgin it seemed like all my friends were getting some while I just wanked off to porn mags about twice a day(no internet back then!!!), I was waiting in a town centre pub my mates were late and I hadn't brought a drink as I had no id... Continue»
Posted by hotmechnaic 1 year ago  |  Categories: Anal, First Time, Gay Male  |  
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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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How I became bisexual (Part 2)

How I became a bisexual guy (Part 2). My story. For those who read my previous true story (titled: How I became bisexual), that event happened on a Friday. This part of my bisexual experience is what transpired during the rest of the weekend and it remains to this very day, probably the single most sexually life changing event in my life. It's now Saturday, in the early morning hours. My best guess, it's about 6 am. The sun has not yet come up but it's close. As I start to get up, I realize that I smell like baby oil and I am wearing a layer of cum that has dried to my skin and hair. I begin ... Continue»
Posted by fortworthfitness 1 year ago  |  Categories: First Time, Gay Male, Taboo  |  
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The New Sexual Awakening

Most guys lose their Virginity in High School, Trevor Smalls wasn't most guys.

A meek and reserved young man, Trevor had a tendency to fade into the background wherever he was, the one exception being the Chemistry Lab that was where he burned hotter than his Bunsen Burner.

Being from a modest background made socializing at Pinkerton University especially difficult, as many of the affluent students didn't take to kindly to mere Scholarship students attending their school.

But Trevor saw an in, a way of making his financial and socially difficulties vanish, the Janice Prize.

The ... Continue»
Posted by Johnny_Lee_Miller 3 years ago  |  Categories: First Time, Hardcore, Sex Humor  |  
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Losing my virginity on my birthday

It was my birthday and I was now 13. After some cake and a little party with a few friends, my parents were going out to dinner. Everyone else had gone home and Mom had called a sitter to come stay with me till they returned home. The sitter arrived and my folks left. Lisa, the sitter, was about 17, very pretty with long brown hair and a smokin hot body. We sat watching TV for a while and got aquainted, she had never sat for me before. As we got more relaxed Lisa seemed to be really focused on the movie and didn't appear to notice me looking at her.
She was sitting in a chair to my left and a... Continue»
Posted by querico44 5 years ago  |  Categories: First Time  |  
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Saturday night session with mum.

It was a Saturday evening and I was planning on going out for a few drinks to see some old friends. Being cold and frosty outside I couldn’t actually be bothered to bring myself to get ready and go out in the cold. Id not long had my shower and was lying in my towel when mum came past my door. ‘What are you doing hunny, are you out tonight?’ she said asked. I told her that I didn’t really fancy it and that I was staying in. ‘that’s great you can keep me company, your fathers working late’ she went on to say. Off she went back downstairs. Lying on my bed in my towel I done what most of us guys ... Continue»
Posted by 24_m_uk2011 6 months ago  |  Categories: First Time, Mature, Taboo  |  
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Too Young?

I just wanted to share this with everyone. This was my first truly sexual, bi-sexual and erotic experience. I would never be the same again...It was a beautiful, warm day when we were out of school for the summer. Robby and I and some of the neighbors were looking for some excitement. Cartoons and good TV shows only came on Saturday morning and in the evenings back then. It was a little boring, but, we found all kinds of ways of entertaining ourselves. There were five girls and four boys and me. Most of the others were older than me though. Robby and one girl, Amy, were about 3 years older. ... Continue»
Posted by BuggyC 1 year ago  |  Categories: First Time, Group Sex, Taboo  |  
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Fucking the School Slut.



During high school this girl was a fucking slut. She was always sucking cocks. People knew she liked having a big dick in her mouth. I always wanted to have her suck me off until i jizzed all over her face, but i never got the chance during high school. Near the end of this school year i got a facebook message from her. We chatted and flirted for a bit. I noticed that just the day before her relationship status was single, so i got stiff as a rock as i replied to her. Eventually we started flirting ... Continue»
Posted by wanksalo 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Innocent until introduced to sex

This is me :)



This is my first story so I hope you enjoy. Just so you know I am 18 but these stories are based around when I was about 4 years younger then I am now (You do the math hehe)

I hadn't had any sexual contact with any guy and didn't understand anything about sex, while in school I would pretend I knew what other people were on about but I had no idea. As I have a curvy body, small breasts, tiny waist and wide hips with a big round ass I got a lot of attention from t... Continue»
Posted by innocentteenblonde 2 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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MORNING SINS part 2

I could not contain myself. During gymn class I had to slip away into the toilets and jerk off. I hurriedly pushed down my shorts and jock strap around my ankles and sat down on the toilet. The others were out in the gymn and I would not be disturbed.
I conjured up my s****r Natalie in my mind. She was decked out in her school uniform--short sleeved white blouse, plaid skirt, white knee-high socks, and casual dress shoes. As I envisioned her my mind her blouse was open more the school allowed and the skirt was scandolously short.
A few firm tugs and my cock was very hard.
In my fanta... Continue»
Posted by slappywag64 5 years ago  |  Categories: First Time, Taboo  |  
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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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Jail Bait Part 1

You see, I work with criminals at a half way house. On their way out but not quite free yet. Like clock work at 7pm is curfew, i work with one other guy at this location. It's in The Bronx, a lot of people who live in the neighborhood doesn't know what kind of house this is. For the most part it's extremely quiet and neat. Most of the time I'm left alone in the house I work the midnight to 8 am shift.
This one night around 3:30am. I was reading a romance novel, a inmate walked up to the desk, he talked about his case. Like I wanted to hear it at all. Then suddenly the convers... Continue»
Posted by virginblood 5 years ago  |  Categories: First Time, Hardcore, Sex Humor  |  
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Homecoming week... pt 3

Coming back to my senses, I watch Christie's firm as sway into my private bathroom with big shower. I hear the shower kick on and see her step in.
Surprisingly, my sexual appetite wasn’t satiated by my first fuck. In fact watching her perfect ass and slightly tanned, sweaty body enter the shower, I was harder than ever. Almost as a man possessed, I crept into the bathroom and entered the shower. She was still in her post orgasmic haze as she didn’t hear me come in. My 9 inch cock gently prodded her in the back she reached her hand back to stroke me feeling my full hardness. My hands i... Continue»
Posted by dontbhatin 4 years ago  |  Categories: Fetish, First Time  |  
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Old times

For some strange reason this was what I thought I should be doing as a young girl. Well, after coming home from a date – spent most of the time kissing my boyfriend and him feeling me up – I was hot and bothered. When I got to my room my roommate was already in bed sl**ping – she didn’t have a boyfriend at the time, but she was much more worldly than I was. So I got into the room and changed into a t-shirt and my panties. I went to lay down and get some rest, but kept thinking about what happened on my date and how it made me feel. Well, I started to get worked up, I had been masturbating ... Continue»
Posted by dmccallum41 5 years ago  |  Categories: First Time, Lesbian Sex  |  
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Online Hookup

Jamie Harris typed in the user name and password of his account with his favorite online amateur porn hosting site. He was alerted to a new message. He clicked the envelope icon and viewed the correspondence from screen name ‘DLdriller’.

Damn fembunnybttm!!! I wanna get in that ass. Where are you located? I think we stay close.

Jamie fired off a reply with his location along with his email address and the number to his spare prepaid phone. He logged off the computer and hopped in the shower before heading to work at the clinic where he was the administrator. Later that day, Jamie retu... Continue»
Posted by faggyboi 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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A wet hot summer

This is a true real life story.

When I was twelve I passed the summer at my grandparents house in the country. I used to pass the day doing my homeworks and reading books. Nearby lived my aunt with my cousin. One day my cousin came to visit my grandma and we played in her big garden. She was 14 at that time and she looked gorgeous with red hair and pale skin. We was playing as I said and all of a sudden she told me she had to pee. We was deep in the wood and there was nobody around so I told her to do it there. She looked at me like she wanted to say "you little pervert". But with... Continue»
Posted by virgin805 6 years ago  |  Categories: Fetish, First Time, Taboo  |  
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Cassie and her b*****r do more than study.

It was a little after seven when my iPhone buzzed, letting me know I had a text message. I had it set on silent ring, since I was studying in the university library, which had been my practice for the past several weeks. Courses were getting much more difficult since I'd gotten into my major. The first two years were a breeze, but now I really had to study.

The text message was from my s****r, Cassie. She's in her first year at the same university where I'm a third year student. We're only one year apart in age, but I skipped a level when I first entered high school. We were both home schoo... Continue»
Posted by fotisampini 2 years ago  |  Categories: First Time, Taboo  |  
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The Pregnant Colleague

Being a software consultant requires much traveling. Every six months to a year you are placed a new assignment with new coworkers. This new assignment was no different. I had landed a development role on a large software roll out project in Jacksonville Florida. Since I had just bought a house in Atlanta I requested that I work Monday through Thursday and flew home every weekend. The company I was working for had contracted to 5 other developers as well, 3 men and 2 women, all of which traveled back and forth between home and Jacksonville as I did.

The guys were laid back and I enjoyed han... Continue»
Posted by shivagothe 3 years ago  |  Categories: Fetish, First Time, Taboo  |  
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