For a laid-back and cool ensemble, wear a dark green long sleeve shirt with olive cargo pants — these two items fit nicely together. For a more polished vibe, why not complement this getup with a pair of tassel loafers? As you can see, this outfit is a really good option, especially for weird transition weather, when the temperature is dipping. Wondering how you should dress as you head into your 50s? This getup is the perfect answer.