The Babysitting Bro

It was the summer after senior year, and Madison was ecstatic to finally be 18. She had everything waiting for her, a car, college, and especially a job. Due to school and her strict parents, she was never able to get a job during her High School years. Popular with the boys, always helping her parents around the house, and kind to everyone she knew, Madison was a good person all around. Once she turned 18, Madison begged her parents to let her get a job, and for once, they let her, and tomorrow she would be starting.

After searching on various websites for a few days, Madison had overlooked hundreds of ads for jobs, but one that stuck out to her the most was a Babysitting gig. It was on a website called Craigslist, a place where people put advertisements for stuff they were selling, finding jobs, and much more. Though it was a shadier website than most others, she trusted the listing she saw as genuine. The ad wrote, “Seeking someone to look after my son: Care for my 13 year old son for a three days and I’ll pay you $300. I won’t be home the whole time and you will need to stay at my house without leaving the entire time. There are spare rooms and you can do whatever you’d like but you just have to keep him near you at all times. You’ll need to order or cook your own food with your own money but I will cover the expenses when I return home. Preferably looking for a 18-20 year old male so he’ll be more comfortable. If you’re interested please respond asap. This will be a life changing experience for you, trust me.”

The second Madison’s eye was caught by the ad, she was immediately hypnotized by the listing. She had always begged her parents for a little sibling when she was younger, to no avail, but the maternal instinct to take care and protect festered deep inside of her. Almost in a trance like state, she read over the ad a few times, thinking the decision over. She loved kids and knew how to cook and clean. It was perfect for her. All she had to do was stay at a house with a 13 year old for a few days while the parent was away and she would get $300. It was easy money, and surely he would make an exception about the boys only part, right?

Almost robotically, Madison took out her phone and typed in the man’s contact information and dialed the phone number. It didn’t take long for someone on the other end to pick up. 

“Hello?” a voice on the other end asked. Madison, still in a trance, replied monotonously, “Hello. I am calling about your ad on Craigslist. I’d like to apply for the job.”

There was a snicker on the other end, “Perfect. I think you’re just right for it. It will be life-changing. See you tomorrow at 1 pm, sharp, don’t be late.”

The call ended abruptly, and with it, so did Madison’s hypnosis. The second she snapped out of it a pain in her head occurred. A confused Madison felt dazed from the strange sensation. One moment she was looking at ads, and another she had just scheduled the first day at her new job. But either way, she was excited for her first day, and with it already being nighttime, she hopped into bed and started to doze off to the thought of her new “life changing” job, which it would really turn out to be.

Day 1:

The blonde girl awoke to the smell of breakfast. Like a natural instinct, she scratched genital area like a primitive male, and took in the scent of food. With a yawn and a stretch, she dragged her still-sleepy body out of bed and went to brush her teeth, stomach grumbling at the wafting scent of fresh eggs and bacon coming from downstairs. All Madison had her mind on was the food she was about to devour, an unusual characteristic for her to have in the early mornings. She just felt more, manly, than she did normally, and a strange warm feeling in her body was beginning to occur.

“Madison! Come get your brunch!” her mother yelled from downstairs in the kitchen. Hearing this, she quickly finished up brushing her teeth and rubbed her eyes, heading down for breakfast on her first day at her new job. It was already 12 pm, as since it was summer she was allowed to sleep in, but the smell of good food and the excitement of her first job made her raring to go.

“Morning Mom, I found a job and I start in an hour!” she explained cheerfully, plating her food and greeting her mother.

“What? Already? How come you didn’t say anything yesterday?” her mother replied scoldingly.

Madison gulped as she realized that she had forgotten to inform her, “Sorry mom I forgot about it. It was already 10 and I didn’t want to wake you.”

Her mother huffed as she sat down with Madison at their dinner table and ate breakfast together. “That’s fine sweetie, I’ll tell your father when he gets back from work. So what’s the job?”

Madison quickly explained what the job was and what she would be doing, and to her mother’s protests against her staying at someone’s house for a few days, she apologized and said that it was already done. With a sigh, her mother let her go, saying that she would need to check in every day with her. Strangely, Madison wolfed her breakfast down, unlike normal when she would eat calmly, and agreed.

Her mother took notice of this, saying, “Why are you eating so fast you’re going to choke!”

Madison came to and realized that the speed she was engulfing her food at was unnatural. But even with all that food down her stomach, she somehow still felt hungry. “I don’t know Mom, my body feels fine but...”

Madison trailed off, thinking about how to phrase her next few words as the feeling in her body felt completely foreign to her. As Madison’s eyes trailed around the room in the silence, she glanced over the time, reading it at 12:20. “I’m gonna be so late! Bye mom love you!”

And as quick as she ate, she left, saying goodbye to her mom and running out the front door with her belongings. She began what her Google Maps app said was a 25 minute jog to the address of the house, but because she was a slower runner, she ran a bit faster than normal, hurrying her strange-feeling-body.

As Madison rushed through her neighborhood and into the other side of her town, changes started to occur to her body. She could feel the strange, warm feeling spread throughout her body, and it gave her a boost of masculine confidence. With each step and heavy breath of her run, the sensation escalated more and more.

With each step, her wobbling legs started to elongate themselves. As Madison ran, the growth of each leg made her height increase by almost 4 more inches than her normal height of 5’5. She didn’t feel the changes happening however, as she just kept her mind on making it to the house. Her ignorance would be a curse as next her feet suddenly burst through her shoes, causing her to stifle her run a bit. Onlookers from their houses watched the blonde haired woman pass as her bouncing tits deflated into her body, leaving behind a flat, hardened chest. Her signature, long blonde hair began to recede into her scalp, until finally all that was left behind was a dark brown, spiky teenage boy haircut. She felt none of this occurring to her however, but as she passed people on walks and fellow joggers they all gave her weird looks. Though Madison felt uncomfortable by their stares, she had to keep going as 1 pm was nearing soon and she was almost there, as well as in her transformation. Her thin arms continued the growth spell, growing just a little bigger and blanketed by hair, as well as her biceps swelling over hairy, sweaty pits. Her facial structure however did not change a bit, just her eyebrows and lips becoming bushier and thicker. She was nearing her destination and her body was almost finished with her changes.

She panted taking a quick break from the extreme pressure building inside of her, and lastly, the warming sensation had centered in her vaginal area. Madison felt her pussy begin to tingle at the warmth as her mind and memories became clouded by the lust and went on autopilot to the house. It wasn’t long before the sheer pleasure overtook her body, causing her to use one of her meaty, sausage fingers to rub her clit as she jogged. Madison rubbed her throbbing pussy in broad daylight, trying her best to keep in moans as she felt herself begin to cum. No, this was something else. Something was emerging from her pussy, causing her to moan wildly. Madison looked around but thankfully no one was there to watch her masturbate to the feeling of something bursting from her vag. She just kept rubbing and rubbing at her sensitive spot and much to her horror she felt something poor out from inside of her vagina. Immediately, Madison knew what it was but she couldn’t stop herself. She wasn’t in control of her hands anymore, continuing to rub her clit until the cock and a pair of hairy, egg sized balls surfaced from her fuckhole. And at last they did, she could feel the 6 inch cock finally close her pussy forever, as he finally ejaculated his first semen through his new manhood inside of his shorts. He stopped his running the second his cock came inside his underwear, taking a breath to take in his current situation. His clothes were different as well, instead he was sporting a black tank top as well as some grey shorts and Nike shoes. He looked at the time on his phone, and realized that the maps app said that he had reached his destination. It was 12:58 and he looked up at the house he was standing in front of, and like magic, he was here. The boy walked up to the door and knocked it, waiting till exactly 1:00 pm to do it as he was instructed. Instantaneously, a man opened the door and smirked. He was a tall, imposing caucasian man with an air of confidence. He had a tall, bulky build and was wearing a business suit that was about to rip in half from his muscles, and was holding a briefcase.

“You must be Madison,” the man greeted, grinning mischievously.

Madison? No of course he wasn’t named Madison, that's a sissy’s name! Matthew was in no means built, but he still had an alpha male presence about him. He scratched his dark brown hair, exposing his thick bicep and sweaty pit. Scrunching his face dumbly, he replied, “Nah man the names Matthew. You’re the dude who needs a babysitter right?”

“Apologies for the misunderstanding, I must have heard a different name over the call,” Mr. Quinn grinned from ear to ear, “And yes I am, you may call me Mr. Quinn. Please come inside,” Mr. Quinn said, moving to the side and opening the door a bit wider for him to come through. Matthew stepped into the house and glanced around. It was moderately big, as it was in the nicer part of town, and from what he could tell already, Mr. Quinn was loaded.

“So where’s the kid bro?” Mason scanned his eyes around the well decorated floor, modern yet touched by antiquity.

Mr. Quinn chuckled, “I see you’re raring to go aren’t you. Here let me show you around, he’s asleep right now in his room.”

Matthew nodded to his offer and followed him around the house as he got a tour of the home he would be staying in for the next few days. It was definitely bigger than Matthew expected, and much nicer. Multiple bedrooms, a pool and a jacuzzi, a huge kitchen, and nice flooring. As he followed Mr. Quinn around, he couldn’t help but notice that he felt a sense of comfort, like he was finally home. Suddenly, the tour came to an abrupt stop as he and Mr. Quinn was standing behind a door. “This is Jeremy’s room. He’s asleep right now since yesterday he stayed up late playing video games,” Mr. Quinn explained as he knocked softly on his son’s bedroom door. There was a groan from inside the room, followed by a slightly annoyed, “Come in.”

Matthew walked into the room after Mr. Quinn had opened the door. The room smelled like it should, a teenage boy’s room filled with dirty clothes and a noxious puberty must. Matthew enjoyed the awful odor, reminding him of his own manly scent.

“Jeremy I’d like you to meet Matthew. He’ll be staying across the hall from you for the next few days while I’m gone on another business trip. Say ‘hi’,” Mr. Quinn explained to his son sternly.

Jeremy glanced at Matthew’s lanky yet muscular body and looked away, mumbling a quiet, “Hi.”

Matthew smiled and took a moment to reply, as his already dumb jock brain was having a hard time functioning under the boy’s stuffy room. “Uhh yo Jeremy, I’m Matthew uhh let’s be bro’s?”

The spoiled 13 year old brat stifled a laugh and nodded his head, picking up his $1000 Iphone and going back on Instagram. Mr. Quinn looked back at Matthew and shrugged, walking away from the room hurriedly as he checked his wrist watch. The two men exited the developing teenager’s room and closed the door behind them, careful not to let the potent smell out.

“He can be a bit… troublesome. I’m hoping with a manly role model like you he’ll turn out alright. Thank you so much for coming but I have to get going now or I’ll be late. Please make yourself at home, I ordered pizza earlier for you and Jeremy so have some. Keep in touch alright?” Mr. Quinn requested, already walking to the garage to drive off.

Matthew lifted his arms behind his head, breathing in some more of his own musk, causing a warm feeling in his body to start occurring again. “Yeah bro, see you soon.”

And with that, Matthew was now the man in charge of the giant house and a teenage boy. He walked to his room that he was shown earlier, ready to make himself at home like his boss said. After tidying up and neglecting a shower following his excitement filled run to the house, Matthew jumped into his soft guest’s bed and devoured a couple pizza slices. The familiar warm feeling in his body persisted throughout the night, and another change would happen in the morning.

Day 2:

Mattie woke up to the smell of musk and a wet feeling in his pits. Reluctantly, he got out of bed, but strangely he felt heavier than he did usually. Mattie opened the door to head to the luxurious bathroom he saw by his room yesterday, and groggily rubbed his eyes to wake himself up.

He stumbled across the hallway, carrying an unfamiliar body weight. He felt hunky and muscular, and it filled him with a sense of pride and confidence he hadn’t felt before. Once he arrived in the bathroom, he looked into the fancy mirror and noticed something different about himself. “That’s strange bro. I don’t remember being this built...” Mattie even checked himself out in the mirror, flexing a few poses with his studly body before realizing his massive, smelly pit stains. “Holy shit bro, I never sweat this much, right...?”

Confused, he removed his soaked shirt from his sweat-glistened body and cautiously brought his tongue up to his armpit. It reeked of man, the amalgamation of a boy’s gym locker room and the scent of puberty, almost rivaling the scent of Jeremy’s room from yesterday. He licked, and much to his surprise, he tasted amazing. His eyes opened, the fog in his mind cleared, and the memories of his sweet glaze coating his toned muscles soaking through his shirts on the daily returned. His alpha pits were always wet and disgusting because of it, but he didn’t care, they tasted like nectar from the gods. Of course he sweated this much, he was a man! Without his mind even giving his body the signal, he flexed.

Admiring his own body was Mattie’s go to in the morning, giving him his daily testosterone and confidence boost. He ran his meaty hands over his glazed, bulging pecs and thick biceps, his prized possessions. They were sculpted from numerous years in the gym, as exercising was Mattie’s passion and he did it any second he could. He had a four pack of abs to compliment his body structure, creating his desired, hunky brute aesthetic. As he grasped his bubble butt and reached down into his bulging underwear, realizing he never released his morning wood. He took of his tight underwear and released his uncut manhood, which instantly started pissing a stream of yellow into the toilet. The sensation was mesmerizing, the pure pleasure he obtained from his smelly piss pouring out of his young, 7 inch cock was euphoria. As he finished his leak, he shook his erect cock a few times before flushing the toilet. But as he was about to jerk off, a knock at the door surprised him.

“Who is it bro?” he asked, tucking his erect cock back into his pants. There was a mocking laugh from the other side of the door. “The kid you’ve known since forever? You know, the one you’ve babysat for years Mat. What are you talking about bro?”

The realization hit him in an instant. It was Jeremy, the kid Mattie had known since, well, he was born. Their parents had been friends since forever, and when Mattie grew older he became his caretaker while his father was gone. He was a big influence on Jeremy’s life, since his dad wasn’t around too often Mattie was his role model. He wanted to be like him, even going as far as to use the same idiotic, jock brain vocabulary Mattie had. “Sorry lil’ bro I guess I woke up weird,” Mattie apologized as he opened the bathroom door for Jeremy.

Jeremy walked into the bathroom and first noticed Mattie’s raging boner. He was about to crack a joke at it before a foul stench hit his nose. “Yo dude, you’ve been sleep-sweating again? It smells so bad this time!”

Mattie smirked at his ‘little’ brother and raised his arm up to expose his hairy, sweaty armpit. “Oh yeah? Smells bad huh? Why don’t you have a taste of it lil’ man!”

Jeremy was shoved into his ‘older’ brother’s putrid armpit. Mattie held his head down, forcing him to breathe in the disgusting stench and taste his sweet yet saccharine pit-sweat. Grunts and muffled protests were heard from Mattie’s armpit and after 10 seconds he finally let go of Jeremy. As soon as Jeremy was released he burst into laughter, Mattie laughing along with him. “Dude! You’re disgusting!”

“Yeah yeah I know. But I gotta do it to you everyday bro that’s how you become a man!” Mattie explained enthusiastically as he began to brush his teeth.

The second day of his baby sitting job went smoothly. Mattie and Jeremy played video games, ordered and downed an entire pizza, and exercised together until they were exhausted in Mr. Quinn’s home gym. The more the hours went by, the more Mattie felt at home in the large Quinn home with Jeremy. Of course, he had never felt not-at-home around the family, as he enjoyed spending time with his pseudo little brother. They had precious memories together and their bond was stronger than anything, almost like they were real siblings. But siblings, well, they can be extremely annoying to deal with.

Mattie’s cock was being driven insane all day, ever since his morning’s pit-tasting experience. The brat just wouldn’t leave him to himself for a minute, not even to cum. Now that he had Jeremy all tuckered out in bed, he had only himself for the whole night, and it was time to finally explore his ‘new’ body. Though he masturbated constantly, it was almost like he had forgotten what it felt like to jizz, or maybe those memories weren’t really there at all. Either way, Mattie was steadfast in his resolve to finally finish himself all over his silk bed sheets.

He began his experience by taking out his cock from his tight boxers. Pre-cum was already leaking from the throbbing meat as just the idea of masturbation was arousing him beyond words. Unbeknownst to Mattie, this was his first time, and his uncut cock was sensitive to the touch. He spat into his meaty, dominant right hand, and wrapping it around the top of his erect manhood, and stroking it up and down. Waves of pleasure immediately exuded from his body, as he rolled his eyes back at the sheer stimulation. He wanted- no, he needed more. He continued to jerk the full of his 7 inches, jelqing and stretching it out simultaneously. Though his first time, he could tell that his girthy sausage was almost ready to burst. Mattie tried his best to control his ejaculation for a bit longer, begging his body to let him keep experiencing the feeling. Each stroke, each jelq, each sensitive touch of his fat, dirty cockhead caused him to finally cum his massive load all over his body and bed. He moaned loudly, but it wasn’t the least bit feminine. It was masculine, and arosuing, the sound of an alpha male reaching his climax. Mattie realized that Jeremy could have heard but he didn’t care, panting in exhaustion. He got up to wash his hand when he realized he had a better solution. He was unsure, but he reluctantly brought his cum drenched hand to his lips and began to slobber his wet tongue. The saltine taste shocked him at first but he enjoyed it, even scooping up a bit more from his shirt. He laid back down and played with his cock a bit more, and he realized that he was already ready for another round. And he would jerk his cock until morning, stretching and growing it with each jerk off, and by the time his hairy, his hairy, deflated orange sized balls were both drained of all of their semen, his sore, abused cock had stretched itself out 3 more inches, and he fell asleep on his sweat and cum drenched sheets.

Day 3:

Mason woke up to a blaringly loud yet unfamiliar Iphone alarm on his third and final day of his babysitting job. He adjusted his body to the side and saw there was a phone on a nightstand next to his bed. Was that there before? He didn’t care though, as the alarm was getting on his nerves, so he grabbed the phone off the nightstand and turned it off. The hunk sighed and looked around the guest room he was staying in, realizing that it was decorated. There were posters of women in bikinis, an xbox in the corner, a giant flat screen TV, as well as a familiar musk. The morning wood in his pants was harder than ever, yet sore to the touch from his excitement filled night of jerking. He adjusted his 10 inches of pure, unwashed smelly cock meat in his boxers and neglected his need to piss. Mason groaned, as his morning jock brain wasn’t ready to think, jerk, or pee, so he flipped his heavy body over, going back to sleep. But for Mason, his second chance at sleep was rudely interrupted by a familiar voice.

“Get up big bro, get up!” the voice commanded, nudging the Mason’s sweaty backside. The groggy stud turned to face his morning intruder, and to no one’s surprise, was none other but Jeremy. “Come on big bro I wanna play!”

“Go away Jeremy before I shove you into my armpit,” the hunk said slamming his own face back into his soft pillow with a grunt.

“But Dad said you have to!” Jeremy replied in an annoyed manner. That sentence caught Mason’s attention. Dad? Jeremy and him weren’t related by blood right? Right? Wait no, what was he thinking, of course they were. Jeremy was his little brother no doubt about it, he had even helped change his diapers when they were little. They were family through and through. Mason felt a sharp pain sear his forehead, began to get up and sit upright on his bed, clutching his forehead as memories of his life flowed through his mind, causing a painful migraine. “Fuck dude what the hell is happening to me...”

“Mason?” Jeremy asked worryingly, walking closer and closer to his brother who was mumbling seemingly random words to himself such as, ‘Madison’ ‘Girl’ and ‘Brother.’

“Mason are you okay?” Jeremy repeated nervously, unsure of what was happening to his older sibling. From the call of his worried little brother, the pain seemed to suddenly stop as the musky jock sat there blankly, letting the magic finally override his changing mind. The sound of his little bro’s voice reminded him of who he was, and the duty he had to his family. Mason, finally snapping out of it, looked at his little brother and smirked. “Fuck yeah bro! Who wouldn’t be with a body and life like this. Now come here you little shit, you need a pit smash for waking me up!”

Mason jumped up at his brother from his bed and with each inch he made towards Jeremy the world around him seemed to slow down and finally fall into place. As Mason inched closer, his form began to transform one last time, growing him to about 6’1 and hunkier than he was the previous day. His hair changed and restyled with each step, finally stopping at a messy, unkempt yet attractive hair style on the boy. The guest room changed as well, falling under ownership of Mason, as the walls began to paint themselves his favorite color as clutter and dirty laundry seemed to pile up from thin air. The 20 year old’s white, sweat covered skin darkened from the summer sun, giving his sex machine body a light tan. His tightly packed muscles enlarged Mason’s torso, as well as his pits growing even more hair. Madison was now the perfect man, an attractive stud with a kind and caring, almost paternal personality. 

“Come here bro! Lick this sweaty pit!” Mason exclaimed, reaching to grab his brother. Jeremy laughed and started to run away from the room, screaming in excitement as Mason began to chase after his brother.

Unexpectedly, a booming voice echoed throughout the house, halting the boy’s chase and calling out, “Mason? Jeremy?

The voice was so familiar and father-like, causing Mason to immediately obey the voice and stop in his tracks. As the sound of heavy footsteps came up the stairs in Mason’s direction, his final memories were implanted in his head. He was Mason Quinn. A 20 year old jock, captain of the baseball team, and fuck-boy extraordinaire. Mason’s High School days were filled with emptying his loads in any girl (or guy) he wanted, leading his baseball team to the championships and winning, and taking care of his little-rascal brother. He was always there for his brother, no matter what, almost as if he was ‘made’ to take care of him while his father was away on his frequent business trips. Though he just graduated, and had been offered baseball scholarships to even the most prestigious of universities, Mason neglected college, seeing as he was just too stupid to even understand middle school education and that he needed to take care of his brother. He was the perfect role model and man for his brother to look up to, almost unnaturally perfect. And his father, well everyone in his city knew who he was. Martin Quinn, a renowned scientist leading the study on gene manipulation and bodily mutations.

Mason’s overwritten jock brain snapped out of it and an unfriendly seeming man stood in front of him. The atmosphere was tense and silent before the large, imposing man broke the silence.

“Hey kids!” he greeted with a huge smile.

“Hey Dad,” both of them replied simultaneously. Mr. Quinn smiled at the words uttered before him, “Dad.” An evil grin hid behind his kind smile as he saw that his latest experiment was a complete success.

His nose however was beginning to pick up an awful stench coming off his project, the muskiness causing Mr. Quinn to scrunch his nose. Martin laughed to himself, realizing that he must have forgotten to program showers into his son’s routine. However, he was delighted to see that his latest gene manipulation experiment had been successful, Mason was unrecognizable from the kind, blonde girl or the small, brainless twink he was a few days ago.

“Thanks for looking after your brother again Mason. You’re the perfect role model for Jeremy son. Oh yes here’s your pay,” his father grinned with satisfaction, handing Mason an envelope of $300, but the compliments from his father filled Mason with more joy than the money. A rush of pride caused testosterone to wash over his hot, rank body. The stud smirked and flexed his veiny bicep. Mason replied, as his perfect life setting itself in stone, “Of course Dad. It’s what I was born to do.”