While the 37s do look good, that thing needs a lift badly. It looks pretty sad with the wheel wells all stuffed up like that. He'll have a lot of rubbing when he turns too.
I think it looks good right now. I see a lot of empty wheel wells and I feel sad for them. I'm more of a guy that appreciates a tire that fills up the entire well. Now you could put like a 2" lift on it and still retain the good look imo, but don't jack it up like half a foot.
The reason it looks bad is because it has no room for articulation. You can't get up on any kind of terrain without rubbing. You need to have some room in the wheel well to let the tires move up and down, a lot. The whole point of big tires like that is to go offroad, you won't be going very many places with that set up.
