53.
Over the coming days, it was Mitch’s duty to ferry food and other items back and forth to room nine. It was a difficult time for him. Unable to gain any sexual satisfaction himself, he had to watch Meredith squirming and moaning under the unceasing ministrations of the milking apparatus. On the occasions he witnessed one of Meredith’s explosive orgasms, the discomfort became almost intolerable. His frustration was compounded by the fact that all three boys were spending the period living in at P & S. It had seemed the obvious solution. They shared a large room, their beds arranged in three of the corners, the door in the fourth. It wouldn’t have been such a problem had it not been for the Meredith project. Shirley wanted to increase his intake of sperm, so she made it clear she would be happy for the boys to generate as much as they could. They were supplied with condoms, and a miniature fridge for storage. She even suggested a small premium for each load. The result was, that Sam and Jasper were at it half the night, driving Mitch mad.
However, Meredith was definitely responding to treatment. The recordings he was forced to listen to had been replaced. Sam and Jasper didn’t know it, but each of them had a hidden microphone next to his bed, recording the intimacies of their nightly pastime. Yulya enjoyed explaining to Meredith, as he was imbibing his daily milkshake one evening, that the boys he had been listening to all day had been in the process of contributing to it! When he wasn’t strapped down, that is, during the night, he was dressed in panties and a short nightie, and given light makeup and a squirt of scent. His reluctance lessened daily, and Yulya was always careful to offer him a choice of panties, lipstick and perfume, until he got used to choosing his own.
After a couple more days of therapy, Yulya noticed his resistance to being milked was also diminishing. And soon, instead of fighting the machine, he rather seemed to relish its operation. One day, before Yulya fitted him with his sissifier, he asked if the speed could be reduced slightly. It seemed to her that he wanted to savour its sensations. And when he discovered the pump could be programmed to operate randomly, he chose that option, as being more exciting. He no longer objected to his evening bottle, but willingly turned his head for Yulya to connect him up. And he clearly liked it when she told him that Sam or Jasper had made the greater contribution. He even started asking for the addition of a little strawberry or banana syrup, and Yulya had to keep bottles to hand!
Then one night, Sam and Jasper were masturbating in unison, working each other up into a frenzy. Mitch hated it when they did that. He had to listen to every word of their obscene ramblings. On this occasion, Jasper was fantasizing about Yulya.
“You know what I want?” (gasp, moan) “I want to look up her skirt, to see if she wears rubber panties as well! Imagine…”
“Bet she does, mate,” (aah!) “Know what? Bet she wears…latex panties with a big dil-do inside her!”
“Two big dil-dos! With vibrators! That’s why she’s so….(ooh)…hot, all the time!”
“Imagine what a blow job from her would be like…”
“Know what?” (ah…ah…ah) “I’d rather have a blowjob from…Meredith!”
“Jasper, mate, you’re not serious…”
“No, it’s not…(gasp)…imagine that big idiot, down on his knees, begging to let him suc-k your prick…being your bitch…”
“He’s had plenty of practice, anyway. Yulya told me…(aaah)…that he swallows our spunk every night like he can’t get enough…”
“Yeah. I wanna see that. But most of all, I want to feed him straight from my…oh, god, I’m c-umming! Aaaah…..”
When this conversation was added to Meredith’s daily entertainment, Yulya sat by him to see what his reaction might be. She had turned the volume up full, so she could just hear the recordings. She wasn’t disappointed, and she was soon knocking at Shirley’s door.
“Miss Shirley! I just play Meredith the tape, yes? The one…”
“Yes, I know. And?”
“Eyes get big. Then big…”whooo”…and big, big orgasm! You think…?”
“Interesting. It's possible. We may have turned the corner. Tomorrow I think we’ll run a test. Let me work it out…”
The test had to be very carefully choreographed. First, Jasper was summoned to Shirley’s office.
“Jasper, have a seat. I have to thank you for all your considerable efforts so far in respect of Meredith’s training. I’m very grateful. But I need to ask for your assistance in the next stage.”
“Anything I can do to help, miss.”
“Right. Well, we have reached a point where we need to carry out an assessment of his progress. Tomorrow he will have a day off from his usual routine. He will go for lunch in the canteen at two – that’s a little later than usual – and we would like you to be there too. Strike up a conversation. He may do it himself. If he seems amenable, ask him if he’d like to come and see your new playroom. He may not agree. But in case he does, we’ll set up room twelve with a bed and some toys and teddy bears and things and some soft rugs. There’ll be a key in the door if you need to lock it. We’ll dress you attractively, of course. See if you can find out whether he’s beginning to get more interested in boys and less in girls. Do it subtly, of course. Sound him out, if you can. You probably won't get much out of him, but the smallest thing may be of significance. I trust you. You're an intelligent boy. You'd make a very good spy!”
“Do you think he’s changed then?”
“We just don’t know. It’ll be up to you to find out what you can. Will you do that for us? There’ll be a bonus, of course.”
“I’d do it without a bonus, miss. I think if you have…you know, adjusted his…er, interests, it would be so clever…”
“Good boy. See Mandy about one tomorrow. She’ll have everything ready.”
That evening, after Meredith had finished his milkshake, Yulya removed his sissifier and sat down beside him.
“Meredith. You been very good boy. Miss Shirley give you day off tomorrow.”
He looked at her, puzzled.
“Hear what I say? Day off! No milking, no milkshake. Walk around, see gardens and everything.”
“Oh, okay. But why…?”
“Reward for good behaviour.”
“Really, I’m fine. I haven’t done anything.”
“And she found pretty dress for you. I show you.”
She went to the changing room, and came back with a pink satin party dress – long sleeves with cuffs, round neck, sash and bow at the waist, short bouncy skirt.
“And you have matching panties, white stockings and black shiny Mary Janes! Do you like?”
Meredith stared. Apart from his night attire he had been deprived of any decent clothing for so long. And this dress…he had never worn a dress, but the idea of it…somehow exciting…
“I guess….”
“Feel it.”
“It’s so smooth and silky…it is nice…”
“Wear tomorrow. See if you like.”
The next day, Jasper was waiting outside Mandy’s office at one sharp. She summoned him in.
“Good afternoon, Jasper.”
“Good afternoon, miss.”
“You know your mission. I have your clothes here. I’m going to get a coffee. You can change here while I’m away.”
It was a simple outfit. White blouse with puffed sleeves and a lace collar. Long white socks and black patent leather shoes with silver buckles. Red spandex hot pants – with bib and straps and big white buttons – with a ring-pull zip on the front. No underclothes.
“Phew,” said Jasper to himself, once he had dressed. “I look like a cross between Little Lord Fauntleroy and Red Riding Hood! And these hot pants don’t exactly hide anything. Well, if he has changed, this will be a good test of it, I guess. Though I wish it were Mitch I was trying to seduce...”