Tip - Let him think he has a choice

The best way to deal with this is to get shirts for your son yourself, like, at least 4 shirts and show him two at a time and ask him which one he wants to wear to school and which one he wants to wear at home. Have him choose two shirts for school (out of the 4 YOU selected) and two for home. This way he will think he has chosen them and will be willing to wear them.