Consider pairing a multi colored plaid long sleeve shirt with navy jeans for a functional getup that's also put together. Brown leather casual boots are a guaranteed way to infuse an extra touch of class into this outfit. As you can see, this getup is a really wonderful option, especially for weird transition weather, when the temperatures are getting lower. Those who are curious how to wear cool off-duty looks in your early 20s, this pairing should answer your question.