Jake Gyllenhaal has certainly come a long way since his movie debut playing Billy Crystal’s son in the 1991 comedy City Slickers at age eleven! His big break came ten years down the road when he landed the lead role in 2001’s Donnie Darko, and it’s been uphill ever since— the hits just keep on coming! Jake starred in Brokeback Mountain, Jarhead and Proof in 2005 alone and more films are constantly in the works.

Ladies, be sure to keep your eyes on Jake now that ex-gal pal Reese Witherspoon is out of the picture, because this hot hunk is single. Here he is strutting his stuff in Persol sunglasses and a Texas Longhorns football T-shirt—wonder if it was a gift from his workout pal and Texas fanatic Matthew McConaughey?

Buy these now: Persol 2720S, $212