18 Epically ’90s Tommy Hilfiger Moments

Both the man and the brand had some very serious ’90s moments.

1. When Snoop rocked a Tommy rugby shirt while performing on SNL.

NBC

2. When the Warner Bros. Studio Store released this exclusive Bugs Bunny stuffed animal and it was wearing a bangin’ Tommy outfit.

Evan Agostini/ Liaison / Getty Images

3. When Beverly Hills, 90210’s resident rapper, Brian Austin Green, picked up some fly threads at Tommy’s NYC flagship store.

Time & Life Pictures / Getty Images

4. When Tommy Hilfiger posed for a photo with Salt-N-Pepa’s Spinderella.

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I really hope they broke out into an impromptu “What a Man” sing-along.

5. When Michael Jackson wore this sweater in Vibe magazine.

6. When TLC flashed their Tommy boxers at the Nickelodeon Kids Choice Awards.

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7. This blimp advertising Hilfiger Athletics.

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No major fashion brand in the ’90s was complete without a “sport/athletic” label.

8. ALL OF THESE SHOES:

Time & Life Pictures / Getty Images

You know those sandals in the front right were totally meant to be worn with white socks.

9. This young Hollywood ad campaign that featured Kimberly Stewart, Balthazar Getty, Kidada Jones, and Ivanka Trump.

10. When Rosie Perez wore this fleece zip-up.

Time & Life Pictures / Getty Images

Which she coordinated nicely with a Menace II Society baseball cap.

11. When the cast of The Faculty: Usher, Clea DuVall, Elijah Wood, Josh Hartnett, and Jordana Brewster did an ad campaign.

12. When Scarlett Johansson sported this Crayola blue windbreaker.

Time & Life Pictures / Getty Images

13. When NSYNC took it one step further and wore matching Crayola-colored windbreakers WITH matching cargo jeans.

Time & Life Pictures / Getty Images

14. This photo that is the essence of 1999: Hilfiger surrounded by Mandy Moore, Eve, and the guys from LFO.

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Never forget “Summer Girls.”

15. When Tommy sponsored Britney Spears’ …Baby One More Time Tour.

And she rocked those infamous Tommy overalls on the tour.

Bobby Bank / WireImage

16. When Kate Moss walked the Tommy Hilfiger runway show, as Treach from Naughty By Nature serenaded her.

REXUSA

17. THIS PICTURE OF DESTINY’S CHILD:

Via Time & Life Pictures / Getty Images

It was a Tommy Hilfiger explosion!

Also, never forget the fallen DC3 members, LaTavia Roberson and LeToya Luckett.

18. When Aaliyah did this iconic ad:

I mean seriously, nobody rocked Tommy better than Aaliyah.

Aaliyah will forever be the face of the label.

Now take a moment to check out Aaliyah’s Tommy Hilfiger commercial:

One in a million.

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