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Chapter 2 by mattpantyhose mattpantyhose

Pick whose story you want to learn.

Karen, the no longer bitchy CEO

Before reading this story I suggest that you read “Who Wanna Be a Bimbo 3 - Karen, a bitchy manager” and “A Day in Life of a Bimbo 3 - Karen”, because it is a direct follow-up to these two.


It has been almost fifteen years since Karen Bossy first participated in Who Wanna Be a Bimbo. Now she barely remembered her initial to the transformations and how she had been humiliated on the stage. The transformations turned out to be a blessing and a tool which she had used to achieve incredible success. Karen was now forty-seven years old and had only recently stepped down as CEO of a large company, a position which she had held for thirteen years. She did not consider herself old yet, but she was already feeling the effects age had had on her; she stayed in an exemplary shape, but one could not stop the time. The only way to reverse the ageing was to once again try the method that had brought her so much success - participate in the Who Wanna Be a Bimbo quiz.

Many ageing women wanted to be young again and tried using the show’s Chamber to achieve that, so in this aspect Karen was not unique. But she needed to somehow cover the fact that she already WAS a bimbo, otherwise the directors of the show might not consider her participation as attractive to the viewers. This was not exactly easy, because Karen’s lifestyle had only reinforced her transformations, so looking and behaving normally required significant effort on her part. Fortunately the former CEO was intelligent, resourceful and determined, so ultimately she succeeded and became a participant of the show for the second time in her life. Of course she she still needed to prepare for the quiz itself, she had no intentions of becoming a mindless sex-toy; she might have been a slut, but she still valued her intellect.

Since Karen was unemployed she had all the time she needed to study the general knowledge necessary for the quiz. Just like a certain young female participant a long time ago she intended to give incorrect answers on purpose and hope that she would draw the Age Regression eventually. Who Wanna Be a Bimbo was a game of knowledge AND probability, so a certain amount of luck was necessary; Karen did not like putting her future in the hands of fate, but in this case she had .

Looking normal had to begin with a moderately modest outfit. Karen did not need to dress like a nun, but could not look as if she had undergone the Slutification transformation already; that required a certain form of mental discipline. She could obviously wear pantyhose to satiate her nylon fetish, on top of them she had a knee-long skirt. Karen’s inner exhibitionist could be temporarily pacified by the opportunity of being stripped on the scene; it was more fun when you had more to take off, right? Her top was tight, but covered her breasts and back completely, the sleeves were see through, but there was nothing extravagant about that. The woman was tempted to wear an anal plug, but feared it might become exposed; again she managed to convince herself that there was a significant chance of being ass-fucked during the show. High heels were not a problem, she had been a fan of them even before her first participation in the quiz. Another fetish of hers, jewellery, also needed to be toned down, wearing a ‘fuck me’ collar would be a dead giveaway; she managed to settle on regular jewellery, just a bit more of it, all gold and diamonds, because she did not need to conceal her wealth.

“Second youth, here I come,” Karen said to herself admiring her own reflection in the mirror.

“Good evening, Ladies and Gentlemen! My name is Frank Trustworthy, welcome to Who Wanna Be a Bimbo,” the host looked and sounded as energised and ageless as he always did, “today with me is Karen. Do you wanna be a bimbo, Karen?”

“I wouldn’t mind a few transformations,” the contestant answered carefully.

“That’s what our audience likes to hear!” Frank replied enthusiastically, “do you have any favourites?”

“Age regression is definitely on the top of the list. But I wouldn’t mind things like waist narrowing or facial feminisation either. Some mental transformation to spice up my sex life could be interesting as well.”

“Are you dissatisfied with your current sex life?” the host inquired for the sake of the audience's amusement.

“Not at all!” Karen replied, “but I’m certain it could always be better.”

“I have no doubts about that. Are you in for the money as well?” Frank asked, but sounded as if he knew the answer already. The contestant’s outfit and jewellery were clearly expensive.

“No, I have enough money already. I’ll give the entire prize to charity.”

The audience reacted with a loud applause, the host joined them too. When the clapping stopped he said:

“So let’s hope that you give enough correct answers, so you can help the orphans, but also enough wrong ones, so you’ll be turned into a proper bimbo. But first let’s draw the categories.”

“Egyptian Mythology, Mountains, The Second Best, Trains, Boats and Planes, Solar System, Food, Flags of Americas, Africa: Places Of Interest, Recognise Animal Species, French Overseas Regions and Territories, Computers, Coffee.”

“What do you think of them?”

“They’re bearable. I should be able to pick seven categories which are easy enough.”

“You don’t want them to be too easy though, right?” the host asked with a wink.

“Fair point,” Karen replied with a smile.

“Which category for the first round?”

“Food.”

What's next?

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