Get 2 Free Preview Issues of PEOPLE StyleWatch
1 of 27
The heiress showed her star power at the Late Show with David Letterman in her Tracy Reese dress, while the former TRL host celebrated the show's finale in her celestial-print strapless a few weeks later.
Next Photo
Photos, news and a full bio
Credit: Richie Buxo/Splash News; Peter Kramer/AP
Updated: Wednesday Dec 03, 2008 | 06:00 AM EST
See Photos
More On People.com
Watch It
More News