So I've been thinking about getting new rims and tires for my 2001 1500 sport single can short bed (which is also leveled). I was thinking about getting the same size rim, 20", with the 33" tire but I have a problem. Should I get them 14" wide or would that be too big?

 

Way to wide. Probably not legal either, as they would be sticking out of the fender wells. What tires do you want to run? What is the suggested rim width for them?

Welcome to DF!