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15.10.2025
Description: Foxy ass Jessica with her suntanned ass is one nasty bitch slut and when she catches sissy boy Randolph trying on her wigs and clothes she breaks out that rigid strapon dildo to teach him a lesson! Their playing around gets horny passions up to the point they both enjoy the alter sexual playing and soon she's heading for his moist tight ass with that thick meaty strapon and goes to town on him tearing into that big meaty asshole until the both of them are almost collapsing from the frenzy.

Model(s): Jessica A, Randolph | Number of pics: 62 | Resolution: 1505x1000

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Pictures


13.09.2025
Description: Maurice remembered the las time Jessica had fucked that ladyboy butt ferociously of his wide open and she made sure she had her rigid strapon dildo to make a return engagement. She thoroughly enjoyed banging a ripping sissy asshole and as soon as she got him in position she started slamming that sissy's bunghole of his and the fool languished with his destroyed whiney boy ass busted open like a melon. She was getting real fucking horny stuffing that steel hard strapon of hers into his nasty sweet asshole and owned it.

Model(s): Jessica A, Maurice B | Duration: 11min 44sec | Type: SD | Size: 170mb

Model(s): Jessica A, Maurice B | Site: StraponSissies.com | Category: Videos


28.05.2025
Description: Made up Gabriel craved for a steamy dildo toying, but his girl didn’t want anything to do with this pervy young crossdresser. It took him some time to sweet-talk Jessica into working his greedy mouth and butthole with his fav strapon tool, but finally she was game. On getting rid of her knickers and putting this tool in place, she gave the nasty pussy guy the mouth fucking and bumming he well deserved.

Model(s): Jessica, Gabriel | Duration: 15min 45sec | Type: HD | Size: 372mb

Model(s): Jessica, Gabriel | Site: StraponSissies.com | Category: Videos


17.05.2025
Description: Dressed up is Maruice begging Jessica to bang his tight hot sissy butt and they got real horny with the prospects. Ninette whipped out her massive strap on and started for his nasty hot ass and the horny cruel dominatrix uses that rigid strapon dildo to totally own him and demean him to engage in ass to mouth action. He takes the brunt of that steel hard strapon as Ninette continued slamming that sissy's bunghole.

Model(s): Jessica A, Maurice B | Duration: 14min 38sec | Type: SD | Size: 213mb

Model(s): Jessica A, Maurice B | Site: StraponSissies.com | Category: Videos


19.03.2025
Description: Jessica was watching her sissified French maid acting her part and cleaning the room while looking very sexy in those showy footless pantyhose. The girl thought that some strapon fucking wouldn’t hurt, so she made the sissy guy blow her fake dick before aiming it into his well-rounded ass. If Gabriel liked dressing up like a girl, he should start getting used to some harsh backdoor treatment delivered by his bossy mistress!

Model(s): Jessica A, Gabriel | Number of pics: 62 | Resolution: 1505x1000

Model(s): Jessica A, Gabriel | Site: StraponSissies.com | Category: Pictures


26.02.2025
Description: Jessica's steel hard strapon was warmed up and ready for action and Randolph's nasty hot ass looked like it could use a workout. She hadn't fucked that ass in a while and the last time she fucked that ladyboy butt ferociously Harry was left like a pile of wet laundry but this time her hard sturdy strap on would make a meal out of his tight sissy boy butt by slamming that sissy's bunghole until there was nothing left but a anihilated sissy butt.

Model(s): Jessica A, Randolph | Duration: 12min 31sec | Type: SD | Size: 182mb

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Videos


01.05.2024
Description: Jessica was out for some ripping sissy asshole and when she ran into sissy boy Randolph she knew he needed a real slamming that sissy's bunghole of his. He loved nothing more than having a destroyed whiney boy ass and that meant hilda had her work cut out for her. Since their significant others were out of town the two turned on to the max and that's when she broke out the rock hard strap on dildo and slammed his nasty sweet asshole.

Model(s): Jessica A, Randolph | Number of pics: 49 | Resolution: 1505x1000

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Pictures


06.04.2024
Description: Hold on to your seats as nasty dom bitch Jessica who has her passions red hot gets ready to totally destroy sissy boy Randolph's gripping hot sissy ass. With her strapon she's going to fuck that sissy ass and humiliate him by watching his sucking her strap on cock after it's been stuffed into his nasty hot ass. The degradation action almost breaks her hard sturdy strap on in half and the nasty dom bitch is finally satisfied with the durability of her hard sturdy strap on and the submission of her whiney man sissy.

Model(s): Jessica A, Randolph | Number of pics: 51 | Resolution: 1505x1000

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Pictures


26.11.2022
Description: Randolph decided to give up that tight sissy boy butt to Jessica as her cowering butt sissy slave. She whipped out her rock hard strap on dildo and after he put on his dress and wig she tore into his tight hot sissy butt and worked him over big time. His anihilated sissy butt was totally destroyed and he submitted to the ultimate humiliation by doing some sucking ass entombed strapon cock action.

Model(s): Jessica A, Randolph | Number of pics: 64 | Resolution: 1505x1000

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Pictures


13.08.2022
Description: With her rock hard strap on dildo at her side, Jessica is intent on doing some slamming that sissy's bunghole of Randolph. The horny cruel dominatrix stuffed that thing deep into his tight hot sissy butt and to prove his worthiness he wasgiving her a strapon blowjob as well after that thing was deep into his tight hot sissy butt and destroys it. That hard sturdy strap on tears into the sissy's nasty hot ass and he can barely withstand the slamming that sissy's bunghole she is doing.

Model(s): Jessica A, Randolph | Number of pics: 68 | Resolution: 1505x1000

Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Pictures


29.02.2012
Description: Jessica knew all about Gabriel’s man shaft fixation, so she brought a big rubber one for him to master his dick munching skills and take it up the ass. She really got kicks pushing her strap-on tool into his mouth and then making this sissy guy ready for anal. Being a good sissy, he eagerly took all the length of it up his anal passage and even volunteered for some ass-to-mouth in the end. What a dirty slut!

Model(s): Jessica, Gabriel | Number of pics: 70 | Resolution: 1505x1000

Model(s): Jessica, Gabriel | Site: StraponSissies.com | Category: Pictures

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