First Time Porn Stories
Page 493

First Time with a Man

I’m not sure how it all started but I got chatting to a guy on line about sexual preferences and this progressed to discussing if either of us had been with another man. Neither of us had, and neither of us wanted to back down the bravado. We were actually getting excited by the role-play were acting out when on line and texting. To the point where we agreed to meet; if nothing happened, fine, but there would be no pressure.

The day came, and I arrived at his hotel, where Paul was staying while working locally. The initial pleasantries over, we discussed life, f****y and generally avoiding ... Continue»
Posted by EnjoyLifesFun 3 years ago  |  Categories: First Time, Masturbation, Mature  |  
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Maid fucked

The Maid
Friday evening, as part of my cleaning business I arrived at a large residence. You opened the door and welcomed me. You then went off to your desk and back to your work. Meanwhile I took my coat off and got all my cleaning things out. I finished cleaning your bathrooms, hallway and started cleaning the rooms. I walked into the living room in my maid outfit and began cleaning and dusting off the bookshelves. You peaked at me from other room without me noticing as the clicking sound of my heels stirred your senses. You felt turned on by my maid outfit and the hosiery on my l... Continue»
Posted by sexyp007 3 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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A Great Blow Job at a new place

I had just moved to a new community and had no idea where I might find like minded men. Since I am married, discretion is paramount and I can’t really go to bars to find men. So, I went to my old standby…the Internet. I discovered that a local YMCA was known for the older men who hung out there and wanted to hook up.

The locker room was old, with wooden lockers. It reminded me of the YMCA I attended when I was a k**. The lockers were arranged in long irregular rows and were separated by long benches that were bolted to the floor. There were three 5X5 changing rooms at the north end of the l... Continue»
Posted by kbking70 3 years ago  |  Categories: First Time, Gay Male  |  
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Awesome friendships story

Introduction: a totally straight friend relationship gone awry in one night Silent Submission I’ve always been the quiet shy k**. That and having to move 3 times during high school crippled my social life. I’m 6 feet tall, short brown hair that curls when it gets long, brown eyes and broad shoulders. I’m straight and homophobic to be quite honest. I had a girlfriend back in California in 8th grade but it was really nothing serious, just someone to walk with during classes. In my high school in Arizona, I did manage to meet a few friends in a job club which offered school credit for having a pa... Continue»
Posted by LiLSammie 3 years ago  |  Categories: First Time, Gay Male  |  
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long nights on the road

Having a job that requires you to travel alot away from your f****y sucks. However, this particular story will shed some light on the perks of the job.

My job was very interesting and dangerous. I had been there for about a year and been rooming with the same guy everytime we were out of town. We drive oversize and overweight equipment and sometimes would get stuck for the weekend at the hotel. We always stayed at nice hotels and this one evening I went down to the lounge for a couple of beers. When I got back to the room my roomie was in the middle of an argument with his wife so... Continue»
Posted by Phatboy1461 3 years ago  |  Categories: First Time, Gay Male  |  
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Rainy Days


It’s a cold Snowy February Friday in Michigan. Cold by anybody’s standards with snow forecasted for the
weekend. I had to work this particular day so you just decide to hangout until I got home. Its noontime and
you’ve just got out of the shower wearing a frumpy terry robe when I call. “Hello” you answer. “Hey Diva,
I just wanted to call you and let you know how happy I am that you’re here,” I say to you. We chat briefly
and you go to sit in front of the TV. You thumb through my DVD's when the phone rings again. It’s me,

“I’m coming home.” “Why”, you question me. I respond, “I want t... Continue»
Posted by chrisgrey1 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
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Taken First Time

I’d been thinking of it for a while, when I finally got up the courage to join a website and start looking for a guy for my first time. I was a sophomore in high school and just got my driver's license. I was shy and curious. I wanted someone who’d take charge and I guess ‘break me in’. I spent a while surfing and chatting to a few guys, getting a clear idea of what sort of guy I was looking for.

I was surfing the chat room when I was private messaged by an older guy. He was in his late 40’s and there wasn’t much information on his profile. He started asking who I was looking for and we go... Continue»
Posted by kbking70 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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The train

It was a hot day and even the fine sundress and gossamer thin lacy undies weren’t keeping me cool as I rushed to catch my train. I was so pleased to be going to see Lucy, her house was great and in beautiful countryside, seeing my goddaughter and spoiling her would be fun and long chats in to the night with Luce would be just what I needed.

Thankfully the train was empty. A young couple sat snuggled up, they looked like teenagers maybe going on their first weekend together, I mused. An older woman sat knitting, her hands flashing as she sat watching out of the window, not paying any attenti... Continue»
Posted by slutinmyhead 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
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Down the Path: Femdom Orientation

The second part of how I ended up here. The first part may be read here. This introduction part contains a reference to Suzy in her baseball cap. She plays a lot of sports, including basketball, softball and darts. I have a friend on the site: and her picture reminded me of Suzy’s baseball caps. So I made sure to mention it because of sexylekse.

So there we were, Suzy and myself in the 10th floor of the Pfister Hotel in downtown Chicago. I had blown off a training session at 9 AM in order to go back to the room for our last day together. Suzy had taken the train into the Loop so w... Continue»
Posted by lrjustaguy 3 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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The Limo Driver

This is my first story and it is all true.

At age 21I was like any sex craved young man. Good looking, thin, tan with short hair and not much body hair I got my fair share of pussy but most of the girls my age were just not very fun in the sack. I had a couple big breakups and a few one nighters. It was during one of those dry spells that a friend I have known since grade school was turning 21. His birthday just so happens to fall on St Paddy's day, now is there any more reasons to go drinking than that? So the party started out at the house he was renting a room, a real bachelor pad with 2... Continue»
Posted by sskid45 3 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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First time with marie 3

So marie make me cum in her mouth ,i make her cum and all my d****s are wet , so i went to the bathroom to take a pee and wash my self a bit , when i came back ,i need to pass by the kitchen to get back to my room and marie was going to the bathroom to do the same as me but she aint got the time to get to the bathroom , i grab her by the air and start to kiss her again but very ferocely , stick 2 finger in that pussy and stroke so ferocely , i was going out of my mind , i start to talk to her and say , lets go baby cum for me , cum for me you dirty bitch , cum baby cum , marie was letting me s... Continue»
Posted by bbwlover1931 3 years ago  |  Categories: First Time  |  
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Summer fun

the story starts with a hot night in a greek island with my ex-gf.

We were with some friends drinking some cocktails and lot of shots. 3 guys, 3 ladies. only couple was me and her, the rest were friends. there was one guy i didn't knew him not either my girl. He was a friend of another girl. My gf liked him, he was muscled guy and beautiful at the age she liked 30+.

After all that drinks and around 4am she was almost d***k also the rest of us and then she started dancing with him as she did with all of us.At some point she came to me and told me : ''look how i tease him'' and she was mov... Continue»
Posted by bravethegreat 3 years ago  |  Categories: First Time, Taboo, Voyeur  |  
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Winter Night Threesome

So the story I am about to tell you is about one of the best days of my life, also one of the most unexpected. The day started out pretty normal, my girlfriend Abagail and I had plans to go out to see a movie later that night. Fast forward to after the movie because that is where my story really begins to take a turn for the unexpected.
“Baby, I am starving can we please go get something to eat?” she begged.
“I don’t know what’s open right now honey its after 11.” I relied
So we proceeded to drive around town looking at the various fast food chains to find them all closed just like I had ... Continue»
Posted by waz94 3 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Surprised encounter

Now talk about some fun times I love to fulfill my fantasies. It has always been my desire to see just how far my wife of 35 years would go in the sexual situation so one night I got my chance.

You see my demure wife is a great looking lady despite our middle ages, of course age takes it toil but she holds her age wonderful and the guys still look her way when she walks by. We have been going to a local nightclub/pub for a few months for dancing and drinking. The people seem to know us and we seem to attract new friends, male and female.

One night she had gotten really shitfaced d***k... Continue»
Posted by ptsteve 3 years ago  |  Categories: First Time, Group Sex, Interracial Sex  |  
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Our First Meeting

Well when we agree to it we arrange to meet at a cafe or coffee bar somewhere convenient to you. No doubt there will be a slight feeling of awkwardness because I've never done this before. However we will chat a bit and decide that we get on so we agree to go back to your place.

Back at your house you invite me in and no doubt you will politely offer me a drink or something. I reply that I'd prefer the "something" but suggest that we have a dance. You put on some music and we dance around your lounge. It will be smoochy sort of music so we can dance close together and innocently start to f... Continue»
Posted by amplecock 3 years ago  |  Categories: First Time  |  
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Saying bye to my student

The year was over and I took my students out for a drink. We had a great time and went from bar to bar. It was an international programme so it was a nice mix of African,Latin American and Asian. More than half women and I must say pretty good looking. I had caught myself a few times staring at their bodies in summer when t-shirts and skinny jeans would sketch the outline of their curves. They were all in their early twenties and for some this was th first time outside their country. I' shy with women so often had to resort to wanking in the university toilets to release the pressure and not... Continue»
Posted by Sleepysleep94 3 years ago  |  Categories: First Time  |  
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My first BBC

My hubby had arranged for a guy off a swinging site to come and meet us, what I didnt know was that the 2 of them had been talking for a few days before the meet.
When he arrived, he was tall very good looking, and very very sexy, just the vibe he gave off was that he was relaxed and chilled out. he came in to the hallway and gave me a kiss on the cheek and handed me a bottle of wine, and said a gift for allowing me to meet you. I was a bit shocked to be given a bottle of wine but never the less we opened it and after what seamed like 5 minutes he had d***k half a glass, i had d***k almost a... Continue»
Posted by jontd5 3 years ago  |  Categories: First Time, Group Sex, Interracial Sex  |  
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The first time established a relationship with a m



When I was 18 years old, I took a job at a local restaurant in my hometown bussing tables. It wasn’t a very glamorous job but a high school student doesn’t really need a glamorous job. That’s why he goes to high school. Anyway, it might not have been glamorous but it did lead me to one of the most erotic sexual experiences of my life.

At this restaurant worked a 34-year-old married woman named Lynda. She was a waitress. She was around 5’2” tall, coal black hair, ice blue eyes and the creamiest complexion I have ever seen. Not to mention an awesome figure that any man would give a nut t... Continue»
Posted by jamalove 3 years ago  |  Categories: First Time, Mature  |  
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I Learnt A Lot From Stopping With My Granny

I had to go and live with my gran for a few weeks before school broke up for the summer holidays. Mom’s job as a business adviser for failing businesses had taking her to the other end of the country for at least the next two months.
Gran was 66 years old and widowed for the last three years, standing at 5 feet three, I towered over her slightly plumper body, it was hard to tell what size she really was as she always wore big loose dresses, but she did have a nice set of breasts to look at. She looked and acted like a typical gran, pale skin, short greyish coloured hair and was busy doing so... Continue»
Posted by nckboy 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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My Fantasy of my First Gay Sex Expierence With my

Ok, well first off I am a virgin when it comes to gay sex. For the past I dont know 4 or 5 years I have really been into gay porn and taking pictures of myself and imagining making love with my close friend who ill call JP. When we were younger I can remember fooling around, like touching each other and dry humping but that was as far as it went. In highschool rumor was JP had a good sized cock. We grew up playing on the same sports teams for multiple years even after high school. Well in high school there were a select few of us who took showers after practices and I had the oppourtunity... Continue»
Posted by stillvirgin90 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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