Birthday Boy Ryan Phillippe’s Hottest Looks! (PHOTOS)

Hot Ryans!
Which one reigns supreme?
Sometimes it’s hard to get the image of a curly-haired Ryan Phillippe circa Cruel Intentions out of our heads, but the blonde hunk is all grown up! The actor turns thirty-seven today, September 10th, and what better way to celebrate his special day than by reviewing his hottest looks through the years.

Making his first big splash in Hollywood, Ryan starred alongside fellow teen actors Sarah Michlle Gellar and Freddie Prinze Jr. in the 1997 horror I Know What You Did Last Summer. Since then, Ryan has shed his teen heartthrob status with roles in serious flicks such as 54, Gosford Park, Crash and The Lincoln Lawyer.

That’s not all Ryan’s done! Besides acting, Ryan has been linked to a bevy of Hollywood beauties after he split from his long-time wife  Reese Witherspoon in 2007. After dating actress Abbie Cornish, Ryan romantically linked with Amanda Seyfried, Rihanna and even Demi Lovato!

Over the summer, Ryan became a father for a third time when his ex-girlfriend Alexis Knapp gave birth to Kailani Merizalde Phillippe Knapp on July 1st. Ryan has two other children, 11-year-old Ava and 8-year-old Deacon, with his ex-wife. 

Up next for the studly Ryan is action flick Setup co-starring 50 Cent and Bruce Willis which hits theaters September 20th.