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Video Description: Brianna wants to show her son how to pleasure a woman. It’s about time he finally learned. After today he will do this for his mother and sisters. Brianna’s son has already been locked into a very tight chastity cage. He won’t be pleasuring anyone with that little nub. Instead, Brianna straps a dildo into her son’s mouth. It will be one of her son’s responsibilities from now on to make mommy cum. Brianna’s son does not like the gag, but mother straps it on anyway. The dildo is a nice decent size, unlike Brianna’s sons locked-up little parts. Brianna’s going to be so proud of her son when he finally learns how to get a woman off. Brianna has her son lay flat on the bed and sits on his face while riding the dildo. Mommy climaxes on her son’s face while he remains locked in his little cock cage. Brianna then teaches her son another position. This position, the one with him kneeling at the foot of the bed, is the position his sister favors for her orgasms. Brianna enjoys a second climax in this position. Very satisfied with her son, he decides now is a good time to bring up some of his problems at school. Brianna’s son confides in her that one of the teachers does not approve of how he dresses. Brianna assures her son that she will go to the school and have a talk with his teacher about the feminine clothing she prefers her son to wear.

Video Description: Marcello is so happy that Raven allowed him to take her out on a date! Raven is less than thrilled. It wasn’t a great date. Her steak wasn’t cooked right, she had to send it back. It was just sort of meh. Raven is used to being wowed. While discussing the mediocrity of their recent dining experience, Raven notices Marcello looking at her feet. She pries a bit and discovers that her date has a foot fetish. It amuses Raven to have discovered this about Marcello. Marcello is excited that Raven seems interested in his foot fetish and offers to give Raven a foot rub. Raven takes the lead, though, and commands Marcello to get on his knees before allowing him to touch her feet. Once on his knees, Raven allows Marcello to smell and worship the stockings that she has been wearing all day and night. Raven admires Marcello’s penthouse while he indulges himself with her feet. Raven is curious what Marcello does for a living. Marcello responds that he doesn’t really work because he’s received a large inheritance. Raven knows almost instantly that she can financially drain this wealthy foot fetishist, take him for every penny. Raven is very dominant about exactly how she wants her date to worship her stockings and feet. Marcello asks Raven out on a second date. Raven responds that she’d love to go out again, but she wants to go shopping first so that she can have something new to wear for their second date. Marcello wants to make the beautiful Raven happy, so he agrees to buy her whatever she wants to wear. Raven gets really excited! Marcello is so easy to part with his money! She pulls him in closer and allows her date to worship her wet pussy after he has agreed to treat her to the spending spree she desires. After her orgasm, Raven wants to hear more about Marcello’s trust fund.

Video Description: The very sexy Princess Mia bounces her oiled ass on a slave boy’s face. She giggles and grinds while the slave boy is all locked up in chastity beneath her. Mia bounces harder and higher and the slave boy’s nose is thrust deeper into her bottom, where he cannot breathe. The boy’s face turns purple and Mia thinks that’s funny. She jiggles her bottom and presses down into him with her full weight. Mia grinds the slave boy’s face hard. He is just a toy for his Keyholder. Mia decides to put the boy to sleep. She wraps her thighs around his neck and squeezes him until he goes limp beneath her. Mia thinks it’s funny that she can overpower a boy with just the strength of her legs.

Video Description: Amber’s financial slave got her an all expense paid vacation to Las Vegas, just like she wanted. While Amber stays in a Palms penthouse suite, the slave stays in the Super 8 a few miles from the strip. Amber is mad that the slave spent money on a motel for itself. It should be sleeping in its car so that it has more money to give to Amber, and so that it can drive straight to her whenever she needs something. The slave agrees to do anything. It is just so desperate to be near its beautiful, young, Princess. It tries and tries to keep her happy, but all Princess Amber wants from the slave is more and more of his money.

The slave voices that its upset that Amber is going out with another guy in the evening. Amber just laughs at him. She explains that her date is very attractive. Her date doesn’t have a lot of money like the slave, but she has the slave to pay for things, so her date doesn’t really need to be well endowed in every way. Amber tells her slave to give her money so that she can go to a nice place on her date with the handsome man. Amber counts the funds she has just collected from her financial slave while it kisses her feet. She’s upset that the money isn’t enough, but the slave agrees to go get more cash.

While the slave is getting cash, Amber’s room service arrives. She wanted filet mignon as a snack, but the financial slave ordered it at the wrong temperature. Amber likes medium rare but got medium. Everyone knows that overcooking fillet mignon ruins it completely and make it totally inedible. Amber has had it. She decides to give the slave a strict caning before taking its cash and leaving to go out on her date. Amber angrily hits the slave with the cane several times on cold skin. It leaves deep red welts. The crying slave agrees to get Amber even more money to help calm her down.

Amber counts the additional money she has collected from her financial slave while admiring the freshly made cane marks on the slave’s ass. Satisfied with the damage she has done to his body and wallet, Amber contentedly leaves to enjoy her date with the handsome man.

Video Description: Raven Hart enjoys the view from her penthouse balcony while her cuckold husband kisses her ass. Her husband must follow his wife’s instructions exactly. If he is good, he might get to taste her pussy, which she almost never lets him do. Raven is teaching her cuckold husband to be a good listener. He must call her “Mistress” and obediently kiss her ass before he gets to lick it. Raven lets her husband smell the pussy that he never gets to fuck. His wife keeps him locked up nice and tight in chastity, so he knows that he will never get to fuck her the way she lets other men fuck her. Raven’s husband is grateful just to be able to smell where the other men fuck her. She lets her obedient husband lick her pussy, just three times. That’s all he gets for today. Raven goes back to enjoying the view. She has complete control over him with the pussy that he will never get.

Video Description: Chloe and Sasha make a loser crawl back and forth on the deck kissing their toes in flip flops and sandals. The loser is naked and locked in chastity. He must crawl to whichever girl calls him and do what she says. The girls pass the loser back and forth between them, getting their feet licked. They remind the loser that it is pathetic. The girls get tired of standing. They sit in lawn chairs and make the loser take off their sandals. They verbally humiliate him while he worships their feet. They want to take the humiliation even further. The girls decide to go inside to find something to sodomize the loser with. He has never gotten fucked before and is very scared. The girls send him away to get the big tub of Vaseline as they conspire and giggle.