Yeah my wheel wells have tons of room, mine are about 30 inch tires as well, I just don't wanna spend the money on new tires and have the front tires rub when I turn, I doubt they will but I didn't know if anyone had 33's on their highboy and could tell me for sure.
Well, there's more than just the outer diameter in this. With the throw of my rims, I have about 4" between the wheel well and the tire, if your rims tuck you tire in further, you might not have the clearance, but I'm assuming your rims have similar dimensions as mine, they're designed to go on a highboy.
yes with out any problems ex. My first truck was a 1973 f250 highboy with 40 inch monster mudders and I had no issues on or off road.
My truck had 9 leaves in front and 11 rear. I know some highboys only had 7 in front and 9 in rear