First Date Questions

Looks like he likes her and she's laughing. I'd say someone just asked or answered a good first date question.

So I’m going on a date tonight and I’m actually excited about it. And it’s been a long time since a guy asking me out was someone I was actually interested in getting to know better. In fact, over the past few months (maybe years even) the biggest reason most of the guys got a shot is because I didn’t want to accidentally turn down someone who could be the guy just because he didn’t seem very interesting initially.

At least looking back that’s how it seems. I mean, to be fair I was excited about the professor for most of our first date. Until I found out that he wasn’t interested in a “monogamous, long-term relationship.” Great.

That’s right, he told me on like our first date that his plan was actually to date me (and have sex with me) and date several other women — one whom he had already chosen — and sleep with them as well. Now, I’m not a guy, but if dating a girl (and sleeping with her) makes you want to sleep with other women she’s probably not the one — and she probably isn’t very good at sex either. I’m just saying.

And the funniest — and perhaps most tragic — part: I still went on like four more dates with him. I don’t know what I was thinking. Although, upon retrospect, if I had stuck it out one more date maybe he would have fixed the overhead light in my living room like he promised. I wonder if it would have been worth it.

Well, at any rate, I have a first date coming up. That’s my point and I’m excited about and I guess that made me feel like sharing. So, I thought I would commemorate the event with a little participation from the audience. I’d like to know what you all think are good questions to ask someone on a first date. Male or female, but maybe if it’s a gender-specific question let us know.

And I don’t want all of the silly little pedantic things that will come up naturally. I mean good questions that could possibly reveal important things about this guy. (You know, like how many women he plans on sleeping with at any given time.)

For example, I used to always ask, “What do you want to be when you grow up?” And that was usually fun and informative — even once we all became grown-ups (sort of). But with this fella something makes me think it will be out of place.

I also used to ask fellas a two-fold super-hero question, “If you were a superhero, which super hero would you be and why?” And, “If you could be any super hero which super hero would you be, and why?” It seems like the same question for some people, but the nuance is important. The first identifies which superhero the fella is most like currently and  the second identifies who he would want to be. It can be a great conversation starter and also reveal interesting things about a guy.

For example, a fell who is most like Batman might have issues with the amount of money he spends on big-boy toys like cars. Not that that’s always true, but it has some relevance.

Again, I’m not sure if those questions will work on the fella I’m going on the date with tonight. But I might try them anyway. (Folks, I’d say the super hero questions are probably better to ask a guy unless the particular lady you are on a date with is clearly into that sort of thing.)

Also, last night while I was getting into my pajamas it struck me that the moment I take off my bra is almost always one of my favorite moments of the day (damn you under wire!) and I think it might be a good idea to ask a date (male or female) what their favorite part of the day is and why.

But…really, that’s all I’ve got for now. So I need some more questions if I’m going to conduct a worthwhile interview over dinner tonight. HELP ME OUT!

(I wonder if her would be weirded out if I take notes? Yeah…probably. Drat!)