From what I've seen, the guy with the more fem face will get masculine on T, but may always look a little more fae than the masculine guy on T. BUT! As Cynthia said, you just gotta wait and see. It affects everyone differently, depending on genetics and age and things like that. More often than not it'll cause enough of a change so that it doesn't really matter how masculine you get, you'll be read as a guy. The voice, muscle, and hair changes are often enough; looking masculine has little to do with it. Because, I've seen some manly cisgender ladies, and some girly cisgender men.
So yeah. Cynthia hit the nail on the head. It's different for everyone, but we all have hope.