In fashion situations comfort is critical, this pairing of a black leather bomber jacket and jeans is a winner. Finishing with a pair of black oxford shoes is an effortless way to give an added dose of style to your outfit. It's is an excellent pick when it comes to a comfortable transition look. As you're progressing through your teen years, you probably want to look older. If that's the case, ensembles like this are a surefire option.