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2nd Gen Ram Tech1994-2001 Rams: This section is for TECHNICAL discussions only, that involve the 1994 through 2001 Rams. For any non-tech discussions, please direct your attention to the "General discussion/NON-tech" sub sections.
I think 285's would be fine, and look pretty good too. I agree with Silver_Dodge though, I wouldn't go any smaller with 3 inch of lift. I the same amount of lift with 315/70/16's and still have the 3.55 gears. A little sluggish with OD on, but with OD off it still has plenty of get up and go. Either way, it should look good though.