This getup with a white and navy horizontal striped henley shirt and light blue ripped jeans isn't so hard to pull together and is open to more creative experimentation. Complement your look with a pair of brown leather derby shoes to instantly amp up the fashion factor of any outfit. So as you can see here, it's a knockout, not to mention spring-ready, look to have in your transitional rotation. Overall, a perfect demonstration of casual style for over-30 guys.