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Chapter 5 by samwalser samwalser

Does he cum again?

Yes, but for a price.

"Should I make you cum again? Would your little tiny pee-pee like that?"

Joshua wanted to say no, to refuse. That, at least, would let him preserve his pride. But his weak will betrayed him.

"Yes, please make me cum again!" He said.

"I don't know," another one of the women said, "you already gave him a free be."

Her hand slowed, "Oh, that's a good point, how much should I charge him for a happy ending."

"I can't! I'm spending all my money on this waxing! I won't get more until next month."

"Hmmmm, well, I have an idea. Sheila, get his phone." The whole time, she continued to stroke him with just two fingers, just barely too slow to let him cum.

Sheila returned with his phone. The woman with her fingers on his cock took it and demanded the code to unlock it. Joshua gave it too her without a single thought of resistance.

With his own phone, she took a picture of Joshua, flat on his back, with his arms held, and his tiny penis barely sticking out above the nest of his pubes.

"There," she said, "I've sent it to myself, along with your contact list. Now you have to come back next month and pay me for this happy ending."

She started stroking him again, "What do you think, $500?" Joshua just nodded, how could he say no when she had **** material like that on him.

"Good." She started stroking him faster and in a few seconds he spurted again and was immediately filled with remorse. For that little orgasm he'd have to get a cab all the way back her next month and give him almost his whole allowance. He felt pathetic.

She cleaned him up again and finally the women left him alone to dress.

He took the opportunity to try on a pair of his sister's underwear and one of her bras. The silk of the panties felt surprisingly nice, and with his small package, he didn't even need to tuck. The bra looked wrong, though. He took it off.

He was what you'd call, "skinny fat," and looking at himself now, waxed smooth and wearing panties, he looked more like a small-chested girl than a grown man. This could work, but he made a note to either buy falsies to stuff his bra with or smaller, "training bras."

He finished getting dressed, satisfied he'd be able to pass as a girl when he arrived at the school.

Checking in at St. Margaret's

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