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I ran 285/35 PSSs on the rear. The overall diameter actually gives you a more accurate mileage reading in your cockpit. Also, the percent variation is within 3%, so totally safe. You can barely notice the difference and thanks to a bit taller sidewall, it feels smoother.
My car had 265/35 on the rear when I got it (Toyo T1R). When they wore out I switched to 285/30 (Yokohama AD08R). I much prefer the Yokohamas, but the Toyos worked just fine. The Super Sports come highly recommended, if you can find them.
Looking at a few different brands specs. I would think a 275/? would be the ideal width if you are looking for a nice squared sidewall. A 265 is a slight stretch and a 285 is a little bulged.
Pretty sure the press kit mentioned 265/35R18 as standard up through MY2001. It was updated to 285/30 with the .2 update. Majority of 996 owners say you should be just fine.