Posted in FirstTime stories

A day of firsts : FirstTime story

My high school graduation was a time of firsts. For my school, it was the first time every graduating student was over the age of 18. For my best friend, Cyndi, it was the first time she had the courage to prove her stepfather wrong about something and actually graduate. For me, it was the first time I had sex with a boy. And the first time I had sex with a girl. And the first time I had sex with more than one person at once – and…well you get the idea!

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Family Friends : FirstTime story

I’m sure lots of guys have gotten some unwanted advances from older women in their teens. They look you up and down, making adoring little comments that sometimes borderline patronization about your height or looks. Sometimes they’ll even sneak a quick touch of the arm, especially family friends, who will use a greeting hug or kiss liberally.

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The Contract : FirstTime story

Angela stretched and turned off her alarm. It was 10:00

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First night with Melissa : FirstTime story

I ended up staying at the same place together. It was mid summer and hot. She had the only other fan and said I could sleep in her room to stay cool. I agreed and had plenty of room on the bed. I gave her plenty of room not wanting to make her uncomfortable. As the night wore on I moved closer and closer to her. I got as close to her as possible without touching her. She laid on her side facing away from me. She must have known I was close and stuck her ass out against me. She did it more until she was firmly against me. I only pressed back in response to her. Our sleepwear gave us a good feel with little restriction. She began to grind her ass on my dick. It got me rock hard as we grinded on each other.

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First Bi experience with the guy from the locker room : FirstTime story

I’m a 27 year old male from Portland, bi-curious, and in a relationship with my girlfriend Emily. This is a story about my first gay experience a couple weekends ago.

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An afternoon in the pool : FirstTime story

My name is Amee. I am 24 years old and I am currently working as a volunteer in a remote community educational project in Southeast Asia. The conditions are very Spartan and the nights are long, my only enjoyment being my thoughts, fantasies and fingers.

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Into the woods : FirstTime story

“We’ll be back by nine mum,” Julia shouted as we set off into the woods. It was a warm summer Friday evening, and we were going to have a look at her secret hiding place.

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After Class Lessons : FirstTime story

Professor Anders was one of those older women who just never lost the Ummmmphhh God gave em. She was maybe in her late 50’s, classically graying hair, classy dress that only hinted at the body underneath. Best of all though, were those legs; Long, Tina Turner, Ya-So-I’m-Older-But-I-Still-Look-Damn-Good legs. I would sit in class every day and imagine feeling those legs on my shoulders.

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And His Sister Was Pretty Too : FirstTime story

For quite a while I was aware of James’ gorgeous 18 year old sister in the last year of school, but I didn’t think she was interested in me, and anyway, I was having too much fun with James. But then one night while we were in his room, as he sucked my cock while I sat on the bed facing the door, I noticed that it had been left ajar. I was about to tell James to close it when I noticed it open a bit wider to reveal Laura stark naked, crouched with her legs spread wide open watching me while she masturbated. This knowledge of being watched turned me on even more, and I soon came hard in James’ mouth, and through my half-closed eyes I saw her quietly close the door.

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Diabolic Casting : FirstTime story

Since I entered the room, everything went very quickly. Was a small room with a sofa and two armchairs. In the center was a film camera, and two reflectors at the corners. In the chair farthest from the door was a man of about fifty years, and the other was his secretary.

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