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This time Donald gets Helga to bust out a rigid strapon dildo and give him a lesson as after they try on some dresses and makeup he needs a lady like Helga to dive into his tight hot sissy butt and pound it good. Donald got real horny when he got all his lady makeup and dress on and then Helga knew it was time to break out that rock hard dildo and Donald started sucking her strap on cock and after he made good she started pounding his tight slick butt until he begged her for mercy.

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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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When the other office workers gone for the day Cyrus begged blonde cutie Trudy to go to work on him and she turned on to the max with visions of using her thick meaty strapon to bang his sissy boy butt into ultimate submission and total control. She breaks out that monster weapon and soon he’s helpless as she plows into that nasty iron grip ass of his until he’s whining like a crybaby on the floor and Trudy stands triumphant that she fucked that ass.

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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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Hilda is after Ernest again and she’s one horny lady bitch who won’t stop when it comes to tearing into some tight hot sissy butt and Ernest is just happy about that. He begins by giving her a strapon blowjob and getting it all slick for Hilda to drive it into that gripping hot sissy ass of his. She doesn’t hold back when she takes that hard sturdy strap on and rides that boy’s sweet raw bum without mercy and after a raucus slamming that sissy’s bunghole she succeeds in making him and her cum!

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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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Rita is going to do the best she can to reduce Maurice into a cowering butt sissy slave bitch boy and if she has to take a fat juicy strap on dildo to put him in his place she’ll be more than happy to do it. Maurice thinks he can just dress up and not pay the price but Rita is all geared up for banging him in that gripping hot sissy ass of his. Now he’s a quivering whining sissy boy with a ravaged raw rectum and Rita is now the queen sissy boy banging bitch.

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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.

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Redhead Salome needed to break in her steel hard strapon and now that she had sissy Adrian in her power, his big meaty asshole was good a target as any. He fell to her power and soon she was deep into his gripping hot sissy ass giving it a thorough workout. As they fucked they both turned on to the max and the furious session went into overdrive. Her rock hard dildo sure got broken in as she literally destroyed his sweet raw bum and they both climaxed uncontrollably wild.

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Sissy ass Ernest doesn’t realize that when nasty bitch slut Hilda has it on her mind to cornhole her a sissy boy that his gripping hot sissy ass is all but doomed to a major strapon destroying drama. Cowering before his mistress and sucking her strap on cock Ernest in his lady boy outfit gets his tight hot sissy butt slammed so hard that his lipstick almost falls off. Hilda takes that rigid strapon dildo and bears down on Ernest’s nasty hot ass and gets to slamming that sissy’s bunghole with glee.