2.
Childhood Yearbook Photo
3.
High School Yearbook Photo
4.
With his ex-girlfriend Kelly Preston, 1985
5.
"Facts of Life" era (1985-1987)
6.
"Return To Horror High" (1987)
9.
With his first (only?) wife, Talia Balsam (1989-1993)
11.
"Bodies of Evidence" (1992-1993)
12.
With girlfriend Kimberly Russell (1993-1995)
17.
"From Dusk Till Dawn" (1996)
19.
People Magazine's Sexiest Man Alive (1997)
20.
"Out Of Sight" (1998)
23.
"O Brother, Where Are Thou?" (2000)
24.
"Ocean's Eleven" (2001)
26.
"Intolerable Cruelty" (2003)
27.
On the cover of L'Optimum (2005)
28.
"Good Night, and Good Luck" (2005)
30.
Speaking at the United Nations (2006)
31.
People Magazine's Sexiest Man Alive, AGAIN (2006)
32.
"Oceans Thirteen" Premiere (2007)
33.
Toronto Film Festival portrait (2007)
34.
"Michael Clayton" Press Conference (2007)
35.
European Premiere of "Leatherheads" (2008)
36.
At the Venice Film Festival with Brad Pitt (2008)
37.
TIme Magazine Photoshoot (2008)
38.
"Up In The Air" (2009)
39.
"Fantastic Mr. Fox" (voice, 2009)
40.
With Girlfriend Elisabetta Canalis (2010)
41.
Participating in the "Hope For Haiti Now" telethon with Mark Wahlberg (2010)
42.
Talking Sudan with Barack Obama (2010)
44.
Doing humanitarian work in Sudan (2011)
45.
With THE GOZ At "Ides of March" Premiere (2011)
46.
"The Descendants" (2011)
47.
With girlfriend Stacy Keibler at the premiere of "The Descendants" (2011)
48.
George Clooney At His Home Bar, CBS' "Person To Person" (2012)
49.
Academy Awards Nominees Luncheon, with Jean Jujardin (2012)
50.
Arrested at the Sudanese Embassy (2012)
51.
White House Correspondents Association Dinner (2012)