If you're after a laid-back but also dapper look, rock a black bomber jacket with jeans. Complete this getup with a pair of burgundy driving shoes for maximum impact. Keep this look in your front hall closet when spring sets it, and we guarantee you'll save a lot of time planning what to wear on more than one morning. Casual outfits for stylish gentlemen in their 20s aren't actually that hard, as you can see here.