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Stories | 2016

[m/f/m] with my college buddy and a girl from one of my previous stories.

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.

HAD ANAL SEX AND IT WAS MIND BLOWING!

Had anal sex yesterday and it was amazing!!! It was not as painful as I had expected it. Story goes like this. Was in a cab after a night of drinking when my SO felt frisky. He slipped his hand underneath my skirt and tugged at my undies. I lifted my bottom ( I was sitting slightly in front of him) and he took of my undies. Under the pretense of conversing with the cab driver, I inched forward and his finger entered my ass perfectly.

Lost my virginity today to my "best friend" (apparently with benefits)

My name is Alex. I am an 18 year old senior in high school. 5' 10" dirty blonde hair. Not ripped but in good shape. My best friends name is Baylee she is about 5' 4" Brunette C cup curvy figure. She has a boyfriend but he was out of school today for reasons unknown.

I(f) pretended I was the guy and my boyfriend was the girl

I had been having this fantasy for a while. My boyfriend is shy and inexperienced so consequently our sex is pretty vanilla most of the time. I had been having difficulty explaining what I wanted to change in our sex life. Suggestions such as "Be more passionate," or "do something unexpected," were not going over very well, so I started thinking about showing him what I meant instead of making suggestions which seemed to just chip away at his confidence more than anything else.

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