Email Him Pictures of Real Cocks to Tease

Send emails often to him describing what a real cock should look like (with pictures) and what it should do. 

Then send him pictures showing what his cock seems like compared to a real one.

Explain what happens to small cocks when you humiliate his size…. Go on to tell them they are useless, they should be locked up, and therefore in panties, and treated as a sissy. Tell him that you will be forced to find a bigger cock to satisfy you, and use his only as a small practice toy.