Matt Damon Crashes ‘Jimmy Kimmel Live’ Dressed as Tom Brady February 7, 2017 Entertainment Daypop Matt Damon and Jimmy Kimmel’s fake feud continues as Damon dresses up as Tom Brady be to a guest. Entertainment Weekly Via facebook.com Matt Damon will do anything as a guest on Jimmy Kimmel Live. ???? 02/07/2017 7:59 AM Matt Damon Crashes ‘Jimmy Kimmel Live’ Dressed as Tom Brady The fake feud between Jimmy Kimmel and Matt Damon continues. Via ew.com Alex Millauer / Shutterstock, Inc.