“Simon, are you sure this’ll help?  It’s embarrassing!  I don't want anyone to see me like this!” Theodore whined.  

“Well you're the one who woke me in the middle of the night the other day, and I like getting my sleep.  And no one will even notice as long as you don’t slip up.  So, yes, it will.  Now pull it up, let’s see how it fits.”

With a pout on his face, Theodore reached down and pulled the diaper up from around his ankles, tensing when it was all the way up.  So he may have had a few nightmares lately.  So he may have wet himself a few times.  That didn't mean he needed to be back in diapers!  Nor did Simon have to make his own… somehow. 

“It’s… snug, I guess.” Theodore said as he patted the front of the diaper, a blush coming to his face as it crinkled under his palm.  The padding in the front felt weird against his penis, even if it was still covered by his foreskin. “Are you sure this is gonna help?”

Simon nodded.  “Yes.  It’ll slip on and off with ease, it won't tangle any of your fur, and the material is very absorbent on the chance you have an accident.  And... as an incentive, I’ll reward you every time you make it through the night without wetting yourself.”

The promise of a reward made Theodore’s eyes widen.   “Oooh!  What kind of reward, Simon?  Tell me, tell me!  Please!” He pleaded, doing a little dance in his excitement.  As he did, though, Simon moved forward.  To his surprise, Simon had pressed his hand right up against his crotch and squeezed down.  A shock of pleasure surged up Theo’s spine, and he ended up moaning from the new sensation.  “Hnnn!  Wha… what was that…?”

“Come back tomorrow morning with a dry diaper and I’ll explain the rules of this game.” Simon said, patting Theodore lightly on the head.  Before he left the room, he couldn’t help but think back to his times with Alvin.  He didn’t need to know what he’d be doing with Theodore just yet...

*..........................*

Theodore woke up with a wide yawn, rubbing at his eyes.  What a weird dream he had… but that thought was immediately pushed aside.  He gasped, bolting up in bed and tossing his blanket off of him.  He hurried to unzip his onesie, bringing a paw right down to his crotch. 

He had been playing Simon’s little game for about a week or two.  The first few days had yielded... less than desirable results, so he had to spend all that time washing himself while pining for whatever Simon had in store.  But, since then he was all clean!  Though, after he got the full reward the first time, he insisted that the two of them still played.  

“Hehe… I’m dry again, Simon~” he cooed to himself as he felt around his crotch.  Absolutely dry fur inside the diaper, as expected.  He climbed out of bed, looking over to Simon’s.  However, all he saw was Alvin snoring away.  Simon’s bed was empty.  

Before he could even wonder where his brother had gone, Theodore heard the water running in the bathroom.  He hopped out of bed, going through his drawers to get one of his large shirts. Theodore was careful to not make too much crackling noise as he slipped from his onesie, put the sweater on, and then tiptoed past Alvin’s bed. 

Sure enough, his oldest brother continued to snore away, completely unbothered.  

As soon as he was out the room, Theodore let out a little laugh, rushing down the hall until he got to the bathroom door.  Without hesitating, Theo twisted the knob and walked right in.  

He was met with a burst of steam that made his fur stand on end.  Simon’s pajamas were scattered on the floor, and most importantly, his underwear were tossed away like nobody’s business. The sight made him blush, but he was interrupted before his thoughts could wander.  

“Hey!  Who’s there?” Simon shouted over the spray of water.  “I’m in the shower!”

“I-It’s me, Simon!  I’m here for… for my reward.” Theodore spoke up, closing the door behind himself and locking it.  “I couldn't wait for you to be done, so I just came in.”

Quiet.  Only the sound of water splashing on the floor.  Then, the curtain slid back a little, and Simon peeked out.  He squinted, huffing a little before his vision cleared up enough for him to make out Theodore’s shape. 

“You want your reward now?  Really?  You know what that means, don’t you?”

Theodore nodded his head a little, looking down at the bathroom tiles as he crossed his feet.  As long as the little “game” was going on between him and Simon, it still had him embarrassed to actually bring it up. “Y-Yes, I know...  But I did good this time, honest!”

With a raised brow, Simon just nodded his head as he climbed out of the shower.  Theodore’s cheeks darkened as he ended up getting an eyeful of Simon’s front.  From wet fur to lithe muscles, from cute feet to his flaccid cock.  Simon got his glasses back on, blinking a few times before he stood in front of Theodore.  “You’ve done well the past few days, Theo.  Alright, since you’re so sure, we’ll see.  Shirt up.”

Hearing the command made Theodore tremble.  But, the chance of getting his reward was too good.  He knew he was clean.  Theo grabbed at his sweater, lifting it up and up until everything below his chest was revealed.  “S-See?  I told you!”  Sure enough, the diaper he wore was still plain white, no signs or hints at any yellow in sight.  

“Hmm… so far so good… but I know for sure how often you were drinking yesterday, Theodore.”  Simon said.  He reached down, taking hold of the hem of the diaper and tugging it outward.  

Peeking in, he got a proper view of everything within.  Theodore had remained dry throughout the night… though the twitching of his uncut shaft caught Simon’s attention.  With his free hand, Simon poked the tip, rubbing around a few times.  He didn’t mind the whine Theodore let out, stroking around the head.  Simon watched the way his foreskin glided back and forth.  He even slid his claw out so it could explore inside the foreskin. 

“Nnmmh…!  S-Simon, no, that’s not… not…” Theodore's toes curled as he tried to stay standing.  He felt a bead of precum working its way to his tip.  He didn't want any chance of losing his reward, but he couldn't stop it.  With a whimper, Theodore tilted his head back and moaned as the little squirt of pre met Simon’s finger, splattering right on it.  

Simon, unsurprised, brought his hand back, looking to his little brother’s face as he raised his hand.  “And what is this?” He asked.  

There was too much knowing in his gaze.  Simon enjoyed the game just as much as he did.  Theodore still whined in protest. “I-It isn't pee!  And it wasn't there until you started touching me!” He insisted, tightening his hold on his shirt.  

“Hmm… I suppose it isn't.   That would mean you’ve not wet yourself.”  Simon said, playing with the pre that stuck to his finger by stretching it into a strand between his finger and thumb.  “Well, Theodore, it looks like you’ve earned it after all.”

Those words brought a smile to Theo’s blushing face.  “C-Can I have it now then??  It's why I came in with you!”  His heart was beating faster, and his shaft gave another few twitches as he squirted again.  This time, it landed on Simon’s belly.  

“Well… I planned on getting clean, but it wouldn't hurt making Alvin wait a little longer for his shower.”  Simon then took hold of Theo’s sweater, raising it up the rest of the way until his brother was completely naked.  Save for the diaper, of course.  As he still held it open, an idea came to Simon’s mind.  An idea that made him grin.  “Theodore… hold it open for me.”

“Okay!”  The pudgy munk did just that, his diaper crinkling as he tugged on it, keeping the front wide open.  “Is this part of the reward?”

“Yes, yes it is.”  Simon stepped closer, putting one hand on Theodore's shoulder.  The other went to his length, pointing it downwards into Theodore’s diaper.  Simon breathed in, closing his eyes as he waited.   Seconds passed, and soon he was relieving himself.  His pee flowed right onto the head of Theodore’s cock, splashing around and getting into the diaper. Even as it was absorbed, the wet warmth remained.  

Theodore was taken by surprise.  His eyes were wide, and his heart felt ready to leap out his chest.  It was so.. so… hot.  Simon’s pee just cascading along his length, soaking his crotch and making the diaper heavier… Theodore opened his mouth to question it, but all that slipped out was a moan.  

“S-Simoooon… that’s not fair, I stayed dry like I was supposed to!”

“Shh… don't worry… this one doesn't count…” Simon groaned, leaning forward as he aimed his stream a little higher, soaking Theodore’s belly with his piss.  “Just don’t move… aaah…”

Try as he might, Theodore couldn’t help it.  A shaky hand moved to interrupt Simon’s flow.  He’d never made his diaper a mess like this before.  Sure, Simon relieved himself in front of him before, or even on his feet, but certainly not this.  Theodore took hold of his own shaft, trying to get it back in the warmth Simon provided.  “Can.. can I rub it?”

Simon sighed and nodded his head.  “You don’t need my permission for that.  Especially not now.” He turned his gaze up to look at Theodore’s face.  

He was helping his little brother.  Surely there wasn’t anything wrong with indulging his own fetish along the way.  He liked it when Theodore blushed.  He loved it when Theodore moaned.  It turned him on, seeing how desperate Theodore could get, or how excited he’d be for a reward.  He could see it all on his face.  As soon as he had told him, Theodore started jacking off, tilting his head back as he moaned loudly.  

His own stream was starting to taper off, so Simon moved closer and closer, pressing the head of his cock against Theo’s.  “Hey… pee for me.” Simon instructed, cupping Theodore’s cheek.  

The pudgy munk gave him a look of confusion.  “Don’t worry.  I already did it to you, now you do the same.  It’ll feel great~”

“Hnn… o-okay Simon, but it’ll get on the floor…” Theodore looked down, the blush on his cheeks growing darker.  Simon was so much bigger than he was… no less than two inches, and it was even thicker by a little.  “There’s gonna be a lot…”

“I know there will.  Do it for me while I get you ready.” Simon said.  

A shiver went down Theo’s spine, and he closed his eyes, finally letting his bladder relax.  Everything he was holding in since the night before came out, and it was gushing faster than he expected.  Theodore let out a whimper of pleasure as his shoulders slumped, another shiver going through his body as he peed on Simon.  “Aaahn.. Hmmph, oooh yeah…” He whined, tongue hanging out his mouth as he fixed his gaze back on his brother’s face.  “Am I d-doing it right?” 

“Veeery good, Theodore…” Simon reached behind him, slipping both of his hands into Theodore’s diaper.  Another thing he loved about his little brother was his ass.  No doubt thanks to his eating habits, Theodore had quite the ass on him.  Heavy, wide, squishy cheeks that Simon loved to grope into.  He grabbed hold and spread them apart as much as the diaper would allow, his dick throbbing against Theodore’s as it hardened.  He poked a finger up against Theo’s hole, prodding it again and again until his finger slipped inside.  It wouldn’t be the first time he was in his little brother, but he never got tired of this feeling.  

The way he gripped down, the pulling, the heat… Simon savored Theodore’s moan as he curled his finger upwards, giving Theodore’s hole a soft tug.  “Nice and loose, Theo… hurry up and finish peeing.  I wouldn’t want your reward to go to waste~” 

“I-I’m tryiiiiing…” Theodore had started to drool, his cheek squishing against Simon’s shoulder.  It felt sooo good to release it all.  And on Simon, of all people!  And, of course, having his hole being felt up was a bonus.  He melted whenever Simon got grabby.  “Can I get rid of the shirt, too?”

“When you’re done…” Simon panted, working his finger further into Theodore’s hole, pumping it in and out at a steady pace.  “You’re peeing so much, Theo… maybe I ought to have you hold it for a day and see how much you let out~”

Hearing that, Theo ended up squeaking.  He pinched down on his length to slow the stream.  At this point, he had a nicely sized puddle in between Simon’s legs, and it was only getting bigger as it dripped from his fur.  “Mnnn… m-more, more…” He pushed his butt back against Simon’s hands.  He fapped himself faster, standing up on his tiptoes.  “Ohhhh Simooon…!”

Simon kissed his cheek once.  “That’s it… let me hear you~” He encouraged, adding a second finger inside of Theodore.  

“Aaaahhhmnn!!  Deeper, oh gooooosh!” Theo’s moans got louder from the extra stretching, and the rest of his pee sprayed out onto Simon’s belly.  In reflex, he grabbed at Simon’s hips for support, ending up squeezing his butt cheeks together as he worked himself on Simon’s fingers.  This was almost the best part for him.  Being invaded, rubbed, touched...  if he wasn’t drooling before, he was now, pressing his face against Simon’s chest and breathing in his scent.  There was still the smell of that lavender soap he used, but beneath it was his own natural scent.  He started licking around the spot, whimpering and moaning in between.  

Theodore’s toe curled up against the tiles, and he was getting close to collapsing.  Now that he was done peeing, his pre was free to flow instead, beads of the stuff dribbling out every now and then.  “Simon… Simoooonnn…” He looked up at him with pleading eyes.  “I want the rest… p-please… I did so goood…”

“Heh… Good, Theo.  Turn around.” Simon instructed.  

“Oh, thank you, thank you!” Theodore squeaked out, turning himself around ao he was facing the wall.  He hurried and bent himself over, squishing his cheek on the wall as he pushed his butt out, shaking it around.  The diaper swung around as he did, weighed down by both of their pee.  “S-Stuff meeee~”

Chuckling, Simon took hold of Theodore’s hips.  He tugged the diaper down slowly, relishing in the reveal of that plump ass he loved so much.  And he thought Alvin had a nice butt… Theodore’s was on a new level.  It even had a little sheen to it, thanks to all the pee that wet it.  He wasted no time spreading apart Theodore’s cheeks, revealing his hole and moving forward.  The head of his cock met Theodore’s hole and… he stayed there.

Theodore looked back at him, wiggling himself again against Simon’s tip.  “W-Why’d you stop?  I did what I was supposed to, so don’t leave me hanging!  Please Simon!” He squealed out.  

Simon had to cover Theo’s mouth.  “Shhh… relax.  I just like looking at you.” He explained.  Before Theodore could say any more, Simon thrust inside of him in one go, his hips slamming against Theodore’s butt enough to make it jiggle.  Theodore’s resulting scream was muffled by his paw, and Simon got right into a rough pace.  He fucked into his little brother with reckless abandon, savoring in every attempted squeal and groan he let out.  As easy as it was to get into him, Theodore was quick to start clenching down in an attempt to keep Simon inside.  

He was clamping around his shaft every time he pushed in, so Simon had to go harder to power through.  He could feel Theodore’s tongue against his fingers, trying to push past so he could moan freely, but Simon kept him silenced.  Alvin could be awake at any moment, and he hadn’t caught on that Theodore was… experienced.  

“Mmmmhh!  Mhhmn!!” Theodore’s moans steadily got louder, and were even rising in pitch the longer they went on.  Simon’s cock always slammed into his prostate, and when it went past the rest of his dick ground against it.  His mind was already spinning, and Theodore was a mess od piss, drool, precum, and moaning.  His knees buckled under Simon’s force, having to be held up by the waist with Simon’s free hand.  

“Good boy… veeery good, Theodore…” Simon praised in between his thrusts.  He grinned, curling two of his fingers into Theodore’s mouth, holding it open so he could moan freely.  “Don’t wake Alvin.” he stated, paired with a rather harsh thrust against Theodore’s prostate.  

The poor pudgy munk let out a restrained moan, nodding his head as he licked between Simon’s fingers.  His spit dribbled down his chin with each pass of his tongue.  Simon was too good… too good… his eyes started to roll back when he felt Simon’s hand squeeze around his shaft, pushing the foreskin back and stroking only at the freshly exposed head.  He was trying his hardest to not scream, and he closed his mouth around Simon’s fingers, sucking on them for dear life as his prostate was hammered into.  

He couldn't even form the words to warn Simon.  All he could do was groan out as he humped into Simon’s paw.   “S… sssssiiimmonnn…” he managed to groan, closing his eyes as euphoria took hold.

His cum started to shoot out, and it came hard.  It splashed audibly within his diaper, and Simon counted at least eight squirts of the stuff before he stopped counting, releasing Theodore’s cock to go back to humping him.  He wasn't too far from his own peak.  However…

Just as he did with Alvin, Simon slowed himself down, hilting his shaft in Theodore’s ass for a few seconds before he forced himself to pee again.  It wasn't as much as before, but what he managed to let out made Theodore groan again, bouncing that chubby butt up on his dick.  

“Aaah… easy, Theo, easy… you did your part… now just take it.” Simon cooed soothingly by his ear, stroking along Theodore’s wet belly with both paws, now getting back to his quick, rampant thrusts. “Be a good boy for me~” he moaned, planting a kiss on Theodore’s neck before nuzzling the spot.  

He squeezed around Theodore’s stomach, hefting him up off the floor a little before burying in again, letting out his own moan as he loaded up Theodore’s hole with his semen as well, groping and caressing his belly all the while.  “Oooohh… hnnf…” Simon got down on his knees, breathing heavily as he settled in his spot, leaning forward.  

For a moment, the only sound was the running shower and their own exhausted breathing.  Then, Theodore piped up.   

“S-Simon?” He asked, spitting out his brother’s fingers.  “I love it… so much when we do this…”

“Heheh… I love it too, Theodore.  Now come on.  Let's get you washed up before Alvin comes in and sees.” He hummed, managing to stand up and get Theodore onto his feet.  Soon, the diaper was discarded and the two munks were sharing a shower, their mess completely forgotten for now.