With fall basically right around the corner I figured it would be a good time to cover off some of my favourite pieces for the season.
I love dressing for the fall: boots, sweaters, cords, dark denim jeans etc. all these items are my style bread and butter and the fall gives me ample opportunity to wear such pieces.
So without further ado, here are some of my favourite picks:
If you follow me on Twitter then you know I’m a big fan of henleys.
They are a fantastic option for guys who are in shape as they do a great job of highlighting all the best parts of your physique. They are the quintessential masculine shirt as far as I’m concerned.
The good thing about henleys is that they can be worn year round. The key to a fall/winter henley is finding one made from a heavier knit.
My recommendation is the Textured-Stripe Cotton-Linen Henley Sweater by Brooks Brothers:
The knit of this henley is heavier than your run-of-the-mill cotton henley but since it’s made with linen it’s more durable and breathable as well. The combo of cotton and linen is also perfect for the transitional season of fall where the temperatures are neither too warm nor too cool.
Because this henley is made from a heavier knit it’s perfect for layering with other pieces. Remember, one of the keys to dressing well during the fall/winter months is to layer pieces effectively.
Here are a few examples of what I’m talking about:
Of course, if you want to wear this sweater on its own that is perfectly acceptable as well.
All stellar style begins at the feet. You need to have your shoe game on point and a quality pair of desert boots will help you do just that.
The reality is that most men’s shoe game isn’t very deep. It usually oscillates back and forth from a dirty pair of sneakers and some clunky, square toed dress shoes.
Fortunately, desert boots are a great way to add breadth to your shoe game. These boots can easily be paired with things like denim, chinos, cords etc. They are also another way to ramp up your masculine aesthetic. After all, desert boots were first popularized by the British Army during World War II.
My recommendation for desert boots are the Classic MacAlister boots in suede by J.Crew:
You really can’t go wrong with these guys.
How do you wear them?
Here’s a little inspiration to get you started:
Your fall style is simply incomplete without a pair of corduroy trousers. Unfortunately, most guys tend to shy away from cords because they associate them with their grandpa but believe me they are legit style move during the fall/winter season.
The key is finding the right cut and style. You want something that is a bit more slim with the individual cords (or wales) are not too thick. When shopping for cords check for the wale number. The wale count refers to the number of cords per inch. The lower the number, the thicker the cord. You want to look for something between 12 and 14 wales.
My favourite pair of cords are the 770 Straight-fit pant in corduroy by J.Crew:
I absolutely love the fit of the 770s and also own the chinos and denim jeans from J.Crew in this fit.
The other good thing about these cords is that they have a bit of elastane in them to give them some stretch so not only do they look great but they are also incredibly comfortable too.
If you are interested in creating a more masculine aesthetic with your style then scooping up a quality utility/work shirt is a must.
A utility shirt is a type of casual button up shirt made from a heavier cotton material and designed as a workwear item. A utility shirt can be noted by its characteristic two front chest pockets and tab collar and/or tab sleeves.
Work shirts are best paired casually with items like denim jeans, chinos, and cords. Throw on some boots and a trench or pea coat and if you’ll have an awesome masculine look for the fall/winter season.
Although it’s not cold enough yet to bust out a scarf you definitely want to be ready when the time comes.
A scarf is one of those accessories that elevates your look by adding a bit of refinement/sophistication to your style. Unlike Europe, most guys in North America don’t really wear scarves which is a damn shame.
The key to wearing a scarf well is similar to how you should don a pocket square: look for something that complements your outfit.
A scarf is also a great opportunity to inject a little bit of colour in your look. For example, you can wear a simple monochromatic outfit and then throw on a colourful scarf to really punch up your style.
Here’s an example of what I’m talking about:
One of my favourite statement scarves right now is this Herringbone Stripe Scarf from Brooks Brothers:
This is a great option to wear with solid basics and it will look good with basically every type of skin tone/complexion.
The fall/winter season is my favourite time of year to dress well. The are just so many great options out there to choose from that there’s no reason you can’t put together a smashing look for any occasion. Be sure to check out some of picks so you can dress you best this fall season.
Here’s to looking sharp!