Janet Jackson’s Best Red Carpet Style Through the Years: Red Ruffles, Sleek Suits and More Standout Fashion Moments


Janet Jackson’s legendary career spans both film and music. The younger sister of Michael Jackson celebrates her 58th birthday on Thursday ahead of her headlining gig at the 2024 Essence Festival in New Orleans this summer.

Ahead, WWD looks back at Jackson’s best red carpet style from the ’80s to now.

American Music Awards, 1983

Janet Jackson at the 1983 Annual American Music Awards, red carpet, red gown, celebrity style

Janet Jackson at the 1983 Annual American Music Awards.

Ron Galella Collection via Getty

At the 1983 American Music Awards, Jackson channeled Betty Boop in a curly crop and a strapless red gown with a sweetheart neckline, which also featured a tiered skirt with ruffles.

Grammy Awards, 1993

Janet and Michael Jackson at the 1993 Grammy Awards, red carpet, white suit, celebrity style

Janet and Michael Jackson at the 1993 Grammy Awards.

WireImage

Jackson attended the 1993 Grammys alongside her late brother, Michael, wearing a white double-breasted blazer and pleated wide-leg trousers with a matching headband. The singer also accessorized with chunky jewelry.

Essence Awards, 1995

Janet Jackson at the 1995 Essence Awards, Chanel jacket, red carpet, celebrity style

Janet Jackson at the 1995 Essence Awards.

Ron Galella Collection via Getty

To attend the Essence Awards in 1995, Jackson sported a cropped Chanel jacket featuring black accents and buttons adorned with the French label’s trademark interlocking “C” logo.

MTV Movie Awards, 2000

Janet Jackson at the 2000 MTV Movie Awards, leather, red carpet, The Matrix, celebrity style

Janet Jackson at the 2000 MTV Movie Awards.

Ron Galella Collection via Getty

Jackson channeled 1999’s “The Matrix” in a head-to-toe leather ensemble consisting of a plunging jacket with shoulder pads and an A-line maxiskirt.

Vanity Fair Oscar Party, 2005

Janet Jackson at the 2005 Vanity Fair Oscar Party, red carpet, celebrity style, white fur gown

Janet Jackson at the 2005 Vanity Fair Oscar Party.

FilmMagic

At Vanity Fair’s 2005 Oscar Party, Jackson donned an off-the-shoulder column gown featuring fur sleeves and a jeweled pendant on the bodice. The singer accessorized with a matching evening bag, cuff bracelets and dangle earrings.

AmfAR Cinema Against AIDS Gala, 2012

Janet Jackson at the 2012 amfAR Cinema Against AIDS Gala, Emilio Pucci, red carpet, celebrity style, white keyhole dress

Janet Jackson at the 2012 amfAR Cinema Against AIDS Gala.

WireImage

Jackson wore a halter neck Emilio Pucci gown with a keyhole detail to attend AmfAR’s 2012 Cinema Against AIDS Gala. She also added on metallic T-strap platforms and a diamond-encrusted Pomellato chainlink bracelet.

Billboard Music Awards, 2018

Janet Jackson at the 2018 Billboard Music Awards, red carpet, celebrity style, Rami Kadi, tulle skirt, Neil Lane, Christian Louboutin

Janet Jackson at the 2018 Billboard Music Awards.

Getty Images

At the 2018 Billboard Music Awards, Jackson’s ensemble consisted of a mint rhinestoned Rami Kadi tulle maxiskirt, white T-shirt and a brown grommet belt. She completed her look with gold chainlink jewelry by Neil Lane and Christian Louboutin heels.

Pre-Grammy Gala, 2020

Janet Jackson attends a pre-Grammy gala in 2020.

Janet Jackson attends a pre-Grammy gala in 2020.

Getty Images for The Recording A

Jackson wore an Alexander Wang coat with motorcycle jacket details to a pre-Grammy gala in 2020. The singer accessorized with a matching wrap headband and platform boots.



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