This serious matron knows exactly how to deal with misbehavior at the Boys Boarding School. First she orders the culprit to lower his trousers and then positions him atop his bed at the perfect horizontal level for her cane.
Taking her time and without a shred of mercy, she applies crimson welts from his gluteous minimus all the way down to his tender sit spot (which receives especially harsh attention).
No doubt the lad’s hard classroom chair will be even more uncomfortable than normal when he tries to sit down in the morning.

Yesterday one of our readers posted his fantasy about Dana Specht dressed as a drill sergeant.
We just happened to have this photo in the file, so we thought we’d share.
Dana may not be wearing an actual drill sergeant’s uniform, but hopefully he’ll enjoy it anyway.
Miss Jessica Wood has an interesting proposition for her male subbie — one that might allow him to actually spank her!
Miss Jessica has two dice and different punishments written on the back of several cards. Whoever rolls the highest dice number gets to administer a punishment to the other person.
Her sub thinks it’s a great idea and they start rolling dice. He doesn’t seem that lucky, but you never know…
We’ve added yet another kinky Q&A to our Interviews section. This time we chat with the spanking model, video producer and professional disciplinarian known as Miss Jessica.
Click Here to learn a bit more about this raven-haired enforcer and why she favors certain CP implements over others. (Here’s a hint: They hurt more.)
Miss Shuttle of School Mistress Fantasy has been reviewing your dismal scores for the last term, and she has concluded that you are simply NOT living up to your academic potential. Since her job is to motivate as well as instruct, she feels that a dozen red marks across your backside now might lead to fewer red marks on your test papers in the future.
Please lower your trousers and place your forearms on the desk.
After receiving almost 200 cane strokes — both fast and slow — across his behind, this poor little subbie will think twice about visiting Miss Jessica Wood without a proper offering.
First he didn’t bring flowers, so Miss Jessica punished him with 12 strokes of the rattan. Then he said he didn’t have time to buy chocolates, which earned him another 24.
When Miss Jessica asked about the perfume he promised from last time, he lied and said they didn’t have it at the shop. Miss Jessica gave him 100 cuts for that.
Finally Miss Jessica asked for the gorgeous little negligee she pointed out on a website for him. He didn’t follow through with that either, so she awarded him another 50 strokes on his welted backside.
Hopefully that lengthy chastisement will remind him to bring a few tokens of appreciation next time.
Miss Bailey of School Mistress Fantasy has many tools for training and controling her male students. Her manner of dress, her demeanor and her strict application of the rod are used both singly and in conjunction to keep young men off balance and supple to her will.
Here she reveals a hint of skin above her stockings while flexing the cane over her thigh, simultaneously projecting both her sexual power and her institutional authority. It’s a two-prong technique that’s guaranteed to have even the stoutest lad fumbling nervously as he lowers his trousers for punishment.
Spanking model Amelia Jane Rutherford puts on her angry face again to play the strict Miss DuBois for School Mistress Fantasy.
Once Miss DuBois starts waving her finger in the air like that, the cane won’t be far behind.
Jessica Wood is constantly adding updates to the members’ area of her spanking and FemDom site. Here’s a recent addition for all you institutional-discipline aficionados.
Officer Jones has been failing the fitness tests for seven months, so Miss Jessica dishes out a firm punishment to encourage him.
The ordeal begins with 12 blow from the heavy wooden paddle, applied nice and hard. This is followed by proper judicial punishment: Fifty strokes of the cane and a thorough reprimanding.
The instructors at School Mistress Fantasy have an insidious plan to ensure that their male students receive frequent, painful thrashings.
They purposely flaunt their beauty — dressing provocatively in shimmering, sheer blouses and short, fluttery skirts — and then beat their charges without mercy when they catch them leering.
Did Miss James just see you staring at her stockinged legs? That will mean six of the best with your trousers down.











