9 Results Found:


15.05.2024
Description: Jess fucked that transvestite butt ferociously of Walter's and the fool came back to take on her rigid strapon dildo again. Irene's strapon was more than a match for his tight crossdresser butt and she gave him a thorough pounding that sissyboy's butthole until all he had left was a anihilated sissy butt. It's a good thing their significant others gone for the day as she turned on to the max with the idea that she could use her rock hard strap on dildo again to humiliate his tight sissy anus and he even thanked her after she banged that butt of his.

Model(s): Jess, Walter | Duration: 16min 46sec | Type: SD | Size: 245mb

Model(s): Jess, Walter | Site: StraponSissies.com | Category: Videos


03.04.2024
Description: The blonde babe looks powerful in her black leather dress and when she tells her man to change into his sissy clothing he practically runs to the bedroom. He comes back as a sexy blonde babe in a white blouse and a pink skirt and she brings out her strapon cock to reward him for being such a good little bitch. After having him suck on the fat rod she bends him over, spreads his butt cheeks and guides the strapon deep into him. It’s tremendously hot fun.

Model(s): Caroline, Walter | Number of pics: 47 | Resolution: 1505x1000

Model(s): Caroline, Walter | Site: StraponSissies.com | Category: Pictures


20.09.2023
Description: Here comes Jess the nasty dom bitch who intends on slamming some tight hot sissy butt and none other than crossdresser Walter is her target. She starts the crossdresser off by his sucking her strap on cock getting it all wet and slimey so it can squeeze on into that gripping hot sissy ass of his. That rigid strapon dildo plows into that nasty hot ass or His and then she starts pounding that sissyboy's butthole until she totally owns it.

Model(s): Jess, Walter | Duration: 11min 59sec | Type: SD | Size: 174mb

Model(s): Jess, Walter | Site: StraponSissies.com | Category: Videos


01.04.2023
Description: Ninette knew sissy boy Walter's tight sissy boy butt needed a pounding that would leave him nothing more than a cowering butt sissy slave. She had her rock hard strap on dildo at the ready and was soon plowing into his tight hot sissy butt. With her passions raised she would leave him with a anihilated sissy butt but not before she humiliated him by forcing him to do some ass to mouth which he thoroughly welcomed.

Model(s): Ninette A, Walter | Duration: 15min 39sec | Type: SD | Size: 228mb

Model(s): Ninette A, Walter | Site: StraponSissies.com | Category: Videos


07.01.2023
Description: When a sissy wannabe like Walter sees a steel hard strapon there's nothing he'd rather have is one stuffed up his tight sissy anus and slut Ninette is happy to oblige him. The horny cruel dominatrix hops right onto that gripping hot sissy ass 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 totallly destroys him.

Model(s): Tina, Nikola | Duration: 12min 56sec | Type: SD | Size: 188mb

Model(s): Tina, Nikola | Site: StraponSissies.com | Category: Videos


14.04.2021
Description: Here comes Jess the horny cruel dominatrix who intends on slamming some tight hot sissy butt and none other than crossdresser Walter is her target. She starts the crossdresser off by his sucking her strap on cock getting it all wet and slimey so it can squeeze on into that gripping hot sissy ass of his. That rigid strapon dildo plows into that nasty hot ass or His and then she starts pounding that sissyboy's butthole until she totally owns it.

Model(s): Tina, Nikola | Duration: 22min 40sec | Type: SD | Size: 332mb

Model(s): Tina, Nikola | Site: StraponSissies.com | Category: Videos


31.03.2021
Description: When a sissy loser like Walter sees a rock hard strap on dildo there's nothing he'd rather have is one stuffed up his nasty sweet asshole and slut Ninette is happy to oblige him. The nasty dom bitch hops right onto that gripping hot sissy ass 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): Ninette A, Walter | Number of pics: 41 | Resolution: 1505x1000

Model(s): Ninette A, Walter | Site: StraponSissies.com | Category: Pictures


02.01.2021
Description: The young redheaded man has been blindfolded and told that he will be turned into a sissy by his bossy blonde lover. He is to submit to her desires and let her dress him in a dainty white top, a matching white skirt and a long brown wig. Once she has him all dolled up she’s going to put on a surprisingly thick strapon cock and show him what it’s like to be a real woman by fucking his ass so hard he can’t walk the next day. That’s how little bitches like him are treated.

Model(s): Jess, Walter | Number of pics: 70 | Resolution: 1505x1000

Model(s): Jess, Walter | Site: StraponSissies.com | Category: Pictures


27.03.2019
Description: Sissy Walter underestimated nasty dom bitch Jess and the power of her rigid strapon dildo! She 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 steel hard strapon. 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.

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

Model(s): Jess, Walter | 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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