2014 F250 4x4 Super and Cougar "HALF-TON 25RES Mountains???

I would measure the height of the sides of the bed of your truck and then compare that measurement to the overhang of the 5r when level. This would indicate the bed to trailer clearance. From there you can determine the pin and the hitch height. You may take a few inches off the truck height allowing for spring compression once hooked up.