Marnie is asked to act as hostess for an art party thrown by Booth Jonathan and Hannah signs a publishing contract for e-books. Meanwhile, Adam manages to convince Ray to join him on an adventure.

Hannah's deadline worries and pressure from her publisher weigh heavily on her mind; Adam and his new girlfriend have a misunderstanding; Shoshanna avoids Ray at Charlie's work party; Marnie makes a move toward her future.

In the Season 2 finale, Hannah attempts to write her book in one day so her publisher doesn't sue her. Meanwhile, Ray tries to impress Shoshanna with a bold career move; and Marnie gets the wrong idea about Charlie.

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.

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.