22 Throwback Pictures Of Your Favorite Celebrities Wearing Cringey 2000s Fashion Designs on 'TRL'

TRL was our first memorable glimpse at emerging dressing styles and beauty patterns.

Maryjane

• Published in Film & TV
• June 13, 2022

Do you still remember the times you rushed home from school consistently just to catch up with that interesting show? Do you remember the notable show, Total Request Live, which debuted in 1998 and was hosted by Carson Daly?

The show quickly became a must-see television program for a whole generation of people who love music. This was particularly due to the fact that MTV often had the latest and hottest pop artists and boy bands as performers and special guests.

We’re talking about the likes of The Backstreet Boys, Britney Lances, NSYNC, Destiny’s Child, Christina Aguilera, and so on. The show was also the location to see the world premieres of the newest music videos.

Indeed, this was way before we could all watch all the latest music videos on YouTube whenever we wanted. Talk about TRL, which completely set the vibe for pop music at that point in time.

Looking past the music, TRL was our first memorable glimpse at emerging dressing styles and beautiful patterns. And the vast majority of us would rush to the shopping mall to see if we could find clothing, adornments, and cosmetics that would help us appear more like our favorite music superstars.

Well, TRL's prime was in the early 2000s, which was a truly iffy time in fashion styles. So keep scrolling and prepare for an oldie, which is actually a goodie when you see these celeb sketchy looks.

1. Jewel showed up to TRL wrapped in a pink bow, whick looked silly and inauthentic

2. Destiny's Child

These belly-baring, western-inspired getups were outrageous and the sparkly cowboy hats with blue bandanas were too much.

3. Gwen Stefani's whole cuffed denim, leg warmers, and stilettos situation is quite an eyesore

4. Tyra Banks' dress, vest, shoes, and even the jewelry weren't going together

5. Raven-Symoné

Check out the earrings, necklace and that ruffled skirt looking like something a hippie grandma would put on.

6. Mya's tutu-style plaid skirt with a super-tight tank top emblazoned with words too shiny to even read is a no, no

7. Taryn Manning's outfit is so confusing

The waist up tells a different story from the hips down. Is that a bra under there or what?

8. Kelly Osbourne's hat and shoes were frumpy and the skirt was just off

9. Ashanti's neutral are just clashing

The armband, the straps, and the pockets are not flattering at all.

10. We're angry with whoever told Emma Watson to wear this Jacket

11. Ryan Reynolds

The light blue was overkill, and those jeans were so offensive.

12. Carmen Electra's boots were totally left field, and her clothes looks shrunk

13. Jackie Chan

Check out the frayed hem of his jeans just like the cuffs on that barely visible white jean jacket tied around his hips. If you look closely at the shirt's logo, it appears to be his own fashion line.

14. Jay-Z & Beyoncé's all-denim looks were totally cheesy, and Bey's dress looked bizarre

15. B2K

What's with all the baby blue velour tracksuits to the bare chests and bellies?

16. Christina Aguilera

Her scarf is a huge no, and the gaucho-length cargo pants were so unflattering on her tiny frame.

17. Do you see the bandana tucked into her Lil' Kim's boot?

This is just all kinds of wrong even with the skimpy minidress.

18. Britney Spears' shirt was just ugly not to mention its collars and sleeves

19. Everything Eve wore here was so mini, torn, frayed, and overstyled

20. Jennifer Lopez couldn't escape the trashiness of the 2000s fashion too

21. Andre 3000

It's the furry hat, whatever those straps are, and his grandma's shawl for me.

22. Jessica Simpson looked all shades of crazy particularly with the blazers

Everything back then revolved around over-accessorizing, wearing as much sparkle and shimmer as you possibly could, and blending and matching patterns, textures, and styles that agonizingly conflicted with themselves. The superstars we saw on TRL were the fashion guinea pigs, and they'd make an appearance on the set in outfits that we now find cringe-worthy when we take a look back then.

Maryjane