https://www.freepornflix.com/categories/diaper-discipline/ Thu, 16 Apr 2026 23:20:42 UTC https://www.freepornflix.com/video/858233/girlfriend-discovers-dirty-diaper-secret-mov/
See i knew sending you some hot pics would get you here fucking asap! it worked so quick too. well here is the thing. i actually wanted to confront you about something. i figured this was the best way to get that done, so sorry about kind of tricking you but like.. babe. i was cleaning and i uh.. found this. a diaper!!! i mean i know we’ve been pretty like open and i’m like you know fucking other guys and really not you.. and we’ve always had a bit of a dom/sub dynamic but i didn’t know you we’re really a diaper loser!! it’s soo funny and i really want to see you put this big puffy printed thing on for me right now. imagine if everyone we knew found out about your dirty diaper secret. do you use them too? oh my god! i’m totally making you fill this thing for me right now until its warm, full and puffy. isn’t it so disgusting? my god, such a nasty little diaper bitch! from now on you are going to be a full time diaper bitch for me. you wanted this, well let’s take it all the fucking way with no going back. you better keep me happy too. otherwise i might let your dirty little diaper secret slip right out.. although with you in diapers full time for me the smells and the crinkles might give you away long before i do. ]]> Tue, 14 Apr 2026 09:13:07 UTC https://www.freepornflix.com/video/858233/girlfriend-discovers-dirty-diaper-secret-mov/ https://www.freepornflix.com/video/855763/girlfriend-discovers-dirty-diaper-secret-wmv/
See i knew sending you some hot pics would get you here fucking asap! it worked so quick too. well here is the thing. i actually wanted to confront you about something. i figured this was the best way to get that done, so sorry about kind of tricking you but like.. babe. i was cleaning and i uh.. found this. a diaper!!! i mean i know we’ve been pretty like open and i’m like you know fucking other guys and really not you.. and we’ve always had a bit of a dom/sub dynamic but i didn’t know you we’re really a diaper loser!! it’s soo funny and i really want to see you put this big puffy printed thing on for me right now. imagine if everyone we knew found out about your dirty diaper secret. do you use them too? oh my god! i’m totally making you fill this thing for me right now until its warm, full and puffy. isn’t it so disgusting? my god, such a nasty little diaper bitch! from now on you are going to be a full time diaper bitch for me. you wanted this, well let’s take it all the fucking way with no going back. you better keep me happy too. otherwise i might let your dirty little diaper secret slip right out.. although with you in diapers full time for me the smells and the crinkles might give you away long before i do. ]]> Mon, 13 Apr 2026 09:16:01 UTC https://www.freepornflix.com/video/855763/girlfriend-discovers-dirty-diaper-secret-wmv/ https://www.freepornflix.com/video/850654/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-hd-mp42/
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! includes:  diaper discipline, spanking fm, double dominationwith:  katherine worthington & alicemore from domination for your own good: governess spanks & diapers you for wetting your pants at the park - potty at the park miss katherine diapers and disciplines stepson at the weddingstep-mommy spanks you and puts you in a diaper for peeing in the pool ]]> Fri, 10 Apr 2026 11:57:40 UTC https://www.freepornflix.com/video/850654/caught-on-webcam-babysitter-alice-step-momkatherine-spanks-diapers-you-while-alice-s-friends-watch-on-a-live-video-stream-hd-mp42/ https://www.freepornflix.com/video/848587/diaper-bitch-for-slutty-boss-wmv/
When i invited you over to my place after work today i can’t even imagine the excitement that was running through your mind. you were probably just about cumming in your pants with excitement at the thought of a chance to get with the hot slutty ceo of your company. i mean you follow me around all day like a little fucking weirdo, sending me creepy emails, having pics of me as your phone and pc screensavers and desktops. well its fucking weird. i used your little obsessive crush on me to get you over here today. you really need a fucking reminder of your place and as the top of the fucking ladder, the queen slut around here i’m going to be the one fucking reminding you. you are such a gross little dweeb who doesn’t even deserve to be in my fucking presence doesn’t deserve to fantasize about my perfection in the way that you fucking do. i fuck all the superior big dick alpha men at the office and humiliate and degrade all the fucking horny little losers like you. this is what little freaks like you get! big printed puffy diapers made for losers. you will wear your first one right fucking now for me and every morning you will come into my office to be diapered up for the day with all the other losers. imagine what everyone will think of you hearing the crinkles.. smelling the smells. you’ll be making cummies in your diaper for me too. jerking your pathetic dick into that diaper because you don’t get real pussy, ever. only diaper pussy for fucking losers. the closest you’ll ever get to fucking is if you get permission to be my little diapered cuck in the corner humping and cumming into the diaper padding while your sexy slutty diaper mommy gets fucked and filled by all the big dick alphas you always see coming in and out of here.  ]]> Fri, 10 Apr 2026 09:51:47 UTC https://www.freepornflix.com/video/848587/diaper-bitch-for-slutty-boss-wmv/ https://www.freepornflix.com/video/823811/stinky-pov-diaper-change-uhd/
This clip is also available in 4k order a custom video through akirashellxxx ( at ) gmail . com ]]> Mon, 09 Mar 2026 09:47:38 UTC https://www.freepornflix.com/video/823811/stinky-pov-diaper-change-uhd/ https://www.freepornflix.com/video/823790/miss-katherine-diapers-and-disciplines-stepson-at-the-wedding-mp43/
Today is the day miss katherine becomes your stepmommy.  you're still getting used to this, as you love to spy and get attention at the most unexpected times. it’s apparent your hormones are out of control, which causes you to act out, but today you have to try to behave yourself.  everything is all set up, ready to go at the wedding, but the bridesmaids have caught you spying again so miss katherine has to take matters into her own hands to ensure there aren’t any more interruptions out of you and make sure you are a good boy. your stepmom also believes in old fashioned diaper discipline, so she had given miss katherine a wedding gift of diapers and a few other items to help keep you in line in case you act out.  miss katherine knows exactly what to do.  without any hesitation, she takes you aside at the wedding, strips off your pants and proceeds to teach you lessons you will never forget. you need to be reminded of your place and started over, so to keep you quiet, miss katherine pops a binkie in your mouth, then applies duct tape over it to where your mouth is both gagged and taped shut. then she tapes your wrists together to keep your hands out of the way and gives you a few swats with mr. paddle. to further remind you your little penis and orgasms now belong to her and to also ensure you will be on your best behavior with no more interruptions, she cuts off your underwear, drains your creamies, then puts you in double diapers. needless to say, you become your stepmommy's very well behaved diaper boy and the entertainment of all the bridesmaids! a must see, mini movie- shot in a pov/third party pov format so you feel like you are really there. see how it all unfolds! enjoy!  xo includes:  diaper discipline, handjobs, female dominationwith:  katherine worthingtonmore from domination for your own good: your step-mommie & new nanny diapers and jerks you off in the back of the car upskirt step-mommie secretly diapers and jerks you off after school school nurse katherine spanks and diapers you, then jerks you off while your step-mom is on the phone ]]> Mon, 09 Mar 2026 09:46:26 UTC https://www.freepornflix.com/video/823790/miss-katherine-diapers-and-disciplines-stepson-at-the-wedding-mp43/ https://www.freepornflix.com/video/821345/always-be-my-ab-hd-mp4/
I really want you to move in with me, but you’re so stubborn about your independence. in fact, we have a really bad fight about it. after everything that i do for you, it seems like you still don’t trust me. you’re still quick enough to come over when i say that i want to suck your cock.  after sucking down some tea that i generously made you, you become way more suggestible and compliant. i get you diapered up and start stroking your cock, telling you exactly how things are going to be from now on: i’m going to control everything that happens to you, even when (or if!) you come. i tease your hard cock as i diaper you, teasing you with a cute toy, and telling you how i’m going to get rid of your apartment so that you have to stay with me forever and ever. i’m going to diaper you, breastfeed you, and let you nurse on my clit. normally you would be so fussy, but you’re feeling nice and obedient, especially as i’m rubbing your hard cock through your diaper. of course you come like the little diaper slut i always knew you were, and of course you love it when i open your diaper and lick you clean. ]]> Sun, 08 Mar 2026 09:49:21 UTC https://www.freepornflix.com/video/821345/always-be-my-ab-hd-mp4/ https://www.freepornflix.com/video/818392/office-diaper-humiliation/
I am your boss and i have called you in for a performance review. unfortunately you are not meeting my standards... you are not taking initiative in the workplace. because of this i am going to have to punish you, for not being a proper adult... making big boy choices... i am going to put you in diapers as a punishment for the next month, all your colleagues will be able to see and will probably bully you for it, you will be humiliated at work for not being sharp enough at this job. you will be embarrassed into doing better, if you don't i will extend the punishment. this will live with you forever... and that girl you have a crush on at work? lol... forget it... you are not an undatable laughing stock. as you deserve.  ]]> Fri, 06 Mar 2026 11:07:09 UTC https://www.freepornflix.com/video/818392/office-diaper-humiliation/ https://www.freepornflix.com/video/812421/7-day-diaper-challenge-wmv/
This one is for the real fucking diaper losers out there. the ones really ready to risk it all for the sick fucking fetish at my command. this week of diaper tasks is intense and increasingly degrading by the day. you’ll be wearing them 24/7 of course for the entire week but that is just the start, only the beginning of the depravity that awaits you during this week of check ins with goddess and intense diaper training as long as you follow my every instruction. i know it excites you going all in. knowing that at any time someone could catch a whiff of your dirty diaper, the powder smell.. the crinkle under your clothes. it gets your fucking dick hard doesn’t it? oh and don’t worry you’ll be using the diaper for stroking and as a filthy cum catcher too. it’s truly going to be the most exciting, degrading, arousing and disgusting challenge all at once. there are consequences for failure as well and truly, you and i both know you are so desperate to get started there is no way you will fail. i’m sure you will exceed my expectations, my lifetime diaper bitch. ]]> Wed, 04 Mar 2026 09:39:30 UTC https://www.freepornflix.com/video/812421/7-day-diaper-challenge-wmv/ https://www.freepornflix.com/video/800405/school-bus-diaper-discipline-mp44/
You wet yourself on my school bus today and i have discovered it! your wetting problem has got completely out of hand young man! i make it very clear... if you are going to act like a baby, i'm going to have to treat you like one... so i make you wipe up the seat, then strip your shorts & underwear off, scold/paddle you, then triple diaper you. to remind you what a big baby you are, i also do a rough breastfeeding. as you are suckling my breasts, i can tell the situation is turning you on so much i can see your little dicklet poking through the top of the diapers. i remind you that this is punishment, not to turn you on. how would you like it if your friends saw you this way? ! i order you to stroke yourself through the diapers & get rid of your erection . yes, right here on the school bus! you are so turned on by everything you shoot the biggest load you've ever shot and it ends up squirting me on the chest & getting on my shirt. i make you clean up your mess, hand-feeding you your own jizz. also, remind you that i expect you to stay in diapers until you can learn to not wet yourself on my bus! you will learn your lesson one way or the other young man! ****includes: diaper discipline, adult diaper, diaper fetish, older woman/younger man, spanking f/m, scolding, confrontation, paddling, breastfeeding, outdoors, public nudity, adult school, pov, imposed stripping, men following orders, humiliation, embarrassment, high heels, pantyhose/stockings, milf, glove fetish, down blouse, cock tease, role play, sensual domination, domestic domination.**** a must see!!! enjoy! xo includes:  age regression, diaper discipline, masturbation instructionwith:  katherine worthingtonmore from domination for your own good: your step-mommie & new nanny diapers and jerks you off in the back of the car upskirt step-mommie secretly diapers and jerks you off after school stepmom says it's okay to watch diaper porn- as long as she oversees & keeps you in diapers ]]> Fri, 27 Feb 2026 09:39:34 UTC https://www.freepornflix.com/video/800405/school-bus-diaper-discipline-mp44/ https://www.freepornflix.com/video/779002/854x480p-arrested-embarrassed-diapered-humiliated-mp4/
Officer i swear, i do not have anything on me! can i just go home now? please! wow i can't believe this is happening to me. am i really being arrested?? unfortunately for me, it seems i am under suspicion of having a baggie of contraband on me. now i must endure utterly humiliating inhumane treatment during my booking. i am made to strip down fully naked. but that's not all. the officer demands that i must shake out my hair, open my mouth and show under my tongue and in my cheeks, lift my breasts, squat and cough,, and worst of all, i am made to spread my pussy open and my ass! all because some officer said he saw me pick up a baggie when they were at my house. this is unbelievable! then i am told i must be deloused! what!?! i am taken to a cold dingy shower and given some terrible shampoo to wash my hair with. it stinks and burns my skin and eyes but no matter how much i protest, no one seems to care. then, just when i think it cant get any worse, after i finish showering i am handed a diaper! totally embarrassed and still naked,, i put on the adult diaper and the orange jail issue shirt that i am given. i am taken to my cell and realize there is no toilet. that's when i am informed that i will be showered and re-diapered every 12 hours until they find what they are looking for. oh my god! how can this be how they actually treat people?! i am later brought some nasty food that makes me gag with every bite, but i choke some of down. of course the worst thing of all happens after that. i feel a rumble in my tummy and i realize what i need to do. gasp! how mortifying! standing in my cell i begin to cry as i unload in my diaper, causing it to sag between my legs. i don't think i have ever been this embarrassed or humiliated in my entire life! ]]> Wed, 18 Feb 2026 10:12:09 UTC https://www.freepornflix.com/video/779002/854x480p-arrested-embarrassed-diapered-humiliated-mp4/ https://www.freepornflix.com/video/776027/caught-and-regressed-by-the-mall-cop-720p/
Click for hd versionyou're such a naughty young man! caught by mall security after peeking up skirts and jerking off into panties in the ladies dressing room...what's wrong with you? to make it all worse, you pee yourself just as soon i confront you. i'm filing a report, and you'll have to agree to some mall rules made specifically for young perverted men who wet themselves. you'll be placed in diapers, and made to wear them anytime you visit our stores again. don't struggle, because that will only make it worse for you. lay back while the mall cop strips you out of your wet shorts, cleans and double diapers you, and dresses you in plastic pants and a frilly punishment outfit to boot! includes:  age regression, diaper discipline, humiliationwith:  katherine worthingtonmore from domination for your own good: abdl librarian miss katherine becomes your stepmommy school nurse katherine spanks and diapers you, then jerks you off while your step-mom is on the phone step-mommy's kitchen discipline ]]> Tue, 17 Feb 2026 09:48:53 UTC https://www.freepornflix.com/video/776027/caught-and-regressed-by-the-mall-cop-720p/