Well, I just ordered up a set of 5 265/75r16 for VanDOOM. I think the 255 or the 285 would be just a bit too tall to fit well. The 265's should be perfect. According to Cooper they are about 32" tall so a bit taller than most 265.
Now, if you want to get creative, you can check out Discount Tire Direct on eBay. They are offering a 100 off any purchase over 400. That makes the tires 160 a piece when order as a pair. So I just asked my local DT to match the 160 per tire price and voila, done.
$930 with tax and mounting for all 5. I am stoked.