Phillips had a tumultuous childhood, and began modelling at an early age. She has appeared on Maxim ads, Stuff ads, and several Calvin Klein ads. She has also appeared on the cover of Vogue, Stuff, Interview, Playboy, People, Detour, Nylon, Paper, 944, and Missbehave magazines. In 1996 she appeared in the video for the Sublime song "Wrong Way", portraying Annie.
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