https://www.freepornflix.com/sites/miss-jessica-s-punishments-uk/ Sat, 02 May 2026 06:36:56 UTC https://www.freepornflix.com/video/888838/hotel-disclipline-miss-jessica-wood-and-mistress-ava-black-punish-an-employee-with-hand-and-slipper-spanking-with-otk-spanking-640x480/
Miss jessica and mistress ava have their hotel employee in to see them again. he hasn't been the best with customers recently, his outfit is not looking the best and in general he seems to have lapsed in his ways, so he's in for a punishment. so over miss jessica's knee he goes for an initial hand spanking but then she get a black gym plimsol for further spanks, then it's miss ava's turn for hand spanking over her knee as well as the plimsol. after a while, they get him to bend over the chair, so they can then stand either side of him, both using the rubber soled plimsols to punish his bottom until they feel he has enough of a warning. ]]> Tue, 28 Apr 2026 09:51:38 UTC https://www.freepornflix.com/video/888838/hotel-disclipline-miss-jessica-wood-and-mistress-ava-black-punish-an-employee-with-hand-and-slipper-spanking-with-otk-spanking-640x480/ https://www.freepornflix.com/video/884294/hotel-disclipline-miss-jessica-wood-and-mistress-ava-black-punish-an-employee-with-hand-and-slipper-spanking-with-otk-spanking/
Miss jessica and mistress ava have their hotel employee in to see them again. he hasn't been the best with customers recently, his outfit is not looking the best and in general he seems to have lapsed in his ways, so he's in for a punishment. so over miss jessica's knee he goes for an initial hand spanking but then she get a black gym plimsol for further spanks, then it's miss ava's turn for hand spanking over her knee as well as the plimsol. after a while, they get him to bend over the chair, so they can then stand either side of him, both using the rubber soled plimsols to punish his bottom until they feel he has enough of a warning. ]]> Sun, 26 Apr 2026 10:02:46 UTC https://www.freepornflix.com/video/884294/hotel-disclipline-miss-jessica-wood-and-mistress-ava-black-punish-an-employee-with-hand-and-slipper-spanking-with-otk-spanking/ https://www.freepornflix.com/video/807769/correction-facility-miss-jessica-wood-and-mistress-ava-black-punish-a-new-prisoner-with-whipping-640x480/
Miss black brings in the prisoner to miss wood. it's his first offence and first time inside their prison so he is given the standard introductory punishment. he is ordered to strip in front of them both and then is he strapped down to the whipping bench for exactly that. miss wood fetches a harsh black whip and decides they are going to take it in turns of 5 lashes each until they reach 50. they take great delight in showing this prisoner exactly what will happen everytime any infaction is made. miss wood starts the proceedings and miss black continues. his horrid little bottom goes from very white beginngings to a fully reddened aftermath. ]]> Mon, 02 Mar 2026 09:42:43 UTC https://www.freepornflix.com/video/807769/correction-facility-miss-jessica-wood-and-mistress-ava-black-punish-a-new-prisoner-with-whipping-640x480/ https://www.freepornflix.com/video/805377/correction-facility-miss-jessica-wood-and-mistress-ava-black-punish-a-new-prisoner-with-whipping/
Miss black brings in the prisoner to miss wood. it's his first offence and first time inside their prison so he is given the standard introductory punishment. he is ordered to strip in front of them both and then is he strapped down to the whipping bench for exactly that. miss wood fetches a harsh black whip and decides they are going to take it in turns of 5 lashes each until they reach 50. they take great delight in showing this prisoner exactly what will happen everytime any infaction is made. miss wood starts the proceedings and miss black continues. his horrid little bottom goes from very white beginngings to a fully reddened aftermath. ]]> Sun, 01 Mar 2026 09:44:21 UTC https://www.freepornflix.com/video/805377/correction-facility-miss-jessica-wood-and-mistress-ava-black-punish-a-new-prisoner-with-whipping/ https://www.freepornflix.com/video/793766/pink-thong-miss-jessica-wood-sits-on-a-slave-s-face-in-a-pink-thong-with-facesitting-640x480/
Miss jessica has a slave to facesit and he's in for a treat. she's got a gorgeous outfit of a white silk underbust corset, white stockings, white bra and silver stiletoes, but the best bit is a bright pink thong to sit on his face with. sitting reverse position to start, crushing his face with her big bottom and occasionally letting him breathe. then changing to front, sitting normally to start then stretching out her legs to really make him her human seat. finally she turns back round for more reverse facesitting where her bottom swallows his face for total domination. ]]> Tue, 24 Feb 2026 10:01:31 UTC https://www.freepornflix.com/video/793766/pink-thong-miss-jessica-wood-sits-on-a-slave-s-face-in-a-pink-thong-with-facesitting-640x480/ https://www.freepornflix.com/video/791512/pink-thong-miss-jessica-wood-sits-on-a-slave-s-face-in-a-pink-thong-with-facesitting/
Miss jessica has a slave to facesit and he's in for a treat. she's got a gorgeous outfit of a white silk underbust corset, white stockings, white bra and silver stiletoes, but the best bit is a bright pink thong to sit on his face with. sitting reverse position to start, crushing his face with her big bottom and occasionally letting him breathe. then changing to front, sitting normally to start then stretching out her legs to really make him her human seat. finally she turns back round for more reverse facesitting where her bottom swallows his face for total domination. ]]> Mon, 23 Feb 2026 10:19:23 UTC https://www.freepornflix.com/video/791512/pink-thong-miss-jessica-wood-sits-on-a-slave-s-face-in-a-pink-thong-with-facesitting/ https://www.freepornflix.com/video/774710/spit-roast-for-slave-bitch-miss-jessica-wood-the-huntress-make-their-slave-suck-and-fuck-their-cocks-with-pegging/
]]> Mon, 16 Feb 2026 11:07:25 UTC https://www.freepornflix.com/video/774710/spit-roast-for-slave-bitch-miss-jessica-wood-the-huntress-make-their-slave-suck-and-fuck-their-cocks-with-pegging/ https://www.freepornflix.com/video/774672/cavity-search-miss-jessica-wood-as-a-nurse-does-a-cavity-search-on-a-prison-inmate-wtih-fisting-640x480/
Nurse jessica has a prisoner for a cavity search. even prisoners need to be looked after! so she snaps on her latex gloves. this "medical cavity search" starts clinical, one finger check and into his prisoner ass her finger goes, probing deep whilst he squirms. then it's two fingers stretch... three... four... until she's fist-fucking his worthless inmate hole. nurse jessica's entire fist is pumping his ass as he begs for mercy, but this evil nurse only goes harder. and then she swaps hands! his ass is ruined and gaping for her amusement. ]]> Mon, 16 Feb 2026 11:05:45 UTC https://www.freepornflix.com/video/774672/cavity-search-miss-jessica-wood-as-a-nurse-does-a-cavity-search-on-a-prison-inmate-wtih-fisting-640x480/ https://www.freepornflix.com/video/773061/cavity-search-miss-jessica-wood-as-a-nurse-does-a-cavity-search-on-a-prison-inmate-wtih-fisting/
]]> Mon, 16 Feb 2026 09:04:57 UTC https://www.freepornflix.com/video/773061/cavity-search-miss-jessica-wood-as-a-nurse-does-a-cavity-search-on-a-prison-inmate-wtih-fisting/ https://www.freepornflix.com/video/758709/green-heels-trampling-miss-jessica-wood-has-a-slave-to-use-as-her-flooring-and-digs-her-heels-in-with-trampling-640x480/
Miss jessica wood glides in her luxurious green silk dress, dark green cut-out shoes, looking divine and lethal. she commands her pathetic slave to the floor, face-up in just underwear – helpless under her heels. trampling his chest mercilessly, sharp heels dig deep into quivering flesh, drawing gasps of agony. she then tells him to turn over. now it's time for his back to gets the same brutal trampling, silk swaying as she crushes his worthless body. ]]> Tue, 10 Feb 2026 10:01:30 UTC https://www.freepornflix.com/video/758709/green-heels-trampling-miss-jessica-wood-has-a-slave-to-use-as-her-flooring-and-digs-her-heels-in-with-trampling-640x480/ https://www.freepornflix.com/video/753903/green-heels-trampling-miss-jessica-wood-has-a-slave-to-use-as-her-flooring-and-digs-her-heels-in-with-trampling/
Miss jessica wood glides in her luxurious green silk dress, dark green cut-out shoes, looking divine and lethal. she commands her pathetic slave to the floor, face-up in just underwear – helpless under her heels. trampling his chest mercilessly, sharp heels dig deep into quivering flesh, drawing gasps of agony. she then tells him to turn over. now it's time for his back to gets the same brutal trampling, silk swaying as she crushes his worthless body. ]]> Sun, 08 Feb 2026 10:48:53 UTC https://www.freepornflix.com/video/753903/green-heels-trampling-miss-jessica-wood-has-a-slave-to-use-as-her-flooring-and-digs-her-heels-in-with-trampling/ https://www.freepornflix.com/video/741387/truancy-detention-miss-jessica-wood-and-rosie-ann-headmistress-punishes-a-naughty-school-girl-with-spanking-caning-640x480/
Miss jessica wood the headmistress, dressed in a sumputous red silk blouse, pencil skirt, stockings and red heels, has called rosie ann in for detention. she was caught bunking off school by another teacher, in her school uniform of all things! the standard punishment for any naughty pupil who does this is 12 strokes of the cane. however, as this is her first time in detention, miss wood decides to give rosie's bottom a warm-up hand spanking. so miss wood sits down and rosie-ann bends over her knee. she then gets a solid hand spanking. after a while miss wood tells her to stand in the corner whilst she's selects a cane, with a her bare bottom on display. then rosie is bent over the school desk for the 12 strokes of a thin whippy cane. she will behave better. ]]> Mon, 02 Feb 2026 09:48:55 UTC https://www.freepornflix.com/video/741387/truancy-detention-miss-jessica-wood-and-rosie-ann-headmistress-punishes-a-naughty-school-girl-with-spanking-caning-640x480/