The sissy, dressed in a frilly maid's outfit, is made to service his master and his master's friends. He starts with a sloppy, spit-lubed blowjob, taking the cock deep into his throat. The master, pleased, rewards him with a rough anal fingering, making the sissy squirm. The sissy's ass is then passed around, each man using him, filling him with their cum, before he's left to clean up the mess, still locked in his chastity device.