Dress Like a Man: Sweat Tailor

Sweatpants get a bad rap. I mean, I guess I understand what all the negative press is about. After all, wasn’t it Jerry Seinfeld and George Costanza who had this exchange:

“Again with the sweatpants?”

“What? I’m comfortable.”

“You know the message you’re sending out to the world with these sweatpants? You’re telling the world, ‘I give up. I can’t compete in normal society. I’m miserable, so I might as well be comfortable.'”

It’s a shame really, as sweatpants are one of the most comfy items of clothing to wear. There is just something to be said for that item that harkens back to childhood (at least mine – embarrassingly up to the 6th grade) and a time where looks aren’t always high on the list of importance. For better or worse, looks do matter nowadays – and while I won’t let style completely get in the way of my life, I do have a job that requires “grown-up” attire and I prefer to look stylish as much as I can muster. Sweat Tailor is on the call to bridge that gap and find the true combination of comfort and style.

As I mentioned above, my real life job necessitates that I look professional during the day. Unfortunately, looking professional sometimes goes hand in hand with feeling uncomfortable. While I’ve started to pay a little bit more for comfort, dress slacks can only do so much. The 5 Pocket Pants may have just saved my work life!

On the surface, these pants look about as business-casual as any other pair of pants. They won’t pass off as tuxedo pants or super dressy, but in most office situations they will pass with flying colors. They are a modern fit and slightly tapered (though not skinny) and are super flexible when moving – something that dress slacks certainly are not. Bending, reaching, running, and even sitting are all a breeze (again sometimes these settings are where dress slacks can be a struggle).

The real secret lies on the inside, as the cotton/spandex blend make it feel exactly like you are wearing sweatpants! They are so comfortable and I just couldn’t get over how liberating and freeing it felt to work in nice pants and not feel like I was constricted. It’s about as close to working from home as I have going for me at the moment. They are also super versatile and can easily transition into casualwear (perhaps paired with a henley or pocket-tee with ease.

I got a 33×32 sizing to try, and they fit about as perfectly as could be. I will say that, since size 33 waist are a challenge to come by sometimes, I generally wear 34’s. These 33’s even felt on the bigger side than I would have expected, so if you hover between a couple different sizes, I would probably recommend going sizing down. In some other pant companies, size 32 length can come up short, but I felt these were pretty much on point for my size (6’1 or 6’2 with shoes).

They also come in army green & blue, and grey.

Joggers seem to be all the rage these days. The lightweight design and elasticity at the feet of this style are technically supposed to be designed for jogging/running. While Sweat Tailor’s Stretch Tailored Joggers can definitely be utilized for putting in some miles, they also do a wonderful job as a casual bottom that your wife won’t be embarrassed to see you in public with. They are constructed with a really soft 94% Cotton / 6% Spandex blend, as well as a zipped pocket in the back and ribbed cuffs on the bottom.

Thy also come in grey, blue, and black, as well as in a tailored styling as well.

One pretty cool aspect is that Sweat Tailor has a “Try First. Pay Later.” option, where you can:

  1. Browse
    • Choose items to try — and pay nothing upfront.
  2. Tryout
    • Try things on at home for free. You’ll have a week to decide what to keep.
  3. Return (or Keep)
    • Only pay for what works, and send back the rest.  Just fill out the form and they will ‘ll send you a shipping label to send back what you don’t want.

Sweat Tailor also have a variety of tops and shorts, in addition to their pants and joggers.

Company: Sweat Tailor (Facebook)

More about Sweat Tailor:

A few years ago, we wanted the perfect pant, so we set out to make it. It had to combine style and comfort in a way that didn’t sacrifice any part of either. It had to fit every aspect of our lifestyle, something that could take us from casual to slick.

Countless hours were spent sourcing the perfect fabric, fine-tuning patterns, testing dyes, adding functional pockets, custom buttons and zippers. After we obsessed over every detail, we had our first pair of Sweat Tailors. By combining the sizing and fit of a tailored pant or jean with the comfort of sweatpants, we found true harmony. The world exists in an active, fast-paced lifestyle and now we finally had one perfect pair of pants to suit that.

Sweat Tailor has grown from a pair of pants into a full brand. We’re excited to bring you new options, like our shorts and joggers, so you can stay stylish and comfortable year round, in any occasion. You can finally have it all.

*”More About” information taken from the company’s website. We like to let their own stories speak for themselves, because we review companies that have real personality and passion about what they do.


Thank you to Sweat Tailor for providing us with samples. Please read our transparency page for info on how we do our reviews.

About Author

Matt Rasmussen lives in Keizer, Ore. with his wife and three daughters. He enjoys watching hockey, going to as many breweries (609) and wineries (148) as he can, and all things Canada (he was born there). Matt was raised as a baseball player and officially transitioned over to running in 2010.

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