The 997 is great when pulled down as far as it can go. Rolling up is a common problem with both the 997 and the tri-top. I have this one pair of pants that is really tight right at the waist, and keeps mine from rolling up perfectly (can't do that with the tri-top, though).
Anyway, you look great! Congratulations on getting your first binder and the confidence boost!
Btw, in my experience they get easier too put on after a few times. Like they stretch out a small amount, then stay there without loosening any further. Or maybe I just got better at putting it on.