One of the most popular ways for a man to style out a grey varsity jacket is to pair it with grey jeans for a laid-back combo. Up the cool of this ensemble with a pair of navy suede desert boots. If it's one of those bleak autumn afternoons, what better to cheer it up than a stylish ensemble like this one? And if we're talking casual fashion tips for 30-something Millennial guys, this combination is perfect.