Boxer briefs next to text saying "Prime Day"

We’re well into day 2 of Prime Day, and Calvin Klein now is joined by several more smaller premium underwear brands. Read more below about the specific options and our inside tips.


Calvin Klein

Savings up to 35% off by Amazon’s standards, there are some great deals to be had if you choose the color wisely.

 Calvin Klein Men’s Ultra Soft Modal Boxer Briefs

  • Luxuriously soft
  • Highly reviewed

Things to remember: This is modal fabric, which is incredibly comfortable and perfect for casual, everyday use. You would not want to wear these for any intense activity. They will get destroyed, and they aren’t the best at moisture control. But you would want to wear them lounging around the house!

Underwear Insiders Tip: Check out the different color options, because Amazon has different prices for each color. At the moment of this writing, the Wild Fern green color is $5 cheaper than most color options, making it around $11 total with free shipping. That’s not bad at all!


Calvin Klein Men’s Cotton Stretch Multi-Pack Boxer Briefs

  • Classic cotton underwear
  • Incredibly affordable, currently around $6/pair

Underwear Insiders Tip: Keep in mind that these are more traditional style underwear. There is a bit of added elastic, but overall the fit is fairly baggy. So it’s not that flattering compared to slim fit options. And cotton isn’t great for sports or heavy sweat, keep in mind that it’s just going to soak up all that moisture.


Moderate savings, but nothing to write home about. Still, we love Saxx and their ball hammock design.

 Vibe Boxer Briefs with Built-in Ballpark Pouch Support


  • Ball hammock support
  • Flattering slim fit
  • Soft material

Underwear Insiders Tip: The line is labeled as discontinued, and the savings only average around $5 off the normal price. A quick check on the price history shows these have sold for much cheaper. You might check out the Saxx official website Sale page, which has some good deals (though keep in mind you won’t get Amazon’s fast & free prime shipping).


Big savings on the original Give-N-Go Boxer Brief and Boxer

ExOfficio Men’s Give-N-Go Boxer Brief

  • Good airflow
  • Easy to clean, quick to dry
  • Durable construction

Underwear Insiders Tip: Watch out for the model, these appear to be the original Give-n-go model, which has a lower elastane (spandex) content. ExOfficio launched a newer Give-n-go boxer brief 2.0, which simply improves on their original version. Both are quality choices, but the newer option appears to only be available direct from the ExOfficio website.

Under Armor

Also with up to 35% off savings from Amazon, there are some decent deals to be had.

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

  • Great moisture control
  • No roll waistband

Underwear Insiders Tip: These are a solid choice for athletes and gym-goers. The polyester fabric offers great moisture control, and the pouch has a jersey style fabric that offers increased airflow. Count on these to keep you fresh and dry.


Under Armour Men’s HeatGear Armour 2.0 6-inch Compression Shorts

  • Supportive compression fit
  • HeatGear tech to keep you fresh in the heat

Underwear Insiders Tip: Compression shorts are designed for a very, very close hug to your body. So be prepared for that tight fit. They should provide adequate support for intense movement while you’re playing sports.