A red field jacket and a short sleeve shirt are absolute menswear staples that will integrate really well within your daily off-duty repertoire. You can get a little creative when it comes to footwear and dress down this ensemble by wearing white leather low top sneakers. If it's one of those bleak fall afternoons, what better to cheer it up than a seriously stylish ensemble like this one? Guys who wonder how to pull off cool casual dressing as you make it through your 20s, this combo should answer your question.