6 of the Worst Style Trends From the 2000s

The first decade of the 2000s didn’t end too long ago, and we’re left with some lasting memories of some pretty horrible fashion moments. Remember trucker hats, Ed Hardy, and that excessive amount of bling many of us use to wear? It’s time to relive the worst style mistakes with our round-up of six terrible looks from the 2000s.

1. Trucker hats

trucker hat

A trucket hat | Source: iStock

A hard trend to forget, trucker hats were made famous by Ashton Kutcher. In the early 2000s, the trucker hat was everywhere, and many had unusual sayings sprawled across the front. These hats are not to be confused with actual trucker hats, which serve a functional purpose, shielding drivers’ eyes from the sun.

2. Shirts with sayings


A shirt with a saying on it | Source: eBay

While some of these shirts were funny, like K-Swiss’s “Quiet Please” printed in large letters, some were rude, silly, and wildly inappropriate. Menswear tees have since veered toward ones that are more sophisticated, and although we see still some ironic prints here and there, they are few and far between. A plain white tee (not the band) it is.

3. Embellished jeans

embellished jeans are one of the worst style mistakes you can make

Embellished jeans | Source: eBay

Men wearing embellished jeans with any kind of rhinestone printed detail or anything else ornate on any part of the jean (including the back pockets) is a fashion don’t. Not to mention that these jeans for some reason were always slightly bootcut. If you still have any embellished jeans hanging around from the 2000s, it’s time to throw them away.

4. Shutter shades

shutter shades

Shutter shades | Source: eBay

They’re the plastic shades that were given out at every kid’s Bar or Bat Mitzvah and Sweet Sixteen. It was a pretty pointless accessory, particularly since it obstructed your vision. Originally started in the ’80s by eyewear designer Alain Mikli and revived by Kanye West, they thankfully faded out quickly.

5. Ed Hardy

Ed Hardy shirt

Ed Hardy T-shirt | Source: Amazon

While originally a fantastic and revolutionary tattoo artist, Ed Hardy became known for his association with the screen-printed likeness of his tattoos on T-shirts, hats, pants, watches, and anything else his company could screen print his tattoo-type drawings on.

6. Deep V-neck shirts

Lenny Kravitz

Deep V-neck T-shirt on Lenny Kravitz | Dimitrios Kambouris/Getty Images for CB2

While they look good on Lenny Kravitz — both in the 2000s and beyond — deep V-necks were something of an epidemic affecting many cool-guy “rich kids” like Brody Jenner from the MTV cult reality show of the decade, The Hills. While we’ve seen this style pop up here and there in menswear, it continues to be a fashion don’t.