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?

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?

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.

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

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?

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.