You'll be amazed at how very easy it is to pull together this polished look. Just a long sleeve shirt paired with grey wool dress pants. Complement this outfit with desert boots to make an all-too-safe getup feel suddenly fun and fresh. When leaves are falling down and temperatures are dropping, you'll appreciate how great this look is for summer-to-fall weather. This ensemble illustrates that staying fashionable as a middle-aged gentleman is not that hard.