Grey Waistcoat with Chelsea Boots Dressy Winter Outfits In Their 20s

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Burgundy Pocket Square Burgundy Horizontal Striped Tie Grey Wool Waistcoat Dark Brown Leather Watch Charcoal Suit Burgundy Overcoat Dark Brown Leather Chelsea Boots

A grey waistcoat and a burgundy overcoat are among the foundations of any sophisticated wardrobe. Feeling inventive today? Jazz things up by slipping into a pair of chelsea boots. As this look is a good illustration winter doesn't have to mean dressing like a marshmallow. As you're transitioning from your 20s to your 30s, you probably want to start dressing more maturely. That's when combos like this come in useful.

Favorite

Unfavorite

Black Wool Hat White Dress Shirt Black Tie Grey Wool Waistcoat Black Leather Chelsea Boots Charcoal Overcoat Charcoal Dress Pants

Putting together a grey waistcoat and charcoal dress pants is a surefire way to breathe personality into your wardrobe. Add chelsea boots to the mix to avoid looking overdressed. During the colder months, when warmth is crucial, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a stark illustration that you can actually stay toasty and remain equally stylish during the colder months. As you're progressing through your late 20s, you probably want to start dressing maturely. In this case, ensembles like this become a great source of inspiration.