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Juliana and Andrew

Each week, we take two New Yorkers who swear they’re totally undateable, and put our matchmaking skills to the test

By Will Gleason

7-Eleven App

Photographs: Ann Sullivan

Why they’re single:
Juliana: She just hasn't met the right one yet.
Andrew: He hasn't really put himself out there that much.

Ideal date:
Juliana: Drinks and then a stroll around the city
Andrew: Start off with a few drinks at a local bar and then go for a walk


First impression
Juliana: “I was a little late, but when I got there I thought he was attractive. He was dressed well and had a really cute smile. I think he was a little nervous, though.”
Andrew: “I thought she was super cute—definitely my type. I think she may have been a little frazzled because she was kind of late, but she seemed really nice.”

Juliana“Once we started talking, I didn’t feel any chemistry. He didn’t really keep the conversation going, so I had to put in a little bit more work than I usually like to do.”
Andrew: “I think there may have been some chemistry. We were definitely able to make each other laugh at certain points. It turns out we both used to live in Boston.”

Awkward Moment
Juliana: “I asked him his age, and when he said 26, I apparently made a face. I had to be like, ‘Oh, I’m sorry—I just don’t usually date younger than me.’ It caught me off guard.”
Andrew: “For the first 15 minutes, the crowd was pretty loud, so we kept shouting across the table at one another, which isn’t an ideal way to meet someone.”

Juliana: “We got two drinks at the bar, and then we went to the outside patio to hear a bit better. After that, we got some dim sum at a place nearby.”
Andrew: “We grabbed some dim sum and then hugged and said goodbye. I actually forgot to ask for her number, but then we ended up finding each other on Facebook.”

Juliana: ♥♥♥ “He seemed cool. Maybe it was the pressure of knowing that our date was going to be published, but he just seemed very reserved and nervous.”
Andrew: ♥♥♥ “She was really cute, and we both like to joke around a lot. I felt like we were getting along. Maybe next time we can start out somewhere a bit more low-key.”

Our daters went to Freehold (45 South 3rd St,

RECOMMENDED: See more Undateables

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