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23. Amber's Rule

22. Lipstick challenge Failed.

21. To the Cafeteria

20. Daring Escape (Alternate)

19. Sissy Curse: Womanly Figure

18. Asking for Help

17. Sissy Curse: Gym Class

16. Getting Changed

15. Gym Class

14. Jon's new...

13. After class

12. Class with Sarah

11. Walk Like a Lady

10. Time for School

9. Sissy Curse: Lips

8. Finding Karyn

7. Hair Styling

6. The Sissy Curse.

5. A Sister's Curse

4. The next morning

Sissy Curse: Amber's Rule

avatar on 2020-05-25 19:03:54

2200 hits, 198 views, 4 upvotes.

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"Now Jenna... where were we? I've got my own rule for you." Amber said, thinking things over. "Since you clearly need practice with makeup, I think that should be where we pay attention."

Jon gulped, worried about what was coming. Amber passed him the compact mirror, the cloth, and the lipstick.

"Hold onto those, you're going to need them." Amber said, quickly turning to Sarah. "Are you OK with Jenna keeping that lipstick for now? I know it's yours."

Sarah shrugged. "Fine by me. I'm not wearing that colour today, and I'm headed to the mall later anyway."

Amber smiled. "OK then, I'll grab you a new one."

"Deal." Sarah nodded. "So what's Jon's-"

"It's Jenna." Jon interrupted, it felt like that was going to become some form of reflex.

"Fine, what's Jenna's new rule going to be?" Sarah finished.

"Simple. I must regularly check and maintain my makeup." Amber said. "In other words Jenna, you'll need to check your makeup in the mirror from time to time, and if it needs doing, then you'll need to reapply."

"Erm, how regularly are we talking?" Jon asked.

"We're not talking every five minutes, sissy." Sarah replied. "Let's say, between periods would be a good start while you're here in school."

"That sounds good." Amber agreed. "A good time to check is when you go to the bathroom as well. Just be glad it's only lipstick you've got to keep on top of right now."

The rest of the lunch period continued on like it had done up to this point. Stuck with Amber and Sarah the whole time, they had forced Jon to practice putting on lipstick until it was time to head out to the next subject. They'd also made sure to have him write his new rule down. After several attempts, Jon had managed to meet the pair's standards.

"Well done Jenna." Amber beamed.

"Bet you wish you got it right earlier, eh sissy?" Sarah grinned.

"Where's the point where I get treated like a sissy instead of a girl?" Jon asked.

"You don't know?" Amber replied. "That's too important for you to not know."

She got Jon to put the notebook out on the table, rules in plain view. Jon looked them over.

  1. Behave and I become a girl. Misbehave and I become a sissy.
  2. I must keep my hair styled and presentable at all times. - SISSY RULE
  3. If I'm around other people, I need to be wearing lipstick. - SISSY RULE
  4. I must walk like a lady at all times.
  5. I am not allowed to wear men's shirts. -SISSY RULE
  6. My name is Jenna, not Jon. I must also use female pronouns. I must correct people who use the wrong name or pronouns when talking to me.
  7. I must wear a bra at all times.
  8. My bra must be filled at all times.
  9. I must use the girl's bathroom when considered a girl, and the boy's bathroom when considered a sissy.
  10. I must regularly check and maintain my makeup.

"We can ignore rule one for this, since it's not really one we can flip. As for the others? If there are more Sissy Rules than Girl Rules, then you're a sissy, not a girl." Amber explained. "In other words, if you misbehave too much and two more rules are flipped before enough new ones are added, then you'll be a sissy until you get more girl rules put in."

Jon thought about it. He'd tried to keep his hair in a boy's style, so it was flipped and now had to be really girly (thankfully his hair wasn't long enough to use against him). Lipstick was easy enough to flip, so swapping it for a more more eye-catching and girly colour was a quick and easy change. The shirt rule was flipped because Sarah was helping Amber during her time with him leaving him stuck with shirts even regular girls would be put off by. It looked a lot like context was an important part, at least it was with Amber and Sarah.

When it came to the end of lunch period though, Jon was reluctant to head out on his own. He had History Class next, and he did not want to find out who he'd be 'learning' from while there.




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