How to Style Sweatpants: Feel Comfy + Look Good

Let our style guide help you feel confident in your sweatpants.

How to Style Sweatpants

Men's Sweatpants

Make the most of your day-to-day wear for the last three years. Styling your sweatpants all comes down to how creative are you? Styling your sweats focuses on the art of layering, from t-shirts to sweatshirts to vets and more. Don’t forget the final touches on your feet which can go from runners to boots.

This is How to Style Sweatpants: Feel Comfy + Look Good.

Did you know that between 2020-2022 the sales of sweatpants and hoodies went up by 130%?

Every brand and influencer on TikTok cashed in on the forced stay-at-home culture, which has evolved into a work-from-home society. You probably picked up 2-3 new pairs of sweats yourself, and that’s why you are here.

Wondering, ‘how do I style this new ‘comfy’ wardrobe I have?’

Well, do not worry. Your sweatpants don’t have to hide in your closet and only come out on lazy Sundays, and this article will take you through the complete style guide on how to succeed in looking fresh out on the town in your sweatpants.

If you a taller guy looking to find the perfect fitting  sweatpants, I created these guides of the top brands just for you.

Now let me take you through your sweatpants styling guide.

Are Sweatpants in Style 2022?

Sweatpants are 100% in style in 2022. We all have purchased more than we need in the last two years, so you should add them to your rotation of clothes for going out: a morning brunch, mid-day work shift at the coffee shop, night out on the town or at your next big dress-up event.

Men's Style Guides

Not only are sweatpants are in style, these other pieces of clothing will keep you looking fashionable. Check out our other style guides.

How do you Style Sweatpants Casually?

Styling your sweatpants for a casual look can be done with simple tweaks. If you’re looking to wear your sweats out for mid-week catchup with friends or perhaps a weekend outing with friends, the best thing you can do is layer up. 

Adding layers to your torso helps add bulk and depth to the simple look of your sweatpants. Think hoodies, flannel shirts and long tees and each should be a different length.

Sweatpants have been a staple of comfort for the last years, with comfort comes laziness.

Take the time to wash your sweatpants properly, also dry them with the care they deserve (learn how to use a dryer properly.) Learn about dry flat, line dry and how to dry your clothes without a dryer.

Once dry, instead of throwing your sweatpants on the floor and have them wrinkle, be sure you know how to fold your sweatpants.

What Types of Shirts look good with Sweatpants?

The best shirts that look good with sweatpants all have one thing in common: length! Long shirts will start the layering process you need when styling sweatpants. If you do not wear longer tee shirts with your jeans or joggers, I suggest you buy a couple just for the days you decide to get comfy but fashionable. 

Check out our T-shirt’s for Tall Men guide for the best brands that make the perfect long tee’s for layering.

How to Style Sweatpants in Winter

When styling your sweatpants for warmth in winter weather, you will want to pick the heaviest fabric pair of pants you have if any of your sweatpants have an extra lining in them for extra warmth. 

If all of your sweatpants are the same fabric and make, then take this trick I learned the past winter and wear a pair of compression leggings from the gym instead of regular underwear.

To style your look for the winter, choose a pair of winter boots or combat boots for footwear, pair a hoodie underneath a leather jacket and top it off with a toque (or beanie as you might refer to them.) You may want to pair your combat boots with a pair of camo sweatpants for that tough winter military look.

How to Style Sweatpants in Summer

You will want to keep the number of clothes you put on to a minimum in the summer, so think length over layers with your sweatpants. 

When wearing your sweatpants in the summer, the first thing you can do is pull your cuffs up a few more inches or even pull them as high as your mid-calf. Doing this will not only tweak your style but keep you a little cooler. 

For tops, stick to long white T-shirts as your go-to look. You can add a bit more flare to the look by putting on an unbuttoned shirt (flannel is always a good look), or you can tie the shirt around your waist, letting the bottom hang down.

How to Style Baggy Sweatpants

When styling baggy sweatpants, you will want to stick with the overall look of ‘baggy’ and stay away from any fitted shirts. If your sweatpants came in a sweatsuit pairing, then you can complement the look with a long t-shirt to add as your layer.

How to Dress up Sweatpants

You can do more than make your sweatpants look stylish. With the proper cut of sweatpants, you can dress them up to wear on almost any occasion. 

Confidence is essential when you step outside the ‘norm’ of fashion sense within your usual crowd. Before you put your piece together, you want to find a pair of sweatpants that are not baggy and fit close to how joggers do. 

To dress them up, add a well-cut suit jacket on top of a typical length white, gray or black t-shirt and finish off the look with either a clean pair of Chuck Taylors or your favourite dress shoe.

Learn more style tips with our how to dress up sweatpants.

How to Style Sweatpants: 6 tips

Now that I have gone over some of the essential tips to help you feel comfortable styling your sweatpants for most occasions, I will break down the top 6 areas to build your perfect fit, which I dive deeper into with this article sharing what to wear with sweatpants.

1. Fitted Sweatpants, not Baggy

The rule of thumb is to get a fitted pair of sweats for any occasion. Excessively baggy fashion is circular, and in time it will come back, but with a fitted look, you can look good no matter what style is in season. If you have a pair of sweatpants you like but they are too baggy, you can try shrinking them.

Are your sweatpants too baggy? How to shrink sweatpants.

Instead of crossing your fingers when purchasing your next pair of pants, learn how to measure your inseam and get the perfect fit.

2. Pretend they are Jeans

The best way to go about styling your sweatpants is to stop referring to them as sweatpants. Due to the last 30 years of sweatpant culture, our brains were trained to think ‘lazy,’ ‘slob,’ ‘messy’ using these pants. Instead, please start thinking about them as you would a pair of jeans and add your complimentary clothes accordingly.

3. Throw on a Pair of Boots

Boots are a great way to turn a pair of sweatpants into a fashion statement. It doesn’t matter if they are black or brown boots; make sure the laces are either fully untied or a little loose. Old battered boots work just as well as fresh new boots here.

4. Throw on a Pair of Trainers

If you want a different feel than a clunky boot on your foot, you will want to wear a clean (new or well taken care of) sneaker. A great trick to renew an old pair of shoes is to wash the laces. New Balances 754 & 997H are always a good choice also the Nike Waffle Trainers. 

Don’t fall into the trap of getting so comfortable with wearing a pair of shoes that you gradually lose track of how dirty they are getting. Let these guides keep your shoes as good looking as your sweatpant styling.

And you can’t forget to give your shoelaces love, they are just as important as the sneaker.

5. Layers On Top of Layers

Putting on your outfit’s finishing touches should always end with “do I have enough layers?.” Pull out all the tops you have from white tee shirts, shirts, sweaters, hoodies, flannels, windbreakers, jackets and vests. Take your time and switch out pieces, seeing what works with what. There is no problem having 3-5 layers or even more if you can pull it off. 

6. Add a Long Coat

Instead of adding multiple layers to your torso, you can wear your favourite long coat giving you a single layer that is loud. Look for long winter puffy jackets, proper fitting pea-coat or trench coat. 

Written and reviewed by:
Tall Paul
Tall Paul
I am 6'7 (203cm) / 235lb (106 kg) model and ex-athlete. Since I was a teen I had trouble finding clothes. I was too tall for off the rack and was too lean for Big & Tall.

Get Men's Fashion Tips