After Tom forbids Carrie to see Sebastian again, Carrie snoops through Tom's work files and uncovers some alarming information about Sebastian's past. Carrie decides to confront Sebastian about what she's discovered and is shocked by his reaction. Maggie deals with her breakup with Walt in the only way she knows how and finds some solace from Dorrit Meanwhile, Larissa takes Carrie, Mouse and Seth to an outrageous performance art club in New York City, which leaves them all feeling self-conscious.

Carrie runs into an old friend at her internship and gets invited to his mother's dinner soiree in Manhattan, but her feelings for Sebastian get in her way, until she see him with another girl. Mouse is excited about getting back together with Seth, but her worries about being bad at sex drive her to ask Walt for help. In order to hang on to a favorite spot at the diner, Maggie takes on Donna LaDonna and her friends. Meanwhile, Tom loses his wedding ring, which makes him realize that Harlan might be right about starting to date again.