their bottoms and submit to discipline to help them learn to be good little girls for their husbands or papas.”
“Please!” the young woman begged again as Charles moved toward the large urn. As he selected the cane he would use, she began to sob harder.
“I… I won’t be naughty again! I promise I will be a good little girl. Please, please, ma’am, please won’t you just paddle me? Please, oh God, please don’t let him cane me!” Willamena begged.
Charles was struck by how quickly the woman had changed. She was no longer the dignified Baroness Johansson, she was simply Willamena, a little girl who had been very naughty and knew she would be punished for her choices. He watched as Eleanor guided her errant pupil to the settee and turned her to face it.
“You’ve already been spanked and paddled to no avail, little one. I’m afraid we both know you’ve earned a good, sound caning, Willamena. Now, little one, remove your drawers and lift your skirts for Professor Lloyds. You need to show us how sorry you truly are by submitting yourself to your punishment. You will feel far better after you’ve paid the price for your naughtiness,” Eleanor said.
Charles watched as the young woman sobbed but obeyed. She soon had her drawers untied and after they dropped to the floor, she stepped out of them, bending to pick them up and folding them before handing them to Eleanor. Charles watched as Willamena took a deep breath before reaching for the hem of her skirts. She gave him one last look, her eyes shining with her tears, her lower lip trembling as she silently begged for mercy. Charles felt a moment’s hesitation as he saw her tear-stained face. He understood that if he were officially offered the position of headmaster, many a young woman would be making a tearful plea for forgiveness when sent to his office for corporal discipline. Charles realized that Eleanor was watching his every move. Though he vividly remembered smacking Lucille’s bottom, he knew it had gone mostly unnoticed by the girl. By the time he was done here, though, he knew that Willamena would be very aware that she had been soundly disciplined. He steeled himself to do his duty to the best of his ability.
“Skirts well up, miss,” Charles said, and then pointed at the settee with the cane. “Bend right over, elbows on the settee and lift your bottom high,” he further instructed. He didn’t realize he was holding his breath until the young woman sobbed, but bent over the settee after pulling her skirts up. Charles saw her well-rounded bottom pushed toward him. He briefly compared hers to that of Lucille’s he’d seen in a similar position when he’d witnessed the strapping given to her by her guardian. Whereas Lucille’s bottom was much smaller and heart-shaped, Willamena’s was much broader and far plumper. Charles quickly realized that just as every individual was different, he would soon have the opportunity to compare many a naked posterior if he earned the position of headmaster.
“Onto your elbows, Willamena,” Eleanor reminded her, and Charles knew she was also reminding him to make sure his instructions were always followed. Charles felt his throat tighten as he watched her lower her elbows to the settee, which both lifted her bottom and caused it to push further out into the room. He glanced at Eleanor to see her give him a nod.
Charles took a deep breath and lifted the cane. He remembered the lessons with the pillow and stepped forward to carefully measure the distance needed. As he lowered the cane to press against the offered buttocks of Baroness Johansson, he felt a calm descend over him.
“Stay in position, Willamena,” he said sternly. “Your behavior has earned you a dozen. Extra strokes will be added if you fail in your duty to submit properly to your discipline. You’ve admitted your naughtiness and it is time for your bottom to pay the price with a proper caning. Are you ready to begin, young lady?” Charles made sure he spoke in a firm, no-nonsense way. He wanted the woman to understand he was going to do exactly as her husband would wish.
Willamena gave a sob. “Yes, sir, I’m so sorry I was naughty, sir.”
Charles nodded and tapped the cane gently against her buttocks. “I know you are, but we are here to take care of that naughtiness. Relax your bottom, baroness, let your buttocks hang loose so that each stroke will