Ryan Phillippe Photos

39: Ryan Phillippe
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39: Ryan Phillippe
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Ryan Phillippe showed off his shirtless body in Miami on Monday.
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Ryan Phillippe showed off his shirtless body in Miami on Monday.

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Ryan Phillippe and Paulina Slagter shared a sweet smooch by the pool in Miami in June 2014.
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Ryan Phillippe and Paulina Slagter shared a sweet smooch by the pool in Miami in June 2014.

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Ryan Phillippe Photos
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Ryan Phillippe Now
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Ryan Phillippe Now
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Phillippe stars in the upcoming ABC drama Secrets & Lies, an adaptation of the Australian series of the same name. He will play a character who becomes the prime suspect in the murder of a young boy.

Source: Getty / Chelsea Lauren

Ryan Phillippe Then
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Ryan Phillippe Then
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Phillippe put on the charm — albeit in a messed-up way — in Cruel Intentions, then showed off his dramatic chops in Antitrust and Gosford Park.

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Ryan Phillippe used a blue bandanna to protect against the dust.
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Ryan Phillippe used a blue bandanna to protect against the dust.

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Ryan Phillippe rocked a hankerchief.
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Ryan Phillippe rocked a hankerchief.

And Kick-Started Your Crush on Ryan Phillippe
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And Kick-Started Your Crush on Ryan Phillippe
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His lips were the bomb.

Reese Witherspoon and Ryan Phillippe
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Reese Witherspoon and Ryan Phillippe
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Reese and Ryan were young and in love, and when they broke up in 2006 after seven years of marriage and two children, many fans were devastated.

Cruel Intentions turns 15 this year.
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Cruel Intentions turns 15 this year.
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Reese Witherspoon, Ryan Phillippe, and Sarah Michelle Gellar all have kids — Reese and Ryan have two together — and a bunch of other great '90s movies turn 15 this year too.

Cruel Intentions
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Cruel Intentions
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Cruel Intentions is the ultimate teen movie you were not supposed to watch in 1999. What high schoolers acted like Sebastian (Ryan Phillippe) and Kathryn (Sarah Michelle Gellar)? No high schoolers. Who else had to smuggle a VHS tape to watch at your friend's house because your mother would never allow such nonsense on her TV?

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Ryan Phillippe made an appearance at the Tequila Don Julio 1942 party.
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Ryan Phillippe made an appearance at the Tequila Don Julio 1942 party.

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