This is a wonderful way to milk a chastity slave. He must have been aching to cum for weeks and this is his chance. But of course she ruined it. Twice already but this torture could go on for hours if it still amuses end entertains her.
This is a lovely long denial session. If you are going to allow him any prgasm at all it has to be ruined, leaving him denied and frustrated. You manage to make him have a succession of ruined prgasms which is especially painful mentally for him. Wonderful!