The 21-year-old walked in the Gypsy Sport spring 2019 show wearing a revealing seashell-and-body-chain bra, shredded low-rise jeans and a feathery green headpiece that looked like big leaves or strands of seaweed. On the runway, the ensemble was paired with some tiny sunglasses and clunky white sneakers.
Lourdes Leon striking a pose in her Gypsy Sport look. (Photo: Jonathan Grassi for SIPA USA / PA Images)
According to Vogue, Leon was laser focused as she strutted her stuff on the catwalk. The outlet also reported that appearing in the show was all Leon’s idea: She reached out to the label’s designer, Rio Uribe, and asked if she could be in the show.
(Photo: Jonathan Grassi for SIPA USA / PA Images)
While the show may have been a first for Leon, it wasn’t her first foray into fashion. Last year she appeared in an ad campaign for Stella McCartney’s Pop perfume, and more recently she modeled for the Converse x MadeMe campaign. This summer, she also appeared in a Vogue Germany spread shot by fashion photography duo Luigi and Iango.
Looks as if she’s on her way to becoming a true material girl, just like her mom.
This ensemble, with a lace bustier, tulle skirt and, of course, “boy toy” belt buckle is, hands down, one of Madge’s most memorable looks. She wore it for the first annual MTV Video Music Awards at Radio City Music Hall in New York City.
1985
Eighties-era Madonna loved wearing crosses and rosaries as accessories, as she did at the American Music Awards in 1985.
1985
The singer wore this Versace-esque ensemble during her Virgin tour.
1985
The cross motif made an appearance during Madonna’s Virgin tour. Here she is performing in Minnesota on May 21.
1985
The singer wearing even more cross necklaces and rosaries during the after-party for the closing night of the Virgin tour.
1986
We’ll never forget the “Italians do it better” T-shirt Madonna wore — a nod to her Italian roots — for her “Papa Don’t Preach” music video, which came out that year.
1986
Arriving at a rehearsal for the Lincoln Center Workshop production of “Goose and Tomtom” in New York City, Madonna looked undeniably cool in this white seersucker overcoat and black ensemble.
1987
Madonna wore this bold floral number for a performance.
1987
The “Material Girl” singer channeled Marilyn Monroe for the 14th annual American Music Awards, where she took home a trophy for favorite pop/rock female video artist.
1989
The star perfectly mixed menswear with lingerie for a sexy yet strong look, like this outfit for a performance in Los Angeles.
1989
Long before Kim Kardashian and her sisters started rocking bike shorts while out and about, Madonna was wearing them onstage like a total boss. There’s no denying her trendsetting power.
1990
Madonna gave the world a true fashion moment when she stepped onstage during her Blond Ambition tour wearing this Jean Paul Gaultier cone bra bodysuit. The bra, which made its runway debut in 1982, was inspired by 1950s bullet bras and the underwear-as-outerwear trend, according to Entertainment Weekly. The outfit garnered plenty of chatter and, of course, will forever be one of her most iconic looks.
1990
The Blond Ambition tour was basically a fashion show, featuring a number of other iconic looks, including this flashy, bright fuchsia blazer. And can we just take a moment to appreciate the braid-wrapped high ponytail? The hairstyle is almost as iconic as the cone bra.
1990
As we said, the Blond Ambition tour featured a number of memorable looks. With this ensemble, Madonna somehow made a bowler, a cone bra and chunky knee pads a lewk.
1990
Here, she rocked a polka dotted outfit, also designed by Gaultier.
1990
For her performance of “Vogue” at the MTV Video Music Awards, the Queen of Pop channeled original material girl Marie Antoinette.
1991
The singer (here with Michael Jackson) channeled Monroe once again in a sparkling white gown, oversize furry stole and stunning diamond jewelry from Harry Winston, which she wore to the 69th Academy Awards.
1991
The performer brought the cone bra back for the 1991 premiere of “Madonna: Truth or Dare” (titled “In Bed With Madonna” outside North America) at the Cannes Film Festival in France. She caused quite a stir with her outfit, which was a pretty loose interpretation of the festival’s formal dress code.
1992
To celebrate her NSFW book Sex, Madonna (here with its photographer, Steven Meisel) opted for a dirndl, which she paired with a stuffed animal. (Also note her bleached eyebrows.)
1993
This sparkly two-piece outfit was part of the wardrobe for Madonna’s the Girlie Show world tour.
1993
This intricate ensemble was also part of the Girlie Show world tour.
1995
Madonna has always been one to push the boundaries with her wardrobe choices. She donned a black latex catsuit, danced in rope and appeared in other bondage gear in her video for “Human Nature,” a true sorry-not-sorry anthem.
“The song is about basically saying don’t put me in a box, don’t pin me down, don’t tell me what I can and can’t say. It’s about breaking out of the restraints,” she said of the music video, according to Rolling Stone. “So that’s basically the point of the costume.”
1995
For her performance at the Brit Awards, the star reinvented herself once again and donned a much more angelic ensemble.
1995
For the 12th annual MTV Video Music Awards, Madge went casual cool on the red carpet, pairing a pair of black satin pants with a satin shirt.
1996
For the premiere of “Evita,” in which Madonna portrays Eva Perón, the singer channeled the former Argentine first lady’s sophisticated style.
1997
At the Golden Globes, Madonna (with then-boyfriend Carlos Leon) proved to be the embodiment of the Dolce & Gabbana woman when she arrived wearing this lingerie-inspired dress by the Italian label.
1997
The “Ray of Light” singer went for an intergalactic look for the Gianni Versace–themed Costume Institute Gala at the Metropolitan Museum of Art in New York City.
1998
Madonna wore this iconic denim jacket ensemble for her “Ray of Light” music video in 1998. The outfit was one of the more pared down during this period, which marked yet another reinvention for the singer that was quite different from any of her previous phases. As Dazed described it, the album, also called “Ray of Light,” feels “spiritual, elemental, and enlightened.” Around this time, she embraced Kabbala. (On her wrist, you can spot the red string bracelet associated with the religion.)
1998
Madonna (with her brother Christopher Ciccone) at the Vanity Fair Oscar party on March 23 in West Hollywood. She wore a gown by designer Olivier Theyskens, which helped boost his fame in the fashion industry.
1998
Madge donned another Theyskens creation for the VH1 Fashion Awards. This one was a bold yellow, embellished with hook and eye detailing, which the designer told Vogue was sewn on by hand. The overall aesthetic was very Disney’s Belle–meets–Sally from “The Nightmare Before Christmas.”
1998
Madonna went for another full gown for the Golden Globe Awards. It was definitely a far cry from her cone bra.
1998
For the MTV Video Music Awards in Los Angeles, the singer opted for red snakeskin-effect pants and a long sequined vest.
1999
Madonna wore this striking red kimono, another Gaultier creation, for her “Nothing Really Matters” music video. She took the same ensemble to the stage for her performance at that year’s Grammy Awards.
2000
Britney Spears burst onto the scene in the late ’90s and often cited Madonna as her top inspiration. The “Frozen” singer was a fan of Spears’ and at reportedly became obsessed with wearing Britney T-shirts, thinking they would bring her luck.
2000
Madge wore this western-inspired ensemble to the MTV Europe Music Awards in Stockholm.
Former NBA guard Darius Morris has died at the age of 33. He played for five teams during his four NBA seasons. Morris played college basketball at Michigan.
Jason Fitz and Frank Schwab join forces to recap the draft in the best way they know how: letter grades! Fitz and Frank discuss all 32 teams division by division as they give a snapshot of how fans should be feeling heading into the 2024 season. The duo have key debates on the Dallas Cowboys, New York Giants, New Orleans Saints, Los Angeles Rams, New England Patriots, Las Vegas Raiders and more.
