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Each week, we take two New Yorkers who swear they're totally undateable, and put our matchmaking skills to the test. Afterward, we find out what went well on their date, and what went horribly, horribly wrong.
Why they're single:
Christina: Travels a lot, so can be difficult to catch
Michael: Loves performing more than the idea of being in a relationship
Ideal date:
Christina: Something outdoorsy followed by some red wine and pizza—but Paulie Gee’s-style, not, like, a slice
Michael: Grabbing a couple margaritas, going on a stroll through a park and then maybe some ice cream
First impression
Christina: “We arrived at the same time. He was really nice and seemed super outgoing, so that kind of put us both at ease. I don’t really have a type and didn’t know what to expect.”
Michael: “While I don’t typically go for the classic tall, blond, blue-eyed type, I thought she was attractive. I’m not sure if you should write this, but she had great legs.”
Chemistry
Christina: “There was definitely friendly chemistry. I could see us hanging out on the weekend or going to a comedy show or something like that but not necessarily romantically.”
Michael: “From what I could tell, she was a little more aggressive, Type A. That doesn’t necessarily vibe as well with my silly, laid-back vibe, but it wasn’t like we didn’t have chemistry.”
Awkward Moment
Christina: “We’re both very outgoing and a bit loud already, and we had these drink coupons. There was a couple sitting across from us that was like, ‘What are these kids up to?’”
Michael: “There was a moment when she took the menu and started reading it in a British accent, but I found it kind of funny and adorable.”
Afterward
Christina: “He walked me to the subway, which I thought was really nice. We hugged goodbye and exchanged numbers. We’ve actually already messaged about comedy.”
Michael: “If I’m being completely honest, I would have gone in for a kiss, but I sensed from her hug and a quick goodbye that she probably wasn’t feeling it romantically.”
Verdict
Christina: ♥♥♥♥ “I think it would definitely be a friendship, but I’d see him again for sure. There were really no lulls in our conversation. He was very easy to talk to.”
Michael: ♥♥♥ “I thought she was cute and cool to talk with, but ultimately, I didn’t think our personalities were super compatible. That said, I’d be open to a second date.”
Our daters went to Hudson Common at Hudson New York (358 W 58th St, 212-554-6217)
RECOMMENDED: See more Undateables
Want to be set up on a free blind date? Email undateable@timeout.com.