Amazon Prime Men’s Underwear: What to Buy Prime Day 2024

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My note: The next Amazon Prime Day will be in July 2024, probably around the middle of the month. Keep this website bookmarked, and subscribe to my email newsletters to stay informed on sales!

Top Amazon Prime Men’s Underwear Deals

Table of Contents


What is Amazon Prime Day?

Amazon’s Prime Day is an amazing time to stock up on essentials, including men’s underwear! If you don’t know what Prime Day is, it is Amazon’s annual two-day sale in which many products are deeply discounted. It is called Prime Day because the sales are only available to Amazon Prime members. If you aren’t a Prime member, you can get a free 30-day trial using this link, which is perfect for Prime Day!

With Amazon Prime, you get the following additional benefits besides member-only deals:

  • Free same-day, one-day, and two-day shipping on many purchases from Amazon
  • 10% off some groceries at Amazon Fresh
  • Free Amazon Prime Video and Music
  • Free Prime Try Before You Buy

What are the Amazon Prime Men’s Underwear deals?

I’ll break down the deals by men’s underwear style, making it easier to navigate. But don’t just buy the underwear styles you are used to! Amazon Prime Day is a great time to experiment with new underwear types and styles without costing a fortune. Learn more about different underwear styles in my Guide to Men’s Underwear Styles.

Amazon Prime Deals for Men’s Briefs

In case you haven’t noticed, men’s briefs are back in style. Many more brands offer men’s briefs, and many more guys are either switching to briefs or including them as part of their underwear collection.

Note that modern briefs are “hip cut,” meaning the fabric only covers part of your hip, unlike traditional full-cut briefs. Generally, hip briefs are what you would want to purchase unless you are into full-cut traditional briefs. More adventurous guys may opt for tanga briefs instead. Tanga briefs don’t have any hip coverage, so they are both sexier and cooler in warm weather at the same time.

Me wearing men's tanga briefs
Men’s tanga briefs do not have any fabric on the hips but have full butt coverage.

Wirarpa Modal Hip Briefs

These Wirarpa modal briefs are good value for around $6/pair. That is awesome for modal briefs, which is one of my two favorite underwear fabrics (bamboo is the other). They get 4.5/5 stars on Amazon with over 20,000 ratings, so these Wirarpa modal briefs are highly rated. Multiple colors are available, but note that there is no fly.

Last update on 2024-06-14 at 11:52 / Affiliate links / Images from Amazon Product Advertising API

Calvin Klein Micro Stretch Hip Brief

Calvin Klein microfiber underwear is amazing – I got my first pair over 12 years ago! But I paid closer to $20/pair! Note that they have an 88% Polyester/12% Elastane fabric blend, which is smooth and soft. They look sophisticated and sexy! Note that they don’t have a fly.

Last update on 2024-06-14 at 15:00 / Affiliate links / Images from Amazon Product Advertising API

Evolve No-Show Hip Briefs

These Evolve “No-Show” briefs look quite intriguing for the price. I love that they are hip-briefs and that the Micro Sport version looks sporty. The Micro Sport version is 90% polyester and 10% Spandex, which meets my criteria of at least 10% Spandex content in polyester underwear. Evolve also has a softer viscose version of 95% viscose and 5% Spandex content, which is also good.

Last update on 2024-06-14 at 12:53 / Affiliate links / Images from Amazon Product Advertising API

Avidlove Classic Bikini Briefs

More adventurous guys may opt for bikini or tanga briefs instead (both terms are interchangeable for men). Bikini/Tanga briefs don’t have any hip coverage, so they are both sexier and cooler in warm weather at the same time compared to hip briefs, especially compared to full-cut briefs.

So if you love bikini/tanga briefs, or want to experiment with this short style, picking up a four-pack of Avidlove bikini briefs is an interesting option. I don’t have any personal experience with them, but with great reviews, an 87% nylon/13% Spandex fabric blend, and an array of spicy colors, I doubt you can go wrong with these bikinis.

Last update on 2024-06-14 at 12:53 / Affiliate links / Images from Amazon Product Advertising API

Amazon Prime Deals for Men’s Boxer Briefs and Trunk Underwear

Most men in the United States wear boxer briefs, although some guys are switching to trunks. The key with boxer briefs is to know your inseam length or the length of the legs from your crotch to the bottom of your boxer briefs. As a recap:

  • 1-2″ inseams are “square-cut” trunks. These trunks are square-ish looking because the legs don’t come down much. Square-cut trunks are more popular outside of the US than in the US.
  • 2-4″ inseams are American-style trunks. These are my favorite type of underwear and a great alternative to boxer briefs.
  • In the United States, boxer briefs with 4″-6.5″ inseams are standard. Most boxer briefs, especially those with 5-6″ inseams, fall into this category.
  • 7-9″ inseams are Long-Leg Boxer Briefs. Long-leg boxer briefs are better for guys with thicker thighs who suffer from riding up or skin irritation (chafing). Or they are also great for athletes and workouts or during colder seasons to provide greater warmth to your thighs.
Comparison of men's underwear inseam lengths

Calvin Klein Micro Stretch Low Rise Trunks

I have been a big fan of Calvin Klein microfiber underwear for many years, including trunks and boxer briefs. I found this three-pack of sexy Calvin Klein Micro Stretch Low Rise trunks! That is an excellent deal for Calvin Klein non-cotton underwear. If you have been wearing boxer briefs but want to try something shorter and sexier without buying briefs, these Calvin Klein trunks are a great starting point.

Last update on 2024-06-14 at 14:37 / Affiliate links / Images from Amazon Product Advertising API

Jockey Modal Boxer Briefs – 6″ and 9″ Inseam

I love modal and previously reviewed Jockey 6″ modal boxer briefs. I own two pairs, and I love them both! I purchased mine during a blowout sale, and with Amazon Prime Day, you can get amazing pricing too!

Amazon has both the 6″ and 9″ long-leg three-packs. Pricing depends on your size and the color combination. The best pricing seems to be this black/gray/red color combination below. Getting high-quality modal boxer briefs for under $10/pair is an amazing deal!

Last update on 2024-06-14 at 11:36 / Affiliate links / Images from Amazon Product Advertising API

Last update on 2024-06-14 at 14:37 / Affiliate links / Images from Amazon Product Advertising API

Separatec 8″ Long-Leg Boxer Briefs

Long-leg boxer briefs are great for men who want to wear boxer briefs but have problems with boxer briefs riding up. Or for men with irritated skin – “chafing” – on their legs and thighs and need underwear to protect the area. I have previously reviewed Separatec’s long-leg boxer briefs, which I love.

However, note that most Separatec underwear includes Separatec’s Dual Pouch system. Read my Separatec review for full details on this unique pouch design, where I discuss the Dual Pouch system.

Last update on 2024-06-14 at 14:37 / Affiliate links / Images from Amazon Product Advertising API

David Archy Bamboo Boxer Briefs

Besides Jockey modal boxer briefs, I also really enjoy David Archy’s Bamboo Boxer Briefs. These 5.5″ boxer briefs look great, have a fly, and are so soft against the skin. This is a great time to stock up on these boxer briefs. Also, if you wear trunks, you can get a seven-pack of bamboo trunks.

Last update on 2024-06-14 at 14:37 / Affiliate links / Images from Amazon Product Advertising API

Last update on 2024-06-14 at 14:37 / Affiliate links / Images from Amazon Product Advertising API

Amazon Prime Deals for Men’s Boxer Shorts

Some men still prefer the roominess of men’s boxer shorts, although men’s boxers may be more popular with women than men. Men’s boxer shorts are great for hanging out, sleeping, and general lounging, but I’d avoid boxer shorts for officewear.

David Archy Bamboo Boxer Shorts

I wrote previously about David Archy’s bamboo boxer briefs, which I love. But I don’t have any boxers from David Archy or Separatec because I don’t wear boxer shorts. But if you do, you may want to check out this three-pack of David Archy bamboo boxers

Note that it comes with a button fly, which is great, but the inseam is 6.5″ long. This is a bit long for boxers and would work better if you intend only to wear boxers, such as lounging around the house.

Last update on 2024-06-13 at 20:56 / Affiliate links / Images from Amazon Product Advertising API

Amazon Prime Deals Men’s Jockstraps and Thongs

Let’s not forget an oft-forgotten part of men’s underwear: men’s jockstraps and thongs. While most people may associate jockstraps and thongs with sex, quite a few guys wear jockstraps and thongs as daily underwear. I have a couple of jockstraps, and I find jockstraps great to wear to bed. If you want to try spicing up your underwear and experiment with jockstraps and thongs, Amazon Prime Day is a wonderful time to try it!

Summer Code Nylon Jockstraps

Picking up jockstraps for $5/pair is an amazing deal, especially ones with a silky 85% nylon/15% Spandex fabric blend. These Summer Code jockstraps fit the bill and won’t blow your budget either. I also appreciate that they have several colors to choose from, including black, orange, and green.

Last update on 2024-06-13 at 20:56 / Affiliate links / Images from Amazon Product Advertising API

Summary of the Amazon Prime Men’s Underwear Deals

Amazon’s next Prime Days event is in July 2024, so bookmark this page to see all of the great deals. And if you see a great deal, don’t wait! As so many others will be shopping on Amazon, you don’t want to return to your cart and find your great men’s underwear deal sold out. 🙁

Let me know in the comments what amazing Amazon men’s underwear deals you find!


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Eric at MensUnderwearGuide.com

Eric is the creator and writer of MensUnderwearGuide.com. He loves boxer briefs and trunks, exploring the new world of briefs, the soft feeling of modal and the lightness of mesh microfiber, and of course writing and researching the world of men's underwear.

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