Development, Ethics, Personal, Relationships, Stories - Friday, December 18, 2009 15:59 - 26 Comments

“Using the Correct Head” or “A Chode’s Wet Dream”

Had a strange and interesting experience earlier this week in New York.

An old acquaintance from high school got in touch with me. She is doing a Ph.D program there at a very prestigious program, was new in town there and saw I was in town on Facebook and asked if I wanted to get together for a drink or something. I had been working my ass off for like three days straight, so I said sure, why not?

This girl was never attractive in high school (you can probably already see where this is going). She was the awkward lanky girl with braces and acne. I was best friends with her older brother and we’d routinely make fun of her. By the end of high school, her family and mine had become friends. So I’d categorize her as a “family friend” even though she and I were never actually that close.

Well jump ahead to earlier this week: she shows up and she’s hot (predictable, I know). She’s still nerdy and brilliant (my weak spot). And we hit it off insanely well… like not just a superficial “oh, we had fun together,” but some serious deep rapport, not-so-subtle flirting and suddenly one drink turned into seven. Next thing we know, it’s 3:00AM on a Monday night. She just spent 30 minutes telling me how she’s been too busy to date anyone since starting her grad program and invites me to crash at her place “if you need to.” (By the way, for the thick-headed or newbies, this is how girls tell you they want to sleep with you.)

So far, this is probably reading like a really boring LR. But wait… there’s a catch…

I readily admit that, for better or worse, two years ago I go home with her and stick it in and don’t think twice about it. But maybe I’ve finally had enough of these “deep comfort” lays come back to bite me in the ass, maybe I’m just a pussy these days… either way, on top of my other PUA spidey senses, one I’ve acquired is knowing when I’m about to ruin a girl’s world.

OK, not ruin her world, but I can tell when one is going to get seriously emotionally attached and doesn’t have the experience to handle it. This was one such case.

Now… still, probably three out of four times, I still go home and stick it in her (but at least I think twice about it now). My position in these situations is usually, “She knows I travel and sleep around a lot, she should know what she’s getting into.” It’s because of rationalizations like this that I end up having to call my cell phone provider to block girls’ phone numbers. But I digress…

But the second catch… her older brother is one of my oldest and closest friends. Her parents are friends with my parents. Now ruining her world is suddenly ruining a lot of people’s worlds.

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