Leather Sneakers Casual Winter Outfits For Men In Their 20s

Favorite

Unfavorite

Grey Beanie Clear Sunglasses White Print Crew-neck T-shirt Brown Fur Coat Light Blue Jeans Grey Socks White and Green Leather Low Top Sneakers

This pairing of a brown fur coat and light blue jeans is hard proof that a safe off-duty look doesn't have to be boring. Leather sneakers will bring an air of stylish casualness to an otherwise traditional ensemble. During the colder months, when comfort is imperative, it can be easy to settle for a less-than-stylish outfit. But this outfit is hard proof that you totally can stay toasty and remain stylish at the same time in the colder months. When it comes to casual dressing ideas for 20-something gentlemen, this ensemble looks cool on almost anyone.

Favorite

Unfavorite

Orange Beanie Orange Embroidered Sweatshirt Dark Brown Shearling Jacket Black Crew-neck T-shirt Orange Camouflage Cargo Pants White Leather High Top Sneakers

For a safe casual option, you can never go wrong with this pairing of a dark brown shearling jacket and orange camouflage cargo pants. For times when this look appears too fancy, play it down by slipping into leather sneakers. This getup is truly a lesson in how to dress for the colder months. Gentlemen wondering how to pull off edgy off-duty dressing as you work your way through your 20s, you have your answer.

Favorite

Unfavorite

White Wool Turtleneck Brown Leather Backpack Grey Shearling Jacket Grey Leather Watch Silver Bracelet Black Skinny Jeans Black Leather High Top Sneakers

This combination of a grey shearling jacket and black skinny jeans is pulled together and yet it's laid-back enough and apt for anything. A pair of leather sneakers introduces a more dressed-down aesthetic to the outfit. While dressing for cold winter weather can be a bit challenging, combinations like this one make you feel inspired. When it comes to casual outfit ideas for 20-something guys, this combination is perfect.

Favorite

Unfavorite

Black Beanie Black Turtleneck Silver Watch Black Shearling Jacket Silver Bracelet Black Skinny Jeans Black Leather High Top Sneakers

A black shearling jacket and black skinny jeans are an easy way to introduce extra cool into your casual rotation. Rounding off with a pair of leather sneakers is a guaranteed way to add a sense of stylish effortlessness to your look. You can be sure that this ensemble won't let you down when it's insanely cold. Those who are curious how to wear modern casual outfits as you navigate your 20s, you have your answer.

Favorite

Unfavorite

Black Beanie Dark Brown Sunglasses Black Turtleneck Brown Shearling Jacket Charcoal Ripped Jeans Black Socks Black Leather Low Top Sneakers

Try pairing a brown shearling jacket with charcoal ripped jeans for a casual outfit with a twist. For something more on the cool and laid-back end to round off your outfit, grab a pair of leather sneakers. During winter, when warmth is the priority, it can be easy to settle for a less-than-stylish outfit. This outfit, however, is a clear example that you totally can stay cozy and remain stylish at the same time during winter. Like this idea for your styling lineup as a younger gentleman?