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Why You Should Be Buying All of Your Underwear on Prime Day

Prime Day is behind us now, but there’s still plenty of great Amazon deals to scour, especially when it comes to underwear. These will be the cheapest they’ll be at Amazon all year, so now is the best time to buy for the best Prime Day fashion deals. To get you started on your search for the best boxers, boxer briefs, and briefs — here are 10 can’t-miss doorbusters.

Calvin Klein Men’s Cotton Stretch Multipack Low Rise Trunks — $18, was $43

Let’s start this list out with a classic. Calvin Klein has always been the industry standard for some sleek and sexy underwear, and this pack of low-rise trunks is no exception. We love its minimalist elastic waistband that sits right below the waist for a super flattening fit. While we can’t guarantee you’ll look like one of All-American Brand’s famed pinup underwear models, Calvin Klein’s low rise trunks are certainly a worthy addition to your bedroom drawer.

Hanes Men’s 5-Pack X-Temp Comfort Cool Assorted Boxer Briefs— $20, was $25

HANES X-Temp Boxer Briefs

The technology in these boxer briefs adapts to your activities, making them a crucial pick-up for all-day comfort.

5Mayi Cotton Boxer Briefs — $28, was $37

5Mayi Cotton Boxer Briefs

These boxer briefs are simple, subtle and effective, so in short, they’re everything you need when it comes to the best underwear to buy on Amazon Prime Day.

Fruit of the Loom Men’s Lightweight Micro-Stretch Boxer Briefs — $12, was $18

Fruit of the Loom Men's Lightweight Micro-Stretch Boxer Briefs

Every bit you can save on men’s underwear helps, and when you’re getting multiple quality pairs from a trusted brand like Fruit of the Loom, well, that’s just the ticket indeed.

Under Armour Men’s Tech Boxerjock 2-Pack — $24, was $35

Under Armour Men's Tech 6-inch Boxerjock 2-Pack

If you want more technically minded underwear at a higher price point, you want the Boxerjock from Under Armour, a brand that knows a thing or two about performance fabrics.


ExOfficio Men’s Give-N-Go Boxer Brief — $34, was $59

ExOfficio Men's Give-N-Go Boxer Brief

Spend a bit more to get three pairs of the finest anti-microbial boxer briefs around. In fact, consider buying two three-packs to really upgrade your basics game.

Hanes Cool Comfort Mesh Boxer Briefs — $9, was $16

Hanes Cool Comfort Boxer Briefs

Get quite the solid deal on some straightforward-yet-functional boxer briefs that could be your new go-to brand and style (trust us on that).

Adidas Sport Performance Midway Underwear (2-pack) — $21, was $26

A polyester blend with moisture-wicking technology that’s super stretchy and comfortable, this two-pack make for the perfect undies to wear while working out.

Hanes Men’s 5-Pack Sports-Inspired Cool Dri Boxer Brief — from $16

Your parents’ favorite underwear brand just got upgraded with these multicolor boxer briefs, which are rendered in a proprietary fabric that wicks away moisture to fend off swamp crotch and unpleasant odors. Perfect to wear during your workouts, bike rides, or any activity that will make you break a sweat.

Fruit of the Loom Men’s Tag-Free Cotton Briefs — $15, was $24

Briefs have gotten a bad rap over the years for their skin-tight fit that doesn’t offer a lot of breathability for your family jewels. Not so with Fruit of the Loom’s cotton briefs, which are made with 100% cotton for maximum comfort, and a mid-rise style that offers plenty of security and a relatively relaxed fit for tighty whities.

And there you have it! Make sure to keep watching this space for more of the best underwear deals for men on Amazon Prime Day. Make sure to check out guide to the best underwear for men.

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