“So Reid, the CEO Chris Wesker is going to be around a lot. He even requested you to be his personal liaison and work hand in hand with his second, a Mr. Rooke. Says he’s got big big plans for you!”
Pubert excited about the potential of a promotion and a salary increase, but with trepidation that his own wife never mentioned the acquisition.
Checking his phone and realizing he only has a few minutes to be in the restroom. Bursting through the bathroom door, Pubert rushes to the handicap stall, only to come face to face of pictures of him wearing various women’s garments, doing some truly humiliating things. “Oh god these are the pics Mistress makes me keep in my desk under lock and key!”
Flipping the picture in the middle over, reveals more instructions.
“Hello Pubert, start by lowering your pants, then place blindfold on and secure your hands in the cuffs provided, keeping you secure and ready.”
Pubert, shocked, excited, terrified, and overall thrilled, he begins lowering his pants; it’s almost as if his body has gone into automatic, moving on its own despite his own mind’s protest. The lowering of his pants reveals the crotchless panties, allowing his pink cock to dangle out. Slowly placing the blindfold on, he secures his hands to the toilet.
Pubert hears the door to the restroom open and then the clicking of a lock. The approaching sound of footsteps is sending Pubert’s mind into a F-five tornado ripping through Kansas. Then, suddenly, he feels a pair of earbuds being placed in Pubert’s ears.
“Why, hello my loving husband. The gentleman about to make you his bitch is Rooke, Wesker’s second, and your new trainer. You see, I’ve gotten lazy and allowed my youngest daughter to begin molding her sister, and I just can’t sit by and not show her what a professional, like myself, is capable of. So, Rooke is going to assist me in bringing out your inner sissy-bitch that, you and I know, you truly are. Enjoy your first session,my precious, little sissy-man.” A sudden yanking motion frees the earbuds from Pubert’s ears.
The booming voice sounds like a thunderclap in the bathroom. “Did you get all that? I know that sometimes you sissies have a hard time understanding things!”
Knowing that any disobedience will be met with punishment from Jill, Pubert answers, “Yes, sir.”
Rooke, slipping his hand under Pubert’s panties, caresses his hairless balls, then grabs them, squeezing them hard. “No, no, no. You’re going to use a prissy princess voice from now on, do I make myself clear!”
Complying with the request, Pubert surprisingly can mimic a very convincing female voice, due to a botched tonsil removal operation. Pubert actually has to make his voice sound masculine, as his normal speaking voice is very feminine sounding.
“Yes, sir.”
Rooke, surprised at the quality of Pubert’s bitch voice, can’t help stifle the outburst of laughter. “You sound just like a bitch now. Now your wife and Wesker have hired me to turn you into the very best sissy-bimbo-slut.”
Giving the exposed testicles another squeeze, he continues, “And no, it doesn’t matter what you want. Either we do this the easy way, or the hard way.” To further illustrate Rooke’s point, a barehanded slap connects with a thunderous sound on Pubert’s bare ass. The now-red handprint is now left on Pubert’s cheek. Growling at the pain, Pubert internally screams, as he groans outwardly in a salacious manner. “Oh fuck, I can’t take that again. Mistress Jill never hit me so hard, I honestly don’t think I’ll survive the hard way.”
“OH PLEASE NO MORE…SIR PLEASE NO MORE!!!!”
Rooke laughs at Pubert’s pitiful display. “I knew you were nothing but a little bitch. Are you gonna behave, and do as you’re told, or do you need more of the hard way!”
Sniffling, Pubert responds, “Yes, sir. I’ll behave, sir.”
Rooke, unlocking Pubert’s cuffs, yanks Pubert around, and grabs Pubert by the throat in a display of frightening strength. “Listen up, bitch. Your new name is Penny. You will thank me for your new name, and for helping you become the best sissy-bitch you can be. Got it?”
With Rooke’s hand around Penny’s neck, a trembling Penny feels the weight of his current predicament collapsing down on him. Trembling, Penny kneels before Rooke, “Thank you, sir, for my new name, and especially for training me to be the best sissy-slut I can be.” Penny looks right into Rooke’s camera.
“Oh my, Penny, that’s so nice of you to say, but like many before you, I feel actions speak louder the words, and I’d love to see you in action, my little cock-slut.”
Gritting his teeth, Penny says, “May I please suck your cock, sir.”
Rooke pauses the recording, and grabs Pubert by the throat. “Listen, you little sissy-bitch. I want to fucking believe that sucking my cock is the only thing that will make your useless sissy-brain understand!” Rooke begins recording again.
“Oh sir, may Penny please, oh pretty please, suck your huge cock, sir? I wanna show you my appreciation for instructing me in being a cum-sucking sissy-whore, sir.”
Rooke gives Penny a thumbs-up-and-keep-going signal, while still filming him. Slowly, he reaches for Rooke’s belt, noticing the belt is a Todd Snyder Guanaba, it’s high end, then tugs the custom-tailored slacks down, revealing only a pair of silk bikini underwear. Pulling the silk undergarment down, frees Rooke’s cock from its silken prison, only to have it slap him in the face
“Careful, cock-slut, my monster has a mind of his own!” Rooke laughs at Penny’s discomfort of being struck with the somewhat impressive cock. Penny timidly begins rolling his thumb over the tip of the cock, smearing the pearl-like glob of pre-cum over the head. Penny begins leaning forward to begin her cock sucking when Rooke stops her.
“Wait. I almost forgot. A sissy-bitch like you can’t possibly suck cock without lip gloss!”
Penny’s trembling hand reaches for the tube of clear lip gloss. “I…I… I don’t know how to apply this lip gloss, sir; it’s not like lipstick or chapstick, sir.”
Glaring at Penny, Rooke snatches the lip gloss back. “Fucking useless sissy-bitch. Looks like I’ll need to bring in Sasha to give you a crash course in everything you’ll need to be the perfect sissy-bitch!” Expertly, Rooke applies the lipstick to Penny’s lips.
“Holy shit, look at you! Your lips look amazing; the nude color really brings out the plumpness of your cock-sucking lips. I wonder what you’ll look like all dolled up with your whoring makeup done!”
Feeling the smoothness of the gloss in his lips, Penny blushes at the completely inappropriate compliment.
“Now, cock-slut, you may suck my cock, and show some fucking enthusiasm. We wouldn’t want to disappoint your growing fan base, something else you’ll need to thank Sasha for helping you with.”
Giving a full smile, Penny cheerfully looks at the camera. “Oh sir, may I please, please suck your cock, so I may show my appreciation for taking the time to teach me to be the perfect cum-sucking cock-slut-bimbo.”
Penny’s cock is throbbing in his chastity. “Oh god, my Mistress really knows how to push my sexual buttons. What does she have in store for me? God only knows what she has up her sleeves.”
Penny takes the tip of the generously sized cock, then takes the monster deep in her mouth. Rooke gently strokes Penny’s chestnut-colored hair. “That’s a good cock-slut, take that shit deep!”
Penny, groaning, frees the monster from her mouth with a pop, and rubs his face on the underside of the cock before him. Penny runs his tongue along the bottom of the cock.
Rooke, with an intensity Penny had only ever seen in his wife, shoots his load on Penny’s face; Penny casts his eyes away from Rooke.
“Your first lesson, Penny. When a real man, like me, gives you his load, you’re to always show your appreciation by playing with his load, opening your mouth, rolling it around, and then swallowing it. Don’t forget to smile and thank the real man for your treat. We wouldn’t want to disappoint your growing fan base.”
“What’s this lunatic talking about– fan base?” Penny’s internal thoughts are running wild, trying to decipher the fan-base quote.
Rooke seeing Penny’s confusion, comments, “Your mistress has asked me to document and share your journey with the internet for a nominal fee. They’ll see you change from Pubert Reid and blossom into Penny Kumesloot.”
Penny is thinking he couldn’t be shocked any more than he has been all day since this morning– oh, how wrong he is. Penny is shocked with Rooke’s cock balls now resting on his lips. Staring down at Penny, Rooke is laughing at the shocked Penny’s current predicament and cock sucking.
Struggling to regain his composure, Penny feels Rooke taking control of Penny’s head, smashing Penny’s face into his crotch, so his pubic hair is now tickling Penny’s nose.
“You know you’re about to become this company’s bitch. You’ll get fucked by all the guys; you’re gonna be the office fucktoy no one takes seriously, but fucks nonetheless!” Laughing at the still-stunned Penny trying to rationalize what he’s being signed up for, and knowing, unless Penny runs leaving his daughter’s behind, he is screwed, and that if he was to really look inward, Penny would realize she’s actually really okay with it.
Dangling his cock in front of Penny’s mouth, Rooke states, “Open your mouth, Penny. I’m gonna shoot my load on your tongue, like a good cumslut.”
Penny waits with mouth open for Rooke to deposit his load in Penny’s mouth. Feeling the discharge of cum hit his tongue, Penny struggles to keep the load contained in his mouth, but the sheer volume of jizz that’s been deposited into Penny’s mouth causes some to dribble out the corners.
Rooke is still filming, as Penny displays the load on his tongue; rolling it around, waiting for Rooke to say he can swallow it. Rooke, stroking Penny’s cheek, says “You may swallow it and thank me, Ms. Kumesloot.”
Gulping down a load of cum isn’t horrible, it’s actually one of Penny’s favorite things, internally, “God, I hope Jill comes home with another load in her pussy for me.”
Rooke makes a call to Jill. “Hey, sexy. No, Penny seems to have enjoyed her first lesson. You want me to schedule his makeover?”
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