28 Results Found:


14.07.2018
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


09.06.2018
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


30.05.2018
Description: Bitch ass Jack is once again looking for a mommy to treat him like a sissy whore and soon Irene shows up and this horny lady bitch is all about using a fool like Jack for her nasty sexy desires and she's got her own hard sturdy strap on that she uses like a samurai weapon. Jack is happy she's got that rock hard dildo and he cowers and submits to even giving her a strapon blowjob like the sissy boy he is and is then rewarded by having Irene slam that thick meaty strapon deep into that tight slick butt and making sure he obeys.

Model(s): Irene B, Jack | Number of pics: 57 | Resolution: 1505x1000

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


16.05.2018
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


28.04.2018
Description: Foolish Jack should know better than to take on a nasty dom bitch like Irene who is renowned for using a rigid strapon dildo to enslave her sissy boy victims. With their passions red hot they begin by him sucking her strap on cock to get it slimey enough to penetrate his moist bitch boy ass. Soon she has that rock hard strap on dildo drilling his tight helpless butt and the sissy fool howls in degradation. She totally destroys his gripping hot sissy ass and soon damn near breaks that massive strap on off in his nasty hot ass.

Model(s): Irene B, Jack | Duration: 15min 56sec | Type: SD | Size: 233mb

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


07.03.2018
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


03.01.2018
Description: Maurice is a lusty submissive sissy who loves nothing more than having a steel hard strapon stuffed into his tight hot sissy butt and Rita is more than happy to oblige him. He doesn't feel right without a destroyed whiney boy ass and having Irene stuff that rigid strapon dildo deep into his tight hot sissy butt 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 giving her a strapon blowjob.

Model(s): Rita, Maurice B | Duration: 14min 56sec | Type: SD | Size: 218mb

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


20.12.2017
Description: Randolph is a lusty submissive sissy who loves nothing more than having a rock hard strap on dildo stuffed into his gripping hot sissy ass and Jessica 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 tight hot sissy butt 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): Jessica A, Randolph | Duration: 16min 50sec | Type: SD | Size: 244mb

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


01.11.2017
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


22.08.2011
Description: Your computer screen might melt when the tight crossdresser butt of Ranald here is stuffed deep by Alana who loves busting open some gripping hot sissy ass. The two of them got real horny and soon Irene was breaking out her massive strap on and heading straight for his sissy nasty hot ass. The nasty dom bitch whipped out that hard sturdy strap on and went to work. He was notable for doing some nasty nasty a2m action and after fucking like fiends he proved himself.

Model(s): Alana, Ranald | Duration: 15min 14sec | Type: HD | Size: 361mb

Model(s): Alana, Ranald | Site: StraponSissies.com | Category: Videos


09.01.2011
Description: Irene needs to bang that sissy butt on a dialy basis and she finds Donald a real sissy boy and gets him to giving her a strapon blowjob to start things off. She loves to bang some nasty hot ass like it's going out of style and the nasty dom bitch really knows how to use a hard sturdy strap on and there's nothing he likes more than having a massive strap on stuffed up his backside. To make the humiliation even worse after screwing him she makes him engage in giving her a strapon blowjob.

Model(s): Irene B, Donald A | Number of pics: 50 | Resolution: 1505x1000

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


05.01.2011
Description: When a sissy loser like Donald sees a rock hard strap on dildo there's nothing he'd rather have is one stuffed up his tight sissy anus and slut Irene is happy to oblige him. The nasty dom bitch hops right onto that tight hot sissy butt of his and the sissy fool starts sucking her strap on cock and after being humiliated enough he then gets that rock hard strap on dildo stuffed up him royally. She then begins slamming that sissy's bunghole and wears his dumb ass out.

Model(s): Irene B, Donald A | Duration: 14min 37sec | Type: SD | Size: 213mb

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


20.12.2010
Description: Donald is such a sissy boy that he must have a ripping sissy asshole stuffed deep into his gripping hot sissy ass and horny Helga 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 horny cruel dominatrix whipped out that hard sturdy strap on and went to work. He was famous for doing some nasty ass to mouth and after sexing things up he proved himself.

Model(s): Helga, Donald A | Duration: 14min 43sec | Type: SD | Size: 214mb

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


10.11.2010
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


25.10.2010
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


13.10.2010
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


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


27.09.2010
Description: Sissy Donald underestimated horny cruel dominatrix Irene and the power of her rigid strapon dildo! Helga is quite the expert at dispensing justice with her massive strap on and to prove his unworthiness, he is tested by sucking her strap on cock beginning his journey into total humiliation at that business end of a rock hard strap on dildo. she dives into that tight sissy anus of his and the nasty dom bitch tore into his tight hot sissy butt destroying it totally with her victious rock hard strap on dildo. After slamming that sissy's bunghole of his, they both came like crazy.

Model(s): Helga, Donald A | Number of pics: 92 | Resolution: 1504x1000

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


22.08.2010
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


13.07.2010
Description: Gilbert wanted to get his tight sissy anus banged by a hard sturdy strap on but when he made the mistake of getting Stephana's hormones boiled up he bit off more than he could chew. The slut tore into his moist bitch boy ass 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 rock hard strap on dildo almost broke in half pounding that ripping sissy asshole of his.

Model(s): Stephana, Gilbert | Duration: 14min 51sec | Type: SD | Size: 216mb

Model(s): Stephana, Gilbert | 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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