Jamie Lynn Spears Hilariously Trolls Britney and Justin's Infamous Denim on Denim on Denim Look

In a hilarious Instagram comment, Jamie Lynn Spears playfully trolled her sister, Britney Spears' infamous denim-on-denim look with then-boyfriend Justin Timberlake.

The 28th Annual American Music Awards
(Image credit: Jeffrey Mayer)

Remember Britney Spears and Justin Timberlake's infamous denim-on-denim-on-denim look from the 2001 American Music Awards? Of course you do. It's burned on the retinas of every human who has ever seen photos of the then-couple in what might very well be the most matchy couples' outfits of all time.

The Britney/Justin denim explosion is the gift that keeps on giving, and now a new generation is discovering the lewk.

On Friday, 13-year-old Mason Ramsey—aka the kid who went viral in 2018 for yodeling Hank Williams' "Lovesick Blues" at a Walmart—shared the picture on his Instagram.

"im gonna tell my kids this was me and @milliebobbybrown," Ramsey joked the post's caption.

Ramsey's take on the infamous red carpet pic is good enough on its own, but stay with us, because the whole thing gets much, much better.

Enter: Jamie Lynn Spears, who took to the comment section of Ramsey's post to playfully troll her big sister's questionable early aughts fashion choices.

"Tellin mine the same," she wrote.

For more stories like this, including celebrity news, beauty and fashion advice, savvy political commentary, and fascinating features, sign up for the Marie Claire newsletter.

subscribe here

RELATED STORIES
Contributing Editor at Marie Claire

Kayleigh Roberts is a freelance writer and editor with over 10 years of professional experience covering entertainment of all genres, from new movie and TV releases to nostalgia, and celebrity news. Her byline has appeared in Marie Claire, Cosmopolitan, ELLE, Harper’s Bazaar, The Atlantic, Allure, Entertainment Weekly, MTV, Bustle, Refinery29, Girls’ Life Magazine, Just Jared, and Tiger Beat, among other publications. She's a graduate of the Medill School of Journalism at Northwestern University.

Latest in Celebrity
Meghan Markle in a beige shirt on stage at SXSW in March 2024
Meghan Markle and Gwyneth Paltrow Open Up About Their "Rift" Over Pie
Princess Madeleine of Sweden wearing a tiara featuring emeralds
Why Princess Madeleine of Sweden Can't Use Her Royal Title to Promote Her New Skincare Line
Queen Camilla has blonde hair and is wearing a dark green shirt dress
Why Queen Camilla Has Been Issued a "Strict" Warning Regarding Her Meeting With the Pope
Benny Blanco in a purple shirt with a white tank top underneath and Selena Gomez in a black dress backstage at The Tonight Show in March 2025
Selena Gomez Says She’s "Excited" to Become a Mom Someday in Joint Interview with Benny Blanco
Meghan Markle wears blue denim jeans
Meghan Markle Confirms Skinny Jeans Are Back by Finally Revealing Her Favorite Frame Denim
Carole Middleton has blonde hair and laughs while shopping with daughter Kate Middleton
How Carole Middleton Might Step Up to Support Princess Kate Following Previous Controversies
Latest in News
Meghan Markle in a beige shirt on stage at SXSW in March 2024
Meghan Markle and Gwyneth Paltrow Open Up About Their "Rift" Over Pie
Bella Hadid carries the Coach empire bag in New York City with a black mini dress
Bella Hadid Secures Coach's Must-Have Empire Bag, Just Like I Predicted She Would
Selena Gomez wears a cropped blazer and matching trousers while attending the Drew Barrymore show in New York City
Selena Gomez Is the Cropped Blazer Trend's Final Boss
Princess Madeleine of Sweden wearing a tiara featuring emeralds
Why Princess Madeleine of Sweden Can't Use Her Royal Title to Promote Her New Skincare Line
Rihanna in a head scarf and multiple necklaces
Rihanna’s Jamaica Manicure Will Unite the Caribbean
Queen Camilla has blonde hair and is wearing a dark green shirt dress
Why Queen Camilla Has Been Issued a "Strict" Warning Regarding Her Meeting With the Pope