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Chapter 6 by BossesFriggleBerry BossesFriggleBerry

The next day

Taking some more

Jane wanted some more of her brothers size. She wanted her breasts to be as big as possible, and his penis to get as tiny as possible. She always wanted to put him in his place for the endless teasing about how girly she was, only to make fun of her lack of breasts as they got older. So she felt he deserved to have his manhood taken away. Since today was Sunday, their parents weren't getting up for another hour at least, so Jane sneaked into her brothers room only wearing a thin white T-Shirt and red panties. Her breasts were now about a C-Cup, and his dick was now 16cm, or 6 In. She intended on making him cum as often as possible. She was also excited to see how feminine the rest of his body would get.

Jake was still sleeping when she stepped in. She wasn't able to tell with the covers on but she thought he might have morning wood. She walked to the side of his bed and got under the covers with him. Now she could see herself. Yep. She gently grabbed it through his underwear and noticed he was rock hard. Only moments after touching it, his cock started leaking precum. After only a couple seconds holding, the entire head was soaked. "Oh my god!" She whispered in excitement, letting go. He was gonna be a total prejac in at most 2 days. She'd be surprised if he didn't start cumming himself looking at her by then.

"Hey." She whispered into Jake's ear

"Hmmm?"

"Good morning. How'd you sleep?"

"Hmmm. Hm? Oh. Good morning Jane... Wait what about yelling for Dad?"

"Don't worry. You'll only be in trouble if you don't give me what I want." Jane told him in a low tone as she once again grabbing his cock.

"Hey!" He said reaching down to grab her hand, but of his hand stopped just shy of hers.

"Oh."

"I told you. It's MINE now. Since it's mine, I get to tell you when you do or don't cum." She said, gently stroking up and down. By this point he was leaking ungodly amounts of precum. The entire fly area of his boxer briefs were now completely soaked.

"Mmmmm. Well that's not so bad."

"Do you want it to be?" She joked as she gripped tighter

"Nnngh!"

With that, he blew his load once again into his underwear, and according to the rules, this load was bigger than the last. His undies were already quite wet from the pre, but at this point the entire front of his underwear was wet.

Jane kept stroking and made sure it was pleasurable for him this time. She did want to ruin some of his last orgasms with an average size penis, but she also wanted it to be at least somewhat enjoyable for him. After a few seconds of slowing down, she opened her palm to see all the cum that stuck to her fingers. She then licked it all off.

Jane felt her breasts grow some more. This time with the loose T-Shirt it wasn't as apparent how much they had grown. But Jake has become slightly more feminine, and his penis had decreased in size again. Now only 15cm or just under 6 Inches. His cock was now VERY noticeably smaller to him.

"AHH! You said it shrinks when I cum!? And I get more feminine? How is that possible with just hypnotizing?"

"Umm... Well it isn't. I made you believe it's happening. So as far as you can tell, it is."

Jane was lying. All this was happening because of the RuleBook. He would soon be a cute little femboy for real.

"Heheheh. I wanna see how small it's gotten by now. How big were you before yesterday?"

"Uhuhuhmmm. Why should tell you? If you're just gonna shrink it."

"Tell me or I'll make you cum again."

"That's hardly a threat"

"Tell me or I'll hypnotize you to make orgasms painful."

"W-What? No!."

"Look at your cock! Look at it! It's gotten smaller and you can't deny it! I'll make it so every orgasm hurts AND make you cum from the slightest touch!"

"Jesus Christ! Fine! It was about 9 inches."

"Hah! Really? Nine huh? Haha. Ok. Well how about I 'borrow' your ruler again"

Jane got out of his bed and grabbed a ruler from his backpack. For... some reason, there was a small mark at about 7 inches.

"What's this?" Jane asked, pointing at the small mark on the ruler trying not to laugh.

"Ugh. Yeah I was 7 inches."

"You're playing with fire here. 7 inches is above average. You have nothing to gain by lying about this."

"7 is above average?? I thought average was about 9!"

"God damn. You gotta stop watching so much porn. Good thing I'm here to set you right."

Jane approached Jake, and yanked the covers off, exposing his still moist underwear.

"Ew. Pull them down."

Jake reluctantly obeyed and pushed his undies down by the waistband, and his cock sprung free.

"It's not all the way hard. Maybe a little help? I can't really touch it myself."

"Ooh! Once sec!" Jane exclaimed before scurrying off to her bedroom. She added another rule to the RuleBook.

'Any time I snap my fingers, Jake will instantly get hard and be held on the edge of orgasm until I snap my fingers once again.'

And another

'Jake secretly loves all the changes I'm putting him through. He can't admit it until his cock has only 2 inches left.'

She was sure to write a handful of other rules to ensure she wouldn't lose the RuleBook.

Jane quietly stepped back into Jake's room and grabbed the ruler once again. She placed the ruler at the base of his cock and snapped her fingers

"Ayyee!" Jake yiped as his dick suddenly got fully erect again only 1 minute after orgasm.

"Don't be such a boob."

"Don't hah- Hold it s-so close. I'm-mmmmm gonna cum again-N-n-N!"

"No you wont."

She could now take a closer look at the numbers.

"Hmm. Yep. Smaller. 5.9 inches. That's a whole inch gone forever! Bye bye!"

"S-s-stop! Stop it! I don't want thiss-ss." The rule Jane added moments prior made sure he'd say this. Luckily for him, this WAS what he wanted before the rules had changed, and he was living out his fantasy.

"I know you do. I asked for your permission while you were under my hypnosis. You said you'd deny it. But it's what you truly want deep inside."

"N-N-No! I don't..."

Jane snapped her fingers again after removing the ruler. Jake's dick instantly went back to how it was before she had snapped. About 60% erect, recovering from orgasm.

"Ooooh. Ahhhhhhh. Haha. Wow." Jake let out in relief as he felt the unstoppable magic erection be disabled.

"I want you to wear my panties today," Jane explained as she removed her panties, exposing her vagina directly to Jake.

"And I don't wanna find out you took them off for anything but using the bathroom, ok? I'll let you know when you're done.

Jake was staring directly at her pussy, only barely absorbing the information.

Jane tossed her panties directly at his face and it landed perfectly on his nose.

"You can also take em off to sniff them. I'm not too cruel." She said, winking on her way out of his room.

Jake waited for her to fully close the door. The moment it slowly.... creaked... into position... He immediately grabbed them and took a hearty whiff.

What's next?

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