Dating Around

In each episode of flirtations and fails, one real-life single navigates five blind dates. The mission: Find one match worthy of a second date.

Reality

1Thu, Feb 14, 2019

Luke

He may be a ladies' man, but Luke is ready to settle down -- after some light drinking, deep kissing and one date's awkward-but-adorable door snafu.

2Thu, Feb 14, 2019

Fiercely independent Gurki is eager to open up about divorce, until one date radically challenges her candor. Will she back down or speak her mind?

3Thu, Feb 14, 2019

Production designer and mustache aficionado Lex is a master of cool, cultured charm. But can he defuse one man's awkward second-date invitation?

4Thu, Feb 14, 2019

What does love look like after loss? Sweet and sophisticated widower Leonard is ready to find out -- and try his hand at an impromptu dance lesson.

5Thu, Feb 14, 2019

She’s got a thing for a quick wit. But will tech recruiter Sarah find a genuine connection after dinner conversation takes an unexpected turn?

6Thu, Feb 14, 2019

Mila knows the ropes of NYC fashion, but she’s brand-new to NYC dating. Will her fresh take serve as a turnoff or seal the deal with the right lady?