Young Money's Worst Style Fails

A collection of weird and ridiculous looks from the rap crew.

Not Available Lead
Complex Original

Image via Complex Original

There's something to be said when a rap crew remains relevant and cool in the eyes of the hip-hop community when the leader hasn't just put out an album. Young Money's founder Lil Wayne may not be releasing a new record of his own anytime soon, but he's been busy—he's lent guest features on three rap songs in the past month and created a new rap super group Rich Gang. Drake is the talk of town because he shared four new songs with the 'net this week with an announcement of a new album releasing this September. We don't even have to talk about the success of Nicki Minaj for you to know she's taking over the teen-girl world one song/video/clothing line at a time.

But with success comes satisfaction and an addiction to leisure. We can't have Young Money falling off—the Millennials (and the competition) need these misfits. Young Money needs to stay hungry and humble (not to mention, the other acts on the label have a lot of work to do). So, to light the fire in YMCMB's collective belly, we're looking back at some of the things they haven't done so well—like getting dressed in the morning. Young money has a penchant for wacky style, and we're all for originality here, but most of the time they look flat out wrong. Say "nobody's perfect" out loud as you check out the gallery of Young Money's Worst Style Fails.

RELATED: Gallery: The Worst Celebrity Summer Vacation Style Fails

Philosophy is good for the soul, but terrible for style.

Where: Photo Shoot
When: March 2010

Mack Maine (best known for being the first rapper to holler at Miley Cyrus on "Every Girl") wears a Voltaire/Lil Wayne quote on a shirt, but slogan tees haven't been cool since the '80s. Will someone tell him that his belt is from Canal street (Chinatown, not Venice, Italy) and that wearing no jewelry is better than rocking lackluster ice? Good thing he has a job ghostwriting for Baby or he would've been kicked off the team like Lil Chuckee.

Lil Wayne wears an adorable mask and asks for our respect.

Where: "HYFR" Video
When: March 21, 2012

Being adorable like a baby panda is the last thing you want to be as a rapper. However, thanks to Lil Wayne, 12 and 13-year-old boys and girls will start looking like the cast of Spring Breakers and Tyler, The Creator at your family's next function.

Tyga auditions three years early for Behind the Candelabra.

Where: MTV VMAs
When: September 2010

Before he made money off his only top 10 U.S. single, "Rack City," Tyga really wanted the supporting role of HBO's original movie. Even with the costume, he just couldn't compete with Matt Damon's acting skills.

Well, at least it's not Dada.

Where: "Replacement Girl" Video
When: Unknown

It's 2007, so we'll excuse the oversized hoodie and jeans from Dr. Jays, but it's not nice to mock Stevie Wonder, Drake.

Lil Twist still draws with Crayons. He's 20. Also, fedora.

Where: Los Angeles, California
When: February 2013

Lil Twist, who is more famous for being Justin Bieber's friend than his catalog of music, surprisingly has over a million followers on Twitter. We only know him for his unfortunate style choices. The cozy boy look is one we praise, but his look here, not so much. The loudness of the Marc by Marc Jacobs logo already pushes the sweatsuit to fail city, but the addition of the fedora on his nubby hairdo? Kill self.

Mack Maine arrives at the VMAs after moonlighting as a children's birthday clown.

Where: MTV VMAs
When: September 6, 2012

Looks like Mack Maine borrowed Wayne's personal stylist for the VMAs. She's called "personal" for a reason.

Gudda Gudda just arrived from 2003.

Where: Unknown
When: Unknown

Gudda Gudda, the New Orleans rapper who thinks pimpin' means bedding Hillary Clinton, is who you could've looked like if the slow sperm reached the egg first. Who the hell wears a see-through durag and pulls it down over his eyebrows?

Drake reps the Young Money Ice Capades and channels his inner figure skater.

Where: MTV VMAs
When: September 6, 2012

Johnny Weir wants his shirt back.

Forget global warming, Lil Wayne's shoes are the reason why Polar bears are an endangered species.

Where: Charlotte Bobcats vs. Miami Heat
When: January 1, 2012

Lil Wayne, how many polar bears must die for you to look fly?

Young Money services the youth with this What Not to Wear PSA.

Where: "Every Girl" Video
When: April 6, 2009

You can't let Young Money know about any style trends because this picture shows what they do with such information. Hide your clothes!

Tyga wears glasses; still blind to style.

Where: MTV VMAs
When: August 2011

Poor Tyga got his glasses prescribed extra large, yet he still can't see that nobody cares about his Garfield chain.

No newsie friends.

Where: Miami, FL
When: Unknown

Poor Mack Maine. He's just trying to find his place in Young Money (and the world) and can't seem to get it right.

Lil Wayne reminds the world about Gossamer.

Where: Birdman's "Why U Mad" Video
When: March 2013

Wayne has told us time and time again that we are not the same, he is a martian. What he meant was a monster from Looney Tunes.

Lil Twist wears drop crotch pants as a flotation device at the pool.

Where: Los Angeles, California
When: February 2013

The drop crotch is already bad enough. Justin Bieber, Chris Brown, nor Usher could make it work. But Lil Twist prides himself on making trends even worse. He married the diaper pants with cheetah print to double the amount of fails.

Sometimes, Young Money means too much money.

Where: Tyga's Birthday Party, Las Vegas
When: November 2011

Ah, the look of new money. Tyga took not one, but three designer pieces (Hermes belt, Versace sunglasses, and a Fendi shirt in SILK obviously), threw the street in there with a snapback, and topped it off with chains straight from the tombs of Egypt. And you thought the lollipop was bad.

Snooki lends Lil Wayne her favorite outfit.

Where: Los Angeles, California
When: May 1, 2012

"Bitch stole my look!" - Lil Wayne on Snooki's love for furry boots.

Drake wears crushed velvet...crushes chances for his future in style.

Where: BET Awards
When: July 2011

Drake looks great in slim suits. Remember the promos for the 2010 MTV VMAs? So this '70s porno look-complete with a 'fro and crushed velvet-the following year is definitely a step backwards.

No words.

Where: Studio City, Calif.
When: March 7, 2013

Oh gawd! The floral shirt and camo shorts would have been bad enough, but the socks and the house slippers really take this look to fail town.

Stay ahead on Exclusives

Download the Complex App