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The Undateables

We take two undateable New Yorkers and put our matchmaking skills to the test

The Undateables

Everyone knows it can be tough to be single in New York. Whether you’re trying to figure out what’s wrong with all the people you will definitely meet on Tinder in New York or trying to hit it off between shots at one of New York’s best hookup bars, it takes a lot of legwork to get your legs up in this town. So each week, we try to help two single New Yorkers who think they’re totally undateable. We pair them up and send them out to have (we hope) a fun, romantic night on the town. Afterward, we find out what went well on the date, and what went horribly, horribly wrong.

Do you want to get set up on a free blind date? Email undateable@timeout.com.

The Undateables

Tim and Michael
Sex and dating

Tim and Michael

Harrison and Caralyn
Sex and dating

Harrison and Caralyn

Thang and Nasra
Sex and dating

Thang and Nasra

Robert and Ceci
Sex and dating

Robert and Ceci

Austin and Ruthanne
Sex and dating

Austin and Ruthanne

Soly and Jia
Sex and dating

Soly and Jia

Davis and Taylor
Sex and dating

Davis and Taylor

Bri and Geoff
Sex and dating

Bri and Geoff

Andrew and Mallory
Sex and dating

Andrew and Mallory

Kyle and Ameed
Sex and dating

Kyle and Ameed

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Round two dates

Michael and Devon
Sex and dating

Michael and Devon

Lauren and Tyler
Sex and dating

Lauren and Tyler

Sarah and James
Sex and dating

Sarah and James

After the date

A classic fade-out
News

A classic fade-out

A terrible second date
News

A terrible second date

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