This combination of a grey crew-neck sweater and hot pink shorts is on the casual side yet it's also sharp and really dapper. The whole outfit comes together perfectly when you add a pair of brown leather boat shoes to this look. This combination isn't a hard one to nail and it's summer-friendly, which is most important when it's super hot outside. Those wondering how to sport modern casual dressing as you step into your 30s, you have your answer.