This getup with a grey crew-neck t-shirt and dress pants isn't a hard one to pull off and leaves room to more experimentation. Take a more relaxed approach with shoes and enter brown woven leather sandals into the equation. You're sure to always look great even despite the crazy heat if you keep this outfit as your go-to formula. Wondering how to dress appropriately for your age as you pass the big three-oh? This outfit is a good illustration.