The first product I tried from Tommy John was a pair of Go Anywhere Boxer Briefs, and they single-handedly changed my perception of what it means to be comfortable in underwear.
Since then, I've worn Tommy John Boxer Briefs in a variety of different materials, and they're all a solid choice for comfort. I can't say that any material is better than another because it all comes down to preferences like whether you value breathability or silky texture.
They're slightly longer than most other boxer briefs I've worn, but I actually like that. They're form-fitting, stay in place, and never ride up my legs from regular motion or heavy activity.
As someone who's received an untold number of boxer briefs to test, I have a unique perspective on what's truly a good value. There are brands that I fully dislike and won't recommend, brands that I like and recommend but won't personally pay for considering how many pairs I already own, and then there's Tommy John. It's the one underwear brand I'll happily pay for.
I always struggled to find a valid reason to buy and wear basic short-sleeve undershirts. They're usually sloppy and uncomfortable to wear under my clothes. And after a few wears and washes, they lose shape.
However, Tommy John's undershirts are engineered for comfort. Their patented design makes them a bit longer and easier to stay neatly tucked. The brand offers three undershirts in material types — Second Skin, Cool Cotton, and Air — and in my experience, they've all been more comfortable than standard cotton undershirts.
Regardless of which material you choose, you'll get a thin, form-fitting (but not tight) shirt. I also really appreciate the different styles available. Crewnecks are great for wearing under button-up shirts with ties or other crewnecks, V-necks are good for wearing a shirt casually unbuttoned, and deeper V-necks are good for wearing undershirts that are more drastically unbuttoned.
I wouldn't recommend leggings as your first Tommy John purchase because they're more expensive and naturally less useful than a pair of underwear that you could wear anywhere or any time. But if you've experienced the comfort of their underwear and want to extend that into your arsenal of sportswear, this is the best way to do it.
The Tommy John 360 Sport 2.0 Leggings are just as comfortable as the underwear and have many of the same attributes in terms of fit and support. Additionally, they have a media pocket on the right side, which fits my iPhone 11 Pro Max nicely.
Although I'm not a leggings-under-shorts kind of guy, I've gotten great use out of them as a base layer in cold weather. Even when I'm not working out, I find myself wearing my Sport leggings under jeans to stay warm.
When I'm not wearing jeans and I need to put on comfortable pants, Tommy John Go Anywhere Joggers are my go-to pair.
The quick-drying, moisture-wicking material is made from polyester, Tencel, and spandex, and as the name suggests, I feel like I can go anywhere (within reason) while wearing them. I wouldn't wear them to work, but I've worn them to the gym, out to run errands, and casually a countless number of times, and they're super comfortable.
I might sound like a broken record by now, but the fit — just like everything else at Tommy John — is what makes them so great. I ordered my true size and both the waist and inseam length fits me well. I also appreciate the extra zippered pockets on the front and rear, the locking cuff zippers, and the drawstring waistband.
Personally, I like to sleep in my underwear, but when it's a bit too cold or I'm just lounging rather than sleeping, I like to wear Tommy John Second Skin Sleep Joggers. They're super soft against the skin, non-restrictive, and they feature two functional front pockets.
I'll admit that $64 is a lot of money to spend on pants just to sleep in, but they make for a great item to splurge on or give as a gift.
I've always been impressed with Tommy John's different products, but the Stay-Tucked Dress Shirt was the most impressive because it's surprisingly well made. If you were to take any other brand that's best known for underwear, you probably wouldn't expect them to be able to make a quality dress shirt.
The Stay-Tucked Dress Shirt uses a cotton stretch fabric to keep its shape after multiple wears and allows for full range of motion without coming untucked. Although you can find similar features with other performance dress shirts, Tommy John takes performance to another level with an innovative technology called InvisiGrip Snap, which keeps the shirt tucked in.
InvisiGrip Snap Technology consists of three snapped buttons and an elastic hem the bottom of the shirt. It feels a little awkward to wear at first, but you'll quickly get used to it — and most importantly, your shirt won't come untucked. You can buy the stretchiest of stretchy performance dress shirts and still not get a fit this good.
Read our full review of Tommy John Stay-Tucked Dress Shirts.
The Go Anywhere Everyday Blazer is special because it maintains a relatively classic look while still working in modern comfort and convenience features.
It's made from an innovative four-way stretch material that's breathable, moisture-wicking, and water-repellent, and it has 360-degree underarm stretch, which allows for a full range of motion.
I personally wouldn't recommend it if you're going for an extremely dapper and formal look, but it's great for commuting and wearing in the office.
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