This classic and casual combo of a grey waistcoat and a crew-neck t-shirt is extremely easy to put together in seconds time, helping you look seriously stylish and ready for anything without spending a ton of time rummaging through your wardrobe. And if you need to instantly dress down this look with shoes, add a pair of dark brown leather casual boots to this outfit. This outfit is a savvy option if you're figuring out a standout getup for awkward transition weather. Wondering what clothing is appropriate as you head into your 40s? This pairing is a vivid example.