Making him feel old will make him uncomfortable when you’re around and you don’t want that to happen if you’re in love with him. 2. Match his Energy Level Older men are much more active than younger men. You would see mature guys leading the pack in mountain treks, biking events, motor racing, and kayaking. If your older guy has a sport he loves, you can bet he’s into it 110%. If you want to share his world, you must be ready to put out when he asks you to join him.