5. Will Smith
Before he was one of the biggest movie actors in the world. He was just a hip hop rapper, who wore some odd clothes.
Most visibly demonstrated on “Fresh Prince Of Bel Air”, the hit 90’s Television Sitcom, Will Smith has an entire array of hip hop fashion.
He also represented his interesting sense of fashion through-out the 80’s and 90’s in music videos, touring, and promotion.
Especially, in the Jazzy Jeff days. Speaking of which, they are suppose to reunite this summer. I wonder, if Will, um, will take out the old school clothes.
Now, he is one of the sharpest dressed hip hop artists. The actor still puts out albums every couple years.
4. Lil Kim
She has been successful through her entire mainstream career in music. Lil Kim has been an innovator in fashion and in her music.
After a rough couple years, she is getting back to business, releasing the Mixtape entitled “Ms. G.O.A.T.”.
We’re going to jump back to 2001 and the video music awards. When Lil Kim brought her new style of wearing a bra? to the forefront of a live MTV audience.
Can you imagine the shock on everybody’s face when she is wearing basically nothing on her chest?
It’s one thing to be risky and it’s another to wear a flower on your breast. Mystery can be sexy as well, if she wants to get naked – get naked, for playboy.
She has shocked since she debuted in the 90’s and we don’t expect anything else from the grammy winning rapper.
3. Andre 3000
Andre 3000 has made an impact on hip hop. He is one of the most gifted emcees and his creativity is off the wall. Andre 3000 has no boundaries in his music or fashion.
His duo Outkast with rapper “Big Boi” is one of the most successful rap duo’s in the history of hip hop.
Actually, it wouldn’t be to controversial of a statement, if I said they are the most successful with all respect to Eric B and Rakim.
When it comes to his clothes, he is hit or miss. Maybe even more misses than hits.
When you wear a blanket instead of pants, it’s just getting a bit to ludicrous and you can’t sum it to individualism.
He launched “Benjamin Bixby” clothing line this year. Hopefully, he’ll tone it down considerably for the masses.
He only gets the three spot because at least once a year, he wears an outfit that makes you go “Damn” that’s impressive.
2. MC Hammer
If you’re a teenager, you don’t understand how big of deal MC Hammer was in the late 80’s and early 90’s.
He created monster hits like “U Can’t Touch This” and is one of the top selling hip hop artist of all time.
MC Hammer broke down all kinds of doors like being the first rapper to really get an endorsement deal.
Basically, he made it possible for all these hip hop artists to start selling their own products.
None of which changes the fact that the emcee started some awful hip hop clothing trends.
Including parachute pants, which are some of the most embarrassing hip hop clothes to ever be made.
1. Flava Flav
He wasn’t notoriously known for his bad style during the Public Enemy days. The pioneering group is forever linked with hip hop. Despite the legacy, Flava Flav, has went onto new challenges.
Flava Flav, decided that, he wanted to be a part of one of the most absurd reality shows in TV history. The agenda was simple to have a group of girls compete over the love of Flava Flav.
“Flavor of love” has become a great success and I’m sure his lack of fashion has contributed.
Flava Flav comes bursting into #1 with his signature Viking Helmet on his head, a grill, and his flamboyant shirt.
We need to stop madness like this or hip hop fashion will be ruined.




