This pairing of a shirt jacket and grey chinos is a never-failing option when you need to look sharp in a flash. For something more on the classier end to round off your ensemble, complete this ensemble with a pair of navy chelsea boots. During the colder months, when comfort is everything, it can be easy to surrender to a less-than-stylish ensemble in the name of practicality. However, this ensemble is a bright example that you totally can stay comfy and remain equally stylish during the colder months. You can pay attention to combinations like this if you're approaching your late 20s and you want to take a more serious direction in your style.