Men's Looks & Outfits: What To Wear In a Dressy Way

Dressy
Any weather/season
All Looks
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How to wear: navy check three piece suit, white dress shirt, dark brown leather loafers, tan knit tie
Tan Knit Tie Tan Lapel Pin Brown Paisley Pocket Square White Dress Shirt Navy Bracelet Dark Brown Leather Watch Brown Scarf Dark Brown Leather Loafers Navy Check Three Piece Suit
Navy Check Three Piece Suit White Dress Shirt Dark Brown Leather Loafers Tan Knit Tie Brown Paisley Pocket Square Tan Lapel Pin

Opt for a navy check three piece suit and a white dress shirt for incredibly stylish attire. Go for a pair of dark brown leather loafers for a more relaxed aesthetic.

How to wear: navy check three piece suit, white dress shirt, brown leather loafers, purple tie
White Dress Shirt Purple Tie Purple Pocket Square Navy Check Three Piece Suit Dark Brown Bracelet Navy Leather Watch Brown Leather Loafers
Navy Check Three Piece Suit White Dress Shirt Brown Leather Loafers Purple Tie Purple Pocket Square Navy Leather Watch

No matter where you go over the course of the evening, you'll be stylishly prepared in a navy check three piece suit and a white dress shirt. Opt for a pair of brown leather loafers to make the look current.

How to wear: navy suit, white dress shirt, white canvas low top sneakers, white pocket square
White Dress Shirt White Pocket Square Silver Watch Dark Brown Bracelet Navy Suit White Canvas Low Top Sneakers
Navy Suit White Dress Shirt White Canvas Low Top Sneakers White Pocket Square Silver Watch Dark Brown Bracelet

Reach for a navy suit and a white dress shirt for a sharp, fashionable look. To break out of the mold a little, make white canvas low top sneakers your footwear choice.

How to wear: olive suit, white dress shirt, red leather tassel loafers, yellow tie
White Dress Shirt Yellow Tie Mint Pocket Square Olive Suit Silver Watch Burgundy Socks Red Leather Tassel Loafers
Olive Suit White Dress Shirt Red Leather Tassel Loafers Yellow Tie Mint Pocket Square Silver Watch

Let everyone know that you know a thing or two about style in an olive suit and a white dress shirt. Make your outfit more fun by complementing it with red leather tassel loafers.

How to wear: grey check three piece suit, white dress shirt, violet leather loafers, violet silk tie
White Dress Shirt Violet Silk Tie Navy and White Pocket Square Black Bracelet Silver Watch Grey Check Three Piece Suit Violet Socks Violet Leather Loafers
Grey Check Three Piece Suit White Dress Shirt Violet Leather Loafers Violet Silk Tie Navy and White Pocket Square Silver Watch

For a nothing less than incredibly stylish outfit, consider wearing a grey check three piece suit and a white dress shirt. Add a more relaxed feel to your look with violet leather loafers.

How to wear: navy check three piece suit, white dress shirt, black leather loafers, navy polka dot tie
White Dress Shirt White Floral Lapel Pin Navy Polka Dot Tie Blue Pocket Square Navy Check Three Piece Suit Silver Watch Black Leather Loafers
Navy Check Three Piece Suit White Dress Shirt Black Leather Loafers Navy Polka Dot Tie Blue Pocket Square White Floral Lapel Pin

Reach for a navy check three piece suit and a white dress shirt for a sharp classy look. Choose a pair of black leather loafers to make the look more current.

How to wear: red plaid double breasted blazer, white dress shirt, red plaid dress pants, red leather oxford shoes
White Dress Shirt Navy Polka Dot Tie Red Pocket Square Silver Watch Red Plaid Double Breasted Blazer Red Plaid Dress Pants Red Leather Oxford Shoes Black Socks
Red Plaid Double Breasted Blazer White Dress Shirt Red Plaid Dress Pants Red Leather Oxford Shoes Navy Polka Dot Tie Red Pocket Square

Wear a red plaid double breasted blazer and red plaid dress pants for a sharp classy look. Bump up the cool of your look by wearing red leather oxford shoes.

How to wear: dark brown suit, light blue dress shirt, tan leather oxford shoes, dark brown polka dot tie
Light Blue Dress Shirt Light Blue Pocket Square Dark Brown Suit Dark Brown Polka Dot Tie Silver Watch Brown Socks Tan Leather Oxford Shoes
Dark Brown Suit Light Blue Dress Shirt Tan Leather Oxford Shoes Dark Brown Polka Dot Tie Light Blue Pocket Square Silver Watch

Reach for a dark brown suit and a light blue dress shirt for incredibly stylish attire. Up the cool of your outfit by complementing it with tan leather oxford shoes.

How to wear: grey suit, light blue dress shirt, red leather tassel loafers, pink tie
Light Blue Dress Shirt Pink Tie Light Violet Pocket Square Grey Suit Burgundy Socks Red Leather Tassel Loafers
Grey Suit Light Blue Dress Shirt Red Leather Tassel Loafers Pink Tie Light Violet Pocket Square Burgundy Socks

For a nothing less than incredibly stylish outfit, pair a grey suit with a light blue dress shirt. Add a sportier vibe to your look with red leather tassel loafers.

How to wear: navy plaid suit, white dress shirt, red velvet loafers, pink tie
Pink Tie White Dress Shirt White Pocket Square Silver Watch Navy Plaid Suit Red Velvet Loafers
Navy Plaid Suit White Dress Shirt Red Velvet Loafers Pink Tie White Pocket Square Silver Watch

For a nothing less than incredibly stylish outfit, try teaming a navy plaid suit with a white dress shirt. For something more on the daring side to round off this outfit, opt for a pair of red velvet loafers.

How to wear: dark purple double breasted blazer, white turtleneck, brown plaid dress pants, dark brown leather oxford shoes
White Turtleneck Black Paisley Pocket Square Dark Purple Double Breasted Blazer Dark Brown Leather Watch Brown Plaid Dress Pants Navy Socks Dark Brown Leather Oxford Shoes
Dark Purple Double Breasted Blazer White Turtleneck Brown Plaid Dress Pants Dark Brown Leather Oxford Shoes Black Paisley Pocket Square Dark Brown Leather Watch

Consider pairing a dark purple double breasted blazer with brown plaid dress pants for incredibly stylish attire. You could perhaps get a little creative in the shoe department and spruce up your getup with dark brown leather oxford shoes.

How to wear: navy shawl cardigan, navy waistcoat, white and navy plaid dress shirt, navy dress pants
Purple Tie Navy Waistcoat Navy Dress Pants Navy Shawl Cardigan White and Navy Plaid Dress Shirt Dark Brown Leather Derby Shoes Black Socks
Navy Shawl Cardigan Navy Waistcoat White and Navy Plaid Dress Shirt Navy Dress Pants Dark Brown Leather Derby Shoes Purple Tie

Consider wearing a navy shawl cardigan and navy dress pants for a sharp, fashionable look. For something more on the daring side to round off this look, rock a pair of dark brown leather derby shoes.

How to wear: navy suit, charcoal waistcoat, white dress shirt, tobacco leather derby shoes
White Dress Shirt Black Tie White Pocket Square Charcoal Waistcoat Navy Suit Black Watch Black Bracelet Burgundy Leather Belt Tobacco Leather Derby Shoes Black Socks
Navy Suit Charcoal Waistcoat White Dress Shirt Tobacco Leather Derby Shoes Black Tie White Pocket Square

Go for a navy suit and a charcoal waistcoat for a sharp, fashionable look. Add a sportier feel to your getup with tobacco leather derby shoes.

How to wear: mustard wool blazer, black dress shirt, black dress pants, black leather tassel loafers
Black Dress Shirt Black Tie Black Silk Pocket Square Mustard Wool Blazer Black Leather Watch Black Dress Pants Black Leather Tassel Loafers
Mustard Wool Blazer Black Dress Shirt Black Dress Pants Black Leather Tassel Loafers Black Tie Black Silk Pocket Square

For a nothing less than incredibly stylish ensemble, go for a mustard wool blazer and black dress pants. For something more on the daring side to round off this getup, throw in a pair of black leather tassel loafers.

How to wear: white blazer, black dress shirt, black dress pants, black leather double monks
Black Dress Shirt Black Lapel Pin Black and White Print Tie Burgundy Silk Pocket Square White Blazer Gold Watch Black Dress Pants Black Leather Double Monks
White Blazer Black Dress Shirt Black Dress Pants Black Leather Double Monks Black and White Print Tie Burgundy Silk Pocket Square

For a nothing less than incredibly stylish outfit, dress in a white blazer and black dress pants. Opt for a pair of black leather double monks for a more relaxed feel.