Tommy John Underwear: Detailed Product Guide
An in-depth look at some of Tommy John's most popular underwear options.
While we don’t say it lightly, we do say it confidently.
If you’re looking for the premium men’s underwear experience, go with Tommy John.
From their incredibly comfortable Second Skin line to their super lightweight and breathable Air fabric, Tommy John has you covered for all aspects of your life.
And to top it off, they even have their own signature Quick-Draw Horizontal Fly.
Not so sure about making a switch from the long-standing vertical fly?
Trust us. You’re going to be pleasantly surprised.
In This Guide:
Note: Featured products are independently selected and reviewed by The Underwear Review. If you purchase through our links, we may earn commission.
1. Tommy John Second Skin Boxer Briefs
The Tommy John Second Skin Boxer Briefs feature a micro modal spandex fabric blend and a stay-put waistband that are great for everyday wear.
Tommy John boxer briefs utilize a horizontal fly and come with a best pair guarantee (refund or exchange if unsatisfied with first purchase).
Shop at Tommy John: Tommy John Second Skin Boxer Briefs
Available on Amazon: Tommy John Second Skin Boxer Briefs
They also have a seamless back with a comfortable contour pouch in the front.
These boxer briefs are some of our favorites and a pick from our Most Comfortable Boxer Briefs list.
Tommy John Second Skin: Product Features
Tommy John’s Second Skin Boxer Briefs feature a very soft micro modal fabric that is designed for everyday wear and also a great choice for lounging.
True to their name, these boxer briefs fit like a second skin and remain comfortable during extended wear.
The fabric has been updated from previous iterations with Tommy John now boasting an improved fabric that’s just as soft as always but now twice as durable.
The micro modal fabric also has a non-pilling design, which means no lint balls or fuzz forming on your boxer briefs.
The Second Skin Boxer Briefs fabric lays flat and fits smoothly under clothing without any bunching, but remains non-constrictive and offers a full range of motion.
Tommy John’s Second Skin Boxer Briefs have an elastic stay-put waistband that does not pinch or constrict and remains comfortable even when worn for extended periods.
The waistband is 1.75 inches in length and does not ride up or require any adjustment throughout the day.
The style of the waistband will vary depending on the color of boxer briefs you choose.
Some styles match the fabric and have a consistent color throughout the garment, while others have a shiny contrast or pattern of their own.
Despite any differences in appearance, the waistband properties are consistent across the board.
Tommy John’s Second Skin Boxer Briefs have a comfortable contour pouch that is designed to minimize the need for adjusting.
An important distinction with boxer briefs from Tommy John is their “quick-draw” horizontal fly.
We’ve found that the horizontal fly isn’t very noticeable or distracting if you prefer no fly or if you mostly ignore the vertical fly on your underwear.
However, if you are partial to a vertical fly, this is a characteristic to consider.
Note: If you’re not certain about the horizontal fly, you can try a pair worry-free. Tommy John will let you return your first purchase if it’s not to your liking.
These boxer briefs offer comfortable everyday pouch support that’s suitable for low-grade activity.
However, if you’re planning to exercise or engage in strenuous activity, you’ll want to opt for a higher-grade of support.
Tommy John’s Boxer Briefs are among the best on the market when it comes to stay-put legs (i.e. boxer brief legs that don’t roll up).
Some movement in the legs is normal, as the level of compression required to eliminate any movement would be constricting and uncomfortable.
With a proper fit you should enjoy a full range of motion and not feel any uncomfortable compressive pressure in the thighs.
Even in their mid-length option, the Tommy John Second Skin Boxer Briefs do a great job at preventing leg-roll while remaining comfortable for extended wear.
Tommy John Second Skin Boxer Briefs: Summary
These boxer briefs are a new and improved version from Tommy John, dubbed twice as durable as previous versions while retaining their luxurious softness.
They have a great non-pilling micro modal fabric that’s soft against your skin and great for daily wear.
These boxer briefs are a great blend of comfort and function.
They have a comfortable stay-put waistband, non-constrictive compression in the legs to minimize rolling, and a unique horizontal fly for quick access—a great everyday option.
The popular Tommy John Second Skin design is also available in trunk and brief variations.
Shop at Tommy John: Tommy John Second Skin Trunks
Shop at Tommy John: Tommy John Second Skin Briefs
Note: All Tommy John products, including their underwear, come with a “Best Pair Guarantee” for first purchases.
This means that if you’re unsatisfied with the product for any reason, Tommy John will issue a refund for one worn garment of each product type or allow a product exchange.
2. Tommy John Air Boxer Briefs
The Tommy John Air Boxer Briefs feature an extra-light Air Mesh fabric that’s breathable, quick-drying, and weighs a mere 2 oz.
Shop at Tommy John: Tommy John Air Boxer Briefs
These boxer briefs have a comfortable contour pouch with a Quick Draw horizontal fly and a stay-put waistband that won’t roll or pinch.
When the temperature rises and your body starts to sweat, there’s nothing worse than damp and heavy fabric sticking to your body.
The weight of the fabric before it gets damp and how it handles sweat will play a big role in overall breathability.
Typically, the best option is going to be a mesh fabric or a naturally breathable material with a permeable construction.
Not only does the permeability of these fabrics allow heat and sweat to move away from your body but it also helps your underwear dry faster.
This awesome Tommy John Air design is also available in trunk and brief variations.
Shop at Tommy John: Tommy John Air Trunks
Shop at Tommy John: Tommy John Air Briefs
3. Tommy John Luxe Rib Boxer Briefs
The Tommy John Second Skin Luxe Rib Boxer Briefs feature a silky-soft micro modal fabric with a ribbed texture for extra airflow.
Shop at Tommy John: Tommy John Luxe Rib Boxer Briefs
These boxer briefs have a comfortable contour pouch with a Quick Draw horizontal fly and a stay-put waistband that won’t roll or pinch.
This luxe rib fabric has a luxuriously soft feel on your skin and the ribbed channels enhance airflow for breezy fit that makes it a perfect everyday wear choice.
Be sure to check out the rest of Luxe Rib Series.
4. Holiday Styles from Tommy John
Who doesn't love a little holiday spirit?
Come holiday season, Tommy John is always sure to release special prints for their Second Skin and Cool Cotten collections.
If you're looking to incorporate some fun prints into your underwear drawer, these are far and away the best holiday boxer briefs on the market.
Common among other holiday underwear options out there is the use of cheap fabrics and poor construction.
These Tommy John boxer briefs utilize all of the high-quality fabrics and characteristics of their usual product offers while incorporating stylish winter prints.
In other words, this is holiday underwear that you'll actually enjoy wearing.
Grab a few pairs for yourself and give them as a gift that's sure to be appreciated.
You'll love spending the holidays in comfort and style with Tommy John Second Holiday Boxer Briefs.
5. More of Our Top Picks from Tommy John
The picks featured in-depth above are some of our favorites that you'll find us wearing on a steady rotation in our everyday lives.
But there are many great Tommy John products that have made our top picks in several categories, including Most Comfortable and the best Available on Amazon.
Tommy John Apollo Boxer Briefs
The Tommy John Apollo Boxer Briefs are built as a perfect everyday wear option with an incredibly soft feel.
These boxer briefs feature a durable construction with stretch and recovery, as well as drirelease technology that wicks moisture and is extra breathable.
Shop at Tommy John: Tommy John Apollo Boxer Briefs
Tommy John’s Apollo Boxer Briefs feature a stay-put waistband that sits comfortably and never rolls.
These boxer briefs have a contour pouch that softly supports and a signature quick draw horizontal fly.
The popular Tommy John Apollo design is also available in a trunk variation.
Shop at Tommy John: Tommy John Apollo Trunks
Tommy John 360 Sport Boxer Briefs
The Tommy John 360 Sport Boxer Briefs feature a signature stretch fabric that prevents riding up and wedgies even during high intensity workouts.
These boxer briefs have a stay-put waistband and offer the perfect amount of coverage and support.
Shop at Tommy John: Tommy John 360 Sport Boxer Briefs
Tommy John’s 360 Sport Boxer Briefs are a great hybrid option with a performance design that’s comfortable enough for everyday wear.
These boxer briefs have a supportive contour pouch and a Quick Draw horizontal fly.
Tommy John Second Skin Stay-Tucked Undershirt
The Tommy John Second Skin Crew Neck Stay-Tucked Undershirt is a silky soft option that’s great for daily wear.
This undershirt utilizes a patented design that never comes untucked and a stretch rib memory collar that lays flat.
Shop at Tommy John: Tommy John Second Skin Crew Neck Stay-Tucked Undershirt
Tommy John’s Second Skin Crew Neck Stay-Tucked Undershirt utilizes a non-pilling micro modal fabric with added spandex for stretch and recovery to keep its shape.
This undershirt has a tapered design to eliminate excess fabric and comes with a Best Pair Guarantee.
The popular Tommy John Second Skin Stay-Tucked Undershirt design is also available in V-neck and tank variations.
Shop at Tommy John: Tommy John Second Skin V-Neck Stay-Tucked Undershirt
Shop at Tommy John: Tommy John Second Skin Tank
Tommy John Stay Up Dress Socks
Shop at Tommy John: Tommy John Stay-Up Dress Socks
The Tommy John Stay-Up Dress Socks feature a comfortable Pima cotton fabric blend with zoned ventilation to keep your feet cool and dry.
These socks have added arch support, light compression to support blood flow, and stay-put InvisiGrip Technology.
Discover other great underwear brands with our Most Comfortable Underwear Series.
