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Meet the Undateables: Emmett and Samantha

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

Emmett and Samantha

Why they’re single:
Emmett: He likes to think that he’s looking for a real connection.
Samantha: If she knew, she wouldn’t be single. Maybe it’s because she’s just too funny.

Ideal date:
Emmett: Going to a comedy show or a museum
Samantha: Doing something active like going to the park


First impression
Emmett: “She got to the restaurant about 20 minutes late, but it was fine. I think we realized right away that we weren’t each other’s type, but she seemed fun. A little funny.”
Samantha: I was running a bit late. When I got there, my first impression was that he was friendly. He was very nice and easy to talk to, but we didn’t really get that personal.

Emmett: “There was friendly chemistry. When you’re meeting someone, you can just sort of tell if you’re hitting it off or not. It felt like there wasn’t really a spark between us.
Samantha: He was just definitely not my type—for sure, nothing romantic. It was fun but definitely just friendly vibes. We had more appetizers than anyone should ever order.”

Awkward Moment
Emmett: She didn’t know who the Rock was. I said a few of his films, and she was like, ‘Oh, you mean Bruce Willis.’ Eventually, she realized he was ‘the San Andreas guy.’ ”
Samantha: We were on the elevator, and the door opened on this party where there was, like, a half-naked woman on all fours being lassoed by another woman onstage.”

Emmett: She didn’t know what churros were. So, we got some for dessert, and she was like, ‘These are just doughnuts. They should just call them doughnuts.’ After that, we left.”
Samantha: I pretended that I had to take a cab to see my sick friend, but I really just wanted to head out. He said he was going to see his friends to debrief, and we hugged goodbye.”

Emmett: ♥♥She was nice, smart and friendly, but I didn’t really feel anything romantic. But if I ran into her again, I would say hi and chitchat. It was a fun, goofy experience.”

Samantha: ♥♥♥ “He kept saying cute things all night like, ‘Let’s let the woman decide,’ and we had a fun time ordering food. But it’s a hard no—none, nada—on the romance.”

Our daters went to Cantina Rooftop (212-957-1700, 605 W 48th St)

RECOMMENDED: See more Undateables

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