If Calvin Klein exists in the DCU, I'm 98% sure that Dick's probably done an advertisement with them before without Bruce or his brothers knowing. They find out when they're at the mall together and Dick's being kind of suspicious and ushering them quickly past the CK store but obviously they notice and just stare. Jason because why was he never asked to do one? Not that he would but still, a blow to his ego especially if Dick got free stuff or discounts now - being a vigilante surprisingly does not pay well. Tim because why does Dick look fabulous even though Tim knows, oh he knows that Dick probably has a lot of makeup on covering up the bruises he probably got from patrol and the eye bags from not sleeping well. And Damian because "God, Grayson, have you no respect for yourself?"