My prisoner can try to resist it as long as he likes, but if I want his cum - I am going to get it. And I don't think he can really fight it too hard, not after spending the last days in the hole, cold and alone. Now I'm giving him a chance to get out of the hole and stretch his legs, but he will have to give Me his cum. I know he has a lot, the chastity device ensures he doesn't spill it, so I'm really doing him a favor here, why is he so uncooperative? No matter, I will tie him to the bench, I will make his cock hard, and I will extract the cum I want. There's no way he can resist Me, he ...

My prisoner can try to resist it as long as he likes, but if I want his cum - I am going to get it. And I don't think he can really fight it too hard, not after spending the last days in the hole, cold and alone. Now I'm giving him a chance to get out of the hole and stretch his legs, but he will have to give Me his cum. I know he has a lot, the chastity device ensures he doesn't spill it, so I'm really doing him a favor here, why is he so uncooperative? No matter, I will tie him to the bench, I will make his cock hard, and I will extract the cum I want. There's no way he can resist Me, he is just a male and his cock is under My control; he'd better just relax and try to enjoy it. Not that I'm going to give him a real orgasm, no, he doesn't deserve it with this behavior. So he will get a frustrating ruined orgasm, while I will get what I want. As always.

If you like milking clips, check this other clip in which I milk a prisoner together with Lady Yna, Mistress Kennya and Mistress Saida from the House of Sinn - that one prisoner absolutely no chance.