Slave has been sent for his regular milking and is released from chastity to be thoroughly drained. He is secured to a whipping rack and has been filled with a large plug to stretch his ass ready to use. I spank his ass with a riding crop until it is glowing and red, then remove the plug. I have a glass to catch all of his cum as I milk it out of him by massaging his prostate so I can feed every last drop to him before locking him back into his chastity device before letting him free.