https://www.freepornflix.com/categories/classic-caning/ Thu, 23 Apr 2026 08:08:52 UTC https://www.freepornflix.com/video/862055/mistress-ivy-canes-her-driver-mango-for-his-repeated-mistakes-building-up-to-500-strokes/
Mistress ivy's easter caning of mango, starts off with a short whippy cane.  she varies her strokes, fast and slow, some short bursts and pauses and then changes to a longer whippy cane as she builds up the tension. mistress ivy then changes to a thick straight cane for maximum impact bringing up the number to two hundred. changing her position for a while and varying the stroke pattern, the punishment continues and the number of cane strokes increases, finally building up in a fast crescendo to five hundred cane strokes. a harsh and well deserved punishment     ]]> Wed, 15 Apr 2026 11:04:46 UTC https://www.freepornflix.com/video/862055/mistress-ivy-canes-her-driver-mango-for-his-repeated-mistakes-building-up-to-500-strokes/ https://www.freepornflix.com/video/859206/mistress-ivy-doles-out-a-brutal-caning-to-her-disobedient-slave/
It's a harsh punishment for disobeying mistress as slave mg is bent over the bench. mistress ivy administers a slow but hard fifty strokes of a heavy cane to her slave. however, when asked if it has learned its lesson, the stupid slave admits it hasn't.  mistress ivy is not happy and really lets go of all restraint.  the slave is subjected to a fast and hard continuous thrashing with the cane with no respite unbtil it finally learns its place. kneeling in front of mistress in apologetic surrender, mistress spits in its face and dismisses it. ]]> Tue, 14 Apr 2026 10:21:53 UTC https://www.freepornflix.com/video/859206/mistress-ivy-doles-out-a-brutal-caning-to-her-disobedient-slave/ https://www.freepornflix.com/video/826351/bellington-academy-as-time-goes-by-11-mp42/
Miss mathews has informed me of my girls' attempt to cheat on their exams, and i am disappointed but not surprised. with a pair of school canes, the teacher and i will inflict a heavy price on these little miscreants, beginning with the ringleader charlotte. bent over in humiliation, this poor schoolgirl receives a hard, double caning, leaving her crying and shaking whilst her bottom is covered in angry red stripes. part 11 of 15 - all partsincludes:  caning, cornertime, schoolgirlswith:  charlotte, cathrine, susie, jane, miss mathews & miss svensonmore from miss svenson's spanking clips: bellington academy as time goes by 12 enough is enough 3 ]]> Tue, 10 Mar 2026 09:52:54 UTC https://www.freepornflix.com/video/826351/bellington-academy-as-time-goes-by-11-mp42/ https://www.freepornflix.com/video/817507/mistress-ivy-gives-mango-a-hard-two-hundred-strokes-with-a-heavy-cane/
Mistress ivy is in a mood to be brutal and gives her sub, mango, a harsh caning with her favourite canes.  she uses a whippy crook-handled cane for most of the session, but finishes off with a heavier instrument.  mango takes it well. ]]> Fri, 06 Mar 2026 10:22:49 UTC https://www.freepornflix.com/video/817507/mistress-ivy-gives-mango-a-hard-two-hundred-strokes-with-a-heavy-cane/ https://www.freepornflix.com/video/793345/the-inevitable-6-mp43/
Susie takes veronica's place over my desk, squirming her way through a final bathbrush spanking on her sore, bruised bottom. next, bernadette steps forward for a sharp hand tawsing, tears streaming down her cheeks as i bruise her tender palms with six strokes each. finally, i order her to bare her young breasts for a painful caning, hands on her head and sobbing uncontrollably as i leave angry red stripes all over her chest.part 6 of 6 - all parts includes:  breast caning, bathbrush spanking, hand tawsingwith:  veronica , bernadette, susie & miss svensonmore from miss svenson's spanking clips: the inevitable 5, the inevitable 1 unfinished business 6 & caned and shamed 3 ]]> Tue, 24 Feb 2026 09:36:23 UTC https://www.freepornflix.com/video/793345/the-inevitable-6-mp43/ https://www.freepornflix.com/video/791184/owk-extreme-caning-1080p/
In the large halls that make up the owk castle a slave is bent over battered and bruised from previous altercations with a very strict dominant mistress sara borgia... this is his final warning.  he has failed and now he faces a very stern and serious caning!  mistress is adorned in satin and nylons paired with "heels to fall for" the slave trembles as he hears the striking sound of her heels as she walks down the hall. closer and closer... then she is before him. she picks up her cane and strikes... ]]> Mon, 23 Feb 2026 09:59:22 UTC https://www.freepornflix.com/video/791184/owk-extreme-caning-1080p/ https://www.freepornflix.com/video/784440/marking-the-meat-720/
After a long hiatus my meat is back and ready for tenderising. miss anna and myself warm up his flanks with our hands, feeling his skin heat up under our palms. moving swiftly to a cruel caning, we mark our meat laying stripes across his cheeks. lash upon lash reigns upon him, i love watching my sadistic sister strike him so that his legs shake. i sit an enjoy the show, we take turns punishing him for our pleasure. passing 100 strokes, we show no signs of slowing as his legs start to give way. this is a welcome he will never forget.  ]]> Fri, 20 Feb 2026 10:37:37 UTC https://www.freepornflix.com/video/784440/marking-the-meat-720/ https://www.freepornflix.com/video/772011/mistress-ivy-doles-out-a-brutal-beating-for-mango/
Mistress ivy, in sexy lingerie and stockings, gives mango a caning, not as many strokes as usual, but with a lot of power.  will mango be able to take this beating? ]]> Sun, 15 Feb 2026 12:43:52 UTC https://www.freepornflix.com/video/772011/mistress-ivy-doles-out-a-brutal-beating-for-mango/ https://www.freepornflix.com/video/757418/uniform-mistress-home-caning-session/
Uniform mistress home caning session ]]> Mon, 09 Feb 2026 12:40:55 UTC https://www.freepornflix.com/video/757418/uniform-mistress-home-caning-session/ https://www.freepornflix.com/video/755948/academy-lesson-8-caning-training-three-bamboo-canes-25-daily-hits-homework-picture-proof-required/
Welcome back to the academy, slut. lesson 8 is where fantasy ends, and reality begins. in this intensive training session, you'll learn what true pain acceptance means - not the pretend spanking you saw in mainstream porn, but real bamboo caning administered by your own pathetic hand because i command it. you'll see three beautiful bamboo canes of varying lengths, each one capable of leaving marks that last for days. "take down all your clothes," i command, my cleavage spilling from my corset as i lean forward. "get naked for me." the punishment begins immediately - you're looking at my tits without permission, and that deserves 20 hard slaps to your own ass. "use your full palm," i instruct, demonstrating the proper technique. "slap yourself for me, for your greatest dominatrix." but this is just preparation. the real training begins when you bend over a chair and i demonstrate the exact rhythm and power: "up and down, up and down. you hear how it sounds? it's really painful. i'm not joking around." your homework? 25 cane hits per day, every day, until lesson 9. "send me a picture or video," i demand, "no photoshopping, no tricks. i've trained hundreds of slaves. i'm an expert and authority in the bdsm field. you can not trick me." the bench behind me holds chains for future lessons - maybe you'll be the example next time. could you handle real pain administered by your own hand because a superior woman demands it? could you send photographic proof of your suffering? let's find out. buy this clip, complete your homework, and prove you're worthy of being my student. ]]> Mon, 09 Feb 2026 09:23:54 UTC https://www.freepornflix.com/video/755948/academy-lesson-8-caning-training-three-bamboo-canes-25-daily-hits-homework-picture-proof-required/ https://www.freepornflix.com/video/745103/mistress-ivy-s-three-hundred-and-fifty-cane-strokes-for-mango/
Mistress ivy is training mango, her caning slave, to take more and more punishemt. in this clip, after receiving 300 stokes in the morning, he receives 350 cane strokes, later that day! that's six hunderd and fifty can strokes in one day. mango has been toughen up nicely. ]]> Wed, 04 Feb 2026 10:54:20 UTC https://www.freepornflix.com/video/745103/mistress-ivy-s-three-hundred-and-fifty-cane-strokes-for-mango/ https://www.freepornflix.com/video/745066/mistress-ivy-s-three-hundred-cane-strokes-for-mango/
Mistress ivy is training her caning slave to take more and more punishemt. in this clip, he receives 300 cane strokes, in batches of fifty! ]]> Wed, 04 Feb 2026 10:51:37 UTC https://www.freepornflix.com/video/745066/mistress-ivy-s-three-hundred-cane-strokes-for-mango/