Most Helpful Guy
I might wear a pair of jeans that have a rip, but I wouldn't buy a pair of ripped jeans. It's not that I 'wouldn't pay money for something worn out'. Its just too affected. It bothers me somehow.
It's sort of like ... not too many men would put bronzer on, even if they think an actual tan looks good.
Maybe he just doesn't like ripped jeans, but it could be that he's like me.
The safe approach is to go ahead with the slim/straight, but just get a straight dark indigo and let him wear them in naturally.