Anasa, I totally get what you're saying -- I do think the look is quite different. What is the black bag in the lower pics, if you don't mind my asking? It looks like a great bag.
To answer the question, I do both shoulder and cross-body, but living in a city and using a lot of public transportation, the cross-body function just can't be beat. I do have some top-handle bags, but all of them have a strap. Lately, I find myself insisting that the strap be long enough to be worn cross-body, even if I don't always wear it that way. I really need the option. I also have a dog, and wearing a bag cross-body while having him with me makes handling the leash (and picking him up if I need to) a lot easier.
I don't think cross-body bags will ever be "out" because they are just too practical.