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The lovely young lady comes home holding her man’s hand and he’s quite the sissy in his beautiful blue dress. The two of them share a cigarette and it’s right after he’s done smoking that he spots the cock between her legs. She put on her strapon before they left and now she wants to use it in his butt. She’s been thinking about fucking him all night long for being so brave for going out in that dress. It’s going to be quite a torrid fuck and it’s going to make him hard.

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The sissy boy is sitting in the black leather chair when he finds a beautiful flyaway baby doll and a strapon dildo underneath his ass. Since there’s no one around he figures he might as well try it on. As it turns out there was someone watching and now she’s going to punish him for being a naughty, snooping boy and poking his nose where it shouldn’t have been. He’s going to have to take that strapon cock up his asshole and he looks like such a little slut in his lingerie.

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The scene opens with him wearing a pair of jeans and an orange t-shirt but it won’t stay that way for long. His girlfriend, a sexy short haired babe with a tight body tells him to go change into his favorite sissy outfit so she can fuck his ass with her strapon cock. She loves treating him like a little bitch and there’s no better way of reminding him of his position than by fucking his tight sissy butt with her black strapon dildo. He loves it and she knows it.

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Irene gets hold a of Donald again and being the ultimate nasty bitch slut she is that means Donald is in for some serious trouble as Irene is going to use her rigid strapon dildo and tear him a new one with it. She makes him do some sissy ass sucking ass entombed strapon cock after she plunders his backside and poor Donald knows he will not be the one getting a merciful lesson from Irene. Irene just wears out that thick meaty strapon on this foolhardy lad as she continues pounding that sissyboy’s butthole like he stole all the cookies from the jar.

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Like a superhero this young man changes from a man into a sissy in no time at all. When he emerges in his feminine clothing he is ready to suck strapon cock and he drops to his knees to wrap his lips around the plastic shaft and swallow deeply. He’s giving it such good head because it will soon be in his asshole and he doesn’t want to be torn open. He needs it nice and wet so when he bends over it will slide into his well fucked asshole and make him feel like a woman.

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His blonde mistress makes it very clear that if he doesn’t change into his French maid’s outfit quickly that she will be very upset. Once he puts on the little black and white dress and begins dusting the living room she finds herself aroused more than she thought possible. She’ll have to fuck his tight butthole to dissipate that desire and since he is her little bitch he has no choice but to acquiesce to her desires. He takes her cock up his ass and he loves it.

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Gloria, the horny cruel dominatrix needed to break in her latest rigid strapon dildo and when she met up with crossdresser Cyrus she knew she’d hit paydirt. He didn’t know she had such a rock hard dildo and tried to back off by sucking her strap on cock to brign some mercy but she and her steel hard strapon have no mercy in mind. Soon she’s crotch deep in his tight sissy anus and wearing it out. The nasty dom bitch just dominates Maurice’s tight hot sissy butt and no mercy is given.

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Adrian didn’t count on horny cruel dominatrix Stephana to be so ruthless with a hard sturdy strap on and degrade him with some ass to mouth action. That rock hard strap on dildo of hers began slamming that sissy’s bunghole turning him into jelly. she uses that hard sturdy strap on to thoroughly destroy his tight hot sissy butt and she got real horny and poor dude is sorry that met up with that rock hard dildo.

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Seeing a guy dressing up like a woman gets horny passions up and when you get Helga here alone with Donald who is dressing up in women’s clothing, you know his gripping hot sissy ass is doomed. Helga is breaking out the thick meaty strapon and starts going to work on this whiney boy in ways you can’t imagine. She really goes to work on that sweet raw bum of Donald’s and the poor fool just doesn’t know what he’s in for. She fucked that ass so hard that Donald almost passed out and Helga gleamed at being his dominatrix.

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Both gorgeous Alana and sissy boy Monty make good use of a hard sturdy strap on as the both get ready to reach the inevitable result of Monty’s tight hot sissy butt getting plowed. He teases her til she got real horny with that red massive strap on and then the action ramps up when she turns the table on him and gets him to star giving her a strapon blowjob and soon as he’s in her power she bores right into his nasty iron grip ass.

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Something’s cooking in the kitchen and more likely it’s Victoria doing the baking as she fires up and knows she’s tore that ladyboy asshole open of that sissy boy Bertram. Instead of a frying pan the girl is wielding that hard sturdy strap on like a baseball bat and Bertram’s tight helpless sissy boy butt is the target of the home run she’s about to hit. She keeps on slamming that sissy’s bunghole and poor Bertram lies there with his plundered brown eye smoking like a worn out tire on a hot blacktop.

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Blonde babe Irene is going to tear into the tight helpless sissy boy butt of Donald who is all dressed up like a woman hoping to get away with something. Soon Irene has that big fat dildo buried into Donald’s gripping hot sissy ass and he’s helpless to resist as that’s all he wants being the kinky fucking whiney boy he is. Irene turned on to the max feeling the power of having a guy like Donald as her submissive sissy slave and she really poured it on with that massive strap on buried deep into Donald’s. sweet raw bum.

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The sissy bitch looks good in his little blonde wig and his sexy red dress and he’s looking forward to being dominated and taken by this gorgeous girl. She’s going to use his asshole like a playground. She’s going to fuck him deep and she’s going to fuck him hard and if he doesn’t like that big plastic cock ramming up into his asshole then he can go cry to someone else about it because she doesn’t give a damn.

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Rita is into tight crossdresser butt if it’s the last thing she does and getting hold of Donald in his maid outfit and slamming that sissy’s bunghole is just what she’s going to do. She wants nothing short of a anihilated sissy butt for all her troubles and poor dude is going to get the worst of it. She got real horny and whipped out her steel hard strapon and went to work on his tight sissy anus. She banged that butt until that rigid strapon dildo almost melts from the fury.