This combination of a dress shirt and blue jeans is a safe go-to for an effortlessly cool getup. Get a bit experimental when it comes to shoes and lift up this look with black suede double monks. So as you can see, it's a dapper, not to mention season-appropriate, outfit to have in your seasonal rotation. So if you need fashion inspo for dressing as you make your way through your 20s, this pairing is ideal.