Hannah throws a housewarming party with brand-new roommate Elijah, but it's hard to move on when she's still playing nurse to Adam. Marnie gets bad news at work and a visit from her mom ; Shoshanna avoids Ray at the party; and sun-kissed Jessa returns from her honeymoon.
Hannah gets unsolicited musical attention from heartbroken Adam and displeasing opinions on her writing from Sandy. Elijah questions his sexuality; Marnie makes a career compromise when her curatorial dreams are crushed; Jessa revels in married life; Shoshanna and Ray make magic; and Elijah and Marnie harbor a secret.
On a freelance writing assignment to get out of her comfort zone, Hannah befriends the junkie downstairs and parties hard with Elijah, who reveals an explosive secret. Meanwhile, Marnie has a long awaited run-in with artist Booth Jonathan.
Hannah hosts a grown-up dinner party to celebrate her writing gig, but her friends' behavior doesn't live up to the setting. Marnie and Audrey square off; Shoshanna realizes she has inadvertently entered a new phase with Ray ; Jessa meets Thomas-John's parents.
Hannah is surprised to find herself drawn to a good-looking 42-year-old doctor and the trappings of his conventionally successful adult life.
Hannah signs an e-book deal with a dauntingly tight deadline; Marnie plays hostess for Booth Jonathan's art party; Adam coaxes Ray to go on a Staten Island adventure; a depressed Jessa crashes with Hannah.
Hannah accompanies Jessa upstate to visit Jessa's estranged father, his new-age girlfriend and her virginal teenage son, Frank.
Hannah tries to hide mounting anxiety about her book from her visiting parents. Marnie is stunned to learn that Charlie has started a successful app company; at AA, Adam meets a boisterous woman who coaxes him into dating her daughter, Natalia ; and Ray's aversion to college parties gives Shoshanna pause.
Pressure from Hannah's aggressive publisher and a looming deadline further jeopardize her mental state. Adam and his new girlfriend have their first misunderstanding. At Charlie's work party, Shoshanna avoids Ray, and Marnie makes an unsettling step towards following her dreams.
To avoid being sued by her publisher, Hannah must write her book in a single day. Marnie misinterprets Charlie's intentions; Ray makes a career move that he hopes will impress Shoshanna.
