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I had 285's on my truck for a few weeks pre-lift and would rub going through gutters, bumps, etc.
I have had 285s on 3 99s and 1 00 and never had any rubbing issues.
What about the 255/85 R 16? I believe they will fit without rubbing.
Only thing I found regarding 285's rubbing was when Loud was running them on his fancy spinner wheels pre-lift.
edit - I would like to see the BFG AT KO 265/75R/16's on an un-lifted 100.
I think I can find pictures of a white 2003 with the BFG AT KO 265/75R/16s and stock suspension, macneills buddy that they just put the TJM side bars on had em.