Bruce Willis award received Primetime Emmy Award for Outstanding Guest Actor in a Comedy Series
2000s
In 2000, Willis won an Emmy for Outstanding Guest Actor in a Comedy Series for his work on Friends (in which he played the father of Ross Geller's much-younger girlfriend). He was also nominated for a 2001 American Comedy Award (in the Funniest Male Guest Appearance in a TV Series category) for his work on Friends. Also in 2000, Willis played Jimmy "The Tulip" Tudeski in The Whole Nine Yards alongside Matthew Perry. Willis was originally cast as Terry Benedict in Ocean's Eleven (2001) but dropped out to work on recording an album. In the sequel, Ocean's Twelve (2004), he makes a cameo appearance as himself. In 2005, he appeared in the film adaptation of Sin City. In 2006, he lent his voice as RJ the Raccoon in Over the Hedge. In 2007, he appeared in the Planet Terror half of the double feature Grindhouse as the villain, a mutant soldier. This marked Willis's second collaboration with the director Robert Rodriguez, following Sin City.
Willis appeared on the Late Show with David Letterman several times throughout his career. He filled in for an ill David Letterman on his show on February 26, 2003, when he was supposed to be a guest. On many of his appearances on the show, Willis staged elaborate jokes, such as wearing a day-glo orange suit in honor of the Central Park gates, having one side of his face made up with simulated birdshot wounds after the Harry Whittington shooting, or trying to break a record (a parody of David Blaine) of staying underwater for only twenty seconds.
received an award given an award won an award received a prize awarded with