For an outfit that's pared-down but can be manipulated in plenty of different ways, opt for a navy shirt jacket and an orange crew-neck t-shirt. If you want to feel a bit fancier now, add a pair of brown suede casual boots to the mix. If you're already bored of your transitional season fashion options, this getup just might be the inspiration you are looking for. Interested in dressing tips for over-30 gentlemen? This ensemble is pretty inspiring.