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
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14.02.2024 |
Description: This brunette bad ass dominatrix, Muriel is having a ball doing some huge monster strapon sex with poory Randolph here. The whiney little sissy didn't count on her being so professional when it comes to cowering girlie boy ruthless hardcore fucking but with her new hard ripping strapon she's just dying to try it out. The horny naughty couple get it on with a fury and soon that snug little butt of his is busted open and both reach reach total orgasm together.
Model(s): Muriel, Randolph | Number of pics: 51 | Resolution: 1505x1000
Model(s): Muriel, Randolph | Site: StraponSissies.com | Category: Pictures
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18.10.2023 |
Description: Jessica is sleeping and whiney little sissy Randolph takes the opportunity to put on her clothes. She gets mad and they argue but the nasty bad twosome then become sexually aroused and soon a large scary strap-on is displayed. The cowering girlie boy can't wait to get that raw study strap-on stuffed up his snug little butt and next thing you know he's getting the ruthless hardcore fucking of his life. The reach total orgasm he feels almost melts that hard ripping strapon.
Model(s): Jessica A, Randolph | Duration: 14min 45sec | Type: SD | Size: 215mb
Model(s): Jessica A, Randolph | Site: StraponSissies.com | Category: Videos
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26.07.2023 |
Description: Because dressing up like a lady got Randolph real fucking horny he made sure Jess was around to make him feel even hornier knowing she would treat him like a sissy boy fuck toy. She whipped out that thick meaty strapon of hers and taunted him like a puppy with a bone and when he was ready she plowed into that nasty iron grip ass of his and made him beg and whine like the bitch ass fuck he is. She enjoyed the fact that she fucked that ass of his until he became a cowering slave to her.
Model(s): Jess, Randolph | Number of pics: 44 | Resolution: 1505x1000
Model(s): Jess, Randolph | Site: StraponSissies.com | Category: Pictures
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24.05.2023 |
Description: The sissy boy is having his makeup put on by the sexy blonde girl in the tight pink dress and she absolutely loves turning him into a girl. She loves how he looks in his little black dress and after putting on his lipstick she can’t help but imagine him with his lips wrapped around a hard plastic dick. She wants him to suck on her strapon and he has no choice but to submit because she is his mistress. He also loves it when there’s a big cock pushing into his asshole.
Model(s): Diana, Randolph | Number of pics: 86 | Resolution: 1504x1000
Model(s): Diana, Randolph | Site: StraponSissies.com | Category: Pictures
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17.05.2023 |
Description: Even a whiney little sissy has to workout now and then and when Randolph meets up with trainer Muriel his tight nasty ass will get a large scary strap-on workout. The tranny fool doesn't realize that he'll end up with that raw study strap-on stuffed deep into him by her. When he least expects it the cruel sneaky dom plows that large scary strap-on way up his tight nasty ass for a brutal nasty screwing he'll not forget soon.
Model(s): Muriel, Randolph | Number of pics: 62 | Resolution: 1505x1000
Model(s): Muriel, Randolph | Site: StraponSissies.com | Category: Pictures
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30.11.2022 |
Description: none
Model(s): Irene A, Randolph | Number of pics: 53 | Resolution: 1024x681
Model(s): Irene A, Randolph | Site: StraponSissies.com | Category: Pictures
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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
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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
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29.08.2020 |
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
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09.11.2019 |
Description: none
Model(s): Irene A, Randolph | Duration: 11min 48sec | Type: SD | Size: 171mb
Model(s): Irene A, Randolph | Site: StraponSissies.com | Category: Videos
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26.01.2019 |
Description: It's Jess planning to use her unmerciful rigid strapon dildo on Randolph the sissy has to give up that gripping hot ass just craving for a woman to do him like this. She breaks out that massive strap on and goes after dude in a friendly but stealthy manner and soon they're involved in some hot action that leads to her using that strapon in his moist tight ass.
Model(s): Jess, Randolph | Duration: 13min 24sec | Type: SD | Size: 195mb
Model(s): Jess, Randolph | Site: StraponSissies.com | Category: Videos
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03.11.2018 |
Description: She never thought she would be attracted to a sissy boy but she actually finds him quite gorgeous in his camisole and white skirt. She finds herself warming up to the idea of becoming his dominatrix, ruling him with her strapon cock and showing him what it’s like to be a woman. Can she really take over his life and fuck him like a little bitch? The little slut bends over and she bones him until he makes a cummy mess in his little pantyhose.
Model(s): Laura A, Randolph | Number of pics: 42 | Resolution: 1505x1000
Model(s): Laura A, Randolph | Site: StraponSissies.com | Category: Pictures
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29.06.2011 |
Description: Brunette dirty young slut Muriel goes after whiney little sissy Randolph on the sofa as he's been asking for a good snug little butt ruthless hardcore fucking. The filthy milf whore whips out her large scary strap-on and goes for broke busting open his snug little butt with some filthy ass ramming that might scare normal people. The ferocity ramps up as the horny naughty couple get really horny and cary on with that raw study strap-on like it's a brand new toy.
Model(s): Muriel, Randolph | Number of pics: 49 | Resolution: 1505x1000
Model(s): Muriel, Randolph | Site: StraponSissies.com | Category: Pictures
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05.06.2008 |
Description: A sexy blonde girl and her sissy boyfriend are getting dressed in the closet and you can see that the chick is getting aroused the more she watches her man turn into a woman. He’s pretty convincing in his wig and his sexy clothes and when he brings out the strapon she’s more than happy to put it on and reward him with a good boning. He takes it doggy style and then straddles her lap and rides her to get some really deep penetration.
Model(s): Diana, Randolph | Duration: 14min 47sec | Type: SD | Size: 215mb
Model(s): Diana, Randolph | Site: StraponSissies.com | Category: Videos
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23.05.2006 |
Description: none
Model(s): Irene A, Randolph | Number of pics: 50 | Resolution: 1024x681
Model(s): Irene A, Randolph | Site: StraponSissies.com | Category: Pictures
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