Putting together an olive bomber jacket and black dress pants is a surefire way to breathe a polished touch into your current wardrobe. Complement your outfit with tan leather low top sneakers to add a touch of stylish effortlessness to this outfit. It's a good choice when it comes to planning a killer look for unpredictable fall weather. All in all, a savvy option when it comes to dressing ideas for over-30 men.