This outfit she wore to the 1998 VMAs is, um, interesting. 1
Mark Wahlberg posted this throwback of them together on his Facebook in 2014 and captioned it: "#TBT with J-Lo at the '98 VMAs." Jen was dressed head to toe in a cream leather outfit and paired it with a matching cowboy hat.
J.Lo wore a high slit on the red carpet in 1999 alongside her then-beau, Diddy. 2
We love the glamour of that sparkling gold top paired with the edgy black leather skirt.
No one will ever forget this iconic look. 3
Jen showed up to the VMAs in the year 2000 alongside her then-boyfriend P. Diddy. She was rocking an all white ensemble, with a crop top showing her abs and matching low-rise white jeans. She wore a white bandana on her head and the look has been recreated on Halloween every year since.
This look from the 2006 definitely turned heads. 5
Jen sure shaved a lot of glam time by wearing a headscarf instead of getting her hair done. This was definitely a bold look, and of course, that beige dress fit her so well.
She sure loves her floppy hats. 6
Jen walked the red carpet at the 2001 VMAs alongside her then-hubby Chris Judd. She wore an off-the-shoulder leopard print top and a matching tan hat, with thigh-high black boots.
Her performance look that year was also on fire. 7
J.Lo teamed up with Ja Rule and took the stage at the show in 2001 wearing a two-piece beige skirt and top outfit with a matching fedora. Of course her chiseled abs were on full display.
Check out that incredible performance. 8
She sang her hits "Love Don't Cost a Thing" and "I'm Real" and it was EPIC!
She looked fierce in this tan dress while posing on the red carpet. 9
In 2009, back when she and Marc Anthony were still a happy couple, J.Lo showed up to the awards show in a more toned down look than we're used to from her.
Jen look so classy at the 2002 VMAs. 11
Everything from the short, curly hair to the blazer and pencil skirt combo makes her look super sophisticated.
J.Lo recently went down memory lane to take a look back at her past looks. 12
After it was announced that she would be the recepient for the Vanguard Award, Jenny appeared on TRL and discussed her favorite looks.
She said the white outfit was her favorite. 13
"I think the white jeans and the bandana," she said. "It's so right. I was really surprised that night that I won for 'I'm real.'"
She's been hard at work preparing for her performance. 14
She opened up on the Today show about her performance and preparing to receive the award. Only time will tell the jawdropping outfits she will wear on the red carpet and on the big VMA stage!