Janet Jackson’s fashion evolution from sexy siren to style icon: she showed off skin as a 90s sex symbol and married into Middle Eastern modesty, but these days she’s a front-row fashion week queen

Jan 28 , 2023

Janet Jackson’s style has changed drastically over the years. Photos: @janetjackson/Instagram

Janet Jackson’s earlier looks were bold, fun and showed plenty of skin, but that all changed after motherhood and marriage to Qatari billionaire Wissam Al Mana

Since divorce and a musical comeback, the pop sensation has re-emerged as a bona fide fashion maven, with a penchant for luxury labels and understated chic

Considering her early days as a child star and being part of one of the most famous families in the world, it’s fair to say Janet Jackson has grown up in the eternal glare of the public eye.

Janet Jackson with her brother, Michael Jackson. Photo: @janetjackson/Instagram

And much like our own family members, Jackson’s wardrobe has undergone some drastic changes over the years. But now, at age 56, the iconic singer seems to have found her passion for luxury brands, boldly experimenting with her image, becoming a fashion week front row regular, and most importantly … having fun.

Janet Jackson with Vogue’s editor in chief Anna Wintour. Photo: @janetjackson/Instagram

Here’s a closer look at Janet Jackson’s style evolution …

Sexy siren

Janet Jackson in 1993. Photo: @janetjackson/Instagram

Jackson started releasing music in the 80s, but it was undoubtedly the 90s when her career peaked with string of hit singles and successful albums.

Janet Jackson at New York’s Radio City Music Hall in this 1995 file photo. Photo: AP

While her music style changed over the decade, Jackson’s love for abs-flashing crop tops and baggy denims didn’t. Neither did her love for showing skin.

Janet Jackson sings during Thomas Gottschalk’s game show Bet It … !? in 2001. Photo: Reuters

Select Voice

Choose your listening speed

Get through articles 2x faster

1.25x

250 WPM

Slow

Average

Fast

00:0000:00

1.25x