A visual history of Tiger Woods' best (and most painfully awkward) celebrity encounters
Tiger Jam 2011
LAS VEGAS, NV - APRIL 30: (L-R) Recording artist Keith Urban, golfer Tiger Woods and recording artist John Mayer appear at Tiger Jam 2011 at the Mandalay Bay Events Center April 30, 2011 in Las Vegas, Nevada. The event benefits the Tiger Woods Foundation. (Photo by Ethan Miller/Getty Images)
Pro-Ams, Late Night, Tiger Jam, and one unforgettable TRL appearance. Tiger Woods' run-ins with celebrity over the years have been various and hilarious—a snapshot of a kid growing not only into a legend, but also his own jeans. So this week, in honor of Tiger's inaugural Celebrity Cup triumph at the Genesis Open, where he toppled the competition alongside Kid Rock, Mark Wahlberg, Jerry Rice, Larry Fitzgerald, and Paige Spiranac, we decided to a look back at Big Cat's best (and most awkward) celebrity encounters ever. Let's fire up the time machine, shall we?
Jay Leno - 1996
Say yes to the vest.
Twister-era Bill Paxton - 1997
Kevin Costner -1997
"So what did you think of Tin Cup?"
The Dream Team -1998
The Tonight Show with Jay Leno
THE TONIGHT SHOW WITH JAY LENO -- Episode 1360 -- Air Date 04/17/1998 -- Pictured: (l-r) Actress Jennifer Aniston, professional golfer Tiger Woods, host Jay Leno, actor Josh Brolin onstage April 17, 1998 (Photo by Margaret C. Norton/NBC/NBCU Photo Bank via Getty Images)
Kid Rock and Pamela Anderson - 2001
Samuel L. Jackson - 2001
Bonding over their shared love of a good f-bomb.
Carson Daly - 2002
Frosted tips and a leather jacket? Who does he think he is? Phil?
Train - 2002
Tiger Jam V At Mandalay Bay Events Center In Las Vegas
Golfer Tiger Woods (3rd R) and rock band Train (L-R) singer Pat Monahan, guitarist Rob Hotchkiss, drummer Scott Underwood, Woods, bassist Charlie Colin, and guitarist Jimmy Stafford appear after a news conference at the Tiger Jam V benefit at the Mandalay Bay Events Center April 20, 2002 in Las Vegas, Nevada. The event, put on by golfer Tiger Woods, is held to raise and distribute funds for the Tiger Woods Foundation and children's charities based in Las Vegas and Los Angeles. (Photo by Ethan Miller/Getty Images)
Stevie Wonder - 2005
Terri Hatcher and Sam Jackson - 2006
Sting - 2006
Terri Hatcher and John Mayer -2007
Your vertical stripes are a wonderland.
Mike - 2007
Will Ferrell - 2007
Um, Brick, before I let you go, are you still having your celebrity golf tournament?
Daughtry - 2007
Justin Timberlake - 2008
2008 ESPY Awards - Show
LOS ANGELES, CA - JULY 16: Host Justin Timberlake peforms as he stands behind a Tiger Woods cutout onstage at the 2008 ESPY Awards held at NOKIA Theatre L.A. LIVE on July 16, 2008 in Los Angeles, California. The 2008 ESPYs will air on Sunday, July 20 at 9PM ET on ESPN. (Photo by Kevin Winter/Getty Images)
Never. Sleeping. Again. #Unchained
Eddie Van Halen - 2008
David Lee Roth- 2008
P.S. Kudos to Dave for wearing a golf glove during his Tiger Jam set.
P. Diddy - 2009
No Doubt - 2009
Ben Roethlisberger - 2009
Tony Romo - 2012
AT&T Pebble Beach National Pro-Am - Final Round
PEBBLE BEACH, CA - FEBRUARY 12: Tiger Woods (R) and Tony Romo (L), NFL football quarterback for the Dallas Cowboys, wait on the second tee box during the final round of the AT&T Pebble Beach National Pro-Am at Pebble Beach Golf Links on February 12, 2012 in Pebble Beach, California. (Photo by Jeff Gross/Getty Images)
AT&T Pebble Beach National Pro-Am - Round Two
PEBBLE BEACH, CA - FEBRUARY 10: (L-R) Tiger Woods and NFL football quarterback for the Dallas Cowboys, Tony Romo wait on the sixth tee during the second round of the AT&T Pebble Beach National Pro-Am at the Monterey Peninsula Country Club (Shore Course) on February 10, 2012 in Pebble Beach, California. (Photo by Ezra Shaw/Getty Images)
AT&T Pebble Beach National Pro-Am - Round One
PEBBLE BEACH, CA - FEBRUARY 09: (L-R) Tiger Woods looks on as football player, amateur Tony Romo, lines up his putt on the 11th green during the first round of the AT&T Pebble Beach National Pro-Am at the Spyglass Hill Golf Course on February 9, 2012 in Pebble Beach, California. (Photo by Jeff Gross/Getty Images)
Jon Bon and some guy from American Idol
Jimmy Fallon - 2014
The Tonight Show Starring Jimmy Fallon - Season 1
THE TONIGHT SHOW STARRING JIMMY FALLON -- Episode 0110 -- Pictured: (l-r) Golfer Rory McIlroy, host Jimmy Fallon and golfer Tiger Woods during the "Facebreakers" skit on August 18, 2014 -- (Photo by: Douglas Gorenstein/NBC/NBCU Photo Bank via Getty Images)
"You know who hasn't won 14 majors, Jim?"
Airpods Wahlberg - 2019