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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

Andrew and Mallory
Sex and dating

Andrew and Mallory

Kyle and Ameed
Sex and dating

Kyle and Ameed

Jennifer and Brian
Sex and dating

Jennifer and Brian

Lisa and Demar
Sex and dating

Lisa and Demar

Ann and Mike
Sex and dating

Ann and Mike

Tim and Damien
Sex and dating

Tim and Damien

John and Danielle
Sex and dating

John and Danielle

Sammi and El-Hajj
Sex and dating

Sammi and El-Hajj

Michael and Jaime
Sex and dating

Michael and Jaime

Molly and Tom
Sex and dating

Molly and Tom

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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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