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.
Calvin Klein
Modern Cotton Unlined Wireless Bralette
This Calvin Klein bralette is practically a status symbol, and it's deeply discounted.
Victoria's Secret
Shine Strap Thong Underwear
Adorable.
Calvin Klein
Signature Cotton Logo Thong Panties
If you're not getting the matching panties, what are you doing?
Victoria's Secret
Lightly Lined Wireless T Shirt Bra
I have this bra already, and I'm stocking up thanks to this incredible deal.
Glamorise
Wonderwire Front-Closure Bra Underwire
This color is everything to me.
Victoria's Secret
Shine Strap Thong Underwear
Best believe this Victoria's Secret pair is still bejeweled.
Calvin Klein
Seductive Comfort Unlined Lace Bra
French women love a lacy black bra, and it could be yours too for well under $50.
Finetoo
10 Pack G-String Thongs
These ribbed thongs look suspiciously like another brand created by a very famous sister.
Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.