Home • Fashion Janet Jackson's Ageless Style: The Singer's Top 25 Looks With an exciting Janet Jackson tour being annouced, let's take a look back at the singer's ageless style. By Candace Marie Stewart · Updated October 27, 2020 01 Janet Jackson Francois Durand/Getty Images 02 Janet Jackson White hot! Mrs. Jackson looked sensational in a white Emilio Pucci silhouette that flaunted her sun-kissed skin. Andreas Rentz/Getty Images 03 Janet Jackson Mark Davis/Getty Images 04 Janet Jackson The singer took a stylish plunge with this low-cut strappy silhouette. Wire Images 05 Janet Jackson Mrs. Jackson was always way ahead of the curve when it came to her ensemble. This memorable moment went down in our books as hooded-perfection. Denise Truscello/Wire 06 Janet Jackson Janet seamlessly enhanced her look in a timeless, yet cool white suit. Venturelli 07 Janet Jackson Like only Janet can do – she added a sleek train to her already flawless Haider Ackermann ensemble. Stephen Lovekin/Getty Images 08 Janet Jackson All black with a dash of embroidery was an excellent choice for the singer. The detailing easily took the ensemble from subtle to glamorous. Jim Spellman/Wire Images 09 Janet Jackson This little black dress got an upgrade with a crisp white blouse! Joe Kohen/Getty 10 Janet Jackson This mermaid styled gown accented Janet’s curves perfectly while the dramatic train was absolutley stunning. Jeffrey Mayer/Getty Images 11 Janet Jackson Looking sleek and toned in this black frock comes effortlessly for this beauty. Jemal Countess/Getty Images 12 Janet Jackson This purple and pink kimono masterpiece was an instant fashion favorite! Frazer Harrison/Getty 13 Janet Jackson Talk about taking all black to the next level. Jackson added a flirty twist to the her gown by incorporating an off the shoulder shawl. Dimitrios Kambouris/WireImage Article continues after video. 14 Janet Jackson If anyone could pull off denim and a floor-length suede coat on the red carpet it’s definitely this superstar. Gregg DeGuire/Getty Images 15 Janet Jackson This singer is well known for stylishly playing up her signature look of tailored button-ups and black bottoms. Steve Granitz/Getty Images 16 Janet Jackson Simple sexy comes easy for Janet. A classic crop-top and a pair of black trousers is perfect for this fresh-face beauty. Getty Images 17 Janet Jackson A white-suit has always been a staple piece in this singers style files. Gregg DeGuire/Getty Images 18 Janet Jackson Suited like a boss, Jackson made her way down the red carpet in a killer gray suit, pink tie and a crisp white button-up. Gregg DeGuire/Getty Images WHERE BLACK CULTURE, COMMUNITY AND CONSCIOUSNESS MEET Sign up for ESSENCE Newsletters to see more of Black Women’s Boundlessness Your email is required. Your email is in invalid format. 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Confirm email is required. Email did not match. Update Subscription By clicking Update Subscription, you agree to our Terms of Use and Privacy Policy. 19 Janet Jackson Janet looked like royalty while flaunting a silk-like wrapped colbalt blue gown. Vittorio Zunino Celotto/Getty Images 20 Janet Jackson A curvaceous Janet knew how to play up her assets while looking remarkably gorgeous. Getty Images 21 Janet Jackson Va-va-voom! This bombshell showed off her sexy silhouette in this cleavage baring snow-white gown. Jason Merritt/Getty Images 22 Janet Jackson Janet effortlessly channeled a hollywood glamour in this pastel frock. Venturelli/Wire Images Nike Nike NWSL Away Kits SHOP NOW Top Product. 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