This combo of a white short sleeve shirt and grey dress pants is a tested option when you need to look really sharp and classy. Add a pair of black leather derby shoes to your outfit to make the ensemble a bit more elegant. This outfit is our idea of perfection for super hot summertime afternoons. As you're going through your late 20s, you probably want to start dressing with more polish. In this case, ensembles like this are a solid bet.