I have the large and I'm wondering how smaller is the 'small'. I'm not good at picturing dimensions.
I'm petite ~5'1" and saw both today. While I could force myself to deal with the large, I thought the size of the small was perfect. I feel like the large is both large and the strap is too long (if I don't do xbody). I ended up buying the small whiplash fringe for now, which is between the small and larger size Dakotah, and that's really as large as I was comfortable with, including the strap length. Next one I buy will be the small Dakotah because I don't really find it tiny, and I like that it is overall more structured because I can fill it up. I didn't like the way the larger Dakotah buckled and looked on me, and it was very long. However, after carrying huge bags for years, I've gone to preferring smaller size bags within the last year, so that's why the larger Dakotah seems too large for me now. I did try my stuff in all sizes but only the equivalent of a medium size wallet and bulgy cosmetic case, and that was honestly tight in the small size but worked. Sorry I didn't take photos!I'm petite 5.2 and I think the large looks pretty big on me.