White Dress Shirt Beige Blazer Grey Wool Waistcoat Navy Trenchcoat Blue Chinos Black Leather Loafers

A navy trenchcoat looks especially elegant when paired with Gap men's Lived In Straight Khaki. A pair of black leather loafers will integrate smoothly within a variety of looks. On not so cold days, you can rock a version of this summer-to-fall look and look absolutely amazing.

White Crew-neck Sweater Grey Wool Blazer White Leather Tote Bag Blue Chinos Dark Brown Suede Loafers

Rock a grey wool blazer with Gap Lived In Straight Khaki for a work-approved look. This ensemble is complemented perfectly with dark brown suede loafers. This ensemble is a good idea when spring comes.

Dark Brown Sunglasses Dark Brown Scarf Light Blue Crew-neck Sweater Navy Duffle Coat Dark Brown Leather Gloves Dark Brown Leather Belt Blue Chinos Brown Leather Oxford Shoes

Reach for a navy duffle coat and blue chinos if you're going for a neat, stylish look. You could perhaps get a little creative when it comes to footwear and elevate your outfit with brown leather oxford shoes. This one will play especially well come warmer days.

Black Floral Baseball Cap Red Crew-neck T-shirt Blue Chinos White and Red and Navy Plaid Long Sleeve Shirt Dark Brown Leather Chelsea Boots

A white and red and navy plaid long sleeve shirt and Gap men's Lived In Straight Khaki are absolute staples if you're figuring out a casual wardrobe that holds to the highest style standards. Dark brown leather chelsea boots will instantly smarten up even the laziest of looks. This getup can easily become your warm weather favorite.

Dark Brown Sunglasses White and Blue Bandana White Long Sleeve Shirt Navy Leather Zip Pouch Blue Chinos Black Leather Loafers

Rock a white long sleeve shirt with blue chinos for a casual level of dress. Black leather loafers will instantly dress up even the laziest of looks. This outfit isn’t a hard one to score and it's summer-appropriate, which is most important when it's super hot outside.

Dark Brown Beanie Blue Vertical Striped Polo Dark Brown Bracelet Blue Chinos Burgundy Leather Oxford Shoes

A big yes to this combination of a blue vertical striped polo and Gap men's Lived In Straight Khaki! Polish off the ensemble with burgundy leather oxford shoes. Seeing as it's hot outside, this look seems ideal and entirely summer-appropriate.

Black Sunglasses Navy Tie Blue Chinos White Dress Shirt Red Bomber Jacket

Look seriously stylish without really trying in a red bomber jacket and blue chinos. As the weather starts to improve, it's time to shed those heavy winter clothes and opt for something lighter, like this look here.

White Crew-neck T-shirt White Denim Jacket Dark Brown Leather Belt Dark Brown Sunglasses Blue Chinos White Leather Sandals

Choose a white denim jacket and blue chinos for a comfortable outfit that's also put together nicely. White leather sandals will contrast beautifully against the rest of the look. As this combo proves, you can't think of a better option for warm weather.

Black Zip Neck Sweater Navy Puffer Jacket Blue Chinos Beige Leather High Top Sneakers

Reach for a navy puffer jacket and Gap Lived In Straight Khaki if you're going for a neat, stylish look. Beige leather high top sneakers will add a new dimension to an otherwise classic look. When it's one of those dreary autumn days, what better to cheer it up than a sharp look like this one?

Green Dress Shirt Navy Vertical Striped Tie Orange Crew-neck Sweater Blue Chinos Navy Socks Tobacco Suede Tassel Loafers

If it's comfort and ease that you're looking for in an outfit, choose an orange crew-neck sweater and Gap Lived In Straight Khaki. Why not introduce tobacco suede tassel loafers to the mix for an added touch of style? So as you can see, this look is a really smart choice, especially for in-between weather, when the mercury is falling.

White Crew-neck T-shirt Grey V-neck Sweater White and Black Canvas Belt Blue Chinos

A grey v-neck sweater and Gap men's Lived In Straight Khaki feel perfectly suited for weekend activities of all kinds. This combo is a savvy pick come warmer weather.

Navy Trenchcoat White Check Long Sleeve Shirt Blue Chinos Brown Leather Oxford Shoes

This look with a navy trenchcoat and Gap Lived In Straight Khaki isn’t a hard one to pull off and open to more creative experimentation. Dress up this ensemble with brown leather oxford shoes. This is a tested option for an easy-to-transition outfit.

White Polo Blue Chinos White Low Top Sneakers

A white polo and Gap Lived In Straight Khaki is a savvy combination to add to your casual repertoire. Consider white low top sneakers as the glue that will bring your look together. If you're on the hunt for a summer-appropriate getup, this one is a wonderful choice.

Navy Trenchcoat White Dress Shirt Navy Horizontal Striped Tie Navy Cardigan Blue Chinos Dark Brown Leather Double Monks

A smart casual combo of a navy trenchcoat and Gap Lived In Straight Khaki can maintain its relevance in many different circumstances. Add dark brown leather double monks to your look for an instant style upgrade. We promise this combo is the best way to beat dreary fall weather.

Beige Blazer Black Pocket Square White Long Sleeve Shirt Blue Chinos White Leather Low Top Sneakers

A beige blazer and Gap Lived In Straight Khaki are absolute must-haves if you're crafting a refined wardrobe that matches up to the highest sartorial standards. White leather low top sneakers will contrast beautifully against the rest of the look. A cool outfit like this one is just what you need when summer days set in.