This getup shows it is totally worth investing in such timeless menswear items as a beige blazer and white dress pants. Complement your ensemble with a pair of white canvas low top sneakers to easily boost the cool of your getup. This outfit is an obvious pick when it comes to a knockout outfit that will take you from summer to fall. This combo shows that figuring out how to dress stylishly as a 60-year-old guy is quite manageable.