You'll be surprised at how very easy it is for any man to pull together this laid-back getup. Just a teal long sleeve shirt worn with olive chinos. Introduce high top sneakers to your ensemble to instantly kick up the wow factor of this outfit. We know it's tough to stay fashionable in extra cold, but this outfit is hard proof that it's quite doable. This ensemble proves that figuring out how to dress well as you head into your 30s is quite manageable.