Janet Jackson's Greatest Fashion Hits Over The Years (2024)

Today is Janet Jackson's 50th birthday.

We have watched the pop star in awe, as she went from being the cute kid sister in a talented musical family to becoming a legendary entertainer in her own right. Every move that Jackson makes both on and off stage is precise, and her outfit choices are just as detailed.

The "Dammn Baby" singer has experimented with many different trends since stepping into the spotlight. From tailored dress suits she donned while performing with her siblings to oversized black blazers and the single key earring she sported in "Control," Jackson's style evolution is just as iconic as the productions that make up her signature sound.

With recent reports that she is pregnant with her first child, we are really hoping that Jackson will give us glimpses of her maternity style. Can you just imagine the fashion fierceness that will ensue?

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In honor of Jackson's milestone birthday, we have put together this photo retrospective of her greatest fashion hits over the years. Which era of Miss Jackson's style do you love most? Tell us in the comments section!

Circa 1971

Janet Jackson's Greatest Fashion Hits Over The Years (1)

Michael Ochs Archives via Getty Images

Randy and Janet Jackson.

1972

Janet Jackson's Greatest Fashion Hits Over The Years (2)

Michael Ochs Archives via Getty Images

Janet Jackson with her brother, Michael Jackson, at their home in Los Angeles, California.

1972

Janet Jackson's Greatest Fashion Hits Over The Years (3)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait with her father, Joe Jackson, in Los Angeles, California.

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1973

Janet Jackson's Greatest Fashion Hits Over The Years (4)

Michael Ochs Archives via Getty Images

Janet Jackson with her mother Katherine, sisters Janet and LaToya and brothers Michael and Randy at the wedding of older brother Jermaine Jackson to Berry Gordy's daughter Hazel in Hollywood.

1974

Janet Jackson's Greatest Fashion Hits Over The Years (5)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait at the 46th annual Santa Claus Lane Parade in Hollywood, California.

Circa 1977

Janet Jackson's Greatest Fashion Hits Over The Years (6)

CBS Photo Archive via Getty Images

Promotional portrait of the Jackson family. Clockwise from lower row, left: Janet, Randy, Jackie, Michael, Tito, Marlon, LaToya and Rebbie Jackson.

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1977

Janet Jackson's Greatest Fashion Hits Over The Years (7)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait at the Jackson family home in Los Angeles, California.

1977

Janet Jackson's Greatest Fashion Hits Over The Years (8)

ABC Photo Archives via Getty Images

Janet Jackson at the American Music Awards.

1977

Janet Jackson's Greatest Fashion Hits Over The Years (9)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait session with a Model T Ford in Los Angeles, California.

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1978

Janet Jackson's Greatest Fashion Hits Over The Years (10)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait session in Los Angeles, California.

1978

Janet Jackson's Greatest Fashion Hits Over The Years (11)

NBC via Getty Images

Janet Jackson as Charlene DuPrey on an episode of "Diff'rent Strokes."

1982

Janet Jackson's Greatest Fashion Hits Over The Years (12)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait session in Los Angeles, California.

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1983

Janet Jackson's Greatest Fashion Hits Over The Years (13)

Michael Ochs Archives via Getty Images

Janet Jackson attends the R&B Awards in Los Angeles, California.

1983

Janet Jackson's Greatest Fashion Hits Over The Years (14)

Ron Galella via Getty Images

Janet Jackson at the 10th annual American Music Awards in Los Angeles, California.

1984

Janet Jackson's Greatest Fashion Hits Over The Years (15)

ABC Photo Archives via Getty Images

Janet Jackson performs on "American Bandstand."

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1985

Janet Jackson's Greatest Fashion Hits Over The Years (16)

Ron Galella via Getty Images

Janet Jackson and James Debarge at 12th annual American Music Awards in Los Angeles, California.

1985

Janet Jackson's Greatest Fashion Hits Over The Years (17)

Michael Ochs Archives via Getty Images

Janet Jackson poses for a portrait session in Los Angeles, California.

1986

Janet Jackson's Greatest Fashion Hits Over The Years (18)

Harry Langdon via Getty Images

Janet Jackson poses for a portrait in Los Angeles, California.

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1986

Janet Jackson's Greatest Fashion Hits Over The Years (19)

Bertrand Rindoff Petroff via Getty Images

Janet Jackson on a French TV broadcast.

1988

Janet Jackson's Greatest Fashion Hits Over The Years (20)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 5th annual American Cinema Awards in Beverly Hills, California.

1989

Janet Jackson's Greatest Fashion Hits Over The Years (21)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the presentation of platinum records for her album "Janet Jackson's Rhythm Nation 1814" and two singles "Miss You Much" and "Rhythm Nation" in Hollywood, California.

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1990

Janet Jackson's Greatest Fashion Hits Over The Years (22)

Jim Steinfeldt via Getty Images

Janet Jackson performs at the Met Center in Bloomington, Minnesota.

1990

Janet Jackson's Greatest Fashion Hits Over The Years (23)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 1st annual Billboard Music Awards in Santa Monica, California.

1992

Janet Jackson's Greatest Fashion Hits Over The Years (24)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 7th annual IFP/West Independent Spirit Awards in Hollywood, California.

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1992

Janet Jackson's Greatest Fashion Hits Over The Years (25)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 6th annual Soul Train Music Awards in Los Angeles, California.

1992

Janet Jackson's Greatest Fashion Hits Over The Years (26)

Jim Smeal via Getty Images

Janet Jackson during 24th annual NAACP Image Awards in Los Angeles, California.

1993

Janet Jackson's Greatest Fashion Hits Over The Years (27)

Ron Galella, Ltd. via Getty Images

Janet Jackson and Michael Jackson attend the 35th annual Grammy Awards in Los Angeles, California.

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1993

Janet Jackson's Greatest Fashion Hits Over The Years (28)

Ebet Roberts via Getty Images

Janet Jackson performing at Madison Square Garden in New York City.

1994

Janet Jackson's Greatest Fashion Hits Over The Years (29)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the party for her sold-out concert tour and plaque presentation for 10 million copies of "Janet" album in Culver City, California.

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1995

Janet Jackson's Greatest Fashion Hits Over The Years (31)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 12th annual MTV Video Music Awards in New York City.

1997

Janet Jackson's Greatest Fashion Hits Over The Years (32)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the Virgin Records Party for "The Velvet Rope" in Culver City, California.

1997

Janet Jackson's Greatest Fashion Hits Over The Years (33)

New York Daily News Archive via Getty Images

Janet Jackson arriving for the MTV Awards at Radio City Music Hall.

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1997

Janet Jackson's Greatest Fashion Hits Over The Years (34)

KMazur via Getty Images

Janet Jackson during "Velvet Rope" signing at Virgin Megastore in New York City, New York.

1998

Janet Jackson's Greatest Fashion Hits Over The Years (35)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the 4th annual Blockbuster Entertainment Awards in Hollywood, California.

1998

Janet Jackson's Greatest Fashion Hits Over The Years (36)

Phil Dent via Getty Images

Janet Jackson performs on stage.

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1998

Janet Jackson's Greatest Fashion Hits Over The Years (37)

Phil Dent via Getty Images

Janet Jackson performs on stage.

1998

Janet Jackson's Greatest Fashion Hits Over The Years (38)

The Washington Post via Getty Images

Janet Jackson in concert before a sold out MCI Center.

1999

Janet Jackson's Greatest Fashion Hits Over The Years (39)

Ron Galella, Ltd. via Getty Images

Janet Jackson attends the Commitment to Life XI Gala to Benefit AIDS Project Los Angeles.

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1999

Janet Jackson's Greatest Fashion Hits Over The Years (40)

Jim Smeal via Getty Images

Janet Jackson during The Source Hip-Hop Music Awards in Los Angeles, California.

2000

Janet Jackson's Greatest Fashion Hits Over The Years (41)

Kevin Winter via Getty Images

Janet Jackson at the 2000 MTV Movie Awards in Culver City, California.

2001

Janet Jackson's Greatest Fashion Hits Over The Years (42)

Kevin Winter via Getty Images

Janet Jackson poses backstage at the 28th annual American Music Awards in Los Angeles, California.

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2001

Janet Jackson's Greatest Fashion Hits Over The Years (43)

Frank Micelotta Archive via Getty Images

Janet Jackson performing for the MTV Icon: Janet Jackson show taping in Los Angeles, California.

2001

Janet Jackson's Greatest Fashion Hits Over The Years (44)

Dave Hogan via Getty Images

Janet Jackson performs on stage on the opening night of her "All For You" world tour in Vancouver, Canada.

2001

Janet Jackson's Greatest Fashion Hits Over The Years (45)

Rob Verhorst via Getty Images

Janet Jackson performs on stage at TMF Awards.

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2002

Janet Jackson's Greatest Fashion Hits Over The Years (46)

D. Kambouris via Getty Images

Janet Jackson during the Vanity Fair Oscar Party in Beverly Hills, California.

2002

Janet Jackson's Greatest Fashion Hits Over The Years (47)

KMazur via Getty Images

Janet Jackson.

2002

Janet Jackson's Greatest Fashion Hits Over The Years (48)

Frederick M. Brown via Getty Images

Janet Jackson attends the 15th annual Essence Awards in Los Angeles, California.

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2004

Janet Jackson's Greatest Fashion Hits Over The Years (49)

KMazur via Getty Images

Janet Jackson during The AOL TopSpeed Super Bowl XXXVIII Halftime Show press conference in Houston, Texas.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (50)

Carlo Allegri via Getty Images

Janet Jackson poses backstage in the press room at the 18th annual Soul Train Music Awards in Los Angeles, California.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (51)

Scott Gries via Getty Images

Janet Jackson performs on stage during "Good Morning America" in New York City.

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2004

Janet Jackson's Greatest Fashion Hits Over The Years (52)

Frank Micelotta via Getty Images

Janet Jackson performs during the halftime show at Super Bowl XXXVIII between the New England Patriots and the Carolina Panthers in Houston, Texas.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (53)

KMazur via Getty Images

Janet Jackson during Virgin Records Presents "Damita Jo": A Celebration with Janet Jackson in New York City.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (54)

Dave Hogan via Getty Images

Janet Jackson arrives at the Mobo Awards in London.

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2004

Janet Jackson's Greatest Fashion Hits Over The Years (55)

Frederick M. Brown via Getty Images

Janet Jackson attends the Black Entertainment Awards in Hollywood, California.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (56)

KMazur via Getty Images

Janet Jackson in New York City.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (57)

Albert L. Ortega via Getty Images

Janet Jackson at the Universal Ampitheater in Universal City, California

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2004

Janet Jackson's Greatest Fashion Hits Over The Years (58)

S. Granitz via Getty Images

Janet Jackson.

2004

Janet Jackson's Greatest Fashion Hits Over The Years (59)

KMazur via Getty Images

Jermaine Dupri and Janet Jackson during Royal Birthday Ball for Sean "P. Diddy" Combs in New York City.

2005

Janet Jackson's Greatest Fashion Hits Over The Years (60)

L. Cohen via Getty Images

Jermaine Dupri and Janet Jackson during Clive Davis' 2005 Pre-Grammy Awards Party in Beverly Hills, California.

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2005

Mark Mainz via Getty Images

Janet Jackson arrives at the Vanity Fair Oscar Party in West Hollywood, California.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (62)

Jemal Countess via Getty Images

Janet Jackson during Antonio "L.A." Reid's 50th birthday party in New York City.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (63)

Frazer Harrison via Getty Images

Jermaine Dupri and Janet Jackson at the ESPY Awards in Hollywood, California.

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2006

Janet Jackson's Greatest Fashion Hits Over The Years (64)

Peter Kramer via Getty Images

Janet Jackson at the CFDA Awards in New York City.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (65)

Michael Tran Archive via Getty Images

Janet Jackson during LG & Jermaine Dupri launch new Fusic in Hollywood, California.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (66)

Michael Loccisano via Getty Images

Janet Jackson performs on "The Today Show" in New York City.

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2006

Janet Jackson's Greatest Fashion Hits Over The Years (67)

Ethan Miller via Getty Images

Janet Jackson at the Tao Nightclub in Las Vegas, Nevada.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (68)

Michel Dufour via Getty Images

Janet Jackson attends the PPR gala dinner at the Museum des Arts Decoratifs in Paris, France.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (69)

Gregg DeGuire via Getty Images

Janet Jackson and Jermaine Dupri during Hollywood Life Movieline Style Awards in West Hollywood, California.

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2006

Janet Jackson's Greatest Fashion Hits Over The Years (70)

Ethan Miller via Getty Images

Janet Jackson at the Billboard Music Awards in Las Vegas, Nevada.

2006

Janet Jackson's Greatest Fashion Hits Over The Years (71)

Kevin Winter/Fox via Getty Images

Janet Jackson performs onstage at the Billboard Music Awards in Las Vegas, Nevada.

2007

Janet Jackson's Greatest Fashion Hits Over The Years (72)

Mark Davis via Getty Images

Janet Jackson attends the Oscar nominee party honoring actress Jennifer Hudson in Beverly Hills California.

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2007

Janet Jackson's Greatest Fashion Hits Over The Years (73)

Gregg DeGuire via Getty Images

Janet Jackson arrives at the Tyler Perry's "Why Did I Get Married" premiere in Hollywood, California.

2007

Janet Jackson's Greatest Fashion Hits Over The Years (74)

Scott Gries via Getty Images

Jackson poses for a photo during BET's "106 & Park" in New York City.

2007

Janet Jackson's Greatest Fashion Hits Over The Years (75)

Bryan Bedder via Getty Images

Janet Jackson arrives at the premiere of Tyler Perry's "Why Did I Get Married" in New York City.

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2007

Janet Jackson's Greatest Fashion Hits Over The Years (76)

Kevin Mazur via Getty Images

Janet Jackson performs at grand opening of The Cove Atlantis on Paradise Island.

2007

Janet Jackson's Greatest Fashion Hits Over The Years (77)

Steve Granitz via Getty Images

Janet Jackson at Hollywood Film Festival's Hollywood Awards in Beverly Hills, California.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (78)

Jeffrey Mayer via Getty Images

Janet Jackson poses after winning the Outstanding Supporting Actress in a Motion Picture award for Tyler Perry's "Why Did I Get Married?" at the 39th NAACP Image Awards in Los Angeles, California.

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2008

Janet Jackson's Greatest Fashion Hits Over The Years (79)

Paul Redmond via Getty Images

Janet Jackson and Jermaine Dupri attend Jermaine Dupri's Grammy Pre-Party in Hollywood, California.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (80)

Brad Barket via Getty Images

Janet Jackson attends a promotion for her new CD "Discipline" at Best Buy in New York City.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (81)

Kevin Mazur via Getty Images

Janet Jackson during Nickelodeon's 2008 Kids' Choice Awards in Westwood, California.

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2008

Janet Jackson's Greatest Fashion Hits Over The Years (82)

Joe Kohen via Getty Images

Janet Jackson performs on ABC's "Good Morning America" in New York City.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (83)

Jon Kopaloff via Getty Images

Janet Jackson and Jermaine Dupri at Clive Davis' Pre-Grammy Party in Beverly Hills, California.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (84)

Stephen Lovekin via Getty Images

Jermaine Dupri and Janet Jackson at the Metropolitan Museum of Art Costume Institute Gala in New York City.

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2008

Janet Jackson's Greatest Fashion Hits Over The Years (85)

Todd Williamson Archive via Getty Images

Janet Jackson at Alexander McQueen's Los Angeles flagship store launch party in Los Angeles, California.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (86)

Gregg DeGuire via Getty Images

Janet Jackson arrives at the Cartier Charity love bracelet launch in Los Angeles, California.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (87)

Neilson Barnard via Getty Images

Janet Jackson attends the 19th annual GLAAD Media Awards in Hollywood, California.

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2008

Janet Jackson's Greatest Fashion Hits Over The Years (88)

Venturelli via Getty Images

Janet Jackson attends Uomo Vogue 40th anniversary celebration party in Milan, Italy.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (89)

Jeff Vinnick via Getty Images

Janet Jackson performs in the first show of her "Rock Witchu" tour at General Motors Place in Vancouver, British Columbia, Canada.

2008

Janet Jackson's Greatest Fashion Hits Over The Years (90)

Astrid Stawiarz via Getty Images

Janet Jackson and Jermaine Dupri at Dupri's 36th birthday party in New York City.

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2009

Janet Jackson's Greatest Fashion Hits Over The Years (91)

Christopher Polk via Getty Images

Janet Jackson performs during the MTV Video Music Awards in New York City.

2009

Janet Jackson's Greatest Fashion Hits Over The Years (92)

Venturelli via Getty Images

Janet Jackson attends the Giorgio Armani fashion show as in Milan, Italy.

2009

Janet Jackson's Greatest Fashion Hits Over The Years (93)

Brian Rasic via Getty Images

Janet Jackson at Jingle Bell Ball in London.

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2009

Janet Jackson's Greatest Fashion Hits Over The Years (94)

Kevork Djansezian via Getty Images

Janet Jackson performs onstage at the American Music Awards in Los Angeles, California.

2009

Janet Jackson's Greatest Fashion Hits Over The Years (95)

Vittorio Zunino Celotto via Getty Images

Janet Jackson attends amfAR Milano in Milan, Italy.

2009

Janet Jackson's Greatest Fashion Hits Over The Years (96)

Rahav Segev via Getty Images

Janet Jackson attends the Ralph Lauren fashion show in New York City.

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2010

Janet Jackson's Greatest Fashion Hits Over The Years (97)

Danny Martindale via Getty Images

Janet Jackson poses on the front row at the Pringle Of Scotland show in London, England.

2010

Janet Jackson's Greatest Fashion Hits Over The Years (98)

Johnny Nunez via Getty Images

Janet Jackson performs at the Essence Music Festival in New Orleans, Louisiana.

2010

Janet Jackson's Greatest Fashion Hits Over The Years (99)

Steve Mack via Getty Images

Janet Jackson attends the Halloween Extravaganza at Lanvin boutique in New York City.

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2010

Janet Jackson's Greatest Fashion Hits Over The Years (100)

Stephen Lovekin via Getty Images

Janet Jackson attends the premiere of "For Colored Girls" at Ziegfeld Theatre in New York City.

2010

Janet Jackson's Greatest Fashion Hits Over The Years (101)

Theo Wargo via Getty Images

Janet Jackson attends the premiere of "Why Did I Get Married Too?" in New York City.

2010

Janet Jackson's Greatest Fashion Hits Over The Years (102)

Jon Furniss via Getty Images

Janet Jackson attends a preview screening of "Why Did I Get Married Too?" in London, England.

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2010

Janet Jackson's Greatest Fashion Hits Over The Years (103)

Charles Eshelman via Getty Images

Janet Jackson attends the 20th annual Women of the Year awards hosted by Glamour Magazine in New York City.

2010

Janet Jackson's Greatest Fashion Hits Over The Years (104)

Michel Dufour via Getty Images

Roberto Cavalli and Janet Jackson attend the Roberto Cavalli 40 anniversary party in Paris, France.

2011

Janet Jackson's Greatest Fashion Hits Over The Years (105)

ChinaFotoPress via Getty Images

Janet Jackson performs on stage during her concert at Taipei World Trade Center Nangang Exhibition.

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2011

Janet Jackson's Greatest Fashion Hits Over The Years (106)

JOE KLAMAR via Getty Images

Janet Jackson speaks during the 19th Life Ball in Vienna, Austria.

2011

Janet Jackson's Greatest Fashion Hits Over The Years (107)

Mike Marsland via Getty Images

Janet Jackson arrives at amfAR's Cinema Against AIDS Gala in Antibes, France.

2011

Janet Jackson's Greatest Fashion Hits Over The Years (108)

David Wolff - Patrick via Getty Images

Janet Jackson performs at L'Olympia in Paris, France.

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2012

Janet Jackson's Greatest Fashion Hits Over The Years (109)

Ben Gabbe via Getty Images

Janet Jackson attends the Marco Glaviano "Supermodels" exhibition opening in New York City.

2012

Janet Jackson's Greatest Fashion Hits Over The Years (110)

Venturelli via Getty Images

Janet Jackson arrives at amfAR's Cinema Against AIDS during the 65th Annual Cannes Film Festival in Cap D'Antibes, France.

2013

Janet Jackson's Greatest Fashion Hits Over The Years (111)

Mike Marsland via Getty Images

Janet Jackson arrives at amfAR's 20thannual Cinema Against AIDS in Cap d'Antibes, France.

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2013

Janet Jackson's Greatest Fashion Hits Over The Years (112)

Venturelli via Getty Images

Janet Jackson attends the Versace fashion show during Milan Fashion Week in Milan, Italy.

2014

Janet Jackson's Greatest Fashion Hits Over The Years (113)

Venturelli via Getty Images

Janet Jackson and Wissam al Mana attend the Giorgio Armani fashion show during Milan Fashion Week in Milan, Italy.

2015

Janet Jackson's Greatest Fashion Hits Over The Years (114)

Mark Davis/BET via Getty Images

Janet Jackson accepts the Ultimate Icon Award onstage during the BET Awards in Los Angeles, California.

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2015

Janet Jackson's Greatest Fashion Hits Over The Years (115)

Alexander Tamargo via Getty Images

Janet Jackson performs on stage during her "Unbreakable" world tour in Miami, Florida.

2015

Janet Jackson's Greatest Fashion Hits Over The Years (116)

Francois Nel via Getty Images

Janet Jackson performs after the Dubai World Cup in Dubai, United Arab Emirates.

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