In February 2008, Kimmel showed a mock music video with a panoply of stars called "I'm Fucking Ben Affleck", as "revenge" after his then-girlfriend Sarah Silverman and Damon recorded a similar video titled, "I'm Fucking Matt Damon". Silverman's video originally aired on Jimmy Kimmel Live! and became an "instant YouTube sensation." Kimmel's "revenge" video featured himself, Ben Affleck, and a large lineup of stars, particularly in scenes spoofing the 1985 "We Are the World" video: Brad Pitt, Don Cheadle, Cameron Diaz, Robin Williams, Harrison Ford, Dominic Monaghan, Benji Madden and Joel Madden from Good Charlotte, Lance Bass, Macy Gray, Josh Groban, Huey Lewis, Perry Farrell, Christopher Mintz-Plasse, Pete Wentz, Meat Loaf, Rebecca Romijn, Christina Applegate, Dom Joly, Mike Shinoda, Lauren Conrad, and Joan Jett, among others.
Kimmel plays the bass clarinet, and was a guest performer at a concert in Costa Mesa, California, on July 20, 2008, featuring The Mighty Mighty Bosstones, performing with the group on the song "The Impression That I Get".