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Stories | 2016

Fingerbanged a dude accidentally. Second time I've been duped this month. Help

Post: https://playboyphilosophy.wordpress.com/2015/10/21/duped-again/

West Hollywood is a fucking minefield.

It all started with a girl that I met on the street a couple weeks ago – Tess. Fucking angel. One of the most beautiful girls I’ve talked to as of late. She came over last week and gave me a handjob and I went down on her but we somehow didn’t fuck.

When I lost the bet [f]

This is a true story when I lost a bet when I was in company with a group of friends.

Two [F]irst Times: Pleasure and Pain

I had a shared 'first time' for two experiences. It was the first time I had anal sex and then had my partner eat my pussy. I underestimated how painful anal sex would be; I knew nothing of how to make it better or how to prepare myself for it. My partner was equally unprepared, although he seemed to enjoy himself.

An ode to my sexual encounters

Note About a year ago I read a post on this sub by a user who just described all of the sexual encounters in her life in rich and humane detail. None of the stories were particularly sensational but I found it incredibly erotic and intimate and vulnerable and real and super sexy. It really stuck with me; I still think about it now and then. I wrote my first post in this sub recently and it got a really encouraging reception, but it was one of the few truly sensational moments in my life.

The Time [M]y Girl[F]riend and I Got Kinky Before School

This was my senior year of high school. My girlfriend at the time was really into rough sex and also almost being caught.

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