https://fapster.xxx/tag/cross-dressing2/ Sat 18 Apr 2026 23:55:37 +0200 https://fapster.xxx/videos/8758637/sissy-whore-gay-4-pay-jessica-dynamic/
Custom: pretend like i owe you money and you're tired of waiting to get paid by me. instead of giving you excuses, and the typical runaround, you have an idea as to how i can finally pay you back. you throw slutty, sissy clothes at me. give me a sense of an ultimatum and then turn me into a sissy dick sucking, and fucking, whore. teach me how to be the ultimate sissy slut under your direction. please give me questions and pause like i'm supposed to answer you. also please demand that i do the ahegao face. ]]> Wed 18 Mar 2026 02:59:20 +0200 https://fapster.xxx/videos/8758637/sissy-whore-gay-4-pay-jessica-dynamic/ https://fapster.xxx/videos/8672526/new-content-sissy-shopping-with-ruby-onyx-and-hot-wife-alice/
You've been locked away for quite some time now, and having shrunk in your cage, that little dicklet is barely recognisable as male genitalia. so, it makes perfect sense to turn you into a little sissy slut! there's nothing more fun for me and hot wife alice than further emasculating and humiliating you, so we have a little sissy shopping list to follow, along with some very risky and humiliating tasks! pay attention sissy girl, your venture into the life of a lady is about to begin! ]]> Mon 23 Feb 2026 08:02:30 +0200 https://fapster.xxx/videos/8672526/new-content-sissy-shopping-with-ruby-onyx-and-hot-wife-alice/ https://fapster.xxx/videos/8630625/the-creepy-sissy-task-feminization-sissification/
This is halloween and you have a huge opportunity to dress up as a woman and go outside without any consequences. i will give you a list what kind of items should you get for this amazing halloween trip, and you also have to find a party where you can show up, to have some sissy-fun ... obviously i will give you some kinky tasks as well, for example you have to get aroma, a pink butt plug and chastity cage underneath your outfit. i think we will have a lots of fun, my little creepy sissy... :-* ]]> Wed 22 Oct 2025 20:45:12 +0200 https://fapster.xxx/videos/8630625/the-creepy-sissy-task-feminization-sissification/ https://fapster.xxx/videos/8420307/escape-room-with-the-empress-evol-piggy-pegging/
The sissy maid arrives to escape reality with the empress evol in her condo dungeon. the sissy maid is dressed and cleaning the dust of the fans, when the hormones hit the fan, and the empress pulls out his reward! her big pink dildo in her strap on! she teases him until the job is well done, and then she does him until the job is well done. what a squealer! she is humorous and wise, sadistic and playful. let's play halloween for piggies! cropping, paddling, sisy maid, creative play cock sucking, spit, gagging, pegging, halloween mask, blonde goddess, tall, long legs, beautiful goddess. mean step mommy fetish! ]]> Tue 16 Sep 2025 18:41:51 +0200 https://fapster.xxx/videos/8420307/escape-room-with-the-empress-evol-piggy-pegging/ https://fapster.xxx/videos/8388735/crossdressing-twink-on-webcam/
This steamy amateur video features a sexy twink who loves to crossdress and show off on webcam, blurring the lines between boy and girl. ]]> Sun 07 Sep 2025 07:05:11 +0200 https://fapster.xxx/videos/8388735/crossdressing-twink-on-webcam/ https://fapster.xxx/videos/8335257/crossdressing-friend-plays-with-me/
Just a little playing with my crossdressing friend after I sucked him off. ]]> Thu 04 Sep 2025 07:43:11 +0200 https://fapster.xxx/videos/8335257/crossdressing-friend-plays-with-me/ https://fapster.xxx/videos/8320429/kinky-crossdresser-plays-with-sex-toy/
Kinky crossdressing twink gets naughty with his sex toys, putting on a steamy amateur solo show. ]]> Mon 01 Sep 2025 10:11:11 +0200 https://fapster.xxx/videos/8320429/kinky-crossdresser-plays-with-sex-toy/ https://fapster.xxx/videos/7994214/crossdressing-lovers/
Two cross-dressing amateurs express their deepest love for each other through passionate and intimate sexual exploration, embracing their true selves with every touch and kiss. ]]> Wed 30 Jul 2025 07:27:08 +0200 https://fapster.xxx/videos/7994214/crossdressing-lovers/ https://fapster.xxx/videos/7976262/sissy-slut-goon-bimbo-clitty-rub-in-panties-with-femdom-fetish-mistress-emily-marilyn/
Femdom goon instruction stripping away that macho male mentality and slipping you into girlie lavender feminine sheer panties. there isn’t anything masculine about wearing a slutty little thong l like this! while i give clitty rub instruction i describe all of the bimbo tasks i have in store for my feminized sissy slut whore. this is only the beginning of your sissification and bimbo tasks. female domination bimbo sissy slut maker beta male turned pantiy wearing whore. mistress emily marilyn takes control in this flr.  ]]> Sat 26 Jul 2025 15:05:51 +0200 https://fapster.xxx/videos/7976262/sissy-slut-goon-bimbo-clitty-rub-in-panties-with-femdom-fetish-mistress-emily-marilyn/ https://fapster.xxx/videos/7891709/tears-of-submission/
this erotic audio is a fantasy sequel to “ the novice ”.it is a delight of pink leather slavery from the perspective of the submissive. slut training abounds in this tale of chastity , bondage , flogging and leather straps, that awaken the submissive heart with a cathartic emotional release! strap-on face fucking picks up the tempo with plenty of gagging , choking and deep throat action. this one gets dressed up like a slut and certainly treated like one too. the story culminates with an intense bout of foot worship ending in complete servitude and devotion.are you ready to commit ? i believe this one certainly is. this audio only contains: slut training , leather , female domination, strap-on , pegging , foot worship, corporal bdsm , flogging , whipping , strapping , make me bi , slave training , cross dressing , tears , crying, cathartic release. , cum in chastity , leather gloves , face fucking , bondage ]]> Sat 12 Jul 2025 14:49:35 +0200 https://fapster.xxx/videos/7891709/tears-of-submission/ https://fapster.xxx/videos/7612695/kneel-sissy-slut/
Prepare yourself, my pathetic little toy, for a merciless journey into the depths of your darkest desires, where i, your demoness, will shatter your fragile ego and reshape you into my perfect sissy slut. this is a one-on-one .... on your worthless masculinity, a brutal awakening that will leave you trembling at my feet. i’ll tear you apart with vicious insults, mocking every pathetic attempt you’ve made to hide your true, submissive nature. you’ll be madeto embrace your shame, slipping into delicate, humiliating outfits—lacy panties, tight corsets, sky-high heels—that scream your new reality as my obedient bitch. i’ll invade your weak mind, twisting your thoughts until you crave my cruel commands, begging for the privilege of serving me. expect degrading tasks: practicing your sissy strut, chanting your pathetic mantra, or groveling for my approval, each one designed to cement your place beneath me. this isn’t gentle coaxing—it’s a savage transformation, a personal reckoning where i break you, mold you, and make you mine forever. dare to step into my world, and you’ll emerge as nothing but my sissy plaything. ]]> Sat 05 Jul 2025 19:49:06 +0200 https://fapster.xxx/videos/7612695/kneel-sissy-slut/ https://fapster.xxx/videos/7518543/lipstick-lies-sph-smoking/
Lipstick & lies (sph + smoking)you were nervous, i could tell. first time seeing me on cam, and you wanted so badly to impress me but when you showed me what you had, i just smiled, lit my cigarette, and reached for my lipstick. ‘sweetheart,’ i said softly, ‘that isn’t a cock it’s far too small, too soft. it’s something meant for a girl.’ you blushed when i told you to put on a little lipstick too—but you did it, didn’t you? and you looked pathetic and perfect. i think i like you better like this—obedient, humiliated, and finally honest about who you really are. next time, don’t bother pretending. show up as her—the pretty little thing you’ve always been underneath. ]]> Thu 19 Jun 2025 07:47:34 +0200 https://fapster.xxx/videos/7518543/lipstick-lies-sph-smoking/