[She reaches out to put a hand over his, giving it a squeeze and holding on.] You are every bit worthy and deserving of being with him. And he loves you. I think he sees that and if he doesn't I'll help you kick his ass. But he chose you.
The boss thing... I can't believe I'm about to say this and you can go back to pretending I didn't in a minute, but maybe you could try some roleplaying in bed as the boss? I think he's better at communicating with physical touch anyway. It might give you more confidence and help him see things from another perspective.