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Chapter 8 by mattpantyhose mattpantyhose

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Sixth round

What was the name of the king ruling 1189 – 1199 known for his courage and chivalry, who spent most of his reign waging wars in the Holy Land and France and was killed by a bolt from a crossbow? Richard I the Lionheart. Correct. Edward, known as The Black Prince, famous for his victories at the Battles of Crécy and Poitiers, never became a king. Why? Maybe because he died before his father, King Edward III. Correct. The Magna Carta, a charter limiting the powers of the king and protecting the barons and the church, was signed in 1215 by which king? I don’t know. Henry III? WRONG. What was the relation of Mary I and Elizabeth I? They were half-sisters. Correct. Which Anglo-Saxon kingdom was dominant in the 8th and early 9th? Northumbria. WRONG.

“Only two mistakes, Tim,” Frank announced, “you’re missing your beat.”

“Lady Luck works in mysterious ways,” the contestant replied diplomatically.

“Do you consider the result lucky or unlucky?” the host asked.

“I’ll leave it to your experience to decide. Two transformation cards, isn’t it?”

“I understand that you’re eager, Tim, but let me run the show,” the host replied with a grin, ”but yes, draw two cards.”

“Face Feminization. Oh, again! And Mental Drain. Oh no!”

“It’s one of the audience’s favourites…”

“But I’ve never been the sharpest tool in the shed. I prefer to keep all the IQ that I have. I want to dismiss it.”

“Draw two new cards then.”

“Name Change: Roxy and Fetish: Anal Sex. Oh dear!”

“Aren’t you glad? You’ll meet Jasmine again as soon as you leave The Chamber.”

“In that case I should be on my way.”

Tim managed to keep a straight face, but internally he felt a bit overwhelmed. The transformations, especially the sexual ones, were piling up too quickly and the contestant could not mentally adjust to them all; there were some mixed signals as well. Tim very much craved to meet Jasmine again, but that did not mean he wanted to have anal sex on stage. All he could do was to maintain his act and hope for the best. The transformation process was swift and the contestant was soon out. The camera focused on his altered face, he had gone from pretty to beautiful and no longer had any ambivalent feelings about this change; it was definitely positive.

“Welcome back,” greeted Frank, “please, introduce yourself.”

For a second the contestant was confused why would the host ask such a thing, but he obliged.

“My name is Roxy. Oh dear! I’m… Roxy.”

“How do you like your new name?”

“It’s nice. I guess it fits my new looks and voice better than Tim. And apparently I won’t even need to adjust.”

“That’s right, you’ll react to Roxy naturally. But I’m sure you can’t wait to do a different kind of adjusting.”

“I… oh!”

At that moment Jasmine re-entered the stage, but this time she was not alone. Two men walked behind her, pushing a sex-swing. Suddenly Roxy felt overwhelmed with excitement and lust. These emotions did not cause him (the contestant was still technically a man) to freeze, but pushed him to act instead. He stepped forward to meet Jasmine and the pair shared another steamy kiss, this one even more passionate than the previous. Roxy could feel Jasmine’s cock even better now, because the new bodystocking which the woman was wearing was crotchless, for obvious reasons. There was tongue wrestling and even more touching, but eventually their lips parted.

“Come on, sexy,” Jasmine said when she regained her breath, “I’ll show you something even better.”

While the pair had been kissing the two men managed to set up the swing, which was now inviting Roxy to mount it. The contestant did not need to be asked twice; with Jasmine’s assistance he took off his skirt and panties. Only now the audience could see that it was a black lace thong; they rewarded the short striptease with applause. Roxy would have blushed if his face was not red with excitement already; he finally realised what he was about to do. With the panties gone the contestant’s hard cock was finally free, but it remained untouched for now. The elements of Roxy’s outfit that covered his upper body, plus the garter belt, stockings and heels, remained in place. Again with Jasmine’s assistance he mounted the swing; his legs were spread wide, his heels high in the air. He was almost trembling with anticipation, when Jasmine reached for the bottle of lubricant that came along with the swing. The anal sex transformation had made the penetration safe without lubrication, but the added lube increased the comfort. The woman’s cock was fully erect and Roxy could admire its marvellous size and shape as she lubed it too.

Finally Jasmine was ready, she stepped closer to the contestant and put the head of her penis at his back entrance; his own cock twitched in anticipation. Carefully she began to push it in. The gentleness was not necessary for Roxy’s safety, the transformation had prepared him for rough and sudden intrusions as well, but Jasmine wanted him to be fully able to savour the moment he lost his anal virginity. Roxy moaned loudly as the cock began to stretch his anus; his new voice was perfect for such noises. There was a lot more length to go and he continued to groan until the woman’s penis was whole in. Jasmine paused for a moment and leaned forward to kiss the contestant on the lips. The kiss was shorter than the previous ones, but just as passionate. The woman then straightened back and began to pull her cock out. Each shove was more decisive than the previous one, but Jasmine took care of Roxy’s comfort and never went too fast or too hard. But she was gradually picking up the pace until she finally reached the desired one. With each motion she withdrew almost her entire penis, then smoothly shoved it back in. Roxy remained moderately vocal, but calmed down once she adjusted to the sensation. But her arousal grew steadily, even though her own cock remained untouched. It stayed erect the entire time and bounced back and forth as Jasmine fucked the contestant’s ass. Once the woman found her stride there was no more variety; her motions were moderately fast and regular. Jasmine’s grunts, Roxy’s groans and the slapping of their skin mixed with the relatively calm cheering of the audience.

As the minutes passed Roxy constantly felt that she was about to climax, but just could not get over the edge. As much as she loved the anal penetration it was not enough to make her cum; apparently Jasmine sensed it as well. At some point the woman issued a louder grunt and began to ejaculate into the contestant’s anus. At the same time she grabbed Roxy’s cock and began to jerk it. Merely a few motions were enough for him to join Jasmine in her orgasm, Together they made audible ecstatic noises, which caused the audience to clap enthusiastically and cheer loudly. Eventually it was over. Jasmine emptied her huge balls into Roxy’s ass, but did not withdrew her penis right away. Instead she leaned forward for a kiss, this one was slower and more sensual; finally their lips parted. Jasmine’s palm was still covered by Roxy’s semen and she put it by the contestan’s mouth. Absentmindedly Roxy licked the palm clean; the taste and texture were awkward, but not nearly as bad as he would have feared. His blouse was also stained with cum, but for now he remained oblivious to most of her surroundings.

“Thanks, sexy,” Jasmine finally spoke, “it was hot, but I’m not done with you yet. I’ll be back soon.”

Before the woman went away she helped the contestant get off the swing and return to the panel. The audience was clapping the entire time. Roxy leaned against the panel, because her legs still felt wobbly. The semen was oozing out of his anus, flowing down his legs and soaking into his stockings.

“Thank you, Roxy,” Frank said with a broad smile, “that was an amazing spectacle. I could offer you your panties and skirt back, but Jasmine promised to return. It might be pointless to dress up, just to strip again soon. Especially since you’re not exactly clean.”

Roxy just nodded her head, he still had not fully returned to his senses.

“Okay,” he finally said, although he was not exactly happy about remaining half naked.

“It seems that you need a moment to calm down, huh?” the host asked with a wink.

“Yes, a moment.”

The contestant took a few deep breaths, then added, “that was overwhelming. But I think I’m ready now. Sort of…”

“Which category for the seventh round?”

“Horses.”

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