Scarlet reels over their new dynamic, forcing everyone to adjust. Jane tries to cope with the changes to Jacqueline's role at the magazine and joins forces with Kat and Sutton to make it clear how much she means to them.

Kat is faced with a past regret when she crosses paths with a closeted singer who asked for help coming out.

Kat goes out of her way to help a transgender runner get into the New York City Marathon.

Jane writes a story about a sex club; Kat's latest crusade may inspire her to start dating.

Jane's story on millennial weddings comes to a halt when she uncovers a secret about Jacqueline.

Kat considers her feelings on preconceived gender roles in the bedroom.

Kat and Adena need to work together on a Scarlet project, which becomes tense when Adena learns about Kat's recent romantic relationships.

Jane is overjoyed when her brother Evan comes to town, and she introduces him to Ryan.

Jane decides to throw Sutton an epic bachelorette party, but the bride can't quite bring herself to enjoy the festivities. Kat learns surprising info about RJ, which leads her to question the company's morals. Jane gets career news while facing some devastating personal issues.

Sutton and Richard's wedding day is here, and Sutton is faced with a big decision.

Jane returns to Scarlet with new editorial duties.

A blizzard halts NYC, and Kat is trapped at work.

Sutton grapples with changes in her life.

Jane isn't comfortable in her post-surgery body.

Five short love stories about complex relationships.

Sutton visits home and falls into a familiar pattern.