28. Too sexy
He was the first man to ever be named “Sexiest Man Alive” twice. People magazine gave him the first title in 1994, and later in 2000.
27. Seven and twelve
He appeared in three movies with the digit seven in its name – Se7en in 1995, Seven Years in Tibet in 1997 and Sinbad: Legend of the Seven Seas in 2003. He also performed in three movies with the number twelve – Twelve Monkeys in 1995, Ocean’s Twelve in 2004 and 12 Years a Slave in 2013.
26. Girls
Brad Pitt’s ex-girlfriends include Gwyneth Paltrow, Juliette Lewis, and Jennifer Aniston. Jennifer and Brad met on a blind date, which was set up by their representatives.
25. Friends appearance
Ocean Eleven/Ocean Twelve cast members appeared in several episodes of Friends. Julia Roberts, George Clooney, and Elliot Gould were one of them. Also, Brad Pitt, who played Ross’ college buddy who was a part of I Hate Rachel Club.