Janet Jackson’s Wildest Looks: See Photos Of Her Most Memorable Outfits

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January 27, 2022 12:15PM EST

Besides just being a music legend, Janet Jackson is also known for her incredible style. See photos of some of her best looks here.

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Janet Jackson’s Wildest Looks — Photos Of Her Most Memorable Outfits

Janet Jackson’s Wildest Looks — Photos Of Her Most Memorable Outfits — Janet Jackson is a living legend, a music icon, and a fashion inspiration. Throughout her career, Janet has worn plenty of outfits that have become EVENTS. Her fashion choices have sometimes changed the landscape of pop culture. Other times, they have raised a few eyebrows. Janet has never been one to do things meekly, and the ‘Nasty’ singer has proved she’s willing to go big, or go home. And of course, as a pop icon, some of her bolder and more outrageous looks are the things of legend.

Here, with short hair and plenty of cleavage, Miss Jackson channels a space-age Josephine Baker. The look bridges the past with the future, for something that looked very hip when she performed at Atlantic City in 2011.

With the release of the star’s new documentary, let’s take a look back at Janet Jackson’s wildest looks. Keep scrolling through the gallery to see more.

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Janet Jackson In 2010

Janet Jackson In 2010 — Janet dresses the part when she attended a Halloween party in 2010. The gender-bending look was praised by onlookers.

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Janet Jackson In 2004

Janet Jackson In 2004 — Janet shows off her rock-hard abs and bra while she performed on GMA in 2004. The suspenders really make the outfit, along with the wallet chain.

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Janet Jackson On Stage

Janet Jackson On Stage — Janet’s onstage ensembles are always KILLER! The Native American-inspired look might not fly in modern-day, but at the time, it was really chic.

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Janet Jackson In 2008

Janet Jackson In 2008 — Kimono-you didn’t! Janet went all-out in this pink ensemble at the Alexander McQueen boutique opening in 2008.

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Janet Jackson’s Most Infamous Fashion

Janet Jackson’s Most Infamous Fashion — While Janet’s wardrobe malfunction was the talk of her 2004 Super Bowl performance, let’s not forget about her epic onstage, leather ensemble. Sadly, when one piece was torn off, her career spiraled.

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Janet Jackson & Her Abs

Janet Jackson & Her Abs — Janet attends the second annual BET Awards with her abs front and center. Who wishes they could pull off a look like this?

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Janet Jackson In 2008

Janet Jackson In 2008 — Janet left no room for anything to fall out of place while rocking this skintight bodysuit for a 2008 performance. That metal corset, tho.

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Janet Jackson’s Fuzzy Pink Hat

Janet Jackson’s Fuzzy Pink Hat — Only Janet could pull off a hot pink hat like this! Plus, scope the suspenders again. Fierce.

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Janet Jackson Goes Above And Beyond

Janet Jackson Goes Above And Beyond — Janet’s ensemble for a British TV show in 2004 featured quite a number of different kooky pieces. The white-dotted red bra really pulls it all together, though.

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Janet Jackson Is An Icon

Janet Jackson Is An Icon — Janet takes menswear to the next level with her 1989 Diamond Pop Awards performance. Rhythm Nation forever!

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Janet Jackson In White

Janet Jackson In White — Janet leaves little to the imagination in this white dress at the 2004 Soul Train Awards. Janet wasn’t doing any funky choreography in this outfit, lest something popped out.

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Janet Jackson In White, Again

Janet Jackson In White, Again — Janet’s off-the-shoulder, cleavage-baring dress at the 2005 Academy Awards was quite the head-turner. She can do elegance. She can do it all.

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Janet Jackson In Black

Janet Jackson In Black — Janet busted out of her blazer while at her album release party in 2006. She looks good in black, white — you name it!

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Janet Jackson With A Bob

Janet Jackson With A Bob — Janet’s blunt hairstyle and strapless dress with a black-tie make quite a statement on the 2006 Billboard Awards red carpet. The fit wasn’t completely there, but the look was deadly.

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Janet Jackson Is Gorgeous

Janet Jackson Is Gorgeous — Janet looks incredibly in this white ensemble at the Cannes Film Festival in 2012. GORGEOUS.

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Janet Jackson Is Mysterious

Janet Jackson Is Mysterious — Janet’s high braid takes this out-there look at the 2017 OUT 100 Awards to the next level. The black number was one of the most gag-worthy gowns of the night.

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Janet Jackson With Short Hair

Janet Jackson With Short Hair — Janet looked glamorous in this wild look at a movie premiere in 2010. The hair — THE HAIR!

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