The strap drop length on the short handle is about 8" and I can easily get it on my shoulder (and I do NOT have super-skinny model arms lol). However it would probably be difficult for many women to shoulder carry it while wearing a heavy winter coat.
I considered this strap drop issue when deciding between the small and large size Mademoiselles. In thinking it over I realized that when using my other hobo-type bags (like the Foulonne hobo for instance), I often hand carry them by the handle anyway while walking around and in many situations because its easier than constantly trying to hold the bag up on my shoulder while moving. Fwiw....
