When Heather sets Ben up on a blind date with her sister, Stephanie, he finds he has a lot in common with her... until he realizes Stephanie is crazy. In an effort to help Roman muster the courage to ask Heather out, Ben finds himself reluctantly on a group date with Stephanie, Roman and Heather. Meanwhile, Crystal has asked Alonzo to walk her dog in a dog show, and Alice tries to impress her best friend who's come for a visit.

When Ben discovers it's Crystal's anniversary with Billy, one of her ex-husbands, he encourages her to find him so she can get the closure she's needed from their relationship. While he helps Crystal, Ben looks to Roman to entertain his date – the hot quarterback of a woman's lingerie football team – and Alice lends Alonzo a hand with two unruly, internet billionaires.