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Photographs: Ann Sullivan

Meet the Undateables: Austin and Ruthanne

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

Why they’re single:
Austin: He’s been working on his personal development, so relationships have been on the back burner.
Ruthanne: She hasn’t met someone who has the same amount of interest in her as she does in them.

Ideal date:
Austin: Going to a speakeasy and grabbing dumplings
Ruthanne: Getting pizza and then hitting up a West Village bar


First impression
Austin: “I was about 20 minutes late when I got there. My first impression was that she was very warm and fantastic. She seemed really understanding that I was running late.”
Ruthanne: “I thought he was very handsome and good-looking, and he smelled really great. He was somewhat new to the city, and he seemed really excited about being in New York.”

Austin: “I would say there was chemistry. I think we had a ton in common. We were both really passionate about travel, and that was something we were able to connect on.”
Ruthanne: “I thought there was romantic chemistry! We talked about our hobbies and travel and where we’ve lived before. I think we were definitely on the same page about a lot.”

Awkward Moment
Austin: “The most awkward thing was that I was late. She did her best to make me feel not awkward, but I just felt really bad about it. But there wasn’t really anything other than that.”
Ruthanne: “I don’t think there was an awkward moment. I think he’ll probably say that his being late was awkward, but I don’t think that was awkward at all. It was a great night.”

Austin: “After we ate, we went outside and sat by the water for an hour, just talking. I got her number, and we plan on hanging out later this week. She was amazing.”
Ruthanne: “We talked about hanging out again. We were definitely both interested in going on a second date. There was a hug and a kiss goodbye at the end of the night.”

Austin: ♥♥♥ “It was fantastic. We really enjoyed each other’s company, and we had a lot in common. It was a conversation and a situation that we’d like to continue.”
Ruthanne: ♥♥ “It was a unique experience and an amazing blind date. Austin is an absolute catch. My expectations were really low, and this definitely exceeded them.”

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

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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