Load his closet up with the clothes he loves, like the Cherokee Boys' Dark Wash Regular Jean. Familiar comfort is what these jeans are all about. You know how much he loves his jeans and with Cherokee you can continue to replace them as he grows and hell never have that stiff uncomfortable phase. These dark jeans are a little dressier than light ones and are a big trend this school year. The fit is close to the body but its not too tight or super skinny. Its a good look that youll both rely on.