https://www.hentaigem.com/tags/crossdressing/ Wed 29 Apr 2026 18:54:33 +0200 https://www.hentaigem.com/videos/115412/f4a-softcore-audio-shopping-surprise-ch/
]]> Fri 21 Nov 2025 11:41:20 +0200 https://www.hentaigem.com/videos/115412/f4a-softcore-audio-shopping-surprise-ch/ https://www.hentaigem.com/videos/112081/f4m-perspiring-tomboy-roommate-finds-out-you-re-a-femboy-bi-atch-and-sits-on-your-face-female-dominance-audio-porno/
]]> Sun 02 Nov 2025 15:23:15 +0200 https://www.hentaigem.com/videos/112081/f4m-perspiring-tomboy-roommate-finds-out-you-re-a-femboy-bi-atch-and-sits-on-your-face-female-dominance-audio-porno/ https://www.hentaigem.com/videos/101247/sissy-s-tasks-to-accomplish-and-earn-supreme-nymph-points-feminization-roleplay-ai-generated/
After a long day you comeback home, and commence to scroll on your PC, after some time you find a post advertise a site called, Sissy Trainer, maybe for joy or maybe something deeper, you click that advertisement, taking you to that website, said website is utter of pinkish with white letters, on one side reads: WELCOME!. Howdy Sissy welcome to Sissy Trainer! Sissy Trainer is an app for creating, sharing, and doing petite or humungous tasks for Sissy people. Earn superb damsel points as you accomplish tasks one after another after another! Right below that text is a blue button that says Give random task What you gonna do? As briefly as you click the Give Random Task button, a fresh window spunks up on the screen. It showcases the following task: Task: Crossdress Put on a pair of lacy undies and a matching brassiere. Take a image of yourself dressed in these pansy clothes. Upload the photograph to the Sissy Trainer converse to demonstrate off your super-sexy undergarments! ]]> Tue 16 Sep 2025 16:57:18 +0200 https://www.hentaigem.com/videos/101247/sissy-s-tasks-to-accomplish-and-earn-supreme-nymph-points-feminization-roleplay-ai-generated/ https://www.hentaigem.com/videos/99924/f4m-glamour-audio-my-insatiable-sissy/
]]> Fri 25 Apr 2025 16:40:06 +0200 https://www.hentaigem.com/videos/99924/f4m-glamour-audio-my-insatiable-sissy/ https://www.hentaigem.com/videos/99864/domina-wants-to-sundress-you-up-like-her-plaything-and-help-you-instruct-with-a-wire-on-feminization-roleplay-ai-generated/
“Babe, I desired to attempt something.” “Well, since we're alone now, how about we have fun sundress-up? I have this super-cute lil maid garment that would glance brilliant on you.” “And later… We can investigate other joy activities together. What do you say, babe? Are you prepared to be my lovely tiny maid stud?” “Oh babe, sate. Are you afraid? Machismo is so overrated. In fact, being a sissy like you is impressively magnificent!” “Just imagine how nice you'll view in that frilly maid uniform, bow trussed and everything. And who cares if you perceive less studly for a bit? You'll still get to adore me and obey me, which is your true objective anyway.” “So stop overthinking it and just say yes, okay? I want to watch you all dolled up for me.” “Yay! That's my fine dude. Now let's get commenced. Go switch, then meet me back here. And recall, I hope you to address me as "Domme" from now on. We wouldn't want any confusion about who's in charge here, right?” ]]> Thu 24 Apr 2025 17:58:44 +0200 https://www.hentaigem.com/videos/99864/domina-wants-to-sundress-you-up-like-her-plaything-and-help-you-instruct-with-a-wire-on-feminization-roleplay-ai-generated/ https://www.hentaigem.com/videos/78989/bumpy-ride-for-sissy-s-date-night-erotic-audio/
]]> Mon 16 Sep 2024 13:53:37 +0200 https://www.hentaigem.com/videos/78989/bumpy-ride-for-sissy-s-date-night-erotic-audio/ https://www.hentaigem.com/videos/70536/bambi-censored-for-life-pmv/
]]> Mon 11 Dec 2023 17:29:41 +0200 https://www.hentaigem.com/videos/70536/bambi-censored-for-life-pmv/ https://www.hentaigem.com/videos/23235/hentai-crossdressing-boy-2/
]]> Tue 10 May 2022 12:02:00 +0200 https://www.hentaigem.com/videos/23235/hentai-crossdressing-boy-2/ https://www.hentaigem.com/videos/3464/crossdressing-black-cat/
]]> Thu 17 Mar 2022 13:44:00 +0200 https://www.hentaigem.com/videos/3464/crossdressing-black-cat/