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Jimmy Kimmel and Matt Damon

Frequently at the end of the show, Kimmel thanks the guests as usual, but then adds, "Our apologies to Matt Damon, we ran out of time." Kimmel told TMZ.com that he says this "for no good reason at all," continuing, "A star like Matt Damon would never be scheduled to appear near the end of the show where he can be bumped. Kimmel could also be doing this as an homage to David Letterman, who, in the mid-90s, had a similar recurring joke, briefly apologizing at the end of each show to Norm MacDonald. Letterman, however, only ran with this joke for a month or so."[11] On September 12, 2006, Damon appeared on Jimmy Kimmel Live! A montage of clips demonstrating the numerous times Kimmel performed the bit was shown and, after a very lengthy introduction by Kimmel, Damon appeared on stage. After a few seconds, Kimmel apologized and stated that the show was out of time. He asked Damon if he could come back tomorrow, to which he replied, "Go fuck yourself." Damon continued to curse at Kimmel throughout the rolling of the credits, ultimately slapping the desk and walking off the set with Kimmel chasing after him. In the December 17, 2006 issue of USA Weekend, Kimmel himself confirmed that the Damon incident was a joke, putting the debate to rest.[12] In the June 5, 2007 episode, Kimmel sent his sidekick Guillermo to the Ocean's Thirteen premiere to interview Matt Damon, though when he started the interview, he said that they were out of time, at which point Damon assumed that Kimmel sent him. In the August 2, 2007 episode, Kimmel then announced that Guillermo was taking on the role of Jason Bourne, who was played by Damon, for The Bourne Ultimatum. A clip was shown in which Guillermo was playing Bourne, until Damon showed up and thought that Kimmel was now trying to bump him from his movie. Damon tried to chase Guillermo but Guillermo slapped him and jumped through a wall. In Jimmy's 2010 post-Oscar show, he featured a clip called The Handsome Men's Club which ended with Damon telling Jimmy that "We're all out of time" and then bursting with evil laughter after Jimmy is ejected from the club for not being handsome enough. [13]
[edit] "I'm Fucking Ben Affleck" video

In a segment that aired on January 31, 2008, Kimmel's then long-time girlfriend Sarah Silverman appeared on the show and announced, via a music video, that she had been "Fucking Matt Damon".[14] Damon took an additional jab at Kimmel's long running gag by telling Kimmel at the end of the video, "Jimmy, we're out of time. Sorry." On February 24, on Kimmel's third post-Oscar show, he debuted his rebuttal video announcing that he's "fucking Ben Affleck". Kimmel introduced his star-studded musical by addressing Damon and vowing, "You take something I love from me, I’m gonna take something you love from you."[15] In addition to Affleck, the video featured Robin Williams, Don Cheadle, Harrison Ford, Cameron Diaz, Christina Applegate, Benji Madden with Joel Madden from Good Charlotte, Dicky Barrett, Christopher Mintz-Plasse, Lance Bass, Dominic Monaghan, Meat Loaf, Pete Wentz, Joan Jett, Huey Lewis, Perry Farrell, Macy Gray, Rebecca Romijn, Lauren Conrad, Josh Groban, Mike Shinoda with David Farrell from Linkin Park and unnamed choir singers as recording booth singers, along with Brad Pitt as a delivery man. The video gained widespread media attention, with Kimmel jokingly telling the New York Times, "Every once in a while Hollywood rallies itself for a worthy cause."[15] Entertainment Weekly put the Silverman video on its end-of-the-decade, "best-of" list, saying, " A talk-show host's famous comedian girlfriend confesses in a catchy song that she's shtupping No. 60? Yeah, that'll go viral."[16]

In late February 2008, Quick Stop Entertainment premiered a parody video entitled "I'm Fucking Seth Rogen" as a promotion for Zack and Miri Make a Porno.[17]. The Seth Rogen version was unedited The videos have also been parodied in a scene at the end of Disaster Movie; in the original version all the characters sing that they're "dating" each other, but in the uncensored DVD version they all sing they're "fucking" each other.

In July 2008, the Academy of Television Arts & Sciences announced that the "I'm F***ing Matt Damon" had received a Creative Arts Primetime Emmy nomination for Outstanding Original Music And Lyrics, competing against two songs from Flight of the Conchords, one from MADtv, and another from Phineas and Ferb.[18] It won in that category as well as for editing. Silverman, who accepted the award, thanked Damon who, she stated, had little to do with the video's popularity, and Kimmel "who broke my heart—who will have a special place in my heart."