Try teaming a flannel shirt with an orange plaid flannel long sleeve shirt to assemble an interesting and modern-looking ensemble. Finishing with tan suede desert boots is a fail-safe way to inject an added dose of style into this getup. As you can see here, it's super easy to look awesome and stay comfortable when cooler weather hits, all thanks to ensembles like this. This is a nice but also age-appropriate outfit for middle-aged gents.