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Where strict and severe domestic discipline is the order of the day for naughty, misbehaving girls. Broken rules, forgotten homework or plain and simple bad behaviour is simply not tolerated. GBS residents learn very early on that such antics are strictly punished by tried and trusted traditional methods. A hard over the knee spanking, or a severe session with the paddle, not to mention the all feared and dreaded cane, all make up the daily punishment routines at Girls Boarding School.

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Poor little liar

Poor little liar

VideoPhotosStillsIrelynn Headmaster TomHand
Members Rating 9.111 Comments
'Come in,' Headmaster Tom calls when there is a knock on his office door. A beautiful red headed girl enters. She asks if it's Girls Boarding School and HM Tom says it is. She has a letter and seems to be rather puzzled as to why she received it. It's addressed to someone called Irelynn but that's not her name. After some questions from HM Tom, he seems to be as perplexed as she is. He was expecting Irelynn - so if this young lady isn't her, he phones her to see what's happened to her. Surprise, surprise, this mystery young lady's mobile is ringing out insistently. So this is Irelynn. The poor ...
'Come in,' Headmaster Tom calls when there is a knock on his office door. A beautiful red headed girl enters. She asks if it's Girls Boarding School and HM Tom says it is. She has a letter and seems to be rather puzzled as to why she received it. It's addressed to someone called Irelynn but that's not her name. After some questions from HM Tom, he seems to be as perplexed as she is. He was expecting Irelynn - so if this young lady isn't her, he phones her to see what's happened to her. Surprise, surprise, this mystery young lady's mobile is ringing out insistently. So this is Irelynn. The poor little liar obviously didn't fancy being a student at GBS. HM Tom believes there is no time like the present. Here is a young lady in need of corporal punishment - so he tells her to put herself over his knee. She tells him it's the first time she's had an otk spanking. Poor Irelynn, it's the first of many as she has been sent to GBS to be straightened out. After being caught stealing three cars. He spanks her on top of her trousers, then she is told to take them down. Stubbornly she refuses to do so. But HM Tom doesn't budge an inch. He's determined to teach this girl obedience. He hand spanks her for ten minutes and warns her that at GBS she will be receiving a spanking every day for one reason or another for the six months she will be at the school. Punishment over for that day, he leaves her standing in the corner, reflecting on her bad behaviour, with her bright red bottom fully exposed, her trousers and knickers round her ankles. The next day she can look forward to receiving her first caning.
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A quick reminder

A quick reminder

VideoStillsSimone MichaelCarpetbeater
Members Rating 7.92 Comments
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Too many mistakes

Too many mistakes

VideoPhotosStillsMaggy Headmaster TomHand
Members Rating 6.72 Comments
Why is Maggy leaning over the back of a wicker arm chair, with her skirt bunched up around her waist and her knickers pulled down to mid thigh? It's checking of homework time. Last time this check was made was two weeks ago. Now Headmaster Tom is hoping for Maggy's sake that she has improved her marks - but he's got her prepared for a bottom warming - just in case. He checks through her homework that she did on a daily basis and finds that she has deteriorated instead of improving. And the biggest mess-up she has made was with an essay. She was supposed to write 500 words on 'The Meaning of ...
Why is Maggy leaning over the back of a wicker arm chair, with her skirt bunched up around her waist and her knickers pulled down to mid thigh? It's checking of homework time. Last time this check was made was two weeks ago. Now Headmaster Tom is hoping for Maggy's sake that she has improved her marks - but he's got her prepared for a bottom warming - just in case. He checks through her homework that she did on a daily basis and finds that she has deteriorated instead of improving. And the biggest mess-up she has made was with an essay. She was supposed to write 500 words on 'The Meaning of life.' She managed 4 words - 'Life is No Picnic.' HM Tom is now out to prove to her that life definitely is no picnic. First he uses his hand to give her bottom a warm up spanking. She squeals and kicks out with her left leg. Then he uses the leather tawse and that really makes her cry out. Finally, he gives her five extra hard strokes - she has to count backwards from five to one. The punishment is over - or is it? She is to remain bent over the back of the wicker armchair. She has two hours to redo all the homework she did during the previous two weeks, including the 500 words essay on 'The Meaning of Life.' Will she get it right this time?
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Bedtime punishment

Bedtime punishment

VideoPhotosStillsKeagen Headmaster TomHand Leather paddle
Members Rating 8.414 Comments
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Misbehaving again

Misbehaving again

VideoPhotosStillsElin Headmaster TomCarpetbeater
Members Rating 8.310 Comments
Elin bringing herself into trouble again! Did she REALLY believe that Headmaster Tom wouldn't find out about her late return, hours after the committed time? Slipping under the covers fully clothed, pretending that she is sleeping since many hours already? Come on Elin, you also believe in Santa?? OF COURSE Headmaster Tom finds out about her stupid plan! Just sad and painful for her buttocks that it takes a thrashing with the wooden paddle first, before she comes out with the truth. Followed by some fierce strokes with the carpet beater, completed by a severe caning, over her jeans and on her bared bottom. This is going to be an unpleasant night for Elin, trying to get some sleep with a blazing red and swollen bottom.
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Snowfight

Snowfight

VideoPhotosStillsMolly MichaelCane
Members Rating 6.714 Comments
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Sentenced to be caned

Sentenced to be caned

VideoPhotosStillsIrelynn Headmaster TomCane
Members Rating 7.211 Comments
Irelynn enters Headmaster Tom's office - she has obviously forgotten something she should have learned yesterday. So he sends her out of the office to try again. There is a knock on his office door and he calls out, 'Come in Irelynn.' Timidly she comes in, however, what else has she forgotten from yesterday? He sends her back out of the office to get it right. Outside the office, she pulls down her jeans and knickers to mid thigh and knocks on the door. 'Enter Irelynn,' he calls. He tells her to go over to the glass-topped coffee table and stand in front of it. She obediently shuffles across ...
Irelynn enters Headmaster Tom's office - she has obviously forgotten something she should have learned yesterday. So he sends her out of the office to try again. There is a knock on his office door and he calls out, 'Come in Irelynn.' Timidly she comes in, however, what else has she forgotten from yesterday? He sends her back out of the office to get it right. Outside the office, she pulls down her jeans and knickers to mid thigh and knocks on the door. 'Enter Irelynn,' he calls. He tells her to go over to the glass-topped coffee table and stand in front of it. She obediently shuffles across the room. 'What do you see on the coffee table?' he asks her. 'Two canes sir.' 'Pull your trousers up again and bend over the table.' She is so nervous her hands are shaking so she fumbles with the zip. Ordering her to go up on her tiptoes, he starts caning her. He gives her six strokes of the cane on her jeans covered bottom. 'Trousers down,' he barks at her, 'and get back in position. The cane strikes her knickered bottom several times. When he pulls her knickers down, she protests, but is told to shut up.
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Be careful!

Be careful!

VideoPhotosStillsElin Headmaster TomHand Belt
Members Rating 8.86 Comments
Elin is working on her laptop - a glass of coke on the table next to her. Headmaster Tom brings her an extremely valuable document that needs some typing doing. He tells her to be very careful as it's the only copy and it's worth thousands of dollars. She promises him to guard it with her life. She's frustrated as the computer is playing up. So, while waving her arms about - oops! She knocks over the glass and the dark liquid spreads across the desk, soaking into the document and dripping down onto the wooden floor. She 's horrified, what can she do? Phoning HM Tom, she tells him there has ...
Elin is working on her laptop - a glass of coke on the table next to her. Headmaster Tom brings her an extremely valuable document that needs some typing doing. He tells her to be very careful as it's the only copy and it's worth thousands of dollars. She promises him to guard it with her life. She's frustrated as the computer is playing up. So, while waving her arms about - oops! She knocks over the glass and the dark liquid spreads across the desk, soaking into the document and dripping down onto the wooden floor. She 's horrified, what can she do? Phoning HM Tom, she tells him there has been an accident. He looks down at the ruined contract and tells her he's not annoyed - he's livid. He contacts Steve and asks if it's possible to provide another contract. To his relief the answer is yes. However, Elin has to be taught to be more careful. He starts off by hand spanking her then tells her to take all her clothes off. She is instructed to lie over the table with a sofa cushion under her tummy. Pulling his belt from its loops - he doubles it and lays it across her already very sore bottom. Time after time, the belt makes contact with her bottom. With a final five extra hard strokes, he tosses the belt down onto the table. Telling her to finish cleaning the floor, he leaves.
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A beautiful belt

A beautiful belt

VideoPhotosStillsMaggy Headmaster TomBelt
Members Rating 5.93 Comments
Headmaster Tom returns to see how Maggy is getting on. She is lying full length over a wooden bench, her knickers are pulled down to just below her bottom, leaving her bare bottom fully exposed. He asks her if she is ready to tell him the truth about how she came to have this beautiful belt hidden in her room. She insists that she bought it with her spending money. He tells her he knows she is lying because he had checked up on the Internet and that belt cost $2 000. Therefore, a quick calculation and she is trying to tell him she saved up for four years for that belt. So why did she buy the ...
Headmaster Tom returns to see how Maggy is getting on. She is lying full length over a wooden bench, her knickers are pulled down to just below her bottom, leaving her bare bottom fully exposed. He asks her if she is ready to tell him the truth about how she came to have this beautiful belt hidden in her room. She insists that she bought it with her spending money. He tells her he knows she is lying because he had checked up on the Internet and that belt cost $2 000. Therefore, a quick calculation and she is trying to tell him she saved up for four years for that belt. So why did she buy the belt? Was it so he could use it on her, as the cheaper belts are no longer having any effect on her? He starts using the belt on her. She yelps and squirms about, so he asks her again for the truth. She stubbornly insists that she bought it. Eventually with her will broken, she admits that she stole it. Now she is going to be punished - ten strokes for stealing and ten for lying to him. By the end of the twenty strokes, her poor bottom is cherry red, with angry welts across it. To further humiliate her, she is told to stand up, then lie full length over the bench but with her feet on either side of it. This allows him to see her shaved pussy. There she is to lie in that position for a further twenty minutes. Poor Maggy what on earth was she thinking when she stole that belt?
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BONUS - Where does this come from?

BONUS - Where does this come from?

PhotosVarious VariousCane
Members Rating 7.42 Comments
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New resident Irelynn

New resident Irelynn

VideoPhotosStillsIrelynn Headmaster TomHand Leather paddle
Members Rating 7.211 Comments
'Irelynn wake up it's Sunday morning.' Headmaster Tom has entered her room and he's there for a purpose. He's come to see if she has anything to report to him. She has been at Girls Boarding School for a week - surely she should have nothing to report. However, she has written the report up and she starts to read it to him. She was late for gym on Monday. He tells her that is not too serious - in fact she'd have got off with a warning - but more was to come. Wearing inappropriate clothing one day. Eating chocolate in bed. One of the house rules at GBS - beds are for sleeping in and only for ...
'Irelynn wake up it's Sunday morning.' Headmaster Tom has entered her room and he's there for a purpose. He's come to see if she has anything to report to him. She has been at Girls Boarding School for a week - surely she should have nothing to report. However, she has written the report up and she starts to read it to him. She was late for gym on Monday. He tells her that is not too serious - in fact she'd have got off with a warning - but more was to come. Wearing inappropriate clothing one day. Eating chocolate in bed. One of the house rules at GBS - beds are for sleeping in and only for sleeping in - not eating or drinking, not for watching TV and not for studying on. When she tells him how she threw a book after a teacher, he is not at all impressed with her. And finally, she accidentally lost her key. All that in a week. She must be punished, so it won't happen again. Putting her over his knee he gives her a hard hand spanking. That is only the beginning of her ordeal. She is asked to make an immediate decision - wooden or leather paddle? She chooses leather. So he brings the leather paddle down from its hook on the wall above her bed. Bending over the end of the bed, with her face in the mattress, her poor sore red bottom is made even more red and sore as the leather paddle makes contact with it. She then has to apologise for each broken rule and promise not to do it again. Still determined to really make her suffer, he strips her bedding off the bed. Now she must stay in bed for the next twelve hours. No going to the toilet, or eating. If there is an emergency she must call him. All she can do to pass the next twelve hours is to sleep.
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Wrong Dresscode

Wrong Dresscode

VideoPhotosStillsElin Headmaster TomHand Cane
Members Rating 9.63 Comments
It's Elin's turn. Headmaster Tom is checking the girls clothing, as he does at regular intervals. He calls her to come in to his office. She comes in without knocking and has to go back out again to get it right this time. She knocks loudly and he calls to her to enter. He's checking everything - not just her clothing. He tells her to get her fingernails cut and to wash her hair every two days. Her shoes are a couple of years old, so he makes a note to get her new ones. Then he objects to her socks being dirty and they should be washed regularly. But when he asks to see her bra, she hesitates ...
It's Elin's turn. Headmaster Tom is checking the girls clothing, as he does at regular intervals. He calls her to come in to his office. She comes in without knocking and has to go back out again to get it right this time. She knocks loudly and he calls to her to enter. He's checking everything - not just her clothing. He tells her to get her fingernails cut and to wash her hair every two days. Her shoes are a couple of years old, so he makes a note to get her new ones. Then he objects to her socks being dirty and they should be washed regularly. But when he asks to see her bra, she hesitates too long. This sounds warning bells, so when she unbuttons her blouse, he's not surprised to see her wearing a bra that is definitely not a suitable bra for a student at Girls Boarding School. However, worse is to come - she baulks at showing him her knickers, but he insists on her raising her skirt - this reveals that she has none on. HM Tom is disgusted. He believes that she wants him to see her with no knickers on and so spank her. Anyway, being a fair man he gives her her wish. Firstly, a hand spanking over his knee - followed by six strokes of the thin cane. She then has to ask him nicely to please use the thicker cane on her bare bottom. She has a very red striped bottom by the time the twelfth stroke has landed.
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Keagen's Punishment Day

Keagen's Punishment Day

VideoPhotosStillsKeagen Headmaster TomWooden paddle
Members Rating 7.87 Comments
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Comments from our Members

From MeAgain

Late Again

Every time when I am almost about pressing the cancel button you are bringing a Headmaster Tom movie again. Good timing again *lol*. P.S. Tom you look GREAT!!!From biglove

Kelly's failure

Headmaster Tom really whipped her butt. I hope she passes her test next time. Ouch what a butt whippin she took.From John S.

Single Malt

Another nice video with Elin!!! She is delicious and this story is really good. Nice work!
From troubador

Vanessa Stealing Money

My god - those back-dimples are to DIE for!!From clancy13

Stealing will not be tolerated

kissie is just about perfect. Pretty face, terrific legs, gorgeous ass and cute tits, i think. She would be perfect with full front complete nude so we can see those great tits. That's the only way to make the almost perfect perfectRead More

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