Lexi Holland is a cute young bratty lady who could always do whatever she felt like. A tall powerful beauty walks into the room while Lexi is planning a party with her friends. It is Sky Terrapin, who is the babysitter. Lexi thinks it is crazy that her mother would hire a babysitter. She is definitely too old. But Sky insists that she is not too hold and that if Lexi wants to continue to have her expenses paid by her mother, she will submit to the strict discipline, which starts with a OTK spanking with hand, then the brat paddle. When it is over, Sky will take her paddle and spanking stool with Lexi to her party.
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Lexi Holland improved her apology letter to her friends, but her baby sitter Sky Terrapin is upset with how poor the letter to her mom was. So Lexi is in store for yet another spanking on her already sore, red bottom. Lexi gets over the knee of the tall beauty Sky, who gives her a hard hand spanking while Lexi reads the new, but embarrassing, letter to her friends. Then Sky paddles that bottom while Lexi reads the sarcastic letter she wrote to her mom. Lexi cannot sit comfortably at all when the spanking is over. And Lexi fears there may be more yet to come.
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Gigi gets a new stepmom, the very tall and powerful Sky Terrapin. Sky finds credit card charges that she has not approved. So Gigi quickly learns how discipline will be dished out in this household. First Sky gives Gigi a caning and spanking in the kitchen. Then she repeats the punishment in the living room. And then Gigi changes into the latest new outfit and receives a third painful caning and spanking. This will be challenging for Gigi to continue living here and being able to sit comfortably.
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Dani Synclair was spanked by her boss for stealing a dumbbell from work. Now when she gets home, her roommate Sky Terrapin got a call from that boss and was encouraged to also spank Dani. She obliges, giving Dani another spanking, on her already sore bottom. The tall and powerful sky uses her hand plus a hard wooden hairbrush to make sure Dani cannot sit for days.
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Lexi Holland and Dani Synclair are called into the office of strict administrator Sky Terrapin. They were planning to take the SATs for other students, which is illegal around here. Instead of informing the authorities, Lexi and Dani suggest a caning instead. Sky agrees and has them strip nude for 18 strokes each, which they count out loud. And then another 18 strokes after that. 36 each in total. It turns out Lexi and Dani bet with other students that they could get Sky to cane them. Which they are both regretting now as they try to sit down.
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In the first long section of this punishment, Sky Terrapin was caught using the company credit card for personal charges. Boss Clare Fonda wants to report her, but when Sky says she will do anything if she does not do this, Clare decides to teach Sky a lesson with some firm corporal punishment. She suspends Sky and ties up her ankles while she hand spanks Sky hard for a very long time, turning that bottom bright red. After this, Sky is formed that there will be another phase to her punishment.
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After teacher Sky Terrapin discovers that Dani Synclair and Lexi Holland tried to get her to cane them on purpose, she decides that each deserve a spanking over her knee on their already sore bottoms. Sky uses her hand first, then gives them 20 with the brat paddle that they count out loud. Dani and Lexi are really regretting their plan and promise to always be good from now on.
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Lexi Holland already gave Sky Terrapin a spanking. But Sky wants Lexi to sign some paperwork absolving Sky from any wrong doing. Lexi will agree to sign the document if she can give Sky another spanking, on her already sore bottom. She puts Sky over her knee and uses her hand and paddle to teach Sky a lesson.
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Kiki Cali has been stealing clients and Madame Sky Terrapin is not having it. Sky towers over the perky Kiki, who ends up over then knee getting a very sound spanking, with the powerful hand of Sky, plus the Jokari paddle that leaves Kiki sore for days.
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Sky Terrapin gets a new roommate in Gigi Lea, who has a nice curvy bottom that needs a breaking in spanking in which Gigi must read all of the rules while getting spanked. Sky is much taller and stronger and Gigi feels it on her red, sore bottom. Sky even uses a wooden paddle to show how serious she is about keeping the rules.
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Sky Terrapin welcomes a new roommate, Kim Chi. Kim is expecting to sleep in the bed, but there is only one bed and Sky explains that Kim will need to sleep on the couch. That is not what Kim agreed to. They will settle this by Sky taking a spanking from Kim in order to let Sky have the bed for the first month. And there is a paddle involved.
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Kim Chi is doing a bad job of tutoring students. She gets called into the office of Sky Terrapin, who is shocked to hear Kim insult her students and basically say they are not doing well because they are dumb. Sky uses the corporal punishment clause at the school to give Kim a hard spanking over her knee, even using a strap.
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Sky Terrapin had caned both Dani Synclare and Lexi Holland for making a bet. Now she will not give them back the money they won from that bet. When Sky returns to her office, Dani and Lexi,
both still nude, are waiting for her. They decide Sky could use a dose of her own medicine. The two ladies put Sky over their knee, each getting a turn, and give the teacher a very sound
spanking, using their hands, plus a wooden paddle to turn that bottom bright red. In the end, all three of them have sore butts.
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After teacher Sky Terrapin discovers that Dani Synclair and Lexi Holland tried to get her to cane them on purpose, she decides that each deserve a spanking over her knee on their already sore bottoms. Sky uses her hand first, then gives them 20 with the brat paddle that they count out loud. Dani and Lexi are really regretting their plan and promise to always be good from now on.
Watch Now »