https://fapster.xxx/tag/diaper-sissy/ Sun 19 Apr 2026 01:25:13 +0200 https://fapster.xxx/videos/8820177/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-wmv/
Click for mp4 version top #25 c4s video - #1 in diaper discipline** viewer request   step-momkatherine is running errands and at the beauty salon today, but you are grounded to your room and from electronics so she has left you with super cute babysitter alice.  alice thinks you are playing quietly in your room and behaving, so she gets on a livestream video call with her girlfriends.  while she is on the call, you sneak out of your room and into where she is, thinking you are out of eyeshot and can't be seen.  you covertly attempt to take back your phone and video game controller.  her friends on the call see you tiptoeing up behind alice and catch you in the act.  they start bursting out laughing and alert alice.  of course, alice confronts you immediately.  as her friends online watch on and laugh, babysitter alice makes you bring the "banned" items back to her.  she thinks she's turned the webcam off, then proceeds to pull down your pants and underwear, then stand you in the corner.  she spanks your naughty bare bottom and calls your step-mom, who is now in the middle of her salon visit.  you are so humiliated and nervous you wet your pants!  step-mom comes home early from the salon with rollers still in her hair to find you standing in the corner with your pants down and a reddened bottom, standing in a puddle of your own shame.    step-mom is not happy with you for being disobedient, interrupting her salon visit and needing to be disciplined in the first place.  she takes you across her lap, and whips you some more with her hairbrush as you helplessly protest.  this is only the beginning though... everyone knows that naughty boys who act like a baby have to be treated as one!  she turns her frustration into a smile as she makes you fetch the full on, sissy punishment outfit, complete with pink plastic bikini panties and of course diapers!   together, step-mom and alice further emasculate you as you squirm with embarrassment.  about the time you are fully sissified and step-mom is patting your freshly spanked and padded bottom, her and alice hear laughter coming from the laptop.  alice then realizes she forgot to turn the webcam off and her online friends had been watching the entire time!   alice and her online friends laugh hysterically at you as step-mom gives them a better look at your padded bottom and even has you curtesy to the camera.  step-mom has a hair appointment to finish, so she makes you say your goodbyes to babysitter alice and her friends then you have no choice but to go to the salon with her.  truly a day you'll never forget!   ****************************************************************************** editor's notes: this is a lighthearted, fun video.  the spanking is mild to moderate with a spatula and hairbrush, but his bottom turns bright red.   shot mainly pov, but also where you can see both what is going on in the room and periodically see the girlfriends on webcam.  no names mentioned so you are completely pulled into our world and can envision yourself in the naughty boy's place.   a must see of this fabulous dynamic duo! enjoy! ]]> Sun 05 Apr 2026 04:13:49 +0200 https://fapster.xxx/videos/8820177/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-wmv/ https://fapster.xxx/videos/8799472/sissychat-diapers/
[this is the extended diaper version of the “sissychat,” clip] being a sissy isn’t enough, scrolling around on dating apps and showing off your pics and your butt and your tiny little sissy girlycock, none of it is enough, you need more, you want to go deeper i know! so let’s not bother with just the men who want to make you a slave or a slut or a humiliated little pet. let’s download the extension of my new app sissychat, with the diaper update and let’s get you a man, a stepdaddy who understands that you need the whole thing, the whole world, to be used and taken care of and made to be the brainless diaper sissy you have always wanted to be! such as slut, such a bitch, the perfect diaper girl! all of this and more on sissychat exe. diapers! ]]> Sun 29 Mar 2026 04:14:45 +0200 https://fapster.xxx/videos/8799472/sissychat-diapers/ https://fapster.xxx/videos/8775324/diaper-freak-for-a-mean-transgirl/
[this is the extended diaper version of the “mean transgirl you are a gross freak,” clip] diapers, really, are we serious right now?! what brought you here, you nasty little fuck, do watching someone mock you for consuming diaper porn, diaper sissy porn! are you sucking your thumb while you watch this video you little fuck face, huh? you are hooked on diaper and sissy porn because what, you’re horny, you’re bored, and now you’re at rock bottom down the rabbit hole of weird porn that has brought you here with me. you are truly a porn freak, hooked on watching sissies and femdoms and transgirls mock you for liking diapers like the little diaper loser you are. but it’s okay, i’m here to give you some guides and instructions on how to be a little less of a freak, but who am i kidding! i’m going to make you go lower than rock bottom, give your everything to me porn freak and i will make you mine! ]]> Sun 22 Mar 2026 13:21:24 +0200 https://fapster.xxx/videos/8775324/diaper-freak-for-a-mean-transgirl/ https://fapster.xxx/videos/8751822/diapers-and-amnesia/
[this is the extended diaper version of the “total sissy amnesia,” clip] what happened, where am i, who am i? i can’t remember, honestly i’m trying but i just cant! i wandered into this house and a kind stranger told me that i’m his diaper sissy girl, and i love to suck his cock and call him my stepdaddy, is that right, does that sound right? he has all kinds of weird things like a pacifier ball gag and rope to tie me up, but i can’t remember whether he is telling the truth or not, i can’t remember anything! i guess this is just going to be my life then, diapers, and stepdaddy, and sex, lots of sex. all this makeup and pigtails and a chastity cage, and diapers! all of it seems like a lot and none of it feels quite right. but where else am i going to go? well i suppose if this is my life, we’d better get started then, huh? ]]> Mon 16 Mar 2026 10:59:33 +0200 https://fapster.xxx/videos/8751822/diapers-and-amnesia/ https://fapster.xxx/videos/8729096/diaper-sissy-dare-games/
Don’t you love playing games? sissy diaper girls like you always love games, just love toddling around and being a stupid brainless little diaper slut, so how about we play a game of dares, a game of dares that let’s me drag you down deeper than you’ve ever gone before into a world in which you have a stepdaddy or stepmommy, who dominates and controls you. let me train you, give you tasks, instruct you on how to humiliate yourself a degrade yourself in front of everyone you know. and there is no opting out, it’s just dare or worse dare, so what will it be? ]]> Tue 10 Mar 2026 07:32:13 +0200 https://fapster.xxx/videos/8729096/diaper-sissy-dare-games/ https://fapster.xxx/videos/8720122/diapers-for-the-pretty-princess/
[this is the extended diaper version of the “pretty pretty princess,” clip] do you want to prance around and frolic in a pretty princess dress? do you want to kiss a prince, but for you i suppose maybe that’s more like a king, or a stepdaddy perhaps? this little princess needs an older man to take care of her and treat her like the stupid little princess sissy girly she is! oh yes! this princess lives in her fantasy diaper world, where she wears diapers and sucks on pacifiers and takes her lovers’ cock in her mouth and her asshole! that is the price of being a diaper princess, a price i am sure you are all too willing to pay! ]]> Sat 07 Mar 2026 09:00:55 +0200 https://fapster.xxx/videos/8720122/diapers-for-the-pretty-princess/ https://fapster.xxx/videos/8719962/stupid-gay-diaper-princess/
[the extended diaper version of the “your gay sissy princess,” clip] i would do literally anything for you, anything at all. i’m your stupid gay princess, and if you want me in diapers sucking a pacifier and taking your cock while moaning your name, i’ll do that too! oh i’ll be your cute gay little diaper sissy princess, absolutely. my little princess wand is so hard for you in these giant soft cushy diapers! don’t think of me like a real person, think of me like a little plaything for you, i’m more like a fuck doll or a sex toy anyways. i’m not real, just a fantasy, and that’s the way that i like it, and that’s the way you like it, so come over and put your cock inside me already while i wiggle this little diaper booty! ]]> Sat 07 Mar 2026 08:57:14 +0200 https://fapster.xxx/videos/8719962/stupid-gay-diaper-princess/ https://fapster.xxx/videos/8717748/diaper-sissy-gift/
[this is the extended diaper version of the “a sissy bimbo present,” clip] it isn’t enough to be a bimbo, to be a sissy, to be a slut, it isn’t enough to feel your ass plumping, to crave cock, to want dick in your mouth and your ass, none of it is enough, you need more. you need to be degraded and humiliated. you need to feel as ridiculous on the outside as you are on the inside, so stupid, so dumb, you are a dumb sissy that belongs in diapers, you have cum all over yourself and gotten yourself wet, you require diapers. accept my gift and become the perfect bimbo diaper sissy slut. this is your early holiday present, wear something slutty, wear diapers, suck on pacifiers, be a slut, and let me change your diapers, and change you forever. ]]> Sat 07 Mar 2026 08:03:19 +0200 https://fapster.xxx/videos/8717748/diaper-sissy-gift/ https://fapster.xxx/videos/8717228/trans-stepmother-discovers-your-sissy-diapers/
[the extended diaper version of the “trans stepmother discovers your secret sissy closet,” clip] what have you gotten yourself into! your secret closet filled with your sissy clothes and your sissy diapers has been discovered by natalie, your trans stepmother! and she has you on your knees in a dress about to suck her cock! she’s decided that the best thing to do is to make sure that you are the best sissy you can be and encourage you on your sissy journey! but that involves lost of diapers, and dresses, and learning how to suck and take dick! and now she is talking about your stepfather being your stepdaddy instead! how humiliating will it be when he comes home and sees you in diapers and dresses! oh well, nothing to do about it now, only thing you can do is commit and become the best diaper sissy ever! ]]> Sat 07 Mar 2026 07:48:01 +0200 https://fapster.xxx/videos/8717228/trans-stepmother-discovers-your-sissy-diapers/ https://fapster.xxx/videos/8672871/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-mp4/
Top #25 c4s video - #1 in diaper discipline** viewer request   step-momkatherine is running errands and at the beauty salon today, but you are grounded to your room and from electronics so she has left you with super cute babysitter alice.  alice thinks you are playing quietly in your room and behaving, so she gets on a livestream video call with her girlfriends.  while she is on the call, you sneak out of your room and into where she is, thinking you are out of eyeshot and can't be seen.  you covertly attempt to take back your phone and video game controller.  her friends on the call see you tiptoeing up behind alice and catch you in the act.  they start bursting out laughing and alert alice.  of course, alice confronts you immediately.  as her friends online watch on and laugh, babysitter alice makes you bring the "banned" items back to her.  she thinks she's turned the webcam off, then proceeds to pull down your pants and underwear, then stand you in the corner.  she spanks your naughty bare bottom and calls your step-mom, who is now in the middle of her salon visit.  you are so humiliated and nervous you wet your pants!  step-mom comes home early from the salon with rollers still in her hair to find you standing in the corner with your pants down and a reddened bottom, standing in a puddle of your own shame.    step-mom is not happy with you for being disobedient, interrupting her salon visit and needing to be disciplined in the first place.  she takes you across her lap, and whips you some more with her hairbrush as you helplessly protest.  this is only the beginning though... everyone knows that naughty boys who act like a baby have to be treated as one!  she turns her frustration into a smile as she makes you fetch the full on, sissy punishment outfit, complete with pink plastic bikini panties and of course diapers!   together, step-mom and alice further emasculate you as you squirm with embarrassment.  about the time you are fully sissified and step-mom is patting your freshly spanked and padded bottom, her and alice hear laughter coming from the laptop.  alice then realizes she forgot to turn the webcam off and her online friends had been watching the entire time!   alice and her online friends laugh hysterically at you as step-mom gives them a better look at your padded bottom and even has you curtesy to the camera.  step-mom has a hair appointment to finish, so she makes you say your goodbyes to babysitter alice and her friends then you have no choice but to go to the salon with her.  truly a day you'll never forget!   ****************************************************************************** editor's notes: this is a lighthearted, fun video.  the spanking is mild to moderate with a spatula and hairbrush, but his bottom turns bright red.   shot mainly pov, but also where you can see both what is going on in the room and periodically see the girlfriends on webcam.  no names mentioned so you are completely pulled into our world and can envision yourself in the naughty boy's place.   a must see of this fabulous dynamic duo! enjoy! ]]> Mon 23 Feb 2026 08:15:54 +0200 https://fapster.xxx/videos/8672871/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-mp4/ https://fapster.xxx/videos/8608441/diapers-and-unspeakable-thoughts/
[this is an extended diaper version of the “i want to do such nasty things to you,” clip] this season is just full of so many cute things! the fall leaves, the apple picking, you, me, you know, all the cute things! but all of this is set against the reality, which is that i want to do an unbelievable amount of unspeakable things to you, sexually deviant things that make your toes curl and make you wail in pleasure. i can be your dominatrix, your goddess, or your step-mommy, ooh i like that! step-mommy! we could really roleplay that out, i could take care of you and put you in diapers and give you a pacifier, make you crawl around on the floor for me and suck my girlcock. oh yeah, we are definitely playing that out when we get home! ]]> Fri 06 Feb 2026 13:48:40 +0200 https://fapster.xxx/videos/8608441/diapers-and-unspeakable-thoughts/ https://fapster.xxx/videos/8606447/bnwo-snowbunny-diaper-costume-for-the-party/
[this is an extended diaper version of the “bnwo snowbunny party costume humiliation,” clip] it’s time to humiliate yourself, degrade yourself more than you ever dreamed was possible! oh yes! do you want that big black cock from that big black man, because he wants to see you as the humiliated and embarrassed little pale sissy diaper slut that you are! did i say diapers? yes i did! show him how pathetic you are willing to be, the depths of how weak and small you can really be! halloween parties, costumes, dress up, it’s time for you to become the snowbunny you’ve always wanted and needed to be, it’s the perfect costume, you are a servant, a slave, a prisoner, a bunny, a cuck, a sissy, a bitch, a fuck toy all in a single costume! you can write “fuck me,” on your forehead if you want along with your pretty bunny ears! put yourself in diapers, suck those big black cocks, and become your diaper snowbunny costume for ever and ever and ever! ]]> Fri 06 Feb 2026 12:29:59 +0200 https://fapster.xxx/videos/8606447/bnwo-snowbunny-diaper-costume-for-the-party/