Waistcoat Smart Casual Chill Weather Outfits In Their 20s

Favorite

Unfavorite

Navy Flat Cap White Dress Shirt Dark Brown Tie Dark Brown Paisley Pocket Square Black Waistcoat Black Embellished Leather Belt Dark Brown Beaded Bracelet Navy Skinny Jeans Dark Brown Leather Briefcase Black and White Print Socks Dark Brown Leather Double Monks Dark Green Plaid Wool Blazer

This pairing of a waistcoat and navy skinny jeans is a safe option when you need to look on-trend but have zero time to dress up. Complement this look with dark brown leather double monks to completely shake up the ensemble. A vivid example for any gent who's working out how to dress as a 20-something guy.

Favorite

Unfavorite

White Dress Shirt Navy Knit Tie Brown Plaid Wool Waistcoat Dark Brown Leather Watch Navy Shawl Cardigan Silver Bracelet Blue Ripped Jeans Brown Suede Chelsea Boots

A waistcoat and blue ripped jeans are a cool outfit worth integrating into your daily arsenal. Our favorite of a variety of ways to complete this look is with a pair of brown suede chelsea boots. Overall, a good example of 20-something style.

Favorite

Unfavorite

Navy Flat Cap Light Blue Chambray Long Sleeve Shirt Brown Harrington Jacket Navy Leather Watch Navy Beaded Bracelet Navy Jeans Dark Brown Leather Casual Boots Grey Socks Brown Gingham Waistcoat

This combo of a waistcoat and navy jeans is indisputable proof that a safe outfit can still be really interesting. A pair of dark brown leather casual boots will contrast beautifully against the rest of the look. A fail-safe option getup proper for young gents who like to dress more elegantly.

Favorite

Unfavorite

Navy Flat Cap Light Blue Vertical Striped Dress Shirt Dark Brown Polka Dot Tie Burgundy Corduroy Waistcoat Blue Shawl Cardigan Dark Brown Leather Watch Khaki Chinos Dark Brown Suede Casual Boots

Dress in a waistcoat and khaki chinos for a seriously stylish look. Dark brown suede casual boots are an easy way to add a little kick to the outfit. So if you're on the hunt for a modern and mature pairing for a 20-year-old gentleman, this one fits the bill.

Favorite

Unfavorite

Beige Beanie Black Crew-neck T-shirt Grey Quilted Waistcoat Dark Brown Leather Gloves Beige Blazer Burgundy Overcoat White Jeans Dark Brown Leather Brogue Boots

A waistcoat and white jeans paired together are a sartorial dream for guys who appreciate casually classic outfits. Got bored with this getup? Let a pair of dark brown leather brogue boots mix things up a bit. Wear this getup to assemble a more mature look as a 20-year-old.