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1080 HD Brianna’s son is not shaping up into the sissy that she wants him to be. Brianna’s sister has made good progress with transitioning her boy, so Brianna invites her nephew over to show her son a good example. Brianna’s nephew arrives fully decked out in pink frills and …

1080 HD In the first part of this clip, Vienna explains to Miles that he will have to learn to cum passively, now that he is locked up in chastity. Vienna displays several dildos and allows Miles to choose the cock he will get fucked with. Miles chooses a dildo …

4K Ultra HD Ellis’ mother has sent him away to his aunt’s, Goddess Alexandra Snow, for some proper training. His mother would like for him to become more feminine, and fortunately, her sister is an expert sissy slave trainer. While away at Auntie Alexandra’s, Ellis will be fucked with a …

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All my girlfriends are coming over tonight just to watch me fuck you with my big strap-on cock. I’ve told them all about how I’ve been fucking you like a bitch since I found out about your humili-porn addiction and now they want to see just how pathetic I make …

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1080 HD Expert Dominatrix, Lady Toro, is training fluffy to be a good slave to his 19-year-old step-sister, Isabella. Isabella wants fluffy to learn to be submissive to her. Training fluffy to be a good slut will make him very submissive. Fluffy needs to be reminded that he is not …

Since this loser`s been such a good slave lately, Tessa`s and her adorable friend June inform him that they`re going to reward him by training him to be their new whore. In their sexy leather and latex outfits, they make this disgusting sack of fat get on his knees and …

My human whore bois are no different than any other sex toy. They’re kept stowed away until I want to play. When I’m finished, they get put back in their proper place – usually my cage since I can’t cram them into a drawer. This slut is learning to be …

Kimber wants to win a strap-on contest at her sorority and she’s enlisted her mom, Raven, to help. Kimber’s 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 daughter to practice for …

Raven never wanted Marcello. She always wanted to have two daughters. Instead of a second daughter, Marcello came into her life. That’s ok. Raven will turn Marcello into the girl she’s always wanted. Thankfully, Raven has the help of her daughter, Kimber. Kimber has always wanted a sister. She’s happy …

Today I`m going to have a blast fucking my slave`s virginal asshole. That`s right, he`s never been fucked in the ass before, so I`m going to break him in gently using this small strap-on. After I loosen him up with that, I might see if he can handle my gigantic …

Marcello is enduring an ass fucking punishment, administered by his new wife, Raven and her 19-year-old daughter, Kimber. The mother-daughter team spit roasts the disobedient beta male, one dildo in the mouth, the other pounding his ass. Kimber HATES having Marcello as a step-father. She wants her mom to fuck …

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 …

With her slave naked and bent over, Mistress Scarlet secures him to the table and begins to whip his bare ass. A devious smile on her face, she kicks things up a notch by smacking his tender balls while he squirms in agony. She takes pleasure in making him act …

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 …

When Mistress Adriana’s slave makes the mistake of serving her cold coffee, she doesn’t take the blunder lightly. After shoving him to his knees, she demands that he lick her shoes clean but the idiot can’t even seem to get that right. "Oh my God, you’re so pathetic right now," …