Go for sophisticated style in a white and navy gingham dress shirt and light blue jeans. If you wish to immediately spruce up your outfit with a pair of shoes, add a pair of brown leather double monks to this getup. As we all know, the trick to getting through the hottest time of year is sporting cool outfits like this one. So if you need style ideas on how to dress as you work your way through your 20s, this ensemble is an amazing example.