For this to work, Olivia had to get the cooperation of her brother. It would be him who had to get mother's permission to join the league. Most importantly it had to be him who got a check up by the doctor. She had no other option but to ask him to do this for her. She had already said she would join and cut her hair. Olivia was committed.
After Olivia explained what she wanted, Peter said, "Let me get this right, you want me to tell mom I want to join a volleyball league, get her to sign a permission slip and finally see the doctor?"
"Yeah, that's it. Will you do it?"
"What do I get out of it?"
"What do you want?"
After a little bit of thought, Peter said, "I want you to dress me up so that I look like you?"
"Why would you want me to do that? You aren't queer are you?"
"No far from that. I want to look like a girl so I can go into the girl's locker room while they are changing and you know sort of look around."
"You're such a perv!"
"Whatever, will you do it?"
"If you do what I need."
"OK, you first."
"Me first?"
"I want to see if it works. If I can't pass, then why should I help you?"
Olivia looked at Peter critically. If she was going to make him look like a girl, she would have to make him girlier than she was. He would have to wear a skirt (to hide his dick). He would have to wear more makeup than she liked to wear. He would also have to wear a wig that she would have to buy to cover his short hair. It could work, but it would take more effort to make Peter look like a girl than to make herself look like a boy.
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