I like the first one too. I have a Marc by MJ tote which is 14" *high* and yes, it's big, but not cumbersome. I love it cause I can put magazines in there and still zip it up completely!
oooo ooo shopper shopper!!! Can you imagine how celeb you'll look with that?? Although, I hear that supposedly smaller bags are going to be "in" soon.... ultimately it depends on what works best for you, but I'd still choose the shopper.