This relaxed casual pairing of a long sleeve shirt and a charcoal crew-neck t-shirt is super easy to throw together without a second thought, helping you look amazing and ready for anything without spending a ton of time going through your wardrobe. To infuse a more casual vibe into this look, introduce brown leather work boots to the mix. Men who are curious how to dress fashionably as you go into your 60s, you have your answer.