Free Spanking and Femdom Videos and Galleries with Caroline Grey. We have previews with Caroline Grey from Pandora Blake Dreams of Spanking and Spanked in Uniform.
The New Head GirlThe Housemaster, the nervous new Head Girl, and a corporal punishment tutorial with the naughtiest girl in the school. What could possibly go wrong? An extended, edgy scene packed full of whackings and dark comedy.Kinky - Caroline GreyWill and Caroline walk past a mysterious building on their way to work, which often has people dressed in strange costumes coming in and out of it, carrying oddly shaped bags. They've always wondered what was inside, and one day adventurous Will decides to find out. He tells Caroline to meet him there in ten minutes, and together they manage to blag their way into Club Kinky. However, there's a catch. Club owner Amelia is friendly and welcoming enough, but to ensure they're legit she asks some questions about 'their dynamic'. Will and Caroline's vague replies aren't enough to reassure her, and so she requests that they show her how they play. Suddenly the pair realise they are in way over their heads, but to save face, they decide to follow it through. They are suddenly forced to negotiate a kinky scene on the spot and play it out - for real - for the first time ever, in front of a very experienced total stranger. Eek! The more confident Will finds himself taking the lead, but does Caroline really want to do this? When it comes to the world of kink, can you fake it 'til you make it?The Baroness' New Housegirls - HQ Photos PreviewWhen Baroness Blake hires a new housegirl, she wants obedience, grace, elegance, and a willingness to serve. Do Caroline and Amelia have what it takes to meet her exacting standards? Amelia is the first to be tested, if she can take a proper corporal punishment when needed.InvitationsAmelia's father is hosting a dinner party, and she and Caroline have hatched a plan to swap the invited guests from boring bachelors to interesting young men. They enlist Will, one of the footmen, to deliver the new counterfeit invitations. Unfortunately Will is intercepted by governess Miss Blake before he can complete his errand, and all three are in big trouble. Disappointed that the discipline she has administered before has clearly had no good effect, Miss Blake threatens to tell Amelia's father about the prank and send Caroline away. The girls beg her not to tell him, but Miss Blake is adamant that such outright rebellion deserves severe punishment. She shocks the girls by telling them that instead, they will each receive twelve hard strokes of the cane from her. Amelia's governess Miss Blake is not much older than the two young ladies and they are used to thinking of her as a friend, but now they see another side of her. She is responsible for them and after such disgraceful disobedience she is determined to correct them, whatever it may take. Once the girls have been disciplined, Miss Blake turns her attentions to her young cousin, Will. She was glad to be able to find him a place in the household and knows that her aunt and uncle cannot afford for him to lose his position, which is what would happen if she were to report his behavior. She also knows that if she were discovered to be covering for him, they would both be at risk. She is therefore obliged to punish him as well, if he will accept it from his own cousin; after all, she is his elder and senior to him in position. Will knows he has erred in letting the charming young ladies draw him into their conspiracy, and submits to correction from Miss Blake in the form of six strokes of the cane.Dreams Of Spanking Classics - The Spanking RepSpanking implement saleswoman Amelia Jane Rutherford delivers some samples to Pandora Blake and Caroline Grey. Together they enjoy some playful girl/girl switch spanking trying out the new collection of spanking implements.Caroline Grey - InterrogationIt is Grey's Interrogation. Caroline Grey - Prisoner 4237 is not sitting comfortably on a chair. She's sitting bolt upright, with her wrists handcuffed together behind her back. Both Warden Lewis and the Governor of the prison have joined forces in an effort to make her spill the beans about the Internet banking fraud that she's involved in. But she either doesn't answer their questions or her answer is - 'I don't know.' As she sits in the chair, Officer Lewis places one hand on the back of her neck and the other hand on the front of her neck, under her chin - forcing her head up and looking at him. He then puts his face down and shouts at her - she shudders because his breath smells foul. But all Officer Lewis is trying to do is teach her manners. It's common courtesy to answer when the Governor asks a question. It's obvious the line of questioning they are using is a waste of time, so the Governor suggests to Officer Lewis that they stretch her a bit. So she is standing now with her wrists fastened to a pulley above her head. She is pulled up so that she is on tiptoe. Her arms are taking the strain. As questioning her is not working - the Governor has a paddle and uses it on her bottom. But when questioned again, her answer is always 'I don't know.' The Governor speaks softly to her and gently pushes a wisp of hair out of her eyes. Then he smoothes out her top that has loosened - so revealing some of her feminine charms. But even that doesn't work. So losing patience he tugs her knickers down to her knees - as he does so she suggests that - that is his favourite part. He doesn't like being thought of as a pervert so he spanks her even harder. However, so far Grey's Interrogation is not going too well. So it is mutually agreed between the Governor and Officer Lewis, that a spell in solitary confinement might loosen her tongue. Officer Lewis leads her away.Dark TormentPrisoner Caroline Grey hasn't got a care in the world and is sleeping peacefully in her little bunk bed at Bars and Stripes Prison. Then her cell door clangs open and two masked men run in and literally drag the bleary eyed girl out of her cosy bed and over the knee of one of them. She's bewildered - and asks them what's going on - but they don't seem to be very talkative. Meanwhile, her bottom is getting very sore and when her pyjama bottoms are pulled down to her knees - she gets even sorer. The guy doing the spanking is beginning to tire, so his buddy takes over spanking the poor girl. She protests and struggles, but two strong men onto one petite little lady is not fair - so the spanking continues. To add to her confusion, the one not spanking her - gently almost tenderly strokes her face and pushes her hair back out of her eyes and mouth. Then as suddenly as they had arrived, they left. Poor Caroline lies on her bunk bed sobbing pitifully. Why did she have to go through that dark torment?Caroline Grey - Caning GreyPrisoner 4237 has been sentenced to twelve years in prison - for her part in a robbery. Now Warden Lewis is about to start caning Grey. She is in position - wrists and ankles strapped to a spanking trestle. Her skirt has been removed. While, her bottom is protected by a skimpy pair of black knickers. She has been allowed to keep on her red prison top. Trying to twist her head round - she's not too sure what to expect. She flexes her muscles in a vain attempt to break free from her bonds. Heavy footsteps get closer. 'Right Grey are you ready to give us the information we need yet?' Warden Lewis grabs hold of her hair and yanks her head up - putting his face close to hers. 'No,' she said. 'Oh dear, you are a foolish and stubborn girl,' letting go of her, her head lolls down. He asks her for bank account numbers etc but she doesn't answer. So he starts caning Grey. Her bottom is soon looking red and blotchy - with stripes and bruises. He reminds her that this punishment would stop - all she has to do is tell them what they want to know. When Governor Stamp arrives he takes over from Warden Lewis. He uses a special cane on her - a whippy cane that he draws out of a scabbard like a sword. However, despite the pain she must be in she still obstinately refuses to talk. Eventually he gives in for that day, telling her that the caning will continue the next day - unless of course she wants to talk.Caroline Grey Intake DayCaroline Grey is standing in front of Officer Stephen Lewis's desk, while he is sitting facing her. It is Caroline Grey's Intake Day. Her wrists are handcuffed together behind her back. As she has only just arrived in the prison - she is still wearing her civvies. He is welcoming her to her new life - at least twelve years in prison. Although he has a file with her notes in it - he still prefers she should tell him her name and why she is in prison. He explains that he's her personal officer and from now on she does exactly what he tells her. However, she's a young lady with an attitude and Officer Stephen Lewis knows it - he's taking on the job of beating it out of her. She gives a wrong answer and he moves quickly - standing up and coming round to her side of the desk - picking up a leather paddle on his way round. Placing his big hand on the back of her neck, he pushes her face down over the desk. He spends the next few minutes using the leather paddle on her poor bottom that is seen to be getting more red and sore with each stroke of the paddle. He's taking his job of teaching her respect and manners very seriously. She's in prison for using creative book-keeping. She calls it embezzlement - he calls her a common thief. While she doesn't want him to think she's turning soft, she realizes that she will have to at least appear to be obedient, unless she fancies the idea of never being able to sit down again. He has a pile of clothing on his desk - it's her prison uniform, so he hands the pile to her and tells her to put it on. Once she has dressed in her new outfit, he pushes her out of his office and takes her to her new home for the duration - leaving behind her neatly folded outside clothing. Therefore, her new life is just beginning.InterventionAmelia is spanked in stockings after her colleagues discover she's been taking the credit for their work. Pandora and Caroline dish out a well-deserved hairbrush spanking to their haughty colleague.Teaching ExperienceTeacher Amelia Jane Rutherford is anxious about using corporal punishment. She asks her friend Caroline Grey to show her how, from smacks over the skirt to a bare-bottom slippering.The FixRiders Caroline and Amelia had the best of intentions when they fixedthe horse race, but that won'tsave them from Miss Blake's riding crop, anda harsh thrashing that brings them both to tears.The Baroness' New HousegirlsWhen Baroness Blake hires a new housegirl, she wants obedience, grace, elegance, and a willingness to serve. Do Caroline and Amelia have what it takes to meet her exacting standards?The Baroness' New HouseboyThe Baroness is expanding her household, and her girls are brought in to help initiate the new houseboy. The ladies inspect his physique and his capacity to take punishment without complaint. Amelia uses her skill with rope to bind Will in a flattering tie that accentuates his toned buttocks, and Caroline and the Baroness both take a turn spanking him with hand and leather strap to see how he reacts. It seems that the new boy meets the Baroness' high standards, as finally she instructs Amelia to tie him to the coffee table as a decorative ornament, with his reddened bottom on display for all the house to see. 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