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

Natalie and Matt
Sex and dating

Natalie and Matt

Michael and Kyle
Sex and dating

Michael and Kyle

Juliana and Andrew
Sex and dating

Juliana and Andrew

Matt and Krista
Sex and dating

Matt and Krista

Wandi and Sam
Sex and dating

Wandi and Sam

Meredith and Craig
Sex and dating

Meredith and Craig

Angela and Dan
Sex and dating

Angela and Dan

Bridget and Andrew
Sex and dating

Bridget and Andrew

Andy and Juliette
Sex and dating

Andy and Juliette

Meghan and Kyle
Sex and dating

Meghan and Kyle

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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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Comments

5 comments
CHELSEA C

Are we on hiatus? I'm lost without my weekly Undateables fix.

Duchie guys

New York city is full of white people

Treasure M

Hey, I really like your show, and think my friend and Sara would be a nice set up... He's in his forties and she likes older men... Let's see if we could make this work for them....

Treasuremccollin@gmail.com

Yours truly

Treasure mccollin

Michael C

Dating game is not that easy nowadays... If you want to get this one "SPECIAL" and "ONLY ONE IN THE WORLD" women (I tend to think like that everytime. Damn!) you need to change the strategy. I have found it there: http://bestdatingproductreviews.com/the-tao-of-badass-review. As you probably have seen many times, older people are always being nice and saying compliments to every women. I think it's because there was a time like 30 years ago or so when they actually had success with it. Times are changing and women thinking too. I get friendzoned dozen of times because I was behaving like these people I mentioned above. This review helped me out and I have actually reduced the number of being friendzoned.