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Becoming a Single Slut Part 1

Preface: As per my username, my stories are not generally morally good. Most of them waffle on about details without a lot of sex-parts, but I've decided to post them to get them out. Hopefully, as I get closer to present day in memory, I'll be able to remember more of the sexual intercourse. If you are offended by horrible morals, I'd probably avoid these stories. In one way or another, I am a cheating bastard. This is an introductory story about how I went from my previous two stories to another place in my life, through an affair.

The night I [M]et my roommate's best [F]riend

I'd been living with a new roommate for about 6 months. She was always telling me about how I'd get along with her best friend, Tessa. I resisted, thinking a set-up would never work, but she persisted with the comments - she'd tell me how boys always chose Tessa over her, and how hot she thought Tessa was - blonde hair, blue eyes, tight body and a perfectly round ass.

My true first time. [M]

I would like to share my story with you, I'm 25 years old, 5'7", and I've been really sexual since I can remember. I masturbate on daily basis since I was 10 years old and I love to watch porn, but I don't let porn or masturbation rule my life, I prefer to drop my load in a real woman.

Easy money [MtF T/M]

(Note: I'm not sure how to exactly tag the fact that I'm trans in the title, so excuse the ugly format.)

This event may or may not have happened a couple hours ago, and while I'd like to pretend that my slut phase is done and say it was a year ago or something, let's be real.

A client fuck and some viewing pleasure as well (m/f/m/f)

You know the expression, when it rains it pours? I've certainly seen that plenty of times in my life. Whether it was a bunch of friends I haven't been in touch for a while suddenly coming out of the woodwork, or a particular item my company sells seeing it's sales jump unexpectedly, it's a familiar phenomenon. But it's never really happened to me when it comes to sex. I've generally only had one sexual partner for any long stretch. Hell, even when I was cheating on my wife, I only had one sexual partner.

It had been about two weeks since I had seen Alison

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