Single Girl Dating Diaries: Does a Vulnerability Hook Up Mean Anything?

By Zoe C on October 1st, 2009

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I love Fall in New York City as you don’t have to feel the gross humidity and nasty smells in the summer heat.  Instead, I like to just walk and enjoy the crisp air, though its a lot warmer than usual.  I’m adjusting to my desk job and Adam the A-hole is his usual boorish self.  I’m pretty sure that he’s having an affair and to be honest, I’ve met his wife and her “too-much-plastic-surgeried,” face freaks me out.  Maybe he’s too scared to look at her?  Sorry, I’m mean.

So, by now you know that I cocktail at a club on the weekends and business is picking up a bit but its still so slow!  Companies that used to hold huge parties just don’t anymore though we get a bunch of Eurotrash who have no idea how to tip.  Anyway, I worked this Fashion party on Friday night which is never fun because its a bunch of anorexic models, hot gay men (Great to look at, but doesn’t do much for a straight gal), and of course tons of booze and meds.  But… I saw one of the junior associates at my hedge fund and he completely recognized me in my thigh high hooker boots, short skirt and skimpy top.   See at my office job, I wear the most boring outfit that was created by the H&M; a White shirt and gray pencil skirt.  I’m sure that I look uber-boring to most of my male colleagues who hand me their administrative work and ask me to send faxes and do errands.

Anyway, this guy, I’ll call him Steve, came up to me and I was completely mortified as I held my cocktail tray up and he could see my belly rings and tattoos.

Steve: Zoe, what the F-ck are you doing here?  You’re a cocktail waitress?!

Me:  Uh…. I’m sorry, who are you?

Steve: I ask you to send my faxes for me every Wednesday.

Me:  Uh….oh yeah! Sorry, I have head issues

Steve: Obviously.  So, why are you working here?  Office assistant life isn’t exciting enough for you?

At this point, I’m about to sock him because he’s being more obnoxious than usual as I can see he’s more than buzzed.   (BTW, Steve was born into an extremely rich family, but the water cooler gossip is that most of their family money went to crap after the downfall of Lehman.  So I feel bad for the guy. Sort of)

If you remember from my last post, I recently caught my ex-boyfriend cheating on me and am feeling quite vulnerable.  And to be honest, Steve is hot, in that clean-cut Ivy League kind of way.  You feel safe with him, but you wonder how boring life would be if you married someone who grew up in Connecticut, has never really experienced diversity and thinks Finance is the best thing ever.  Even now.

Well…we ended up hooking up that night at his Soho apartment.  Really quaint place actually and it was clean!  Again, I was surprised…  At first, I was thinking, “What am I doing?”  But of course, after the kissing and the thoughts of, “Well, this won’t be a big deal,” left my mind,  I woke up the next morning, naked and feeling more vulnerable than before.

How is it that a hook-up can make you feel so much worse when just a few hours ago, it felt so perfect as you were passionately kissing and pretending like you were in some cheesy movie? (He was a bit slobbery though)

And even worse, is Steve going to blab about this to all the guys in our office?   I need to call my gay husband!