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"She seemed to have come out of nowhere, dressed in baggy clothes and shades, with a honey-coated voice that was sweet yet slick." The early 2000s were infamous for everyone’s obsession with low-rise pants and cropped shirts. High waist pants were nowhere to be seen and Aaliyah’s washboard abs became a fashion statement in their own right. The stakes are high this year, and our 2024 coverage could use continued support.
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It’s, in part, the journey from girlhood to womanhood. In the latter half of the 1990s and into the 2000s, a new generation of young singers, most of whom debuted in their teenage years, grabbed pop and R&B radio listeners by the neck and held on. Steven McEnrue, general manager of the Metropolitan Bar hosting the Aaliyah drag show, remembered what it was like to be a teen, listening to all those singular-named artists on the radio in the 1990s. To be an Aaliyah admirer has meant safeguarding what’s left of her legacy all this time. Her full discography has never been available on streaming platforms. But now, 20 years after Aaliyah’s death, Blackground Records plans to release all her albums to streaming services, starting Aug. 20.
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You’ve talked about this dress before, but I have to mention the Roberto Cavalli tiger print dress that so many people have worn. I was actually in Italy on vacation when she called me about that. So I had to call up Cavalli and be like, ‘Yo, I need you to send her this.’ Then I had an assistant who went and picked it up. It was either I couldn’t find pieces with the right mixture of aesthetics that I needed, or the designers wouldn’t give it to us. So I would either knock it off or buy the style and make something else with it. And honestly, I just smoked a lot of weed and sat up in my house in sunny California and hammered shit out.
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He says post Aaliyah’s death, styling started to feel more like a job than a hobby and he would sabotage himself from taking certain jobs to avoid doing it. He did one-off jobs and worked with Usher for a little, but eventually decided to focus on commercial styling because it was lucrative and easy. But he never had the desire to get back into celebrity styling. But together with Foreman and Ferrell, Lee worked hard to give Aaliyah exactly what she wanted. Lee says there was very little planning involved with Aaliyah’s looks and they rarely had fittings. Oftentimes the team didn’t know what clothes he had until he arrived.
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Aaliyah is synonymous with the brands she wore – and this particular outfit is one of her most unforgettable. She took to the stage wearing a matching Tommy Hilfiger sweatsuit in canary yellow with a silver lining. Today, Billie Eilish is known for wearing oversized logo sets that Aaliyah would surely be proud of. When Aaliyah started out she was, using ‘90s nomenclature, the ultimate tomboy. Her oversized outfit still holds up today, with Bella Hadid spotted in a very similar chocolate leather vest worn over a white shirt. Aaliyah’s pic is from 1994 and Bella's from 2020 but the resemblance fashion-wise is uncanny – down to the pockets, even.
The Mishandling Of Aaliyah's Legacy: A (Four-Page) Letter
The estate doesn’t support the move, nodding to the long history of Aaliyah’s mother and brother being seemingly at odds with Hankerson and Blackground on how to preserve the late singer’s legacy. Previously, statements about the possible release of her music bubbled up around Aaliyah’s birthday in January or the anniversaries of her death in August, but then they’d fizzle out. The back-back-forth-and-forth is familiar to fans, who have endured many broken promises to having Aaliyah’s discography made more widely available. This year, though, an actual date was set. Blackground heavily promoted the #AaliyahIsComing hashtag.
It’s survived so long because it was organic and obtainable. It never looked costumey, except for that blue outfit in “More Than a Woman.” And that was pushing it for Aaliyah. But that girl that Aaliyah embodied will always be present, no matter what’s happening in fashion. That girl may not have that much money so she’s wearing some baggy jeans and she tries to make it cute by cutting up her shirt and rocking some sneakers she can afford, that’s Aaliyah in a nutshell.
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It was a lot of fun, but it was debaucherous,” he says. But he eventually transitioned back into working by trading shifts with his mother on B. Smith Style, which is where he met Lil Kim, who he worked with for her La Bella Mafia album and “The Jump Off” video. Lee says he was trying to make her look less designer-oriented and move her into more custom looks. He worked with Joe LeGrand on pieces like the the Adidas jumpsuit she wore, which they made from an extra large men’s leather sweatsuit. He says he dropped the ball with a pink knockoff Gaultier look.
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She’s always there because it’s always referenced. It’s organically street without any apologies. And it was without trying to attain this thing from these other people.
University of Connecticut forward Aaliyah Edwards is very familiar with the looks a Black woman with colorful braids receives. Boston, who describes herself as a bubbly, bright and fearless person, believes her hair embodies her personality. In death, as in life, Aaliyah has deserved better. Her third and final studio album is set to arrive in the fall, and an equilibrium of sorts will have ultimately been restored.
Low-rise jeans were spiking to popularity in the early 2000s, and there’s no denying that Aaliyah’s personal style had something to do with it. The singer sported a skinny white pair on the red carpet, dressing them up with a romantic chiffon blouse and luxe accessories like a chain belt draped across her hips. Reminiscent of something we’d see the likes of Bella Hadid wearing, this look was completed with a strappy sandal and loose beach waves. We're big Baby Girl fans here at My Imperfect Life and we couldn't talk about Aaliyah without running through some of her most iconic looks.
They were still wearing like, their jeans and the Timbs and stuff, but fashion kids would rock these brands, but it’s still kind of hood. The pants she’s wearing I bought for myself. And we would pair it with a jacket that was also really big.
Model Paloma Elsesser had stylist Eric McNeal track the dress down for a wedding she attended earlier this year, and quickly confirmed that the sartorial nod to Aaliyah was intentional. Tommy Hilfiger tapped Aaliyah for its Tommy Jeans ad campaign in 1996, which marked the brand’s foray into womenswear. Aaliyah was the first R&B singer cast in a campaign of that caliber, and the bandeau top, baggy jeans, and exposed boxer briefs she wore in the ad became instantly iconic.
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