Justin Timberlake's biggest fashion regret. What is yours?

Everyone has fashion regrets, and if you have trendy style or are a bit of a fashion risk-taker, you may have several of them. Justin Timberlake may be a well-dressed, handsome dude now, but his style choices from the late '90s to early 2000s were totally questionable. In the new issue of Playboy, Timberlake dishes on his most embarrassing wardrobe missteps:

Justin and Britney. (Getty Images)

"God, I feel I’ve gone to therapy just to erase some of them.The cornrows I wore with ’N Sync. That was pretty bad. Britney and I wore matching denim outfits [to the 2001 American Music Awards].Yeah, another bad choice. I’d probably pay good money to get some of those pictures off the internet."

Truth be told, we thought Britney and Justin's denim-on-denim ensembles were pretty hideous at the time they wore them (matchy-matchy couples are so weird), but now when we see this photo we think it's hilarious. Just like the old photos of our bad perms, shoulder pads, pegged jeans with tube socks, etc, etc, etc. You have to have a sense of humor about these things, because those photos are out there! And we know, because we've tried untagging ourselves from them on Facebook.

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