The best of the worst

A look at major fashion mistakes through the years


Morgan Bonner

Photo illustration.

Story by Alex O'Gorman, editor in chief

Humans as a species are prone to making mistakes–many, many stupid mistakes. But, hey, that’s how we grow and learn not to do the same stupid things in the future. That doesn’t mean, however, that we can’t look back and cringe at all the things we did in the past. Most cringe-worthy of all is the questionable fashion choices made from the early ‘00s to very recently. Here are a few highlights (see what I did there) to bring you back.

Chunky Highlights

The list of female celebrities that did this range from Kelly Clarkson to Rihanna. For some reason, in 2002 women decided that they wanted their hair to look as streaky and obviously-dyed as possible. Maybe they couldn’t decide between two hair colors and decided to do them both in ugly chunks. Whatever the reason for this mysterious trend, I am just glad it’s over and hoping that some well-meaning celebrity doesn’t bring it back from the grave.

Trucker Hats

This bizarre trend was started in the early 2000s by some pretty big-name celebrities such as Britney Spears wearing Von Dutch trucker hats. It is debatable whether Britney Spears shaving her head mid-public meltdown or Von Dutch hats are most unsightly. Unfortunately, Kylie Jenner has recently made an attempt to bring the trend back by posing with her Von Dutch hat for her 75.1 million Instagram followers.

All Denim

Hopefully, any person over 12 in the modern world knows why this is not an acceptable fashion choice.

Feather Extensions

I will admit, I am guilty of this one. In 2011, just about every tween girl was dying to get some faux-peacock (actual-rooster feather) in their hair to emulate Selena Gomez, who was in the height of her Wizards of Waverly Place career. Feather extensions lasted what I approximate to be a whole five minutes. Unfortunately, by the time I convinced my mom to let me get them, they were already a thing of the past.