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Meet the Undateables: Robert and Ceci

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

Photographs: Ann Sullivan

Why they’re single:
Robert: He just out of a long-term relationship and is working on his emotional availability.
Ceci: She recently got out of a relationship, so she’s new to the dating scene.

Ideal date:
Robert: Dinner at a diner, followed by an outdoor walk
Ceci: Bowling or going to a concert


First impression
Robert: “She was cute and friendly but dressed a bit casual, which made me think she wasn’t taking it too seriously. To be fair, I found out later that she was coming from work.”
Ceci: “He was super nice, and he was tall. He seemed a little shy at first, but then he opened up. He wasn’t the type I usually go for, but it was nice to kind of break out of that.”

Robert: “We had a flirty rapport. She was easy to talk to. We’re both newly single, so we compared notes on dating profiles, food, hobbies. The conversation flowed well.”
Ceci: “I’m not sure if it was romantic or friendly chemistry, but we ended up talking about a lot. I’m making a movie about mediocre first dates, and we laughed about that.”

Awkward Moment
Robert: “It wasn’t that awkward, but she has a shellfish allergy, and I really wanted to order some of the lobster dumplings. I ended up ordering them anyway.”
Ceci: “He asked me if I thought a photo of him was good, and I was like, ‘Honestly? Your eyes look a little weird.’ And he was like, ‘Oh, I’m actually kind of cross-eyed.’ ”

Robert: “It was a beautiful night, so we got ice cream and walked along the water.  She had plans to meet a friend, so it was a quick date. We hugged, and I gave her my number.”
Ceci: “I had a friend that I had to meet, so I had to leave mid–ice cream. He asked for my number, and then we were like, ‘Let’s do this again.’ We’ve chatted a little since then.”

Robert: ♥♥♥ “I’m not opposed to seeing her again, but I live in Astoria and she lives in East Williamsburg. Taking the N to the 7 to the G to the L seems rather daunting.”
Ceci: ♥♥ “He was a nice guy, and I enjoyed hanging out with him. Definitely chemistry, but maybe more friend chemistry. It went better than I expected!”

Our daters went to Time Out Market New York (55 Water St, 917-810-4855)

RECOMMENDED: See more Undateables

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Best date ideas in NYC

Marie's Crisis
Photograph: Time Out/Ali Garber
Restaurants, French

Feast at Minetta Tavern, then drink and sing at Marie’s Crisis Café

Greenwich Village

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!

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Nightlife, Nightlife

See a burlesque show at the Slipper Room

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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.

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Photograph: Courtesy Dreamland Roller Disco
Things to do

Couple skate during Dreamland Roller Disco

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Dreamland Roller Disco 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. February is chock-full of romantic rendezvous, such as the upcoming disco party I Feel Love on Valentine’s Day. 

City Point BKLYN, Downton Brooklyn ( $20–$26 (includes skate rental).

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Restaurants, Austrian

Get cozy on the cheap at Porcelain


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. 

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Photograph: Courtesy Kick Axe Throwing
News, Drinking

Sharpen your skills at Kick Axe Throwing

Craving an out-of-the-ordinary daytime date that doesn’t involve drinking the afternoon away? Kick Axe Throwing, in Gowanus is an urban adventure that's bound to make you look like a badass—plus, it opens at 11am during the week. Before chucking those hatchets, peruse the Runner & Stone café a few blocks away for a caffeine or pastry fix.

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Attractions, Arcades and amusements

Trip out at VR World NYC


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.

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Restaurants, Italian

Stay for a while (or just a minute) at Pips

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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. 

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Attractions, Parks and gardens

Bask in the beauty of the Brooklyn Botanic Garden

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.

Nitehawk Cinema
Photograph: Gabi Porter
Movie theaters, Independent

Feast and catch a flick at Nitehawk Cinema


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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