When Aaron becomes depressed over an ex-girlfriend getting engaged, Ben and Fitz decide to take him out for a night on the town, only to end up arguing over a girl. Meanwhile, Sarah tries to befriend Riley and her wild lifestyle by hesitantly attending a party that makes her question her conservative ways.

Ben and Sarah go on their first double date together with another set of friends who show fluctuating interest in them. Elsewhere, Riley's new boyfriend introduces the concept of "full disclosure,” and a reluctant Aaron mediates a "truth off" between Riley and Fitz to see who is better at handling brutal honesty.