March 29, 2013
It all began with a running gag on the third season of "The Jimmy Kimmel Show," when the comedian began signing off with the line "Apologies to Matt Damon, but we ran out of time." Damon was a sport about the whole thing and even came on and did a gag interview with Kimmel in 2006 -- as soon as he started talking, Kimmel cut him off.
It seemed only fitting that Kimmel's then-girlfriend, comic Sarah Silverman, and Damon would pair up for a birthday video for Kimmel in which they claimed to be having an affair. Kimmel upped the ante by creating a revenge video about himself and Ben Affleck. Cameron Diaz, Brad Pitt, Don Cheadle and others provided the backup. Kimmel's video had higher production values but Silverman got hers out earlier, and as an old editor of ours used to say, good is good, but first is better.