Do some reading and you will learn that a skinny tire actually tows better than a fat tire. And where do you see a skinny 35?
Yep, you are correct, did some reading last night, and I guess less rotational mass usually is always the winner and will overcome any other downsides a taller tire will have. I was thinking grip and rollover might be a problem with heavier trucks (vs a jeep or other lighter truck) but rotational mass is really the killer, so all else equal, skinny ******. There's a few 35 11's out there now I believe. There was a thread awhile ago, never did much more research into it other than what was said in that thread.
The 255's will fit with the stock suspension and have zero rubbing, all while reducing your rotating mass, improving braking, and getting better mpg than a fat/wide tire. I look at it from a logical standpoint, but to each their own. As for looks, who the freak cares, if looks were your main concern you would likely be driving a different vehicle.
I think the 285/75/16 is the perfect size for a mixture of looks and capability for the 2" inch lifted suburban/tahoe. When I had the 2-3' lift I would still have the rears rub a tad under FULL compression (Ie the other side tire is off the ground) but it was just scratch marks on the plastic fender liner. The biggest for me was I had trim some off the front fender liner. It would scrape(horrible sound) only when locked steering and ONLY in reverse on pavement, wouldn't scrape in the front any other time surprisingly. With that, I would assume if used off road with any type of compression, the 285/75/16 will rub significantly if there's no lift. Also, because you are towing your rear end may sit a little lower than someone without the weight, but not sure how much off road you are doing with that trailer
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I usually always go with function over form, (which is why I still use the 285/75/16 on my 6" lift) but I don't think there is going to be much appreciable difference between a skinny 33 and "medium" 33 like the 285/75/16 other than the looks, they all seem to be within 3-4 pounds of each other depending on load range and at/mt , etc. I don't think you can go wrong with either.