When the situation allows an off-duty outfit, try teaming a navy and white varsity jacket with chinos. Feeling inventive? Jazz things up by finishing with a pair of black leather monks. Seeing as it is getting colder with each day, this look seems a viable choice for in between seasons. As you're going through your late 20s, you want to start dressing like an adult man. That's when ensembles like this are a foolproof option.