22 Results Found:


20.11.2024
Description: none

Model(s): Melanie B, Ernest | Number of pics: 49 | Resolution: 1505x1000

Model(s): Melanie B, Ernest | Site: StraponSissies.com | Category: Pictures


16.10.2024
Description: The humiliation of doing some ass to mouth has Hilda willing to dominate sissy boy Ernest and as soon as they start sexing things up she breaks out her rock hard strap on dildo and starts pounding that sissyboy's butthole like a wild woman. His nasty hot ass is conquered brutally by her as she continues her assault on his ripping sissy asshole. With their that libido up she contines to destroy his gripping hot sissy ass.

Model(s): Hilda A, Ernest | Number of pics: 58 | Resolution: 1505x1000

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Pictures


12.10.2024
Description: none

Model(s): Irene A, Ernest | Duration: 16min 9sec | Type: SD | Size: 236mb

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


18.09.2024
Description: The sissy maid is wearing a sexy yellow top and a long skirt along with a pair of high heels and he’s trying his best to keep the house clean. When his mistress comes home she sees him prancing around in his slutty outfit and the first thing she thinks about is boning his butt. She always keeps her strapon cock handy and as soon as it’s around her waist she’s ready to drive it into his anus and fuck him hard. He’s going to love her forever for that big fuck.

Model(s): Melanie B, Ernest | Number of pics: 43 | Resolution: 1505x1000

Model(s): Melanie B, Ernest | Site: StraponSissies.com | Category: Pictures


05.06.2024
Description: Nora needed to break in her rock hard strap on dildo and now that she had sissy Ernest in her power, his tight helpless butt was good a target as any. He fell 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 climaxed uncontrollably wild.

Model(s): Nora, Ernest | Duration: 15min 54sec | Type: SD | Size: 231mb

Model(s): Nora, Ernest | Site: StraponSissies.com | Category: Videos


17.04.2024
Description: Ernest didn't count on horny cruel dominatrix Hilda to be so ruthless with a rigid strapon dildo and degrade him with some ass to mouth action. That steel hard strapon of hers began slamming that sissy's bunghole turning him into jelly. she uses that rigid strapon dildo to thoroughly destroy his tight hot sissy butt and she got real horny and poor dude is sorry that met up with that massive strap on.

Model(s): Hilda A, Ernest | Number of pics: 50 | Resolution: 1505x1000

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Pictures


21.02.2024
Description: Watch as horny Emilia takes her rock hard strap on dildo and helps sissy Ernest get dressed up and then heads for his tight sissy anus. The nasty dom bitch has a fetish to bang some tight hot sissy butt on a regular basis and forces him to start sucking her strap on cock so that she can get that steel hard strapon all wet and slimey so she can start pounding that sissyboy's butthole of his. The horny cruel dominatrix then stuffs that gripping hot sissy ass of his and destroys him.

Model(s): Emilia C, Gilbert | Number of pics: 85 | Resolution: 1505x1000

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


29.11.2023
Description: Ernest is happy as fuck now that he's found Hilda the nasty bitch slut because he needs a good pounding in his gripping hot sissy ass and Hilda is more than willing to pound him good. She makes him submit to giving her a strapon blowjob and soon she's ready to teach him a lesson by stuffing that strapon deep into him. Ernest takes every inch of that thick meaty strapon and whines like a bitch ass sissy as Hilda continues pounding that sissyboy's butthole until they both cum.

Model(s): Hilda A, Ernest | Duration: 15min 29sec | Type: SD | Size: 226mb

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Videos


15.03.2023
Description: none

Model(s): Christie, Ernest | Duration: 14min 10sec | Type: SD | Size: 206mb

Model(s): Christie, Ernest | Site: StraponSissies.com | Category: Videos


01.02.2023
Description: Nora is one nasty bitch slut and she means to tame poor Ernest by slamming him silly in his backdoor with a hard sturdy strap on that she brought with her for just this special occasion. Ernest thinks he can take that full measure of that massive strap on and even begins giving her a strapon blowjob to lessen the pain of the power of what Nora is going to do to him. Soon that fat juicy strap on dildo is going to work like a jackhammer in Ernest's nasty iron grip ass until both of them cum in delight.

Model(s): Nora, Ernest | Duration: 14min 52sec | Type: SD | Size: 216mb

Model(s): Nora, Ernest | Site: StraponSissies.com | Category: Videos


19.10.2022
Description: Hilda is after Ernest again and she's one horny lady bitch who won't stop when it comes to tearing into some tight hot sissy butt and Ernest is just happy about that. He begins by giving her a strapon blowjob and getting it all slick for Hilda to drive it into that gripping hot sissy ass of his. She doesn't hold back when she takes that hard sturdy strap on and rides that boy's sweet raw bum without mercy and after a raucus slamming that sissy's bunghole she succeeds in making him and her cum!

Model(s): Hilda A, Ernest | Number of pics: 58 | Resolution: 1505x1000

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Pictures


07.09.2022
Description: Nora is horny as fuck and is going to tore that ladyboy asshole open of that sissy boy Ernest. Instead of a box of chocolates the girl is wielding that rigid strapon dildo like a baseball bat and dude's big meaty sissy asshole is the target of the home run she's about to hit. She keeps on pounding that sissyboy's butthole and poor Bertram lies there with his ravaged raw rectum smoking like a worn out tire on a hot blacktop.

Model(s): Nora, Ernest | Duration: 13min 6sec | Type: SD | Size: 190mb

Model(s): Nora, Ernest | Site: StraponSissies.com | Category: Videos


08.01.2022
Description: When a sissy loser like Ernest sees a rock hard strap on dildo there's nothing he'd rather have is one stuffed up his tight sissy anus and slut Nora is happy to oblige him. The nasty dom bitch hops right onto that tight hot sissy butt of his and the sissy fool starts giving her a strapon blowjob 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): Nora, Ernest | Duration: 15min 5sec | Type: SD | Size: 218mb

Model(s): Nora, Ernest | Site: StraponSissies.com | Category: Videos


08.09.2021
Description: none

Model(s): Alice, Ernest | Number of pics: 59 | Resolution: 1024x681

Model(s): Alice, Ernest | Site: StraponSissies.com | Category: Pictures


10.07.2021
Description: none

Model(s): Alice, Ernest | Number of pics: 68 | Resolution: 1024x681

Model(s): Alice, Ernest | Site: StraponSissies.com | Category: Pictures


19.08.2020
Description: Nora is a fine ass horny lady bitch and she's got a real kinky side to her that really gets her horny passions up and that is she loves to pound a sissy in the bum with a fat strapon. Ernest has totally gone sissy bitch and wants Nora to bang that tight hot sissy butt of his and that's what she means to do. She starts to bang that sissy butt and also makes Ernest get into giving her a strapon blowjob and then she begins plowing that nasty hot ass and Ernest must now be her sissy slave.

Model(s): Nora, Ernest | Number of pics: 74 | Resolution: 1505x1000

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


27.05.2020
Description: none

Model(s): Alice, Ernest | Duration: 12min 19sec | Type: SD | Size: 179mb

Model(s): Alice, Ernest | Site: StraponSissies.com | Category: Videos


18.05.2019
Description: Sissy ass Ernest doesn't realize that when nasty bitch slut Hilda has it on her mind to cornhole her a sissy boy that his gripping hot sissy ass is all but doomed to a major strapon destroying drama. Cowering before his mistress and sucking her strap on cock Ernest in his lady boy outfit gets his tight hot sissy butt slammed so hard that his lipstick almost falls off. Hilda takes that rigid strapon dildo and bears down on Ernest's nasty hot ass and gets to slamming that sissy's bunghole with glee.

Model(s): Hilda A, Ernest | Number of pics: 54 | Resolution: 1505x1000

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Pictures


24.01.2018
Description: Sleeping Hilda was dreaming for some tight sissy boy butt and when she ran into sissy boy Ernest she knew he needed a real pounding that sissyboy's butthole of his. He loved nothing more than having a anihilated sissy butt and that meant hilda saw her mission before her. Since their significant others gone for the day the two turned on to the max and that's when she broke out the steel hard strapon and slammed his nasty sweet asshole.

Model(s): Hilda A, Ernest | Duration: 14min 56sec | Type: SD | Size: 217mb

Model(s): Hilda A, Ernest | Site: StraponSissies.com | Category: Videos


21.01.2011
Description: Blonde Hilda is hunting for some tight sissy boy butt and when she gets hold of Ernest she gets that sexual passion up. She knows he needs to have his gripping hot sissy ass stuffed to the max with a steel hard strapon 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 suck her hard sturdy strap on.

Model(s): Hilda A, Ernest | Duration: 16min 17sec | Type: SD | Size: 238mb

Model(s): Hilda A, Ernest | 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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