August 17, 1960
"All I need are some tasty waves, a cool buzz, and I'm fine," legendary surfer-slacker Jeff Spicoli proclaimed in 1982's classic teen flick
Fast Times at Ridgemont High.
Although the role of Spicoli helped launch Sean Penn's stellar acting career, his stoner mantra couldn't be any less relevant when it comes to the life of the actor himself. After a brief, tumultuous marriage to Madonna, the actor found his groove as a death-row inmate in 1995's
Dead Man Walking.
The role earned Penn his first of five Oscar nominations—he's since gone on to win the coveted Best Actor award for both
. Penn has also established himself behind the camera, directing the 2007 film
Into the Wild
. Recently, Penn proved he can still party like Spicoli, ringing in his 50th by
barhopping with Bono
The Daily Mail reported
. For the actor, age ain't nothing but a number. "Turning 40, as an age, didn't bother me in itself,"
he told Cinema.com
. "I'll go 50 or 60 and still not care. I've always felt I was more like 76, so that's when I'll say, 'Oh finally!' I'll feel old at 77." But at 27 years shy of his personal old-age mark, the recently divorced Penn is still quite the ladies' man— he is heavily rumored to be dating
, 24 years his junior. And, Spicoli or not, he's still got the
surfer dude bod