Fashion FAILs: When Pop Stars Dress Like Rappers

Credit: Kazuhiro Nogi/AFP

We don’t pretend to be fashion authorities in these parts — we leave that to our trendier pals on the other side of the building. That said, we know a fashion disaster when we see one. Like when Justin Bieber arrived in the Tokyo airport today.

When the Beebz broke out his “freestyle” a few months ago, the world momentarily stopped spinning, the oceans became still and a globe of humans tried to process what was happening. And now, he thinks he can wear a 2Pac bandana, MC Hammer pants and Kanye-circa-2004 backpack. It’s like childhood Ellen went through some sort of time portal and just randomly bumped into those clothes as she flew through the wormhole to 2012. Maybe “Terminator” was wrong all this time, and you don’t end up naked on the other side of the time tunnel after all?

Anyway, the Beebz isn’t the first pop star to adopt hip-hop fashion to disastrous results. Below are seven others who copped rappers’ styles and had no idea how ridiculous they looked.

Justin Timberlake

Credit: Getty Images

Fashion Crime: Cornrows

Today, every guy wants to be JT. But at the turn of the century, every guy wanted to beat him, because of s*** like this.

Gwen Stefani

Credit: Ron Galella

Fashion Crime: Cornrows

Today, every guy wants to bone Gwen Stefani. But in the mid-’90s, she was like the annoying hyperactive outcast and every guy was like “Gah, we GET IT, you’re ‘expressing yourself’ via pink hair.”


Fashion Crime: Baggy overalls

Every *NSYNC press photo could serve as the subject of a dissertation on bad ’90s fashion.

Donnie Wahlberg

Credit: Michael Ochs Archives via Getty Images

Fashion Crime: Forget the Kangol-style hat, oversized chain and bandana that isn’t even in the right place…he has a PIMP CANE.

His brother Marky Mark may have been a rapper at the time, but that’s no excuse.

Kid Rock

Fashion Crime: Braids

Kid Rock looked like a girl in elementary school who just got back from her trip to the Bahamas, only he didn’t have the one braid with beads in it.

Gwen Stefani (again)

Credit: KMazur/WireImage

Fashion Crime: Coolio hair

She may be something of a fashionista now, but Stefani’s ’90s style has not aged well. Probably because it appeared to be modeled after 13-year-olds at a Jacksonville rave.

The one dude from Boyz II Men

Credit: Chris Hondros/Getty Images

Fashion Crime: Doo-rag

It’s always funny when R&B crooners go with the “thug life” posturing to shed the “sensitive guy” label, as if we didn’t know they built a career singing high notes and making girls go SQUEEE and finding themselves on dudes’ Boner Time hookup mixes. We’re onto you, Mr. R&B!