An olive plaid blazer looks so refined when worn with a white dress shirt for an ensemble worthy of a modern gent. Introduce a pair of dark brown leather tassel loafers to your look to completely jazz up the ensemble. This combination isn't a hard one to nail and it's season-appropriate, which is more important when it's super hot outside. This getup illustrates that as a 50-year-old gent, you still have a wide array of dressing options.