Dark Brown Suede Desert Boots Black Socks Brown Chinos Navy Shirt Jacket White and Black Horizontal Striped Long Sleeve T-Shirt

Perfect the smart casual look in a navy shirt jacket and brown chinos. Complement your look with Polo Ralph Lauren Classic Desert Boot. When it's one of those dreary autumn days, sometimes only a kick-ass ensemble like this one can brighten things up.

Dark Brown Suede Desert Boots Black Socks Charcoal Wool Dress Pants Navy Wool Blazer Navy Vertical Striped Tie Light Blue Dress Shirt Brown Print Pocket Square

No matter where you go over the course of the evening, you'll be stylishly prepared in a navy wool blazer and charcoal wool dress pants. To bring out the fun side of you, finish off your outfit with Polo Ralph Lauren Classic Desert Boot. With spring in the air, it's time to make space for simple and stylish combos, just like this one.

White Dress Shirt Grey V-neck Sweater Grey Wool Blazer Charcoal Chinos Dark Brown Suede Desert Boots

This smart casual pairing of a grey wool blazer and charcoal chinos takes on different moods. A pair of dark brown suede desert boots fits right in here. This combo is ideal for unpredictable fall weather.

White Dress Shirt Red V-neck Sweater Black Corduroy Blazer Grey Wool Dress Pants Black Socks Dark Brown Suede Desert Boots

Go for a black corduroy blazer and grey wool dress pants like a true gent. Polo Ralph Lauren Classic Desert Boot will deliver a more relaxed feel to your outfit. We love how perfect this one is for weird transition weather.

White and Red and Navy Plaid Long Sleeve Shirt Navy Double Breasted Cardigan Dark Brown Leather Watch Brown Dress Pants Dark Brown Suede Desert Boots

Look the best you possibly can in a navy double breasted cardigan and brown dress pants. A good pair of Polo Ralph Lauren Classic Desert Boot are sure to leave the kind of impression you want to give. On not so cold days, you can sport this summer-to-fall outfit and look absolutely amazing.

Dark Brown Suede Desert Boots Black Dress Pants White Turtleneck Black Denim Jacket Tan Raincoat

Wear a tan raincoat with black dress pants for a sharp, fashionable look. Add a more relaxed feel to your ensemble with Polo Ralph Lauren men's Classic Desert Boot. Rest assured, this ensemble will keep you warm as well as looking dapper in this in-between weather.

Navy Print Beanie Grey Scarf Olive Parka Blue Crew-neck Sweater Grey Crew-neck T-shirt Charcoal Wool Chinos Grey Knit Wool Socks Dark Brown Suede Desert Boots

An olive parka and charcoal wool chinos feel perfectly suited for weekend activities of all kinds. Lift up this ensemble with Polo Ralph Lauren Classic Desert Boot. If you're looking to keep warm during the cold months and look seriously stylish while doing so, this look is for you.

Navy Beanie Navy Sunglasses Navy Check Flannel Long Sleeve Shirt Black Leather Biker Jacket White Chinos Dark Brown Suede Desert Boots

If you feel more confident wearing something comfortable, you'll love this on-trend combination of a black leather biker jacket and white chinos. Tap into some David Gandy dapperness and complete your look with Polo Ralph Lauren men's Classic Desert Boot. It goes without saying that this one makes for a great, season-appropriate ensemble.

Grey Beanie Black Knit Tie Red and White Gingham Long Sleeve Shirt Red Pocket Square Grey Hoodie Brown Corduroy Blazer Light Blue Jeans Dark Brown Suede Desert Boots

Wear a brown corduroy blazer and light blue jeans to create a smart casual look. A pair of Polo Ralph Lauren men's Classic Desert Boot fits right in here. So when summer is done and fall is taking its place, you'll find this ensemble to be your everything.

Grey Wool Turtleneck Navy Barn Jacket Charcoal Wool Dress Pants Dark Brown Suede Desert Boots

Team a navy barn jacket with charcoal wool dress pants for a sharp, fashionable look. Polo Ralph Lauren men's Classic Desert Boot will give your look an on-trend feel. When it comes to dressing for summer-to-fall weather, nothing beats a killer outfit that transitions easily between seasons.

Olive Camouflage Long Sleeve Shirt Black Leather Watch Beige Wool Blazer Dark Brown Leather Belt Grey Chinos Dark Brown Suede Desert Boots

This combination of a beige wool blazer and grey chinos is perfect for a night out or smart-casual occasions. This getup is complemented perfectly with dark brown suede desert boots. There's no nicer way to spice up a dull autumn afternoon than a on-trend ensemble like this one. (Ok, maybe there are a couple.)

Red Lapel Pin Blue Print Pocket Square Violet Polo Grey Wool Blazer Navy Jeans Dark Brown Suede Desert Boots

Opt for a grey wool blazer and navy jeans for a dapper casual get-up. Balance this getup with dark brown suede desert boots. Keep the autumn blues away in a knockout look like this one.

Mint Polka Dot Long Sleeve Shirt Yellow V-neck Sweater Yellow Overcoat Navy Jeans Dark Brown Suede Desert Boots

Wear a yellow overcoat and navy jeans to look classy but not particularly formal. Polo Ralph Lauren men's Classic Desert Boot will contrast beautifully against the rest of the look. As you can see, this combination is a really nice option, especially for transitional weather, when the temperature is dropping.

Navy Beanie Black Sunglasses Blue Print Long Sleeve Shirt Navy Hoodie Blue Denim Blazer Navy Jeans Dark Brown Suede Desert Boots

Opt for a blue denim blazer and navy jeans to look classy but not particularly formal. With shoes, throw in a pair of dark brown suede desert boots. When you're having one of those gloomy fall days, sometimes only a cool ensemble like this one can get you out the door in the morning.

Olive Barn Jacket Brown Cardigan Olive Wool Waistcoat Navy and Green Plaid Tie Light Blue Dress Shirt Charcoal Wool Hat Tobacco Leather Gloves Brown Gingham Scarf Navy Wool Dress Pants Dark Brown Leather Briefcase Dark Brown Suede Desert Boots Black Socks

Consider teaming an olive barn jacket with navy wool dress pants to ooze class and sophistication. If you don't want to go all out formal, go for a pair of Polo Ralph Lauren men's Classic Desert Boot. When you have one of those dull autumn days, sometimes only a kick-ass outfit like this one can get you to face the outside world.