Not a total write-off?

(First of all... is "write-off" an insurance term or a tax term? Hmmm. Well, for our purposes, let's pretend it has something to do with insurance, even though I'm pretty sure that's wrong.)


So there's been something I haven't been telling you guys about my dating life. I decided in early January that there might be some life left in some of the random dates I had over the summer and fall, so I decided that I needed to force myself to reconnect with some of those guys JIC. (Just in case.)

But now I feel like I should come clean because I actually (sort of) have a conversation going with one of them. (I was reluctant to blast this across the blogosphere in case none of them went anywhere.) But let's not get too excited here, peeps. Because I'm still not sure where this one is headed.

The Insurance Guy was the first boy who popped into my head when I made this pact with myself. (Click on The Insurance Guy tag on this post if you want to read all of the previous entries about him.) If you remember, my high school friend had introduced us over the summer, and he and I went on a couple of dates (and he also met my friend and me out for drinks once.) He is very cute, smart, professionally successful and funny. (He also wears a watch and has clean fingernails.) A perfect AAB match.

Well, an almost perfect match.

What held me back over the summer was that he was in the middle of a divorce when we met, and I just wasn't sure I was ready to go there again after The Divorcee. (He also has a son, but that honestly didn't bother me at all. Especially since one of my "musts" is someone who is family oriented.) I was also willing to admit that maybe he just wasn't that into me (the horror!) either. But I figured I should at least give it a shot to see what might happen.

Fast forward to a few weeks ago.

While commenting on a friend's Facebook status (not the friend who fixed us up), I saw The Insurance Guy's name pop up as a mutual FB friend. Whoa. It was like karma! So I took a deep breath, hoped I wasn't making a huge ass out of myself and sent him a little FB message to say hi. I did not, however, friend him. Just sent him a little note.

A few hours later, I got a friend request from him.

Since then, we have exchanged a few messages, including one where he told me to pop in next time I'm in the neighborhood (his office is in the same building as one of the boards that I'm on). A little harmless FB conversation, if you will.

It's been a little weird in that I feel like I had been the one initiating most of the conversation (or, to be more accurate, e-versations). But that's what this whole little mission to myself was all about, right?

And I know you're thinking... AAB, you're the first one to tell a guy to call and not use gadgets to connect with love interests. And you're right. But I didn't want to call because I was still trying to feel out whether he's dating someone (which I still don't know). So I've been playing it low-key (while admittedly semi-stalking his FB page to get clues about whether he's single).

(BTW, his divorce is now over. Final court date? My birthday. Weird.)

Anyhow... late last nite, I got a FB message from him. An original one. Not a reply to something I had written. He was just writing to say hi, ask about my high school friend who initially fixed us up and tell me to let him know when she and I are going out again so he could meet us for a drink.

So now I don't know what to think. On one hand, it sounds like he just wants a very casual meet-up with me and my friend (maybe more to see her than me!). On the other, he did initiate this message and suggested getting together (albeit with another person).

What would you have done?

Well, I'll tell you what I did. With my new-found balls and promise to myself to pursue any guy that might have been a good match for me, I wrote back. And I told him that I'd let him know when my friend and I got together again. But that I wouldn't be against grabbing a drink in the meantime (without her).

As I wait for his response... is there anyone else that you think I should maybe try to reconnect with? (He's been the only one so far.) Leave a comment or send me an email.

But for the love of all things holy... don't even think about suggesting The Gyno Guy.