04.10.2025 |
Description: The sexy maid is working hard to keep his lady’s house clean and she wants to reward him for being such a sexy boy. In his little maid outfit he looks so feminine and she can’t help but be attracted to that. She loves how tight his ass is and how long and sultry his legs look in those beautiful stockings. She loves how he’s a total bitch for her strapon cock and she’s going to jam that thing up his asshole and make him scream.
Model(s): Sheila A, Gilbert | Number of pics: 71 | Resolution: 1504x1000
Model(s): Sheila A, Gilbert | Site: StraponSissies.com | Category: Pictures
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24.09.2025 |
Description: Gilbert was doomed to get his tight hot sissy butt destroyed by Emilia who turned on to the max when she realized she would finally get to use her massive strap on. 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 passions red hot they both savored the power of getting his steamy sissy butt fucked stupid.
Model(s): Emilia C, Gilbert B | Duration: 14min 51sec | Type: SD | Size: 216mb
Model(s): Emilia C, Gilbert B | Site: StraponSissies.com | Category: Videos
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27.08.2025 |
Description: Gilbert had the urge for a rigid strapon dildo to teach him a lesson and horny cruel dominatrix Jaclyn was just the teacher he wanted. She broke out her trusty rigid strapon dildo and decided to go to work on him as he started giving her a strapon blowjob to get it slicked up. Soon that steel hard strapon was stuffed deep into his tight sissy anus. The horny cruel dominatrix busted right through his tight hot sissy butt and soon the sissy boy was happy.
Model(s): Jaclyn, Gilbert | Duration: 25min 21sec | Type: SD | Size: 372mb
Model(s): Jaclyn, Gilbert | Site: StraponSissies.com | Category: Videos
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13.08.2025 |
Description: Poor Gilbert must suffer the humiliation of nasty dom bitch Jaclyn as she whips out her rigid strapon dildo and with her horny passions up she intends on destroying some sissy boy moist tight ass. He loves a rock hard strap on dildo to bust open his tight helpless butt but he doesn't realize that she is bent on destroying his gripping hot sissy ass. As she dominates him she got real horny and unmercifully took that rock hard dildo and rammed it up his sweet raw bum totally humiliating him.
Model(s): Jaclyn, Gilbert | Duration: 15min 49sec | Type: SD | Size: 231mb
Model(s): Jaclyn, Gilbert | Site: StraponSissies.com | Category: Videos
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12.07.2025 |
Description: The battle is on as Emilia takes her steel hard strapon and zeros in on Gilbert'snasty hot ass. The last time she fucked that ass the poor fool was useless as she tore that ladyboy ass wide open in an unmerciful sexual onslaught. That hard sturdy strap on of hers totally destroys his ripping sissy asshole and the girl doesn't stop slamming that sissy's bunghole for even a coffee break. She leaves sissy boy with a anihilated sissy butt that howls and echoes.
Model(s): Emilia C, Gilbert | Number of pics: 81 | Resolution: 1505x1000
Model(s): Emilia C, Gilbert | Site: StraponSissies.com | Category: Pictures
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02.07.2025 |
Description: The hot little sissy boy is wearing lingerie and he’s ready to be made into a woman. His asshole is horny for strapon cock and he knows that she’s always in the mood to fuck when he’s dressed up because she finds him irresistible. She desperately wants to introduce her hard cock to that sexy butt so she bends him over, fingers him a little bit and then gets started with the powerful pumping. He takes it like a little bitch should and he loves every stroke.
Model(s): Subrina, Gilbert | Duration: 12min 35sec | Type: SD | Size: 183mb
Model(s): Subrina, Gilbert | Site: StraponSissies.com | Category: Videos
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05.02.2025 |
Description: Emilia turned on to the max when she realized she'd get the chance to use her rock hard dildo on sissy boy Gilbert and started things off by watching him giving her a strapon blowjob so that it would stuff into his tight sissy anus. The nasty dom bitch goes right to work with her rigid strapon dildo in tow and as their passions red hot she attacks his moist bitch boy ass with that steel hard strapon and destroys his sissy boy big meaty asshole.
Model(s): Emilia C, Gilbert B | Duration: 13min 55sec | Type: SD | Size: 202mb
Model(s): Emilia C, Gilbert B | Site: StraponSissies.com | Category: Videos
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18.12.2024 |
Description: The hot blonde chick and her sissy lover have had many good times together and today is just another one of them. It all centers around the strapon cock that she wields with such confidence and skill. She warms his ass up with a little bit of thrusting and then she makes him bend over and take it from her thrusting. This is a beautiful, badass chick with a dominant streak and she’s more than happy to turn a man into a quivering little bitch for her pleasures.
Model(s): Emilia C, Gilbert | Duration: 11min 35sec | Type: SD | Size: 168mb
Model(s): Emilia C, Gilbert | Site: StraponSissies.com | Category: Videos
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04.12.2024 |
Description: Watch as horny Meggy takes her rock hard strap on dildo and helps sissy Gilbert put on his makeup 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 giving her a strapon blowjob 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 nasty dom bitch then stuffs that tight hot sissy butt of his and destroys him.
Model(s): Meggy C, Gilbert | Duration: 14min 33sec | Type: SD | Size: 212mb
Model(s): Meggy C, Gilbert | Site: StraponSissies.com | Category: Videos
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27.11.2024 |
Description: Gilbert deserved to be fucked that ass so he pleaded with Judy to whip out her rigid strapon dildo rock his butt. Soon the scent of tight crossdresser bunghole filled the air as she pounded his tight hot sissy butt like crazy as she used that rock hard dildo to horribly pound that steamy sissy butt of his. The horny cruel dominatrix just loves to get hormones boiled up and nothing pleases her more than fucking a tight hot sissy butt.
Model(s): Stephana, Gilbert | Duration: 14min 36sec | Type: SD | Size: 213mb
Model(s): Stephana, Gilbert | Site: StraponSissies.com | Category: Videos
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26.10.2024 |
Description: Gilbert deserved to be banged that butt so he begged blonde Judy to whip out her hard sturdy strap on and do him right. Soon the scent of musky whiney boy ass filled the air as she pounded his gripping hot sissy ass like crazy as she used that massive strap on to mercilessly pound that moist transvestte ass of his. The nasty dom bitch just loves to get hormones boiled up and nothing satisfies her more than fucking a gripping hot sissy ass.
Model(s): Emilia C, Gilbert | Duration: 13min 3sec | Type: SD | Size: 190mb
Model(s): Emilia C, Gilbert | Site: StraponSissies.com | Category: Videos
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07.08.2024 |
Description: Gilbert was getting ready for his big meaty sissy asshole to get fucked crazy by Emilia and soon as they got that libido up She zeroed in on his gripping hot sissy ass. The poor fool took that thick meaty strapon so deep into his sweet raw bum that his howling scared the neighbors. She then banged that butt like a madwoman and soon she left him with nothing much left except a plundered brown eye.
Model(s): Emilia C, Gilbert B | Number of pics: 66 | Resolution: 1505x1000
Model(s): Emilia C, Gilbert B | Site: StraponSissies.com | Category: Pictures
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27.07.2024 |
Description: Turn about is fair play as Emilia the horny cruel dominatrix took Gilbert's cock big time and then decided she wanted some of his tight hot sissy butt. After making him put on his sissy boy skirt and wig He fell to her by sucking her strap on cock so it would be lubricated enough to fuck his tight hot sissy butt. She put that hard sturdy strap on to work big time in his sweet raw bum and just continued pounding that sissyboy's butthole to the extreme.
Model(s): Emilia C, Gilbert | Duration: 16min 46sec | Type: SD | Size: 244mb
Model(s): Emilia C, Gilbert | Site: StraponSissies.com | Category: Videos
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03.07.2024 |
Description: The frilly boy looks so good in his black stockings and his colorful outfit that you can’t really blame this girl for wanting to give the sexy sissy a hard banging. She has a nice red strapon cock between her legs and she intends on using it for a good butt humping just like the slutty sissy wants. His asshole has been craving penetration for weeks and he’s about to get the greatest gift from her. She’s going to show him what a real woman feels like when she gets fucked.
Model(s): Meggy C, Gilbert | Duration: 8min 20sec | Type: SD | Size: 120mb
Model(s): Meggy C, Gilbert | Site: StraponSissies.com | Category: Videos
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07.06.2023 |
Description: Emilia is going to bust open a ripping sissy asshole if it's the last thing she does and getting hold of Gilbert and slamming that sissy's bunghole is just what she's going to do. She wants nothing short of a destroyed whiney boy ass for all her troubles and poor dude is going to get the worst of it. She got real horny and whipped out her steel hard strapon and went to work on his tight sissy anus. She banged that butt until that rigid strapon dildo almost melts from the fury.
Model(s): Emilia C, Gilbert | Duration: 14min 51sec | Type: SD | Size: 216mb
Model(s): Emilia C, Gilbert | Site: StraponSissies.com | Category: Videos
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15.01.2022 |
Description: That girl looks kind of tall and her nose doesn’t quite look feminine. Wait a minute, that’s not a girl that’s a sissy! The little sissy boy looks sexy in his outfit and he knows that’s what it takes to turn his lady on and once she’s turned on she always puts on her strapon cock to do some naughty fucking. She makes him suck on it to get it wet and then she introduces it deep into his asshole, taking him from behind for one hell of a lusty scene.
Model(s): Subrina, Gilbert | Number of pics: 79 | Resolution: 1505x1000
Model(s): Subrina, Gilbert | Site: StraponSissies.com | Category: Pictures
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27.10.2021 |
Description: Here comes redhead Jaclyn the nasty dom bitch who intends on slamming some tight hot sissy butt and none other than Gilbert is her target. She starts the sissy boy off by his giving her a strapon blowjob getting it all wet and slimey so it can squeeze on into that tight hot sissy butt 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): Jaclyn, Gilbert | Number of pics: 43 | Resolution: 1505x1000
Model(s): Jaclyn, Gilbert | Site: StraponSissies.com | Category: Pictures
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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
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24.07.2021 |
Description: Stephana is shmoozing around for some tight sissy anus to fuck and the horny cruel dominatrix is zeroing in on crossdresser Gilbert. She breaks out her hard sturdy strap on and soon she gets her passions red hot and starts him ready by sucking her strap on cock that gets her wet and ready. Soon the woman is banging his moist transvestte ass and the crossdresser takes all of that rock hard strap on dildo deep into his big meaty asshole that totally destroys him.
Model(s): Stephana, Gilbert | Duration: 13min 58sec | Type: SD | Size: 203mb
Model(s): Stephana, Gilbert | Site: StraponSissies.com | Category: Videos
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30.03.2019 |
Description: Stephana is shmoozing around for some nasty sweet asshole to fuck and the horny cruel dominatrix is zeroing in on crossdresser Gilbert. She breaks out her rigid strapon dildo and soon she gets her hormones boiled up and starts him ready by sucking her strap on cock that gets her wet and ready. Soon the woman is banging his steamy sissy butt and the crossdresser takes all of that steel hard strapon deep into his tight helpless butt that totally destroys him.
Model(s): Nora, Sebastian | Duration: 15min 37sec | Type: HD | Size: 339mb
Model(s): Nora, Sebastian | Site: StraponSissies.com | Category: Videos
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