Free Videos and Galleries with Sky Terrapin. Her videos presented on this page feature scenes in categories Spanking, BDSM and Cosplay. We have previews with Sky Terrapin from 5 Premium Sites.
The Cane Bet ALexi 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.Delta & Sky Caned & TawsedIn this special custom film, Delta Hauser and Sky Terrapin are 2 teachers who have fallen foul of the school authorities regarding several embarrassing incidents on recent Field Trips. It was decided by the Governor the best way to deal with them was with 'in-house' corrective discipline reserved for the worst schoolgirls. They both accepted their punishment to avoid further repercussions to the educational institution and to keep their reputation as upstanding teachers. However, the punishment would not be easy and both ladies would take turns of receiving 36 judicial-style cane strokes across their bare buttocks, stripped of their clothing and dignity. For this, the Gym Coach was required to carry out the canings that would take part in 2 sessions, first Miss Hauser then Miss Terrapin would receive 18 strikes of heavy, thick rattan. Each would be able to see the results of the first part of their punishment... then with the anticipation of a further 18 severe strikes to come! Earlier, they were told by Miss Bernadette that after the caning portion of this punishment, the School Governor had insisted on them having their bare hands tawsed 12 times (6 on each hand). By the end, both ladies' bottoms were an angry sore welted red mess, with equally stinging sore red palms. This punishment was meant to be cruel and unusual to ensure they knew their behavior had real consequences.Sky Spanked With HairbrushSky Terrapin has caned Lexi Holland for a couple of reasons, including something that she did not do. When Sky visits Lexi again to apologize for the extra cane strokes that Lexi did not deserve, Lexi will only forgive Sky if she accepts an over the knee spanking, that includes a wooden hairbrush. Sky gets a very red, sore bottom.A Caning For Lexi And MadisonMadison Martin and Lexi Holland are in trouble because Lexi threw an unauthorized party and left a mess. So manager Sky Terrapin visits to dish out the punishment. She gives Madison and Lexi 24 strokes each in the nude, leaving each lady rubbing her sore, striped bottom. Then Madison gets 6 extra because she should know better.Cheyenne Spanking Ordeal - Part 4In the conclusion of this series, Cheyenne Jewel has a very sore bottom and is looking for some payback for Sky Terrapin, one of the ladies responsible for her sore bottom. Showing off a few wrestling moves, Cheyenne spanks Sky over her knee and turns her bottom red and sore.Right Day SpankingThe two maids argued about who had the correct day to clean this apartment and Sky Terrapin spanked Dani Synclair because she thought it was her day. But now it turns out that Dani was correct and it is only fair that she can spank Sky. She puts the tall beautiful maid over her knee and even uses the wooden spoon.Cheyenne Spanking Ordeal - Part 3Cheyenne Jewel convinced Dani to say that it was Sky Terrapin who was sharing test answers. Now Sky is looking on some payback on that already sore bottom belonging to Cheyenne. She puts Cheyenne over her knee for a sound hand spanking that makes her squirm while her bottom turns red.Wrong Day SpankingDani Synclair and Sky Terrapin both work for the maid service. When they show up to the same apartment to clean, Sky is sure that Dani came on the wrong day. The matter is settled with a sound spanking. Sky has Dani over her knee, spanking that juicy booty with her hand and a wooden spoon.Sky Spanks Maid GigiTall and powerful beauty Sky Terrapin is upset with house maid Gigi Lea for not cleaning like she has been paid to do. Sky teaches Gigi the old fashioned way, with a sound spanking over her knee. The size dynamic is delightful.Thief Spanking - Part 2Dani 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.Strict Caning Stepmom - Part 2Strict Stepmom Sky Terrapin is upset with Gigi Lea for not doing the dishes. They are both wearing their bikinis as they have a trip to the beach planned. Sky wants Gigi to learn that she must to as she is told, and will get punished when she does not follow orders, even if it is only not doing the dishes. Sky puts Gigi over her knee for a painful spanking on an already sore and spanked bottom. Instead of using the cane, Sky mixes it up with a wooden paddle to finish off the spanking. And Sky promises to spank Gigi at the beach if she acts up again. In front of everyone!Sky Terrapin Spanked Over RentMadison Martin overhears her roommate Sky Terrapin telling someone on the phone that she will not be able to pay rent this month. So Madison needs to give Sky a spanking over her knee, as per the rules of the apartment complex. Sky gets a red bottom and has trouble sitting after this spanking.Strict Caning Stepmom - Part 1Gigi 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.Strict Babysitter - Part 6In the final scene of the series, the Strict babysitter Sky Terrapin is the one receiving the spanking, from Lexi Holland, who has received five hard spankings from the very tall and strong sitter. But Sky needs help because the check she received bounced and Sky wants Lexi to talk to her mom about it. In exchange Sky agrees to take a spanking from Lexi. But she is shocked by how hard Lexi can spank, plus Lexi insists on using the dreaded wooden bath brush, which turns her bottom bright red, and now it is Sky who has trouble sitting. Sweet revenge.Strict Babysitter - Part 5Lexi Holland has a bottom so red and so sore that she still cannot sit on it while she is talking on her phone to her friends. She is so frustrated that her strict babysitter is still spanking her. Sky Terrapin, the babysitter, enters while Lexi is still on the phone complaining. Sky has a long list of rules that Lexi must follow and Lexi will be spanked while reading these rules for emphasis. This time Sky uses the dreaded wooden bath brush on her tender bottom. Lexi will not be sitting comfortably for weeks.Spanked Sweeties - Sky TerrapinSky Terrapin is a tall beauty with a nice booty who is a pro switch. She can give and take with the best of them. She in interviewed by her friend Snow Mercy, who then reenacts a spanking Sky received when she began working at a dungeon.Strict Babysitter - Part 3Lexi Holland was supposed to write an apology letter to her friends for her poor behavior. But the letter is so bad that babysitter Sky Terrapin marches into the living room and gives Lexi another spanking over her knee, on her already sore bottom. Lexi reads the letter while getting spanked. Then Sky pulls out a wooden paddle and turns that bottom an even brighter shade of red. A tearful Lexi has real trouble sitting after this spanking.Strict Babysitter - Part 2Strict Babysitter Sky Terrapin pulls Lexi Holland into the room by her ear. Sky had spanked Lexi at the party, in front of her friends. Now Lexi is about to receive another spanking, on her already sore spanked bottom, over the spanking stool. On her bare bottom. And this time Sky brings out the wooden spoon. Lexi will have trouble sitting for a long time after this sound spanking!Strict Babysitter - Part 1Lexi 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.Sky Terrapin Spanks Madison Martin At HomeAfter getting spanked by Snow Mercy, Sky Terrapin is now more dedicated than ever to deliver a sound spanking whenever one is needed. Sky uses this newfound determination to put Madison Martin over her knee in their apartment and deliver a sound spanking to that bouncy bottom. Sky even uses a hairbrush to teach Madison a lesson and finishes with 3 hard swats with that attitude adjustment paddle.Snow Mercy Spanks Sky TerrapinApartment complex administrator Snow Mercy calls Manager Sky Terrapan into her office to scold her about not keeping the tenants in line when it comes to paying rent on time. To demonstrate an effective way of securing rent quickly from late paying tenants, Snow gives Sky a sound spanking over her knee in the office. She even uses the Jokari paddle to drive the lesson home.Sky Spanks Snow In OfficeWell, Sky Terrapin did warn teacher Snow Mercy that her mom was a big time donor to the school and that Snow would be getting some payback for spanking Sky. And now it is that time. The tall beauty Sky puts the tall, sexy teacher over her knee for a painful spanking that turns her bottom bright red and speckled. She even uses the same hard wooden ruler that the teacher used on her.Snow Mercy Spanks Sky In Office TerrapinSnow Mercy is yet another teacher who makes the mistake of not believing that Sky Terrapin has a famous mother who is a big donor to the school. As Snow spanks Sky in her office for a number of naughty offenses, Sky warns Snow over and over as her bottom turns bright red, but Snow will eventually learn the hard way. The wooden ruler delivers some added pain and humiliation.Madison Martin Spanks New Roommie Sky TerrapinApartment Complex Office Manager Assistant Sky Terrapin finds herself in need of a new place to stay. She hits up Madison Martin about being her roommate. Madison agrees, but only if Sky takes a spanking while reading her apartment rules. Sky takes a sound spanking over the knee, first with hand, then hairbrush and the final spanks are with the wooden Attitude Adjustment paddle. Ouch.Madison Martin Spanks Sky Terrapin In OfficeMadison Martin got spanked in the office by Manager Sky Terrapin for being late on her rent. So when Madison finally pays, and Sky loses her rent check, it is time for Sky to get a spanking in the office. It is a long, sound spanking that includes 51 with a wooden paddle on the tight, curvy bottom of Sky. Sky has trouble sitting on her wooden chair after the spanking.Spanked Sweeties - Ziva FeyZiva Fey is a well known fetish artist who talks about how much she got spanked growing up in a family that was, in her words, big on corporal punishment. Over 100 times she says, and up until she was 21. We reenact a spanking from her aunt in the kitchen, with Sky Terrapin playing the part.Spanked Or BenchedElla Raine had no time to change after the latest practice session as she is told to go visit the head coach's house as soon as possible. It soon becomes apparent why she is there as her coach, Sky Terrapin, lectures the hapless girl about her recent poor form and lack of enthusiasm, commitment, and energy. Even the other girls are noticing and it is affecting the morale of the squad so Ella faces the dilemma of being benched. This would be publicly humiliating as she was lauded as the best cheer girl at her auditions. The other option is a spanking punishment (which other girls received from time to time). Ella goes over the lap of her stern coach and takes a spanking over her tight panties before the discipline continues with more hard hand smacks across her bare bottom. Ella is embarrassed that she is being spanked like a naughty little girl but then has to recite the 'Fly Eagles Fly' chant which proves yet again that her energy and enthusiasm are sadly lacking. On the third attempt, it would appear that the threat of further spankings or being benched gets through to her but before she can leave, coach Sky uses the wooden paddle six times across Ella's sore, red bottom. The swats are counted and you can see that a sorry-looking Ella finally understands her role in the squad. She is left to contemplate her future whilst being allowed to rub and soothe her aching, burning cheeks before being sent home.Ella's Biblical SpankingTake another look into the latest series of the strange world that is 'Catholic Discipline'. This time, we see poor Ella Raine falling foul of her strict Sunday School teacher, Miss Sky Terrapin. Miss knows this young madam has been cheating in the weekly exams. She decides to see if the schoolgirl will come clean to admit it, even swearing on the Holy Bible to tell the truth... but Ella sins once more, telling lies and Miss Terrapin has had enough. What sort of girl would lie to Jesus, lie to God? The only way to salvation for this miscreant is through a solid scolding and spanking which is how Ella ends up over the tall imposing teacher's lap. The church pew has never seen such rocking action from Ella's shaking booty as it is spanked a shameful, sinful red. The final part of Ella's absolution through spanking discipline is with the religious school's leather 'Strap of Redemption' as she is laid out on the pew for a thorough tanning of her sore, burning seat. Ella is one very sorry-looking young lady by the time Miss Terrapin finishes with her, leaving the sobbing girl to contemplate the sins of the day before she must attend confession later.Madison Late AgainMadison Martin is late with her rent yet again. When Apartment Complex manager Sky Terrapin comes by to collect the rent, she is surprised but as she promised, she gives Madison a very long and painful spanking that turns that curvy bottom bright red. She even uses a hairbrush to drive the lesson home. Madison rubs her sore bottom and discovers that is painful to sit.Ziva Spanks Sky - The RevengeZiva Fey got spanked by her giant sorority mate Sky Terrapin so that Sky could convince Ziva to do her sorority chores for her. Well Ziva will do them and not tell anyone about it if Ziva gets to spank Sky, too. She gives her a sound spanking with hand and the dreaded wooden spatula. Ziva may be on the tiny side, but she leaves her mark on the curvy bottom of Sky.Sky Spanks Ziva FeyTall beauty Sky Terrapin convinces new sorority girl Ziva Fey to do her kitchen chores for her today because Sky has social plans. Ziva is reluctant at first but Sky has the power of the spanking as an effective tool. Two sexy ladies in this thrilling spanking that includes a wooden spoon that turns that curvy bottom bright red. Ziva is feisty though, and might just get her turn.Clare Fonda Spanked By Sky TerrapinClare Fonda is interviewing her new roommate candidate Sky Terrapin, who is a Mormon. When Clare starts flirting with the tall beauty, an appalled Sky puts her over her knee for a sound spanking. Clare wiggles and complains, so Sky stuffs panties into her mouth to keep Clare quiet. Sky even uses a hairbrush to drive her lesson home. Clare is left rubbing her sore bottom and having trouble sitting.Good Girls Don't CheatElla has already been spanked and caned at school for cheating. Mommy is not happy with her to say the least and a spanking at school always means a spanking at home. That evening Mommy takes her naughty girl over her lap for another spanking on her already spanked sore bottom. Ella is spanked over her pajamas, then on her white cotton panties and of course on the bare bottom before being tucked in for an early night.Sky Spanks Clare FondaSky Terrapin was spanked by Clare Fonda recently because Clare thought Sky was lying about who her famous mom was. But now when the truth is revealed, Sky has the opportunity to give Clare a dose of her own medicine. They tall beauty Sky puts Clare over her knee for a sound spanking with hand and hairbrush and Clare quickly learns how powerful Sky is as her bottom becomes bright red.Sky Terrapin Spanked For FabricatingClare Fonda believes that new sorority girl Sky Terrapin is fabricating a story about her mother being the famous TV lawyer Jessica Terrapin. Sky continues to insist that is her mom. Clare has no choice but to punish this tall beauty for her lies. Clare puts sky over her knee for a painful spanking that includes a wooden spatula. But Sky insists that Clare call Jessica to prove her story.Ziva Fey Spanked For Being A BullyTall beauty Sky Terrapin makes her debut on the site. Sky confronts Ziva Fey who is the roommate to her sister and since Ziva has been doing some bullying, Sky decides to teach Ziva a lesson. Sky puts her over her knee for a very sound spanking, teaching her how Ziva should be addressing her sister. By the time this lesson is over, Ziva has a very sore, red bottom which is left rubbing in the corner.Every Liar Gets CaughtMiss Sky Terrapin is looking for a personal assistant and after going through all the resumes, she finds Ella. Ella's resume is perfect and it looks as though she has worked for many top names. However, these are all lies after Sky checks the references with phone calls. She invites Ella over to her house for what Ella thinks is a straightforward interview. Sky has other plans and confronts Ella about the obvious lies and tells her that unless she wants to be reported to the authorities, she will be dealt with and corrected the old-fashioned way. Ella hesitantly goes over Miss Sky's lap for a long overdue spanking. Ella is spanked with Sky's hard, unforgiving hand and is given correction on her bared buttocks which embarrass her further. This punishment is far from over, as Sky produces a wooden hairbrush and spanks Ella's bare, quivering globes of shame until they are red, swollen, and sore. She is left to nurse her aching bottom and is one very sorry young lady who won't be lying anymore.Nobody Likes A LiarAndy Moon has been falling behind at school with poor grades (especially mathematics) a particular worry for her parents. She has been assigned a personal tutor and the tall imposing Sky Terrapin has been very successful at motivating her girls to do better. The methods are strict and word of mouth in the parental circles has led to Miss Terrapin being employed to help Andy do better. Of course, Andy uses the time assigned to do her homework for anything but that... and Miss Sky catches her reading a book about cats. A humorous book about cats! Andy tries to lie her way out of this situation but Miss Terrapin is used to foolish girls trying to pull the wool over her eyes and takes her over her imposing lap for a spanking. Andy soon discovers Miss Terrapin's successful methods are due to her hard hand smacking a naughty girl's bare bottom... and she soon feels the full heat of this legendary hand as her bottom throbs and burns. Sky brought with her a Mason & Pearson hairbrush, and to Andy's utter dismay it is used across her already sore red bottom. This type of brush really stings and Andy cries out in pain as the tutor teaches her that 'nobody likes a liar'. Miss Sky reminds her charge that the homework still needs to be done, so she will just have to do it sitting on a sore burning bottom instead! This is a great debut performance from Sky Terrapin... and Andy admitted afterward that Sky's hand really was the hardest hitting from a female! High praise indeed.Coach Makes An ImpressionThe new assistant coach, Sky Terrapin, has been brought in to help the cheer squad making it to The Regionals. The girls have been slacking or fighting with each other and one of the worst culprits is Andy, who has been invited into the new trainer's back room for a showdown meeting. In fact, the meeting is brief, Sky intends to spank Andy as an example of what she is capable of and what she will do to get this squad up to scratch. Andy laughs this off but the new coach is serious and intends to make an impression with a good, hard hand spanking. Andy can get spanked or be benched and not included in the squad... her choice. Andy takes the spanking and discovers Sky's hand is almost unbearable, it really stings and it gets worse when her panties are pulled down and her bare bottom is reddened further. Coach really wants to teach her a lesson and has a stiff leather paddle that she uses while Andy squirms over her lap. For the last part of her punishment the cheerleader is bent over the couch, bare bottom upturned and exposed for a further paddling she won't soon forget! 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