This will not be a very long/ongoing story, probably one or 2 chapters max, but I felt the need to deliver after asking what kind of story our beloved Swordmaiden might enjoy.
She was pretty specific, so I hope I’m able to deliver
(Edit: Ended up being 3 chapters total)
Intriguing Development
Dillon was in the throws of pubescence.
He’d discovered the pleasures of masturbation at age 10, and as such, was a chronic masturbator by age 11.
Around 13 or so, Dillon noticed certain changes.
His penis would get stiff, like usual, but now, it would also grow, almost doubling in length and girth!
This was alarming to Dillon, as it was already difficult to hide his penis.
Over the last 2 years, his penis had grown substantially.
Now, when he got an erection, the only way to achieve some level of comfort was to remove his pants completely.
It would also stick straight up.
He had yet to grow any hair down there, so this only made the difference between his flaccid state and his erect state that much more prominent.
Dillon would often traipes around his room (or house, if his parents were out) completely naked!
He found it thrilling, and as a result, his penis would often become erect.
He wasn’t vain, but he found the way his penis looked in that state to be fascinating.
Before, when it would get hard, it would just stick out.
It was still quite large, but now, it grew even bigger!
Dillon also discovered that it felt AMAZING to play with it.
Though, only for a bit.
Eventually he would feel a hot ‘sting’ and his balls would get tight.
So, he’d stop then and wait for his penis to go limp again before repeating the process.
Dillon had heard other boys in his class talking about their own penises, and about getting hard and playing with them.
It seemed a lot of the boys in his class would even hang out and masturbate together!
Dillon was far too shy to let anyone see him naked though.
Even his own male classmates.
Maybe, if they were friends, it would be different.
But they weren’t friends.
The other boys weren’t mean, but they did pick on him.
He was quite skinny.
It was early in the school year when they were all changing after gym.
All the boys were in various states of undress.
From shirtless to completely nude.
Dillon didn’t understand why some of them were so nonchalant, even cavalier about their nudity.
Dillon did his best not to look, but couldn’t help catching a glimpse or 2 of his classmates genitals.
He was quite confused by what he saw.
Only a handful of the boys had pubic hair, let alone armpit hair or chest hair.
Dillon himself was relatively hairless.
But what confused Dillon the most was the other boys’ genitals.
The boys confident enough to expose themselves would often tease or joke about the sizes of their penises in relation to the others.
Dillon wanted to avoid that at ALL costs.
He was really self conscious about his genitals.
On top of being shy in general, Dillon was also extremely introverted and timid.
Dillon had managed to keep his privates safe from the view of his classmates thus far, but that was all about to change in a moment.
As he stepped out of his shorts and placed them in his locker, he was caught off guard by Jake.
Jake was what you’d call a stereotypical ‘popular guy’.
Not a jerk, or a bully.
Just inadvertantly smug and arrogant.
And much MUCH more athletically inclined.
Jake had also been the instigator in a recent lockerroom ‘game’.
A game of catching one of your classmates at his most vulnerable and giving him a wedgie, or pantsing him in front of everyone.
Dillon had his regular t-shirt on, and had just stepped out of his gym shorts.
He was unfolding his pants when Jake struck from behind.
“Pube check!” Jake yelled as he pulled Dillon’s briefs down from behind.
Dillon stood stunned for a moment.
Until he saw Harry and James look down.
“Holy crap!” Harry yelped.
“Jeez dude!” James looked appalled.
Jake quickly stepped around Dillon to get a look at what had made his classmates react like that.
Maybe Dillon was especially underdeveloped.
Jake immediately felt guilty over humiliating the poor kid, especially since Harry and James were a couple gossips.
He’d satisfy his curiousity, then make sure Harry and James kept their mouths shut.
“Hey, Dill. I’m sorry man! It’s no big deal if you’re-“
Jake’s words caught in his throat.
In the brief moment before Dillon managed to get his pants up and on, Jake got a good look at Dillon’s genitals.
He didn’t see any hair, but he did see a floppy tube of flesh snaking through the air.
It was mesmerizing!
Dillon quickly got his stuff and bolted.
“Did you see that?!” Harry gasped.
James cupped his hands self consciously over his boxer covered crotch.
Jake gulped, tugging at the front of his boxers, squeezing his own flaccid member, compairing it to what he’d just seen on Dillon, and coming up woefully short.
Heather was a cute, bubbly girl with long, wavy red hair.
She was also very kind.
This should have made her quite popular with everyone in school.
However, the girls in her class tended to ignore her, or be outright mean.
Heather didn’t understand it at first.
She thought perhaps it was because so many boys would try and sit with her at lunch or in class.
Or try to walk with her in gym.
It made Heather uncomfortable on both fronts.
But she always did her best to stay upbeat.
It was a difficult balancing act, but she did manage to gain and maintain several close friends.
That didn’t solve ALL her problems though.
Especially once Heather overheard some of the girls talking while changing after gym.
She was sitting on a bench in the lockerroom in just her sweatshirt and panties, having partially changed.
They had just finished the mile run, and Heather had done quite well.
She heard several of her classmates from the otherside of a wall of lockers talking.
“Gah! I can’t believe she finished near the top!”
“Seriously! How does she run with those things?!”
“They probably pull her forward on gravity alone! Ha!”
Heather looked down at the front of her sweatshirt.
Though billowy, the fabric could only do so much to conceal her sizeable breasts.
Heather was only 13, and while not the only girl showing signs of development in her class, she was the one most ‘noticably’ going through changes.
Between ages 11 and 12, Heather’s chest had swelled to a healthy D cup.
Her mother had chastised her for needing bras so early, and it made Heather feel self conscious.
What else made Heather feel self conscious was the 2 most popular girls in the 8th grade,
Amber and Cassum.
They were the typical snobby ‘mean girls’.
While Heather was fortunate enough to avoid conflict or attention, she was strangely drawn to eavesdrop on their conversations.
Especially since they revolved around sex!
Apparently, the girls had quite a reputation amongst certain boys.
Through her eavesdropping, Heather learned many details about several of her male classmates.
Details that made her imagination run wild.
Heather heard about erections, penis sizes, penis SHAPES!
And, Heather heard several girls talk about ‘handjobs’.
All of these lurid facts and details made Heather feel tingly and excited!
She fantasized about what a boy’s ‘penis’ looked like!
What an erection was!
What a penis FELT like!
Apparently, there were several boys who had very ‘small’ penises, and the girls took great pleasure in making fun of this fact.
Only once or twice did Heather hear one of the girls describe a boy as ‘big’.
But between the bits and pieces of conversation and her own imagination, Heather determined ‘Bigger Is Better.’
She only wished she felt the same way about her chest.
Our story begins after school one day towards the end of the year.
Both Dillon and Heather had managed to expand their friend groups, and even had several interactions with one another.
Heather was quite taken with Dillon, as he was very shy and cute.
Several girls had tried to get his attention, but he was always painfully awkward.
As the year progressed, Heather overheard rumors that several boys were planning to play some sort of prank on Dillon.
She heard these rumors from both guys and girls.
She didn’t like the way her classmates were plotting, especially since Dillon had never done anything to anyone.
Heather had come a long way in coming out of her shell, but still felt like a bit of an outsider.
If she and Dillon could only read eachother’s minds…
“Why are you doing this?!” Dillon begged as Harry and James dragged him by the wrists into the park where 4 other boys from Dillon’s class waited, along with one other, much taller, bigger boy.
One boy from Dillon’s class stepped forward.
“This is him.” He pointed to Dillon.
“We heard you were bragging about your dick!” Another boy pointed.
“Yeah! Saying how even us highschool guys can’t measure up!” The older boy scoffed.
This must be Harry’s older brother!
“I never said anything like that!”
Dillon pleaded.
Dillon pulled against Harry and James.
“No WAY a 13 year old has a bigger dick than me!” Harry’s older brother scoffed.
The 3 other older boys chuckled.
Harry’s older brother stepped forward.
“Get his shoes.” He commanded.
Dillon was stunned.
He barely fought back as the older boys lifted his legs and took his shoes and socks.
It wasn’t until he felt the button on his pants come undone that he began to struggle.
“No! Don’t!” He begged as his pants slid down and off his feet.
“What the-?!” One of the older boys gasped.
Dillon continued to struggle, now in just his white briefs and t-shirt.
Harry and James switched off holding Dillon to get his shirt off.
As skinny as he was, it took 2 of the older teens help to get it off.
The older teens were momentarily stunned by what they saw.
There was a thick, off center ‘U’ shape in the front of Dillon’s briefs and a sizeable ‘buldge’ between his thighs.
“No way!” Another older boy gasped.
“Told you!” James yelped.
Harry’s older brother looked disgusted, but stepped forward.
“Nah! It’s gotta be a rubber snake or something! Get ‘em off!” The older teen pointed.
No one moved for a moment.
Dillon took the opportunity to try and break free, but James and Harry held fast.
“Fine!” Harry’s older brother stepped forward.
“Alright ‘big man’, let’s see this thing in person!”
Harry’s older brother grabbed the waistband of Dillon’s briefs and yanked down.
Dillon felt his penis unfurl and flop around, freed from the confines of his tight briefs.
Everyone was quiet as Harry’s older brother slid Dillon’s underwear down and off, leaving him completely naked!
“There! Nothing to-“ Harry’s older brother cut himself off as he watched Dillon’s penis flop free!
Dillon was stunned.
He was now completely naked in the open, surrounded by 4 of his classmates and a few older teen boys!
Dillon had never been naked outside, or so far from home!
One of the older teen boys broke the silence first.
“Holy shit! That thing’s huge!”
Everyone looked at him, shocked.
“Told you!” James repeated.
“Jeez!” Harry gasped.
Harry’s older brother grabbed Dillon’s clothes.
“Hey!” Dillon gasped. “Give those back!”
Dillon struggled.
The boys all watched his massive penis swing and flop around.
On Dillon’s skinny frame, it as quite comical.
None of the older boys would admit it, but even erect, they were no where near Dillon’s size!
“Sure.” Harry’s older brother taunted. “You want your clothes back? Come get ‘em.”
He looked at his friends holding Dillon’s clothes.
“We’ll be at the Plaza fountain. Get there before midnight, or you can pull your clothes out of the fountain water!”
The boys ran into the night with Dillon’s clothes.
Harry and James let go and stepped back.
Dillon did his best to cover, folding his penis up and clutching it to his abs.
“S-Sorry, man.” Harry shrugged.
“Just get to the fountain. He’s a jerk, but he’ll give your clothes back.” James said, sheepishly.
With that, they too ran into the night.
“Wait! Don’t leave me!” Dillon begged as he watched his classmates disappear.
Dillon took a few gingerly steps on the grass, realizing without his shoes, he wouldn’t be able to run.
Heather had just finished up helping her favorite teacher plan out the next day’s lesson.
“Better get going, Heather. It’s already dark.” Ms Haney smiled sweetly.
“I know. It’s okay. I cut through the park. It’s safe!” Heather assured her teacher.
Ms Haney shrugged and smiled as Heather packed and headed out of the school.
As Heather crossed the parking lot and reached the main road, she found herself replaying those conversations she’d overheard during the year.
The discussions of various boys and the descriptions of their ‘privates’-
Their ‘penises’.
She’d learned that many of her middleschool friends had actually ‘hooked up’ with highschoolers.
Apparently, they all had ‘big ones’.
Heather still had no reference for penis size other than her imagination, but the more she heard, the more she desperately wanted to see one for herself.
And hearing about ‘handjobs’?!
Oh!
To touch one would put her over the moon!
Heather hugged herself, squeezing her massive breasts.
How though?!
She thought she was so shy!
She thought at this point, the only way she was going to get a chance like that would be if she just stumbled across a naked boy in the wild!
Dillon hadn’t moved far.
Not far at all, in fact.
When he’d been stripped, he’d been by the tree line near the far fence of the park.
Now, he was in the middle-
In the open!
The 13 year old’s heart was racing!
He was naked!
In public!
Sure, it was dark, but still!
He had a long way to go to get to the fountain in the shopping center.
He was near his school, too!
Dillon felt his penis twitch.
“No! Not now!”
He begged , feeling his member twitch beneath his hands.
Dillon knew, if he got an erection, he wouldn’t be able to hide it.
He continued to step gingerly through the park.
Thankfully, by the time he reached the fence by the road, his penis was back to it’s floppy flaccid state.
Dillon felt the head of his penis resting against it’s base as he kept it literally folded in half.
It was the only way to keep it concealed.
It felt strange as the smooth skin of the head rubbed the smooth skin of his pelvis at the base of his abs.
Running while covering was awkward and difficult, but if he uncovered, his penis would flop and swing wildly.
He had a long way to go, and even though it would be late by the time he reached the fountain where his clothes awaited, that meant less risk of being seen.
Or so Dillon hoped.
Dillon bolted across the road, leaving the park and entering the middle school campus.
Dillon crept along the chainlink fence of the school field, walking on the grass between it and the road.
He just hoped no one was leaving the school late.
Heather exited the school parking lot and began walking along the fenceline towards her neighborhood.
The straps of her backpack held her shoulders back and pulled the fabric of her blouse tight, highlighting her more than ample bossom.
Heather walked in a daze, her imagination ramping up.
First, she thought about Dillon.
Sweet, kind Dillon.
She pictured him with her-
Walking with her.
She pictured him naked.
She knew from the pool he was skinny.
She could see his legs, his abs and chest.
But try as she might, she just couldn’t picture his genitals!
His penis!
His balls!
She had an idea, of course, but with him covering like that, she couldn’t see what she desperately wanted to see!
Heather stood.
She felt strange and tingly.
Her imagination was getting the best of her.
Here, just outside the school, along the fence, she was seeing Dillon.
Naked.
Dillon froze.
He knew her crimson hair the instant she stepped beneath the street light.
Heather!
Of all people to run into now-!
Of all the GIRLS he could have run into-!
It had to be his crush?!
The two 13 year olds stood about 15 feet apart, frozen.
Heather’s eyes fell to Dillon’s hands.
“D-Dillon?” She asked, gripping her backpack straps.
“H-Heather!” Dillon crouched down instinctively covering as much of his bare body as possible.
Heather gasped.
This wasn’t her imagination!
This was real!
This was Dillon!
NAKED!
“Oh my god! Dillon! What happened?! Why are you-?” The words caught in Heather’s throat.
It was as though voicing it might make Dillon’s clothes materialize.
“The guys!” Dillon gasped. “They ganged up on me and stripped me!”
Dillon’s entire body turned crimson.
Heather’s heart was racing.
Her crush was crouching before her without a stitch of clothing!
“Do you have anything I can wear?!” Dillon begged, eyeing Heather’s backpack.
In truth, she did have her gym sweatshirt in her bag.
It would be more than enough cover for her naked crush.
Heather again looked at Dillon’s crouched, naked body.
She admired the sideview of his curved, buttocks.
She could see his fingers pressed together, trying to cover everything, but she could swear-
She could see the bottom of his balls, hanging down!
It was thrilling!
He was covering his bits-
His penis!
But it wasn’t like in shows or cartoons Heather had seen.
Dillon seemed to be having trouble keeping everything hidden.
Heather was indeed concerned and upset by Dillon’s plight, but when would she get another opportunity like this?!
She was here with a naked boy!
Not JUST a naked boy!
It was Dillon!
Sweet, kind Dillon!
Dillon was beyond panicked.
Not only had he failed in avoiding being caught naked, but of all people, it was Heather!
Dillon carefully adjusted his hands and shifted his weight.
He did NOT want Heather to see him like this!
Heather bit her lip and shook her head.
“No. Sorry Dillon. I don’t.” She said sweetly.
She stepped towards him.
Dillon panicked and awkwardly tried moving away, staying crouched down.
Heather looked up the road, passed Dillon.
A car was coming!
“Dillon! Hurry! Get behind me!” Heather pointed.
Dillon glanced over his shoulder to see a pair of headlights coming down the road towards them!
He looked at Heather.
Heather now stood straight, legs slightly spread and her chest puffed out, trying to create the best human shield she possibly could.
Dillon’s eyes locked onto Heather’s blouse, the buttons seemingly threatening to pop.
He was momentarily stunned by Heather’s heaving bossom.
“Dillon!” Heather yelped.
Dillon didn’t hesitate any longer.
He stood and bolted behind Heather.
As he moved, so did his hands.
Heather’s eyes went wide as Dillon’s ballsack swung between his legs as he took 2 bounding leaps towards her!
A peach.
A perfectly creased peach.
That was the first comparison Heather’s mind conjured.
But Heather fought back against her own thought.
That was no peach!
Those were Dillon’s balls!
She’d just seen Dillon’s balls!
Dillon passed her and huddled behind her.
He stood as close as he could, keeping his penis pressed to his abs with both hands.
He could smell Heather’s hair.
Strawberries.
Heather stood still, trying not to move in order to shield Dillon.
Dillon accidentally nudged Heather in the butt with the back of his hands, making her yelp.
“Eep!”
“S-Sorry.” Dillon whispered.
Heather didn’t respond.
She was stunned.
Was that Dillon’s-?!
Did he just poke her butt with his-?!
They stood still as the car passed.
All Heather could think about was the cute naked boy behind her!
He was so skinny, but cute!
Heather watched the car pass, turning with it until she was facing Dillon.
This close, she could tell he was blushing.
His blue eyes were sparkling.
“Whew! That was close, huh?” She blushed.
“Y-Yeah. Thanks.” Dillon said timidly.
Heather looked down at Dillon’s hands.
He had them layered on top of one another, overlapping onto his abdomen.
His balls were in plain view!
Heather was speechless!
Dillon didn’t notice at first, as he was admiring Heather’s chest.
Finally, he looked up into her eyes.
But her eyes were locked elsewhere.
Dillon followed her gaze down to his hands and realized his balls were visible!
“Ah! No!” Dillon yelped and turned away from Heather.
She saw him adjusting his hands.
“Are you okay?” She asked, gently placing her hand on his shoulder.
She did allow herself to take in the view of Dillon’s butt.
It was so pale and round in the moonlight.
“Y-You didn’t see anything, did you?” Dillon asked timidly.
Heather replayed seeing Dillon’s peach-shaped ballsack in her mind.
They looked so much bigger than she thought they would!
She wondered if what they were beneath would be equally as big.
“Not much.” She smirked.
Dillon hung his head.
Heather rubbed his back, admiring his smooth skin.
“What are you going to do about your clothes?” She asked.
“ I have to get to the Plaza fountain before midnight!” Dillon pleaded.
“Why?” Heather asked, concerned by Dillon’s tone.
“Those JERKS are gonna dump my clothes in the fountain if I don’t!”
Heather looked Dillon up and down from beside him, lingering on his hands.
“I-I need to get going.” Dillon said.
Dillon trembled and stepped closer to the fence.
Heather watched Dillon’s toned butt flex as he started away.
Heather pinched herself.
“Wait!” She gasped.
Dillon looked at her, then at her backpack again, hoping maybe she DID have something for him to wear.
“I’ll come with you!” Heather offered, eagerly.
“Huh?!” Dillon gasped.
“Yeah! In case you need a shield from cars or, god forbid, people!” Heather blurted. “I’ll help you!”
“But, Heather! I’m naked!” Dillon gasped, seemingly confused by the idea of being escorted by his female classmate.
“Hmhm! I know!” Heather blushed with a smile and a shrug.
This boosted her breasts and pressed them together.
Dillon noticed and gulped.
He felt his penis twitch.
“Come on! I know the fastest way!” Heather held out her hand.
Dillon’s heart began to race.
His crush was offering to hold his hand!
He began to move his hand away from his balls to take her’s, but then he saw her eyes go wide and her mouth open in a gasp.
He clutched himself tighter, pressing his penis harder against his abs and cupping his balls as best he could.
“I- I can’t hold your hand.” He said, unable to hide his disappointment.
Heather also made no effort to conceal her disappointment and frowned.
“It’s just-“ Dillon’s whole body blushed.
“I-I need both hands.”
“Oh.” Heather lowered her hand, dejected.
But then, Dillon’s wording-
The way he’d said it-
Heather remembered how big Dillon’s balls had looked.
“Oh!” Heather repeated, a certain ‘realization’ coming over her.
“Okay! Hmhm!” She chuckled, bashfully.
“Stay close though. You know, just in case.”
Dillon nodded and the 2 set off into the night.
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