When comfort is imperative, this pairing of a navy windbreaker and shorts is a winner. Finishing off with derby shoes is a surefire way to inject an extra touch of sophistication into your outfit. Perfect if you're looking for some incredibly inspiring over-30 casual style.
A red raincoat and shorts are the kind of a foolproof casual ensemble that you need when you have no extra time to plan out an outfit. Add a pair of derby shoes to this ensemble to instantly shake up the ensemble. And if we're talking casual fashion for maturing men, this look is a good look on almost any gent.