Chapter 381.
When Connie was satisfied, she sent Tim back into the other living room to await instructions.
“I think Cressida will be happy with what we’ve got so far,” she remarked, scrolling through her phone. She changed the video card in the camera. “I’ll grab some vidcaps from here later, too. With all our snaps she’ll have plenty of images to choose from.”
“Why did she want a video as well?” asked Bridget.
“Basically, I think, as training material for the staff. As to what’s coming next, goodness knows what her plans are!”
“He’s had an easy time of it so far,” sneered Frieda.
“He certainly has,” remarked Bridget. “We’ve treated him like a friend – a guest, almost. But now we have to get down to serious business. He’s not going to like it…” She smiled thoughtfully. “Well, I suppose actually he may…”
“It’s going to be intense,” said Connie. “We only have a few days, and in that time we have to step up from mere coercion to conditioning him to accept any instruction and to perform any act, however humiliating, until a positive response is programmed into him, until he obeys without question, even without thinking. It’s a tall order, but if we succeed we get all the perks Cressida promised us. We becoming a branch of the firm, and have free rein with all the trainees.”
“Once he realises there’s no alternative, no escape…”
“Exactly, Frieda. He must lose hope entirely, and accept that his future is only with ESDS.”
They sat silent for a moment, contemplating the task ahead. Then Connie rose.
“Everything ready? Right. Let’s begin. We’ll start gently.”
She disappeared into the next room. Tim was waiting patiently, hands clasped in front of him.
“You’re a lucky boy, Tim.” (Despite his recent accession to adulthood, it had been agreed he would always be addressed as “boy”.) “Let’s get you undressed. You’re going to be a pageboy again for the rest of the evening.”
She helped him off with his maid’s uniform. Tim felt relieved. He was still smarting from the ordeal having to show off his panties. When he was naked, Connie started unpacking another Fantastex box.
“Pageboy outfit mark two.”
“Mark two?” queried Tim.
“Modified shorts. Zip fly…I bet you’ll make good use of that,” she smirked. What she was thinking of Tim had no idea. “And a couple of little appendages.”
The “little appendages” turned out to be a rubber butt-plug welded to the inside seam, a short slim stalk terminating in a small, smooth rubber egg, and a rubber retaining loop attached to the crotch. Connie was enjoying herself now. She pulled on a pair of surgical gloves.
“Step in…there we are…now, lean forward a little…hands on the back of the chair…” She picked up a tube of lube, squeezed some out onto the egg, and smeared it over. “Keep still… In it goes… Relax, Tim, for goodness sake! There…one last push…” Tim flinched. “Done. A bit cold, was it? I keep the lube in the fridge these days… Now the loop…excuse my fingers… Pop everything through… There you go? Is that comfortable? No? Never mind, you’ll soon get used to it.”
Alas, he knew he would. That wasn’t the issue. After all the handling, he could feel himself beginning to swell, and the retaining loop behind his balls wasn’t helping.
“Yes, thank you, miss…”
“You don’t sound very sure. Didn’t the girls at ESDS make you wear training pants? Apparently not. They should have done. These are the most basic modifications. A small smooth plug and a single retaining loop. We’ll move onto something more advanced, but all in good time. Deportment comes first, Tim. You can’t do justice to a smart costume if you’re slouching or walking carelessly. The plug will keep your back nice and straight, and ensure you walk with small, pretty steps, whether you’re a pageboy or a maid. So we’ll make it a fixture from now on. The retaining loop? Well, if you’re genuinely proud of your boyhood you should let everyone see it. Your pride, that is. You’re getting more grown up now. You can’t hide your light under a bushel any longer. Do you agree?”
“Yes, miss…”
She glanced down at the growing bulge in the front of his shorts, and gave a faint nod of satisfaction. “That’s better, isn’t it?”
She adjusted his shorts, tugged down the frills, slipped the belt through the loops, and buckled it up.
“Look at you! A proper pageboy! Super. Let’s go show the others.”
She took his hand and led him back into the smaller living room. Bridget and Frieda were sitting on the sofa, looking smug. There were three glasses of wine on the table, and two bowls of snacks, as if they were getting ready to watch their favourite serial. Connie ushered him back onto the steel plate and reattached the ankle chain. Then she took a seat next to her friends. Frieda handed her a remote.
“Now, Tim, let me explain. That little egg contains a vibrator and a rechargeable cell. I can make it vibrate fast or slow, and gently or not so gently. Let me give you a demonstration.”
She pressed a button. Tim gasped, and squirmed like a hooked fish. The women burst out laughing.
“Oops, sorry… I accidentally put it on the highest setting. Let’s try number one…no, two. How does that feel?”
The gentle but relentless purring of the plug transmitted itself to the whole of his lower abdomen. He felt his erection growing, slowly but surely. He clasped his hands in front of him, pressed against his hardening boyhood. He looked at Connie pleadingly, but he could see from the satisfied expression on her face there was to be no respite. He tried to move his feet but the chains held him fast. He tried to breathe slowly, and pressed his thighs together in a vain attempt at resistance.
Connie smiled. “Just relax… Enjoy it. Now we have you where we want you, we need to ask a few questions. You must answer truthfully, though. Every time you lie I shall turn your vibrator up one notch. Understand?”
“Yes, miss… I won’t lie… Honestly…”