In case you didn’t get the memo UGG boots are trying to make a comeback in 2015. If you’re going to bring out your old pair of salt-stained boots and try to make them work in more modern times, it’s a good idea that you don’t wear your UGGs with anything that you did in the 2000s. It was difficult to make UGG boots look reasonably stylish, and not like we were walking around in a pair of slipper boots outdoors. To “dress them up” we paired them with flippy skirts, fancy belts, fedoras, and pastel velour tracksuits. (If it was a pretty color, it was much fancier than your basic gray one.) We thought it was the perfect blend of fancy and casual, but looking back, it’s more “WTF was I thinking?”
Here are the awkward ways we wore UGGs (or knockoff UGGs) in the 2000s:
Ripped jeans, UGG boots and fancy tank tops were classified as “dressy basics” that looked way more put together than your basic blue jeans, plain tank, and sneakers…or so we thought.
Remember when skinny jeans first gained popularity and everyone was so happy because they didn’t have to worry about shoving all of that thick denim fabric from their bootcut jeans into their UGG boots? Wearing skinny jeans saved you an extra 10 minutes in the morning.
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How do you balance looking professional with looking cute and flirty? Apparently you put on a conservative tweed blazer, an embellished mini skirt and a pair of foldeddown Uggs. If Beyonce thought this was acceptable, how were we to know any better?
Miley Cyrus demonstrates the classic relaxed UGG look. It’s the weekend, you don’t have to worry about a dress code, or whether your shoes are “office-appropriate” so bring on the comfy sweaters and fluffy boots.
If you wanted a more casual (but still super cute) look, you brought out your sweats. Your dream was a full Juicy Couture tracksuit, but you probably just bought the knockoff one from Forever 21. You could wear the pieces together, or individually, as long as they were with your UGG boots. And you can’t forget a child-approved graphic tee.
Click the next page to see more awkward ways we wore our beloved Ugg boots.
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The ever versatile UGG boot could be made party appropriate with the addition of a jaunty pink fedora, matching jacket, and possibly a swipe of colorful eyeshadow. Nicole Richie looks ready to party, with or without the scooter.
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If you want to pretend that you were some chic celebrity out browsing the shops, who couldn’t be bothered to know what season it was, you threw on your fuzziest vest and a pair of bug-eyed sunglasses.
Even if you paid a bit more of the UGGs with the fancy sole, they did not replace your rain boots. Even if you actually bothered to spray them, they still got soaking wet and smelled a bit funny. Did you care? No. You would wear them in the snow, sun and slush.
Lindsay Lohan looks very comfortable in the quasi-hipster look of the early 2000s. You didn’t want to wear your UGGs like everyone else (aka with bootcut jeans or a velour tracksuit). You wanted an edgier look. The solution? A hat. A hat always makes you look cool.
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As UGG boots were growing in popularity, cardigans were enjoying their own time in the spotlight. They grew larger and more oversized and began to reassemble bathrobes. Some smart person must have realized that a cardigan that looked like a robe would be perfect to go with a pair of boots that looked like slippers.
This look combined all of the confusing fashion trends into one. Were long tank tops dresses, tunics or shirts? Were leggings actually pants? Were UGG boots really proper shoes? You solved the issue by wearing everything together. If your boots were metallic, like Khloe Kardashian‘s, no would would be debating the finer points of your outfit.
Pairing a dress with your UGGs said that you were mature, and maybe had your own credit card, but you weren’t mature enough that you had to worry about house loans and taxes. It was what you considered the perfect blend of looking polished, but trendy.
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Who needed high heels when you had a pair of UGGs that you could easily dance all night in? You thought no one would even notice your footwear because you had on a stylish top and printed headscarf.
This is a classic perfected by Britney Spears. Lots of us wore UGGs with Daisy Dukes (even if we don’t want to admit it) but no one could do it like Britney. If she didn’t have a clean crop top, she rolled her long top to create one.
(Photos: WENN, unless otherwise noted)