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Home · Fashion

Michael Jackson: The Trendsetter

Michael Jackson: The Trendsetter
By · June 25, 2009October 29, 2020
01
Swagger Like Michael

From “Off the Wall” to “Bad,” Michael Jackson’s style quotient has been through the roof since he stepped onto the scene. Even when his big brothers were on stage with the child prodigy, it was M.J.’s appeal that forced the world to recognize the man who would be King.

Join us as we look back at the icon’s style over the last five decades.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

02
Points for Polyester

Who doesn’t have fond memories of the Jackson 5 doing their shimmy across stages from Harlem to Hollywood? Their undeniable style, with Michael leading the pack, helped to open the doors for groups like New Edition and Boys II Men.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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03
Rock the Bells

Micheal (center) works it out onstage wearing colorful bell bottoms, butterfly-collared shirts and platform shoes. Youngsters all over America tried to copy the Jackson 5’s winning style.

The Michael Jackson Memorial: Read our Live Blog Report »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

LIFE.com/Anwar Hussein/WireImage
04
To Top It Off

Before he took the fedora to another level, Michael helped to inspire many with his apple jack style hat. We dig how he slightly rocked it to one side over his massive Afro.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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05
Flower Power

Floral button front shirts like this one are yet another fashion trend this small-town boy from Gary, Indiana, helped to elevate to big-city mega status.

The Michael Jackson Memorial: Read our Live Blog Report »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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06
Big Hair Rules

No way are we implying he invented the Afro, but Michael is definitely responsible for giving the hairstyle its staying power in the 1970’s. Here, he sports a massive Fro with just enough height and sheen to make men and women alike turn heads.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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07
Dapper Mike

Michael eased on down the road in style as he expanded his résumé with a big-time acting gig in “The Wiz.” We see his style taking a sophisticated turn as he breaks away from his big bros to pursue solo dreams.

The Michael Jackson Memorial: Read our Live Blog Report »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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08
Sock It to ‘Em

Not many have the confidence to pull off high-water pants, much less to then pair them with glitter socks. The look is, well, quintessential M.J.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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09
Tied Up

Pictured here with his good friend and mentor Diana Ross, Michael sports an unexpected bow tie. with “The Boss” following suit. Michael regularly rocked bow ties, dressing them up or down, during the height of his career.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

LIFE.com
10
Don’t Sweat It

Cardigan sweaters like these were in heavy rotation for Michael in the 1980’s.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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11
Team Spirit

It didn’t matter who the team was, if Michael supported them by wearing their jacket, we were definitely interested. He even rocked a varsity jacket in the infamous Thriller video which seems to have sparked an interest with current trendsetters like Kanye West.

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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12
Tougher Than Leather

Leather, along with sequins and metal hardware, were staples for the pop icon. Here, Michael reveals a rare casual look.

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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13
Loafing Around

Michael rarely strayed away from his signature penny loafers, often pairing them with thick athletic white socks as pictured here. The look was reportedly inspired by another icon Fred Astaire. The preppy trend became so popular back in the 1980’s that even tough, macho guys were rocking the shoes on the regular.

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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14
Military Moves

Epaulets? And sequins? No one but M.J. could pull off such a combo. Jackson gave traditional military gear a flashy spin like only the King of Pop could. His extra-bold shoulder pads reminded us that the musical icon was in a league of his own.

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
15
Curl Power

Once we stop denying having one, or even knowing someone who did, we could accept that Jheri Curls were nothing less than huge in the 80’s. A large part of this popularity was due to Michael Jackson. His well-tended coif was dripping wet but we couldn’t take our eyes off.

And after Jackson’s 1984 accident (when his hair caught on fire), we all were a little more careful with our dos.

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
16
Zipping Through

Wearing a bright-red motorcycle jacket just wasn’t eye-catching enough for the King of Pop. Jackson put the extra-zippered version on everyone’s must-have list in the 1980’s making it an iconic piece of American fashion.

Admit it: You had (or wanted) one. Bad.

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
17
Shady Business

Jackson may have been using his dark aviator shades to block the flashing paparazzi lights, but they surely couldn’t stop us from recognizing his undeniable style.

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Michael Jackson’s life in photos »

Corbis
18
Bad Boy

With a slick black motorcycle jacket on his back, Mike almost made us believe he was a tough guy. (That signature voice spoiled it though.)

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

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19
Hats Off

Fedoras were a style staple for this tastemaker and “Smooth Criminal.” Whether black or white, he wore them well. Too bad his impressive dance moves weren’t for sale with the fresh head gear.

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
20
Glove Love

Michael Jackson’s singular white glove is the stuff of legend. Dipped in sequins and hot all over, Jackson made wearing one glove look so fly, we never bothered to ask what happened to the other one.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

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21
Cultual Connections

Ancient Egyptian royalty were in the spotlight for M.J.‘s “Remember the Time” video. From megamodel Iman’s regal head dress to the energetic backup dancers “Coming to America”-esque garb, we just couldn’t get enough.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

What is your favorite Michael Jackson influenced trend and why? Share with us in a comment below.

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
22
Style & Sequins

Sequins were thought of as a formal accent pre-“Thriller,” but Michael dressed it up, down and made everyone around town want a piece of the shiny action.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

LIFE.com/Ron Galella/WireImage
23
Metal Magic

Exaggerated gold and silver hardware on otherwise basic clothing almost seemed like a prerequisite for the pop icon.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

LIFE.com/George Rose/Getty Images
24
Catch Me If You Can

Who else could make catcher pads look this this good off the field? Umpires everywhere, take note.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
25
Fits to a Tee

Michael Jackson seemed to do very little quietly. Even when he sported a simple white T-shirt and basic black slacks, we took note. Hey, when you got it, you got it.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

ESSENCE.com Editor Emil Wilbekin on what Michael Jackson means to him »

Corbis
26
Keeping It Simple

Although he was known for bringing the glitz and glam factor to everything he touched, he surprisingly kept his color palette quiet. He primarily stuck to white, black, red and occasionally blue.

The Michael Jackson Memorial: Read our Live Blog Report »

Michael Jackson’s life in photos »

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27
Military
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