Try pairing a navy raincoat with a grey long sleeve shirt for a practical ensemble that's also put together nicely. Get a little creative on the shoe front and dial down your outfit by rounding off with a pair of grey athletic shoes. Can you see how very easy it is to look dapper and stay toasty when cooler weather arrives, thanks to this getup? Laid-back outfits for stylish 20-something guys aren't actually that hard, as you can see.