When Whitney and Alex go on a double date with Roxanne, Whitney is surprised to learn that Alex had a full life before he met her. In an effort to do more things together, they decide to play a friendly game of basketball, but things go awry and a sore loser emerges shocking the gang. Meanwhile, Lily thinks that she will win Neal's mother over by embracing his Indian heritage, but she takes it to a whole other level.

Excited for her upcoming nuptials, Lily asks Whitney to be her maid of honor and plan an engagement party for her and her fiancé, Neal. All the party planning stresses Whitney out causing sleepless nights, so Alex suggests that she go see her therapist, Dr. Price for some help -- but a prescribed solution causes even more mayhem. Meanwhile, Roxanne decides to take charge of her potential future and finds an unlikely support system in Mark.