Logan had been unusually quiet for the past twenty minutes, which was always Samanthaâs first red flag. She'd babysat her Brother-in-law more than a few times now. Usually, he was either pouting and whining like a brat, or he was cooing and 'goo gooing' like the loser Samantha warned her sister he would be.
âYouâve been quiet,â she said, stepping into the playroom and folding her arms. âThat usually means trouble.â
Logan had been hunched over his coloring book, furiously scribbling into it with one of his crayons before she walked in. At the sudden sound of her voice, Logan flinched so hard he snapped the crayon in half. In a panic, he scrambled to flip through the coloring book, the crinkling of the paper echoing louder than the rustling of his diaper.
It couldn't have been more incriminating, but Samantha played coy, slowly sauntering over and kneeling beside him. âWhatcha working on, kiddo?â she asked in a sultry voice, tucking a strand of hair behind her ear. Logan looked up with a guilty flicker in his eyes, he shifted uncomfortably, diaper crinkling, trying to shield his face with his ridiculous teddy bear and using his other hand to reach for the book.
With a single, smooth motion, Samantha snatched up the coloring book. Her eyes narrowed as she flipped through the pages one by one, humming softly to herselfâa quiet, almost cheerful little tuneâas her fingers brushed over the edges of the coloring book.
Logan sat frozen, his cheeks flushed and legs fidgeting on the carpet. The silence was worse than a lecture. Every page she turned made the pit in his stomach twist tighter.
Her eyes narrowed as she flipped slowly through the book, like a detective already certain of the crime, just collecting the final piece of evidence.
âYouâre awfully squirmy all of a sudden,â she murmured without looking at him, still humming lightly. âAlmost like someoneâs feeling guilty...is it your diaper? Did you do something in your diaper??â
Her hands darted between his legs, gripping the padding with no regard for boundaries or personal space. Her eyes danced along the ceiling as she poked and prodded and groped and squeezed and poked some more.
"Hmmm, you're all dry...that's a first! And I know you don't have poo poo's...I would have smelled that from down the hall!" she giggled to herself, "but what about stickies? Were you being a naughty boy and making goo goo's?"
She tossed the coloring book down onto the floor, needing both of her hands so that one could lift his shirt and the other could pull out his waistband so she could get a peek inside.
"Hmmm..." she intoned, moving her head back and forth to get a better look. Tracing her painted nail over the front of his flattened steel chastity device, tapping it, sending shivers up his spine and down his legs, then running a finger over his balls. "No stickies!" she proclaimed with a wide smile, pulling her hands back to clap approvingly and give him an approving pinch on the cheek.
"Well then what could it be that's got you so squirmy? Hmmm?"
Her lip curled as she reached for the coloring book again. Logan had hoped she would have forgotten about it, that this all would have blown over, but there she was, using Logan's sticky pre-cum on her finger to flip through the pages again.
Cartoon bears and trucks and crocodiles on unicycles went by, each one meticulously colored and shaded to near perfection. Of course Logan was good at it, it was how he had to spend most of his âplay timeâ these days. You should see how well he could stack wooden blocksâŠ.
Samantha found it amusing to think about what state Logan's diaper must have been in while he colored each page. This had to be when he was in a particularly messy one. She thought, judging by the more rushed scratches and strokes.
Logan whimpered behind his pacifier, hands balled into the hem of his shirt. He didnât dare move. Not now. With every turn of the page she could sense his anxiety growing.
Finally, she found it, and let out an exaggerated gasp.
âAnd what do we have here??â she said, dragging out each word with theatrical mock-surprise.
Logan's heart sank. He shrank into himself, face turning a deep shade of red as he avoided eye contact, pacifier bobbing nervously.
She slowly turned the book around, holding it up like a piece of evidence in a courtroom. The crayon drawing stared back at Logan in full, embarrassing color. Over the blank outline of a cartoon bunny was Logan's depiction of a beautiful, busty woman getting plowed by a man with giant muscles and an even bigger dick.
âWell now,â she said, tapping the page with her finger, trying to contain her laughter and maintain her stern demeanor, âif youâre going to make pictures like this, I think we need to hear you explain them properly.â She pulled the pacifier from his pursed lips, it reluctantly gave way with a plop!
"Who is this, Logan?" Samantha asked, holding the coloring book steady in front of his flushed face, her tone sweet and slowâfar too calm for Loganâs comfort. When his head turned away beneath her fierce gaze, she gripped him by the chin forcing him to look at her, asking again, harsher this time. "Who is it, Logan? Tell me."
Logan fidgeted, eyes darting toward the door as if an escape might magically present itself. It didnât.
âIs this...Amanda?â She asked, pointing to the woman getting pounded and split open by the big strong man. Even in crayon, it was pretty obvious. "Is this my sister? Is this your wife??"
Logan hesitated, cheeks burning. Then, finally, he nodded.
Samantha arched an eyebrow. âUse your words, sweetheart.â
ââŠY-yes,â he mumbled.
"And what do you really call her, Logie?" she asked.
"Very goood!!!" Samantha cooed, clapping overexcitedly. "And what about this?" she said, tracing her finger to the huge man with prominent veins bulging out of his cock and biceps.
Logan looked like he was about to cave in on himself, he lifted his Teddy bear instinctively to try to hide behind it like he does when Samantha is changing his dirty diapers. She gave him a sharp tap on his wrist. "Who's the big man in the picture, Logie? Is that supposed to be you??"
She could hardly contain her laughter at the sheer audacity, but Logan was relatively quick at shaking his head 'no'.
He looked so embarrassed, cheeks darker than crimson. "It's...it's Mr. D-d-d-Dominic..."
"And who is Mr. Dominic?" Samantha beckoned, again playing the fool.
Samantha couldn't contain the grin on her face as she watched her pitiful brother-in-law squirm beneath her, "And what do you call him?"
Logan's head was aimed at the floor. Finally, he muttered in the softest of voices: "Daddy..."
After Samantha was finally done cackling, she felt a pang of sympathy at the pitiful man before her. She lifted his chin once more. "Awww! Don't be sad, little one! This is a really great picture! And you looked happy to do it! Why don't you tell me what's happening??"
Logan's mouth hung open for a while, she could tell he was inwardly cursing himself for ever putting his thoughts out on paper for his sister-in-law to see, but he wanted this ordeal to be over with.
"Ahp!" Samantha quickly interjected, stopping him. "Is that how widdle baybees speak?"
Logan's diaper crinkled loudly as he shifted on the floor uncomfortably, still struggling to find the right words, but a picture is worth 1,000 of them. He huffed again, then let his voice hit that high-pitched register. "Ith Misturr Dawminik...errr...Daddy putting his...pee pee in M-mommy..."
"Ooooh!! And is Mommy liking it?"
"Speak up, diaper boy!" Samantha barked.
"Y-yes Mith Samanthwa, Mommy wikes it..." he said, then mumbled to himself, "she wikes it a wot..."
"I bet she does!!" Samantha giggled, knowing her sister's taste very well, "Mommy likes BIG pee pee's doesn't she?"
"And wittle Logee doesn't have a big pee pee does he??"
"I don't have a big pee pee..."
"Noooo!!! Not at all!" She cackled. "Auntie Samantha has changed PLENTY of your diapies to know what you have going on inside of them! What do you have Logee??"
His face flushed a fresh shade of purple as he mumbled, "a...a wittle baybee dick..."
"That's right!! You sure do!!" Samantha cooed, pinching his cheeks again before returning to the coloring book, pressing her finger to the bottom of the page.
âAnd whoâs this little guy way off in the corner down here?â she asked, already knowing.
âMe,â Logan grumbled.
"This one? The little man in the corner watching? That's you??"
Logan almost rolled his eyes, but instead he just nodded again.
"And what is he wearing?"
He looked down between his own legs, "Diapers."
"Diapers..." Samantha repeated, "Is that where you belong?"
Samantha giggled again, wagging the book back and forth while she sang in a sing-song voice "Widdle baby cucky in a diapee, watchinâ grown-ups be all big and strong while he piddles in his little pampers!! Look! You even colored it brown at the bottom!"
Logan looked away. She could tell she was losing him, hammering the point home a little too hard, so she took his hand softly and placed his pacifier back in his mouth to sooth him.
"Is this how you see yourself, Logie? How you see your new family?"
He sniffled, then nodded.
"Does it make you...happy?"
He considered that for a long moment. His little babybrain spinning. Finally, he seemed to have come to a conclusion.
"...Yes." He said behind his pacifier.
"That's perfectly fine, baybee boi!" She said sweetly, placing her cheek in her palm and stroking it gently with her thumb. "It's good you know your place in the picture! You're just a widdle bayybee for your Mommy and Daddy!" After finally coaxing a smile out of him, Samantha realized it was time to play her part in this while picture.
"Now tell me..." she said, shifting to a sterner tone as she picked up the book once more. "Is this something appropriate for a widdle baybee to be drawing?"
Logan's eyes went wide, realizing he was in big trouble. He fitfully shook his head no, whimpering and whining behind his pacifier in hopes it would earn him mercy.
She tapped the page. âNooo it sure isnât! You know better. Now I know that little caged up diaper cucks like you don't get to watch big boy movies, especially naughty big boy movies! But that does not mean you get to make naughty pornographic pictures of your own!"
She stood over him, watching him cringe beneath her shadow. âYouâre in diapers, sweetheart. That means you color outside the lines, stick to bunnies and bears, and do NOT draw pictures that are too big for you!"
Logan blushed and babbled behind his pacifier, terrified, squirming, wriggling and writhing.
On the outside, Samantha kept her expression firm, brow raised and lips pursed in disapproval. But inside? She was cackling.
The whole thing wasn't even a big deal. He wasn't technically doing anything wrong. In fact, Samantha found the whole thing quite amusing--and even a little bit sweet. In a weird, perverted type of way. But that didn't mean she couldn't take advantage of being a stern caretaker. She liked to have her fun too.
"I think we need to have a little lesson on what's appropriate for diaper losers like you!â
30 minutes later, Logan knelt in the corner of the room, his nose pressed gently against the wall. In front of him, held up awkwardly between his nose and the pastel colored paint, was the paper Samantha had ripped out of Logan's coloring book. He stared at the big, bulging cock he'd drew, and read the letters Samantha had made him write over it in big crayon letters:
âBoys in dirty diapers don't draw dirty pictures.â
âBoys in dirty diapers don't draw dirty pictures.â
âBoys in dirty diapers don't draw dirty pictures.â
âBoys in dirty diapers don't draw dirty pictures.â
Each line was carefully spaced, a little shakyâwriting after getting a harsh, bare-bottom spanking over someone's knee wasn't easy, especially when you were still crying and sniffling.
Samantha sat nearby, sipping tea and admiring how bright red she made his ass cheeks that were still peeking out of his pulled down diaper. She checked her watch. âTwenty more minutes,â she said cheerfully. âAnd if that paper drops before I say so, you will go back over my knee, and we start over. Understood?â
Logan nodded, tears sliding down the bridge of his nose and smudging the paper it was pressed into.
Samantha smiled to herself. He could cry all he wantedâbut deep down, she knew this was what he wanted. He liked being a little diaper cuck, even if he hated to admit it. No matter, heâd be admitting it to his âMommyâ and âDaddyâ when he presented his little drawing to them later.
And next time? Maybe heâd stick to coloring bunnies.
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Image credit: The World of Goddess Kat
