Saturday, May 16, 2026
HomeNewsOur Favorite Janet Jackson Fashion Looks of All Time

Our Favorite Janet Jackson Fashion Looks of All Time

We already know that Janet Jackson is one of the most talented of the Jackson siblings, with five GRAMMY Awards, 10 #1 hits on the Billboard Hot 100 and countless memorable music videos that showed off her amazing dance talent – and we don’t even have time to get into her acting roles on both the big and small screen. But what we don’t talk about nearly enough is all the great style she’s served on stage and award show red carpets throughout her career.

In honor of her May 16 birthday, we’re looking back at some of our favorite Janet Jackson looks of all time. Enjoy!

Oh So ’80s

LOS ANGELES – AUGUST 01: Pop singer Janet Jackson poses for a portrait session in August 1985 in Los Angeles, California. (Photo by Michael Ochs Archives/Getty Images)

Janet Jackson has always had a knack for making basic pieces look amazing. For this 1985 photo shoot, she’s rocking a pair of acid-wash jeans with a bold red blouse.

Gorgeous Gloves

LOS ANGELES – 1984: Singer Janet Jackson poses for a portrait in 1984 in Los Angeles, California. (Photo by Harry Langdon/Getty Images)

In the 1980s, bright-colored leather was everything. If you don’t believe us, ask Eddie Murphy. Here, Janet leans into the trend with a pair of bold red leather gloves.

“That’s The Way Love Goes”

Screenshot: YouTube

Janet Jackson’s style was always on point in her music videos. One of our favorite looks is the one she wore in her 1993 video for “That’s the Way Love Goes.” The cropped vest and the choker were the star of the show.

1993 GRAMMYs

Janet Jackson and Michael Jackson (Photo by Kevin Mazur/WireImage)

In the early 1990s, Janet Jackson had us all wanting our own set of her “Poetic Justice”-era box braids. She appeared at the 1993 GRAMMY Awards along with her big brother Michael, wearing a beautiful white double-breasted jacket and her signature braids.

Essence Awards

Janet Jackson received the Reader’s Choice Award at “The 2002 Essence Awards” at the Universal Amphitheatre in Los Angeles, Ca. Friday, May 31, 2002. Photo by Kevin Winter/ImageDirect/Fox.

Janet was glowing on stage at the 2002 Essence Awards in Los Angeles.

Billboard Music Awards

LAS VEGAS, NV – MAY 20: Janet Jackson arrives at the 2018 Billboard Music Awards at MGM Grand Garden Arena on May 20, 2018 in Las Vegas, Nevada. (Photo by Steve Granitz/WireImage)

From the bold statement earrings and bangles to the Rami Kadi skirt, there is so much to love about Janet’s look at the 2018 Billboard Music Awards.

AmfAR Gala

US singer Janet Jackson on the AmfAR Milano 2009 red carpet during the inaugural Milan Fashion Week event at La Permanente. (Photo by Alessandra Benedetti/Corbis via Getty Images)

Janet went glam in a blue Versace floor-length gown at the 2009 AmfAR gala during Milan Fashion Week.

TODAY Interview

TODAY — Pictured: Janet Jackson — In a network television exclusive, Meredith Vieira sits down with Janet Jackson to discuss her revealing new book “True You: A Journey to Finding and Loving Yourself.” (Photo by Paul Drinkwater/NBCU Photo Bank/NBCUniversal via Getty Images via Getty Images)

Janet Jackson has given us some amazing hair looks over the years, including this super cute short bob she wore during an interview with TODAY.

Christian Siriano Ready to Wear Show

NEW YORK, NEW YORK – SEPTEMBER 08: Janet Jackson is seen arriving to the Christian Siriano SS24 Fashion Show during New York Fashion Week at The Pierre Hotel on September 08, 2023 in New York City. (Photo by Gilbert Carrasquillo/GC Images)

Miss Jackson stole the show at the Christian Siriano Spring 2024 show during New York Fashion Week, wearing an orange from head to toe.

Thom Browne RTW

Janet Jackson in Front Row at Thom Browne RTW Spring 2023 photographed on October 03, 2022 in Paris, France. (Photo by Swan Gallet/WWD/Penske Media via Getty Images)

When it comes to suiting, Janet Jackson rarely misses. This look for Thom Browne RTW Spring 2023 is one of our favorites.

Harlem’s Fashion Row Fashion Show

NEW YORK, NEW YORK – SEPTEMBER 06: Janet Jackson attends Harlem’s Fashion Row 15th Anniversary Fashion Show And Style Awards – After Party on September 06, 2022 in New York City. (Photo by Johnny Nunez/WireImage)

Janet made a serious statement in separates for Harlem’s Fashion Row 15th Anniversary Fashion Show and Style Awards in 2022.

Forever Valentino Opening

DOHA, QATAR – OCTOBER 27: Janet Jackson attends the opening of “Forever – Valentino” in Doha, Qatar. (Photo by David M. Benett/Dave Benett/Getty Images for Maison Valentino)

The updo, the jumpsuit and the choker are all working together in one fierce outfit for the opening of “Forever-Valentino” in 2022.

RELATED ARTICLES

LEAVE A REPLY

Please enter your comment!
Please enter your name here

Most Popular

Recent Comments