Style August 19, 2018

Pics that prove J.Lo's VMA style has come a long way since the early 2000s

WATCH: Jennifer Lopez says she 'never imagined' winning the MTV Video Vanguard award

On Monday night, Jennifer Lopez will accept the Michael Jackson Video Vanguard award at the 2018 MTV Video Music Awards, but one key question remains unanswered. What will she wear?

The "Dinero" singer and former fly girl, 49, has evolved from her bedazzled bandanas while maintaining bombshell looks. Here's a glimpse of Lopez's style over nearly two decades at the VMAs.

Year: 2000

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Jennifer Lopez attends MTV Video Music Awards on Sept.07 2000, in New York City.

J.Lo's snagged the VMA for Best Dance Video for "Waiting for Tonight" in an all-white bandana and crop top by Sean John, the clothing line of her then boyfriend, P. Diddy.

Year: 2001

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Jennifer Lopez arrives at the 2001 MTV Video Music Awards in New York City, Setp. 6, 2001.

Lopez paired a floppy hat with over-the-knee boots and a sheer, leopard mini dress, the same year she and Ja Rule performed their hit track, "I'm Real (Murder Remix)."

Year: 2002

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Jennifer Lopez at the Radio City Music Hall in New York City, New York, Oct. 09, 2002.

The same year J.Lo received a moonman for Best Hip-Hop Video for "I'm Real," she rocked a fringe-accented midi dress with a deep neckline.

Year: 2004

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Jennifer Lopez arrives for the 2004 MTV Video Music Awards in Miami, Aug. 29, 2004.

J.Lo brought another hat to the carpet in 2002 with a set of statement drop earrings and a tan, handkerchief dress with sequin accents.

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Year: 2006

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Jennifer Lopez appears onstage at the 2006 MTV Video Music Awards on Aug. 31, 2006, in New York City.

In 2006, Jenny from the Block sported a glittery mini, thigh-high boots and headscarf to match.

Year: 2009

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Jennifer Lopez speaks during the 2009 MTV Video Music Awards at Radio City Music Hall on Sept. 13, 2009, in New York City.

J.Lo paired caged heels with a babydoll dress embellished with velour halter sleeves in this VMA's look from 2009.

Year: 2014

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Jennifer Lopez arrives at the 2014 MTV Video Music Awards on Aug. 24, 2014 in Inglewood, Calif.

Jen showed some skin in a glitzy gown with cutouts and matching shoes during her most recent VMAs red carpet appearance.