21 Results Found:


06.03.2024
Description: Adrian wanted to get his tight sissy anus banged by a hard sturdy strap on but when he made the mistake of getting Stephana's naughty libido up he bit off more than he could chew. The slut tore into his steamy hot butt with that steel hard strapon and the sissy boy could barely breathe as Irene tore into his big meaty asshole and owned him. The action got even more furious as her steel hard strapon almost broke in half pounding that tight sissy boy butt of his.

Model(s): Stephana, Adrian | Duration: 17min 14sec | Type: SD | Size: 252mb

Model(s): Stephana, Adrian | Site: StraponSissies.com | Category: Videos


20.01.2024
Description: Adrian is a cowering butt sissy slave who loves nothing more than having a rock hard strap on dildo stuffed into his tight hot sissy butt and Diana is more than happy to oblige him. He doesn't feel right without a anihilated sissy butt and having Irene stuff that rigid strapon dildo deep into his gripping hot sissy ass is more than he desires. The two got real horny and then she stuffed that rock hard dildo all the way up his bum and humiliates him more by watching him sucking her strap on cock.

Model(s): Cora, Harry D | Duration: 16min 20sec | Type: HD | Size: 355mb

Model(s): Cora, Harry D | Site: StraponSissies.com | Category: Videos


20.12.2023
Description: Connor is such a crossdresser that he must have a ripping sissy asshole stuffed deep into his gripping hot sissy ass and horny Emilia would like nothing better to do. The two of them turned on to the max and soon Irene was breaking out her massive strap on and heading straight for his sissy sweet raw bum. The nasty dom bitch whipped out that hard sturdy strap on and went to work. He was famous for doing some nasty sucking ass entombed strapon cock and after fucking like fiends he proved himself.

Model(s): Emilia C, Connor C | Duration: 12min | Type: SD | Size: 174mb

Model(s): Emilia C, Connor C | Site: StraponSissies.com | Category: Videos


25.10.2023
Description: Jack was doomed to get his tight hot sissy butt destroyed by Irene who got real horny when she realized she would finally get to use her rock hard dildo. He got ready by sucking her strap on cock making it slippery enough to dig into his tight sissy anus. The nasty dom bitch bore down hard with her hard sturdy strap on and with both their horny passions up they both savored the power of getting his steamy hot butt fucked stupid.

Model(s): Irene B, Donald A | Number of pics: 78 | Resolution: 1505x1000

Model(s): Irene B, Donald A | Site: StraponSissies.com | Category: Pictures


03.06.2023
Description: 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.

Model(s): Irene B, Donald A | Number of pics: 56 | Resolution: 1505x1000

Model(s): Irene B, Donald A | Site: StraponSissies.com | Category: Pictures


04.03.2023
Description: Blonde Nora is going to conquer that tight hot sissy butt of Sebastian's and leave him with nothing more than a destroyed whiney boy ass when she's done. She whips out that hard sturdy strap on and begins her assault on his tight hot sissy butt and they both turned on to the max as Irene's power with her massive strap on reduced him to a sissy slave who is happy to be sucking her strap on cock after it has been stuffed to the balls in his sissy boy, tight sissy anus and they both end up climaxed uncontrollably wild.

Model(s): Nora, Sebastian | Number of pics: 47 | Resolution: 1504x1000

Model(s): Nora, Sebastian | Site: StraponSissies.com | Category: Pictures


16.07.2022
Description: 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.

Model(s): Irene B, Donald A | Number of pics: 54 | Resolution: 1505x1000

Model(s): Irene B, Donald A | Site: StraponSissies.com | Category: Pictures


15.06.2022
Description: Irene is so the big horny fuckmeister that she's on the prowl for some tight helpless sissy boy butt and Jack is the guy she's zeroing in on and he doesn't care because he needs a mommy to get that libido up. Soon the blonde bombshell Irene is whipping out the dildoes and strapons for plowing into that tight hot sissy butt of Jack's and his sissy self loves it. Soon that fat juicy strap on dildo has plundered that sweet raw bum until Jack is her ultimate slave.

Model(s): Irene B, Jack | Duration: 13min 22sec | Type: SD | Size: 194mb

Model(s): Irene B, Jack | Site: StraponSissies.com | Category: Videos


28.05.2022
Description: Irene is hunting for some ripping sissy asshole and when she gets hold of Jack she gets horny as fuck. She knows he needs to have his tight hot sissy butt boned to the brim with a rock hard strap on dildo and she humiliates the fool by stuffing one deep into his sweet raw bum and fucking him silly. She doesn't let up and the wild girl just tore that ladyboy ass wide open and then made him blow her hard sturdy strap on.

Model(s): Irene B, Jack | Duration: 11min 47sec | Type: SD | Size: 171mb

Model(s): Irene B, Jack | Site: StraponSissies.com | Category: Videos


19.03.2022
Description: Connor is such a crossdresser that he must have a ripping sissy asshole stuffed deep into his gripping hot sissy ass and horny Emilia would like nothing better to do. The two of them turned on to the max and soon Irene was breaking out her rock hard dildo and heading straight for his sissy sweet raw bum. The nasty dom bitch whipped out that rigid strapon dildo and went to work. He was famous for doing some nasty ass to mouth and after fucking like fiends he proved himself.

Model(s): Salome, Adrian | Duration: 12min 30sec | Type: HD | Size: 270mb

Model(s): Salome, Adrian | Site: StraponSissies.com | Category: Videos


23.10.2021
Description: The nasty dom bitch Irene has to have her a tight hot sissy butt to bust open on a regular basis and she gets sissy Donald sucking her strap on cock to prove his submission. Now that she's got that weapon all ready she pounds his tight hot sissy butt is wrecked by the relentless pounding of that rigid strapon dildo and soon that nasty hot ass gets destroyed. She continues slamming that sissy's bunghole to make sure he knows who's boss.

Model(s): Trinity, Maurice B | Number of pics: 65 | Resolution: 1505x1000

Model(s): Trinity, Maurice B | Site: StraponSissies.com | Category: Pictures


11.08.2021
Description: Sebastian wanted to get his nasty sweet asshole banged by a rigid strapon dildo but when he made the mistake of getting Nora's passions red hot he bit off more than he could chew. The slut tore into his moist transvestte ass with that steel hard strapon and the crossdresser could barely breathe as Irene tore into his tight helpless butt and owned him. The action got even more furious as her steel hard strapon almost broke in half pounding that ripping sissy asshole of his.

Model(s): Nora, Sebastian | Number of pics: 61 | Resolution: 1504x1000

Model(s): Nora, Sebastian | Site: StraponSissies.com | Category: Pictures


26.06.2021
Description: Blonde Irene turned on to the max after teasing sissy boy Jack and then whipped out her steel hard strapon so that she could show him who was boss and stuff his tight sissy anus. He in his lady dress and makeup howled as she banged that butt of his with her hard sturdy strap on. Her wet hot lady pussy oozed all over as she pounded his gripping hot sissy ass and then made the fool lick her rock hard dildo after it had been in his steamy sissy butt.

Model(s): Irene B, Jack | Number of pics: 63 | Resolution: 1505x1000

Model(s): Irene B, Jack | Site: StraponSissies.com | Category: Pictures


19.05.2021
Description: Horny Irene needed to break in her steel hard strapon and now that she had sissy Donald in her power, his big meaty asshole was good a target as any. He submitted to her power and soon she was deep into his tight hot sissy butt giving it a thorough workout. As they fucked they both got real horny and the furious session went into overdrive. Her rock hard dildo sure got broken in as she literally destroyed his nasty hot ass and they both came like crazy.

Model(s): Irene B, Donald A | Number of pics: 62 | Resolution: 1505x1000

Model(s): Irene B, Donald A | Site: StraponSissies.com | Category: Pictures


17.04.2021
Description: Sissy Donald underestimated nasty dom bitch Irene and the power of her rigid strapon dildo! Redhead Rita is quite the expert at dispensing justice with her massive strap on and to prove his unworthiness, he is tested by giving her a strapon blowjob beginning his journey into total humiliation at that business end of a steel hard strapon. she dives into that nasty sweet asshole of his and the horny cruel dominatrix tore into his gripping hot sissy ass destroying it totally with her victious steel hard strapon. After slamming that sissy's bunghole of his, they both climaxed uncontrollably wild.

Model(s): Rita, Donald | Number of pics: 42 | Resolution: 1504x1000

Model(s): Rita, Donald | Site: StraponSissies.com | Category: Pictures


10.04.2021
Description: Gilbert is such a sissy boy on the stairs that he must have a tight sissy boy butt stuffed deep into his tight hot sissy butt and horny Emilia would like nothing better to do. The two of them got real horny and soon Irene was breaking out her rock hard dildo and heading straight for his sissy sweet raw bum. The horny cruel dominatrix whipped out that hard sturdy strap on and went to work. He was famous for doing some nasty sucking ass entombed strapon cock and after sexing things up he proved himself.

Model(s): Emilia C, Gilbert B | Duration: 15min 38sec | Type: SD | Size: 228mb

Model(s): Emilia C, Gilbert B | Site: StraponSissies.com | Category: Videos


09.12.2020
Description: Irene, the horny cruel dominatrix needed to break in her latest rigid strapon dildo and when she met up with sissy boy Donald she knew she'd hit paydirt. He didn't know she had such a massive strap on and tried to back off by giving her a strapon blowjob 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 gripping hot sissy ass and no mercy is given.

Model(s): Irene B, Donald A | Duration: 13min 2sec | Type: SD | Size: 189mb

Model(s): Irene B, Donald A | Site: StraponSissies.com | Category: Videos


06.05.2020
Description: Adrian is a lusty submissive sissy who loves nothing more than having a steel hard strapon stuffed into his tight hot sissy butt and Diana is more than happy to oblige him. He doesn't feel right without a anihilated sissy butt and having Irene stuff that hard sturdy strap on deep into his gripping hot sissy ass is more than he desires. The two turned on to the max and then she stuffed that massive strap on all the way up his bum and humiliates him more by watching him sucking her strap on cock.

Model(s): Diana, Adrian | Number of pics: 83 | Resolution: 1505x1000

Model(s): Diana, Adrian | Site: StraponSissies.com | Category: Pictures


10.07.2019
Description: Poor Jack is going to get a steel hard strapon stuffed up his tight hot sissy butt by sex hungry vixen Irene. She won't stop until she rules over his anihilated sissy butt and forces the sissy to do some nasty sucking ass entombed strapon cock humiliation. With that hard sturdy strap on in tow she begins banging that gripping hot sissy ass of his and she's gotten got real horny by her feat. . The massive strap on action is now complete giving her a strapon blowjob tight sissy anus.

Model(s): Irene B, Jack | Number of pics: 75 | Resolution: 1505x1000

Model(s): Irene B, Jack | Site: StraponSissies.com | Category: Pictures


01.10.2010
Description: After their last session where Irene fucked that ladyboy butt ferociously of Jack's the fool came back to take on her rigid strapon dildo again. Irene's strapon was more than a match for his tight sissy boy butt and she gave him a thorough slamming that sissy's bunghole until all he had left was a destroyed whiney boy ass. It's a good thing their significant others gone for the day as she got real horny with the idea that she could use her steel hard strapon again to humiliate his nasty sweet asshole and he even thanked her after she banged that butt of his.

Model(s): Irene B, Jack | Duration: 14min 51sec | Type: SD | Size: 216mb

Model(s): Irene B, Jack | Site: StraponSissies.com | Category: Videos

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

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