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.
This Calvin Klein bralette is practically a status symbol, and it's deeply discounted.
Adorable.
If you're not getting the matching panties, what are you doing?
I have this bra already, and I'm stocking up thanks to this incredible deal.
This color is everything to me.
Best believe this Victoria's Secret pair is still bejeweled.
French women love a lacy black bra, and it could be yours too for well under $50.
These ribbed thongs look suspiciously like another brand created by a very famous sister.
Cozy.
You can't go wrong with a nude bra.
This one is a fan favorite.
Lean into coquettecore with this adorable VS bra.
Sometimes, chic black panties are the easiest yes of all.
The little heart details on this romantic undergarment are my favorite.
I texted all of my friends a link to this bra with three words: "Buy this now."
Not a want, but a need.
Just $17 for two bralettes? Say less.
If you're looking to step up your bra game, look no further than this intricate find.
Easy, comfortable, classic.
This one is so timeless, and it's size inclusive.
I'm a fan of this one.
This color is so cute.
Celebs swear by this iconic heather-gray underwear style.
Wait—I don't think I've been actually obsessed with a thong color palette until I saw this four-pack.
This pack has almost one for every day of the week.
I'm grabbing one in every color.
Perfectly seamless under any pair of leggings or workout pants.
Next, these are the best beauty deals to buy on Amazon Prime Day, chosen by our editors.
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Whoa, Everything Is on Sale at Madewell Right Now—Some of These Chic Items Rarely Get DiscountedAt 30% off, these are bound to sell out.
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Wait, J.Crew Is 30% Off Sitewide Right Now—These Are the Chic Fall Pieces in My CartThe fall 2025 collection is so good.
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It's the Last Chance to Shop Reformation's Sale—Up to 70% OffIt's selling out fast.
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The Refined Edit: 32 Luxury Finds on Sale at SaksStarting at just $58.
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People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right NowDid you say 25% off? Yes, please.
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Madewell's Labor Day Sale Is Full of Chic Elevated Basics—Up to 70% OffThrough September 2.
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These Are the Only Labor Day Weekend Sales That Matter—Shop the Best Deals Thanks to Nordstrom, Madewell, J.Crew, and MoreSave big on fall staples.
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Tate McRae Is About to Make This $50 Victoria's Secret Bra Go ViralHurry: It's still in stock.
