Consider pairing a black hoodie with light blue ripped jeans for an outfit that's both off-duty and on-trend. And if you wish to instantly up the ante of your getup with one piece, introduce a pair of black leather casual boots to this look. So if you're in search of a neat winter-to-spring outfit, this is it. As you can see, as a gent in his 20s, you have a wide array of styling options.