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Amid Britney Spears' arrest, a look back at her career in photos

May 11, 2026, 9:45 a.m. ET
Britney Spears is a pop culture icon. See the singer and actress’ two-plus decades in the spotlight, from her "Baby One More Time" debut to her successful battle for independence from her 13-year-long conservatorship overseen by her father. Scroll through for a look at her career, legal battles and iconic performances through the years starting in August 1999. Spears is seen kissing the Silicon CD Award presented for her album "Baby One More Time " which advanced into the top ten albums played on computers in the world.
Britney Spears is a pop culture icon.

See the singer and actress’ two-plus decades in the spotlight, from her "Baby One More Time" debut to her successful battle for independence from her 13-year-long conservatorship overseen by her father.

Scroll through for a look at her career, legal battles and iconic performances through the years starting in August 1999. Spears is seen kissing the Silicon CD Award presented for her album "Baby One More Time " which advanced into the top ten albums played on computers in the world.
Ho New, Reuters
Spears poses with two of her four trophies backstage at the 1999 MTV Europe awards ceremony at Dublin's The Point. Spears won best female singer, best pop act, best song and best breakthrough act.
Spears poses with two of her four trophies backstage at the 1999 MTV Europe awards ceremony at Dublin's The Point. Spears won best female singer, best pop act, best song and best breakthrough act.
Ferran Paredes, Reuters
Spears performs at the 42nd annual Grammy Awards at the Staples Center in Los Angeles on Feb. 23, 2000.
Spears performs at the 42nd annual Grammy Awards at the Staples Center in Los Angeles on Feb. 23, 2000.
Robert Hanashiro, USA TODAY NETWORK
Spears at a concert at Constitution Hall in Washington, D.C., July 6, 1999.
Spears at a concert at Constitution Hall in Washington, D.C., July 6, 1999.
Jym Wilson, USA TODAY NETWORK
Spears poses for photographers with her albums artist of the year award she won at Billboard Music Awards on Dec. 5, 2000, at the MGM Grand in Las Vegas.
Spears poses for photographers with her albums artist of the year award she won at Billboard Music Awards on Dec. 5, 2000, at the MGM Grand in Las Vegas.
Steve Marcus, Reuters
Spears arrives at the 2000 American Music Awards in Los Angeles at the Shrine Auditorium. Spears was nominated for best pop/rock album for "Baby One More Time".
Spears arrives at the 2000 American Music Awards in Los Angeles at the Shrine Auditorium. Spears was nominated for best pop/rock album for "Baby One More Time".
Rose Prouser, REUTERS
Spears and Christina Aguilera appear on stage at the MTV Video Music Awards in New York on Sept. 7, 2000. Spears and Aguilera were both nominated for awards in the show.
Spears and Christina Aguilera appear on stage at the MTV Video Music Awards in New York on Sept. 7, 2000. Spears and Aguilera were both nominated for awards in the show.
Jeff Christensen, Reuters
Aerosmith's Steve Tyler, Spears and NSYNC's JC Chavez perform during halftime of Super Bowl XXXV in Tampa, Florida on Jan. 28, 2001.
Aerosmith's Steve Tyler, Spears and NSYNC's JC Chavez perform during halftime of Super Bowl XXXV in Tampa, Florida on Jan. 28, 2001.
Joe Travar, REUTERS
Spears performs with a real snake on Sept. 6, 2001, at the MTV Music Awards in New York.
Spears performs with a real snake on Sept. 6, 2001, at the MTV Music Awards in New York.
Gary Hershorn, REUTERS
Spears and Justin Timberlake, whom she dated from 1999 to 2002. The pair knew one another from their days working on "The Mickey Mouse Club" in the early 1990s. Here, they are pictured in now-iconic matching denim looks as they arrive at the 28th annual American Music Awards at the Shrine Auditorium in Los Angeles. Spears was a co-host of the awards show.
Spears and Justin Timberlake, whom she dated from 1999 to 2002. The pair knew one another from their days working on "The Mickey Mouse Club" in the early 1990s. Here, they are pictured in now-iconic matching denim looks as they arrive at the 28th annual American Music Awards at the Shrine Auditorium in Los Angeles. Spears was a co-host of the awards show.
Rose Prouser, Reuters
Spears and Matthew Perry on stage during the 44th annual Grammy Awards at the Staples Center on Feb. 27, 2002.
Spears and Matthew Perry on stage during the 44th annual Grammy Awards at the Staples Center on Feb. 27, 2002.
Robert Hanashiro, USA TODAY NETWORK
Spears performs "I'm Not A Girl, Not Yet A Woman" at the 29th annual American Music Awards in Los Angeles on Jan. 9, 2002.
Spears performs "I'm Not A Girl, Not Yet A Woman" at the 29th annual American Music Awards in Los Angeles on Jan. 9, 2002.
Mike Blake, REUTERS
Spears performs at the National Car Rental Center in Sunrise, Florida on July 13, 2002.
Spears performs at the National Car Rental Center in Sunrise, Florida on July 13, 2002.
Marc Serota, Reuters
Spears and Michael Jackson present an award at the 2002 MTV Video Music Awards at Radio City Music Hall in New York.
Spears and Michael Jackson present an award at the 2002 MTV Video Music Awards at Radio City Music Hall in New York.
Gary Hershorn, Reuters
Spears arrives at the British premier of "Crossroads" in London's Leicester Square on March 25, 2002, with co-star Anson Mount. The film marked the pop-singer's first break away from singing into acting.
Spears arrives at the British premier of "Crossroads" in London's Leicester Square on March 25, 2002, with co-star Anson Mount. The film marked the pop-singer's first break away from singing into acting.
Stephen Hird, Reuters
Spears charmed Jay Leno in 2003 with a look at her new tattoo.
Spears charmed Jay Leno in 2003 with a look at her new tattoo.
Getty Images
In 2003, Madonna kissed Spears on stage at the VMAs, and then Christina Aguilera.
In 2003, Madonna kissed Spears on stage at the VMAs, and then Christina Aguilera.
Getty Images
Spears poses backstage with her award at the 14th annual Glamour magazine Women of the Year awards, in New York City on Nov. 10, 2003. Spears was honored for her work helping underprivileged youth experience the arts.
Spears poses backstage with her award at the 14th annual Glamour magazine Women of the Year awards, in New York City on Nov. 10, 2003. Spears was honored for her work helping underprivileged youth experience the arts.
Shannon Stapleton, REUTERS
Spears arrives for a news conference in Tokyo Dec. 12, 2003, to promote her album “In the Zone”.
Spears arrives for a news conference in Tokyo Dec. 12, 2003, to promote her album “In the Zone”.
Yuriko Nakao, Reuters
Spears poses following an unveiling ceremony for her star on the Hollywood Walk of Fame in Los Angeles on Nov. 17, 2003.
Spears poses following an unveiling ceremony for her star on the Hollywood Walk of Fame in Los Angeles on Nov. 17, 2003.
Jim Ruymen, Reuters
Spears arrives at the 31st annual American Music Awards in Los Angeles in 2003.
Spears arrives at the 31st annual American Music Awards in Los Angeles in 2003.
Jim Ruymen, REUTERS
Spears performs during her Onyx Hotel tour in 2004.
Spears performs during her Onyx Hotel tour in 2004.
Getty Images
Spears arrives at the Cannes festival palace in France, on Jan. 24, 2004.
Spears arrives at the Cannes festival palace in France, on Jan. 24, 2004.
Eric Gaillard, REUTERS
Spears performs at the Rock in Rio festival held in Lisbon on June 5, 2004.
Spears performs at the Rock in Rio festival held in Lisbon on June 5, 2004.
Nacho Doce, REUTERS
Spears poses with an award during the 2004 Billboard Music Awards at the MGM Grand Garden Arena in Las Vegas. She won the hot dance sales single of the year award for her song "Me Against the Music" (featuring Madonna).
Spears poses with an award during the 2004 Billboard Music Awards at the MGM Grand Garden Arena in Las Vegas. She won the hot dance sales single of the year award for her song "Me Against the Music" (featuring Madonna).
Steve Marcus, Reuters
Spears at the premiere of "Charlie and the Chocolate Factory" in 2005, alongside husband Kevin Federline, whom she wed in 2004. She was pregnant at the time with their first son, Sean.
Spears at the premiere of "Charlie and the Chocolate Factory" in 2005, alongside husband Kevin Federline, whom she wed in 2004.

She was pregnant at the time with their first son, Sean.
Getty Images
Spears and Federline in 2006 at a Grammys party.
Spears and Federline in 2006 at a Grammys party.
Getty Images
Kobe Bryant presents the video of the year award to Spears for "Piece of Me" at the 2008 MTV Video Music Awards in Los Angeles Sept. 7, 2008.
Kobe Bryant presents the video of the year award to Spears for "Piece of Me" at the 2008 MTV Video Music Awards in Los Angeles Sept. 7, 2008.
Mario Anzuoni, REUTERS
Madonna performs with Spears during her "Sticky and Sweet" tour at Dodgers stadium in Los Angeles on Nov. 6, 2008.
Madonna performs with Spears during her "Sticky and Sweet" tour at Dodgers stadium in Los Angeles on Nov. 6, 2008.
Mario Anzuoni, REUTERS
Spears arrives at the Los Angeles County Superior courthouse on Jan. 14, 2008, for a hearing regarding visitation rights for her two sons.
Spears arrives at the Los Angeles County Superior courthouse on Jan. 14, 2008, for a hearing regarding visitation rights for her two sons.
GABRIEL BOUYS, AFP Via Getty Images
Spears performs on "Good Morning America" in New York on Dec. 2, 2008.
Spears performs on "Good Morning America" in New York on Dec. 2, 2008.
Lucas Jackson, REUTERS
In 2010, Spears delighted "Glee" fans by making a cameo in an episode entitled "Britney/Brittany."
In 2010, Spears delighted "Glee" fans by making a cameo in an episode entitled "Britney/Brittany."
FOX
Spears accepts the best pop video award for "Till the World Ends" at the 2011 MTV Video Music Awards in Los Angeles on Aug. 28, 2011.
Spears accepts the best pop video award for "Till the World Ends" at the 2011 MTV Video Music Awards in Los Angeles on Aug. 28, 2011.
Mario Anzuoni, REUTERS
Judges Spears and Demi Lovato leave their signatures in cement at the Season 2 premiere of the television series "The X Factor" at Grauman's Chinese theatre on Sept. 11, 2012, in Hollywood, California.
Judges Spears and Demi Lovato leave their signatures in cement at the Season 2 premiere of the television series "The X Factor" at Grauman's Chinese theatre on Sept. 11, 2012, in Hollywood, California.
Mario Anzuoni, REUTERS
Spears at the launch of her lingerie collection "The Intimate Britney Spears" at a shopping mall in Oberhausen, Germany, on Sept. 25, 2014.
Spears at the launch of her lingerie collection "The Intimate Britney Spears" at a shopping mall in Oberhausen, Germany, on Sept. 25, 2014.
Ina Fassbender, REUTERS
Spears takes the stage at the 2015 MTV Video Music Awards in Los Angeles.
Spears takes the stage at the 2015 MTV Video Music Awards in Los Angeles.
Mario Anzuoni, REUTERS
Spears performs a medley of songs at the 2016 Billboard Awards in Las Vegas on May 22, 2016.
Spears performs a medley of songs at the 2016 Billboard Awards in Las Vegas on May 22, 2016.
Mario Anzuoni, REUTERS
Spears performs during the 2016 MTV Video Music Awards in New York.
Spears performs during the 2016 MTV Video Music Awards in New York.
Lucas Jackson, REUTERS
Spears accepts the Vanguard Award at the 29th annual GLAAD Media Awards on April 12, 2018.
Spears accepts the Vanguard Award at the 29th annual GLAAD Media Awards on April 12, 2018.
MARIO ANZUONI, REUTERS
Spears and her ex Sam Asghari who played her love interest in the "Slumber Party" video. The pair announced their engagement on Sept. 12, 2021 and legally separated in 2024 .
Spears and her ex Sam Asghari who played her love interest in the "Slumber Party" video. The pair announced their engagement on Sept. 12, 2021 and legally separated in 2024.
Kevin Winter/Getty Images
A promotional shot for the documentary "Framing Britney Spears" from FX and The New York Times, which hit Hulu on Jan. 5, 2021. The doc got fans and celebrities once again talking about the past media treatment of her and the years-long conservatorship that controlled her finances and other important life decisions. As the conservatorship battle continued, more interest in Spears' case launched more documentaries to air from Netflix and CNN.
A promotional shot for the documentary "Framing Britney Spears" from FX and The New York Times, which hit Hulu on Jan. 5, 2021. The doc got fans and celebrities once again talking about the past media treatment of her and the years-long conservatorship that controlled her finances and other important life decisions. As the conservatorship battle continued, more interest in Spears' case launched more documentaries to air from Netflix and CNN. 
FX / Hulu
Britney's 13-year, state-imposed guardianship incited a fan-led #FreeBritney movement. Here, supporters gather outside the County Courthouse in Los Angeles during a hearing in her case on June 23, 2021. She was freed from the conservatorship on Nov. 12, 2021. The star celebrated the judge's decision on Instagram, writing : "I think I’m gonna cry the rest of the day !!!! Best day ever … praise the Lord … can I get an Amen." She has since spoken out several times on Instagram about alleged mistreatment she suffered under her conservatorship by her family members.
Britney's 13-year, state-imposed guardianship incited a fan-led #FreeBritney movement. Here, supporters gather outside the County Courthouse in Los Angeles during a hearing in her case on June 23, 2021.

She was freed from the conservatorship on Nov. 12, 2021. The star celebrated thejudge's decision on Instagram, writing: "I think I’m gonna cry the rest of the day !!!! Best day ever … praise the Lord … can I get an Amen." She has since spoken out several times on Instagram about alleged mistreatment she suffered under her conservatorship by her family members.
FREDERIC J. BROWN, AFP Via Getty Images
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