We inherited a 3yr old american bulldog that had never been clipped. Showed him the clippers, let him smell them, pretend we cut ours, and then pretend to cut his (yeah, I know, agreat americas funniest clip). A few days of this and then one per day to get him used to it. Alot of patience to get him comfy. Holding 93 pounds of nervous pooch didn't work.
My dog is a PITA when it comes to the nail thing as well...Usually I'll hold her down until she has no more strenth,which takes some serious patience!!! BTW, I own a Huskey/Lab mix and the stubborn attitude is out the roof!!!