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Hilary Swank: 1990

Transformation is all part of the job as far as Hilary Swank is concerned. The 35-year-old actress lived as a man for a month before filming "Boys Don't Cry" and shaped up for the boxing ring for "Million Dollar Baby." The results? Two Oscars and the proof that Swank is the consummate chameleon. "Because of her strong cheekbones, Hilary can carry off any style," hairstylist Shay Ashual has said. "Even with short hair she's very feminine. In tousled layers she looks rock and roll. In long hair she looks romantic." And, even in her off-hours, the star takes beauty risks. "She loves to experiment with cosmetics," makeup artist Julie Hewett has said. "With those full lips she looks great whether she wears red lipstick, peach gloss or just lip balm."

1990: The avid gymnast and swimmer attended South Pasadena High School. (Seth Poppel/Yearbook Library)
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