“Quickly!” I admonished. “What is it to be. Do you want to wear a pad in your knickers?”

He hung his head. “A pad, please, Miss.”

“Louder!” I commanded.

“Can I have a pad in my knickers, please, Miss?”

Naomi smiled her wicked smile and ushered the wretch off her lap. He stood with his knickers round his knees as I handed her an ultra night-time pad. She forced him to spread his legs so that his knickers were stretched between his knees. Then she took the pad out of its packet and secured it in place in his knickers. She then pulled his knickers up for him, patting his bottom when they were in place.

“Now,” I said, “I want you to walk up and down the room here so that you can feel what it’s like having a pad in your knickers. Do it now!”

He smoothed his dress down to cover his knickers and did as he was told.

“More ladylike!” I commanded. “Take smaller steps, like a girl does. You don’t want to look like a man in girly clothes, do you?”

Humiliated, he lowered his head in submission and proceeded to take smaller, more feminine steps. He looked ridiculous, of course, and Naomi and I both laughed at his predicament.

“That’s better! Now, once again, and I want you to walk up and down, but this time I want you to walk like a catwalk model, putting one foot directly in front of the other, small, mincing steps, like the little girl you are!”

He tried his best, poor darling, but he was hopeless at it. After only a few steps he tripped over his feet and fell to the floor, his dress riding up over his waist as he did so.

“Dear me!” I exclaimed. “That’s not very ladylike, is it? Perhaps you need another spanking to teach you the error of your ways?”

He pleaded with me not to spank him again, but with him now very much at my mercy I was determined that he should suffer as much as possible.

“Naomi”, I purred, “I don’t think he’s trying hard enough to be feminine. Would you be kind enough to put him across your lap again for another spanking?”

Of course Naomi readily agreed, grabbing him by the arm before sitting down and hauling him across her lap. She lifted his dress and tugged his knickers down, exposing his still very red bottom. I handed her the spanking paddle, and she proceeded to give him another twelve hard spanks.

“Shall we try again?” I asked.

Without saying a word he tugged his knickers back up and proceeded to mince up and down the room, trying his best to be girly.

I had wondered whether the pad rubbing against his bottom and boy bits might produce a reaction, and sure enough when he stood still it was obvious, even through his dress, that he was tenting his knickers.

“What’s this?” I barked. “Do you dare to tent your knickers when you’re being punished?” He quickly moved his hands to cover his unsightly bulge, but I slapped them away.

“Lift your dress!” I commanded, and he meekly did so. It was very obvious that he had become quite aroused by the pad rubbing him in his knickers.

“You’re a very naughty girl! How dare you tent your knickers like that?! We need to take care of that before you make a little sticky mess in your knickers. So, you have two choices. You can pour this glass of cold water over it, or I can slap it with the spanking paddle. Which is it to be?”

His face was a picture. The thought of being spanked in such a painful way was too much for him. He took the glass of cold water and poured it over his tumescence.

It had the desired effect, and it quickly shrank back into his knickers. But his humiliation was far from over.

I walked over to him and patted the front of his knickers.

“Oh dear” I said. “It seems you’ve wet your knickers. And you know what happens to little girls who wet their knickers, don’t you?”