This story is based on a game "Who Wanna Be a Bimbo" created by Dahakma.
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Ashley was a fine specimen of a male, at least as far as physical traits go. His not so masculine name might have been a minor source of jokes back in high school, but his height and athletic physique stopped that in its tracks. As he grew up Ashley only got taller and as he worked out his body got more muscular. At the age of twenty seven he was 195 centimetres tall and was built almost like a bodybuilder. He had rough, chiselled facial features and kept his head shaven. He worked as a masseur for sportsmen, a job in which his strength came in handy.
Ashley's character was rather rough - he was not an easy-going person, had a dominant streak and always needed things to be done his way. The only person who seemed to work around those traits with ease was his wife Tina. She could persuade him to follow her will, although a word "manipulate" would be more appropriate, since Tina had a talent to make Ashley think it were all his ideas. For reasons known only to her she manipulated her husband into participating in a quiz show called "Who Wanna Be a Bimbo?".
Money could have been the reason, because their jobs, while moderately well paid, would never make them rich. Ashley's character could have been another cause; maybe she had gotten bored with his attitude and the subtle manipulations, and wanted a more docile husband? Or maybe she was secretly bisexual and preferred him to look more feminine? She surely would not want Ashley to lose his manhood, her husband was extremely well endowed, had the stamina and skill to match his size. Tina most likely did not expect him to perform too poorly either. She knew well that behind that rough simplistic facade Ashley was actually quite smart and had a decent general knowledge. Whatever her reasoning had been, she was persuasive enough to succeed.
"Good evening, Ladies and Gentlemen! Welcome to Who Wanna Be a Bimbo! My name is Frank Trustworthy and today with me is Ashley. Hello, Ashley."
"Hi, Frank."
"Do you wanna be a bimbo?"
"No way! I just want to win money."
"Maybe a few, minor tweaks?"
"No. I'd rather stay the way I am."
"Let's see if you'll draw categories that could make your task easier."
"Poland, Wonders of The World, Roman Numerals, God Save The King, Star Constellations, Money, Down Under, Canada, Measures and Units, World Flags, Olympic Games, Space Conquest."
"Do you like your categories?"
"Some of them, but I think that I should be able to pick seven doable ones."
"Where do you want to start?"
"Olympic Games."
Where and when were the first Winter Olympic Games held? Chamonix, France, 1924. Correct. How many nations boycotted the 2008 Olympics in Beijing? None. Correct. Where and when were the first modern Summer Olympic Games held? Athens, Greece, 1896. Correct. Which country hosted the 1936 Summer Olympics? Germany. Correct. Which ONE of the following countries has never won a medal in the Olympics? From the possible choices: Iceland, Turkey, Sudan, Albania, Ashley would say that only Turkey had actually won a medal, but it seems that was not the case. He guessed Sudan and it was WRONG.
"One mistake means one transformation card."
"Sex Change. Oh no!"
"Does that mean you want to discard it?"
"Definitely?"
"So draw two new ones."
"Feminization of Clothes and Face Feminization."
"Better? You'll be slowly getting more feminine anyway."
"Everything would be better than a sex change. I guess it means that I'll look a bit silly."
"Who knows, maybe you'll like your new face? You might not initially like your new clothes, but you'll feel compelled to wear them. Go into The Chamber, so we can see how you look slightly feminised."
Ashley reluctantly entered the dreadful place; the transformations he was about to undergo were minor, but still he was not exactly happy about them. Once inside, he obediently closed his eyes and stood still. The whole process was short and he could have even missed the gentle tingling of his face, because his loose sports clothes that he has been wearing became tighter. Then the door opened and Ashley exited The Chamber. The cameras instantly focused on him, so he could see his slightly altered form on the large screen. His formerly roughly chiselled face did not become feminine, it was not even androgynous, but it had clearly gotten softened, if not exactly feminised. Ashley felt that he looked like a female bodybuilder after years of testosterone - that means silly. Fortunately the clothes were not as bad, he was now wearing leggings and a tight T-shirt, things that he had worn before. These items were clearly feminine, but they fit his muscular form well and did not look that awkward. Ashley had worn thongs before too, his wife loved the sight of his booty in them, so that item was acceptable as well. Although the tight clothes did little to hide Ashley's bulge in the crotch area, his penis was of impressive size even without an erection, so were his testicles. The only item of his new clothing, that felt awkward, was the bra. It might have been perfectly fitted, but still the sensation of the tightness around the chest was new; also it could be seen under the thin shirt.
Ashley just shrugged at his own sight and decided to go on with it.
"Feeling comfortable, Ashley?"
"With clothes, I guess so, but I'll have to get used to my new face."
"Don't start that yet, it might still change. Ready for the second round."
"Yes. Roman Numerals."
Ashley remembered the subject from school, but that was some years ago, so his knowledge was a bit rusty. He did well with the X's, V's and I's, but only three of the five numbers consisted solely of these letters. When the L's, C's, D's and M's were present, Ashley had to guess. Unfortunately for him both guesses were WRONG.
"Two transformations this time. Draw the cards."
"High Heels and Fetish: Anal Sex."
"Can you already imagine yourself being pegged, while dressed in high heels and sexy lingerie?"
"I'd rather not. I guess, I'd have to live with the heels, but I prefer my ass to be exit only."
"You don't like anal play?"
"My wife wanted to try pegging a few times and it wasn't THAT bad, but I'd rather be the one who enters through another's back door. I want to discard that transformation."
"Draw two new ones then."
"Demuscle, Fetish: Latex. Crap."