275/60/20 vs 285/55/20

I'm going to replace my stock tires Yokohama soon (265/60/20). I don't do off road at all, just hwy and towing my boat. I will probably go with the Michelin Defender LTX M/S 2. Looking at these two sizes 275/60/20 and 285/55/20, which size do you prefer? Thanks!

 

Debated same thing as you. There's no doubt the lifted trucks with bigger tires look good. But for the most part my truck is a hwy pounder. I wanted a little taller tire but didn't want to kill my mpg. I have Michelin's on both my vehicles and really like them. This is mine with 275/60/20. Wish the truck had come with 18 inch wheels but alas "no" and I'm too cheap to drop the extra money for smaller rims. Hope this helps in making a choice.

 

Thanks! Truck looks great, I have the same color