Who couldn’t adore Janet Jackson?! The beloved “Rhythm Nation” singer has been making fans fall in love with her memorable music, dynamic dance moves and fly fashion ever since she rose to fame in the mid-1970s.
Although Janet maintains a more low-key lifestyle these days, the 55-year-old beauty stepped out at the Great Gatsby Gala in London in January 2020. The Poetic Justice actress took to Instagram to give fans a glimpse inside her lavish, roaring ’20s-themed ensemble for the fun-filled night out. In the comments section of her post, fans couldn’t help but gush over her incredible look.
“Wow!! I love love this so much. Pure class,” one fan marveled of the outfit — which featured a silky black gown, lace gloves, fur shawl, black hat and pearls. “Janet, I love how you rock that vintage look. Love you rocking the ’20s hard,” a second fan echoed, while a third chimed in, writing, “Absolutely gorgeous queen.”
There’s no doubt Janet has looked incredible throughout the last few decades since becoming one of Hollywood’s most iconic performers. However, the “That’s the Way Love Goes” songstress — who is the proud mom of 2-year-old son Eissa — has candidly opened up about dealing with insecurities.
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“I had to find something in my body that I loved, and that was difficult for me to do,” Janet revealed to In Style in September 2019. “At first, I couldn’t find anything. I would look in the mirror and start crying. I didn’t like that I was not attractive. I didn’t like anything about me.
Luckily, the “Made for Now” singer grew to love herself as she aged. “I wound up falling in love with the small of my back. And then from there I found more things,” she admitted. “A lot of it has to do with experience, getting older. Understanding, realizing that there isn’t just one thing that is considered beautiful. Beautiful comes in all shapes, sizes, and colors.”
Janet confessed even learned to love her smile. “Then finally realizing my smile isn’t that bad after all,” she added. “I thought I looked like the Joker because it was so big.”
By learning that there are “lots of different things” that can make someone beautiful, Janet was able to accept herself for who she is. “It’s vulnerability. It’s power. It’s confidence. It’s happiness. It’s seeing the goodness in the soul,” she explained. “It’s spirituality. It’s being selfless and what you do for others before doing for yourself.”
Scroll through the gallery below to see Janet’s stunning transformation through the years!
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1975
Janet was just barely 10 years old as she posed alongside The Jackson 5 at an event in 1975. The singer’s brothers, including late Michael Jackson, look so young!
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1980
Janet posed for a photo at just 14 years old in 1980.
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1987
The “What Have You Done for Me Lately” songstress donned a gorgeous black coat at the Soul Train Music Awards in 1987.
Douglas C Pizac/AP/Shutterstock
1990
Janet made quite the sight for cameras holding trophies at the American Music Awards in 1990. Wow!
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1991
Janet looked gorgeous in all black while performing live in concert in the U.K.
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1995
Janet showed off her slim figure in a white, cropped T-shirt while arriving at New York’s Radio City Music Hall ahead of the 1995 VMAs.
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1998
The brunette beauty was glowing as she smiled on the red carpet following the 1998 Blockbuster Awards.
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2000
Janet wore a black-leather gown that featured a deep V-neckline at the 2000 MTV Movie Awards.
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2003
Janet looked stunning as she stepped out at the “A Place Called Home” anniversary gala in Los Angeles in September 2003. We love her long, wavy locks!
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2006
The Why Did I Get Married? actress sported a super cute pixie cut and bangs on the red carpet at the 2006 Billboard Music Awards.
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2008
Janet sported a long ponytail and fur jacket while walking the red carpet at a 2008 event for Out magazine.
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2010
Janet was all smiles posing on the red carpet wearing a black gown and cardigan at Glamour magazine’s “Women of the Year Awards” in 2010.
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2011
Janet opted for a short ‘do on the U.K.’s The Paul O’Grady Show in 2011.
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2013
Gorgeous! The doting mom channeled angelic vibes in all white at the amfAR Cinema Against Aids gala in May 2013.
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2015
Janet rocked a white jumpsuit and long, curly locks to accept the Ultimate Icon: Music Dance Visual Award at the 2015 BET Awards.
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2016
Janet’s skin was glowing as she attended an event at Paris Fashion Week in 2016. We love her hair like this!
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2018
The True You author looked like a glamorous boss lady on the red carpet in a black suit at the MAMA Awards in Hong Kong in 2018.
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2019
Janet had her auburn-colored locks on full display as she stepped out for a ceremony at the Rock and Roll Hall of Fame. The performer was one of many chosen as the 2019 inductees. How exciting!
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2020
The “Feedback” singer looked gorgeous at Clive Davis‘ pre-Grammy gala ahead of the 2020 Grammys in late January.
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2022
Janet went for a casual look during her vacation to Disneyland with her friends and family. She posed in front of the iconic Sleeping Beauty Castle in a pair of stylish shades and sweatpants.
