White Dress Shirt Dark Green Paisley Tie Burgundy Pocket Square Grey Herringbone Wool Blazer Red Cardigan Navy Jeans

A grey herringbone wool blazer and navy jeans is a good pairing to add to your styling repertoire. We promise this getup is the answer to all of your fall wear woes.

Brown Herringbone Wool Waistcoat Red and White Polka Dot Pocket Square Dark Brown Herringbone Wool Blazer Dark Brown Leather Belt Navy Jeans Blue Floral Denim Shirt

A dark brown herringbone wool blazer and Levi's men's 508 Regular Taper Fit Springstein Jeans is a great combination to add to your casual repertoire. An outfit like this makes it easy to embrace weird transitional season.

Light Blue Dress Shirt Red and Navy Vertical Striped Tie Tan Cardigan Tan Suede Bomber Jacket Brown Leather Belt Navy Jeans

This pairing of a tan suede bomber jacket and Levi's men's 508 Regular Taper Fit Springstein Jeans is simple, seriously stylish and so easy to replicate. There's no better way to cheer up a gloomy fall day than a dapper look like this one. (Ok, maybe there are a couple.)

Light Blue Denim Shirt Navy Silk Pocket Square Navy Tie Tan Wool Waistcoat Navy Jeans Grey Houndstooth Wool Blazer

To create an outfit for lunch with friends at the weekend consider teaming a grey houndstooth wool blazer with navy jeans. It's a wonderful option if you're picking out a standout outfit for summer-to-fall weather.

White and Red and Navy Plaid Long Sleeve Shirt Brown Trenchcoat Dark Brown Leather Belt Navy Jeans Dark Brown Leather High Top Sneakers

If you're a fan of classic pairings, then you'll like this combination of a brown trenchcoat and Levi's 508 Regular Taper Fit Springstein Jeans. Why not add dark brown leather high top sneakers to the equation for a more relaxed feel? We're loving that this look is great come colder days.

White Leather Low Top Sneakers Navy Jeans Beige Wool Gloves Navy V-neck Sweater White and Navy Gingham Long Sleeve Shirt Black Puffer Coat

If you prefer a more casual approach to style, why not try pairing a black puffer coat with Levi's 508 Regular Taper Fit Springstein Jeans? A pair of white leather low top sneakers fits right in here. So when summer is done and autumn is setting in, you may find this look your favorite.

Blue Plaid Long Sleeve Shirt Grey Knit Shawl Cardigan Navy Jeans

Try teaming a grey knit shawl cardigan with Levi's men's 508 Regular Taper Fit Springstein Jeans to effortlessly deal with whatever this day throws at you. Seeing as temps are starting to drop, this ensemble appears a wonderful idea for the season.

Dark Brown Sunglasses Beige Raincoat Black Leather Backpack Navy Jeans Olive Suede Desert Boots

Look sharp without exerting much effort in a beige raincoat and navy jeans. Dress up your ensemble with olive suede desert boots. Keep the autumn anxiety away in a killer outfit like this one.

Dark Brown Leather Watch Black Print Sweatshirt Blue Denim Shirt Beige Bomber Jacket Navy Jeans Brown Leather Boat Shoes

For an on-trend look without the need to sacrifice on practicality, we love this combination of a beige bomber jacket and navy jeans. Round off this outfit with brown leather boat shoes. We love how ideal this outfit is come cooler weather.

Black Turtleneck Grey Check Scarf Navy Plaid Overcoat Navy Jeans Dark Brown Leather Derby Shoes

Contrary to what you might believe, being a dapper dude doesn't take that much work. Just opt for a navy plaid overcoat and navy jeans and you'll look great. Got bored with this ensemble? Enter dark brown leather derby shoes to shake things up. If it's one of those bleak fall afternoons, what better to brighten it up than a seriously stylish getup like this one?

Multi colored Plaid Scarf Grey Overcoat Navy V-neck Sweater White and Navy Gingham Dress Shirt Navy Jeans Orange Socks Beige Suede Desert Boots

Swing into something classic yet on-trend with a grey overcoat and navy jeans. Grab a pair of beige suede desert boots for a more relaxed aesthetic. Yep, it is totally possible to survive uncomfortably cold temps without looking like a bundle of yarn.

Red Wool Hat White Dress Shirt Navy Denim Jacket Navy Jeans Burgundy Leather Casual Boots

Consider pairing a navy denim jacket with Levi's 508 Regular Taper Fit Springstein Jeans for a trendy and easy going look. Channel your inner Ryan Gosling and make burgundy leather casual boots your footwear choice to class up your ensemble. As the weather starts getting warmer, it's time to shed those heavy winter layers and opt for something lighter, like this outfit here.

Beige Print Scarf Olive Military Jacket Brown Leather Backpack Blue Plaid Long Sleeve Shirt Dark Brown Leather Belt Navy Jeans Tobacco Leather High Top Sneakers

An olive military jacket and Levi's men's 508 Regular Taper Fit Springstein Jeans is a savvy combo worth integrating into your wardrobe. To bring out the fun side of you, complete your look with tobacco leather high top sneakers. Loving that this getup is great come colder days.

Black Turtleneck Dark Green Cable Sweater Black Leather Bomber Jacket Dark Green Beanie Navy Jeans Navy Suede Brogue Boots

Wear a black leather bomber jacket with navy jeans to effortlessly deal with whatever this day throws at you. Opt for a pair of navy suede brogue boots to show your sartorial savvy. When leaves are falling down and temperatures are dipping, you'll appreciate how ideal this look is for transeasonal weather.

Brown Leather Bomber Jacket Navy Jeans Brown Knee High Boots

A brown leather bomber jacket and Levi's men's 508 Regular Taper Fit Springstein Jeans are both versatile essentials that will give your outfits a subtle modification. Rocking a pair of brown knee high boots is an easy way to add some flair to your outfit. As you can see here, it's very easy to look amazing and stay warm when chillier weather comes, all thanks to getups like this one.