Employees at a Bennigan's-like restaurant (called, creatively enough, Shenanigan's), kill time before their real lives get started. But while they wait, they'll have to deal with picky customers who want their steak cooked to order and enthusiastic managers who want to build the perfect wait staff. Luckily, these employees have effective revenge tactics.
At age 42, Rafael Belvedere is having a crisis. He lives in the shadow of his father, he feels guilty about rarely visiting his aging mother, his ex-wife says he doesn't spend enough time with their daughter and he has yet to make a commitment to his girlfriend. At his lowest point, a minor heart attack reunites him with Juan Carlos, a childhood friend, who helps Rafael to reconstruct his past.
Van Wilder has been attending college for far too many years and is scared to graduate, but Van’s father eventually realizes what is going on. When he stops paying his son's tuition fees, Van must come up with the money if he wants to stay in college, so he and his friends come up with a great fund-raising idea – throwing parties. However, when the college magazine finds out and reporter, Gwen is sent to do a story on Van Wilder, things get a little complicated.
When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.
Shanté Smith has moved to Atlanta where she's the Love Doctor, a relationship expert who uses her knowledge of the male psyche to help women get what they want. Tiffany contacts her after she catches her boyfriend, Byron, in a clinch with his boss, Carla, right after he wins a competition called "The Trainee." Shanté initiates a five-step program for Tiffany while Byron seeks advice from his best friend, Gizzard. Then, Bryon consults Shanté: has the Love Doctor switched sides? And, what happens if Byron finds out that Tiffany's playing games? Can true love run without a play book?