Janet Jackson’s Fashion Evolution All through Her Profession: Images

Janet Jackson turned heads at the 1977 American Music Awards in a colorful dress adorned with tufts of tulle and a statement hat.

Janet Jackson in 1977.

Janet Jackson onstage at the 1977 American Music Awards



BC Photo Archives/Disney General Entertainment Content via Getty Images


Even at 10 years old, Janet Jackson was a force to be reckoned with. 

In a YouTube video posted by an account named Moonwalker, Michael Jackson invited his younger sister onstage at the 1977 American Music Awards as part of a brief comedy bit while co-presenting alongside Fred Allen Berry and Lola Falana. 

On her brother’s cue, Jackson strutted onto the stage in a bright yellow and pink gown with bedazzled accents weaving across the front. The dress and matching hat also featured layers of tulle that added a textured dimension to the look. 

Although Jackson wasn’t given any lines, the laughter and clapping from the crowd showed that she stole the show. 

Jackson wore bright and eye-catching colors when she played Millicent “Penny” Gordon on “Good Times.”

Janet Jackson wore bright and eye-catching colors while she played Millicent

Janet Jackson joined the cast of “Good Times” in 1977.


CBS Photo Archive/Getty Images

Jackson’s first major Hollywood role was in 1977 when she was cast to play Millicent “Penny” Gordon on the beloved sitcom “Good Times.”

Jackson’s attire on the show mimicked the bold color palette prevalent throughout the 1970s, including in this portrait photo of the cast. Her dress, paired with knee-high socks and a matching bow, was definitely in step with the style of the time. 

In 2012, Jackson told Anderson Cooper that a “Good Times” wardrobe staffer suggested she bind her chest and a producer once said she was “too heavy.”

“I was getting dressed for the very first episode — now this is my first time away from my family,” Jackson said. “The wardrobe lady, while she was dressing me, said I had to put bandages around [my] chest.” 

“I immediately thought, as I am isn’t good enough,” she said. 

Jackson teased her fierce, tough side with a simple black T-shirt and jeans in the “Pleasure Principle” music video.

Screenshots of Janet Jackson in

Janet Jackson’s music video for “Pleasure Principle” was released in 1986.


YouTube/Janet Jackson

Jackson began to show different layers to her style repertoire in 1986 with her smash album, “Control.” 

The music video for “Pleasure Principle,” which won best choreography at the 1988 MTV Video Music Awards, featured Jackson dancing around an empty loft in a black T-shirt and black jeans that were cinched at the waist with a belt. 

While Jackson’s ensemble is simple, the attire alongside the song’s catchy lyrics and choreography have cemented the project in music history. 

Jackson solidified herself as a fashion icon by wearing the legendary “Rhythm Nation” outfit.

Janet Jackson receives a Hollywood Walk of Fame Star

Janet Jackson wore a variation of her “Rhythm Nation” ensemble to receive a Hollywood Walk of Fame Star in April 1990.


Ron Galella, Ltd./Getty Images

By 1989, Jackson had officially forged a successful path outside of her brothers’ accomplishments. The release of her fourth studio album, “Janet Jackson’s Rhythm Nation 1814,” catapulted her straight to the top. 

While the song received many accolades, it’s her military-style uniform featured in the “Rhythm Nation” music video that’s continued to transcend decades. The outfit included a cropped black jacket with 80s-style shoulder pads, silver buckles, a leather collar, and black pants paired with matching boots. 

Jackson finished the look off with a ponytail and a black baseball cap that had the phrase “1814.”  

Other artists have paid homage to Jackson’s outfit, including in 2014 when Beyonće, and her daughter Blue Ivy, channeled Michael Jackson and Janet Jackson for Halloween. Actor Joseph Gordon-Levitt also mimicked the outfit in 2015 when he performed on Paramount Network’s TV series “Lip Sync Battle.”

Janet Jackson punctuated her “Poetic Justice” era with long box braids and cinched light-wash jeans.

Janet Jackson's

Janet Jackson starred alongside rapper Tupac Shakur in the 1993 film, “Poetic Justice.”


Ron Galella, Ltd./Getty Images

Jackson’s iconic box braids became a staple of her style in the early 1990s. Around that time, Jackson filmed and starred in the 1993 film “Poetic Justice” directed by the late John Singleton, alongside rapper Tupac Shakur, and Regina King. The movie also featured poetry by Maya Angelou. 

In the film, Jackson sported a black, long-sleeve shirt with a square neckline and a pair of light-wash jeans cinched with a belt. Her box braids were topped off with a black newsboy hat. 

Tanisha Ford, author of “Dressed in Dreams” and associate professor of Africana Studies and History at the University of Delaware, spoke to HelloBeautiful in 2019 about the significance of Jackson’s box braids for Black people. 

“When I think box braids, I think Janet Jackson’s character in poetic justice,” Ford told the outlet. “Box Braids have always been a part of the culture from as long as I can remember, some version of them … but when Janet Jackson wore them, it elevated those braids to a certain level of like Black girl glam that is still felt every day and around the way in ways that we all wanted them.”

Jackson was a vision of white at the Grammy Awards in 1993.

Janet Jackson in 1993.

Janet Jackson at the 35th Annual Grammy Awards.



Kevin Mazur/WireImage


While still rocking the “Poetic Justice” box braids, Jackson attended the 35th Annual Grammy Awards that same year in a captivating all-white, double-breasted pantsuit.

She elevated the look by also wearing silver jewelry and a white headscarf to style her braids in a flowing updo.

Jackson’s textured outfit in the “Scream” music video later sold for big bucks.

Michael Jackson, Janet Jackson

Janet Jackson wore all-black in her and Michael Jackson’s 1995 music video, “Scream.”


YouTube/Janet Jackson

In 1995, Jackson and her brother, Michael, attempted to dominate the music industry with their single, “Scream.” Jackson garnered attention for her shaggy tresses and dark makeup in the music video. 

The two wore matching black textured long sleeve shirts and black leather pants. 

Rolling Stone reported that the clothes fetched $125,000 as part of the “​​Iconic Treasures From the legendary Career and Life of Janet Jackson” sale with Julien’s Auctions in 2011. 

One of Jackson’s more eye-catching ensembles came after her sixth studio album, “The Velvet Rope,” in 1997.

One of Jackson's more eye-catching ensembles came after the release of her sixth studio album,

Janet Jackson wore this outfit while performing in 1997 at the Smash Hits Poll Winners’ Party at the London Arena.


Sean Dempsey – PA Images/Getty Images

Around the time she released her sixth studio album, “The Velvet Rope,” Jackson’s style did a 180° turn when she dyed her naturally dark hair orange. While performing at the Smash Hits Poll Winners’ Party at the London Arena, she styled her hair in a series of smaller ponytails to highlight the new color.

Jackson also donned a punk rock-inspired fit created out of what appears to be a sheer black top, a cut-up red bustier with small strings of jewelry hanging across the front, dark cargo pants, and chunky boots. 

The outfit was completed with a large gold necklace that acted as a pseudo collar. 

Jackson continued to play with her hairstyle while performing on “The Velvet Rope Tour.”

Janet Jackson performs on stage in 1998.

Janet Jackson performed on “The Velvet Rope Tour” from 1998 to 1999.


Phil Dent/Getty Images

“The Velvet Rope Tour” lasted from 1998 to 1999 and visited audiences across the globe.

Jackson kept her fierce persona going by wearing a cropped double-breasted jacket with prominent sleeve cuffs, a striped waistcoat peeking out from underneath, and wide-leg pants.

Her dark bangs featured glimpses of red as a possible nod to her previous dye job.

Jackson looked straight out of “The Matrix” while on the red carpet in 2000.

Janet Jackson in 2000.

Janet Jackson at the MTV Movie Awards in 2000.



Frank Trapper/Corbis via Getty Images


Keanu Reeve’s performance as Neo in the 1999 film “The Matrix” was a pop-cultural phenomenon, so it’s no surprise celebrities dove into the futuristic, post-apocalyptic aesthetic that transfixed Hollywood at the time. 

Jackson’s red carpet outfit at the 2000 MTV Movie Awards may have been a small homage, as she wore a floor-length leather gown topped with a leather trench coat. 

During the event, Jackson presented Keanu Reeves with an award for best male performance for his work in the film. 

Jackson shined in gold and yellow hues when honored as an MTV Icon in 2001.

Janet Jackson in 2001.

Janet Jackson at “MTV Icon: Janet Jackson” in 2001.



Kevin Mazur/WireImage)


By 2001, Jackson had been in the entertainment industry for more than 20 years, prompting MTV to pay tribute to the international superstar. According to IMDb, Jackson was the inaugural “MTV Icon” honored at the network. 

Jackson was escorted onstage by André 3000 and Big Boi of Outkast while they sang a “Ms. Jackson” rendition of their hit song for the crowd. Jackson donned a shiny gold crop top and suede wide-leg pants adorned with flower designs and fringe. 

The event included several stars who covered Jackson’s classics, including Destiny’s Child, *NSYNC, Pink, Usher, and Mya. 

Jackson’s Super Bowl XXXVIII Halftime Show outfit is unforgettable.

Janet Jackson Super Bowl

Jackson Jackson performed with Justin Timberlake at the Super Bowl XXXVIII Halftime Show.


Frank Micelotta/Getty Images

In 2004, Jackson performed alongside a number of artists — including P. Diddy and Nelly — at the Super Bowl XXXVIII Halftime Show, which became one of the most infamous Super Bowl performances to date. 

When it came time to perform “Rhythm Nation,” Jackson appeared onstage in a black bustier decorated with small metal pieces woven throughout the fabric, wide pants, and boots. The ensemble was elevated with pops of red across Jackson’s chest and on her fingernails. 

At one point during the “Rock Your Body” duet with Justin Timberlake, he accidentally tore Jackson’s costume, which bared her breast on live TV.  Jackson, Timberlake, and MTV all released statements following the incident. 

Insider’s Kim Renfro previously reported on how the incident changed the trajectory of Jackson’s career following the backlash.

Jackson sported some ombré action while attending the Alexander McQueen boutique opening in 2008.

Janet Jackson  in 2008.

Janet Jackson at an Alexander McQueen store opening in 2008.



Frazer Harrison/Getty Images for Alexander McQueen


Jackson appeared in a Kimono-style dress with a pink to purple ombré transition at the boutique opening. 

Jackson later paid tribute to McQueen with her outfit at the “Why Did I Get Married Too” premiere red carpet in March 2010. He died by suicide in February of that year. 

“[McQueen was the] very first fashion show I ever went to. He invited me to his show in the late 1990s in London. I’ve always been a fan of his,” Jackson said, People reported. “True genius, and I’m not using the word loosely at all.” 

Jackson celebrated her brother, Michael, after his death in 2009 in a black and white ensemble that mirrored her previous outfits.

Janet Jackson performs during the 2009 MTV Video Music Awards in September 2009.

Janet Jackson performed a tribute to Michael Jackson just three months after his death.


Christopher Polk/Getty Images

Michael Jackson died on June 25, 2009, at his Holmby Hills home in Los Angeles. Three months later, the MTV Music Video awards paid homage to him with a tribute show that showcased his most iconic songs. 

About halfway through the performance, Jackson appeared onstage to do a rendition of “Scream.” Jackson donned what looked to be a black and white leather top with large shoulder pads, metal accents, and pants. 

Jackson’s outfit resembled her Super Bowl costume with the extra leather fabric placed overtop the pants. 

Jackson’s hair reached new heights when she dazzled at the 2018 Black Girls Rock! Awards.

Jackson's hair reached new heights when she dazzled at the 2018 Black Girls Rock! Awards.

Janet Jackson wore Christian Siriano to the Black Girls Rock! event.


Gilbert Carrasquillo/Getty Images

Jackson looked absolutely gorgeous when she walked across the Black Girls Rock! Awards show red carpet. 

She wore a dark blue ball gown adorned with black floral patterns and a sheer top to show some skin in a daring display. The dress featured a spiked body harness, and Jackson elevated her look by wearing her hair in a stretched top knot. 

Vogue reported that Christian Siriano designed the gown.

Fashion Evolution: Fann Wong – TODAY

Fann Wong, who turns 51 today (Jan 27), sure has come a long way since her modeling days, when she became a household face after appearing in an Oil of Ulan commercial. Once known for her bold and experimental style (remember the lime green hot pants she wore to the 1996 Star Awards?), Fann’s fashion choices have toned down considerably since becoming a mother. Here are some of her most iconic looks.

1995

We’d say Fann’s hair is cute, but we’re getting distracted by the poorly applied falsies on her lower lashes.

Star Awards 1996

Like Ann Kok, Fann made headlines when she turned up at the Star Awards in lime green hot pants and a see-through frilly blouse. Well, at least her legs look nice.

'Shopping' album covers (1998)

‘Shopping’ album covers (1998)

Ah, the 90s, when baggy cargo pants and tiny camisoles were the wardrobe staple of every burgeoning pop star.

2000

2000

Fann’s feathered layers and thin eyebrows take us right back to the turn of the millennium.

Shanghai Knights movie premiere (2003)

Shanghai Knights movie premiere (2003)

Business in front, party at the back! While Fann’s combination of a sexy handkerchief top and skirt isn’t ugly, we were expecting so much more for the gala premiere of her Hollywood movie.

2004

2004

Some wear their hearts on their sleeves. Fann wears her face on her, uh, swimsuit area.

Album autograph session (2005)

Album autograph session (2005)

Nothing about Fann’s look — from her cornrows, to her knit turtleneck, to her sequined dress — even matches.

2007

2007

When it comes to bell sleeves, Fann was way ahead of the curve.

Just Follow Law press conference (2007)

Just Follow Law press conference (2007)

Nothing in this look has aged well, save for Fann’s ever-youthful features.

Marking Miracles (2007)

Marking Miracles (2007)

Fann’s cool girl micro bangs are still very much on trend today.

Star Awards 2007 Show 1

Star Awards 2007 Show 1

We can’t help getting Beauty and the Beast vibes from Fann’s puffy-sleeved gold dress (not that Chris is the Beast, but anyway….)

2008

2008

Big hair, don’t care.

Goldheart press conference (2009)

Goldheart press conference (2009)

While Marilyn Monroe-inspired dresses never go out of style, this one’s uncanny resemblance to a folded top sheet detracts from its sophistication.

Levi's event (2009)

Levi’s event (2009)

Sorry Fann, you look more ah lian than ah jie in this get-up.

Wedding (2009)

Wedding (2009)

Fann literally took our breath away when she walked down the aisle in this Bollywood-inspired bejeweled gown specially designed by Bally. It was so unexpected, so refreshing, and so gorgeous.

Star Awards 2010 Show 2

Star Awards 2010 Show 2

That smokey eye is out of control. #KungFuFannda

Happy Go Lucky gala premiere (2010)

Happy Go Lucky gala premiere (2010)

Style inspiration: Bugis Village, circa 2004.

China TV Awards (2011)

China TV Awards (2011)

As much as we love her sexy back, none of Fann’s usual glamorousness could help her get away with looking like Big Bird.

Star Awards 2011 Show 1

Star Awards 2011 Show 1

Fann caused quite a stir when she turned up at the 2011 Star Awards in this revealing Gucci suit, which “conservative” hubby Christopher Lee had to approve of before she could wear it. Well, if you’ve got it, flaunt it!

Star Awards 2011 Show 2

Star Awards 2011 Show 2

Fann showed off her gorgeous gams in an embellished white minidress.

On The Fringe press conference (2011)

On The Fringe press conference (2011)

Looks like Fann decided to celebrate the Year of the Rooster six years early.

MNET Asian Music Awards (2011)

MNET Asian Music Awards (2011)

Catholic nun on top, Catholic school girl at the bottom, if you get what we mean.

Star Awards 2012 Show 1

Star Awards 2012 Show 1

Maybe it’s the bulky fringe dress or the ma jie hair, but we are not feeling this look at all.

Star Awards 2012 Show 1

Star Awards 2012 Show 1

Leave it to Fann to make a crumpled Ferrero Rocher wrapper look classy.

Star Awards 2012 Show 2

Star Awards 2012 Show 2

Any outfit that channels the Gold Power Ranger, however inadvertently, is a win in our books.

Tencent QQ Star Awards 2012

Tencent QQ Star Awards 2012

Pink animal print, unflattering silhouette, visible bra straps — truly, the whole of this outfit’s ugliness is greater than the sum of its parts.

Huading Awards (2012)

Huading Awards (2012)

While “jaunty” isn’t the first word we would associate with Fann, she pulled off this otherwise corny red carpet look with aplomb.

Photos: TPG

Star Awards 2013 Show 2

Star Awards 2013 Show 2

While we distinctly remember comparing Fann’s 2013 Star Awards look to Grover from Sesame Street, in retrospect, it beats looking like Big Bird.

Esquire 80th Anniversary Celebration Night (2013)

Esquire 80th Anniversary Celebration Night (2013)

Crazy Rich Asians personalized.

Star Awards 2014 Show 2

Star Awards 2014 Show 2

While Fann looked absolutely stunning in her flowy Bottega Venetta gown, it was her baby bump (hello Zed Zed!) that stole the limelight.

Marie France Bodyline ad (2015)

Marie France Bodyline ad (2015)

Before she popped in August 2015, Fann posed for a series of stunning ads for Marie France Bodyline, the most iconic of which is probably the one of her wrapped in cloth in the slimming center’s signature blue hue (the same fabric would later be featured again in Fann’s post-baby bod shoot). And what else can we say?

Marie France press conference (2015)

Marie France press conference (2015)

If only we could look this Fann-tastic five months after giving birth.

Singapore Fashion Week (2016)

Singapore Fashion Week (2016)

Fann screamed hot mama in leather at the Hardy Hardy show.

Photo: Hardy Hardy

Fendi Party (2017)

Fendi Party (2017)

Looking sweet and girly in a rust-coloured baby doll dress, Fann stunned at the reopening of Fendi’s boutique in Ngee Ann City.

Photo: Fendi

Doppleranger lensing ceremony (2017)

Doppleranger lensing ceremony (2017)

We love how Fann paired her tweed skirt suit with a Chanel sweat shirt and blue suede boots for a spunkier edge to the look.

Singapore Fashion Week

Singapore Fashion Week

Only Fann can make mom jeans look cool.

Photo: Singapore Fashion Week

2017

2017

The festive season is the only time we’d embrace matching family outfits, like the Lee family’s adorable elf-inspired one.

Doppleranger press conference (2018)

Doppleranger press conference (2018)

Fann looks absolutely radiant in this gorgeous sunshine yellow slip dress with a knot detail AND hidden pockets.

Cartier opening (2018)

Cartier opening (2018)

It’s incredible how a flash of the leg can look so elegant, as Fann demonstrates in a strapless gown at the Cartier opening at ION Orchard.

Photo: Catwalk Asia

Prada party (2019)

Prada party (2019)

From the studded shirt and purse, to the sheer skirt and knee-length stockings, we love everything about this naughty-meets-nice Prada look.

Star Awards 2019

Star Awards 2019

We’d been missing Fann at the Star Awards for a few years now, so seeing her back at the yearly grand affair felt especially nostalgic. And her nude sheer dress didn’t disappoint.

Star Awards 2019

Star Awards 2019

Hey Fann, C-3PO called and it wants its look back.

Walk With Me press conference (2019)

Walk With Me press conference (2019)

The sexy legs strike again. Fann looked like a vision of cool sophistication in this blue Valentino outfit that flaunted her gams to perfection.

'Arts in the City: We love SINGApore' launch (2019)

‘Arts in the City: We love SINGApore’ launch (2019)

Fann made an appearance at the launch of the ‘Arts in the City: We love SINGApore’ Exhibition, looking stylish in an oversized white sequin suit. Wished the pants were shorter, though.

2020

2020

Big Bird strikes again. Or is it Sally from LINE?

2020

2020

This bold and bright outfit from Moschino screams “go big or go home”.

2020

2020

Part girly and part #girlboss, Fann’s sheer dress and oversized blazer combo here is perfect for days when you’re in the mood to kill two looks with one outfit.

2021

2021

Fann takes masking up to a new level.

2021

2021

On Chinese New Year, Fann donned a stunning jacquard cheongsam that matched her floral display perfectly.

10 Footage That Showcase Deepika Padukone’s Model Evolution

When Deepika Padukone first made a splash on the big screen, her fashion choices had little or no impact. Wait a minute, are we talking about the same woman who is now breaking the internet with practically every look? Yup. As a rookie she became full of glamor and was always OTT – jeweled saris, heavy lehengas, satin bodycon dresses with their characteristic bouffant became routine. It lasted until her 2012 screen appearance in the movie Cocktail, which at the same time changed her role style and also led to a revision of her off-screen style. Her character in the film was a free spirited party starter who only dressed for fun – an approach Deepika took even after the film ended.

Her choice of ensemble consciously changed from trend-oriented to more individualistic and sharply defined her personality. Solid classics, less embellishments and statement pieces found their way into her wardrobe. Her stylist Shaleena Nathani later refined her aesthetic and together they created some of her most iconic looks. Whether her extravagant fuchsia-pink studio dress Ashi for Cannes or her chic stripe-on-stripe look in Davos – she has learned the art of tastefully threading both paths. On the occasion of her 36th birthday, take a look at her complete development over the years.

1. About Shanti About Premiere (2007)

Back to one of her very first film premieres – Deepika Padukone with the red carpet in a heavily dazzled purple lehenga.

2. Chandni Chowk as Chinese Premier (2009)

Back when she was still opulently dressed, the model-turned-actor wore a peach-colored, ornate dress by Tarun Tahiliani, overlaid with a faux fur jacket.

3rd Cannes Film Festival (2010)

Deepika

Deepika and the six meters were always a heavenly game. Case in point: the star in her gold and white embroidered Rohit Bal Sari at the Cannes Film Festival.

4th award ceremony (2011)

Deepika

Deepika in a textured scarlet Gauri & Nainika dress? Sold! The actress made the most of her tall stature and looked like she finally found her mojo when it comes to dressing on the red carpet.

5th Fashion Awards (2013)

Deepika

Deepika skipped the regular voluminous dresses for a detail-oriented nude silhouette by Sabyasachi, and the side waves with a red mouth emphasized the look. We love.

6. VMAs (2016)

Deepika

At that time, Deepika was the presenter of an international award ceremony for the first time. To make the most of the opportunity, she opted for bespoke Monisha Jaisingh couture apparel – which received mixed reviews but showed her experimental side in fashion.

7th Met Gala (2017)

Deepika

While Met Gala is known for its avant-garde fashion, Deepika chose the minimal route for her debut appearance. A simple Calvin Klein satin dress with a daring back detail worked effortlessly for the world star.

8th BOF event (2019)

Deepika

After a wonderful wedding, where she only wore Sabyasachi for most of her events – Deepika expressed her love for the label in this sunny yellow, subtle frilled sari from the Kolkata conglomerate for a fashion event by Business Of Fashion.

9. Cannes (2019)

Deepika

And then came the moment when Deepika gave it all in that shocking pink Ashi studio dress and single-handedly stole the show on the Cannes red carpet.

10. Davos (2020)

Deepika

After her last appearance in Cannes (because she can), Deepika made a complete 360 ​​degree turn at the World Economic Forum in a deep purple, tailored dress with cape sleeves by Alex Perry.

Over the years, Deepika has not only understood the task – but has repeatedly broken the rules and changed the curriculum.

If you’re browsing glamorous fashion moments through the day, you’ll find a few more here Red carpet Wonder.