You'll be surprised at how very easy it is for any gentleman to get dressed like this. Just a white and black houndstooth overcoat paired with a black long sleeve shirt. If you wish to effortlessly up the style ante of your outfit with a pair of shoes, complete your look with black leather chelsea boots. As you reach your 30s, you want to start dressing like a grown man. If that's the case, getups like this are perfect as inspiration.