Check Waistcoat Fall Outfits In Their 20s

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Light Blue Chambray Dress Shirt Olive Horizontal Striped Tie Tan Check Waistcoat Black Leather Watch Tan Shawl Cardigan Blue Dress Pants Blue Canvas Briefcase Navy Socks Tobacco Leather Double Monks

A check waistcoat and blue dress pants are among the key items in any gent's wardrobe. Tobacco leather double monks will add a new flavor to your getup. Seeing as autumn is taking over, this look appears a good idea for the transitional season. As you're moving from your 20s to your 30s, you probably want to start dressing in a more refined manner. In this case, outfits like this become very relevant.

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Navy Sunglasses Navy Turtleneck Grey Check Wool Waistcoat Navy Leather Watch Grey Check Wool Dress Pants Brown Leather Dress Boots

The sartorial arsenal of any gentleman should always include such mainstays as a check waistcoat and grey check wool dress pants. Introduce a pair of brown leather dress boots to the mix and you're all set looking dashing. When you're having one of those bleak autumn days, sometimes only a killer getup like this one can get you out the door in the morning. As you're moving through your late 20s, you probably want to start dressing with more elegance. If that's the case, outfits like this come in useful.

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Dark Brown Sunglasses White Dress Shirt Olive Print Tie White Pocket Square Burgundy Leather Watch Red Beaded Bracelet Blue Jeans Dark Brown Leather Tassel Loafers Tan Check Waistcoat Tan Check Blazer

A check waistcoat and blue jeans combined together are a match made in heaven for those who appreciate effortlessly sophisticated styles. Dark brown leather tassel loafers will bring a touch of sophistication to an otherwise standard ensemble. Loving how perfect this one is for summer-to-fall weather. Semi-formal combos for stylish 20-something gents aren't actually that hard.

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Brown Turtleneck Tan Check Waistcoat Brown Corduroy Shirt Jacket Dark Brown Leather Watch Brown Suede Chelsea Boots Khaki Check Dress Pants

A check waistcoat looks especially classy when worn with khaki check dress pants for an ensemble worthy of a real dandy. And if you need to easily dress down this outfit with shoes, complement your ensemble with a pair of brown suede chelsea boots. This one is a wonderful idea if you're scouting for a knockout ensemble that transitions easily into fall. So take notes and you'll be the sharpest dressed guy your age.

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White Dress Shirt White and Red and Navy Horizontal Striped Tie Dark Brown Beaded Bracelet Tan Check Waistcoat Gold Watch Beige Suit Brown Socks Black Leather Briefcase White Canvas Low Top Sneakers

Reach for a check waistcoat and a beige suit to ooze class and refinement. Wondering how to finish? Add a pair of white canvas low top sneakers to this outfit for a more casual aesthetic. Seeing as autumn is fast approaching, this ensemble seems a good choice for the time in between seasons. Definitely a foolproof option when it comes to dressing ideas for 20-something men.