try Lucky brand "adventure" its a good fit, but the wash is kinda ehhh.. I dunno, its a lil too antiqued for me.
Basicially, if your boy has thick legs, and Im sure a squatter's butt, he's gonna need to loock for jeans that are "low" but "loose"
Low cut jeans that are in style now are usually cut for guys with NO legs.. they end up looking ridiculous on guys that do have legs.
Abercrombie, as much as I dislike the company, has some good fits in jeans.
I would check out the store Buckle. I got some Ecko brand jeans that fit me well there. I found those Lucky Adventure jeans there, but I just didnt liek the color. They know thier jeans pretty well in that store.