26 Results Found:


13.03.2024
Description: none

Model(s): Susanna, Etta, George | Number of pics: 50 | Resolution: 1024x681

Model(s): Susanna, Etta, George | Site: StraponSissies.com | Category: Pictures


09.03.2024
Description: Freakin' fine ass Rita sure knows how to handle a rigid strapon dildo and she means to work over sissy boy Maurice with it. She gets her wet hot lady pussy so worked up when she cornholes a sissy boy in his gripping hot sissy ass that she almost cums everytime she stuffs that plastic dildo into him. She holds on tight as she pounds that massive strap on again and again into his steamy sissy butt and turns him into a whining, quivering, submissive ass slut sissy.

Model(s): Rita, Maurice B | Duration: 13min 6sec | Type: SD | Size: 190mb

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


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


24.01.2024
Description: Pigtailed Amy B was poking her pussy boy's thong clad butt making it ready for her rigid fuck toy. Herman's outfit might look very respectable on a girl, but he was a lusty crossdresser that longed for a cock night and day, so he would be treated like a slut he really was. Being the one in control, the busty babe would butt fuck him with her two-ended dildo while licking and jug fucking its spare end.

Model(s): Amy B, Herman A | Duration: 12min 6sec | Type: HD | Size: 285mb

Model(s): Amy B, Herman A | Site: StraponSissies.com | Category: Videos


27.12.2023
Description: Barbara was horny to use her new rigid strapon dildo and bust open a gripping hot sissy ass so who shows up but crossdresser Maurice. She whips out that massive strap on and heads straight for his steamy sissy butt like it was a bullseye. The horny cruel dominatrix got her hormones boiled up by treating the sissy ass jerk and then stuffed his tight hot sissy butt like it was a hotdog bun. She loves to fuck that sissy ass and further degraded him by making him do some sucking her strap on cock tasting his own ass.

Model(s): Barbara, Maurice | Duration: 17min 45sec | Type: HD | Size: 420mb

Model(s): Barbara, Maurice | 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


30.09.2023
Description: Well stacked cutie Amy B has got a big rubber something in store for her freaky crossdressing lover Herman A, and she produces it right after they kissed on the mouth by the dresser. First the couple sucks the dildo together, and then the girl leaves it to the feminized dude while she gets busy rimming his tight asshole. After that Amy grabs the double-headed dildo and stuffs it into his eager bung hole before tit fucking the other end.

Model(s): Amy B, Herman A | Number of pics: 51 | Resolution: 1505x1000

Model(s): Amy B, Herman A | 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


06.09.2023
Description: none

Model(s): Marion, Herbert A | Number of pics: 62 | Resolution: 1024x680

Model(s): Marion, Herbert A | Site: StraponSissies.com | Category: Pictures


08.07.2023
Description: The scene opens with him wearing a pair of jeans and an orange t-shirt but it won’t stay that way for long. His girlfriend, a sexy short haired babe with a tight body tells him to go change into his favorite sissy outfit so she can fuck his ass with her strapon cock. She loves treating him like a little bitch and there’s no better way of reminding him of his position than by fucking his tight sissy butt with her black strapon dildo. He loves it and she knows it.

Model(s): Subrina, Nathan A | Number of pics: 49 | Resolution: 1505x1000

Model(s): Subrina, Nathan A | Site: StraponSissies.com | Category: Pictures


13.05.2023
Description: Cute Trinity's hard sturdy strap on needed a new challenge and Maurice's tight hot sissy butt would do just nicely. She breaks out that massive strap on and starts boinging his steamy sissy butt. The horny cruel dominatrix had her hormones boiled up and soon she was plowing into his gripping hot sissy ass and began to bang that sissy butt like there was a test afterwards.

Model(s): Trinity, Maurice B | Number of pics: 70 | Resolution: 1505x1000

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


25.02.2023
Description: Gilbert must suffer the humiliation of nasty dom bitch Emilia as she whips out her hard sturdy strap on and with her hormones boiled up she intends on destroying some sissy boy steamy sissy butt. He loves a steel hard strapon to bust open his big meaty asshole but he doesn't realize that she is bent on destroying his tight hot sissy butt. As she dominates him she turned on to the max and unmercifully took that massive strap on and rammed it up his nasty hot ass totally degrading him.

Model(s): Emilia C, Connor C | Duration: 14min 53sec | Type: SD | Size: 217mb

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


11.02.2023
Description: Rita with her hard sturdy strap on at hand was bent on busting open a gripping hot sissy ass and Maruice the male whore was her next victim. She had got real horny and wanted to try out her rock hard dildo on Harry and he obliged by sucking her strap on cock to make it slippery enough to plow into his nasty sweet asshole. The horny cruel dominatrix took that hard sturdy strap on and wore out his steamy sissy butt.

Model(s): Rita, Maurice B | Number of pics: 51 | Resolution: 1505x1000

Model(s): Rita, Maurice B | 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


06.10.2021
Description: The sissy maid is cleaning the house but his mistress is interested in him servicing other needs. She wants to have her strapon cock sucked and his mouth has been very well practiced so he will do a good job. He’s also going to have to bend over and take it up the ass, another thing he has become very good at. She’s going to fuck him like a little bitch and it’s probably going to hurt but this naughty babe loves making a man hurt.

Model(s): Helena, Gilbert | Duration: 18min 46sec | Type: SD | Size: 274mb

Model(s): Helena, Gilbert | Site: StraponSissies.com | Category: Videos


18.08.2021
Description: Freakin' fine ass blonde Trinity sure knows how to handle a hard sturdy strap on and she means to work over sissy boy Maurice with it. She gets her wet hot lady pussy so worked up when she cornholes a sissy boy in his tight hot sissy butt that she almost cums everytime she thrusts that strapon dildo into him. She holds on tight as she pounds that rock hard dildo again and again into Maurice's steamy hot butt and turns him into a whining, quivering, submissive ass slut sissy.

Model(s): Trinity, Maurice B | Number of pics: 50 | Resolution: 1505x1000

Model(s): Trinity, Maurice B | 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


16.06.2021
Description: To see a cowering girlie boy like Leonard bow down to the huge monster strapon of his bad ass dominatrix Judith is disgusting. Well it's not as disgusting to them as the horny naughty couple get really horny and go for it with some snug little butt ruthless hardcore fucking that will melt the paint. They rock each other with some hot steamy smooching and then Judith takes that hard ripping strapon and bores into his snug little butt like she's going to get a prize.

Model(s): Judith, Leonard | Number of pics: 43 | Resolution: 1505x1000

Model(s): Judith, Leonard | Site: StraponSissies.com | Category: Pictures


26.05.2021
Description: cowering girlie boy Jack shows just how much a foolish submissive guy he really is when he goes down on that double dildo of Madeleine's. The nasty bad twosome get really horny fast as they do some hot steamy smooching and that warms them up to some mutual ruthless hardcore fucking that gets their sauces flowing. Soon the filthy milf whore knows she's got him in her power and that starts off the filthy ass ramming to new heights.

Model(s): Evelina, Jack | Duration: 16min 10sec | Type: HD | Size: 383mb

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


03.02.2021
Description: none

Model(s): Millie, Frank C | Number of pics: 56 | Resolution: 1505x1000

Model(s): Millie, Frank C | Site: StraponSissies.com | Category: Pictures

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

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