My life as a recreational fashionista has had its ups and downs over the past twenty-something years. There were good times – leather jackets, Jeffrey Campbell Litas, little black dresses, and a trusty pair of Converse All-Stars – but there were also the uh, not so good times, like the time I bought a very diaper-esque pair of drop-crotch harem pants. Yikes.

It’s necessary to fearlessly experiment in order to develop your own personal style. But needless to say, not every risky outfit you wear will be a smash hit. To toast at some of these uh, colorful times, I thought it’d be fun for us to take a little walk down memory lane and have a good laugh at my expense.

These are the twelve worst fashion mistakes I can remember making. I’m sure some of them will sound similar to you, too!

Let’s dive right in, shall we?

Table of Contents

Bumpits Infomercial

So, I never did the full-on Snooki with a Bump-It… but I’m totally guilty of poofing and pinning the heck out of the back part of my crown, like some sort of crazed Southern Belle wannabe. I even used to pair the look with red lipstick and pearls. Being a sorority girl was a blast, but dang did I try my hardest to look like one or what?!

Luckily for well, the world, The Jersey Shore became a thing and the extreme poofing kinda died immediately after. I still look back at old date party pictures and blush a little bit, though.

Spill your guts, girls!

What are some of the fashion mistakes that you’ve made in the past? Did I list anything that you love to rock? What are some other fashion “don’ts” that you live by? What is the most embarrassing thing you’ve ever worn? Be sure to leave a comment and share some of your embarrassing fashion moments!