A Bully's Transformation - Pt. 01

Billy entered school, already annoyed at his brother bragging over breakfast about his pay raise at work. Jake worked with their father since graduating high school molding tanks, pipes and other custom jobs at a fabrication plant. Their dad, John had been working there for over twenty years and was always proud to mention Jake working with the Pipefitter's Union to friends and family. Both Jake and John were over six feet tall and built like Alaskan lumberjacks.

Billy, on the other hand, felt like the odd one out, his wiry frame and quiet demeanor contrasting sharply with the imposing physiques and boisterous confidence of his father and brother. Being older than most of his classmates at school at 19, he busied himself bullying others and being crude to girls. This started around middle-school, and he became estranged from his friends and teachers. He was a mediocre student with sometimes barely passable grades and several incidents of being sent home on suspension. At home he was a loner, spending his time watching movies and playing video games.

Billy's older sister Mary was a bartender and sometimes dancer at a local bar. Mary was the female copy of Jake and their father at 5'11", slim and curvy. She liked to show off her long legs and generous rack while dressing for work and lounging at home. Mary and Billy were real close growing up although since she graduated high school, there had been a marked decline in time spent together.

Ironically, when at home Billy was rather submissive to his father and siblings. They weren't abusive about it per se, but Billy was often relegated to domestic chores that his mother used to do before leaving them several years ago. His mother apparently got tired of blue-collar life according to his dad and ran off with some rich dude to California.

Over breakfast, Jake had talked excitedly about the raise he was going to get once he finished his certification hours. He went on and on about how he was going to hit the bar where his sister worked and sleep with each waitress after buying a dance in the champagne room. Grabbing his sizable cock through his boxer briefs and shaking it to his brother he insisted the girls wouldn't be able to resist giving him a ride. Billy tried to laugh it off with his brother but always found himself jealous of the size difference. He knew from Jake's multiple testimonies that it was 9 and half inches long and over 6 inches thick. In a gesture all too common between the two of him, Jake pulled his half-hard cock out of his briefs and smacked Billy in the back of his neck with it, laughing at Billy's reaction as he went to get ready for work.

Shortly, following this incident Billy's father entered the kitchen to get coffee in his boxer briefs displaying his muscular, hairy frame along with his equally sizeable dick tucked against his thigh inside the stretched boxer briefs.

"What are you and Jake going on about, Son?" he asked while filling his coffee mug. He leaned on the counter facing Billy, apparently not realizing how obscene his swollen package looked to the casual observer.

"Nothing," Billy replied while going back to eating his cereal. "He was bragging about getting a fat raise when he earns his certification later this week and just being his normal assy self," he complained.

"Well, he earned it," John commented. "Hard work will get you far if you are in the right place."

"I know, I know," Billy replied, increasingly exasperated. "He's just annoying about it."

"If you decide you want to put down that controller sometime, I can take you to work and show you ropes, ya know," John said encouragingly.

"Dad!!" Mary exclaimed, entering the kitchen in her pajamas which amounted to a thigh long t-shirt that used to belong to their dad. "Do you have to parade around in your skivvies?"

"I wouldn't call drinking some coffee before work necessarily parading?" John replied stalely. "Billy. Am I parading?" he asked making a single air quote.

"Uh, uh," Billy stuttered not wanting to go against either his father or sister.

"Dad!" she continued not waiting for a reply from Billy. "I can practically see the veins in your giant summer sausage! You and Jake both just walk around displaying yourselves every day."

"What about you, Saucy?" John said reaching for her shirt and lifting it up over her hips. "I'm surprised you're even wearing a thong this morning. Half the time you prance around with no bra and panties underneath my old shirts." Grabbing her butt cheek he asked, "You call that fair?"

"It's not about what's fair, Dad?" Mary said shoeing her father's hand from her ass. "I have to work with perverts every day. I don't need to wake up to pervs at home," she said while goosing her dad's package as she passed him to get a coffee cup.

"You'll be the death of me for sure, Saucy," John said shaking his head and heading back to his room to get ready for work.

Billy continued with his cereal as Mary sat down at the table next to him with her coffee. "Happy Monday, Brother," she said almost cynically.

"At least I kept my pajamas on," Billy said with a smirk.

"Right?!" Mary replied indignantly. "What's going on this week, Brother? Doing anything other than driving around in your Jeep and playing Overwatch?"

"What else is there?" Billy asked.

"Uh...," she replied with mock offense. "Me. Or even better a girlfriend? I'm kind of tired of hanging around the house with all boys, ya know. It'd be nice to chat with someone that is not a stripper occasionally."

"I get it," Billy said all too familiar with how the girls mostly avoided him at school. "The girls all like the pretty boys with fancy clothes and flowing hair," he said shaking his head in frustration. "But who cares, right?" he muttered, trying to sound nonchalant, though the edge in his voice betrayed him. "I've got better things to do than worry about impressing people who can't see past appearances."

Mary rolled her eyes, sipping her coffee with a patience that bordered on saintly tolerance. "You could always try not being such a hermit," she quipped, tapping her nails on the table rhythmically. "Seriously, Billy, you're not bad looking, you just... hide yourself. Go out, meet people, and maybe stop letting Jake steal all the spotlight from Dad."

Billy shrugged, sinking deeper into his chair with the weight of her words. He knew she meant well, but it felt like every suggestion was another reminder of what he wasn't.

"It's not that easy," he muttered, the sound barely escaping the clinking of Mary's mug against the table.

She sighed, leaning closer with a rare softness in her tone. "You know, it doesn't have to be Jake's world all the time. Maybe it's time you showed everyone what you're made of, starting with yourself. Just think about it, okay? I'm here for you, Brother," she said as she stood and kissed him on the cheek as she left.

As he finished his cereal, Billy was thoughtful about his old friends before high school. He used to hang out with Joey, Kevin & Steve in grade school, then started hanging out with Mark who was a huge bully with everyone when he arrived on the scene. He and Mark were chummy during middle school, but he got expelled in their freshman year for assaulting Mrs. Tyler.

Billy rinsed his bowl, still caught in the tangle of Mary's words, her encouragement blending uneasily with his own self-doubt. He wandered into the living room where the subdued hum of the morning news played out and slumped onto the worn couch, its cushions sagging with years of use. The flickering screen barely held his attention as his mind drifted back to Mark, his old friend turned tormentor, and the uneasy alliance he built in those early years--a mix of camaraderie and conflict that left lasting impressions. These memories mingled with his present frustrations, a chaotic swirl of unmet expectations and half-hearted dreams. Outside, the sound of Jake revving his truck interrupted his thoughts, a stark reminder of the attention his brother commanded effortlessly. Billy glanced out the window, watching Jake wave to a neighbor with his signature grin, and he felt the familiar sting of comparison. He sighed, sinking deeper onto the couch, wondering not for the first time if he'd ever carve out his own space in a world that demanded so much.

Feeling bummed he went to shower and got ready for school. Mary's words hung in his head as he wondered what it would be like to have a girlfriend or a female friend. His only perspective into a girl's point of view was his sister and she thought he was attractive enough to be with someone, but girls at his school avoided him. He considered getting a job to expand his friend group beyond himself, but his dad would insist he intern down at the shop which means he'd have to see Jake even more than he already did.

As Billy finished dressing and grabbed his bag, the quiet hum of the house lingered, punctuated occasionally by Jake's laughter outside. He stopped by the mirror in the hallway, catching his reflection. His hair, slightly tousled, framed a face that seemed both foreign and familiar, a face Mary claimed wasn't bad, but one he hardly recognized as his own. He adjusted his shirt, a faint crease forming at the edges, and tried to muster confidence he didn't quite feel. The thought of mingling with classmates or making an impression felt daunting, but Mary's words echoed with quiet urgency, urging him to break free from his self-imposed isolation. Stepping outside, the brisk morning air greeted him, carrying the faint scent of damp earth and distant exhaust. He glanced at Jake, who was now animatedly chatting with Mrs. Harris, and then headed out toward the street, where the world seemed vast and indifferent.

Billy hesitated before hopping in his Jeep, watching Jake effortlessly flirt with Mrs. Harris and wondered if he could have the same confidence someday. Mostly, he found himself treating his former friends and other classmates with nastiness due to his presumption of rejection. He wondered if he could mend his former friendships or foster new ones where he could share his love of games and movies.

As Billy drove to school, the rhythm of the passing streets felt almost hypnotic, each familiar landmark pulling him deeper into a haze of introspection. The faint buzz of the radio filled the silence, but his thoughts lingered on Mary's advice and his own missteps, a tug-of-war between reluctance and possibility. He thought about the times he could have reached out--a joke left unsaid, a moment of kindness he withheld--and how those small choices had built walls he now struggled to climb. Pulling into the school parking lot, he spotted a group of classmates laughing near the entrance, their easy camaraderie a stark contrast to the guarded solitude he carried. For a moment, he let himself imagine walking up to join them, sharing a laugh, and forgetting the weight of his insecurities. But as he killed the engine and grabbed his bag, the thought dissipated like morning mist, and he resolved instead to take the day one small step at a time, wondering if perhaps today would bring the first crack in the walls he'd built around himself.

Billy felt a shiver as he sat in the homeroom brooding about his situation and feeling sorry for himself. He sat looking at his classmates, most of them 17, he felt a world away from them. Some were 18 but he still felt distant from them after being held back a year because of absences and a couple bad grades. He looked at Tammy and Georgia laughing and chatting about who knows what and he felt a longing to be friends with them. He looked at Jill and Paul who had been together forever and wondered what it was like to kiss someone. Finally, the bell rang, and he headed to English where he had to watch his former friend group pal around and practically rub it in his face that he wasn't welcome anymore. He secretly wished he hadn't become an ass when he met Mark all those years ago, but didn't know how to make amends or fix what he had broken.

He recalled the day Joey told him basically to fuck off. They were 9 years old at the time, and he didn't even realize that he was pushing his friend that far when he mentioned how small he seemed. He had been making fun of him for a while and had continued ever since pretending that he didn't miss his friends. Kevin and Steve basically ignored him after that, and he found himself only hanging out with Mark who was basically an ass to everyone and contributed to Billy being estranged from everyone at school. They were all seniors now except for their siblings, some of whom were in classes with Billy.

Lately, he found himself just wanting to be alone and mostly avoided causing trouble. The teachers had become wary of him and his shenanigans over the years, and he didn't feel like having to explain circumstances to his dad who was pissed when he got held back. He sat in English and watched his friends and knocked out his schoolwork as always trying not to be distracted. Class let out and headed to the bathroom before the next class. He went to urinal next to Paul and while working to unzip and extract his dick Paul was finishing up and executing the typical male shake before zipping things back up. He wasn't sure what drew him to look in his direction, but he glanced at Paul's package as he was shaking the remaining piss off and instant envy filled his head. Here was someone a year younger than him with a dick twice as thick as his own and several inches longer. Not quite the size his brother and father had on display this morning, but clearly, he'd been blessed.

Paul caught Billy staring at his dick and turned to display it proudly. "Jill love's this tool of mine too, Man," he said embarrassing Billy.

He was oddly drawn to looking at Paul's dick as he shook it helicopter fashion while laughing at himself. Billy felt his own dick in his fingers, but it felt significantly smaller than normal making him feel even more self-conscious.

Paul picked up on Billy's embarrassment and brushed it off saying, "Hey, Man. You're a grower not a shower, huh?"

Paul zipped up and laughed at himself as he washed and left the bathroom. Billy released and looked down at himself wondering why his dick looked and felt so small. Paul was right that it was usually all 'turtled' up when soft, but it felt thinner and frankly it looked like it belonged to a kid. He heard the door and resumed his task hugging the urinal a little closer than normal. This time it was the basketball star Malcolm, who everyone shined on about, especially the girls. Again, Billy was drawn to look at Malcolm's package as he pulled his shorts down to let his huge dick drop out. Malcolm held his shorts with one hand and hefted the dark piece of meat to aim at the urinal. It was much bigger than his brother and fathers' dicks and as fat as an English cucumber. Billy's eyes were wide as he not only felt the envy fill him again, but an odd attraction to it as well. His own dick felt even smaller in his hand or two fingers to be precise.

Again, Billy was caught staring except this time Malcolm turned to him with a mocking look and while shaking his hefty shaft free of any remaining droplets, said "Next time if you want a drink, just say so."

Embarrassed again, Billy turned back to his task and ignored having drops of piss flung on him as Malcolm went to wash up and left, laughing to himself. Billy felt completely humiliated at this visit to the bathroom and confused about what was happening with his own package. He shook and looked woefully at his small penis as he zipped back up. Washing up himself, he went on to his next class.

Entering Science class Billy took his normal seat which unfortunately was next to Paul. Paul was always cool with Billy and mostly avoided others as he was usually hanging out with his girl, Jill. Billy recalled their last interaction in the bathroom and could picture the long thick shaft of Paul's dick. It was slightly tanned and uncut with a fat pink head peeking out of the foreskin. He just now recalled the comment Paul made that Jill liked his tool, too, implying that Billy liked it. Being honest with himself he was oddly drawn to look at Paul and Malcolm's dicks this morning but had rationalized that it was to compare them with his own as well as his father and brother's packages.

"Hey, Man," Paul interrupted his reverie. "You cool? I didn't mean to embarrass you earlier. Jill tells me I'm too cocky about my package, ya know. No pun intended," Paul laughed at his own joke.

Feeling the heat rush to his face, Billy replied, "Yeah, I'm cool, man. I'm just zoning out today."

"It's cool," Paul replied easily. He continued after stroking half the length of his inner thigh, "I swear this thing has a mind of its own sometimes and makes me do crazy shit."

Billy followed Paul's hand and could see his now apparently erect cock snaking down his thigh nearly to knee and once again couldn't look away. He pictured the flaccid version he saw just a bit ago and now found himself wondering what it looked like fully erect. He wondered more about what it felt like holding it or better yet what it felt like to have one that big between his own legs. He often found himself envious of guys with big dicks like in porn, but he figured most guys were average like him; or at least he thinks he's still average.

As if reading his mind, Paul added with self-deprecating smirk, "I'm sure yours is impressive too. Most guys don't walk around shaking their dicks at each other."

Billy shook his head to clear his thoughts and refocus his attention on the gathering classmates. Malcolm entered the class with two his teammates being confident and good-humored as normal. His face turned serious when catching Billy's eyes and he stared while taking a seat a couple of rows over. The look wasn't threatening, but it was enough to encourage Billy to force himself not to stare at his package again.

The bell rang and Mr. Higgins greeted the class before starting their lesson for the week. Mr. Higgins was like most teachers in that he didn't tolerate too many shenanigans during class but was forgiving to comments and talking usually. His curiosity piqued, Billy found himself looking at Mr. Higgins' pants to see if he was blessed like seemingly everyone else but him. He wore casual dress slacks that were fitted to his legs which appeared muscular and of course displayed a sizeable bulge tucked up tight and protruding.

Billy was finding himself more and more irritated that seemingly every male in school and home for that matter, was blessed with a fat, long dick. He tried to casually glance at his other male classmates to size them up, specifically to size up their packages but didn't have a clear angle on most of them. Confirming that Malcolm was paying attention to Mr. Higgins, he risked a glance at his lap again but from this angle he couldn't make anything out. Looking back over at Paul to confirm he was also paying attention to class; he looked down at the bulge down his thigh. He could make out that it was thicker in the center and also again at the tip. He watched it, captivated by its manliness and swore he could see it pulse and flex. Unable to look away he watched as Paul reached down and slowly wrap his four fingers around the shaft and rest his thumb along the top as he stroked its length back and forth. He heard Paul grunt as he watched him squeeze the top of his shaft hard before stroking it several more times. Looking up he couldn't believe that Paul caught him looking again now smiling back in return.

"It's all good, Billy," Paul said quietly. "I don't really mind you looking. I take it as a compliment."

"Sorry, sorry," Billy replied flustered. "Zoning out again."

Billy raised his hand and asked if he could use the restroom clearly in a hurry to exit the situation. He went back to the same bathroom he was in 40 minutes ago and went into a stall to collect himself. He lowered his pants and briefs and sat on the toilet staring at his small dick with disgust. It was smaller than normal, leaving Billy with a feeling of desperate fear. Using just one finger and thumb he stroked his sad excuse for a dick feverishly. He closed his eyes and thought about Tammy and Georgia this morning wishing they were here now making out in front of him. He imagined the curves of each of them being caressed while kissing. He loved to watch girl on girl porn, and this normally pushed him over the edge quickly. His dick wouldn't harden despite his furious stroking and hypersensitivity. He shifted to visions of Malcolm's huge dark cock and the feeling of his hot piss splashing on his arm. He imagined being on his knees with Malcolm's hot piss splashing on his face and in his mouth, then thick white cum pouring out like a firehouse to coat his face. He shifted again to the view of Paul's dick in his pants, swollen and pulsing with the apparent need to release its load of cum and piss. He imagined being on his knees in front of him, holding the long heavy shaft and what it would look like while pulling the foreskin back, dripping with precum.

Billy felt the explosion travel through his groin and burst onto his hand despite not being fully erect. He leaned back as his small dick continued spurting small drips of cum on his fingers and thumb filling the air with its fragrance. The smell surrounded him as the images of Paul and Malcolm's dick continued to flash in his mind. He had never fantasized about men or dick for that matter, and it left him feeling stunned. Looking down at his softening penis he was surprised by the amount of cum on his hand. With curiosity he lifted his hand to his nose and sniffed the strong scent before tentatively extending his tongue to taste it. It wasn't as salty as he expected as all the porn stories he read over the years had alluded, but the flavor was absolutely distinct. He nervously licked a wide scoop onto his tongue and spread it around his mouth rationalizing that it wasn't gay if it was his own cum. He licked again and again until all his fingers and palm were clean of cum. Taking a deep breath and sigh, he stood and buttoned himself up before heading out to the sink to wash up and return to class.