The Loop
A visual history of Tiger Woods' best (and most painfully awkward) celebrity encounters
Ethan Miller
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
NBC
Say yes to the vest.
Twister-era Bill Paxton - 1997
NBC
Kevin Costner -1997
Andy Lyons
"So what did you think of Tin Cup?"
The Dream Team -1998
NBC
Kid Rock and Pamela Anderson - 2001
L. Cohen
Samuel L. Jackson - 2001
Kevin Winter
Bonding over their shared love of a good f-bomb.
Carson Daly - 2002
KMazur
Frosted tips and a leather jacket? Who does he think he is? Phil?
Train - 2002
Ethan Miller
Stevie Wonder - 2005
L. Cohen
Terri Hatcher and Sam Jackson - 2006
L. Cohen
Sting - 2006
L. Cohen
Terri Hatcher and John Mayer -2007
Lester Cohen
Your vertical stripes are a wonderland.
Mike - 2007
Sam Greenwood
Will Ferrell - 2007
Lester Cohen
Um, Brick, before I let you go, are you still having your celebrity golf tournament?
Daughtry - 2007
Lester Cohen
Justin Timberlake - 2008
Kevin Winter
Never. Sleeping. Again. #Unchained
Eddie Van Halen - 2008
Lester Cohen
David Lee Roth- 2008
Chris Farina
P.S. Kudos to Dave for wearing a golf glove during his Tiger Jam set.
Lester Cohen
P. Diddy - 2009
Lester Cohen
No Doubt - 2009
Lester Cohen
Ben Roethlisberger - 2009
Lester Cohen
Tony Romo - 2012
Jeff Gross
Ezra Shaw
Jeff Gross
Twinning.
Jon Bon and some guy from American Idol
Ethan Miller
Jimmy Fallon - 2014
NBC
"You know who hasn't won 14 majors, Jim?"
Airpods Wahlberg - 2019
Stan Badz