I have the mousse pocket in medium and it's a great size for me. I also have the whiskey satchel. In all honesty, I don't think you can go wrong with either sizes. They are certainly versatile. Personally, I feel the pocket is more casual than the satchel. I would definitely check it out in rl and see which one works for you. After that, I would post pics of your beautiful new purchase! Congrats in advance!