In certain circles, Van Wilder is a living legend at Coolidge College, where he's been a student now for seven years, not yet having completed his degree requirements. Despite being bright, he never attends classes anymore, instead hosting parties, imparting his brand of wisdom to his adoring fans, hosting school organization fundraisers, and rallying the college spirit among the student body. Conversely, Van loves his Coolidge life. In his antics, he has a 2ic in Hutch, and always hires a personal assistant, this year's being a South Asian transfer student named Taj, who wants to learn from the best, namely Van. Van's college life is threatened when his wealthy neglectful father only now learns that Van is still in school, Wilder Sr. who has been paying his way all this time. As such, Wilder Sr. pulls the plug on that subsidy, meaning that Van has to figure out a way to pay for his Coolidge life. Because of his living legend status, Van becomes the subject of a series of articles by ... Written by Huggo

Andrew Largeman is a semi-successful television actor who plays a intellectually disabled quarterback. His somewhat controlling and psychiatrist father has led Andrew ("Large") to believe that his mother's wheelchair bound life was his fault. Andrew decides to lay off the drugs that his father and his doctor made him believe that he needed, and began to see life for what it is. He began to feel the pain he had longed for, and began to have a genuine relationship with a girl who had some problems of her own. Written by [email protected]

Louis, a young teacher enamored of the age of F. Scott Fitzgerald, loses his job when he's caught trying on a bra he finds in a campus office. He decides to go to New York City to find himself and to be a writer. He answers an ad for a housemate placed by the eccentric and opinionated Henry Harrison; an odd-couple relationship starts. Louis gets a job selling advertising for a green magazine and fancies Mary, a co-worker. He meets Henry's neighbor, the hirsute Gershon, and Henry offers Paul schooling in the gentleman's world of being an "extra man" - a hired companion, a gigolo - for older women. Can Louis sort out these varied worlds as well as his own expectations? Written by [email protected]

A documentary which follows the cast and crew of HBO's Insecure throughout the filming of the final season, tracing the show's cultural impact.