Lillian is back for her second birching, bent over my spanking bench in naked humiliation. The poor girl cries out the count as I whip her over and over, shaking in agony and brought to tears. After eighteen hard stokes, Lillian can barely stand, but she has no choice. Palms out, Lillian shuts her eyes tight as I give her a final, hard tawsing on her naughty little hands.

Viewed in full from four angles.

Part 5 of 8

Julia, Lillian, Miss Elsa Svenson, Susie Li, Tamsin Riley

Resolution : 1920×1080
Duration : 00:16:24

https://way4share.com/dkTy/Touch_of_The_Birch_5-HD.mp4

A painful caning viewed in full from four angles!

Dear Prudence has done it again! Ever the troublemaker, this little miscreant will endure a day-long punishment for all the school rules she has broken. Back in my office for a hard caning, Prudence gasps in pain as each stroke hits her tender cheeks, whimpering and shaking at the knees, whilst I lay stingy hot stripes up and down her pretty little bottom.

Part 5 of 8

Mila Grant, Miss Elsa Svenson

Resolution : 1920×1080
Duration : 00:13:18

https://way4share.com/98K4/A_Useful_Lesson_5-HD.mp4

After a long, hard introduction to corporal punishment, Vanessa writes lines as she sits uncomfortably on her bruised little bottom. I instruct her to hold out her hands, and she recoils in pain as my tawse meets her tender palms for the very first time. crying, poor Vanessa assumes the position over her desk, writhing about in pain whilst receiving yet another hard strapping on those bright red cheeks.

Part 4 of 6

Miss Elsa Svenson, Tindra Frost

Resolution : 1280×720
Duration : 00:13:41

https://way4share.com/hx1T/Vanessa_4.mp4

Vanessa is back in detention again for disrespecting her teachers. Taking her firmly by the ear, Strict miss Amber pulls her into the naughty girl’s room and strips her to the bare, bending the frightened young schoolgirl over for a hard strapping with a heavy leather tawse. As the teacher rains blows on her sore bottom, poor Vanessa can barely hold her position, sobbing and nearly hyperventilating in pain. Miss Amber is not merciful, switching to a thick prison strap which shakes the naughty girl right down to her toes. With a third and final strap, Miss Amber rains down blows on poor Vanessa, reducing her to tearful mess of agony.

Next up… the cane!

Part 4 of 6

miss Amber, Tindra Frost

Resolution : 1280×720
Duration : 00:10:27

https://way4share.com/hx1Y/Sorry_Miss_4.mp4

Cecilia returns to my office for her second punishment of the day. Holding out her tender palms, she receives three stinging swats from my tawse on each of her naughty little hands. Knickers off, the new girl assumes the position over the chair for a hard tawsing on her ample bottom. I feel a bit sorry for Cecilia, whose bottom is already red and raw, however discipline must be applied, and I strap her bottom until the poor girl is shivering in pain.

Part 4 of 8

Cecilia, miss Elsa Svenson

Resolution : 1920×1080
Duration : 00:09:50

https://way4share.com/dkT0/A_Useful_Lesson_4-HD.mp4

Naughty little Lily is back for her second set of twenty-five cane strokes. Bent over my desk with a muffler in her mouth, she shakes and moans after each hard stroke on her tender bottom. Miss West, ever the professional, keeps the count while holding Lily down by her hands, as the poor girl breaks down into a pitiful, sobbing mess!

Part 5 of 7

Echo Evangelista, Miss Elsa Svenson, Miss West

Resolution : 1920×1080
Duration : 00:15:21

https://way4share.com/98Ka/Straight_To_The_Point_5-HD.mp4

Melanie, Vanessa and Josephine have misbehaved, and their punishment isn’t yet over. Taking Vanessa’s place at the wall, Melanie leans forward in trepidation, steeling herself for a painful caning. Miss Mathews slices the air with her school cane, bringing it down on poor Melanie’s sore, bare bottom again and again, until the naughty schoolgirl’s cheeks are striped bright red. Shown in full from multiple angles, including close-up.

Part 7 of 9

Clara Hewitt, Masie Dee, Melanie Graham, Tindra Frost

Resolution : 1280×720
Duration : 00:17:39

https://way4share.com/dkYl/Three_Troublemakers_7.mp4

Stephanie has been caught stealing from her work, she is summoned to the bosses house. Paris runs a successful cosmetic company and isn’t happy about her employers behaviour. Stephanie was shocked to find out why she was invited to her bosses home.

Paris Pleasures A Spanking Story By Asa Jones

File Name : Troublesome Stephanie.mp4
File Size : 344.64 MB
Resolution : 1280×720
Duration : 00:03:57

https://way4share.com/d51b7ac5581d3eb6/Troublesome_Stephanie.mp4

When Harley drove home with a BAC that was obviously well above the legal limit, she left her car blocking the driveway. The next morning, her roommates Apricot and Ana woke her up and she couldn’t find her keys – it turned out she’d left them in the ignition all night – and meanwhile, people with designated parking spots in the back couldn’t get their cars in or out. So when Harley then later asked to borrow money to pay for her share of the rent… Apricot and Ana were less than pleased.

They asked me to punish Harley on their behalf, in a manner that would be severe enough to leave a lasting impression. So when Harley shows up at the dungeon where they all work, she doesn’t expect Apricot and Ana to both be waiting for her there. They’d like a word with her in private. When they get to a private room, she is unpleasantly surprised to find me there.

Harley is already starting to cry from being lectured and scolded, when I have them hold her down by her wrists and ankles as I pull down her pants. I give her a merciless spanking with my hand, scold her some more, and then spank her with the bath brush, intermittently going back to my hand and then the bath brush again. Poor Harley is sobbing helplessly throughout, but it’s still far from over.

Harley is put into the corner, where she cries the whole time, and then I bring her over to be tied down for the belt and the paddle, which are shown in part 2.

Part 2 begins with Harley coming out of the corner, where her roommates tie her down for her belting and paddling. I take off my thick leather belt and give her 80 full forced strokes, Harley crying her eyes out but managing to properly count all the way. Then it’s 10 full forced swats with the heavy lexan paddle, and 10 full forced swats with the heavy wooden paddle. Harley is a blubbering mess, but I still drive the lesson home with a brisk but full forced final hand spanking on her poor, tender, swollen bottom.

Finally, Harley’s severe punishment comes to an end. Apricot and Ana come untie her, all of us rubbing her back and her bottom, kissing her head, and reassuring her that she’s forgiven. As she was told several different times while she was being disciplined, she’s not a bad person, and that’s why she needs to be punished for bad behavior.

Ana Algos, Apricot Pitts, Harley Havik, Loren

Resolution : 1920×1080
Duration : 00:47:41

https://way4share.com/dkYe/Harley_Havik_Nonstop_Tears_pt_2.mp4

Amy is entertaining her American cousin, and is supposed to be teaching her all things British when a quiet game of Othello becomes completely out of hand. Waking up Stephen, who is not best pleased, the girls are in for a thrashing.

File Name : Americaned.mp4
File Size : 338.07 MB
Resolution : 768×576
Duration : 00:31:52

https://way4share.com/8e9f0e1dac8a0c9e/Americaned.mp4

Raven is supposed to be finding a job and not just being lazy and laying around the house. But even after her first spanking from Auntie Kelley (and humiliating temperature taking), less than a week later she doesn’t seem to be getting her act together. Auntie Kelley has had enough. Raven, wearing her normal pjs, cleavage on full display as she lays on the bed looking at her phone, tries giving Kelley an attitude! Auntie Kelley has other ideas. Raven is dragged out of bed by the ear, and despite her protests, pulled over Kelley’s knee.

Kelley spanks Raven with her hand, first over her pjs and then over her cotton panties. Auntie Kelley scolds the entire time, and is immune to Raven’s pleas and squrims. She is very firm but never overly harsh, as she is determined to teach this girl a lesson. Auntie Kelley has decided that embarassment is a key factor in Raven’s discipline, and just a spanking isn’t going to be quite enough. She needs to make sure the naughty girl understands just what happens when she acts like a brat in front of Kelley.

So she stands Raven up and makes her put her hands on top of her head. Kelley then pulls her panties down herself, to Raven’s horror and humiliation. Unable to cover herself up, Raven can do nothing but whimper as she’s exposed and embarrassed. And she knows the spanking has only just started.

Kelley gives Raven a hard bare bottom hand spanking over her knee, scolding the entire time, making sure to teach her a lesson. She then makes Raven go fetch the wooden hairbrush! She protests but ultimately does as she’s told.

Auntie Kelley then puts the naughty girl, who is now bare from the waist down, back over her knee to apply the hairbrush to her very deserving, ample bottom. Raven is starting to realize just how much trouble she is in! The hairbrush hurts! And now Auntie Kelley has taken to describing in detail the rest of the punishment that she has in store for Raven…

Raven is whimpering and whining as Kelley keeps spanking her with the hairbrush all while she’s scolding. Eventually Kelley has Raven stand by the bed with her hands on her head, exposed from the waist down, as she goes to get the things she needs. Auntie Kelley returns to Raven who is still waiting, but now Kelley has with her Raven’s new ‘outfit.’ Pull-up diapers and a onesie! How humiliating!

Kelley sits on the bed and scolds Raven gently as she explains exactly what is about to happen in detail. Raven whimpers and whines, shifting from foot to foot, but her sore bottom is reminding her not to argue too much!

Kelley then strips Raven completely, taking her pj top off of her, revealing her ample breasts and leaving her completely naked (except for her little socks). Kelley then hands Raven the pull-ups instructing her to step into them and pull them up. The pull-ups just barely fit over Raven’s round bottom and full hips, and Kelley has to help her get them all the way up.

Auntie Kelley then wastes no time pulling the now very embarassed Raven back over her knee. The pullups are padded but do very little to cover the under curve of her backside which peaks out from underneath, making a perfect target for Kelley’s stinging hands.

Raven looks properly humiliated/embarassed over Kelley’s knee. Kelley takes plenty of time and attention to point out the situation Raven finds herself in and how embarassing it must be. Raven is also quickly turning into the naughty little one that Kelley is treating her as.

Kelley stands Raven up again and begins to dress her in her cherry print onesie. She does up the buttons for her as Raven stands there helplessly. Finally Kelley makes Raven lay back on the bed and put her legs up in diaper position so that Kelley can fasten the snaps at the crotch.

During the careful inspection of her new outfit that follows, Raven pouts and fusses and gives Kelley still more attitude. Kelley acts swiftly, pulling the pouty brat over her knee and spanking her with the wooden hairbrush over her new onesie and pullups. Unfortunately for Raven, neither cover all of her gorgeous bottom and so there is still plenty of sitspot for Kelley to expertly spank with that brush, turning the fussy girl into a very well behaved one quite quickly.

The video ends with Kelley telling Raven her new rules and what she needs to get done, sending her off with a swat to get her work done.

If you like ageplay, embarassment, regression, or humiliation, and are a fan of Kelley May then this series is perfect for you. Kelley is stern and scolds throughout the entire thing. It’s just the right balance of warm and strict, and “Auntie Kelley” is as no nonsense as ever. Raven is such a glorious pouty brat and she deserved (and loved) every swat. This was a Kelley fantasy video come to life, and we think you’ll love it too!

File Name : Raven’s Regression Full.mp4
File Size : 507.39 MB
Resolution : 1920×1080
Duration : 00:14:06

https://way4share.com/6055f3e538f4f2d5/Ravens_Regression_Full.mp4

Kelli Curtis had spent a few years in what she considered to be “the best job on earth.” The very sexy woman spent most of her days enjoying the corporate lounge and participating in all of the evening socials. Things were going great, though to Kelli’s surprise she was transferred to the corporate headquarters of her company, just a couple of towns over. Kelli had heard that office policies were more strictly enforced at her new location, however she was much more focused on what her new social life would be like as opposed to worrying about rumors of “employees having to take bare bottom spankings!”

Kelli was excited when she found out that she’d be getting her own office at the new building. And just like her other position, she quickly began slacking off and leaving the work up to other team members while she spent time planning out good times for after work. Kelli was living it up, in fact she was recently invited to her bosses house to discuss “work”, however the partying woman would soon learn some hard lessons!

When Kelli entered her bosses office she noticed that everything was kept very neat. He invited her into the living room and there they entered into a discussion. In what was surprising to Kelli, she was informed that folks around the office liked her, though she wasn’t doing her fair share. At first Kelli disputed the facts, but her Boss made things perfectly clear. She had just two choices, one of which would involve her exit from the company. The second option would have Kelli accepting four weeks worth of punishment to her naked bottom, and after that her performance would be re-evaluated.

Kelli had heard whispers about “The Progressive Punishment Program”, but she sure as heck never thought that she’d be getting spanked again at that point in her life. On that night, Kelli was given a long spanking, one that she truly deserved! That dress she wore was pulled up and her backside was smacked repeatedly. You’ll see, her firm bottom bounced just perfectly as he instilled some real world discipline into the careless worker. She was warned early on that over the next several weeks punishment could become more severe. In fact, Kelli’s Boss even gave her some stinging swats in those moments with a paddle as she was draped over his knee. One can only hope that Kelli will learn from having a swollen bottom, because she could be perpetually sore for the rest of the year if her performance doesn’t improve.

File Name : Progressive Punishment Program 7.mp4
File Size : 797.38 MB
Resolution : 1920×1080
Duration : 00:15:09

https://way4share.com/43562d390d3c9b92/Progressive_Punishment_Program_7.mp4

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FIne, if she won’t settle down and stand in the corner as instructed, then she will be hauled out and given the crop. Enough is enough. The pantyhose don’t offer that much protection but soon she is being whipped on the bare bottom.

Kinia

Resolution : 1920×1080
Duration : 00:06:49

https://way4share.com/4Uo3/A_Simple_Task_Part_3.mp4

The final part of Ava’s spanking audition sees her dressed in her pyjamas but she isn’t going to bed. She is going to bend over for my wicked thin and spiteful cane. This cane leaves some lovely marks on an already marked and sore ass. This is a girl who came saying she loved to be spanked, well she certainly proved that and she ended up taking far more pain than she thought she would. Good, hard punishment for this young beauty.

File Name : spr-2310.mp4
File Size : 490.11 MB
Resolution : 3840×2160
Duration : 00:09:25

https://way4share.com/d2a6bd9d849c40d0/spr-2310.mp4

Amy’s poetry is not appreciated by her boyfriend, who thinks she should spend more time earning money so they can pay the rent. So frustrated is he that he decides his little Emo girlfriend could do with some external pain to match her internal pain! There follows a sore Emo bottom!

Celebrating our 10th SSS film (Short Sharp Shock), our adorable Head Girl goes all Emo on us with some poetry…

File Name : Amy the Emo.mp4
File Size : 36.2 MB
Resolution : 480×360
Duration : 00:06:22
Video : AVC, 662 kb/s, 25.000 FPS
Audio : AAC, 128 kb/s (CBR), 44.1 kHz, 2 channels, 1 stream

https://way4share.com/06f9f822a81986da/Amy_The_Emo.mp4

Sassy kid sister Ava Nyx is having some malicious fun tattling on big sister Sarah Gregory so she can watch Sarah getting spanming hard by real life Daddy Tubaman. Eventually, Sarah turns the tables on Ava and, after soundly spanking her herself, then marches her to face Daddy Tubaman for more punishment.

File Name : tattletail_1_converted.mp4
File Size : 775.18 MB
Resolution : 1920×1080
Duration : 00:04:27

https://way4share.com/f5a2525dd7720352/tattletail_1_converted.mp4

Horny slut Aria got caught masturbating during her exam… this is getting out of hand and so she is sent to the school nurse to find a way to stop this behavior. But before the exam that determines why she is masturbating in public… she must be freed of her guilt with some OTK spanking by the doctor.

File Name : Horny School Girl Gets OTK Punishment.mp4
File Size : 159.65 MB
Resolution : 1920×1080
Duration : 00:03:14

https://way4share.com/76cd7ec9cbc4890e/Horny_School_Girl_Gets_OTK_Punishment.mp4

Naughty Whitney Morgan is in the corner, soothing her burning bottom after a long, hard spanking for getting into trouble at school.

Now she gets to fetch the hairbrush for a bare-bottom blistering followed by more embarrassing corner time.

File Name : whitney_pajamas_2.mp4
File Size : 273.73 MB
Resolution : 1920×1080
Duration : 00:07:27

https://way4share.com/ee2d6284e36a24d6/whitney_pajamas_2.mp4

Mistress Baton kicks off 2020 with a bang in this clip, a sequel to one of her all-time most popular titles – 3 Sets of Seven | A Stairway to Heaven.

Again, the incredible, perfectly white shapely bottom of Evenshadow finds itself on the caning bench. Mistress Baton is dressed in a midnight blue silk pussy-bow blouse, leatherette leggings, and fabulously high stilettos; her make-up is once again impeccable. Four increasingly intense caning sets are administered and Evenshadow’s bruises blossom like a heavenly flower.

File Name : Four Sets Of Seven The Doorway To Heaven.mp4
File Size : 744.49 MB
Resolution : 1280×720
Duration : 00:06:32

https://way4share.com/6a770b6a353bde2b/Four_Sets_Of_Seven_The_Doorway_To_Heaven.mp4