Many

Your suffering student shrieks wildly after each of the next three lashes, then you notice that she's clenched her fists behind her head with the effort to remain in position, gripping her hair desperately.

"Relax those hands! I don't want to see any fists when I'm chastening a young lady."

"Ohhh, I'm sooory, Professor. Pleeeease whip me again!"

She manages to hold out until you give her two strokes directly on her nipple in quick succession, at which point she twists to one side, elbows coming forwards, although she somehow keeps her hands in position behind her head. You tut.

"Another ten, Lorna," you say, sounding almost sad. When she shoves her boobs out again, you repeat the lash with even greater **** and then add the next in the same spot. The slender brunette howls and doubles over in agony, so you add ten more.

You've not even finished one tit before she flinches again, pulling her arms down over her chest. She keeps apologising profusely for her weakness, but that's not much good when she can't modify her behaviour. You top the total number of lashes up to a round hundred, not counting repeats and offer the miscreant a way out.

"This doesn't seem to be going well," you tell the wailing woman. "Would you like to change your mind and be restrained in return for doubling your punishment?"

She sobs incoherently, nodding in the affirmative whilst she tries to **** the words out of her mouth. You wait patiently for her to reply intelligibly, happy with your work. You have a justified reputation for strict and severe punishment, but that reputation means you rarely have to employ such harsh measures. In some ways, you've mellowed since the first days after finding the Rulebook, but you can still give a merciless flogging when required and it's all the more fun for not happening every day.

When Lorna finally manages to beg for her chastisement to be doubled, you escort her over to the whipping post and restrain her, explaining that due to time constraints, you plan just to finish her first hundred today and have her back tomorrow for the rest. What you don't say, but she no doubt realizes, is that the break will make her mortified flesh even more sensitive for the second half.

Once the student is properly secured, slim torso pressed firmly against the upright, arms outstretched along the crossbar, tightly bound at wrist, elbow, shoulder, thigh, knee and ankle, you proceed with the remainder of her titty whipping. Sobs muffled by a mushroom gag soon become muffled screams, but you're pleased to note that she can hardly move and it's easy to aim the next lash.

After thrashing both boobies purple, you move round towards her back. Whipping under her armpit keeps the exercise interesting, since it allows you to use your skill to target the lash underneath the crossbar. Happily, you're still able to strike exactly where you aim, leaving a welt from the middle of the pit itself, across ribs just barely visible beneath tautened skin, down her side to the jut of her hip. It's a shame no other disciplinarians are there to see your control and the ease with which you're able to torment any part of her body you desire.

If Lorna had been expecting the pain to recede at all, she would have been disappointed, because armpits can be every bit as tender as breasts and her back has been sensitized by the earlier beating. Soon, you fall into a rhythm. The whip connects, tracing a line of agony more or less over the top of an earlier stripe. Lorna shrieks into the gag, body tensing, but unable to escape the maddening torment. Slowly, she relaxes, screams turning to agonized moans and you repeat, leaving another weal.

You complete the chastisement with a second demonstration of accuracy beneath Lorna's left armpit and are pleased that she still reacts to every lash, even after such a prolonged punishment. As you reach the hundredth stroke, their recipient is nearly hysterical, thrashing helplessly against her bonds. Checking her skin with your hands causes still more torment, but you're satisfied that despite the huge number of lashes, she's still in good shape and will easily be able to take the rest tomorrow, as promised.

Leaving the girl in position for now, since she'd probably collapse if you untied her, you return the whip to your store and pick up the cane again. Anthea has stopped crying and stares glumly over the back of the chair where she's been kneeling whilst you attend to her companion, knowing her share of suffering is far from over.