Dress Shirt with Waistcoat Fall Outfits In Their 30s

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White Dress Shirt White and Black Pocket Square Grey Waistcoat Silver Watch Olive Double Breasted Blazer Black Chinos White and Black Leather Low Top Sneakers

Get into your sartorial beast mode in a waistcoat and a dress shirt. For a modern hi-low mix, complement your outfit with white and black leather low top sneakers. Rest assured, this combination will keep you comfortable as well as looking on-trend in this summer-to-fall weather. An excellent option for a young gentleman!

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Clear Sunglasses Light Blue Dress Shirt Navy Horizontal Striped Tie Olive Waistcoat Charcoal Socks Black and White Canvas High Top Sneakers Brown Suede Shirt Jacket Burgundy Suit

Consider wearing a waistcoat and a dress shirt for extra classic attire. To give your overall look a more casual aesthetic, why not add black and white canvas high top sneakers to the mix? Can you see how extremely easy it is to look stylish and stay warm when cooler weather comes, all thanks to combos like this one? Perfect to convey that you're mature enough and confident enough to hold your own in the sartorial department.

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Clear Sunglasses White and Navy Vertical Striped Dress Shirt Navy Tie Navy Plaid Waistcoat Navy Plaid Blazer White Chinos Navy Leather Double Monks

Combining a waistcoat and a dress shirt is a surefire way to infuse your styling rotation with some manly refinement. Navy leather double monks are a fail-safe way to add a sense of stylish nonchalance to this outfit. So as you can see, it's extremely easy to look dapper and stay comfy when colder weather comes, thanks to this look. A vivid example for any gent who's still working out how to dress as a young guy.

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White Dress Shirt Navy Horizontal Striped Tie Navy Waistcoat Navy Shirt Jacket Silver Bracelet Tan Leather Zip Pouch White Chinos Brown Suede Desert Boots

Make a waistcoat and a dress shirt your outfit choice for a sharp and polished silhouette. If you want to effortlessly dress down this getup with footwear, why not introduce brown suede desert boots to the equation? This outfit is a viable idea if you're putting together a standout look for transeasonal weather. When it comes to dressing ideas for maturing men, this ensemble is ideal.

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Light Blue Vertical Striped Dress Shirt Navy Tie White Pocket Square White Check Waistcoat Purple Wool Blazer Silver Watch Khaki Dress Pants Dark Brown Suede Derby Shoes

A waistcoat looks especially elegant when paired with a dress shirt for an ensemble worthy of a contemporary gent. Serve a little outfit-mixing magic by sporting a pair of dark brown suede derby shoes. When you're having one of those dull fall days, sometimes only a cool ensemble like this one can get you out the door in the morning. As a 30-something Millennial gentleman, you probably want to start dressing with more sophistication. If that's the case, outfits like this are perfect as inspiration.