Olive Military Jacket White Crew-neck Sweater Blue Denim Shirt Beige Chinos Brown Leather Derby Shoes

A Tommy Bahama men's Denim Still Twillin Island Modern Fit Sport Shirt and beige chinos is a versatile combo that will provide you with variety. A pair of brown leather derby shoes will add more polish to your overall look.  Loving how perfect this ensemble is come cooler weather.

Blue Denim Shirt Grey Crew-neck Sweater Brown Silk Pocket Square Black Jeans Navy Wool Blazer Navy Socks Navy and Green Plaid Suede Loafers

The versatility of a Tommy Bahama men's Denim Still Twillin Island Modern Fit Sport Shirt and black jeans makes them investment-worthy pieces. Feeling inventive? Complement your ensemble with navy and green plaid suede loafers. An ensemble like this makes it easy to embrace weird transeasonal weather.

Blue Denim Shirt Navy and White Print Tie Navy Plaid Wool Blazer Dark Brown Leather Belt Black Bracelet

Pairing a blue denim shirt with a navy plaid wool blazer is an on-point option for a day in the office. As you can see, it's super easy to look on-trend and stay snug when fall arrives, thanks to this outfit.

Blue Denim Shirt Burgundy Tie Dark Brown Pocket Square Dark Brown Waistcoat Dark Brown Check Wool Blazer Dark Brown Leather Bracelet Blue Ripped Skinny Jeans

Wear a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt and blue ripped skinny jeans if you're hunting for an outfit idea for when you want to look casually cool. Rest assured, this getup will keep you snug as well as looking stylish in this in-between weather.

White Pocket Square Blue Denim Shirt Grey Plaid Blazer Dark Brown Suede Belt Orange Jeans

Try teaming a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt with orange jeans for a trendy and easy going look. This look is ideal when it's super hot outside.

Blue Denim Shirt Navy Print Silk Pocket Square Navy Paisley Tie Teal Plaid Wool Blazer Navy Cotton Waistcoat Khaki Chinos

This combo of a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt and khaki chinos is perfect for off-duty occasions. This getup is a pretty savvy option, especially for fall, when the temperatures are getting lower.

Blue Denim Shirt Brown Wool Tie Navy Pocket Square Navy Denim Waistcoat Olive Plaid Wool Blazer Beige Chinos

Look on-trend without really trying in a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt and beige chinos. If you're already bored of your transitional season fashion options, this look just might be the inspiration you are looking for.

Blue Denim Shirt Navy Print Pocket Square Navy Tie Navy Cotton Waistcoat Navy Plaid Wool Blazer Blue Ripped Skinny Jeans

Keep your outfit laid-back in a Tommy Bahama men's Denim Still Twillin Island Modern Fit Sport Shirt and blue ripped skinny jeans. These picks will keep you comfortable and stylish in weird fall weather.

Blue Denim Shirt Navy Knit Tie Navy Print Pocket Square White Waistcoat White Wool Blazer Black Leather Belt Blue Ripped Skinny Jeans

Consider pairing a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt with blue ripped skinny jeans for a casual-cool vibe. You can bet this getup will become your go-to when fall arrives.

White and Blue Pocket Square Brown Knit Tie Blue Denim Shirt Blue Denim Blazer Navy and White Gingham Wool Waistcoat Blue Ripped Skinny Jeans

If you're searching for a silhouette that you can rely on on a day off, look no further than this combination of a blue denim shirt and blue ripped skinny jeans. This combination is everything for when temps are dropping and autumn is in the air.

Blue Denim Shirt Blue Print Bow-tie Charcoal Check Blazer Tobacco Leather Watch Orange Chinos

Nail off-duty dressing with this combination of a blue denim shirt and orange chinos. Loving that this look is ideal when sunny days set in.

Mustard Knit Beanie Blue Denim Shirt Brown Shawl Cardigan Grey Herringbone Overcoat White Jeans Dark Brown Leather Chelsea Boots

Consider teaming a blue denim shirt with white jeans to create a great weekend-ready look. Dark brown leather chelsea boots will add elegance to an otherwise simple getup. During the winter months, when warmth is crucial, it can be easy to surrender to a less-than-stylish ensemble in the name of functionality. This ensemble, however, proves that you can actually stay toasty and remain equally stylish in the winter months.

Blue Denim Shirt Dark Brown Tie Grey Double Breasted Blazer Dark Brown Parka Dark Brown Dress Pants Dark Brown Leather Derby Shoes

Pairing a blue denim shirt and dark brown dress pants will create a powerful and confident silhouette. Complement this outfit with dark brown leather derby shoes. We promise this ensemble is the just the remedy to bleak autumn afternoons.

Beige Leather Belt Grey Crew-neck Sweater Blue Denim Shirt Olive Parka Beige Chinos Beige Suede Boat Shoes

Wear a Tommy Bahama Denim Still Twillin Island Modern Fit Sport Shirt with beige chinos to create a great weekend-ready look. Beige suede boat shoes look amazing here. You can bet this ensemble is great when fall arrives.

Blue Denim Shirt Black Knit Tie Navy Floral Pocket Square Tan Cardigan Blue Gingham Blazer

For an outfit that's very simple but can be dressed up or down in a variety of different ways, try teaming a Tommy Bahama men's Denim Still Twillin Island Modern Fit Sport Shirt with a blue gingham blazer. This one is a nice option when it comes to crafting a standout ensemble for summer-to-fall weather.