Hannah meets up with her erstwhile college flame to find out how she contracted HPV, uncovering much more in the process. Marnie's art-gallery boss introduces her to a cocky artist who piques her interest, while Jessa gets a babysitting gig.

Adam's risqué text message sends Hannah over the edge; Jessa gets distracted while babysitting; Shoshanna reunites with a guy she knew at camp; Ray and Charlie stick their noses where they don't belong.

Hannah tries a different tack with her boss to counter his inappropriate office behavior—she propositions him.

Feeling resentful of an old classmate's success and unable to make rent, Hannah is forced to take a job at a café. Marnie has trouble handling Hannah's emotional and financial needs. Jessa runs into her old boss. Shoshanna meets her online match.