GOAT Meets GOAT
February 14, 2019

A visual history of Tiger Woods' best (and most painfully awkward) celebrity encounters

Tiger Jam 2011

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)

Photo by: Ethan Miller

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

The Tonight Show with Jay Leno - Season 5

The Tonight Show with Jay Leno - Season 5

THE TONIGHT SHOW WITH JAY LENO -- Episode 951 -- Pictured: (l-r) Professional golfer Tiger Woods during an interview with host Jay Leno on June 25, 1996 -- (Photo by: Margaret C. Norton/NBC/NBCU Photo Bank via Getty Images)

Photo by: NBC

NBC

Say yes to the vest.

Twister-era Bill Paxton - 1997

The Tonight Show with Jay Leno - Season 6

The Tonight Show with Jay Leno - Season 6

THE TONIGHT SHOW WITH JAY LENO -- Episode 1289 -- Pictured: (l-r) Actor Bill Paxton and professional golfer Tiger Woods on December 22, 1997 -- (Photo by: Margaret Norton/NBC/NBCU Photo Bank via Getty Images)

Photo by: NBC

NBC

Kevin Costner -1997

AT&T National Pro-Am

AT&T National Pro-Am

31 Jan 1997: Tiger Woods and actor Kevin Costner confer during the AT&T National Pro-Am at the Poppy Hills Golf Course in Pebble Beach, California.

Photo by: Andy Lyons

Andy Lyons

"So what did you think of Tin Cup?"

The Dream Team -1998

The Tonight Show with Jay Leno

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)

Photo by: NBC

NBC

Kid Rock and Pamela Anderson - 2001

Tiger Jam IV

Tiger Jam IV

Kid Rock, Pamela Anderson, Tiger Woods (Photo by L. Cohen/WireImage)

Photo by: L. Cohen

L. Cohen

Samuel L. Jackson - 2001

The Ninth Annual ESPY Awards

The Ninth Annual ESPY Awards

Samual L. Jackson and Tiger Woods at The Ninth Annual ESPY Awards at the MGM Grand Hotel in Las Vegas, NV., Monday, Feb.12, 2001. (photo by Kevin Winter/Getty Images).

Photo by: Kevin Winter

Kevin Winter

Bonding over their shared love of a good f-bomb.

Carson Daly - 2002

Tiger Woods Promotes "EA Sports Tiger Woods PGA Tour 2002" Video Game on MTV's "TRL" - March 4, 2002

Tiger Woods Promotes "EA Sports Tiger Woods PGA Tour 2002" Video Game on MTV's "TRL" - March 4, 2002

Carson Daly and Tiger Woods (Photo by Kevin Mazur/WireImage)

Photo by: KMazur

KMazur

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

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)

Photo by: Ethan Miller

Ethan Miller

Stevie Wonder - 2005

Tiger Jam VIII - Show

Tiger Jam VIII - Show

Tiger Woods and Stevie Wonder during Tiger Jam VIII - Show at Mandalay Bay Events Center in Las Vegas, Nevada, United States. (Photo by L. Cohen/WireImage for Tiger Woods Foundation)

Photo by: L. Cohen

L. Cohen

Terri Hatcher and Sam Jackson - 2006

Tiger Jam IX Benefit Concert - Backstage and Show

Tiger Jam IX Benefit Concert - Backstage and Show

Tiger Woods, Teri Hatcher and Samuel L. Jackson during Tiger Jam IX Benefit Concert - Backstage and Show at Mandalay Bay Event Center in Las Vegas, Nevada, United States. ***Exclusive*** (Photo by L. Cohen/WireImage)

Photo by: L. Cohen

L. Cohen

Sting - 2006

Tiger Jam IX Benefit Concert - Arrivals

Tiger Jam IX Benefit Concert - Arrivals

Tiger Woods and Sting during Tiger Jam IX Benefit Concert - Arrivals at House of Blues in Las Vegas, Nevada, United States. (Photo by L. Cohen/WireImage)

Photo by: L. Cohen

L. Cohen

Terri Hatcher and John Mayer -2007

Tiger Woods Learning Center Block Party

Tiger Woods Learning Center Block Party

(EXCLUSIVE, Premium Rates Apply) ANAHEIM, CA - OCTOBER 06: Backstage at theTiger Woods Leaning Center Block Party Singer John Mayer, Actress Teri Hatcher and Golfer Tiger Woods (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

Your vertical stripes are a wonderland.

Mike - 2007

PGA TOUR - 2007 Wachovia Championship - Pro-Am

PGA TOUR - 2007 Wachovia Championship - Pro-Am

Michael Jordan and Tiger Woods during the Pro-Am prior to the 2007 Wachovia Championship held at Quail Hollow Country Club in Charlotte, North Carolina on May 2, 2007. (Photo by Sam Greenwood/PGA)

Photo by: Sam Greenwood

Sam Greenwood

Will Ferrell - 2007

Tiger Wood's 10th Annual "Tiger Jam"

Tiger Wood's 10th Annual "Tiger Jam"

Tiger Woods and Will Ferrell during Tiger Wood's 10th Annual "Tiger Jam" at Mandalay Bay Resort & Casino in Las Vegas, Nevada, United States. ***Exclusive*** (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

Um, Brick, before I let you go, are you still having your celebrity golf tournament?

Daughtry - 2007

Tiger Wood's 10th Annual "Tiger Jam"

Tiger Wood's 10th Annual "Tiger Jam"

(EXCLUSIVE, Premium Rates Apply) Tiger Woods (C) and Daughtry (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

Justin Timberlake - 2008

2008 ESPY Awards - Show

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)

Photo by: Kevin Winter

Kevin Winter

Never. Sleeping. Again. #Unchained

Eddie Van Halen - 2008

11th Annual Tiger Jam to Benefit the Tiger Woods Foundation - Arrivals

11th Annual Tiger Jam to Benefit the Tiger Woods Foundation - Arrivals

LAS VEGAS - APRIL 19: Eddie Van Halen and Tiger Woods arrive at the 11th Annual Tiger Jam at Mandalay Bay Resort & Casino on April 19, 2008 in Las Vegas, Nevada. (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

David Lee Roth- 2008

USA - Tiger Jam XI Benefit Concert in Las Vegas

USA - Tiger Jam XI Benefit Concert in Las Vegas

(L-R) Tiger Woods and David Lee Roth arrive at the 11th Annual Tiger Jam benefit concert hosted by Tiger Woods and featuring Van Halen at the Mandalay Bay Events Center in Las Vegas. (Photo by Chris Farina/Corbis via Getty Images)

Photo by: Chris Farina

Chris Farina

P.S. Kudos to Dave for wearing a golf glove during his Tiger Jam set.

11th Annual Tiger Jam to Benefit the Tiger Woods Foundation - Show and Backstage

11th Annual Tiger Jam to Benefit the Tiger Woods Foundation - Show and Backstage

LAS VEGAS - APRIL 19: David Lee Roth of Van Halen performs during the 11th Annual Tiger Jam at Mandalay Bay Resort

Photo by: Lester Cohen

Lester Cohen

P. Diddy - 2009

Tiger Jam 2009 With No Doubt

Tiger Jam 2009 With No Doubt

(EXCLUSIVE, Premium Rates Apply) LAS VEGAS - MAY 16: Sean "Diddy" Combs and Golfer Tiger Woods attend Tiger Jam 2009 at the Mandalay Bay Events Center on May 16, 2009 in Las Vegas, Nevada. **EXCLUSIVE** (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

No Doubt - 2009

Tiger Jam 2009 With No Doubt

Tiger Jam 2009 With No Doubt

Tom Dumont, Tony Kanal, Gwen Stefani and Adrian Young of No Doubt pose with Tiger Woods (second from R) at Tiger Jam 2009 held at the Mandalay Bay Events Center on May 16, 2009 in Las Vegas, Nevada. **EXCLUSIVE** ***Exclusive*** (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

Ben Roethlisberger - 2009

Tiger Jam 2009 With No Doubt

Tiger Jam 2009 With No Doubt

(EXCLUSIVE, Premium Rates Apply) LAS VEGAS - MAY 16: Golfer Tiger Woods and NFL player Ben Roethlisberger attend Tiger Jam 2009 at the Mandalay Bay Events Center on May 16, 2009 in Las Vegas, Nevada. **EXCLUSIVE** (Photo by Lester Cohen/WireImage)

Photo by: Lester Cohen

Lester Cohen

Tony Romo - 2012

AT&T Pebble Beach National Pro-Am - Final Round

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)

Photo by: Jeff Gross

Jeff Gross

AT&T Pebble Beach National Pro-Am - Round Two

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)

Photo by: Ezra Shaw

Ezra Shaw

AT&T Pebble Beach National Pro-Am - Round One

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)

Photo by: Jeff Gross

Jeff Gross

Twinning.

Jon Bon and some guy from American Idol

2012 Tiger Jam

2012 Tiger Jam

LAS VEGAS, NV - APRIL 28: (L-R) Recording artist Jon Bon Jovi, golfer Tiger Woods and recording artist David Cook appear at Tiger Jam 2012 at the Mandalay Bay Events Center April 28, 2012 in Las Vegas, Nevada. (Photo by Ethan Miller/Getty Images)

Photo by: Ethan Miller

Ethan Miller

Jimmy Fallon - 2014

The Tonight Show Starring Jimmy Fallon - Season 1

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)

Photo by: NBC

NBC

"You know who hasn't won 14 majors, Jim?"

Airpods Wahlberg - 2019

Genesis Open - Preview Day 3

Genesis Open - Preview Day 3

PACIFIC PALISADES, CA - FEBRUARY 14: Tiger Woods and actor/singer Mark Wahlberg watch play on the ninth hole during the Pro-Am round for the Genesis Open at Riviera Country Club on February 14, 2018 in Pacific Palisades, California. (Photo by Stan Badz/PGA TOUR)

Photo by: Stan Badz

Stan Badz