
Figure out why he doesn’t like to first: if it’s comfort, confidence, not knowing how to, or just not caring. That way you’ll know if you’re forcing your preference or not. If it’s confidence or not knowing, give him little compliments when he does a bit more, get him something or point out something he already has and tell him how good he’ll look in it to incentivize him. If he doesn’t care and doesn’t want to change figure out why YOU DO and if it’s a dealbreaker or not.