The most shocking photos of a young Jamie Lynn Spears

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Jamie Lynn Spears is stepping into the spotlight! Britney Spears’ little sister is set to make her reality TV debut on FOX’s “Special Forces: World’s Toughest Test” — which centers around a group of B-list celebs as they face “some of the harshest, most grueling challenges from the playbook of the actual special forces selection process” — on Jan. 4, 2023. To mark the occasion, Wonderwall.com is taking a look back at the craziest photos of the singer-actress during her younger years — from special moments with her superstar sister decades before their public feud kicked off to hangouts with other young stars in their pre-fame days. Let’s start with this now-shocking shot…

In 2001, a 10-year-old Jamie Lynn Spears cuddled up to big sis Britney Spears during a night out in Las Vegas. In recent years, their relationship has been famously fraught.

Now keep reading for more…

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What a gent! In 2001 — a year before Britney Spears and Justin Timberlake called it quits — the *NSYNC singer kept close to his then-girlfriend’s kid sister, Jamie Lynn Spears, at a launch party for her “Britney” album. Jamie Lynn was just 10 at the time.

MORE: Britney’s exes: Where are they now?

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An 11-year-old Jamie Lynn Spears made her red carpet debut at the 2002 premiere of “Spy Kids 2: The Island of Lost Dreams” in Hollywood. She wore a pink tank and distressed jeans with hot pink cowboy boots for the occasion.

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An 11-year-old Jamie Lynn Spears looked like the spitting image of big sis Britney Spears at the Kids “R” Us fall fashion show in New York City in 2002.

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An 11-year-old Jamie Lynn Spears teamed up with big sis Britney Spears to present an award during the 2002 Teen Choice Awards in Universal City, California.

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A week after she turned 11 in 2002, Jamie Lynn Spears made her runway debut at the Kids “R” Us fall fashion show in New York City. One of her looks featured a sparkly red sweat set topped off with a red pleather bucket hat.

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Twinning! Jamie Lynn Spears and big sis Britney Spears coordinated their accessories — pageboy caps for both! — at a 2002 promotional event for Hasbro’s Takara E-Kara portable karaoke set at the Toys “R” Us store in New York City’s Times Square. Jamie Lynn was 11 at the time.

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The cutest! An 11-year-old Jamie Lynn Spears modeled a cheerleading-themed tee at the Kids “R” Us fall fashion show in New York City in 2002.

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The gang’s all here! In 2003, an 11-year-old Jamie Lynn Spears and every member of her immediate family — dad Jamie Spears, brother Bryan Spears, sister Britney Spears and mom Lynne Spears — united for Summit Hospital’s Cancer Awareness Fair in Baton Rouge, Louisiana.

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Did she get the exclusive?! A year after Justin Timberlake and Britney Spears called it quits, a 12-year-old Jamie Lynn Spears interviewed her sister’s ex-boyfriend while working the red carpet for E! News at the 2003 Nickelodeon Kids’ Choice Awards in Santa Monica, California.

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Jamie Lynn Spears and big sis Britney Spears shared a warm embrace during the 2003 Nickelodeon Kids’ Choice Awards in Santa Monica, California. Jamie Lynn was just 12 at the time.

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Pretty in pink! A 12-year-old Jamie Lynn Spears rocked a pink streak in her hair at Teen Vogue’s 2003 Young Hollywood Issue celebration in Beverly Hills.

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A 12-year-old Jamie Lynn Spears interviewed big sis Britney Spears while working the red carpet for E! News at the 2003 Nickelodeon Kids’ Choice Awards in Santa Monica, California.

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Just two days after her 13th birthday, Jamie Lynn Spears teamed up with Nick Cannon to present an award at the 2004 Nickelodeon Kids’ Choice Awards in Los Angeles.

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A 13-year-old Jamie Lynn Spears rocked a denim-on-denim ensemble — jeans and a blazer — during a 2005 portrait session in New York City.

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Just two days before her 14th birthday, Jamie Lynn Spears rocked the most 2005 ensemble ever — low-rise gaucho pants with a graphic-rint tee and a bolero shrug — while debuting a darker ‘do at the 2005 Nickelodeon Kids’ Choice Awards in Los Angeles.

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In 2005 — a month before Britney Spears and then-husband Kevin Federline welcomed their first child together — a 14-year-old Jamie Lynn Spears accompanied the couple to the Hollywood premiere of “Charlie and the Chocolate Factory.”

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Jamie Lynn Spears celebrated her 14th birthday two days early with mom Lynne Spears at the 2005 Nickelodeon Kids’ Choice Awards in Los Angeles.

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In 2005, a 14-year-old Jamie Lynn Spears was living a teenage dream with Lindsay Lohan at Movieline’s Hollywood Life Seventh Annual Young Hollywood Awards in Los Angeles.

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Jamie Lynn Spears made the 2006 Nickelodeon Kids’ Choice Awards a family affair: She posed with brother Bryan Spears and mom Lynne Spears on the event’s trademark orange carpet in Los Angeles. Just three days later, she turned 15.

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In 2006, a 15-year-old Jamie Lynn Spears posed back to back with “Zoey 101” co-star Victoria Justice at the Hollywood premiere of “Barnyard.”

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Three days before her 15th birthday, Jamie Lynn Spears posed with fellow child star Emma Roberts at the 2006 Nickelodeon Kids’ Choice Awards in Los Angeles.

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In 2006, Jamie Lynn Spears brought mom Lynne Spears as her plus-one to the Los Angeles premiere of “Monster House.” She was 15 at the time.

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Winner, winner! Three days before her 15th birthday, “Zoey 101” star Jamie Lynn Spears took home the award for favorite TV actress during the 2006 Nickelodeon Kids’ Choice Awards in Los Angeles.

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Babies! A few days before she turned 16, Jamie Lynn Spears posed with sisters Dakota Fanning and Elle Fanning at the 2007 Nickelodeon Kids’ Choice Awards in Los Angeles.

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In 2007 — nine months before Jamie Lynn Spears became a first-time mom — the 16-year-old singer-actress donned a short-sleeved LBD at Us Weekly’s Hot Hollywood party in Los Angeles.

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Just a few days before her 16th birthday, Jamie Lynn Spears teamed up with Chris Brown to present an award during the 2007 Nickelodeon Kids’ Choice Awards in Los Angeles.

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A 16-year-old Jamie Lynn Spears posed for a photo with fellow Disney Channel star Miley Cyrus at Us Weekly’s 2007 Hot Hollywood party in Los Angeles.

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In 2009, an 18-year-old Jamie Lynn Spears walked her first red carpet since becoming a mom the previous year: She kept close with off-and-on love Casey Aldridge at a performance of “Rock of Ages” on Broadway in New York City.

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In 2011, a 20-year-old Jamie Lynn Spears debuted a new grown-up look at the Nashville premiere of “Footloose.”
































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