Sean Penn is no doubt the WILDEST looking three time Oscar winner in Hollywood. He’s pictured here at the NBA Playoffs, seated next to Leonardo DiCaprio. Recently Goldie Hawn listed Sean as one of several actors she never wanted to work with. Madonna married him in the 80’s, but they have both moved on to much younger partners. Here we see two accomplished actors whose mustaches aren’t doing them any favors…
SEAN PENN: NOT YOUR TYPICAL OSCAR WINNER
Monday, June 1, 2026
Geneva
Mr. Glassman: Funny, but succinct, re: Penn.
Hilary
Penn looks like an unwashed homeless guy. Bet if you got up close to him, his “perfume” would be overpowering. Yikes!
Newbie
Wow, Sean Penn…has he never heard of sun screen?
Ink’d VT
Ren and Stimpy
Adam Glassman II
The alleged pervert DiCrapio is starting to resemble Tom Selleck in his “Blueblood”days. Penn looks like he survived a botched electric chair execution.