15 photos of Tiger Woods with a questionable sense of style

Tiger Woods’ career has spanned decades … and so has his sense of style. From his TRL cameos to Sun Day Red, the Big Cat has changed his stripes quite a few times over the years. As you’ll see from these photos, however, not all of those updates were for the best.

Anything looks good when you just won the U.S. Am. Well, almost anything . . .

1994: Tiger Woods holds the trophy of victory after completing the U.S. Amateur Championship tournament at the TPC at Sawgrass in Ponte Vedra Beach, Florida. Rusty Jarrett

Watches ‘The Matrix’ once . . .

Tiger during Tiger Jam IV at Mandalay Bay Resort in Las Vegas, Nevada, United States. L. Cohen

Carson Daly just threw up in his mouth a little bit

Carson Daly & Tiger Woods during Tiger Jam V – Kid’s Day – Start Something Sponsored By Target Stores at Mandalay Bay in Las Vegas, Nevada, United States. Steve Grayson

The endangered polo-neck, one of the rarest sightings in golf

26 Oct 1996: Tiger Woods hits his second shot on the 7th hole during the third round of the 1996 PGA Tour Championship at Southern Hills Country Club in Tulsa, Oklahoma. J.D. Cuban

Tiger … spots?

UNITED STATES – SEPTEMBER 22: Tiger Woods of the U.S. Team during the opening ceremony of The Presidents Cup at Robert Trent Jones Golf Club in Prince William County, Virginia on September 22, 2005. Chris Condon

This pattern also available for your basement wallpaper

Neal Simpson – EMPICS

Ray ban these sunglasses

Tiger Woods and Teri Hatcher during Tiger Jam IX Benefit Concert – Backstage and Show at Mandalay Bay Event Center in Las Vegas, Nevada, United States. L. Cohen

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From the Woody Austin F/W Collection

J.D. Cuban

That’s my name, don’t wear it out

Gary Newkirk

Denim shorts, elastic waist, can’t lose

PALM BEACH GARDENS, FL – AUGUST 24: Tiger Woods, age 14, hits a drive at the PGA Junior Championships, August 24, 1990 in Palm Beach Gardens, Florida. Rick Dole

The ‘Friday Night Lights’ phase

PGA of America

The sixth Backstreet Boy

The Tonight Show with Jay Leno - Season 5

THE TONIGHT SHOW WITH JAY LENO — Episode 951 — June 25, 1996. NBC

The jeans so nice …

Ferdaus Shamim

… he wore them twice

GLENDALE, AZ – JANUARY 02: Pro golfer Tiger Woods stands on the Stanford Cardinal sideline as he watches stanford play against the Oklahoma State Cowboys during the Tostitos Fiesta Bowl on January 2, 2012 at University of Phoenix Stadium in Glendale, Arizona. (Photo by Christian Petersen/Getty Images)