A grey harrington jacket and navy chinos are absolute menswear must-haves that will integrate well within your current arsenal. Rock a pair of black leather chelsea boots to immediately step up the fashion factor of any look. If it's one of those dreary autumn afternoons, what better to spice it up than a dapper getup like this one? As you're going through your late 20s, you probably want to start dressing more like a mature gentleman. In this case, getups like this become a great source of inspiration.