
VIBE looks back at our favorite Hip-Hop and R&B stars’ best winter looks from 25 years ago.

(Clockwise) LUCY NICHOLSON/AFP via Getty Images; Ron Galella/Ron Galella Collection via Getty Images; Theo Wargo/WireImage; Theo Wargo/WireImage
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Trina

Image Credit: SGranitz/WireImage Trina during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Jermaine Dupri

Image Credit: SGranitz/WireImage Jermaine Dupri during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Tyrese Gibson

Image Credit: SGranitz/WireImage Tyrese during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Jon B

Image Credit: SGranitz/WireImage Jon B during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Jimmy Cozier

Image Credit: SGranitz/WireImage Jimmy Cozier during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Timbaland

Image Credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images Producer Timbaland attends 15th Annual Soul Train Music Awards on February 28, 2001 at the Shrine Auditorium in Los Angeles, California.
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Nick Cannon

Image Credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images Nick Cannon during 15th Annual Soul Train Awards at Shrine Auditorium in Los Angeles, California, United States.
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Ron Isley

Image Credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images Ron Isley attends 15th Annual Soul Train Awards on February 28, 2001 at the Shrine Auditorium in Los Angeles, California.
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Beanie Sigel, Kurupt

Image Credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images Beanie Sigel, Kurupt attends 15th Annual Soul Train Music Awards on February 28, 2001 at the Shrine Auditorium in Los Angeles, California.
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Deborah Cox

Image Credit: SGranitz/WireImage Deborah Cox at the Shrine Auditorium in Los Angeles, California
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Keith Sweat

Image Credit: Chris Weeks/Liaison Recording artist Keith Sweat arrives at the 15th Annual Soul Train Awards February 28, 2001 at the Shrine Auditorium in Los Angeles, CA.
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Chante Moore

Image Credit: SGranitz/WireImage Chante Moore at 15th Annual Soul Train Awards
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Christina Milian

Image Credit: Gregg DeGuire/WireImage Christina Milian
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Angie Stone

Image Credit: Vinnie Zuffante/Getty Images American singer and songwriter Angie Stone in the press room of the 15th Soul Train Music Awards, held at the Shrine Auditorium in Los Angeles, California, 28th February 2001.
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Tamia

Image Credit: Jeffrey Mayer/WireImage Tamia
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Queen Latifah

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Queen Latifah
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Alicia Keys

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Alicia Keys
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3LW

Image Credit: Theo Wargo/WireImage 3LW during Cosmopolitan launch of Shoshanna swimwear line at Bowery Bar in New York City, New York, United States.
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City High

Image Credit: Fryderyk Gabowicz/picture alliance via Getty Images City High
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K-Ci & JoJo

Image Credit: Ron Galella/Ron Galella Collection via Getty Images R&B duo K-Ci & JoJo attend the 15th Annual Soul Train Music Awards on February 28, 2001 at the Shrine Auditorium in Los Angeles, California.
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Destiny’s Child

Image Credit: LUCY NICHOLSON/AFP via Getty Images US pop group “Destiny’s Child” (L-R): Michelle Williams, Biance Knowles, and Kelly Rowland pose after the announcement of the nominations for the 2001 Grammy Awards in Beverly Hills, 03 January 2001. The group received two nominations including Best R&B Performance By A Duo or Group with Vocal for “Say My Name.” The awards will be presented in Los Angeles on 21 February, 2001.
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Erykah Badu

Image Credit: LUCY NICHOLSON/AFP via Getty Images R&B singer Erykah Badu arrives at the 43rd Annual Grammy Awards in Los Angeles 21 February 2001. Badu is nominated in the Best Female R&B Vocal performance category for her song “Bag Lady”.
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Lucy Pearl

Image Credit: LUCY NICHOLSON/AFP via Getty Images Lucy Pearl was nominated for Best R&B Performance By a Group With Vocal for “Dance Tonight”.
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Kelly Price

Image Credit: Jason Kirk/Newsmakers R&B singer Kelly Price arrives at the 28th annual American Music Awards January 8, 2001 in Los Angeles, CA.
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Joe

Image Credit: Frank Trapper/Corbis via Getty Images R&B singer/songwriter Joe arrives at the 43rd Annual Grammy Awards.
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Craig David

Image Credit: Jon Super/Redferns Craig DAVID
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India Arie

Image Credit: Raymond Boyd/Getty Images Musician India Arie (India Arie Simpson) poses for photos backstage after her performance at Sweetwater’s in Chicago, Illinois in February 2001.
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Musiq Soulchild

Image Credit: Raymond Boyd/Getty Images Singer Musiq Soulchild (Taalib Hassan Johnson) poses for photos at Track One Records in Chicago, Illinois in January 2001.
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Rayvon

Image Credit: Martyn Goodacre/Getty Images Rayvon, portrait, London, 2001.
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Natina Reed, Brandi Williams of Blaque

Image Credit: Vinnie Zuffante/Getty Images American singer and actress Natina Reed (1979-2012) and American singer Brandi Williams, both of American R&B band Blaque, attend the recording of the inaugural ‘MTV Icon’ television special at Sony Studios in Culver City, California, 10th March 2001. This first show celebrated the career of Janet Jackson.
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The Roots

Image Credit: Ron Galella/Ron Galella Collection via Getty Images The Roots attend the world premiere of All Access – Front Row Backstage Live on February 18, 2001 at the IMAX Theater in Universal City, California.
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Busta Rhymes

Image Credit: Jeffrey Mayer/WireImage Busta Rhymes
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Foxy Brown

Image Credit: Richard Corkery/NY Daily News Archive via Getty Images Foxy Brown arrives for a party at Tao restaurant on E. 58th St. promoting Sean (P. Diddy) Combs’ CD “The Saga Continues.”
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Outkast, Ludacris and Foxy Brown in Concert at Madison Square Garden

Image Credit: Theo Wargo/WireImage Big Boi and Dre of Outkast with Ludacris (center)
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De La Soul

Image Credit: Jody Cortes/Sygma/Sygma via Getty Images Grammy nominees De La Soul arrive at the Warner Brothers Grammy party.
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Black Eyed Peas

Image Credit: Jeff Kravitz/FilmMagic, Inc Black Eyed Peas during MTV Rock the Vote Party at House of Blues in Los Angeles, California, United States.
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Redman, Method Man

Image Credit: Jeff Kravitz/FilmMagic, Inc Redman & Method Man during MTV Icon Tribute to Janet Jackson in Los Angeles, California, United States.
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Eminem

Image Credit: Kevin Winter/Getty Images Eminem accepts a Grammy for Best Rap Album at the 43rd Annual Grammy Awards at Staples Center, Los Angeles, Ca. 2/21/01.
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Missy Elliott

Image Credit: FrankMicelotta/ImageDirect Missy Elliott arrives at the ‘mtv ICON: Janet Jackson’ show taping at Sony Pictures Studios in Los Angeles, CA., March 10, 2001
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Lil’ Kim

Image Credit: Kevin Winter/Getty Images Lil’ Kim on the set of Ray-J’s new video ‘Wait A Minute’ featuring Lil’ Kim, his new single on Atlantic Records, in Los Angeles, Ca.
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KRS-One

Image Credit: Lorenzo Ciniglio/Sygma via Getty Images KRS-One at the Hip-Hop Appreciation Week press conference in New York City.
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Pepa of Salt-N-Pepa

Image Credit: Vinnie Zuffante/Getty Images Sandra ‘Pepa’ Denton of American hip-hop group Salt-N-Pepa attends the 15th Annual Soul Train Music Awards at the Shrine Auditorium in Los Angeles, USA, 28th February 2001.
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Wyclef Jean, Jimmy Cozie

Image Credit: Richard Corkery/NY Daily News Archive via Getty Images Hip Hop artist Wyclef Jean (left) and Jimmy Cozier are in an emotive mood at a launch party for Cozier’s new album at Babalu on W. 44th St.
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Ray J

Image Credit: Kevin Winter/Getty Images Ray J on the set of his new video ‘Wait A Minute’ featuring Lil’ Kim, his new single on Atlantic Records, in Los Angeles, Ca. 1/31/01. Ray J is the brother of singer Brandy and has been an actor/singer since he was 7 years old.
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Ja Rule

Image Credit: Arnaldo Magnani/Liaison Ja Rule attends the grand opening of the W Hotel at Union Square January 17, 2001 in New York City.
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Nelly

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Rapper Nelly attends the 43rd Annual Grammy Awards on February 21, 2001 at the Staples Center in Los Angeles, California.
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LL Cool j, Britney Spears

Image Credit: Kevin Winter/Getty Images Rapper LL Cool J and singer Britney Spears present an award live at The 28th Annual American Music Awards at the Shrine Auditorium, Los Angeles, CA, Jan. 8, 2001.
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Mystikal

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Rapper Mystikal attends the 28th Annual American Music Awards on January 8, 2001 at the Shrine Auditorium in Los Angeles, California.
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Common

Image Credit: LUCY NICHOLSON/AFP via Getty Images Rapper Common arrives at the 43rd Annual Grammy Awards in Los Angeles 21 February 2001. Common is nominated in the Best Rap Solo Performance category for his song “The Light.”
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Swizz Beatz

Image Credit: Steve Azzara/Corbis via Getty Images Rapper Swizz Beatz at the premiere.
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Busta Rhymes

Image Credit: Richard Corkery/NY Daily News Archive via Getty Images Rapper Busta Rhymes arrives for the MTV Video Music Awards at the Metropolitan Opera House in Lincoln Center.
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Rah Digga

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Rapper Rah Digga attends 15th Annual Soul Train Awards on February 28, 2001 at the Shrine Auditorium in Los Angeles, California.
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Lil’ Bow Wow

Image Credit: Scott Gries/ImageDirect Lil’ Bow Wow backstage at the 43rd Annual Grammy Awards at Staples Center in Los Angeles Wednesday, Feb. 21, 2001.
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Ice-T

Image Credit: Evan Agostini/ImageDirect Rapper/actor Ice T at the party for Bad Boy Recording Artists Dream’s debut album ‘It Was All A Dream’ at Metronome, in New York City. 01/29/2001
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Ananda Lewis, Angela Bassett, AZ

Image Credit: Scott Gries/ImageDirect Angela Bassett and Ananda Lewis with rapper AZ arrive at the world premiere of “Enough” at the Loews Lincoln Square Theaters in New York City.
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Biz Markie

Image Credit: Ron Galella/Ron Galella Collection via Getty Images Rapper Biz Markie attends the Savoy (Magazine) Launch Party on January 17, 2001 at the Toy Building in New York City.
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Sean (Puffy) Combs

Image Credit: Arnaldo Magnani/Liaison Rap music mogul Sean (Puffy) Combs leaves the Trump International Hotel with his entourage and one of his lawyers, Ben Brafman, March 18, 2001 in New York City.
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Ludacris

Image Credit: Sal Idriss/Redferns Posed portrait of rapper Ludacris (Chris Bridges) in 2001.
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Jam Master Jay, Reverend Run

Image Credit: Kevin Winter/Getty Images Two members of Run DMC arrive at the 28th Annual American Music Awards at the Shrine Auditorium in Los Angeles, CA on Monday, January 8, 2001 broadcast live on ABC.
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DMX

Image Credit: Kevin Winter/Getty Images DMX at the premiere of ‘Exit Wounds’ at the Village Theater in Los Angeles, Ca.
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Rapper Joseph (Run) Simmons of Run-DMC arrives for the MTV V

Image Credit: Richard Corkery/NY Daily News Archive via Getty Images Rapper Joseph (Run) Simmons of Run-DMC arrives for the MTV Video Music Awards at the Metropolitan Opera House in Lincoln Center.
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Jay-Z

Image Credit: Rose Hartman/Getty Images Rap musician and businessman Jay Z (born Shawn Carter) attends the Victoria’s Secret fashion show in Bryant Park, New York, New York, 2001.
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Doggy’s Angels

Image Credit: Raymond Boyd/Getty Images Rappers Kola Loc (Kola Marion), Big Chan (Chan Gaines) and Coniyac (Kim Proby-Davis) of Doggy’s Angels poses for photos prior to their performance on ‘The Jenny Jones Show’ in Chicago, Illinois in January 2001.
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Slimm Calhoun

Image Credit: Raymond Boyd/Getty Images Rapper Slimm Calhoun poses for photos on location in Chicago, Illinois in March 2001.
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Gangsta Boo

Image Credit: Al Pereira/Michael Ochs Archives/Getty Images Rapper Gangsta Boo (aka Lola Chantrelle Mitchell, Lady Boo, Queen of Memphis, The Devil’s Daughter) of the Hip-Hop Group Three 6 Mafia, appears in a portrait taken on February 10, 2001 in New York City.
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Image Credit: Rossa W. Cole/Sygma via Getty Images Treach (Anthony Criss) at the 3AM Movie wrap Party, 2001
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Eve

Image Credit: George De Sota/Newsmakers Hip Hop singer Eve performs March 6, 2001 at Chaos nightclub in New York City during a promotional event for her new album “Scorpion.”
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St. Lunatics

Image Credit: Raymond Boyd/Getty Images Rappers Nelly (Cornell Iral Haynes, Jr.), (front) Ali (Ali Jones), group mascot Slo Down (Corey Edwards), rappers Murphy Lee (Torhi Harper) and Kyjuan (Robert Kyjuan Cleveland) of St. Lunatics poses for photos during a break in filming their video ‘Midwest Swing’ on location in St. Louis, Missouri in March 2001.
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Da Brat

Image Credit: Vinnie Zuffante/Getty Images American rapper Da Brat, wearing a silver Avirex jacket over a red t-shirt, and a red bandana, attends the recording of the inaugural ‘MTV Icon’ television special at Sony Studios in Culver City, California, 10th March 2001. This first show celebrated the career of Janet Jackson.
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Wyclef Jean, Steven Seagal

Image Credit: Vinnie Zuffante/Getty Images Haitian rapper Wyclef Jean, wearing a red leather jacket, and American actor and martial artist Steven Seagal, who wears a purple shirt, attend the 15th Soul Train Music Awards at the Shrine Auditorium in Los Angeles, California, 28th February 2001.
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