Britney Spears Masters the ‘Ugly’ Sandal Trend in Skinny Jeans & a Classic Flannel for Fall

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Britney Spears has always been ahead of one of this year’s biggest footwear trends: “ugly” sandals.

Considered traditionally “ugly” in the world of fashion, the singer’s sandals added her a growing list of stars — including Katie Holmes, Kendall Jenner and Chris Pine — who are trading out their chic footwear for more sport-style or orthopedic-inspired sandals from brands like Birkenstock, Teva, Prada and more.

For the “Toxic” singer, though, her love for Birkenstock sandals predates this year’s trend — she’s been wearing the brand’s Arizona silhouette for years. Just yesterday, she proved once more why she is a master of the “ugly” sandal trend in yet another design from Birkenstock matched to skinny jeans and a classic fall flannel.

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Instagram versus Reality !!!! I wanted to show you what I really look like on a daily basis 🤓 !!!! I can get insecure when photos are taken of me that I’m not prepared for ….. so I have always put so much effort into my appearance … but you know sometimes it’s nice to not try so hard and pull down your walls every now and then !!!! It takes a lot of strength to do that !!! PS another fun fact about me …. instead of cheerleading I played ball 🏀 in school and I was the point guard … I called the shots 😜🎪 but dear God we sucked … we only won 3 games each season 😂🙊🤣 !!!!! Psss in these pics ….. I was trying to fix a light 💡 but realized I was too short 🤷‍♀️🤷‍♀️🤷‍♀️😂😂😂😂 !!!!

A post shared by Britney Spears (@britneyspears) on Oct 5, 2020 at 1:49pm PDT

Coming set atop a contrasting white outsole, the brand’s Arizona Birko-Floor sandal features a signature anatomically-shaped cork footbed with dual adjustable straps; the uppers are made from skin-friendly and durable Birko-Floor material, one the brand’s trademarked faux leather fabric. Similar colorways to Spears’ pick retail for $100 at Birkenstock.com.

In addition to her Birkenstock sandals, Spears’ collection of relaxed footwear includes affordable styles like Steve Madden platforms as well as cherry red Adidas running shoes and Hoka One One Clifton sneakers. When the pop star does make a red carpet appearance, she typically selects pairs from top brands such as Christian Louboutin, Giuseppe Zanotti and Le Silla.

Beyond her personal style repertoire, the “Womanizer” singer collaborated with a mix of brands throughout her career, including creating a co-branded collection with Candies in 2010; she also previously appeared in the Kenzo La Collection Momento N°2 campaign in 2018.

For fans of the “ugly” sandal trend, shop these next styles inspired by Britney Spears’ shoe of the day.

To Buy: Hunter Two-Strap Slides, $55.

To Buy: LL Bean Eco Comfort Sandals, $69.

To Buy: Vince Glyn Slides, $188 (was $250).

Flip through the gallery to find more of Britney Spears’ best looks over the years.