White Dress Shirt Black Knit Tie Beige Print Pocket Square Brown Plaid Wool Blazer Black Wool Waistcoat Navy Chinos

Reach for a brown plaid wool blazer and navy chinos for drinks after work. A look like this makes it easy to embrace weird transeasonal weather.

Navy Chinos Dark Brown Knit Tie Dark Brown Quilted Waistcoat Navy Plaid Wool Blazer White and Black Vertical Striped Dress Shirt Tobacco Paisley Pocket Square

Team a navy plaid wool blazer with Shades of Grey Slim Fit Chino for a dapper casual get-up. Naturally, an ensemble like this will keep you warm and stylish throughout the season.

White Dress Shirt Navy Corduroy Blazer Navy and White Vertical Striped Tie Navy Chinos White Leather Tote Bag Mustard Leather Loafers

So as you can see, being a dapper dude doesn't require that much effort. Just pair a navy corduroy blazer with Shades of Grey men's Slim Fit Chino and you'll look incredibly stylish. Balance this ensemble with mustard leather loafers. You know when it's blazing hot outside, sometimes only a fresh outfit like this one can get you through the day.

Black Turtleneck Grey Plaid Wool Blazer Navy Chinos Black Suede Desert Boots

Go for a sophisticated look in a grey plaid wool blazer and navy chinos. Black suede desert boots complement this getup quite nicely. Loving that this ensemble is ideal when chillier weather arrives.

Dark Brown Leather Brogues Navy Chinos White Long Sleeve Shirt Brown Scarf Black Cardigan

Team a black cardigan with Shades of Grey men's Slim Fit Chino for an easy to wear, everyday look. Look at how well this ensemble is complemented with dark brown leather brogues. Keep this combo in your front hall closet come spring, and rest assured, you'll save a lot of time trying to pick out a look on more than one occasion.

Blue Seersucker Long Sleeve Shirt Dark Brown Tie Navy Crew-neck Sweater Navy Duffle Coat Dark Brown Leather Gloves Brown Leather Messenger Bag Navy Chinos Brown Leather Brogues

No matter where you go over the course of the day, you'll be stylishly prepared in a navy duffle coat and Shades of Grey men's Slim Fit Chino. Brown leather brogues will become an ideal companion to your style. We promise this combo is the answer to all of your transeasonal wear woes.

Navy Chambray Short Sleeve Shirt White Crew-neck Sweater Navy Chinos White Leather High Top Sneakers

If you feel more confident in comfy clothes, you'll love this on-trend pairing of a white crew-neck sweater and navy chinos. A good pair of white leather high top sneakers are sure to leave the kind of impression you want to give. When spring is in full effect, you'll love this combo as your favorite for weird transition weather.

Navy Chinos Dark Brown Leather Belt Dark Brown Leather Watch Dark Brown Bracelet Navy Chambray Long Sleeve Shirt Olive Military Jacket Navy Cardigan

This combo of an olive military jacket and Shades of Grey Slim Fit Chino exudes comfort and functionality and allows you to keep it low-key yet contemporary. As you can see here, it's super easy to look dapper and stay cozy come colder days, all thanks to looks like this one.

White Dress Shirt Olive Cotton Waistcoat Beige Blazer Navy Chinos Olive Suede Tassel Loafers

Swing into something classy yet current with a beige blazer and navy chinos. You could perhaps get a little creative in the shoe department and spruce up your ensemble with olive suede tassel loafers. There's no better way to brighten up a dreary autumn day than a killer look like this one. (Ok, maybe there are a couple.)

White Crew-neck Sweater Gold Watch Black Pea Coat Navy Chinos Black Socks Dark Brown Suede Oxford Shoes

A black pea coat and navy chinos are a good combo that will earn you the proper amount of attention. Add a glam twist to your outfit with dark brown suede oxford shoes. Mastering transitional fashion is easy with style inspiration like this.

White and Red Check Dress Shirt Navy Polka Dot Tie Red V-neck Sweater Grey Wool Blazer Navy Chinos Beige Socks Brown Leather Brogues

A smart casual pairing of a grey wool blazer and navy chinos can maintain its relevance in many different circumstances. Brown leather brogues are an easy choice here. Keep the autumn anxiety at bay in a on-trend getup like this one.

Beige Baseball Cap Light Blue Dress Shirt Black Canvas Backpack Olive Raincoat Navy Chinos Black Socks Olive Camouflage High Top Sneakers

This pairing of an olive raincoat and Shades of Grey men's Slim Fit Chino will enable you to keep your off-duty style clean and simple. Olive camouflage high top sneakers are the right shoes here to get you noticed. Loving that this combo is great when spring arrives.

Light Blue Houndstooth Dress Shirt Navy Cotton Blazer Dark Brown Leather Watch Brown Leather Belt Navy Chinos

Choose a navy cotton blazer and Shades of Grey Slim Fit Chino if you're going for a neat, stylish look. So if it's a warm weather day and you want to look stylish without putting in too much work, this ensemble will do the job in no time flat.

Pink V-neck T-shirt Navy Chinos White Leather Low Top Sneakers

This combo of a pink v-neck t-shirt and Shades of Grey men's Slim Fit Chino is perfect for off-duty occasions. Finish off this getup with white leather low top sneakers. An outfit like this is just what you need to get in the mood for this summer fashion season.

Light Blue Dress Shirt Brown Sunglasses Dark Brown Woven Leather Belt Navy Chinos Brown Leather Double Monks

This combination of a light blue dress shirt and Shades of Grey Slim Fit Chino will set you apart effortlessly. Take a classic approach with the footwear and opt for a pair of brown leather double monks. If you're planning a summer-ready look, this one is a savvy idea.