When Phelisha agrees to date a white coworker, she's shocked to see him dressed up as 50 Cent. Cory scores with a MILF, but leaves a treasured family heirloom at her house and must retrieve it the only way he knows how - in disguise.

Steph dates a guy she met on Tinder and his dungeon-like abode is questionable. Tara recounts her date with a pop star involving a game and an amber police alert. Ariel turns to dating to distract himself from the passing of a close friend.

Laura offers to walk a man's dog and uses the opportunity to snoop through his house. Jordan goes out with a love interest, and he blacks out from heavy drinking, leaving him to put the pieces back together of what happened the night before.