Go medium!! I returned a large for a medium. At first I couldn't believe I was going to do it, but the structure holds much better. I didn't like the droopy nature of the large, I felt it took too much away from the classic look. I also opted for a textured leather medium. It also ensures that it holds it shape better. All because I love the classic shape; if that's not a big deal to you you could go with either. Although overall I prefer the proportions of the medium over large too. Either way, enjoy!!!