1 of 22 Barry King/WireImage.com
Flashing a smile for the cameras at the For Richer or Poorer World Benefit Premiere, December 4, 1997.
2 of 22 Bob Riha Jr/WireImage.com
Ledger holds a smoldering expression for this photo shoot at the Four Seasons Hotel, June 9, 2000.
3 of 22 Jeff Vespa/WireImage.com
Looking like a rock star at The Patriot L.A. premiere, June 27, 2000.
4 of 22 Jim Smeal/WireImage.com
Matching outifits with his then-girlfriend Heather Graham, Ledger seemed content at the Say It Isn't So premiere, March 12, 2001.
5 of 22 Steve Granitz/WireImage.com
Showing off his sexy smile on the red carpet with Shannyn Sossamon at A Knight's Tale premiere, May 8. 2001.
6 of 22 Gregg DeGuire/WireImage.com
Rockin' his short 'do here with Kate Hudson at The Four Feathers premiere, September 17, 2002.
7 of 22 Gregg DeGuire/WireImage.com
A happy man with then-girlfriend Naomi Watts at Hollywood Film Festival's Hollywood Movie Awards, October 7, 2002.
8 of 22 Dimitrios Kambouris/WireImage.com
The couple exuded a dark sexiness at the 2002 VH1 Vogue Fashion Awards.
9 of 22 Jean-Paul Aussenard/WireImage.com
Seemingly in love, Ledger and Watts showed their affection at the 2004 Vanity Fair Oscar Party.
10 of 22 Lester Cohen/WireImage.com
Hangin' out with Matt Damon at The Brothers Grimm L.A. premiere, August 8, 2005.
11 of 22 Jeff Vespa/WireImage.com
Sharing a laugh with Sienna Miller at the 2005 Venice Film Festival.
12 of 22 John Shearer/WireImage.com
Arm in arm with his Brokeback Mountain castmates Jake Gyllenhaal, Michelle Williams and Anne Hathaway in 2005.
13 of 22 Eric Charbonneau/WireImage.com
All dolled up with then-girlfriend Michelle Williams at a 2006 Golden Globes after party.
14 of 22 Michael Caulfield/WireImage.com
Making the audience laugh at the 2006 Screen Actors Guild Awards with Jake Gyllenhaal.
15 of 22 Ron Wolfson/WireImage.com
Posing for the camera with Joaquin Phoenix at the 2006 Screen Actors Guild Awards.
16 of 22 Eric Charbonneau/WireImage.com
Looking gorgeous together at the 2006 Vanity Fair Oscar party.
17 of 22 George Pimentel/WireImage.com
Seen here with Sean Penn and Aaron Eckhart at the 2007 Independent Spirit Awards.
18 of 22 Kevin Mazur/WireImage.com
Hand in hand with Michelle Williams at the 2007 Independent Spirit Awards.
19 of 22 Jeff Vespa/WireImage.com
Signing autographs at the I'm Not There premiere in Venice, September 4, 2007.
20 of 22 Joe Cole/WireImage.com
Grabbing the gold at the Venice Film Festival, September 8, 2007.
21 of 22 Dimitrios Kambouris/WireImage.com
A candid moment with Michael Stipe at the Marc Jacobs show during New York Fashion Week, September 10, 2007.
22 of 22 Kevin Mazur/WireImage.com
Looking bright-eyed and happy at the I'm Not There premiere, November 13, 2007. Click here for more on Heath.