Denise's new boyfriend Grey invites her to his birthday party for their second date. At the party, she becomes increasingly confused and paranoid as he keeps disappearing throughout the night. Clea assigns Viviana to arrange a date for the agency's first lesbian client.

Clea reveals to the staff of Love, Inc. that her ex-husband frequently criticized her for not being spontaneous enough. The staff attempts to make Clea less serious. Denise and Barry try to encourage a client to overcome his anxiety and go on a second date with a woman he cares about deeply.

Viviana accepts a marriage proposal from a younger man, but feels conflicted when her ex-boyfriend returns to rekindle their relationship. The agency begins to market its services towards geeks, and Barry and Francine experience difficulty arranging dates for a trio of clients.