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09.08.2023
Description: The last time Trudy tore that ladyboy ass wide open of Cyrus' the guy couldn't resist another session of rigid strapon dildo banging. His ripping sissy asshole thoroughly enjoyed her pounding that sissyboy's butthole which left him with a destroyed whiney boy ass. When she turned on to the max again she whipped out that steel hard strapon of hers and tore into his nasty sweet asshole and banged that butt into oblivion.

Model(s): Trudy, Cyrus | Number of pics: 49 | Resolution: 1505x1000

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Pictures


29.07.2023
Description: none

Model(s): Susanna, Cyrus | Duration: 15min 48sec | Type: SD | Size: 230mb

Model(s): Susanna, Cyrus | Site: StraponSissies.com | Category: Videos


11.03.2023
Description: Sexy Trudy is looking for her rock hard strap on dildo so she can team up with sissy boy Cyrus and start pounding that sissyboy's butthole of his. She loves busting open a gooey funky butthole and as the two get their naughty libido up the girl gets busy on that gripping hot sissy ass of his. Her steel hard strapon just destroys the nasty hot ass of the sissy boy and soon she's so thoroughly fucked that ass that both of them collapse.

Model(s): Trudy, Cyrus | Number of pics: 64 | Resolution: 1505x1000

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Pictures


05.11.2022
Description: 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.

Model(s): Trudy, Cyrus | Number of pics: 53 | Resolution: 1505x1000

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Pictures


25.05.2022
Description: Trudy knows she's a blonde in bright read horny lady bitch who is going to fulfill her kinky fantasies by using that rigid strapon dildo to plow into Cyrus' tight bung without mercy. She wants to get as nasty as seeing some ass to mouth and as soon as they get to sexing things up that thick meaty strapon turns into the unforgiving weapon of destruction and she keeps pounding that sissyboy's butthole and he howls and cries like a bitch ass fuck as she makes him give up that nasty hot ass.

Model(s): Trudy, Cyrus | Duration: 12min 20sec | Type: SD | Size: 179mb

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Videos


01.12.2021
Description: Stupid sissy fool Cyrus is the latest victim of nasty dom bitch Trudy as she means to try out her rigid strapon dildo on him. She'll make him endure some degrading sucking ass entombed strapon cock action after they're done sexing things up she'll make sure he does. That rock hard strap on dildo of hers is viciously slamming that sissy's bunghole like a jackhammer and his gooey funky butthole is humiliated and brutalized. She smiles at destroying his tight hot sissy butt!

Model(s): Trudy, Cyrus | Duration: 16min 29sec | Type: SD | Size: 241mb

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Videos


12.05.2021
Description: 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.

Model(s): Gertie, Cyrus | Number of pics: 43 | Resolution: 1504x1000

Model(s): Gertie, Cyrus | Site: StraponSissies.com | Category: Pictures


22.01.2020
Description: Sissy boy Cyrus submitted to Trudy by sucking her strap on cock and then when it was wet and slick, she took that rock hard strap on dildo and busted out his nasty sweet asshole. The horny cruel dominatrix could barely control her own dripping tight lady pussy as she humped that tight hot sissy butt of his. Her rock hard strap on dildo was like a piston pounding that sissyboy's butthole.

Model(s): Trudy, Cyrus | Number of pics: 77 | Resolution: 1505x1000

Model(s): Trudy, Cyrus | Site: StraponSissies.com | Category: Pictures


12.06.2019
Description: He spends most of his days dressed in women’s clothing because he likes how it keeps him turned on all the time. He likes how aroused and sensual he feels and he likes that his girlfriend is often overcome with arousal and aggression and will fuck his ass with her strapon cock. She really knows how to deliver a good anal banging with that thing and he often ends up screaming in agony because she pounds him so hard. He loves it though because he’s a slut.

Model(s): Susanna, Cyrus | Number of pics: 90 | Resolution: 1525x1013

Model(s): Susanna, Cyrus | Site: StraponSissies.com | Category: Pictures

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All models were at least 18 years old when they were photographed or videotaped

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