4 Throwback Denim Styles We Won't Be Trying at Home

09/17/2013 at 04:30 PM ET

Miley Cyrus denim style jeans photo JPI; WireImage; FameFlynet; Startraks

A lot of thought went into our 3rd Annual Denim Awards, featured in the October issue of PEOPLE StyleWatch (on stands now!). Staffers tried on more than 500 pairs of jeans to narrow down the selection to 38 of the best, most flattering styles. And while you’re sure to find tons of awesome, wearable denim in the issue, there are four types of jeans you most definitely won’t find in the pages of the October issue: these throwback looks.

We don’t think you should emulate these denim looks, but we do think these photos will be perfect for your next #ThrowbackThursday post. (Just because we wouldn’t wear these jeans doesn’t mean we wouldn’t double-tap the pics.)

1. That time that Britney Spears (in a denim maxi) and Justin Timberlake (in denim-on-denim-on-denim-on-denim) swam to the 2001 AMAs together in a sea of blue. Their matchy-matchy ensembles were such a fashion mishap, it’s hard to believe how much progress JT has made on the style front since then.
2. Jessica Simpson’s infamous “mom jeans” that she busted out in 2009. At least she realized her mistake, as she later told Oprah that the high-waisted moment was a major low point in her life.
3. Miley Cyrus’s LSD denim — i.e. her “least sexy denim” acid-washed jeans. She wore them in February 2012 … right before her infamous Salvia situation. Just saying.
4. Rihanna’s mechanic jumpsuit, which she trotted out last summer. We’re happy to report that the singer has since moved on to new forms of denim such as overalls.

PHOTOS: Vote on more star style in “Last Night’s Look!”

So, now that we’ve finished our stroll down denim memory lane, be sure to check out our People StyleWatch Denim Shop on GILT to score exclusive discounts on the outstanding jeans featured in the issue.

And let us know: Which of these throwback denim looks do you hope never comes back into style?

–Storm Heitman

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A Runnaroundd Life on

I love Miley’s look!

VMAs 2014: Katy Perry Pays Homage to Britney Spears In an All-Denim Dress | 24-7 News on

[…] The VMAs have always been a night for creating major style moments — but apparently it’s now also a night for paying homage to some of the most iconic outfits from years past. Amber Rose nodded to Rose McGowan with her barely-there “dress,” and then Katy Perry took it up a notch by paying homage to one of the most iconic couples outfits of all time: Britney Spears and Justin Timberlake‘s double-denim ensembles. […]

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