This street style pairing of a crew-neck t-shirt and grey skinny jeans is very easy to put together without a second thought, helping you look sharp and ready for anything without spending a ton of time combing through your wardrobe. Olive leather casual boots are an effortless way to power up this look. As this combo is a striking example winter doesn't have to mean dressing like a yeti bounty hunter. Casual combos for guys in their 60s aren't actually that hard, as you can see.