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
FacebookPinterestSay yes to the vest.
Twister-era Bill Paxton – 1997
FacebookPinterestKevin Costner -1997
FacebookPinterest"So what did you think of Tin Cup?"
The Dream Team -1998
FacebookPinterestKid Rock and Pamela Anderson – 2001
FacebookPinterestSamuel L. Jackson – 2001
FacebookPinterestBonding over their shared love of a good f-bomb.
Carson Daly – 2002
FacebookPinterestFrosted tips and a leather jacket? Who does he think he is? Phil?
Train – 2002
FacebookPinterestStevie Wonder – 2005
FacebookPinterestTerri Hatcher and Sam Jackson – 2006
FacebookPinterestSting – 2006
FacebookPinterestTerri Hatcher and John Mayer -2007
FacebookPinterestYour vertical stripes are a wonderland.
Mike – 2007
FacebookPinterestWill Ferrell – 2007
FacebookPinterestUm, Brick, before I let you go, are you still having your celebrity golf tournament?
Daughtry – 2007
FacebookPinterestJustin Timberlake – 2008
FacebookPinterestNever. Sleeping. Again. #Unchained
Eddie Van Halen – 2008
FacebookPinterestDavid Lee Roth- 2008
FacebookPinterestP.S. Kudos to Dave for wearing a golf glove during his Tiger Jam set.
FacebookPinterestP. Diddy – 2009
FacebookPinterestNo Doubt – 2009
FacebookPinterestBen Roethlisberger – 2009
FacebookPinterestTony Romo – 2012
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FacebookPinterestTwinning.
Jon Bon and some guy from American Idol
FacebookPinterestJimmy Fallon – 2014
FacebookPinterest"You know who hasn't won 14 majors, Jim?"
Airpods Wahlberg – 2019
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