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

By 660 votes 117 voters 13k views 20 items tags f p @

List Criteria: 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.

Collection Photo: user uploaded image
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  1. 1
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    Looney Tunes

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

    Shirts with classic cartoon characters wearing baggy jeans and backwards hats were really big in the '90s and looking back at the trend it seems like a mistake. Were we really trying to posture ourselves as tough guys by wearing something with Taz on it?

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    No Fear is listed (or ranked) 2 on the list T-Shirts You Regret Wearing as a Kid in the '90s
    Photo: Imgur

    There were two types of people who wore No Fear shirts: kind of jock guys who actually had no fear because they were in their prime, and awkward little weirdos who hadn't yet figured out they weren't good basketball despite having zero ups.

  3. 3
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    Big Dogs

    Big Dogs is listed (or ranked) 3 on the list T-Shirts You Regret Wearing as a Kid in the '90s
    Photo: knovvledge/Tumblr

    How? That's all we want to know.

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

    We're not admonishing people for wearing one of the most popular brands of clothing ever, but the shirt choices Nike gave us in the '90s were seriously lacking in the design department.

  5. 5
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    Orca Shirts

    Orca Shirts is listed (or ranked) 5 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?

  6. 6
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    Garfield Shirts

    Garfield Shirts is listed (or ranked) 6 on the list T-Shirts You Regret Wearing as a Kid in the '90s
    Photo: littlealienproducts/Tumblr

    About once a week it seems like a great idea to pull out your old Garfield shirts, but then you remember the shirts were about a foot thick and started falling apart after the first wash.

  7. 7
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    Harley Davidson

    Harley Davidson is listed (or ranked) 7 on the list T-Shirts You Regret Wearing as a Kid in the '90s
    Photo: soulofadreamerblog/Tumblr

    At some point in the '90s everyone went Harley crazy, but the closest most of us got to fearing for our life while riding a hulking piece of metal was wearing one of these oversized shirts. Popular design themes: eagles, possibly a super racist flags.

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    Mossimo is listed (or ranked) 8 on the list T-Shirts You Regret Wearing as a Kid in the '90s
    Photo: imgur

    Can't you smell the B.O. and old soda that covered every Mossimo shirt ever worn? This is the brand that says, "Yes I will be excited about Jncos when I hear about them in a year."

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