This combination of a grey overcoat and navy jeans comes in handy when you need to look effortlessly refined in a flash. Brown suede desert boots are the simplest way to inject a dash of stylish nonchalance into your ensemble. As you can see here, this getup is a really wonderful choice, especially for awkward transition weather, when the temperatures are dipping. So if you're on the lookout for outfit ideas on how to dress as you get into your 50s, this outfit is ideal.