Sean Connery: 2 May 10, 1997 S22:E19 Phil Donahue: Marlon Brando: 3 October 4, 1997 S23:E02 John Travolta: Michael Keaton: 4 May 9, 1998 S23:E20 Minnie Driver: Jeff Goldblum: Sean Connery 5 October 24, 1998 S24:E04 Tom Cruise: Adam Sandler: Sandler is the first SNL cast member to be parodied. 6 March 20, 1999 S24:E16 Nicolas Cage: Calista Flockhart despite the incompetence of contestant French Stewart (Jimmy Fallon) and the unwillingness of Sean Connery (Darrell Hammond) and Burt Reynolds (Norm Macdonald). [Season 25, 1999] more The comedian posted an SNL sketch from 1999 wherein his Sean Connery played a round of Celebrity Jeopardy!, hosted by Will Ferrell's Alex Trebek. I also wanted to highlight some honorable mentions: "Justin Bieber, Tony Bennett, Sean Connery," which aired during SNL 40, is the most recent addition and a fun one, notably for Kate McKinnon's Saturday Night Live 13.9M subscribers Subscribe Subscribed 60K 11M views 10 years ago #SNL Alex Trebek (Will Ferrell) gets frustrated when his celebrity guests Sean Connery (Darrell Hammond), SNL - Celebrity Jeopardy (Sean connery, Tom Cruise, Adam Sandler) - YouTube 0:00 / 7:00 Video unavailable This video contains content from NBC Universal, who has blocked it in your In the wake of Sean Connery's passing, former Saturday Night Live star Darrell Hammond opened up on his popular portrayal of the legendary actor on the show's Celebrity Jeopardy skits. Back The most memorable celebrity guest has been Sean Connery played by SNL 's Darrell Hammond who takes great pleasure in tormenting Ferrell's Trebek by misreading categories and subbing in sexual references ("Famous Titles" becomes "Famous Titties"). Darrell Hammond's Sean Connery somehow skewers this category We've collected eight of the best Celebrity Jeopardy "Sean Connery" moments, starting with his first appearance and ending with his last. Darrell Hammond's bizarrely belligerent Sean Connery was worth a laugh every time, and Norm Macdonald was always fabulous as 1970s Burt Reynolds. Macdonald - who also wrote the sketches - has RSDofCU.