To don a laid-back getup with a modern take, wear a black quilted leather biker jacket with black ripped skinny jeans. Black and white check canvas slip-on sneakers will immediately smarten up even the most casual of combinations. As you can see, it's extremely easy to look sharp and stay comfy when chillier weather arrives, thanks to this ensemble. Perfect if you're hunting for some incredibly inspiring casual style for over-30 gentlemen.