The Temporary Sex-Change Conundrum, starring Colonel Charlie "Doughnuts" Duncan!

Another excerpt from my gifted protegé Troy Cutcross's sci-fi/espionage/erotic masterpiece, "The Conundrum Enigma: a Colonel Charlie 'Doughnuts' Duncan Sexy Thriller by Troy Cutcross." This is the end of chapter nine and the entirety of chapter ten. At this juncture "Doughnuts" learns from his superior officer (and jealous girlfriend) Tammi, that he's going in undercover in Pendarvis Correctional Penitentiary––in a very special disguise!

         “This prison—it’s in Russia?”

         “No—here in the US. But that works in our favor. You see––you’re going in undercover.”

         “Doughnuts” nodded. “I like it,” he proferred, imagining himself hitting prisoners on the head with a nightstick, like when he was a rookie spy on the streets of Des Moines, what seemed like a lifetime ago. “As a guard?” he asked, just to make sure he hadn’t misunderstood.

         “No,” she smiled. “As an inmate!”

         “I get it,” Charlie snarled. “It’s jealousy. You’re mad because you think I have more of a crush on Svetlana than on you, so you’re sending me into the general population of a penitentiary. How long do you think I’ll last in there, with a face like this?”

         She laughed, a laugh with a cruel sound in it that Duncan hadn’t heard before. It made his butthole clench a little. “It’s true, you’ve been called one of the handsomest men in the world. And guess what? Your back story is you’re halfway through one of those Swedish-type of sex-change operations!”

         “Wha-a-a?” Charlie exclaimed, so shocked he couldn’t even finish the simplest of one-syllable words.

         “That’s right. We want you to get the attention of the Cosmonaut right away, so you’ll be going in there with a surgically altered face and cleavage, to make you look like a pretty lady.”

         “That’s where I draw the line, lady! I won’t be part of your sick revenge scheme! In fact, I may even have to break up with you and resign from the agency and go back to Major League Baseball. You need to see a brain specialist and get to the bottom of your sick need to get revenge on me for a perfectly innocent space ride with a sexy spy whose advances I heroically resisted!”

         “It’s not my plan, ‘Doughnuts,’ it was Mad Dog’s.”

         “Wha-a-a-a?” Charlie said, again frustrated by his tendency to leave words unfinished when he was stupefied, or really surprised.

         “That’s right. He was killed right before he was going to tell you ‘Phase Three’ of the plan, which is if the Cosmonaut escapes you go into the prison undercover dressed as a lady so you can get close to him and kill him after finding out all about his operation.”

         Charlie thought about it. He was an extremely handsome fellow, and many people had told him he would make a beautiful lady. If it was Mad Dog’s idea, and in the best interests of the Agency and of the United States of America, who was he to say no?

         “Would they….” His voice got a little higher because of the fright, but he continued his query. “Would they cut off my little man?”

         “Your little man?”

         “My dinky.” Tammi still didn’t understand, because she had grown up in a house full of ladies with no father or brothers using vulgar “slang” terms for their male members such as “wiener” or “dinky.” “My penis,” he finally uttered, using the latin or medical term for the organ.

         “Of course not. And the boobs will come right off as soon as you terminate the mission. And your old face will be grafted back onto your skull using the same technology as when that lady the chimp tore the face off of that one time got her face back surgically.”

         “All right, then,” Charlie opined. “Let’s get this ‘show on the road.’”

CHAPTER TEN

        

         “Prisoner Number X-209907-J,” the warden bellowed. “You are hereby imprisoned in Pendarvis Maximum Federal Penitentiary for the Crimes of Armed Robbery, Mass Murder and Trafficking in Illegal Weapons such as Bombs and Ninja Swords. You will be here for ninety-nine years to life. Do you understand your sentence?”

         Colonel Charlie “Doughnuts” Duncan shrugged, an entirely different experience, he found, when lifting the shoulder also involved lifting a bra strap and a good five pounds of voluptuous bosom, in an effort to seem thuggish. “Whatever, screw,” he yawned, using prisoner slang for guard, even though technically the Warden wasn’t one of the guards.

         “I know a perfect place for you,” the warden sneered sadistically, which, Charlie thought, was probably the only way he ever shrugged. “In with the maximum security goons!”

         That was perfect, he thought. The Warden had no idea Charlie was a federal spy on an undercover mission, just in case he was “in cahoots” with Toborsky, which was prison slang for working with him on the sly. “Coolio,” Charlie said, trying to sound bored.

         “But maybe we can come to some sort of accommodation, or agreement.” The Warden came around the desk and sat on the arm of “Doughnut”’s chair and put an arm around his shoulder. “You’re very pretty, and I like your swell chest. If you’d like to stay in the Warden’s quarters, that could be arranged, along with a soft job in the prison library….”

         Just then he reached for one of Charlie’s brand-new bosoms, and with lightning reflexes the intrepid spy had grabbed the warden’s index finger and snapped it back until it broke with an unmistakeable sound of breaking!

         The Warden lay writhing, or wiggling, on the floor, and “Doughnuts” stood up.

         “Sorry, Warden Frenger, these boobs aren’t for playing with. I’ll be heading for Maximum Security now to take my chances with the goons.”

         He felt bad using his considerable martial arts skills on a wimpy guy like the Warden, but he knew that any sign of weakness on his part would be perceived as an invitation to touch his breasts without permission, and he didn’t intend to let that happen under any circumstances. These bosoms were for display only, and for Charlie’s own and only his own personal enjoyment!

         So when he first appeared with his knapsack and bedroll at the door of the Maximum Security wing, he looked around at all the chess-playing oafs in the rec room and wondered which of them would make a crack about his rack first. It was a good thing that it was a three-hundred pound guy with a broken nose and cauliflower ears like an old boxer who made a vulgar suggestion and invited “Doughnuts” to share his cell for what he clearly intended as “romantic” purposes! He also had a tattoo on his forehead of the bully character from the movie “Edward Scissorhands,” which just went to show what a big bully he was in the “yard,” or prison grounds.

         “Come and get me,” Charlie cooed seductively, and when the big ape stood up from his chess game Charlie kicked him in the face, cutting his nose with his spike heel. Then, when the goon went down, Charlie lifted him up with one hand and hurled him across the room so that everyone would know that even if Charlie was a beautiful lady on the outside, he was still a lethal killing machine!

         Everybody else went back to their chess games and Charlie strutted his way to his cell, which was about as comfortable as his barracks had been back in the army––which means not at all! He tossed his duffle bag in a manly way onto the cot and started filling the drawers of the armoire, or dresser. Top drawer was for wigs (because there had been no time to grow enough hair for lady-hairstyles), second for lingerie, third for makeup and perfume and bottom for shoes, which he had five pairs of, all high heeled. The dresses he hung from a waterpipe that ran the length of the cell and he wondered if he had overpacked, but then who knew how long this most unusual mission would last?

         A skinny little fellow approached his cell, carrying a flower. “A-hem,” he said, clearing his throat because you could tell he was nervous. “I see you’re new here.”

         “Yeah?” “Doughnuts” growled, forgetting to make his voice high like a lady’s, because unlike a real sex-change person he hadn’t had the hormone chemical treatments that would have grown real bosoms and raised his voice up and made him stop having to shave.

         “Sorry. It’s just that—well, I noticed you walking in and I thought, that must be someone with a sex-change, because why else would a…” He swallowed a big gulp of saliva because he was nervous. “A beautiful lady be assigned to a men’s prison?”

         This time Charlie remembered to raise his voice up high. “That’s correct, sir. I don’t like it one bit but here I am, little old me in here with all these brutish men, thinking of nothing but ways to fondle my breasts. I assume that’s why you’re here.”

         “Gosh, no, ma’am, I have no desire to be the consort of such a lovely lady, because my life would be in constant danger and I’d always be looking over my shoulder, worried about some tough lug stabbing me with a ‘shiv,’ which is prison slang for a homemade knife, in hopes of winning your love away. No, I just had a question.”

         “All right. What’s your question?” Charlie asked.

         The little fellow was sweating something awful. “Did they cut your little man off?”