This is the third clip in this series. Lily has previously blackmailed the school principal when he tried to take advantage of her as a new teacher. The relationship has now progressed and Lily has decided that she rather enjoys having the principal over and today she actually wants to dominate him. She tells him to get over the bench and she warms him up by spanking him with her hand. The poor fool is so rattled he can’t even count out the number of times she spanks him. Too bad, that means more punishment. “I am a teacher and it’s my job to teach you this lesson” she tells him. Lily looks scintillating in her all black pvc outfit and her gorgeous stilettos. Next Lily grabs a studded paddle and takes it to his ass. The principal starts to leak pre-cum from his cock and his ass is starting to get a rosy red. Now she decides to really go at him and fires off a volley of hits causing the principal to really yelp in pain. “Now it’s time for your final lesson” Lily says, “And this is going to be worth 50% of your grade.” She takes the flogger this time and starts to strike him with it, making him thank her after each hit of his ass. “Since we’re both kind of new at this, I’m going to need you to come back every day” she tells him, laughing when he pleads for no more.
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Tight Bodied Teen Star and Anal Step Mommy Fuck Director’s Huge Cock

Tight bodied teen Isabella Nice is done being managed by her over bearing Step-Mother Penny Barber. Unfortunately for her, she doesn’t know Penny has been using her hot body and slut skills to buy Isabella every role she’s ever had. When the director send Isabella away for wardrobe, Penny is ready to pay him interest on her daughter’s big chance, getting on her knees and groveling for dick, her big nipples chained up with clips while she squirms and whines under the zapper. Tied in a tight strappado and bent over a chair, her big MILF ass is ripe for a hard caning, which she made to beg for. Smart mouthed as always, Penny is covered with red welts and ready to take a deep dicking her her ass and pussy. Unfortunately, Isabella comes back by the room and begins to understand how managed her career really in. Taking matters into her own hands, she offers her nubile little body to the director hoping to make it in the big leagues on her own. Seth puts her on the floor and shows her exactly what her is looking for in her performance. Slapped around, her labia tied to her toes in a painful squat with a vibe pressed to her pussy she starts to learn voice projection as she screams and begs for more cock in her throat, more orgasms, and to have the painful zipper torn off her body. Thrown over the bed and tied up she has her wet swollen clit cropped until she earns the fucking she was begging for. Cumming from the electrical torment and the cock in her tight pussy she really gets into her role. However, Mommy is none to happy, and decides to teach Isabelle about the finer points of acting, throwing her over her knee for a hard spanking, then humiliating Isabella and presenting her daughters reddened ass to the director for further use. Tied up in a painful partial suspension, Isabella is fucked, cattle prodded, and eventually thanking her Step-Mommy for every time she gets her little clit licked. Penny teaches Isabella how to take a cock in her ass with an up close lesson, including cleaning the cock off every time it comes out of Penny. For her biggest role ever, Isabella has her tiny tits clamps and tied and it made to take an athletic ride of the directors dick until her mother is satisfied she has learned her lesson and let’s her cum and beg for a big load on her face.
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Tags: Caning, Milking
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Pretty and Sassy redhead Maddy is almost constantly in need of a good hard paddling. Bent over in tiny jean shorts, the big school paddle is applied vigorously. Pulling her shorts down, the swats are repeated on her exposed cheeks. With her panties lowered, a giant paddle bruises her bare bottom. Exactly what Maddy Marks needs.
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One of Whippingsham’s Spanish students, the lovely MILF Montse, overslept and was late for college again!. The Director paid her a visit at home and after a good spanking he made her get a nice big solid old fashioned Slipper which was used on her naughty bare bottom just like her Grandmother used to do.
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Isabelle is required to do her work in the teacher’s lounge as a result of being a constant distraction in class. The dean comes in and addresses her behavior with a very strict bare bottom strapping.
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Veronica Ricci had spanked Ashley Lane a few weeks ago for not standing up for herself. But now Ashley is bullying other girls, taking this directive too far. So Veronica teaches Ashley another lesson on her already sore bottom by putting her over her knee for yet another spanking, this one with hand and a leather paddle. Ashley is so sore she can’t sit down and hopefully learns her lesson this time.
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In this remastered traditional classic, Clare Fonda spanks her 2 girls (Veronica Ricci and Lilia Spinoza) over her knee – over their 50s style dresses. This is a very retro scene.
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Syren de Mer Submits Every Hole to Helena Locke

Helena Locke has high expectations of her subs, especially Syren de Mer, who comes to her ready to submit. The chemistry between them is dripping hot as Helena uses Syren in every way, punishing her when she disobeys, and rewarding her for a job well done. Syren’s put in multiple positions, including an inverted full suspension, and on her back in chains, as she’s subjected to anal strap-on fucking, flogging, caning and spanking. Syren arrives at Helena’s dungeon to find a letter, telling her how to present herself. Helena arrives and immediately corrects Syren for her backtalk and sloppy presentation. She puts her on her knees and flogs her ripe ass, the leather swatting her hungry pussy with each strike. Helena then pulls Syren down on her boot and makes her slide her dripping cunt all over it before licking it clean. Syren is then put in an inverted suspension so Helena can have unrestricted access to her creamy pussy. She flogs Syren and eats her pussy, giving her a little pain and a little pleasure at the same time. She then canes her, swatting her legs and her cunt and her ass, before fucking her with a dick-on-a-stick. Syren can’t keep herself from cumming, even as she’s made to beg for permission. Finally Syren is chained by the ankles and wrists as Helena fucks her tight ass with a strap-on. She torments her at the same time with a vibrator, and Syren can barely take it. She struggles to ask permission to cum while at the same time trying not to. When Helena finally allows it, Syren cums hard, repeatedly. But she’s not done yet…Syren still has to give her domme an orgasm, so Helena sits on her face and rides her tongue until she cums. She leaves Syren a used, abused, fucked mess on her floor, and Syren loves every bit of it!
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Vanessa Cage has her slave bent over, hands restrained over the horse…At her complete MERCY! She asks him if he wants to be caned, and not being able to resist his blonde haired Goddess, he easily succumbs to her desires, all of which are encompassed by one evil idea, his suffering!! Vanessa Cage is giggling as you hear the cane slicing through the air, chuckling at his predicament. The slave tries to squiggle and squirm in a feeble and futile attempt at escaping the vicious sting of the Cane. He is at her mercy, captivated by her beauty, her power, and her patent leather thigh high boots. After his beat down, he is reminded that he is nothing more than owned property, there for his Goddess’ pleasure and amusement, as she chuckles and promises to repeat his caning after her lunch.
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Casey had been sent to bed early but this didn’t stop her from using various social media sites to stay connected with her friends and it also meant she wasn’t sleeping. John took his duties of looking after her seriously but she had become difficult recently and he was reluctant to punish her the old fashioned way but no amount of reasoning or making her feel like an equal did the trick so he had resorted to various spanking and humiliation punishments which seemed to work. This time she was caught blocking him on various social media sites that he had insisted on being able to monitor and he knew she was up to no good and his suspicions were correct. He was very disappointed and after a brief verbal chastisement told her to get over his knee like she had before and receive a spanking. However, as she had continued to defy him, this time it was also going to be on her bare bottom to which she protested about! He was having none of it and proceeded to spank her OTK and then in a most humiliating and embarrassing position on the bed before he took a few snaps on his own smart phone of her red spanked bottom with the threat the images would end up over various online chastisement sites he knew about if she didn’t behave in future!
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Lady D advises that due to my poor attendance record I am being suspended. I plead my case and ask for corporal punishment instead of suspension. This gets me 12 strokes of the cane on the bare.
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Brandi gives her thoughts on each different implement used during her spanking.
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The masked beauty doesn’t want to speak so harsher instruments are used. I wondered how strong her self-control was. Will she bite her bloke’s cock if I whip her during giving head?
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