Alright, so fall is basically the best season for getting dressed—and if you're into masc style, it's peak cozy fit season. This is my go-to list for stuff I actually wear when the temps drop. It’s not about being trendy—it’s about finding stuff that...
Sections
5
Shirts
Jackets & Hoodies
Pants
Shoes
Cap
Shirts
Simple essentials that are easy to style but still make it look like you put some effort into your outfit.
The wash on this t-shirt is so unique, it adds the perfect amount of detail to your outfit without being loud or flashy. Oversized and loose fitting, I grabbed a size large so 1 can layer long sleeves into the even colder months. I have this in every...
Oversized Fit Distressed-Look T-shirt - Black - Men
The wash on this t-shirt is so unique, it adds the perfect amount of detail to your outfit without being loud or flashy. Oversized and loose fitting, I grabbed a size large so 1 can layer long sleeves into the even colder months
OVERSIZED CORE TEE in VINTAGE GREY
Great piece that can be dressed up or down, the little embroidery above the pocket is my fav detail
State & Liberty Clothing
Love this regular-fit shirt in waffle long sleeve! Its's heavyweight jersey fabric that creates the perfect silhouette. The print on the back is the perfect little extra pop of detail to compliment any outfit.
Regular-Fit Waffled Long-Sleeved Shirt - Dark gray/New York - Men
Oversized T-shirt in mesh with a printed design and baggy, extra-loose silhouette, making it perfect for layering for fall. I would go with a size large so I can fit a longe sleeve under.
Oversized-Fit Printed Mesh T-Shirt - White/22 - Men
So lightweight and so comfy, Nat wears this all the time just as a casual top or even to work out in!
Men's Boxy Crop Camo Dodge Graphic Jersey
Love the cut of this shirt, its the perfect crop and heavy weight material. I have this in multiple colours and wear size large
Men's Boxy Heavyweight Cotton Crew T-Shirt
This blue tone pairs perfectly with neutrals or denim, making it an easy piece to dress up or down and the cute text makes it a bit more fun
Men's Oversized T-Shirts | Baggy Graphic & Gym
So lightweight and so comfy, Nat wears this all the time just as a casual top or even to work out in!
Men's Boxy Crop Camo Dodge Graphic Jersey
Jackets & Hoodies
The final pieces to every fall outfit, from classics to statements.
A leather jacket is a fall essential, and this vintage finish is super cute and pairs with the rest of the items in this list so easily. Size large so I can still fit a hoodie on underneath
Loose-Fit Washed-Look Jacket - Dark brown - Men
Loose fitting utility jacket with huge pockets and the sides adjust for days that you want a more fitted look
wrangler canvas jacket
Classic silhouette and a distressed finish, love pairing this with a distressed t shirt and some simple denim, size medium or large.
Men's Motorcycle Jackets
The perfect date night go to. Elevates any outfit as the finishing touch- pairs with everything.
Regular-Fit Coated Jacket - Dark gray - Men
Cute jacket with embroidered details on the arms and graphic on the back for a bit of a statement. Go with size large!
Forever Roaming Jacket in Black
BDG Kasper Twill Work Jacket
Urban Outfitters
Another item that I purchased all of the colours available because the fit, quality and wash is so perfect. I grabbed a size large for the boxy look. I will be reaching for this red sweater constantly during the fall!
Oversized Fit Hooded Jacket - Light gray melange - Men
A heavily distressed look and an extra-loose silhouette. Round neck, dropped shoulders, and long sleeves. Another piece that has the perfect wash.
Oversized-Fit Washed-Look Sweatshirt - Dark gray - Men | H&M US
Pink Oversized-Fit Washed Sweatshirt
Oversized-Fit Washed Sweatshirt - Pink - Men
Green oversized sweatshirt in heavyweight cotton with a washed look and an extra-loose silhouette. The raw edge is the perfect detail, I would size up for extra layers in the cold weather!
Oversized-Fit Washed Sweatshirt - Green - Men
Loose-fit, hole-knit sweater in soft cotton for super cozy vibes
Loose-Fit Hole-Knit Sweater - Cream - Men
Black oversized sweatshirt in heavyweight cotton with a washed look and an extra-loose silhouette. The raw edge is the perfect detail, 1 would size up for extra layers in the cold weather!
Oversized-Fit Washed Sweatshirt - Black - Men
Another boxy, loose-fit sweatshirt jacket in a heavyweight cotton blend with a generous but not oversized silhouette. It's a simple piece but | love the little stars in the graphic and the little paris call out, can't go wrong with a black hoodie!
Loose Fit Hooded Jacket - Black - Men
A staple that everyone needs in their closet.
The fit on this is perfect and its heavy enough to actually keep you cozy in the fall. I went with a size large so I can fit my oversized t-shirts underneath
Men's Oversized Hoodies | Baggy, Graphic & Zip-Up
Pants
Both comfy and stylish, all of these pants are perfect for colder weather featuring this seasons best washes and styles.
Perfect oversized denim shorts, comfy and can be dressed up or down- my go to shorts!
Men's Denim Shorts | Cargo, Ripped, Stretch & Short
easy to style and super comfy, I ordered a size 34
Men's Washed Black Baggy Denim Shorts
The faded wash gives off that chill, worn-in vibe — like you've had them for years but they're still fresh. Plus, denim jorts go with everything, so you can easily throw them on with a tee or hoodie and be set.
BDG Vulcan Loose Denim Jort
Love the colour of these pants, the perfect fall colour way and I will be keeping these heavy in the rotation!
Straight Relaxed Jeans - Rust brown - Men
Cozy pants for lounging, perfect paired with tees and hoodies.
Standard Cloth Relaxed Fit Open Hem Wide Leg Sweatpant
The star graphics down the leg is my fav, pairs great with simple t-shirts and hoodies.
Love the cut and over sized vibe to these
BDG Star Graphic Cone Sweatpant
Ultra cozy vibes! The stitching detail along the leg is the perfect little addition to these super comfy sweat pants
Men's Straight Leg Sweatpants
Another item I grabbed because of the wash.
Love the baggy fit and colour of this denim so much!
Mens Baggy Denim Jeans: Shop Loose Fit Jeans | Levis® US
Great pair of pants to add a little bit of interest to your outfit but still super versatile so they can be worn with many other items in your closet
BDG Nitro Pinstripe Baggy Fit Jean
utility jeans are a stylish blend of comfort, function, and current fashion trends. They're a low-risk, high-reward piece that works on multiple levels—give them a try and enjoy the extra pocket space!
BDG Industry Baggy Utility Jean
These jeans deliver that authentic Y2K oversized silhouette: high-rise with extra relaxed hips and straight, puddle-style legs that stack over your kicks-full-on nostalgic energy. Built tough with premium denim they feel sturdy, not flimsy. An intern...
BDG 2000s Mega Baggy Jean
Shoes
Fall friendly foot ware options. I like to have a ton of colourful and functional optionals to add a pop to all of my outfits.
heavy in the shoe rotation, these are super comfy and have a platform for some extra height. These run true to size, I went with size 8
Very cool and comfortable shoes that i recommend because they are not that expensive and they have very interesting colors and types
Mens Nike Dunk Shoes. Nike.com
Original Jordan 4's are very expensive and i recommend buying reps because they look the same and for me were very comfortable and much cheaper, very nice color ways
Air Jordan 4 retro & OG archive collection
These might be a bit expensive but they still have very many color ways that can suit your style
Air Max Plus Shoes
Very underrated shoes, they are so comfortable and the price is in the right range, most definitely recommend
550
Cap
Whats a cute outfit without the perfect accessories?
Cute fall colour way that goes with everything in my closet
Mitchell & Ness MLB New York Yankees Faux Leather Dad Hat