Christina Ricci stars as Lizzie, a prize-winning student heading off to Harvard where she intends to study journalism and launch a career as a rock music critic. However, Elizabeth's fractured family situation including an errant father (Nicholas Campbell) and a neurotic, bitterly hypercritical mother (Jessica Lange) has led to a struggle with depression. When her all-night, drug-fueled writing binges and emotional instability alienate her roommate and best friend, Ruby (Michelle Williams), as well as both her first (Jonathan Rhys-Meyers) and second (Jason Biggs) boyfriends, Lizzie seeks psychiatric counseling from Dr. Diana Sterling (Anne Heche), who prescribes the wonder drug Prozac. Despite success as a writer that includes a gig writing for Rolling Stone and some mellowing out thanks to her medication, Lizzie begins to feel that the pills are running her life and faces some tough choices about her future.

Based on actual events. Brandon Teena is the popular new guy in a tiny Nebraska town. He hangs out with the guys, drinking, cussing, and bumper surfing, and he charms the young women, who've never met a more sensitive and considerate young man. Life is good for Brandon, now that he's one of the guys and dating hometown beauty Lana; however, he's forgotten to mention one important detail. It's not that he's wanted in another town for GTA and other assorted crimes, but that Brandon Teena was actually born a woman named Teena Brandon. When his best friends make this discovery, Brandon's life is ripped apart.

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