![Dress Shirt with Bomber Jacket Smart Casual Chill Weather Outfits For Men In Their 20s: Nail the smart casual getup in a bomber jacket and a dress shirt. Complement this look with a pair of dark brown leather chelsea boots to instantly shake up the look. More polished looks like this look well on 20-year-old men.](https://cdn.lookastic.com/looks/bomber-jacket-gilet-dress-shirt-large-90290.jpg)
![Dark Brown Bomber Jacket](https://cdn.lookastic.com/dark-brown-bomber-jacket-original-9990976.jpg)
![Black Quilted Gilet](https://cdn.lookastic.com/black-quilted-gilet-original-4546740.jpg)
![Grey Dress Shirt](https://cdn.lookastic.com/grey-dress-shirt-original-358020.jpg)
![Charcoal Wool Chinos](https://cdn.lookastic.com/charcoal-wool-chinos-original-6656716.jpg)
![Dark Brown Leather Chelsea Boots](https://cdn.lookastic.com/dark-brown-leather-chelsea-boots-original-9659566.jpg)
![Tan Canvas Briefcase](https://cdn.lookastic.com/tan-canvas-briefcase-original-4393094.jpg)
Nail the smart casual getup in a bomber jacket and a dress shirt. Complement this look with a pair of dark brown leather chelsea boots to instantly shake up the look. More polished looks like this look well on 20-year-old men.
Nail the smart casual getup in a bomber jacket and a dress shirt. Complement this look with a pair of dark brown leather chelsea boots to instantly shake up the look. More polished looks like this look well on 20-year-old men.
This pairing of a bomber jacket and a dress shirt is a never-failing option when you need to look casually elegant but have no time to spare. If you wish to immediately tone down your ensemble with footwear, add a pair of brown leather desert boots to the mix. Semi-casual getups for young gentlemen aren't actually that hard, as you see.