You'll be amazed at how very easy it is for any gentleman to get dressed this way. Just a white and blue vertical striped dress shirt teamed with khaki chinos. Add a pair of burgundy leather casual boots to the equation and off you go looking dashing. We know it's always hard to stay fashionable in the dead of winter, but this outfit is proof that it's actually possible. As a 30-something gent, you want to start dressing like a grown-up. That's when getups like this are a surefire option.