90s fashion and Bennifer: J.Lo’s iconic outfits and red carpet style

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images; Photo by Ke.Mazur / WireImage; Photo by Ke.Mazur / WireImage

When it comes to Jennifer Lopez, the term “triple threat” seems to be an understatement. Since her beginnings as a dancer and backup choreographer, the multi-trait artist has left an indelible mark in the fields of film, music, dance and beyond. Over the course of her nearly four-decade career, the star has garnered critical acclaim for her roles in blockbusters like Selena and scammers, topped the charts with her Latin pop music and has been dubbed one of the greatest dancers in pop music. Beyond these accolades, J.Lo has also earned his place as a cultural icon. Her much-publicized relationship with actor Ben Affleck spawned the first celebrity couple’s name coat rack, Bennifer. And who could forget her buzz-worthy Versace dress – you know, the one that basically invented Google Image Search. In fact, Jen’s predilection for risky fashion – from Tom Ford’s sexy Gucci dresses to heeled Timbs – made the star a true fashion icon, even earning her the coveted CFDA Fashion Icon award in 2019. Here, we honor J.Lo’s cultural and sartorial heritage, ourselves, by revisiting the star’s most iconic outfits, ever.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images

At the CFDA Awards, 1998

Jennifer Lopez has always had a penchant for the nude dress, even from the early days of her career. As she started acting in the late ’80s, taking on small roles in film and television, Jennifer’s defining moment came when she played music star Tejano Selena in the eponymous biopic of 1997. J.Lo’s performance was hailed by industry critics, and the film won that year’s ALMA Awards, with Jennifer taking home the award for Best Actress in a Feature Film. Here at the CFDA Awards, a year after starring in her star role, J.Lo wears the first of many nude dresses to come: a sparkly, super-sheer bodycon dress. More than 20 years after her stint on the CFDA red carpet, the star was named the 2019 Fashion Council’s Fashion Icon winner.

jennifer lopez wearing a white t-shirt and skirt at the outing party of the 6th

Photo by Ke.Mazur / WireImage

At her On the 6 album release party, 1999

In 1998, J.Lo switched from comedy to song with the release of his first album. The 6. With this career transition also came a style transition for the newly created musician. About J.Lo’s The 6 look, the singer’s stylist at the time, Andrea Lieberman, said Vogue, “She’s not one person, and she has depth and richness.” Andrea translated J.Lo’s myriad personalities – the triple threat that she is – into an ultra-mellow, proto-athleisure look that included basic partings in bold cuts and dazzling fabrications. Here at the release of the album, J.Lo is wearing exactly that: a two-piece white jersey set with a halterneck cropped t-shirt. This particular ensemble set the tone for the singer The 6 era, and related to it album cover appearance (long-sleeved t-shirt and warm lamé pants), as well as the myriad of luxurious and minimalist looks (Ralph Lauren cargo pants and glittery mini Versace) worn everywhere his first clip.

p diddy and jennifer lopez kissing at vh1 / vogue fashion awards

Photo by Ke.Mazur / WireImage

At the VH1 / Vogue Fashion Awards, 1999

A year before J.Lo (literally) broke the internet with a Versace dress, the singer showed her predilection for a now-discontinued VH1 plunging neckline.Vogue Fashion Awards in 1999. True to its relaxed glam look The 6 At the time, J.Lo wore a crystal-encrusted henley-style dress designed by Tom Ford for Gucci. It was not the first time that the star wore the ultra-sexy creations of the American designer for the Italian house. For a performance against AIDS in 1997, organized by the designer himself, J.Lo donned a lamé dress with straps and open back from the brand’s SS97 collection.

Jennifer Lopez in a Deep Green V Versace Dress

Photo by Scott Gries / ImageDirect

At the Grammy Awards, 2000

Did you know her stylist initially didn’t want J.Lo to wear this Versace dress? Andrea’s advice came from the fact that the now iconic dress had already been worn that year by Spice Girls’ Geri Halliwell, Sandra Bullock and even Donatella Versace. In other words, the look had already been done. Jennifer, however, was adamant. And her intuition paid off, leading to one of the most iconic fashion moments of the 21st century. Although the look has been seen on the red carpet before, the appearance of J.Lo in the almost impossible gown at the 2000 Grammys caused a huge buzz, especially for her plunging neckline. The next morning, Google was inundated with searches from people wanting to see J.Lo in the dress. Not only was J.Lo’s dress a massive pop cultural moment, but a historic one for Google, leading the search engine giant to launch its image search. Years later, J.Lo played it at Vogue, admitting: “I didn’t think [the dress] was all that risky, to be honest. However, the look was so iconic that Donatella invited J.Lo to don a reimagined version of the featured dress on the house’s SS20 show. It’s not every day that a dress wins its own Wikipedia entry.

p diddy with his arm around jennifer lopez on mtv vmas red carpet

Photo credit should be read by HENNY RAY ABRAMS / AFP via Getty Images

With Puff Daddy at MTV VMA, 2000

Before Bennifer, there was Puff Papa. J.Lo had an intermittent relationship with the rapper and record producer from 1999-2001. During their relationship, the duo worked together, with Puffy producing tracks from The 6 and Jennifer’s second album J. Lo. Here at the 2000 MTV VMAs, Jennifer is commemorating their relationship in a sartorial way, wearing a tank top from her beau, Sean John’s fashion line. The singer completed the iconic, monochrome look with ultra low rise jeans, a nameplate necklace, crystal body art, a dazzled bandana and her signature earrings.

Video clip “I’m Real (Remix)”, 2001

Is there more than 2000 than a Juicy Couture tracksuit? It turns out that J.Lo helped put the iconic aughties loungewear brand on the map. While filming the music video to accompany the remix of 2001 single “I’m Real”, the then-unknown brand sent the star a set of her iconic tracksuits to relax on set. The singer liked the tracksuits so much, however, that she decided to put one on in front of the camera. J.Lo paired the hot pants pink velvet ensemble with her iconic necklace, hoops and adidas sneakers. “I shocked everyone when I decided to wear it! It seemed appropriate since the song is called ‘I’m Real’, so I decided to be ME !! ” the star wrote in an Instagram caption on set.

Video clip “Jenny from the Block”, 2002

We know J.Lo wears his love on his sleeve – or, literally, on the front of his Sean John tank top. In 2002, Jen went beyond the dazzled tee shirt, commemorating her relationship with actor Ben Affleck in the music video for the 2002 single “Jenny from the Block”. The iconic couple from the ’00s (known as Bennifer) met on the set of a critical comedy film Gigli. In addition to becoming tabloid staples, the duo went on to collaborate on a romantic drama. jersey girl and singer’s iconic music video “Jenny from the Block”. Mocking their relationship with the press, the video shows the couple getting patted on a yacht, dining on a patio, refueling at the gas station, and more. While the couple’s couple outfits are iconic in themselves (J.Lo in a pink bikini and Ben in camo cargo shorts), the singer’s most memorable cut from “Jenny from the Block” arrives during one of the breaks. dancing from the video. Descending amidst traffic in New York City, Jen wears a mesh tank top, pageboy cap, cargo pants and Timberland heeled boots. The massive outfit, which fuses luxury with streetwear meanings, doubles the song’s message. “I stayed grounded as the amounts poured in / I’m real, thought I told you,” Jen sings on the second verse. Despite her stature as a fashion icon – whether she wears Versace, Tom Ford or Timbs – she will always be Jenny of the neighborhood.

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