If you prefer a more relaxed approach to dressing up, why not team a dark green long sleeve shirt with olive cargo pants? Finishing off with a pair of tassel loafers is a surefire way to introduce some extra zing to this outfit. This combination is a pretty nice option, especially for autumn, when the temperatures are falling. So if you're on the lookout for outfit ideas on what to wear as you step into your 50s, this outfit is perfect.