People.com Lifestyle Style The Craziest TRL Outfits Ever, From Beyoncé's Crystal 'Bootylicious' Belt to Jennifer Lopez's Juicy Track Suit and Beyond! ICYMI: MTV has heard your cries for early aughts nostalgia, so the network is bringing back its highly popular, music(?)-driven show, Total Request Live! In honor of the return this October, we're looking back at some of the artists who hit the Big Apple stage from 1998 to 2008 with their head-turning, jaw-dropping and just down right ~amazing~ outfits By Brittany Talarico Brittany Talarico Brittany Talarico is PEOPLE's Deputy Style Director, where she oversees the brand's digital Style and Beauty coverage. This includes running lead on the Met Gala, which is among PEOPLE.com's top-trafficked red carpet events every year, interviewing the industry's top influencers (including all the Kardashian-Jenners), and breaking A-list celeb news (a New Jersey shore native, it is no surprise that her favorite interview ever was with Bruce Springsteen). Brittany is a style contributor to People Every Day Podcast and has represented the brand on national TV programs including Good Morning America and The CW's two TV specials on the British Royals. She joined PEOPLE from Cosmopolitan in 2013, where she was an Associate Editor. People Editorial Guidelines Published on August 31, 2017 07:25 PM Share Tweet Pin Email 01 of 25 MADONNA, 2000 Kevin Mazur/WireImage Madonna wants YOU! to wear more leather. 02 of 25 BEYONCE, 2001 Frank Micelotta/ImageDirect/Getty Your body will always be too bootylicious for us (babe). 03 of 25 DESTINY'S CHILD (2001) Scott Gries/ImageDirect/Getty Flight to NYC: $500. Glam Squad: $2,000. Wearing a custom Tina Knowles' costume: priceless. 04 of 25 Jennifer Lopez, 2002 Scott Gries/Getty JLo's Juicy tracksuit was what our early-aught fashion dreams where made of. As for wearing it with one pant leg pulled up, only Jenny from the Block could pull that off. 05 of 25 BRITNEY SPEARS (2002/2003/2003/2003) Getty (4) And the winner is: Britney Spears' abs. 06 of 25 KATIE HOLMES, 2002 Scott Gries/Getty Those boot-cut jeans are definitely straight out of Joey Potter's closet. 07 of 25 CHRISTINA AGUILERA (2000/2004) Getty (2) The chameleon didn't only switch up her style over the years, she played with her hair color too. 08 of 25 JESSICA SIMPSON (2003/2004) Getty (2) Her boots are made for walking ...and her hair is full of secrets. 09 of 25 ASHLEE SIMPSON, 2004 Getty There is so much to unpack about this lewk, that we'll just let you stare at it for a while. 10 of 25 ASHLEY AND MARY-KATE OLSEN, 2004 Mark Mainz/Getty Their hemlines may have gotten longer, but their heels definitely haven't gotten any higher. 11 of 25 RIHANNA, 2005 Theo Wargo/WireImage Once a risk-taker, always a risk-taker. 12 of 25 KELLY CLARKSON, 2005 Getty We're not sure what style move is more polarizing: the pants tucked into her boots or the crochet pot-holder top. 13 of 25 DAKOTA FANNING, 2005 Evan Agostini/Getty Whether it's Limited Too or Rodarte, Dakota always turns up in style. 14 of 25 ALICIA KEYS, 2006 Theo Wargo/WireImage We wonder if you had to show your abs before getting through security at TRL studios. 15 of 25 MANDY MOORE, 2006 Jamie McCarthy/WireImage Bermuda shorts + Sequin Sweatshirts = This Is Us (in 2006) 16 of 25 CARMEN ELECTRA, 2006 Bryan Bedder/Getty She's always been a star. 17 of 25 LINDSAY LOHAN, 2007 Scott Gries/Getty 2007 was a time before high-waisted jeans were a thing. 18 of 25 CAMERON DIAZ, 2007 Scott Gries/Getty There's now doubt that Diaz could still make this denim dress look cool. 19 of 25 KIM KARDASHIAN, 2007 Andrew H. Walker/Getty Dash Doll 4-ever. 20 of 25 FERGIE, 2007 Getty (2) The singer hit the TRL stage twice in 2007, and she made sure to wear all the trends. 21 of 25 MARIAH CAREY, 2008 Theo Wargo/WireImage Something tells us Mimi still has this rainbow mini in her closet and would wear it on her next date night. 22 of 25 KATY PERRY, 2008 Gary Gershoff/WireImage Bish stole my look. 23 of 25 JESSICA ALBA, 2008 We think this is the last time we spotted Alba in opaque tights. 24 of 25 TAYLOR SWIFT, 2008 Michael Loccisano/FilmMagic If the old Taylor could come to the phone, she'd tell you boys come and go but cowboy boots are forever. 25 of 25 MILEY CYRUS, 2008 Dimitrios Kambouris/WireImage Before Malibu Miley, there was punk rock Miley.