This casual combination of a blazer and a grey crew-neck t-shirt is very easy to throw together in next to no time, helping you look seriously stylish and ready for anything without spending a ton of time searching through your wardrobe. Brown leather loafers will spruce up any getup. And if you're looking for an amazing transition outfit, this is it. Those wondering how to dress stylishly as you go into your 40s, you have your answer.