Shoshanna tries to balance her time at college between sex and studying, while Marnie must accept she and Charlie are through. Also, Adam and Hannah and host a dinner party.

Hannah, Shoshanna and Adam take a road trip; Marnie moves into her own place; Hannah seeks inspiration to meet her editor's deadline.

Adam's eccentric sister arrives unannounced; Marnie becomes controlling over Hannah's 25th birthday party; Ray settles into his new role as manager at the new restaurant.

Hannah tries to process an untimely death; Jessica tracks down an old friend; Marnie discovers a video that Charlie posted online.

Hannah attends the funeral of her editor; Hannah tries to help Adam and Caroline work through their issues; Jessa makes some positive changes; Ray gives Marnie advice.

Hannah gets a job writing advertorials; Shoshanna reconsiders her break up in light of Ray's success; Ray and Marnie clash.

Hannah and her friends go on a weekend getaway; Hannah runs into Elijah and invites him to the beach house.

Hannah is warned that Adam will change since he has been cast in a Broadway play; Jessa gets an unexpected visit from Jasper; the group celebrates Adam's success; Marnie is captivated by Adam's cast mate.

Hannah gets a strange request from her mother while visiting her grandmother in the hospital; Hannah has a drink with her cousin.

Hannah worries about her relationship with Adam; Marnie starts working at an art gallery; Shoshanna surprises Jessa.

Hannah and Elijah have dinner with Patti LuPone; Jessa looks for a job; Hannah, Shoshanna and Elijah attend Marnie's performance.

Hannah receives some news; Marnie divulges a secret to Shoshanna; Jessa's boss asks her for a favor.

Hannah has one last dinner in New York with her parents and Adam before packing up to leave for the Iowa Writers' Workshop. Meanwhile, Marnie and Desi play a jazz-brunch gig for a tough crowd at a downtown restaurant; Shoshanna's annoyed by her parents after getting her diploma; and Jessa clashes with Beedie's daughter over her caretaker status.

Hannah moves into a new place and is thrilled with the amount of space she can afford, but struggles with life as a grad student when her fellow workshop writers don't give her the feedback she expected.

Hannah has a lot of free time but nothing to do with only one class a week, while Elijah makes his mark on the Iowa social scene. Back in New York City, Ray warns Marnie about Desi's intentions before they meet with a record label; Shoshanna has a job interview; and Adam gets mixed up in Jessa's world after an AA meeting.

Hannah is confronted by her classmates after leaving a non-apology apology letter in their cubbies. After being rejected at yet another job interview, a frustrated Shoshanna spends a day with Ray. Creative and romantic tensions between Marnie and Desi reach a breaking point.

Hannah's friends attempt to help her get through a crisis in her life. Hannah and Adam have an honest conversation together.

Some soul-searching leads Hannah to an epiphany. Meanwhile, another disastrous interview for Shoshanna ends in a positive; Ray attempts to solve his neighborhood noise issue at a community board meeting; Marnie and Desi disagree on how to define their sound; and Adam is shocked by a revelation.

Hannah goes for drinks with Fran, a new coworker, before attending an unusual art show. Later, she spends some time alone with Mimi-Rose, while Adam is unnerved by Mimi-Rose's friend, Ace. Meanwhile, Shoshanna helps Ray with his community board election campaign.

Hannah spends an afternoon with a new friend. Marnie and Desi argue over money. Jessa gives Shoshanna advice. Loreen and Tad have a tense dinner party with their friends.

Hannah's maturity is called into question after she is confronted with a family dilemma. Jessa, Ace, Mimi-Rose and Adam have an awkward encounter. Marnie makes an announcement at Ray's campaign party.

Hannah, Adam and Jessa try to convince Caroline and Laird to forgo their planned home birth; Shoshanna is presented with a unique job opportunity; Ray tells Desi what he really thinks about him.