Light Violet Dress Shirt Light Violet Tie Blue Blazer Navy Canvas Belt Khaki Chinos Tan Suede Desert Boots

A blue blazer looks especially elegant when paired with Lands' End men's Elston 608 Slim Fit Twill Pants Charcoal Heather. When it comes to footwear, this look is finished off perfectly with tan suede desert boots. This combo is a foolproof option if you're after a great, summer-friendly ensemble.

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

A teal plaid wool blazer and Lands' End men's Elston 608 Slim Fit Twill Pants Charcoal Heather are absolute essentials if you're crafting an elegant wardrobe that matches up to the highest style standards. Keep the autumn anxiety at bay in a seriously stylish ensemble like this one.

Navy Crew-neck Sweater Navy Puffer Coat Burgundy Leather Messenger Bag Khaki Chinos Dark Brown Leather Loafers

This combo of a navy puffer coat and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather will enable you to keep your off-duty style clean and simple. Channel your inner Ryan Gosling and opt for a pair of dark brown leather loafers to class up your ensemble. It's a viable option when it comes to piecing together a standout getup for awkward transition weather.

Olive Camouflage Pocket Square White and Red and Navy Plaid Long Sleeve Shirt Blue Denim Jacket Olive Cotton Waistcoat Gold Watch Dark Brown Bracelet Khaki Chinos

Pairing a blue denim jacket with Lands' End men's Elston 608 Slim Fit Twill Pants Charcoal Heather is a comfortable option for running errands in the city. A look like this makes it easy to embrace weird transeasonal weather.

Navy Field Jacket Grey Zip Neck Sweater White Dress Shirt Gold Watch Khaki Chinos Black Socks Tobacco Suede Desert Boots

A navy field jacket and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather is a savvy combination to add to your styling repertoire. A pair of tobacco suede desert boots will seamlessly integrate within a variety of ensembles. You can bet this getup will become your uniform when colder days are here.

Black Print Sweatshirt Olive Parka Khaki Chinos White Athletic Shoes Brown Woven Leather Belt Gold Bracelet

Who said you can't make a style statement with a casual look? Draw the attention in an olive parka and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather. For footwear go down the casual route with white athletic shoes. A look like this is great for transitional weather.

Charcoal Horizontal Striped Crew-neck T-shirt Black Open Cardigan Khaki Chinos

A black open cardigan and Lands' End men's Elston 608 Slim Fit Twill Pants Charcoal Heather are absolute must-haves if you're planning a casual wardrobe that matches up to the highest sartorial standards. It's a smart idea if you're figuring out a well-coordinated outfit for unpredictable fall weather.

Navy Crew-neck T-shirt Blue Denim Jacket Orange Horizontal Striped Wool Scarf Olive Parka Khaki Chinos Dark Brown Snow Boots

Who said you can't make a style statement with a casual getup? Draw the attention in an olive parka and Lands' End men's Elston 608 Slim Fit Twill Pants Charcoal Heather. For something more on the daring side to complement this getup, go for a pair of dark brown snow boots. When staying inside on a crisp winter day is not a possibility, this getup just might get you through the day.

Olive Crew-neck T-shirt Red and White Plaid Long Sleeve Shirt Dark Green Hoodie Khaki Chinos Tan Canvas Low Top Sneakers

A dark green hoodie and khaki chinos are great staples that will integrate perfectly within your current looks. Complete this look with tan canvas low top sneakers. Keep the autumn anxiety at bay in a kick-ass look like this one.

Black Sunglasses Light Blue Denim Shirt Dark Brown Leather Watch Khaki Chinos Light Blue Athletic Shoes

Pair a light blue denim shirt with Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather to show off your styling savvy. Choose a pair of light blue athletic shoes to make the outfit current. A great summer wear, you can rock this outfit all season long.

Red Beanie Light Blue Denim Shirt Beige Raincoat White Crew-neck T-shirt Khaki Chinos Dark Brown Leather Loafers

This combination of a beige raincoat and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather is extremely versatile and really up for any sort of adventure you may find yourself on. Let's make a bit more effort now and make dark brown leather loafers your footwear choice. There's no better way to brighten up a bleak fall afternoon than a knockout ensemble like this one. (Ok, maybe there are a couple.)

Black Beanie White Crew-neck T-shirt Blue Denim Jacket Black Canvas Tote Bag Khaki Chinos Black Socks Brown Leather Desert Boots Black Leather Watch

A blue denim jacket and khaki chinos feel perfectly suited for weekend activities of all kinds. A pair of brown leather desert boots looks proper here. With rising temperatures come warmer afternoons and balmy nights and the need for a neat getup just like this one.

White Dress Shirt Tan Knit Tie Tan Silk Pocket Square Black Double Breasted Blazer Silver Watch Khaki Chinos

This pairing of a black double breasted blazer and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather is hard proof that a safe look doesn't have to be boring. You can bet this outfit is great when sunny days set in.

White Dress Shirt Multi colored Plaid Tie Blue Blazer Dark Brown Leather Belt Khaki Chinos Brown Suede Loafers

Stand out among other stylish civilians in a blue blazer and Lands' End Elston 608 Slim Fit Twill Pants Charcoal Heather. When it comes to shoes, this ensemble is finished off perfectly with brown suede loafers. This ensemble is a safe option if you're after a great, summer-friendly combo.

White and Blue Vertical Striped Dress Shirt Brown Woven Leather Belt Brown Leather Watch Khaki Chinos White Leather Low Top Sneakers

Choose a white and blue vertical striped dress shirt and khaki chinos to look classy but not particularly formal. Go for a pair of white leather low top sneakers for a more relaxed aesthetic. This one will play especially well come summer.