Photograph: Ann Sullivan
Why they’re single:
Lisa: She doesn’t prioritize dating.
Demar: He’s looking for a genuine connection but just hasn’t met the right person.
Lisa: Dinner and a good comedy show
Demar: Dinner and drinks
Lisa: “I thought he was really handsome, but I was taller than him in heels, which I didn’t care for. He was really intelligent and engaging. He seemed very smart.”
Demar: “I got there late and a little frazzled, but he was super nice and not at all pissed off. He was cute and charming and the only person I’ve dated who’s been taller than me.”
Lisa: “I felt like he acted a bit younger than his age. He was mature about a lot of things, but, just socially, he seemed like he was in a bit of a younger stage in his life.”
Demar: “I got more of a friends vibe. She was very inquisitive. She asked a lot of good follow-up questions. If there had been an attraction, it would have been a great first date.”
Lisa: “I asked him what he thought was the appropriate time to say ‘I love you’ to someone, and he said a month and a half. I was like, Woah, buddy. I’d say closer to six months.”
Demar: “I yawned a couple of times toward the end of the night, and she was like: ‘You’re the first person to ever yawn on a date with me.’ I wasn’t bored—it was just getting late.”
Lisa: “He asked me if I would go on a second date with someone if he was, like, a six out of 10. I couldn’t tell if he was asking about us or just in general. I said no.”
Demar: “We hugged goodbye and then both got cabs. We didn’t exchange numbers, and I don’t think I’ll see her again. The night kind of felt like talking to an old friend.”
Lisa: ♥♥♥♥ "I had no expectations about how it might go, and it went fine. It turned out to be pretty okay. It could have been worse. It just didn’t quite feel romantic.”
Demar: ♥♥♥♥ “The night wasn’t awkward in any sense. The food was good; the restaurant was great. I kind of want to go back to hang out with the bartender.”
Our daters went to Gupshup (115 East 18th St, 212-518-7313)
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