I'm an Underwear Snob—These 27 Prime Day Intimates Shockingly Passed My Test

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(Image credit: @champagnemani)

If you're looking for a sign, this is it: Clean out your underwear drawer.

As someone who heavily procrastinates on throwing out too-worn bras and underwear, I can understand the hesitation to let go of comfortable intimates that you've worn for years. (I'm a creature of habit, too!) When I saw this year's Amazon Prime Day deals, though, I knew it was a wrap for the cotton briefs I've had stuck in the back of my underwear drawer since middle school. 

For the next two days, some of the most comfortable, well-reviewed underwear, bras, thongs, and boxer shorts are deeply discounted thanks to Amazon's stellar Prime Day deals. Some of our favorite brands, including Calvin Klein and Victoria's Secret are on the table, with deals up to 50% off. Now that I'm turning a new leaf and getting real grown-up underwear, these 27 finds have passed my test of being both cute and comfortable.

Shop the best Amazon Prime Day underwear and bra deals below.

Next, these are the best beauty deals to buy on Amazon Prime Day, chosen by our editors.

Assistant Shopping Editor

Ana Escalante is an award-winning journalist and Gen Z editor whose work ranges from dissecting size inclusivity at fashion week to discussing how American Girl Doll meme accounts are the the answer to society's collective spiral. She's covered it all: Queen Elizabeth II's corgis, Roe v. Wade frontline protests, and the emergence of jorts (or jean shorts for the uninitiated). At Who What Wear, Ana is responsible for delivering smart, insightful, personality-driven shopping guides and trend features for a digital-first generation.Before joining Who What Wear, Ana was Glamour magazine's editorial assistant, where she focused on daily news and special packages, including leading the brand's 2022 Met Gala coverage. For more than half a decade, she has covered style, beauty, and digital culture for publications such as Paper magazine, Harper's Bazaar, Vogue Japan, and Allure, among others. Ana has been called a rising star in media by publications such as Nylon and Teen Vogue. (Her mother, meanwhile, calls her "the coolest person" she knows.)