I wouldn't keep my top on if I looked like that!!!
I went for a similar style recently, used clippers on the side. Had a number one at the bottom and gradually increased the length until it was relatively long on the top. I'm not expert on faceshapes but ask you hairdresser first whether having it so tight on the sides would suit your face. It didn't look great on me and I probably won't have it that brutally short again.
You can always leave a bit of length at the back and the sides if you're worried, the style will still work.