The toe box of this shoe is long. Really long. I've got probably 3/4 of an inch of empty space beyond my big toe, but if I had sized down they would definitely have been too small. In addition to the toe box being long, the opening also extends a bit far on my foot, giving me some toe cleavage. Then again, I almost always have some toe cleavage. It doesn't bother me, but it might be something one would want to know. I ordered my regular size and overall they do fit. I'd rather have a bit too much space than a bit too little. The rounded toe isn't a bad thing, and it's a bit squared off, almost like a ballet flat. It's worth noting that the elastic straps are a snug on me. They aren't cutting off circulation, but they sure aren't going to budge, especially over my high arches. The zipper in the back made them easy to get on and it doesn't hit me in any weird places. I can feel the little padded area under the ball of my foot, but it's not uncomfortable. Overall, I'm pleased. I'm keeping these. They're cute for flats and the straps keep them on so they won't slip off the heel like some of my other flats. They're classy enough to wear to work or with a dress, but they're comfortable enough to walk, to stand and to wear for an extended period of time.