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Tom Cruise

Current age: 53

Career at 20: When he was 20, Tom was just getting started in Hollywood; he had already gotten roles in Endless Love and Taps. The next few years ironed out his star status with his work in The Outsiders and Risky Business.

Relationship status at 20: Tom was in a relationship with Melissa Gilbert, who doesn't shy away from revealing details about her former flame.

Quoted at 20: During a TV interview with Merv Griffin, Tom slapped on a pair of sunglasses and said, "If there's one thing I've learned in all my years, it's sometimes you just gotta say, 'What the heck.'"

Image Source: Getty / Barry King
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