Kaitlin:I mentioned that I wasn’t going to share my answers to the questions [on the Date Lab application], because they’re all probably embarrassing. I think I mentioned one, and he was like, “Yes, yes, I do remember that; I picked that.” And I said, “You picked it?” And so he told me [about choosing his match]. It was so random.
Tom: Reading the questionnaire thing for her, I thought perhaps she’d be a little bit more ... not stuffy, but formal. And one of the great things about her, we could go from talking about something very intellectual — the political situations in Sudan and Mali and Mexico — and then just be joking around. She was great fun.
Kaitlin: He’s super social, a very good conversationalist; he probably would have had a good time with a lot of people. But I had a good time. He was very disarming. It was very unpretentious. A lot of people in D.C. just lay their accomplishments before you — their schooling, their job, their travels — for you to be impressed. That’s not what he did. Things would come up in conversation, and you would think in your head, Oh, those are really cool, but he wasn’t saying, “Please be impressed by my coolness.”
Tom: I think there was flirting. Definitely from my perspective. I felt attracted to Kaitlin, and we did have good chemistry, certainly as the evening went on.
Kaitlin:I will peg this more to a European style of dating and men, but he was more forward in saying that he was enjoying the date, that it was really great, that he wanted to go out again, that I was pretty ... so I knew, Oh, it’s going well. So, yeah, it was flirty.
Tom: We finished dinner at about 10:30; we went to the [restaurant’s] bar. It was very relaxed, chilled-out. We were still having a good time, so we went off to [Front Page] to have another drink. We left there probably about 1 o’clock.
Kaitlin: He got me a cab. He’d already had me pull out my phone way earlier and send him my e-mail, my phone number.
Tom: We had a little kiss, which was good. Kaitlin’s a good kisser, so that was nice.
Kaitlin: I’ll [rate the date] a 4.5 [out of 5.] It was really fun.
Tom: I would have said very high, but Kaitlin said, “You can’t say 5! People will think we’re getting married or something.” I don’t know what she will say, but I will give it a comfortable 4.5. I don’t think I’ve had a better first date.
Kaitlin: He said he wanted to hang out again, so he called me [the next] afternoon to make a plan. He actually used the phone; it wasn’t a text. And so we made a plan to go out [the following] night. He said, “I will call you at 5 p.m.!” And then he did.
UPDATE: Kaitlin and Tom have been out a few times since then, including a double date with her sister. “I have no regrets at all about picking Kaitlin!” Tom says.
Nominate a friend for Date Lab! Reach us at email@example.com or on Twitter @datelab or Facebook and tell us why he or she is a great catch.