fashion T-Shirts You Regret Wearing as a Kid in the '90s  

Jacob Shelton
7.4k votes 884 voters 61.9k views 20 items Embed

List Rules Vote up the sick tees you totally rocked in the '90s, but are feeling some serious regret about today.

The 1990s were a peak time in history for terrible fashion, and among that bad fashion were some truly regrettable '90s t-shirts. For some reason we all thought it would be a great idea to wear giant shirts covered in cartoon characters who were dressed like Tupac, and even bigger shirts that were simply advertisements for two wheeled death machines. If you were alive during the last decade of the 20th century, you wore some of these embarrassing '90s t-shirts and there’s no reason to try to hide it.

No one was cool in the '90s. You maybe thought you were cool in your Tommy Hilfiger shirt with the extra wide pseudo American flag, but you were a dork and it’s time to admit it. It’s hard to distinguish between bad shirts from the '90s and the worst '90s t-shirts so we need your help. Vote up the now-embarrassing shirts you totally rocked in the ‘90s and if you’re still wearing your B.U.M. Equipment tee to the beach, leave a comment so we can file a report with the fashion police.

1 357 VOTES

Marlboro


Marlboro is listed (or ranked) 1 on the list T-Shirts You Regret Wearing as a Kid in the '90s
Photo: lanikosam/Tumblr

Why were our parents letting us wear shirts that advertised cigarettes? Is it because they spent thousand of dollars to save up points and didn't want the cash to go to waste, or were they a part of the Marlboro department? These shirts were always XL (we'll give you a million dollars if you can find a medium) and they screamed to everyone nearby that your house smelled weird.

233 124
Is this embarrassing in hindsight?
2 361 VOTES

Unironic Wolf Shirts


Unironic Wolf Shirts is listed (or ranked) 2 on the list T-Shirts You Regret Wearing as a Kid in the '90s
Photo: Imgur

Weren't we all so smart and funny in the early 2000s when we started wearing three wolf moon shirts? What about our decision to wear them in the '90s? Were we accidentally flexing our ironic detachment muscles a decade early or did we just think wolves were cool? Either way it was a bad choice.

234 127
Is this embarrassing in hindsight?
3 354 VOTES

Orca Shirts


Orca Shirts is listed (or ranked) 3 on the list T-Shirts You Regret Wearing as a Kid in the '90s
Photo: Imgur

When did we collectively agree that orcas were cool? Did we wear these shirts because of Free Willy? Or is there simply something hypnotic about the orca's black and white markings?

216 138
Is this embarrassing in hindsight?
4 412 VOTES

Big Dogs


Big Dogs is listed (or ranked) 4 on the list T-Shirts You Regret Wearing as a Kid in the '90s
Photo: via Twitter

How? That's all we want to know.

247 165
Is this embarrassing in hindsight?