The Sissification of Whizzie
Copyright© 2023 by Kink Bug
Chapter 1
Coming of Age Sex Story: Chapter 1 - Young Whizzie goes to L.A. in hopes of becoming a full-fledged cock-sucking cum-guzzling limp-dicked tiny-balled sissy.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Ma Consensual CrossDressing Shemale TransGender Fiction Humiliation Interracial Anal Sex Exhibitionism Water Sports
Whizzie huffed lightly, his breath forming a little puff of steam in the cold night air. He tugged his thin coat around him and shivered, glancing over at the stragglers that dotted the station. He had let down his hair to warm his ears but the long golden curls weren’t doing a very good job of it. Whizzie regretted not taking a beanie from the house.
So far, the first leg of his journey of self-discovery wasn’t going very well. The last bus to Los Angeles from Idyllwild had just left and Whizzie had missed it. He didn’t fancy walking all the way back to his foster father’s house and explaining where he had gone in the middle of the night. Nick wasn’t the kind of person who understood that Whizzie needed to find his own way in life, especially since Whizzie’s dreams never fit into what Nick thought of as ‘proper male behaviour’.
See, Whizzie was a sissy. He had renounced his birth name immediately after high school, opting to be called Whizzie instead. He disliked all things masculine like contact sports, preferring to dress up in soft pastels and engage in more feminine hobbies like fashion, mani pedis, make up, and hair styling. Fortunately for Whizzie, he had managed to garner the sympathetic ear of his classmate, who managed to get Whizzie a steady supple of estrogen pills that suppressed most of his puberty changes.
So it was with great pride that at the age of 18, Whizzie was only 5 feet 5 and had a 4 inch cock. His breasts were only tiny mounds of fat, and he had hips wider than all of the boys in class as well as the prettiest perkiest butt of them all.
Of course, as a steadfast sissy, Whizzie wasn’t content with this. He dreamed of being fully feminized, of having a dick that shrunk down to nothing more than a nub, living in a cock cage around the clock to remind him of his place in life, bigger and fuller breasts with slutty protruding nipples. He dreamed of kneeling in front of big fat cocks, whimpering as tall and handsome men railed his ass, turning it into a dedicated cum receptacle and dominating him completely.
Well, none of that would ever happen if Whizzie stayed in Idyllwild. No hate to the little town, it was beautiful, picturesque, and Whizzie had been fortunate enough to escape most of the high school bullying despite his non-traditional outlook in life. But there weren’t a lot of options for sissies like Whizzie.
No. If he wanted to become a full-fledged cock-sucking cum-guzzling limp-dicked tiny-balled sissy, he had to do it in a big city. A city like Los Angeles.
Which brought him back to his current problem.
He didn’t really want to go home, but then he couldn’t leave either. The next bus was at 10 in the morning. By then, Nick would have found Whizzie’s letter and come searching for him. And then Nick would ask Whizzie to come home to ‘talk things out’ but Whizzie didn’t want to talk, he wanted to be fucked!
Whizzie looked around at the people who were milling around. It wasn’t likely that any of them could help him.
He hoisted his backpack higher and sighed.
“Well if it isn’t Whizzie Bee!” a voice came from behind Whizzie.
He turned in surprise.
“What are you doing here?” he exclaimed, eyes wide as he took in the figure approaching him.
It was Daxton Foley, one of the few adults around town who took Whizzie seriously when Whizzie said he wanted to become a true sissy. The man was over 6 feet tall and had decades of experience driving trucks all around the USA. He had a head of greying, wavy hair and a solid frame that came from loading and unloading various types of cargo throughout the years. His skin was a healthy tan colour and he wore a fleece lined jean jacket over his plaid flannel shirt.
His light brown eyes sparkled with curiosity as he walked towards Whizzie.
“Whatcha doing out here so late at night?” Daxton asked, his tone gruff.
Whizzie shuffled on the spot.
“Was trying to get to LA,” the teen admitted at last.
Daxton shrugged off his thick jean jacket and draped it over Whizzie’s shoulders as Whizzie replied.
Whizzie shivered when Daxton’s calloused fingers brushed across the nape of his neck.
“I’m guessing you ain’t tell that foster father of yours,” Daxton said.
Whizzie flushed pink from embarrassment
Daxton sighed and shook his head.
“He’s going to kill me for this, but if you done promise me you’ll call and tell him you’re okay when you get where you wanna go, I’ll give you a lift. I’m headed that way too,” Daxton said, squinting down at Whizzie.
“Really?” Whizzie exclaimed in excitement, “Ooo thank you thank you!”
“Don’t go thanking me yet, little sissy! You’re also gonna have to do me a little favour as well!”
Daxton’s gaze went from caring to lecherous in a split second and he eyed Whizzie up and down.
Whizzie felt his body warm all over.
“I want a taste of your boicunt before you let the rest of LA fuck it wide open,” the older man said crudely.
Whizzie didn’t care at all. He didn’t care that he was going to lose his virginity tonight, to a trucker old enough to be his father. He liked older men anyway and Daxton respected him enough to use his sissy name and believe in his sissy dreams.
“Of course, Mr Foley!” Whizzie said in excitement.
“Alright then, come along, my truck’s right outside and I’ve got a delivery of pine to make!”
Whizzie trailed behind Daxton out into the cold winter night. He spotted the flatbed truck immediately and noticed the stack of evergreens piled on top and strapped down.
“After you,” Daxton said, opening the passenger door for Whizzie. The truck was taller than most cars and Whizzie needed a boost from Daxton to haul himself in. The teen yelped when he felt Daxton’s hands squeeze his pert buttocks and grope his thighs.
The trucker got in at the driver’s side and turned to look at Whizzie with a serious look on his handsome face. His light brown eyes seemed to bore right into Whizzie’s core.
“Here’s the deal. Driving late night at winter’s a mess and I need someone to keep me awake, you think you can manage that with your mouth on my dick?”
Whizzie looked down at Daxton’s crotch, mouth already beginning to water at the thought of cock.
“Yes sir!” the teen squeaked promptly, nodding eagerly.
“I don’t wanna make any pit stops to go piss, you think you can handle being my porta-potty?”
Whizzie’s face flushed. He had thought about drinking the piss of a dominant male before, being used as a urinal, a toilet. It made every part of him tingle, especially his stubby little cocklette.
“Y ... yes sir!” he squeaked at an even higher pitch.
“And at the end of the trip, I’m gonna be horny and grumpy, you think you can handle having your virgin boicunt busted wide open by a thick cock at the tree lot later?”
“Sir, yes sir!” Whizzie’s face was flaming hot, his cocklette was twitching and stiffening, aroused by the lecherous and depraved words the older man was using.
“Good! Now open that sissy whore mouth of yours and get to sucking, it’s about time you start learning what being a sissy really means!”
Whizzie’s heart thumped with excitement. Daxton somehow had understood Whizzie’s unspoken need to be a bladder and ball drainage bag. It was so rare for such a person to exist in this small town!
Daxton unzipped his trousers and shoved them down halfway, exposing a half-hard cock that was beginning to curve up to his belly. It was thick like the rest of him and even in the dim light of the parking lot, Whizzie could see it was flushed a dark red colour, the head just beginning to poke out from behind the foreskin.
The teenage boy put his backpack down by his feet and quickly leaned over. Without a single drop of hesitation, Whizzie opened his mouth and sucked the tip of Daxton’s thick cock into his mouth.
Whizzie had sucked off a couple of the closeted boys from school after graduation, but this was his first experience with a real man’s cock. It was larger than his schoolmates, thicker by far and it felt right at home on Whizzie’s tongue.
Salty and slightly bitter, combined with the musk of a working man doing hard labour all-day, the fuckpole tasted amazing. Whizzie’s eyes fluttered shut as he sunk his head down and sucked lightly. He imagined that he could feel it pulsing in his mouth.
“Fuck yeaaaah, I knew you would be a good whore,” Daxton murmured, more to himself than to Whizzie. One of his large, calloused hands grabbed Whizzie’s head and pushed him down a little more.
The teen boy was a little uncomfortable, having his head wedged between the wheel and Daxton’s large frame, but the thought of spending an entire trip warming the older man’s cock was too irresistible.
The trucker put his truck into gear and pulled out onto the road. The casual ease with which Daxton did it led Whizzie to believe that this wasn’t his first suck-and-drive. Of course, since the teen sissy’s mouth was now occupied with a lovely dick that would soon fuck him, he couldn’t ask the question.
Whizzie lapped and sucked at a lazy pace. Daxton made tiny approving sounds from time to time. Once they hit the freeway, Daxton rested one hand on Whizzie’s head, giving verbal or physical directions occasionally. It didn’t take long for Whizzie to sink into an almost meditative state of oral servitude. His neck was getting sore and his muscles were starting to cramp from being hunched over, but somehow those things didn’t seem as important. They sort of faded away, secondary to the feel of a stiff rod in his mouth and the masculine male scent in his nose.
Daxton grunted suddenly, and Whizzie’s mouth began to fill with warm liquid.
Whizzie jerked in alarm, but the hand on the back of his head kept him down and he soon relaxed, realizing that Daxton was relieving himself.
The older man didn’t even have to warn Whizzie. The teen swallowed reflexively and without complaint, which was a true indicator of a person’s slutty and sissy nature. After all, no sane man would willingly gulp down mouthfuls of piss. No, only sissies welcomed this sort of humiliation and disgusting act because deep down, they knew that were not true men, and they could never be true women, so all they should be grateful for every gift that came from a cock.
The first swallow of the strong putrid urine made Whizzie’s cocklette jump eagerly, he reached into his pants and gripped the tiny stiff stub, squeezing and rolling it between his fingers. It was leaking pre-cum, a sign of how much his body craved the humiliation of being a portapotty. The terrible taste should have made a sane, normal person disgusted or recoil in horror, but Whizzie sealed his lips tighter and kept swallowing.
Daxton groaned in appreciation as he emptied his bladder into Whizzie’s waiting mouth, then began to thrust upwards roughly.
Whizzie, still inexperienced at sucking cock, couldn’t do anything but submit to the face-fucking. He felt deliciously submissive and his cocklette throbbed in arousal.
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