Dildo Training
Brianna - step-mother Teaches Locked step-son how to Pleasure a Woman (1080 HD)
1080 HD Brianna wants to show her step-son how to pleasure a woman. It’s about time he finally learned. After today he will to do this for his step-mother and sisters. Brianna’s step-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 step-son’s mouth. It will be one of her step-son’s responsibilities from now on to make Step-Mommy cum. Brianna’s step-son does not like the gag, but step-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 step-son when he finally learns how to get a woman off. Brianna has her step-son lay flat on the bed and sits on his face while riding the dildo. Step-Mommy climaxes on her step-son’s face while he remains locked in his little cock cage. Brianna then teaches her step-son another position. This position, the one with him kneeling at the foot of the bed, is the position his step-sister favors for her orgasms. Brianna enjoys a second climax in this position. Very satisfied with her step-son, he decides now is a good time to bring up some of his problems at school. Brianna’s step-son confides in her that one of the teachers does not approve of how he dresses. Brianna assures her step-son that she will go to the school and have a talk with his teacher about the feminine clothing she prefers her step-son to wear. (7:37 long)
Brianna - step-mother Trains step-son to become Step-Daughter with Chastity and Pegging (4K)
This clip is in 4K Ultra HD! If you cannot play clips in 4K, get the 1080 HD version instead!
4K Ultra HD Brianna never wanted a step-son. She had two lovely daughters before he was born. She expected the third to follow suit and come out into the world the preferred gender for her progeny. Brianna knows that she can make this right, undo this mistake. Brianna has decided to make her step-son into her third Step-Daughter. Three beautiful girls, that is what Brianna wants. In order to transform her step-son into her third Step-Daughter, Brianna has locked her into a very small chastity device. She makes her gender-transitioning offspring wear nylons and garters, to train her to appreciate such feminine things. Brianna’s step-son fusses and complains. None of the other boys dress like this, but Brianna’s step-son is not going to remain a boy, and she reminds him this. Brianna is very frustrated that her step-son put his step-sister’s lingerie in the dryer and shrunk it. Wearing lingerie will teach him to appreciate lingerie. It is a very special type of garment and requires special care from gentle hands. Brianna tells her step-son that she is going to start fucking him, because girls get fucked and learning to get fucked hard will aid with his full transition.
Brianna starts to fuck her least-favorite Step-Daughter. Brianna’s Step-Daughter begs her step-mother to stop, but inside the metal cage her little clit is throbbing. Her third Step-Daughter must learn that the other two siblings, who were born the correct gender, are allowed to fuck all her holes as well. step-mother also reminds her step-son that soon she will be wearing dresses all the time, even to class. Wearing a dress to class would be so mortifying! He’s a boy! No, Brianna corrects her step-son. Once they put in the work no one will be able to tell the difference between him and all the other girls. Brianna’s step-son cries. He doesn’t know why he was born this way and doesn’t understand why his step-mother seems to loathe him so much. Brianna knows that she is only doing this for her Step-Daughter’s own good. Prom is close, and she wants her youngest Step-Daughter to be ready for her prom date. Once she starts wearing some of the bright lipsticks Step-Mommy has picked out for her, the boys are sure to start to notice how pretty she’s becoming. Brianna’s third Step-Daughter starts to make a lot of fuss, but Step-Mommy assures the girl that everything is going to be fine. In fact, she thinks she may send her youngest away this summer to work in the household business, Auntie’s Dress Shop. Once her third Step-Daughter has been fully transformed, she can model all the dresses in the shop for Auntie’s wealthy clients. (13:47 long)
Brianna - step-mother Trains step-son to become Step-Daughter with Chastity and Pegging (1080 HD)
1080 HD Brianna never wanted a step-son. She had two lovely daughters before he was born. She expected the third to follow suit and come out into the world the preferred gender for her progeny. Brianna knows that she can make this right, undo this mistake. Brianna has decided to make her step-son into her third Step-Daughter. Three beautiful girls, that is what Brianna wants. In order to transform her step-son into her third Step-Daughter, Brianna has locked her into a very small chastity device. She makes her gender-transitioning offspring wear nylons and garters, to train her to appreciate such feminine things. Brianna’s step-son fusses and complains. None of the other boys dress like this, but Brianna’s step-son is not going to remain a boy, and she reminds him this. Brianna is very frustrated that her step-son put his step-sister’s lingerie in the dryer and shrunk it. Wearing lingerie will teach him to appreciate lingerie. It is a very special type of garment and requires special care from gentle hands. Brianna tells her step-son that she is going to start fucking him, because girls get fucked and learning to get fucked hard will aid with his full transition.
Brianna starts to fuck her least-favorite Step-Daughter. Brianna’s Step-Daughter begs her step-mother to stop, but inside the metal cage her little clit is throbbing. Her third Step-Daughter must learn that the other two siblings, who were born the correct gender, are allowed to fuck all her holes as well. step-mother also reminds her step-son that soon she will be wearing dresses all the time, even to class. Wearing a dress to class would be so mortifying! He’s a boy! No, Brianna corrects her step-son. Once they put in the work no one will be able to tell the difference between him and all the other girls. Brianna’s step-son cries. He doesn’t know why he was born this way and doesn’t understand why his step-mother seems to loathe him so much. Brianna knows that she is only doing this for her Step-Daughter’s own good. Prom is close, and she wants her youngest Step-Daughter to be ready for her prom date. Once she starts wearing some of the bright lipsticks Step-Mommy has picked out for her, the boys are sure to start to notice how pretty she’s becoming. Brianna’s third Step-Daughter starts to make a lot of fuss, but Step-Mommy assures the girl that everything is going to be fine. In fact, she thinks she may send her youngest away this summer to work in the household business, Auntie’s Dress Shop. Once her third Step-Daughter has been fully transformed, she can model all the dresses in the shop for Auntie’s wealthy clients. (13:47 long)
Kimber and Raven - step-mother Step-Daughter Strap On Team (1080 HD)
1080 HD Kimber wants to win a strap-on contest at her sorority and she’s enlisted her Step-Mom, Raven, to help. Kimber’s Step-Mom won the strap-on contest two years in a row back in her sorority days. And she still regularly ass fucks her husband, Marcello. Raven invites her Step-Daughter to practice for the contest on her step-step-father. The step-mother and Step-Daughter each grab a hole and start to fuck Marcello. He’s used to getting ass fucked by his wife but having his step-Step-Daughter join in is too much to handle! Marcello tolerates the indignity, even when his step-Step-Daughter straps on the largest rubber cock in the household’s collection. He begs his step-Step-Daughter not to put the huge dildo in his ass, but Kimber is set on winning the sorority contest. She knows that having the biggest rubber cock will really set her apart. Raven passes her husband off to her Step-Daughter. She makes Marcello clean her dildo with his mouth after it has been in his ass. Kimber is so happy as she pushes the enormous dildo into her step-step-father. With a feat like this she’s a shoe in for the winner! A look of pure anguish registers on Marcello’s face and the step-mother-Step-Daughter strap-on team just laughs! The women giggle and play pattycake as they breach two of Marcello’s holes. Raven dangles her husband’s chastity key in his face while his step-Step-Daughter takes him from behind. When Kimber is done fucking her step-step-dad, she spits in his face and leaves him tied up. She and Step-Mom are going to take his credit cards and go shopping. When they get back they might practice some more for the contest. (9:02 long)
Kimber and Raven - Do What I Say or Step-Mom and I will Ass Fuck You (1080 HD)
1080 HD Marcello is enduring an ass fucking punishment, administered by his new wife, Raven and her 19-year-old Step-Daughter, Kimber. The step-mother-Step-Daughter team spit roasts the disobedient beta male, one dildo in mouth, the other pounding his ass. Kimber HATES having Marcello as a step-step-father. She wants her Step-Mom to fuck him HARD! Raven loves indulging her Step-Daughter. The two are more like best friends than a step-mother and Step-Daughter. Raven fucks her husband while her spoiled brat Step-Daughter squeals in delight at Marcello’s pain. The pair are so cruel to Marcello! The women aggressively ravage Marcello’s body. He is compelled to do ass to mouth and all sorts of degrading acts while his neglected cock remains locked in chastity. In this household, bratty young Kimber is the boss of her step-Step-Daddy, Marcello! Not the other way around! (11:41 long)
Lola - Sells a Cocksucker Online (1080 HD)
1080 HD Lola’s trying to unload an unwanted slave online for a profit. She’s made a little video displaying its cock sucking abilities in hopes of making a sale. If anyone at home is interested in the cock sucking abilities of this faggot, drop Lola a line. No gender preference, it’s been well trained to suck any cock it has been instructed to. The slave’s penis is very small, and that’s where it all started. Sometimes, you can’t help what nature deals you, but a good slave can always improve its skills to make up some for its shortcomings. This slave’s little penis is useless, but it can do its best to pleasure the superior cocks of others. (12:30 long)
Raven - Cuck Gets a Quick Ass fuck Mistress gets a Nice View (1080 HD)
1080 HD Raven fucks her slave in the ass while outside on the balcony of a penthouse suite. People in the high rise right across from them could see what they are doing from their balconies and windows, but Raven doesn’t care. She wants people to know what a depraved whore she has trained. Raven enjoys the view from the top. She looks out over the beautiful city while fucking the slave’s ass. The slave’s pink chastity device bounces while Raven drives the cock deep. Raven feels like she’s on top of the world, fucking her slave while enjoying the beautiful view of the city below her. When Raven’s done pounding her slave, she wants to go shopping. She has the slave go into the penthouse and fetch its wallet for her, so that she can use his ass and his finances as she pleases. (6:03 long)
Alyssa and Chloe - Bikini Babes Teach slave to Suck Cock (1080 HD)
1080 HD Alyssa and Chloe get their feet worshipped by their slave while wearing sexy, shiny, bikinis. Chloe’s boyfriend is planning on taking her to an Italian restaurant. Dinner at a nice Italian place definitely warrants a blowjob, but Chloe doesn’t feel like putting in the work to give her boyfriend the blowjob he deserves. Alyssa gets a great idea. Why not train the slave to give Chloe’s boyfriend the blowjob? That way Chloe gets the dinner at the Italian restaurant, and Chloe doesn’t have to put in any work to keep her boyfriend happy.
It’s such a great idea, Alyssa wants the slave to do her boyfriend, too. So, the slave will have to suck two cocks. The girls are going to get their boyfriends wasted, so that they won’t notice it’s a male slave sucking them instead of a hot blonde. But the girls are going to have to train the slave first to suck cock just like they would. The slave starts its blowjob training on the girls’ feet, but soon they move it up to working on dildos.
The girls have three dildos. They want the slave to suck the big black one. The slave is locked up in a chastity device. Its cock is much smaller than even the smallest dildo, and significantly smaller than the big black one. Alyssa fucks the slave’s throat with the big black cock. Then Chloe does it. They don’t want any gagging from the slave. Both girls can deepthroat expertly, and they want the slave to be able to do it too. After some training, the slave starts to get pretty good at sucking cock. Why limit his skills to just their boyfriends? The girls think they can whore him out and make a nice business out of this. From now on, the slave is going to have to tribute them more every month, now that they know his earning potential will be increased as a skilled cock sucker. (18:45 long)
Kimber - Trains slave to take Huge cock for Sorority Contest (1080 HD)
1080 HD Kimber is training her slave for a strap-on contest at her sorority. This year she’s determined to win! She’s knows that she’s going to be up against some highly competitive girls whose slaves can take some really big cocks. To make sure that she wins, Kimber is training her slave with the biggest dildo she can find. It’s almost as thick as her arm! Kimber wants to make sure that her slave’s ass can get drilled with her enormous strap-on in every position. First, the slave must wet the giant cock and get it as deep as possible down its throat. After some throat fucking, Kimber throws the slave directly into piledriver. With the slave’s legs over it’s head, Kimber is able to drive the big cock deep. When Kimber tires of this position, she takes the slave’s ass doggystyle. The slave’s chastity cage bounces as Kimber reams it’s ass from behind. Kimber takes a little respite to make the slave do ass to mouth. Then she goes right back in. Kimber spits in her slave’s face. She pulls on the slave’s collar to the point where he almost goes out, but not quite. Kimber throws her slave into the last position that she wants to practice. She turns him around into missionary to ensure that she can get a tight grip on his chastity cage while fucking his ass. Kimber’s got her slave right by the balls while she fucks his asshole deep. She works the whole entire enormous dildo deep into her slave while gripping the chastity firmly. When she’s finished, Kimber has the slave lick the cock clean for her. Kimber is excited because her slave did so good taking it for her! It excelled with the biggest cock in every position! She’s a shoe in for the win at the sorority this year! (10:16 long)
Brianna - step-mother Teaches Locked step-son how to Pleasure a Woman (4K)
This clip is in 4K Ultra HD! If you cannot play clips in 4K, get the 1080 HD version instead!
4K Ultra HD Brianna wants to show her step-son how to pleasure a woman. It’s about time he finally learned. After today he will to do this for his step-mother and sisters. Brianna’s step-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 step-son’s mouth. It will be one of her step-son’s responsibilities from now on to make Step-Mommy cum. Brianna’s step-son does not like the gag, but step-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 step-son when he finally learns how to get a woman off. Brianna has her step-son lay flat on the bed and sits on his face while riding the dildo. Step-Mommy climaxes on her step-son’s face while he remains locked in his little cock cage. Brianna then teaches her step-son another position. This position, the one with him kneeling at the foot of the bed, is the position his step-sister favors for her orgasms. Brianna enjoys a second climax in this position. Very satisfied with her step-son, he decides now is a good time to bring up some of his problems at school. Brianna’s step-son confides in her that one of the teachers does not approve of how he dresses. Brianna assures her step-son that she will go to the school and have a talk with his teacher about the feminine clothing she prefers her step-son to wear. (7:37 long)