I hate stockings and hold ups too. I dispense with them very quickly in a booking if I can. "Oh well since my dress is off I think it's time to dispense with these VERY silly stockings, don't you?"
But I do have a trick that works for me rather well for stockings and supenders.
So I clip the BACK suspenders in place before I put the stockings on. Then, put on the stockings with the unclipped bits and the "belt" to the front, and the unfastened belt catch at the back. Holding the unfastened belt in place, I shoogle the stockings around on my legs a bit until I feel the back straps are in place then fasten the back of the belt and do up the front suspenders. Once you get the knack it works rather well. Since I have ENORMOUS thighs, the twisting and stretching is too much of a hassle and gets me in a foul mood too.
Wish clients didn't insist on them.