His best friend is Ray Ploshansky , who he occasionally does gigs with as a two-person band called Questionable Goods.
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In the season finale , it is Desi and Adam's opening night. Hannah's neighbor and a recovering drug addict. When Shoshanna, Marnie, Hannah, and Jessa all go away for the weekend in Beach House , she ends up drunkenly telling off her friends. Afterward, Adam tells Jessa he is going to kiss her goodbye, and again Jessa rebukes him. In season 6, it is revealed that Desi is addicted to prescription pain killers after Marnie cheats on Ray with him. She is a fan of the TV series Sex and the City and is embarrassed to still be a virgin at the start of the series. In It's Back , Shoshanna is concerned with Jessa's abrupt leaving. At the dinner, Shoshanna is shocked to realize that Ray is actually living with her.
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He is portrayed by Ebon Moss-Bachrach. Because her boyfriend doesn't want her to move, she considers declining, but after having a conversation with Hermie, Ray's boss, who convinces her to go her own way and pursue her own career. On April 4, , Christopher Abbott left the series after sources reported he and Dunham had differences with the direction that his reoccurring character Charlie was taking as the third season entered production.