Usually shoulder, specifically my left shoulder. I don't know why but I just can't carry it on my right, haha. I do prefer cross body when I'm going to a big event type thing where I don't want to carry everything and want to have my hands free.
Cross body is definitely easier, but I feel like I look super weird that way, so I always wear it on my shoulder. Plus, I like the look of the actual purses that are shoulder bags as opposed to cross body.
I think cross body purses are cute but I feel like I can't pull them off. They always act like a boob divider and I just feel like it looks awkward.
Haha this happens to me too sometimes with cross body bags. Our diaper bag is a messenger bag so it happens a lot. When I notice it I always try to adjust it so it's not right in the middle but that doesn't always work!