First Time Porn Stories
Page 457

My first time

I sat in the car outside the address and to say I was nervous is a understatement. This was the first time I had ever done anything like this and I was half thinking of just driving away.

I had got messaging to Sara a month ago after liking the pictures they had posted. I was really in to clothed sex and the pictures showing Sara in a selection of boots whether they be leather or pvc, knee high or thigh high I didn't care as long as they have a stiletto heel l love them.

As for clothes I get hard for the slutty secretary look, a nice tight pencil skirt with some stockings and high heel... Continue»
Posted by big_rob49 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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first time with my ex girlfriend

I had a frustrating and long relationship with a girl in high school. Her name was Megan. She was 5'3, 115 pounds, blonde hair, and a truly beautiful girl.

Anyways, to make a long story short, she ended up finding another guy, and they began dating shortly into my senior year of high school. I was devastated, and began hooking up with other girls, but truly still loved her. We kept texting, and remained very close, almost too close, and she was in a relationship with someone else.

It was winter break, and I had just returned home from our holiday basketball tournament, and she texted m... Continue»
Posted by cutedave24 4 years ago  |  Categories: First Time  |  
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How I'm Fucking a Scumbag Lawyer



My name is Erin. I'm a 19 year old girl living in Mount Shasta, California. Last month, i tried to log onto my teengirerin xhamster account:

http://xhamster.com/user/teengirerin

But i couldn't log on because xhamster said my password was invalid. Then i went to my account, in the same way as any other user would do, to see what was up. Turns out that this guy named Mike, a 51 year old lawyer & CPA living in California, has hacked into and hijacked my account. I'm really ticked off about it and this story is about how i'm... Continue»
Posted by teengirerin 3 years ago  |  Categories: Anal, First Time, Sex Humor  |  
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Eating my bosses asshole

So I'm at work busting my ass all week it's Friday at 12 o'clock I'm thinking about leaving a little early to meet up with a girl I'd been chatting with online. I'm really handsome guy make good money and have no problem hooking up with girls in big New York City, However I'm really into anilingus and wanted to find a girl who share the same kinks I did. Now without exchanging pictures I really felt like I know what this girl looks like from her description. Tall, ebony, long legs, with a foot fetish and loves anilingus. Part of the reason why this is my preference in such a turn on, Is becaus... Continue»
Posted by realp 1 year ago  |  Categories: Anal, First Time, Hardcore  |  
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My story about my affair with a little guy with a

My name is Frances and I have been married to my husband, Rob, for a long time. For the past 30 years, I have fucked many men, while Rob has watched and in some cases, taken pictures or videos. Rob has posted two stories, on a couple of the fellows, including the one that I am writing about. I do not write quite as well as he but he asked me to write a story, so I'll give it a try.

I am an Irish- American catholic woman. I was raised by strict parents and when I was a teenager, I went to parochial grammar and high school, and yes I wore the uniform, Nuns taught us that pre-marital sex wa
... Continue»
Posted by ArizonaRob 5 months ago  |  Categories: First Time  |  
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Caught with s****r in laws panties part 1 (humilia

Firstly let me start by saying that I've never really had a panties/knicker fetish they've never really done anything for me. Recently my wife's younger s****r split with her long term boyfriend and had moved in with us, we've always got on fine and I had no problem with her staying with us. What problem could I find with an attractive 25 year old woman staying at our house, lol. My wife Lisa really liked having her little s****r around, they could spend hours shopping and chatting about random things I had no interest in.

My story starts one afternoon when I had finished work early and b... Continue»
Posted by flynn888 2 years ago  |  Categories: Fetish, First Time, Taboo  |  
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Camping with Stepdaughter 9

As we sat at the table trying to decide what to do we started to talk. I asked her which one of her friends had watched the movie of her mom and me. She told me that it was Susan our neighbor across our backyard. She is a hot little brunette with small tits probably b cup. I had always thought that she would be one that I wouldn’t mind having my way with. She then asked me if I would be mad if she wasn’t the only one that had seen it. Damn I thought I went from being step dad to porn star. I asked how many had seen it. She told me that her whole dance squad had watched it when the... Continue»
Posted by harry45 5 years ago  |  Categories: First Time  |  
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Old Man Young Tenant, The Beginning

I wrote this and posted at another site. This is MY work. There are 7 parts and I hope you enjoy reading them all. I am editing them as I post here so the spelling and grammer should be fine.

Alice was a student at the local nursing school and she, along with three other girls had rented a two bedroom apartment. They had classes most of the day but the weekends and holidays were open. School work keep them busy and they did not cause any trouble, well not too much. They were all cute girls and each one was different.

Alice was a quiet girl that stayed to herself mostly as she... Continue»
Posted by hotjohn1234 4 years ago  |  Categories: First Time, Masturbation, Mature  |  
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Fucking Mom (Not true story)

I am not author of this story.

While I was growing up, I lived in the California desert. My dad
owned a gas station and worked late a couple of nights per week during
the summer. This meant that my mom and I were alone those nights.
It was usually hot and mom often drank some wine before, with and
after dinner. We would usually do dishes after dinner and, in the
summer, she would change from halter top and shorts to a nylon
nightgown and sit down on the sofa with her glass of wine and watch TV.
She wasn't careful about exposing herself and I often got a brief peek
at ... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Mother in laws dream comes true

The local paper prize – a naturist holiday for 2, but no one to go with her and so she invites me, her son in law to be.
To set the scene a little first. My name is Chris, I was a 24 year old man at the time who had been with my girlfriend (Leila) for almost 5 years. We had a good relationship and were on the verge of engagement to be married (although I hadn’t asked her at this point). In previous relationships I had always got on well with my gf’s parents, I was well spoken with a good job and so the dad’s were always happy, also I had a look that for some reason older women found very han... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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A Night To Remember

So there I sat bored & horny. I was asked a question that I wasn't sure if I really wanted to answer honestly. In a long term committed relationship one would think you can be open & honest. I wondered though oh my goodness if I answer what will he think of me.

The question I was asked was is there any fantasy that you have & would like to see it become a realty. I immediately wanted to blurt out yes but I paused. I then asked what made you ask me that to which my lover responded well we've been together for a long time & I just thought you've never shared any fantasy with me so I decided ... Continue»
Posted by nanu277 3 years ago  |  Categories: Anal, First Time, Lesbian Sex  |  
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The first time with Carol

I had a next door neighbor called Carol, she was ten years older than me and she lived in the apartment next to mine with her daughter and long time boyfriend. She was a smoker and he wasn't so she would come over and smoke at mine, we would chill and sometimes as a group go out. Now she was a big girl, she had a really big ass and really big tits. Her tits were probably bigger than an E cup. She had long dirty blond hair and was ok looking. Now I never thought I would fuck her or she would ever become a fuck buddy. But we used to talk about anything including sex when we would get high and he... Continue»
Posted by xerosheartx 1 year ago  |  Categories: First Time, Hardcore, Mature  |  
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Hard-up Mom

My husband left me six years ago for another woman. My son and I have had to try and make it on our own and it has been hard. Being a single mom has its challeges, most of my time is spent working or tending to my son. I get very little time to date, and the few dates I have been on have not gone well. The few times I have had sex did not work out well either. But I do get horny and I can only masturbate so much and then I need a real cock.
The last time I had sex with a man, over a year ago, was at a party one of my friends took me to. We drank and danced and had a good time. I met thi... Continue»
Posted by zimabean 3 years ago  |  Categories: First Time, Hardcore, Mature  |  
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BIG s****r

My s****r Nikki is four years older than I am, and more than a little
attractive. That's something I noticed early on, maybe when I was
around ten. I know that seems awfully young to notice such a thing,
but that's the way guys are. Even though at that age they may not know
exactly why such things are interesting (and they certainly want
nothing to do with girls their own age) they're still interested in
girls who are old enough to be developed. Especially when they're
developed in the chest area. That described Nikki all right -
developed, especially in the chest area. She was an am... Continue»
Posted by brianbigdogsmith 6 months ago  |  Categories: First Time, Taboo, Voyeur  |  
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Night at a strangers house

Rain falling against my body...making my clothes stick to me....making my shirt see through...and see my size c cups....“God why today??!!!!!" I yell at the sky.
My small Toyota is broken down on the side of the road...there's a hurricane heading down to my small island....samoa..and everyone had to go home and find secure shelter....the wind tugging at my clothes...the rain beating against my caramel brown skin...I groan in frustration...I look for some cars...but barely any on the road....probably at their homes staying warm and secure...fuck..“of all days why today?!!!", I yell once more a... Continue»
Posted by islandslave 2 years ago  |  Categories: First Time  |  
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Hot Sex with "Hot Chick"

Back when I was in college I had this Spring Fling and it has been 9 years and I still think about it. I was a junior and she was a freshman, she was taking some courses in the same major I was and we were in 4 of the same classes. I never knew her name but I referred her to as Hot Chick… She had a tight fit body with a sexy face. I could sl**p sometimes cause she was in my head. Well before you knew it she was put into our project group by our teacher. She was the only freshman while everyone else was older. By now we became friends and I knew her name.

Well one night while all six of us ... Continue»
Posted by barista110 4 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Happy Birthday Wendy!

So far...this ahs been the worst day! No one at work remembered her birthday, there was no singing, no cake, no congratulations. Everyone just acted like it was a normal day! Wendy checked her voice mail about a thousand times. No one called to leave a message. Her e-mail was filled with the usual junk, and work related topics -- no wishes for a happy birthday. At least she knew she could rely on her friends at xhamster.

Nothing. In fact her messages icon was blank. No one had even written today!!! How can this day get any worse? She drove home puting. She was actually feeling mo... Continue»
Posted by Tessa23 4 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Make Yourself Comfortable

A few days had passed since I had caught Miranda fucking herself in my bed with my toys. In other words, I had jerked off 8 times to the image of her filling her asshole with an extremely thick fuck toy. The image of her, three fingers deep in her cunt with her eyes closed and headphones on is burned in my eyelids. I spent the entire three days figuring out how to approach this.

The responsible adult in me said to let sl**ping dogs lie so to speak. I assumed that she was vulnerable at this point and did not want to take advantage of her. You'd probably say that I had already jerked off... Continue»
Posted by squirtdrinkr 4 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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First Times a Charm... My 1st love.

It was late August 2002. I was 21, and looking for a room to rent getting out of Baltimore to broaden my horizons. I wanted to start fresh with maybe some new friends, and seek new ambitions. My folks had split up, after a nasty divorce, so I had to get my head clear. I was an only c***d, and was very close to them except now I seemed to be estranged to the both of them. So, after picking up the Sun paper, I browsed the "shared housing" section. I called, and talked to a few people. Some for one reason or another didn't really fit my fancy. One woman I talked to had a whole laundry lis... Continue»
Posted by gurlinpumps 12 months ago  |  Categories: First Time, Mature, Shemales  |  
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Do My Hot Sexy Wife

My wife and I have been married for almost three years. We live in the suburbs of a big city so we are not sheltered from the goings on of the clubs and night scenes. A thirty-minute drive will lead you to whatever excitement you are looking for. We met in college and fell in love right away. We got married right after graduation.
Kelly had a few experiences with guys, but since we dated for almost two years, it was safe to say that I was pretty much the only guy she knew intimately. Kelly was very conservative, almost painfully shy. She was a knockout though. She was tall and slim with very ... Continue»
Posted by tcg 2 years ago  |  Categories: First Time, Taboo, Voyeur  |  
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