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Meet the Undateables: Andrew and Mallory

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


Photograph: Ann Sullivan

Why they’re single:
Andrew: He’s focused on his career, and the acting industry requries a lot of focus.
Mallory: She’s been in New York for only about a year, and dating really hasn’t been a priority.

Ideal date:
Andrew: Going for dinner, then a Yankees game
Mallory: Grabbing coffee and going for a walk


First impression
Andrew: “The first reaction I had was that she wasn’t totally my type: I’m a smaller guy, and she was a little taller, but that’s not what makes or breaks a relationship for me.”
Mallory: “He was very friendly and very smiley but not really my type. I’m usually interested in gentlemen who are taller. He seemed polite but was a little formal.”

Andrew: “I definitely felt a nice energy. We talked about the acting industry. Hopefully I was able to shed some light on it for her—it’s my career, so I love talking about it.”
Mallory: “He gave me a lot of unsolicited career advice. I’m all about getting advice—I love getting tips and tricks, and I’m very new to this city—but maybe not in a date setting.”

Awkward Moment
Andrew: “Our table was a little wobbly, so we had three different people come out to fix the wobble and then come back to check on it again. The waiters were very congenial.”
Mallory: “He said he used to live with two females and then was like, ‘Is that the correct term? Females?’ It was very odd, and it was right up top, before the fries even came out.”

Andrew: “After dinner, we went to see this show [#DateMe]. I asked if she wanted to exchange numbers, and she said she would but wasn’t interested in going on a second date.”
Mallory: “I told him I didn’t think I wanted to go on a second date, but maybe we could meet up as friends. And then he gave me his business card. So that’s how that ended.”

Andrew: ♥ “I think we enjoyed each other’s company, but it just wasn’t there romantically. But, as a fellow actor in the industry, I’d see myself staying in touch.”
Mallory: ♥ “I would give it a solid B-. I really enjoyed the restaurant and the show. It was pleasant company but not romantic company—and a lot of tips about the industry.”

Our daters went to Tender Steak & Sushi and #DateMe: An OKCupid Experiment

RECOMMENDED: See more Undateables

Want to be set up on a free blind date? Email

Best date ideas in NYC

  • Restaurants
  • French
  • Greenwich Village
  • price 3 of 4

A West Village institution with classy decor, Minetta Tavern serves up that famous burger that’s on your bucket list. After your splurge, turn things up a notch at Marie’s Crisis Café, the iconic piano bar down the street. You can listen to some show tunes and join in the singing once you’ve got a few drinks in you. Who knows, maybe you and your date will harmonize!

  • Nightlife
  • Nightlife
  • Lower East Side

Drop your inhibitions at this seductive, throwback lounge. Cheeky performers will leave you and your date laughing, curious and maybe a bit aroused. From your table by the stage (the space is small enough that there’s not really a bad seat in the house) expect the unexpected as aerial performers, singers, comedians, dancers and sexily clad lads and laddies perform circus and sideshow tricks. You’ll be hard-pressed to find anything like it in the Lower East Side—or anywhere else.

  • Things to do
  • Downtown Brooklyn

Dreamland Roller Disco in Prospect Park provides a modern twist on a retro date. Besides, isn’t there something cute about falling on your butts together? What makes Dreamland special are its themed nights. From Gaga vs Madonna to Soul Train to Y2K Disco, you're bound to find the perfect theme that will get you going regardless of your skating skills.

  • Restaurants
  • Austrian
  • Ridgewood

The Austrian-inspired cuisine and lived-in but chic aesthetic make Porcelain a charming first-date option. The prices are refreshingly low, too, with plates in the $10 range. Grab a couple of big, plush chairs, then split brunch and a pastry or three. If that’s not as sweet as can be, we don’t know what is. 

  • Attractions
  • Arcades and amusements
  • Midtown East

New York is brimming with unique, exciting activities. But if you’re pining for something truly cutting-edge, explore another city—or another planet, for that matter—by bringing your date to VR World, a theme park that proffers 50 mind-bending interactive experiences.

  • Restaurants
  • Italian
  • Brooklyn Heights

Versatility is a key quality in a date spot: somewhere you want to stay but can still bolt if need be. If that’s what you’re seeking, get thee to Jared Braithwaite’s bar Pips, which sports an impressive wine selection alongside small plates inspired by coastal Italian cuisine. Plus, it’s right on Atlantic Avenue, so your subway escape-route options are plentiful. 

  • Attractions
  • Parks and gardens
  • Prospect Park

You and your special someone don’t have to travel far to feel like you’re in an idyllic pastoral paradise with this century-old Kings County NYC park. Nestled away by Prospect Park, you’ll find over 50 acres of cherry blossoms, rose gardens and the bright flora of the tropics in the balmy conservatory. No matter the season, you’ll be sure to see beautiful plant life.

  • Movie theaters
  • Independent
  • Williamsburg

Why bother going to two separate places when you can combine this classic date at one fantastic eat-in cinema? Grab one of the luxurious, big comfy chairs and take advantage of the table with the seats. Chow down on tacos, burgers, charcuterie or small plates as you take in buzzworthy indie films and retro re-releases. And be sure to take advantage of the sweet cocktail and beer menu. 

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