Dating Stories

Stories involving women I’ve dated, tried to date, and/or just “fooled around” with. There are 15 stories so far
My Last Girlfriend (Part 4)
2015
JUL
20

My Last Girlfriend (Part 4)

Filed Under : Dating Stories, Serial Stories  |  Est. Reading Time : 11 minutes
(if you missed Part 1, Part 2, and/or Part 3, you're gonna be confused) I'm not proud of my behavior the night she came home. I'm completely ashamed. I heard her car pull into the outdoor parking garage beneath our apartment. I turned off all the lights, and unplugged the lamp that was normally connected to the switch near the door in the living room. Ditto the one in ...
My Last Girlfriend (Part 3)
2015
JUL
19

My Last Girlfriend (Part 3)

Filed Under : Dating Stories, Serial Stories  |  Est. Reading Time : 7 minutes
(if you missed Part 1, and/or Part 2, you might be confused) Around mid-2007, Melissa found a job at a goth clothing store near my apartment. She reasoned that, since she spent so much time around my neighborhood anyway, it would be best to just find a job around there. Most nights, after work, she'd hit me up and see if I wanted to hang out. Most nights, ...
My Last Girlfriend (Part 2)
2015
JUL
19

My Last Girlfriend (Part 2) NSFW

Filed Under : Dating Stories, Filthy Stories, Serial Stories  |  Est. Reading Time : 6 minutes
(if you missed Part 1, you might be lost) We were immediately close, in a way that doesn't make a lot of sense to me these days. I'm not saying it was a bad thing, at all. Just weird to think back to that time, and remember how I felt, and how foreign that seems to me today. I probably prevent myself from feeling that way, but I also think it comes down ...
My Last Girlfriend (Part 1)
2015
JUL
19

My Last Girlfriend (Part 1)

Filed Under : Dating Stories, Serial Stories  |  Est. Reading Time : 5 minutes
Checking through my archive of photos, I found one from the night of the first date I went on after my last breakup, and the timestamp says "May 10, 2009". I realize it sounds a little weird that I've been single for over 6 years now. Hell, I've been on dates with women who were still in middle school the last time I was in a relationship. That said : 6 years ...
I Was on The Bad Girls Club (Part 2)
2015
JUN
20

I Was on The Bad Girls Club (Part 2)

Filed Under : Celebrity Stories, Dating Stories, Serial Stories  |  Est. Reading Time : 7 minutes
(if you missed Part 1, you're gonna be confused) What I try to tell people who don't know what the Bad Girls Club is about is this : imagine if you could borrow Paris Hilton's undeserved fame, her inherited money, and her self-aggrandizing behavior and could temporarily bestow that equally to 7 angry, attention-starved socialite 20-something girls, and then you threw them into a rent-free mansion, supplied them more alcohol ...
I Was on The Bad Girls Club (Part 1)
2015
JUN
19

I Was on The Bad Girls Club (Part 1)

Filed Under : Celebrity Stories, Dating Stories, Serial Stories  |  Est. Reading Time : 8 minutes
Yes, it's true. I was on the Bad Girls Club, Season 3. That's the one with "the Ambers", and Ailea. Technically, I'm not sure I'm allowed to talk about any of this, but the producers said that only applied for about 6 months after the episode aired. Seeing as it's been almost 7 years since it aired, I think I'm okay. Here's the inside scoop on how it happened, what went down, and ...
The Craziest Woman I Ever Dated (Part 5)
2015
MAY
7

The Craziest Woman I Ever Dated (Part 5) NSFW

Filed Under : Dating Stories, Filthy Stories, Serial Stories  |  Est. Reading Time : 9 minutes
(if you missed Part 1, Part 2, Part 3, and/or Part 4, you're gonna be confused) Alan didn't care for my insinuation that he was pretending to be her friend only to swoop in on her during a moment of weakness. He said "despite how offended I am by that, I'm gonna do you a solid here, cause it sounds like she told you a lot ...
The Craziest Woman I Ever Dated (Part 4)
2015
MAY
6

The Craziest Woman I Ever Dated (Part 4)

Filed Under : Dating Stories, Serial Stories  |  Est. Reading Time : 9 minutes
(If you missed Part 1, Part 2, and/or Part 3, you're gonna be confused) I really didn't intend to hook up with my Canadian friend -- let's call her Natalie. I didn't think that option was even on the table, frankly. She came to town and wanted to hang out. So, we hung out at my place and watched Napoleon Dynamite which was -- at the time -- still relatively ...
The Craziest Woman I Ever Dated (Part 2)
2015
MAY
4

The Craziest Woman I Ever Dated (Part 2)

Filed Under : Dating Stories, Serial Stories  |  Est. Reading Time : 5 minutes
(If you missed Part 1, you're gonna be confused) The night after we met, Lauren invited me to hit up a few Hollywood goth/fetish clubs. Despite having lived in Hollywood for about 4 months at that point, I'd never actually gone exploring. When I picked her up, she got into the car wearing a corset, fishnets, and a single-ring bondage collar. She handed me a leather leash and said ...
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