Match.com

So I figured i would try Match.com in order to jumpstart the bet. They've got that 6-month guarantee, the people in the ads are all attractive, why not? I've tried this before, last summer, with not much luck. In perusing the site, there seemed to be a greater range of potential candidates then there were this summer. This is how its gone over the last week:

hudsonhobo: 38, Greenwich, CT. Seemed nice, emailed saying he wanted to take me out, maybe Thursday or Friday of ast week. I replied Friday, never heard back. Profile is no longer posted.

robertnolan123: 44. New York, NY and starman346: 39, New York, NY. Both want to take me out after the holidays, need to email back. Little weirded out that I share a last name with one of them.

Then there was bubbam6971 - 27, fireman, living in Queens. Not really my type physically, too young, but I figure in the interest of the bet, why not. I should be open to guys outside of 'my type', right? So anyway, here's some of the IM transcript.

After telling him I live downtown and work in SoHo, and I'm able to walk to work:

Red: him
Blue: me

10:21 So u live in soho?
10:22 no
10:23 Where do u live?
10:24 sorry, no specifics. we'll just leave it as downtown for now
10:24 Oh
10:24 OK
10:24 But I don't mean what street I just meant what area
10:25 Noho, chinatown

I'm thinking its a little strange that he's already asking where I live, but let it go. It continues,

10:34 Want to ask me anything?
10:34 Why do you like firemen so much?
10:37 I wouldn't say i'm particularly inclined towards firemen
10:37 just had a friend finish the academy, and three of my cousins are firemen out in staten island
11:05 I was a cop for 3 years
11:06 So I still have my handcuffs

Ummm, ew. It goes on...

3:36 When will u tell me where u live?
3:37 I think you live in chinatown, and are embrassed to say.
3:38 Can u atleast tell me is it south of houston?
3:39 Or canal street?

3:45 Do u like pics?
3:49 Want to send me some?
3:49 there's a bunch on my profile
3:53 I know, any fresh pics?
3:53 no, not really. those are all pretty recent
3:54 U can't take one?
3:54 no. why are you asking?
3:58 I like them
3:59 U look very sexy
4:05 do u like to dress sexy?

Wait, what? Why do I feel like I'm all of a sudden in a really bad movie?

4:06 yeah, at this point, i'd rather you not ask me such questions
4:06 Iam sorry, I always ask a lot of questions

He continued with the sorries, but between the insistence on knowing where I lived, and the sexy references, I just really wanted nothing more to do with this guy.

I'm now navigating all the meanings of 'my matches' and 'winks' and 'favoriting' - it just seems more straightforward to just send a message if you're interested. I emailed one of the guys who favorited me, and he emailed back - prewalker, 39, New York, NY. Works in publishing, had an amusing run-in with Alec Baldwin. He suggested a drink on Monday, so we'll see how that goes.