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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.
Single working mom Christine Campbell has just learned that her ex is dating a much younger woman with the same first name. To avoid any confusion, the new girlfriend is dubbed New Christine, which leaves her with the unfortunate nickname Old Christine.
New York writer Tom grew up an only child and is a loner by nature. He's a man who takes pride in refusing to learn the names of his neighbors. But his life is destined for change when he marries Susan, a gregarious social butterfly from the Midwest. Tom loves the big city, but Susan longs for something more, so Tom promises her that when he sells his first book, they'll move wherever she wants. Well, he sells one and has to make good – the couple moves to Kansas City to be near her large and close-knit family. And what a family it is!
When her high-profile start-up Internet company goes belly up, Ellen gives up her high-powered career and heads back to her small hometown to put her life together. She gets a counselor at her old high school and moves in with her eccentric mother and unlucky-in-love sister.