Jane is stunned when the subject of her latest article, a woman who left a finance job to become an exotic dancer, threatens to sue Scarlet – and Jane. Sutton is excited when she thinks she’s making a step forward in her career. Kat questions whether she is ready for a real relationship with anyone, especially in light of recent events with Adena.

In promoting Scarlet’s breast health awareness campaign, Kat tries to be bold with her message, but is left wondering whether her competitive nature is hurting her cause. Jane confronts past issues and current anxieties when she is tasked with writing a controversial piece about BRCA gene testing. Sutton is determined to excel at her tasks at hand, but when things fall apart, it’s Alex who rushes to her rescue.

Sutton is in an awkward position when she is put in charge of hiring a photographer for an accessories shoot, and Kat asks her to hire Adena. Jane follows around a cute and altruistic doctor named Ben for her latest article. Scarlet’s newest board member, Cleo, causes Jacqueline to defend her role at the magazine.

Jane crosses paths with Pinstripe, who inspires her to try a new style of writing. Meanwhile, she learns something new about Ben. Adena reluctantly brings Kat out to meet her friends, and Kat quickly immerses herself in the New York lesbian scene. Sutton fights for an in with a well-connected influencer named Brooke.

With Jane’s egg extraction on the horizon, she and her boyfriend can’t wait to have sex again and she challenges herself to be less “vanilla” and more “rocky road” in the bedroom. Alex examines his dating life in a piece for Scarlet digital when he realizes he was the subject behind a #MeToo story. Fed up after realizing that her councilman doesn’t have his city’s best interests at heart, Kat decides to channel her passion by volunteering for his opposition. Sutton considers a career shift into fashion design but debates how to break the news to Oliver.

Jane stumbles on the scoop of a lifetime, but Jacqueline turns down the pitch when her impending 10th-anniversary gala and continued power-struggles with Patrick force her to contemplate her future with Scarlet. Sutton preps a design seminar application for Oliver’s recommendation, but he remains distracted by things in his personal life. Kat decides to run for City Council but reconsiders when she learns what the opposition might spin about her past.