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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:
Cara: She’s super needy and always takes things too fast.
Reese: She dates people too young for her.
Ideal date:
Cara: Something outdoorsy, like grabbing cheese and bread and chilling in the park
Reese: A mini adventure with lots of playfulness, like going to Coney Island
THE DATE
First impression
Cara: “I arrived super early, so I sat by myself until she finally came over. The first thing I noticed was how on point her highlighter was; her skin just glowed.”
Reese: “I walked in and they said my date was at the bar. She was super sweet and very pretty. I sat down and dredged over what drink to get and asked her a bunch of questions.”
Chemistry
Cara: “One of the things I loved was that she was also so into food. We were ordering conservatively, then we let loose and were like, ‘We’re getting this appetizer and this side.’ ”
Reese: “She was very innocent, somebody you just wanna squeeze. It was a bit like she was a kid sister. She’s still bright-eyed and bushy-tailed, which is not a bad thing.”
Awkward Moment
Cara: “She likes sweet drinks, and I had an Aperol spritz and told her not to get that because it was bitter. Then she asked the bartender, and he suggested an Aperol spritz.”
Reese: “When we were leaving, she was like, ‘I was just so nervous.’ Suddenly I realized, ‘Oh, you were nervous that whole time!’ Because she didn’t need to be nervous.”
Afterward
Cara: “We joked that we’d both taken our blind-date V-cards. I was thinking, What do we do? Do we hug? We didn’t exchange any information. I just didn’t think of it.”
Reese: “I was going to meet up with a friend, and she was going to the train. I was not thinking it was a match, so I wasn’t worried about getting her info.”
Verdict
Cara: ♥♥♥♥ “It was a solid way to spend a Friday, and I enjoyed getting to know her. I didn’t feel any immediate spark, but I would totally hang out with her again.”
Reese: ♥♥♥ “Did I have even a tingle of a romantic feeling? No, I didn’t. But we had a good time. I would do it again, just not romantically. She’s a total catch.”
Our daters went to Sauce (78 Rivington St, 212-420-7700)
RECOMMENDED: See more Undateables
Want to be set up on a free blind date? Email undateable@timeout.com.