I can try and help on the sizing.
I have a 21st century clip and a very slight mini tub on the back(just took it to the frame rails) My car is a 69 so I have a touch more room in front and back.
I am running a 245/45/18 on front and 285/40/19 on the rear. This is a rim and tire package off of a C6 corvette. As long as you run at least and 18 up front a 275 will fit no problem. I actually bolted the rears (285/19) up front and they cleared as well. The front rim is 8.5 and the rear is 10. If you increase the front rim width make sure you put the additional width to the inside...if stock vette offest is 6.175 on an 8.5 incher and you go to 9.5 then the back spacing needs to be 7.175. Just an example as I cannot remember the stock back spacing.
I am not sure you can find a 45 profile tire in a 285 or 295 without it being a sport truck tire.
Steve (Penny) is running a 275/18 on the 21st Centruty Clip.
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