I actually have not worn the bag outside yet, but after I read your post, I went and added my stuff into the bag and placed it on my bare shoulder.Love the heart chain! Is it comfortable to wear on the shoulder?
I can definitely feel the heart strap hurting my shoulder from all the weight inside the bag, unfortunately. And I have the bag full of items inside, too.
I have a feeling I can only use this strap for only short trips or dinners, or I might need to bring an extra strap in case my shoulder starts to hurt. Still love the bag, though.