The Anatomy of a Casual Outfit: Gents’ Cold Weather Edition

The Top. One of our top picks to wear under the featured sweater jacket in this outfit is this chambray shirt from Bills Khakis. It is an easy, modern fit made of a super soft enzyme-washed fabric. So it’s incredibly comfortable but still nice enough that you can wear it all day and then out to a casual dinner. The color is light enough to work with most of your jeans, too, without looking too “matchy”.

The Bottom. The dark blue rinsed denim of these Joe’s Jeans have a subtle whiskering and sanding to give them a worn-in appearance that is just right for this outfit, and still dark enough to contrast appropriately with the shirt we’re showing. The Classic Straight model has a mid-rise and straight leg for a comfortably modern look and feel.

The Dapper Accessory. In the colder weather, a scarf is a wonderful touch of style – and it’s practical, too. This all wool navy and burgundy check from Brooks Brothers looks great paired with the navy fleece in this outfit, and any neutral coat, so you will get plenty of use out of it.

The Shoes. For Fall and any day around the house, sneakers are any gent's go-to. Nike’s Paul Rodriquez sneaker is designed with a mesh and suede upper that, from a practical stand provides good ventilation, and from a style point-of-view, is just plain good-looking. The off-white color coordinates with this look, and all of your casual staples.

The Top. Comfortable hoodies are a weekend staple. And now that athletic inspirations are a fashion trend, they are perfectly acceptable for activities besides heading to the gym or watching the game on the couch. Look good while you’re running errands or spending time outdoors in this Jack Spade hoodie. The contemporary fit gives it a sleeker feel from your college hoodie, and the quality is just great with a soft fleece lining that will keep you warm. We are especially drawn to the zip neck closure - it adds style and is even practical with its wind protection inset. We’re showing you a truly casual look, but you can wear it with jeans, cords, or twill pants, too.

The Bottom. Gents, joggers – a nicer version of our old sweatpants – are a mainstay in casual wear these days. And it’s not an item that you need to spend a fortune on. Gap does this kind of casual wear really well. The contemporary fit will have you looking good throughout the day, and is a perfect finish to the sweatshirt in this outfit. Details like a zip cuff and rear zip pocket give these pants a more stylish feel, but the breathable, high performance fabric can even accommodate a pick-up game, too.

The Colder Weather Layer. Of course, a long sleeve t-shirt is an easy layer under the hoodie in this look and J.Crew makes one of our favorites. They use a nice jersey cotton that is comfortable and retains its shape really well, so you’ll get plenty of wear out of it. We’re highlighting the navy here, but any of the colors through the ‘shop it’ button will work in this outfit – and for all your weekend needs.

The Dapper Accessory. On those cold weekend days, we love throwing on a great knit hat. And if you’re using it functionally, it will help keep the cold out when you wear your hood up in this outfit. Canada Goose certainly knows their way around tough Winter weather, making some of the best outerwear and accessories around. So, you can trust that this 100% wool hat will keep you warm, while looking coolly sporty.