Jewels in the Dirt

Once upon a time there was a boy who always wished he was a girl. But the sex change surgery was so damn expensive he had to become a whore to raise money for the operation that would make his life's dream come true.

He joined this brothel, Bottomless Joy, called so because whores were forced to be bare from the navel to mid-thighs, while wearing casual clothes on the rest of the body. To protect their junk from the piercing eyes of customers the bitches were only allowed to wear the smallest possible thong. That, overall, was a special feature of this brothel, that made the place special. It could honestly even be chain mail, as long as the bottom was bare to get a good slap.

In the brothel, our hero also started taking pole dance classes to hook more clients and improve his sells, but the brothel's trainer lady quickly discovered in him a natural born contortionist! When she first stretched him, they both were shocked to find out how far his spine can bend without any prior training even. The boy never did any sports or dancing or street performing before, so that natural ability remained unfound for almost twenty years now! She could swear she could bring his head to his butt on the first try, but decided not to try, so she wouldn't pull a muscle in his back or something.

She, however, took a month to polish him to perfection, training him only in private and being quite secretive about that special training he was receiving. Only after a month the whole brothel gathered to check out what this new hooker is made of. All the bitches gasped as within a couple of seconds his perfect ass landed directly on the top of his very own head, as he simultaneously spread his slender legs part in a loose split.

On the same evening and for several long months he became the numero uno bitch of the Bottomless Joy, with a large queue of clients who perfectly knew how to make the best use of this position. Finally, the clients got enough of him as he didn't have much new to offer, and there were new, even more interesting bitches by the time. There was nothing to do in the brothel anymore, but it didn't make him sad because he had already gathered all the gold he needed.