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

If you use a more relaxed approach to dressing up, why not try teaming a grey herringbone wool blazer with navy jeans? You can bet this getup is great come fall.

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

This combination of a dark brown herringbone wool blazer and Levi's 511 Slim Fit Jeans is the perfect balance between comfortable and dapper. This look is ideal for transitional weather.

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

A tan suede bomber jacket and navy jeans are both versatile essentials that will give your outfits a subtle modification. If it's one of those bleak fall days, what better to brighten things up than a on-trend ensemble like this one?

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

Look seriously stylish without really trying in a grey houndstooth wool blazer and Levi's 511 Slim Fit Jeans. An awesome transition getup like this one makes it so easy to welcome the new season.

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

Try teaming a brown trenchcoat with Levi's men's 511 Slim Fit Jeans if you're going for a neat, stylish look. A pair of dark brown leather high top sneakers brings the dressed-down touch to the ensemble. Seeing as the weather is getting chillier every day, this getup is a great idea for the season.

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

A black puffer coat with Levi's 511 Slim Fit Jeans has become an essential pairing for many style-conscious men. Complement this ensemble with white leather low top sneakers. On not-so-bone-chilling afternoons, sport this summer-to-fall getup and look absolutely amazing.

Blue Plaid Long Sleeve Shirt Grey Knit Shawl Cardigan Navy Jeans

This combination of a grey knit shawl cardigan and navy jeans is super easy to create and so comfortable to wear all day long as well! It's a wonderful pick if you're crafting a killer ensemble for transitional weather.

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

If you don't like getting too predictable with your looks, pair a beige raincoat with Levi's 511 Slim Fit Jeans. Polish off the ensemble with olive suede desert boots. You can rest assured this combo is ideal for fluctuating autumn weather.

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

A beige bomber jacket and Levi's men's 511 Slim Fit Jeans feel perfectly suited for weekend activities of all kinds. Round off this outfit with brown leather boat shoes. As the weather starts to cool down, you'll find that a look like this is great for the season.

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

This combination of a navy plaid overcoat and navy jeans is super easy to put together in no time flat, helping you look sharp and ready for anything without spending too much time combing through your closet. Go for a pair of dark brown leather derby shoes for a masculine aesthetic. If you're already bored of your fall fashion options, this look just might be the inspo you need.

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

This combo of a grey overcoat and Levi's men's 511 Slim Fit Jeans is an interesting balance between trendy and laid-back. Rock a pair of beige suede desert boots for a more relaxed feel. In the colder months, when comfort is critical, it can be easy to surrender to a less-than-stylish getup. But this ensemble proves that you can actually stay snug and remain chic at the same time during winter.

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

This pairing of a navy denim jacket and Levi's 511 Slim Fit Jeans is perfect for off-duty occasions. Let's make a bit more effort now and opt for a pair of burgundy leather casual boots. So so as you can see, it's a stylish, not to mention spring-appropriate, getup to have in your transeasonal wardrobe.

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

Who said you can't make a style statement with a casual ensemble? Draw the attention in an olive military jacket and Levi's men's 511 Slim Fit Jeans. Tobacco leather high top sneakers will add a new dimension to an otherwise classic look. This ensemble is great for unpredictable fall weather.

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

Try teaming a black leather bomber jacket with navy jeans for a refined yet off-duty ensemble. Navy suede brogue boots will add elegance to an otherwise simple look. These picks will keep you cozy and stylish in transeasonal weather.

Brown Leather Bomber Jacket Navy Jeans Brown Knee High Boots

A brown leather bomber jacket and Levi's men's 511 Slim Fit Jeans feel perfectly suited for weekend activities of all kinds. Tap into some David Gandy dapperness and complete your outfit with brown knee high boots. Loving how ideal this combo is come colder days.