White and Blue Dress Shirt with Derby Shoes Dressy Fall Outfits In Their 30s

Favorite

Unfavorite

Navy Sunglasses White and Blue Vertical Striped Dress Shirt Navy Polka Dot Tie Navy Scarf Brown Suede Gloves Olive Plaid Wool Blazer Olive Check Suit Dark Brown Leather Derby Shoes

For an outfit that's super simple but can be dressed up or down in a multitude of different ways, make a white and blue dress shirt and an olive plaid wool blazer your outfit choice. Why not introduce derby shoes to this outfit for an added touch of style? There's no better way to spice up a dull autumn afternoon than a sharp look like this one. As you mature into your 30s, you probably want to start dressing more elegantly. That's when combos like this are a solid bet.

Favorite

Unfavorite

Clear Sunglasses White and Blue Vertical Striped Dress Shirt Teal Crew-neck Sweater Navy Overcoat Dark Brown Woven Leather Belt Silver Watch Grey Dress Pants Dark Brown Leather Derby Shoes

Rock a white and blue dress shirt with grey dress pants and you're bound to make an entrance. Add a pair of derby shoes to keep the look fresh. We promise this ensemble is the answer to all of your transeasonal style problems. As a 30-something Millennial gent, you probably want to start dressing in a more elegant manner. That's when inspiration like this comes in very handy.

Favorite

Unfavorite

Clear Sunglasses White and Blue Vertical Striped Dress Shirt Navy Print Tie Dark Brown Overcoat Olive Dress Pants Orange Socks Dark Purple Leather Derby Shoes

For a look that's sophisticated and wow-worthy, wear a white and blue dress shirt and olive dress pants. To give your overall ensemble a more casual spin, why not complement this getup with derby shoes? Rest assured, this look is the best way to beat bleak autumn weather. This getup shows how 30-something Millennial gentlemen score in the fashion department.

Favorite

Unfavorite

White and Blue Vertical Striped Dress Shirt Dark Green Paisley Tie Navy Overcoat Black Double Breasted Blazer Charcoal Dress Pants Black Leather Derby Shoes Black Socks

Consider teaming a white and blue dress shirt with charcoal dress pants for a sleek polished outfit. And if you want to effortlessly play down this outfit with shoes, why not complement this outfit with derby shoes? This ensemble is our idea of perfection for when temps are falling and autumn is in the air. This is a modern yet mature ensemble for a maturing gentleman.

Favorite

Unfavorite

White and Blue Vertical Striped Dress Shirt Navy Tie Navy Overcoat Navy Blazer Charcoal Wool Dress Pants Black Leather Gloves Brown Leather Briefcase Brown Leather Derby Shoes

Loving how this pairing of a white and blue dress shirt and charcoal wool dress pants immediately makes any man look classy and dapper. When this outfit appears too perfect, play it down by slipping into a pair of derby shoes. As you can see here, this combination is a really good idea, especially for in-between weather, when the temperatures are falling. This one is a stylish yet age-appropriate getup for an over-30 gentleman.