Wealthy brat, Macy, found a scrappy looking boy busking with his guitar outside the mall. She has decided to take him back to her mansion and give him a better job as her slave. Not only will the little vagrant serve Macy, he will serve her younger half-sister as well. Upon entering her lavish home Macy has immediately locked the boy in chastity. She starts his training with face sitting to get him used to her superior scent. He will eventually be trained to do the feet of the women of the household as well. Macy decides to mark the boy by having an orgasm on his face. After being used for her orgasm he will feel truly owned by her and unlikely to run. The boy quickly realizes that he better obey the women of the house and do whatever they ask!

Macy and Lily are two wealthy heiresses. The girls have collected several “servants” from off the streets. They do not pay the servants, but they are given some meals and shelter. Macy has been largely responsible for keeping the servants submissive, but today she wants to show her younger sister how it is accomplished. Macy selects a skinny punk boy that they found playing guitar outside the mall to demonstrate on. The skinny punk sees Macy’s strap-on and knows that ass fucking is a punishment. He protests that he did nothing wrong. Macy tells him she knows, but she is going to punish him with the strap-on anyway to show Lilly how it’s done. Lilly watches her big sister fuck the skinny little formerly homeless boy. “I’m sorry, I’m sorry,” the little punk cries. It’s all in vain. Macy tells him that if he doesn’t submit to her sexual aggressions he will be right back out on the street. Macy fucks the skinny boy in piledriver. The boy must look at his chastity key dangling between Macy’s expensive breasts while taking it in the ass from her. Little sis, Lilly, holds the boy’s legs back so her sister can get the dildo in his ass even further. Macy makes the punk boy lick his own ass juices from the dildo. She asks him if he would rather go back to living in his car, busking for spare change, or continue to live in a mansion with two hot blondes. The homeless boy sucks Macy’s cock with renewed enthusiasm. He doesn’t want to go back to the life he lived before. As cruel as the girls are it’s better than homelessness

2 clips where a man's place is on his knees!