Datehazard’s Blog

On dating, singleness and adjusting to being 30ish.

Back on the dating scene (again) March 10, 2009

Tonight I’m going out for date #2 with The Analyst (same guy I had the Best First Date Ever with). We’re going to meet at a public monument, then meander and figure out what we’d like to do. Basically take it easy and wander around. It sounds like a lovely way to spend an evening with someone.

I know this will sound like I’m jumping the gun a little bit, but I’m not sure whether The Analyst and I have all that much chemistry. When we spoke on the phone last night, he was really hesitant and quiet. It made me think about the fact that I thought he seemed pretty depressed when I first met him. I mean, he laughed at all my jokes, and he seemed to really appreciate my sense of humour, but it seemed to be because he was really in a sad space and needed cheer, rather than that he was really genuinely appreciative. There wasn’t the witty back-and-forth or the one-upmanship that one would expect from someone who was really following.

Then there’s another guy who I’m meeting up with on Friday: let’s call him Hedge Fund Trader. Yes, yet another finance guy. He is hilarious and sarcastic, and seems pretty high-energy. We’ve been texting back-and-forth, and the jokes keep flying. I haven’t yet met him, so I can’t tell for sure, but he also seems like he might be a bit self-centred and maybe a touch of an asshole. The kind who would do something to someone else and not apologize, because as far as he’s concerned, it was funny/amusing. And his opinion is all that matters in this situation. He reminds me a bit of my good friend the Computer Programmer, who would also never intentionally set out to hurt someone, but who also has that “I’ll do what I want, thank you,” attitude, at times. We’ll see what happens.

In the meantime, the Charmer called. He called yesterday, and we had a brief conversation. He sounded guarded in his language and mannerisms, but said he’d like to meet up. He wasn’t sure about timing for this week, but wants me to text or call on Wednesday or Thursday in case he can meet up.

I spoke with my friend Kind Ninja (yes, she really is that fantastic), and I told her about how I’d reacted to The Charmer and everything that happened. She told me that she thinks I should just follow my heart and seize my desire with both hands. I said that I really just didn’t want to be heartbroken — that the problem I have with the Charmer is that my reason and logic are completely overtaken by a kind of senseless desire when it comes to him. And that I have no idea what to do with those emotions, let alone how to handle it if things go badly.

And then she said the sweetest thing to me that I have possibly ever heard: she said, “DH, listen to me. If things don’t go well and you’re heartbroken, I will come to you, and I will pick you up. Really.”

I am so lucky to have a friend like her in my life.

And today, I am feeling happy and confident, and optimistic.

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