https://fapster.xxx/tag/headmistress-mackenzie/ Sun 19 Apr 2026 01:27:49 +0200 https://fapster.xxx/videos/8326882/you-want-to-cheat-as-your-addiction-to-my-ass-grows/
You have been asking my advice again but this time, apparently, you want to know the best kind of pantyhose to buy for your girlfriend. you happened to mention that you were thinking about getting her some 15 denier black wolford pantyhose, knowing full well i own such nylons. you have popped around from next door for this advice, you needed to ask in person for some reason, and of course when you arrive i am wearing my black wolford pantyhose and showing of my sexy long legs. when you inevitably come up to my bedroom to ‘check out’ the pantyhose i tell you i know exactly what you are really after, you are so transparent it is embarrassing. you are becoming obsessed with me and my round ass and what you really want is to jerk your cock while i show you my big round ass in a thong with the pantyhose covering my ass cheeks. you are sure that i will let you because you know how much i love watching you cheat on your girlfriend. it entertains me no end how you will get your cock out for me at any opportunity. you want me and my ass so much you’ll risk everything, but you must understand that this is for my entertainment only. i do not want you in any way at all, you definitely will never get to fuck me. a quick jerk off to prove i control you, girlfriend or not, is all you will ever get. so get your cock out and start to stroke it for me and if you follow my instructions i will tell you to blow your load all over my nylon covered ass, and then you can leave ladened with guilt once again.  however, guilt or no guilt, you will be back, if i can be bothered to let you. f0711 ]]> Sat 29 Nov 2025 07:56:35 +0200 https://fapster.xxx/videos/8326882/you-want-to-cheat-as-your-addiction-to-my-ass-grows/ https://fapster.xxx/videos/8369670/captivated-leave-your-wife-for-my-blue-grey-eyes/
You have been thinking about my sexy blue grey eyes constantly. nothing else arouses you now, only my eyes. my sexy ass, bouncy tits and long legs just do not compare to staring into my deep blue eye pools of enticement. as you stare into them again you will become hard, and now i want you to stroke as you maintain constant eye contact, but there is a catch to this luxury. while you stare into my eyes i explain how you will leave your wife for my eyes. you will explain how nothing else does it for you any longer and you can only get hard by looking into my pools. while you fuck her you have to have sneaky looks on your phone at screen grabs of my eyes to keep you hard. you must now explain your addiction to my eyes and how you will with either leave her, so you can jerk off to my eyes all the time, or you will still live together in a sexless marriage and just jerk off to my eyes at your leisure. while i explain this you will agree because you need to cum to my eyes. i tell you to stroke faster. it is time to blow you load to my addictive blue grey eyes, and have another intense orgasm as you sink deeper into them. f0701 ]]> Mon 08 Sep 2025 10:34:13 +0200 https://fapster.xxx/videos/8369670/captivated-leave-your-wife-for-my-blue-grey-eyes/ https://fapster.xxx/videos/8192820/telling-you-how-i-will-cheat-while-making-you-cum-in-chastity/
It is time for my next sex party, and as usual i am not inviting you, my useless husband, i mean why would i?! you are an embarrassing loser and i want to be fucking real men. this time the theme is ‘tarts & vicars’ and i am dressed in a very skimpy revealing outfit. i thought i would show you before i left, i do love to tease you and wind you up just before i leave to cheat on you with lots of alpha males. i love to tell you exactly what i will be getting up to and just how much of a slut i will be. the fact your cock has not seen any action for a very long time and instead is locked away in a cage just makes it even more amusing for me. however before i leave tonight i want to humiliate you further, i want you to cum in chastity! that’s right i want you to find a way to make yourself cum while still wearing your chastity cage while i tease you in my slutty little outfit. it has been so long since you last ejaculated it will be interesting to see exactly what happens. so you have better start trying to rub the bits of your cock you can get to, and i will watch with interest while telling you about everything that i will be getting up to without you tonight! f0495 ]]> Thu 21 Aug 2025 18:01:52 +0200 https://fapster.xxx/videos/8192820/telling-you-how-i-will-cheat-while-making-you-cum-in-chastity/ https://fapster.xxx/videos/7847103/essie-headmistress-jerk-off-cum-on-the-pleated-skirt-4k/
You, a school governor, have called headmistress away from her horseback riding. essie has been caught sneaking into rival school st william’s and you are both waiting for her in her office, essie still wearing the st william’s uniform. you are not happy that headmistress sends girls on infiltration missions and when they get caught it is even more of a problem. you want essie punished, right here and now. headmistress agrees to give essie a hand spanking, secretly knowing how much she enjoys it, but when she starts spanking her over her white panties she can see you are getting hard in your trousers. not one to miss an opportunity she turns the tables and tells you to get out your cock. you will stroke it for them as they strip and tease and you will ignore essie’s little misdemeanour, especially as you spray your load all over the st william’s skirt! ]]> Wed 20 Aug 2025 23:14:21 +0200 https://fapster.xxx/videos/7847103/essie-headmistress-jerk-off-cum-on-the-pleated-skirt-4k/ https://fapster.xxx/videos/7039454/pantyhose-legs-heels-upskirt-peek/
I have important paperwork to do and while i sit at my desk working you are having a sneaky peek from underneath my desk. i am wearing sheer nude pantyhose over the top of red panties and shiny red high heels to match. while i work i open my legs showing my pantyhose gusset and my red panties unaware that you are peeping. i slowly cross and uncross my long nylon legs while you listen to the sexy rasping noise they make. you can also clearly see my defined foot arches inside my sexy red high heels. i do hope you will not do anything naughty while you watch headmistress from underneath her desk! f0725 ]]> Sat 08 Feb 2025 19:48:17 +0200 https://fapster.xxx/videos/7039454/pantyhose-legs-heels-upskirt-peek/ https://fapster.xxx/videos/5884325/upskirt-white-panty-edging-jerk-off/
I have called you for our weekly meeting. i have arranged for it to be in the library as i have had reports of st hugh’s boys hiding in there peeping on my girls and we need to check it out. i am wearing a sheer satin pussy bow blouse and a white mini skirt as my usual satin outfits are all at the dry cleaners. underneath i have nude sheer pantyhose over the top of full white panties with a lace trim. i explain how you will help find these peeping boys however, as my legs fall open, i notice you are in fact peeping up my skirt! i am not used to a non-restrictive mini skirt and i hadn’t thought of the panty and pantyhose gusset being on show. maybe you are one of these perverts sneaking in?! have you been hiding in the library too hoping to peep on the teachers, to see up their skirts? i can see you are hard in your trousers and to punish you i order you to get your cock out. you will jerk it for me as i relentlessly tease you as i flash you my white panties and pantyhose from up under my mini skirt. i will give you several fake countdowns, making you believe i will let you cum, your cock is throbbing, pulsating and aching for me, but will i let you blow your load you naughty pervert? f0743 ]]> Wed 31 Jul 2024 20:17:18 +0200 https://fapster.xxx/videos/5884325/upskirt-white-panty-edging-jerk-off/ https://fapster.xxx/videos/5112776/ivy-headmistress-sissification-humiliation-punishment/
You have upset ivy, she asked you to headmistress’s satin prom and you said ‘no’! you told her you were too good for her! this has angered headmistress, she is outraged you would have the audacity to upset and humiliate one of her beloved girls, but now she has you in her office on the afternoon of the satin prom, and you are already regretting having agreed to meet her. she tells you how you will beg for ivy’s forgiveness and she will take you to the prom, but only as her sissy princess!  headmistress will now dress you in a pretty satin dress, a long wavy wig, frilly panties, pantyhose, high heels and also wearing a crown. you will follow ivy around all night calling her your queen. as one of st hugh’s top and most celebrated students you will be humiliated beyond belief. headmistress will make sure everyone at your school see’s your humiliation and ultimate downfall, and of course everyone at st mackenzie’s will see you and laugh at you at the prom! once headmistress has dressed you she sends you away to have your makeup done, and now you have returned to join headmistress and ivy back in the office. they are both dressed in their satin dresses ready to go and you think this is it, but headmistress has a further plan for you… you will have a clear pink butt plug inserted, which will be made common knowledge, with girls at the prom making you bend over so they can pull your panties down and have a look. there is also one further humiliation. you will wear a pink ball gag. so while you follow your queen around you will be drooling, which is how it should be while in the company of st mackenzie’s gorgeous students! oh and it is worth noting that all the students will be taking you back to their dormitory after the prom, and they will be having all kinds of strap-on fun with you! enjoy????! ]]> Fri 08 Mar 2024 10:11:27 +0200 https://fapster.xxx/videos/5112776/ivy-headmistress-sissification-humiliation-punishment/ https://fapster.xxx/videos/5059621/ivy-headmistress-you-will-apologise-while-jerking-off-ejaculating/
Ivy and headmistress have just got back from riding on your estate and when they arrive in headmistress’s office they are still wearing their tight jodhpurs. they are slightly surprised to see you and when they learn why you are here they are outraged. apparently your butler has accused ivy of stealing from you! headmistress is not impressed that anyone dare accuse any of her students of such a thing. headmistress will make you apologise for such an accusation and they both start to manipulate and tease while ordering you to get your cock out and start jerking, which you do without question. while you jerk your cock to them you apologise again and again and, knowing they control you, they seal the deal as headmistress takes you in hand and makes you blow your load all over ivy’s big tits. ]]> Tue 27 Feb 2024 06:04:31 +0200 https://fapster.xxx/videos/5059621/ivy-headmistress-you-will-apologise-while-jerking-off-ejaculating/ https://fapster.xxx/videos/3772579/training-you-to-be-my-new-satin-slave/
You have bought this clip because you like satin and you are curious, but now you will witness my body encased in shiny black satin and i will train you to become my new satin slave. i am wearing my tight black satin blouse that stretches across my cleavage, my tight black satin leggings and my over the knee high heel black satin boots. a true black satin goddess, one that you are already falling for, want to submit to and will do whatever it takes. i tease you with my shiny body and you are captivated as you watch it move. bending over showing my shiny satin covered ass. you are already fantasising about rubbing your cock all over me and ejaculating on my satin covered body, watching your white milk slip down my shininess. i will own your cock with my satin, no one else can touch you and you can only touch yourself if i say so. you may have to lie in your relationship or to even end it just to you can serve your satin goddess entirely. it has already become your perfect sexual fantasy, but you must prove your devotion and as my satin slave you will purchase all my satin clips. these clips will contain all kinds of satin fantasies, satin face sitting, satin boot worship, satin joi, satin leg tease and who knows what else, but using my satin body i can make you do absolutely anything, so let yourself fall under my satin spell and become completely devoted, no matter what you may lose. f0705 ]]> Thu 11 Jan 2024 17:49:16 +0200 https://fapster.xxx/videos/3772579/training-you-to-be-my-new-satin-slave/ https://fapster.xxx/videos/4451160/sexy-headmistress-mackenzie-relentlessly-tickles-strips-pretty-lola/
Lola has left her netball lesson and come to see headmistress. she is sick and tired of the chavs throwing the netball hard at her head. poor lola is feeling quite down and grumpy, so miss promises she will have a word with the girls who are picking on her. however miss has a better plan to cheer lola up instantly, and she picks up one of lola’s feet and slips off her trainer. she tickles her sock covered sole and toes making lola giggle and writhe around. lola begs miss to stop but seeing lola smile is too much fun. headmistress begins to tickle lola more and more, watching her laugh and wiggle. she even slips off lola’s netball kit so she can get to her bare ticklish skin. the more naked lola becomes the more ruthlessly miss tickles her and soon lola is completely naked begging for miss to stop. ]]> Sun 24 Sep 2023 10:45:42 +0200 https://fapster.xxx/videos/4451160/sexy-headmistress-mackenzie-relentlessly-tickles-strips-pretty-lola/ https://fapster.xxx/videos/3707045/sexy-dolli-headmistress-make-you-jerk-off/
Dolli noticed you perving on the sidelines during her netball practice. she thought this was most amusing and has brought you to see headmistress. now you are standing in front of headmistress and dolli and you look very sheepish and embarrassed, especially as you clearly have a hard cock in your pants. they both find this very amusing and make you get your cock out, now they will have some fun with you. they both tease, dolli slowly slipping off her netball kit and headmistress showing her cleavage and pantyhose covered ass. they order you to take hold of your cock and start stroking it for them, but you will not cum unless they say you can. you must stay in control as they tell you how to stroke, but when they do want you to cum it must be all over your uniform so everyone will know you are a dirty ejaculating pervert. ]]> Tue 05 Sep 2023 20:57:02 +0200 https://fapster.xxx/videos/3707045/sexy-dolli-headmistress-make-you-jerk-off/ https://fapster.xxx/videos/4206926/headmistress-her-cute-student-pixiee-make-you-cum-without-touch/
You have tried to do a naked streak through a st mackenzie’s netball match, however you were easily caught and now pixiee has brought you to see headmistress to be punished accordingly. you stand naked in front of headmistress, who is dressed in sexy satin, and pixiee, who is still wearing her cute little netball kit, with your hands cupped over your stiffening cock. you are told to move your hands and put them behind your back, headmistress wants to see what exactly you were so happy to show off as you streaked. pixiee giggles while headmistress explains how you will now be made to cum, as you stand in front of them. they will both tease you to such an extent you will blow your load and empty your balls without even touching your cock. then you will be walked through the school still naked and covered in your own spunk. ]]> Fri 11 Aug 2023 22:25:32 +0200 https://fapster.xxx/videos/4206926/headmistress-her-cute-student-pixiee-make-you-cum-without-touch/