https://pornito.xxx/tags/headmistress-mackenzie/ Wed 15 Apr 2026 20:14:21 +0200 https://pornito.xxx/videos/7022862/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 ]]> Tue 30 Dec 2025 14:41:33 +0200 https://pornito.xxx/videos/7022862/pantyhose-legs-heels-upskirt-peek/ https://pornito.xxx/videos/5348848/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. ]]> Sun 25 Feb 2024 02:55:02 +0200 https://pornito.xxx/videos/5348848/ivy-headmistress-you-will-apologise-while-jerking-off-ejaculating/ https://pornito.xxx/videos/4646033/cute-lily-peeps-on-sexy-headmistress-mackenzie-in-stockings/
]]> Wed 08 Nov 2023 12:23:43 +0200 https://pornito.xxx/videos/4646033/cute-lily-peeps-on-sexy-headmistress-mackenzie-in-stockings/ https://pornito.xxx/videos/4341917/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 01 Oct 2023 09:57:25 +0200 https://pornito.xxx/videos/4341917/sexy-headmistress-mackenzie-relentlessly-tickles-strips-pretty-lola/ https://pornito.xxx/videos/4343432/selling-your-ass-for-my-own-financial-gain/
I have brought you to my office after i have caught you in my bedroom, and not for the first time. you are just another st hugh’s student who is clearly infatuated with me. you are just about to leave sixth form and you have a decent physique, pretty face and nice round ass. nowhere near alpha enough to please me but i know there would be hundreds of guys who could make use of you. as a result i have decided you will become my rent boy. i will rent out you, your ass and cock purely for my financial gain. i will be your mistress and i will own your body to sell as i wish. i know that you want to satisfy me, but as much as you would like to do this in the usual ‘man and woman’ sexual way this is the only option open to you. as an anal virgin and a straight man fresh out of sixth form i will be selling your virginity to the highest bidder and i know you will earn me extraordinary amounts of money. you will have regular visits from all kinds of men (possibly the occasional woman), big, small, gay, straight. you will have to suck and fuck, but most often your tight asshole will be fucked hard, which as a straight man you will struggle with. as soon as you leave your sixth form you will come and live here at st mackenzie’s so you are always readily available for clients, and even my girls and teachers if they fancy a freebie. until then you will keep this completely secret explaining how you will be going immediately into a full time job. i will take all the vast amounts of money you will earn, but i will give you an allowance to keep up the pretence with the rest of the world that you have a ‘normal job’. to start the ball rolling i will take some pictures today, including naked pictures with a hard and flaccid cock as well as with your ass spread. then i can create a profile for you on a high profile escorting site. you will satisfy me purely by making as much money as you can from me selling your ass, and you will love every minute you are getting buggered knowing how happy and rich you are making me. so i hope you are ready for this, you are going to be a very busy boy! f0711 ]]> Fri 22 Sep 2023 01:15:17 +0200 https://pornito.xxx/videos/4343432/selling-your-ass-for-my-own-financial-gain/ https://pornito.xxx/videos/3874551/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 18 Aug 2023 05:09:16 +0200 https://pornito.xxx/videos/3874551/headmistress-her-cute-student-pixiee-make-you-cum-without-touch/ https://pornito.xxx/videos/3754883/cum-without-touch-as-i-destroy-my-pantyhose/
I have stupidly agreed to oversee a few st hugh’s detentions, the things i will agree to for your alpha male headmaster, well he is the most amazing fuck. today it is only you in detention and i can feel that your eyes are heavily on me. are you wishing you could fuck me? what an erotic thought for you, imagining bending me over the desk, an older woman and a teacher, to show me what a ‘man’ you are. your most intense fantasy. while you fantasise i run my hands over my pantyhose, but oh no! i have a long ladder on the back of my curvy thigh! how frustrating. while i fiddle with the ladder wondering what to do i can tell you are excited. so what is it that is arousing you? my pantyhose, the ladder creeping down my luscious legs, seeing my panties as i bend over or all of the aforementioned? seeing your arousal i cannot help but feed your excitement, it will definitely make the detention more interesting. i start to tear into my pantyhose, creating more ladders and ripping big holes. the more i tear the more you can see and your excitement grows and grows, especially as i open my legs wide to tear the gusset. soon  my pantyhose are shredded but with your cock bulging you are too close, there is no going back and you blow your load, without even touching your cock. how embarrassing for you! f0693 ]]> Wed 09 Aug 2023 03:41:58 +0200 https://pornito.xxx/videos/3754883/cum-without-touch-as-i-destroy-my-pantyhose/ https://pornito.xxx/videos/3754865/cruelly-tormenting-you-your-tiny-dick-with-matron-kay/
You have been caught with your accomplice, donkey dick, streaking once again. now you both stand in front of myself and matron kay. you look as pathetic as ever, mr puniverse, sheepish and worried about what is to come. whereas donkey dick looks smug and confident. i know this was more than likely donkey’s idea, after all he knows he can get you to do anything he asks. you really are the opposite ends of the male spectrum. donkey dick being a top student at st hugh’s, incredibly handsome, tall and tanned with the body of a greek god, oozing confidence and a big swinging dick adding to his alpha male presence. you on the other hand are short, below average intelligence, weedy, pale and worst of all you are hung like a micro carrot and two petit pois! donkey knows when he pulls these stupid pranks he will have all my students and teachers watching closely imagining what they could do with him if alone. whereas you are just the pathetic jester that follows for all to laugh at. it is common knowledge that donkey has an obsession with myself meaning he cannot stay away. you also have an obsession with me so you agree to join him even though you know you will be ridiculed. now you are both alone with myself and matron we plan to humiliate you further, but not only will we laugh at your tiny dick and remind you how no woman will ever fuck you, but we have an even worse torment planned. we will break your heart as you have to watch and hear us fawn all over donkey. we will stroke and caress his big cock, matron will even strip naked and suck on his length before reversing on to him as he fucks both of her holes while you surgently look forward. she will of course show you her fucked holes as she bends over in front of you. no matter how hard you try you cannot stop your tiny dick getting hard which just causes even more amusement. however as we torment you matron and myself realise we both want to fuck donkey, but you will have to face the wall to make sure you do not get to see our full on threesome. all you can do is listen as he pleasures us both, the threesome you can only ever dream of knowing your tiny dick is incapable of giving pleasure! f0634 ]]> Wed 09 Aug 2023 03:41:50 +0200 https://pornito.xxx/videos/3754865/cruelly-tormenting-you-your-tiny-dick-with-matron-kay/ https://pornito.xxx/videos/3719073/fucking-your-virgin-ass-with-my-strap-on/
Ready to rent (part 4): you are back to see me for your final session before your first client. i need to make sure you can really take a cock in your tight virgin asshole without any issues. your first client will have bid on your virgin ass and will be paying a vast amount so you need to make sure you are ready to please. you please your client and you please me, your one and only mistress. you know this is the only way you can satisfy me as i rent you out to anyone and keeping all the money you earn. most of your clients will be men so as a straight male this is hard for you, but if it pleases me you will do it and do it well. i slip on my strap on and bend you over my desk. you will look deep into my blue eyes as i spread your ass and penetrate your asshole for the first time, sliding it all the way in. don’t worry i will be gentle… to start with anyhow! as i fuck your ass you take it well, i can see you are rock hard which creates many questions. are you hard because you are secretly bisexual, because you are aroused at the thought of taking your first clients cock and pleasing me or is it as you gaze into my eyes as i fuck your ass with a strap on? whichever it is i can see your cock straining and your balls tighten. you had better not cum without my permission! if you do you will be made to lick it all up! f0714 check out the following clip(s) from the same series: ]]> Tue 08 Aug 2023 06:31:26 +0200 https://pornito.xxx/videos/3719073/fucking-your-virgin-ass-with-my-strap-on/ https://pornito.xxx/videos/3684669/made-to-piss-your-pants-jerk-off-on-stage/
You have  been caught in the girls toilets, not only is this inappropriate because you are male but also this is an all girls school! still in your st hugh’s boys school uniform there is no hiding where you are from but that will not stop me punishing you accordingly. worst of all not only were you in the toilets but you were standing on a toilet basin to peer over the divider into the next cubical. you said you were just going to go to the toilet but with your trousers unzipped and your cock hard it was obvious what you were hoping to see. you wanted to watch a girl piss didn’t you?! you disgusting pervert, how dare you invade my girls privacy in this way. you will be punished in the most fitting way and now you are on stage for my school assembly, in front of all my girls and staff members. i explain how you have been bound in my office and not allowed to use a toilet. i have also been making you drink endless bottles of water. you have taken on litre after litre and i know your bladder is fit to burst. now you are on stage you stare at me shifting your weight from one foot to the other. everyone can tell you are desperate to pee and i torment you as i slosh around my water bottle while talking to you about the relief you must be desperate to feel. the relief of making it to a toilet and letting go. you desperately do not want to pee your pants on stage, that would be so humiliating in front of everyone at st mackenzie’s, but as my cruel torment continues i can see a small wet patch start to appear on your trousers and it rapidly grows down your legs as a puddle forms at your feet. you pathetic pee pants! i will make you do a walk of shame in your wet trousers and squishy shoes, back to your school where they will also bully and humiliate you, but i have not quite finished yet. seeing as you were planning to jerk off over one of my girls peeing i will now let you masturbate here and now, up on stage in front of everyone. you will jerk off and cum onto your pissy pants and trousers, spraying your massive load all over yourself. when your balls are empty you will stay on stage as your trousers grow cold and wet with the cum soaking into your mess. from now on you will be known only as ‘pissy cum pants’ forever so you had better start stroking hard and fast! f0691 ]]> Mon 07 Aug 2023 11:21:34 +0200 https://pornito.xxx/videos/3684669/made-to-piss-your-pants-jerk-off-on-stage/ https://pornito.xxx/videos/3684632/worshipping-my-beautiful-thigh-high-satin-stiletto-boots/
Satin slavery (part 3): it is time as my satin slave you learned to be useful and today you will worship and clean my thigh high satin stiletto boots. i remind you why you are my obedient satin slave as i show you my sexy satin covered body before drawing your attention to my perfect boots. i explain how you will suck the slim elegant heel and lick the soles clean. i may even let you touch the lower part of my legs of which the satin boots cover. i call you closer and order you to your knees. i hope your tongue is feeling strong and you are ready because i expect only the best for my boots and from my dedicated satin slave. f0708 check out the following clip(s) from the same series: ]]> Mon 07 Aug 2023 11:21:23 +0200 https://pornito.xxx/videos/3684632/worshipping-my-beautiful-thigh-high-satin-stiletto-boots/ https://pornito.xxx/videos/3684615/wearing-satin-gloves-making-you-cum-repeatedly-with-miss-lalay/
Miss lalay has been kind enough to agree to give you out of hours special tutoring to help you through your exams. st mackenzie’s are being paid a lot to have you over here but it is still a blight on miss lalay’s time. however you have not been quiet and obedient in your lessons, in fact you have been somewhat of a gobshite. you seem to believe that because miss is a woman she is interested in you… she isn’t and she decided dealing with you would be a job for the both of us. so she has brought you to my office. now you are looking less cocky as you stand in front of us both. you are just like all the other mouthy st hugh’s boys, all talk with no backbone. knowing you have a thing for satin we both slip on a pair of satin gloves, you might think this is a good thing but i assure you it is not. i order you to get your cock out. you look surprised and start to get aroused but when i handcuff your hands behind your back and gag you with more satin gloves i can see the fear in your eyes. we grab your rock hard cock and jerk you off vigorously, you will cum for us as fast as you can, this is functional not enjoyable. you soon cum, proving you are nothing like a real man, but now it will become increasingly uncomfortable and soon very painful as we take it in turns to cruelly make you hard enough to cum repeatedly, as many as five times in total! you may not think this possible but we have out ways and by the end you will never want to cum again as your cock throbs unbearably and your balls shrivel away to nothing. f0653 ]]> Mon 07 Aug 2023 11:21:15 +0200 https://pornito.xxx/videos/3684615/wearing-satin-gloves-making-you-cum-repeatedly-with-miss-lalay/