Don't fight about the $50. But in future he does not get to use YOUR support money for his own purposes. If you ask him to buy something ON YOUR BEHALF, then reimburse him. Otherwise, he doesn't get to buy things and then take the money he spent out of what he owes you.
Finally, this is the last time I will say this. Period. So I hope you listen.
Stick to business. Stick to email. Stop the phone calls.
BFFs mother's funeral is not business. Business only. And, stick to email. NO, you do not have to keep calling H several times a day regarding mundane matters. If it is urgent, send a text message. But, most of this stuff is not urgent. Make calling him the LAST THING you WILL CONSIDER in each and every case that contact is required. If contact is not required, then do not consider communication via any means.
As for your actions, I largely agree with Sara. Mostly your actions just don't matter right now, except that they are making him more comfortable with his choice to leave. In the long run, the best thing that can happen for you regardless of your M, and the best thing that can happen for your R with H, whatever it turns into, is for you to leave him ALONE. Focus on yourself. Let go of an M that does not exist. Get happy by yourself.