The New Years Baby - Pt. 2: Random Dare Day (Juvenile Jenga) (Patreon)

The random number generator cycled through the five numbers and landed on number 3.

The five boys gave collective gulps between one another and then swiftly grabbed at their cards before flipping them over.

They each took a glance and their own card and the number of their competition.

Troy had the number 1 card.

Ian had the number 2 card

Chris had the number 3 card.

Mario had the number 4 card

Bourbon had the number 5 card.

“Oh-ho!” Troy grinned, turning to face his brother whose face had gone white as a sheet.

“Phew…” Bourbon sat back, hand to his chest.

“Sometimes leaving things up to chance can lead to prosperity. Hehee.” Ian giggled.

Chris sat on his knees and shook, eyes twitching as sweat drenched his face.

“Welp!” Mario giggled and dusted off his hands. “I guess that settles it. Chris, these diapers are yours! You should be happy. They used your money to buy them so it only makes sense you use them anyway, right?”

Chris reached over, grabbed Mario by the collar, and began shaking him back and forth. “THIS ISN’T FAIR! IT’S NOT RIGHT! I DEMAND A DO-OVER! A HOAX! A CHEAT! THE PHONE CHEATED! THE CARD LIED!”

Mario got dizzy anime swirls in his eyes as he was thrusted back and forth with a dazed open mouthed smile on his face. “I-I-I-I’m n-n-n-not s-s-super s-s-smart but… I d-d-don’t th-th-think th-aaaat’s possibleeeee…!”

Ian rested a hand on Chris’s shoulder. “Now, now Chris,” He began, sounding like an intellectual before his voice shifted to that of an evil gremlin. “Would you be saying that if it had landed on anyone BUT you?”

Chris’ eyes went blank with sheer rage as his face flushed red and steam rose from his head. His clenched teeth were a sign of his anger but also a sign that he had no rebuttal to this.

“Az–!” Chris turned to Bourbon and hurriedly corrected himself. “Bourbon… c-come on. Help… please?” He pleaded, hands clasped together.

Troy and Ian raised their brows, a little confused why he was turning to Bourbon for help. After all, he was their friend, not his.

Bourbon just stared at Chris, suddenly wearing his usual eyes-half-open, neutral expression again. When embarrassment wasn’t on the table for him, that’s when he shifted back to normal.

He then said, “We have to be fair, Mr. Troy’s Older Brother. No cheating, ‘kay?” He said, wagging his finger at him.

Chris’ lip quivered and he found himself dunking his head low, anime tears flowing from his face.

“Ugh… f-fudge…”

As if Bourbon was going to help Chris out in front of Troy and Ian. Did he want them to think they were tight?

“C-Can I just… m-mentally prepare myself first!” Chris blubbered, shaking with embarrassment and blushing already.

“Sure,” Ian shrugged. “You’d best do that now because you’ve got a LOT of diapers you’re going to need to get through.”

Chris’ eye twitched at that.

He then took in a breathe and sighed. “Okay… I think I’m ready… let me just take these into the bathroo–GAH!” He yelped when Mario suddenly held him down onto the carpet, his butt wriggling about. “MARIO! GET OFF!”

“Quick! Get his pants off!” Mario laughed as he ordered the kids.

Bourbon, Troy, and Ian were momentarily shocked. Mario and Chris were super tight. One was the right hand and the other was the left. They’d never seen him do anything that might impede Chris in anyway or vice-versa.

This was a rare situation so you’d better believe they took advantage of it.

Bourbon grabbed at Chris’ shoes and shimmied them off.

“HEY! COME ON!” Chris shouted.

Ian and Troy smiled as they grabbed at his belt looped pants. Ian undid the belt and yanked it off.

“GAH! At least let me change in private!” Chris cried and banged his fists up and down on the floor.

Troy was proud to be the one to yank Chris’ pants down, exposing his MLP underoos clad butt to everyone.

“EEP! Twilight Sparkle has been exposed to the WORLD!” Chris winced, face getting redder as he felt the air on his bum.

Bourbon unfolded the diaper and laid it out on the floor.

Mario giggled as he lifted Chris up and dragged his limp body over towards it. Ian and Troy grabbed at both sides of his underwear next.

“NO! Naughty kids! DON’T LOOK! STOP–!”

They yanked his briefs down, exposing his tiny wee wee.

“EEEEEEK! I’M INDECENT!” Chris screamed.

“Calm down buddy.” Mario said with a smile. “It’s all in good fun.”

“I’M NOT HAVING FUUUUUUUN~!” He shouted before Mario plopped him onto the laid out diaper, flat on his back.

Bourbon smiled and puffed some baby powder onto his exposed front.

Troy then went up to Chris, hands on his hips and looking down at him with a sneer before poking his nose. “Aww. What a cutie-pie. Don’t worry Baby New Year, big brother will take care of you until all these diapers are used up.”

He then grabbed the tapes of the diaper and folded them over to tape Chris into his new diapered prison. With a double pat onto the front, he got two little puffs of powder to float into the air which made Chris sneeze a bit.

Troy then smiled and said, “So, get used to them quick.”

Chris grumbled. “I’ll be through these as fast as I can then…”

“That’s going to be a lot of diaper changes,” Troy said back, arms behind his head.

“Hmph!” Chris crossed his arms and pouted, looking to the side.

“Alright! Who wants to play the rest of these games?!” Mario asked.

Chris sat up and continued to pout with his arms crossed. “I don’t feel like-AAH! HEY!” He whined when Mario took off his shirt and put a bib on him. “GRRRR~!”

“Sorry. The whole baby look has to look right, you know? Baby New Year and all.” Mario snickered.

Chris remained incensed.

“Don’t worry buddy. We’ve got other spinning games to play.” Mario set his phone down and readied his finger. “What’s the next bet going to be?”

“Uhm…” Bourbon tried to chime in but Chris answered first.

“Loser gets a spanking,” Chris said aloud. “A terrible, bare bottom spanking that has to be done completely naked in front of everyone. No pants, shoes, socks, shirt, or underwear. When it’s done they only get their underwear back.”

Troy, Ian, Bourbon, and Mario all stared at Chris, shocked.

Chris smirked. “What’s the matter? Scared?”

“Nah man.” Mario said. “It’s just, that’s pretty rough. Hope it doesn’t land on you again.”

“WHAT?!” Chris gasped. “I’m STILL in the game?!”

“Of course you are. That’s why it’s all luck based.” Mario snickered. “Wouldn’t be fair if we kept spinning the wheel until everyone had a turn. That wouldn’t be right.”

“UGH!” Chris tugged at his hair. “How many more of these do we have to do?!”

“Uhm…” Mario pondered for a minute. “Maybe as many more as there are people here.” He finished.

Chris looked unamused. He was starting to wish he’d held back a bit. He swore to God if it landed on him again, he was out of here.

“I…” Ian began before crossing his arms with contemplation. “... guess I’ll continue to play.”

“Me too,” Troy said. “I’ve got luck for days.”

“Did you forget what happened to us back at the store already?” Ian asked, sweatdropping.

Bourbon sat back, sweating all over himself with a forced smile on his face. “B-B-B-B-B-B-Bring it o-o-o-o-o-o-onnnnn…”

Ian and Troy snickered. Could that stutter have been any more stretched out.

“Let’s do this then!” Mario smirked and pressed the button on the randomizer. He was pretty eager.

It landed on 4.

Mario’s jaw dropped.

“YES! HAHAHAHA!” Ian laughed and pointed.

Mario blushed and turned to growl at Ian. “MY PHONE CHEATED!”

“OH COME ON!” Chris snapped.

Mario crossed his arms with a huff and then steamed a little.

Ian, Troy, and even Bourbon were grinning at him with anticipation.

“... Grrr… FINE!” Mario stood up and tugged down his bike shorts and took off his wife beater. He then kicked off his socks and stood there in his Dora the Explorer briefs with their cute pink elastic.

“You wear some interesting briefs for a rough and tough boxer.” Troy commented.

“SHUT UP!” Mario snapped, stomping his foot.

“His favorite color is pink.” Ian whispered.

“I SAID SHUT THE HELL UP!” Mario whined, waving his fists around.

Chris huffed and stood up. He stuck a finger into Mario’s waistband and yanked his briefs down, making him freeze with wide-eyed embarrassment.

“Eh?” Mario blinked, flushing red.

“The dare was ALL the clothes come off.” Chris snickered.

Mario puffed his cheeks out, sweating all over before sighing. “F-Fine… I’m proud of my manhood anyway.”

“I think you’re smaller than Chris down there actually…” Bourbon commented.

“St-Stop looking! What are you, gay?!” Mario asked.

“Yeah.” Bourbon said, straight-forward.

“You… wha–?” Mario blinked.

“Enough!” Chris pushed Mario over so that he fell over Ian’s lap.

“AIEE!” Mario whined. “Wait, why Ian?!”

“Because the universe dictates it so.” Ian answered, baring his teeth with a wicked look on his face.

He then raised his hand and slapped Mario’s butt, making it bounce and making Mario whine like a puppy.

“EEP! Ohhhh…!” Mario gulped.

“Now let’s see how well you do against my wonderful HAND of punishment!” Ian then charged in for an epic hand spanking the likes of which Mario had never felt before.

“AH! OOOF! EEEP! OOOHHHH~! GAAAAH! SPANKIEEEEEE~! BUTTIE HURTIEEEE!” Mario screamed, eyes crossing and tears flinging everywhere as he kicked his legs up and down.

Bourbon and Troy stood with their hands over the other’s shoulders, admiring this display. Chris stood behind them, arms crossed and smiling. He may be the New Years Baby now but he admired being able to at least witness this much.

Those five minutes were super long for Mario and not long enough for the others. When Ian was done, Mario jumped off his lap and started dancing around with his hands on his butt, whimpering and whining as he did the I-Got-Spanked-Dance off to the side.

“HAHAHAHAHAHA!” Ian, Troy, Bourbon, and even New Years Baby Chris laughed at Mario’s plight.

Eventually, Mario calmed down and shuffled his Dora briefs back on over his butt, wincing as the fabric sizzled his sizzling behind. “GAAAahhhoooooh… hurtie hurt hurt… pain…!”

“I’m a pretty good spanked eh?” Ian asked from the couch.

Mario pouted, eyes teary and snot dribbling from his nose.

What was he going to do? Say no?

“... Yeah, sure. I guess.”

Ian grinned.

“Next dare…!” Mario shouted. “Someone is gonna be a punching bag! Like get knocked loopy so bad they might pee their pants!”

“Of course yours would be about fighting…” Ian grumbled.

“Are you going to let us beat you up if it lands on you?” Bourbon asked.

“...We can spin to see who does it if you want.” Mario shrugged.

“Nah. That’s fine,” Bourbon chimed in, way more relaxed now. “We’ll just do it with whoever we want.” He smiled. Seems like he felt luck was on his side so far. If he could survive three more of these then he was good…

Mario had the randomizer go and the roll hit number 2.

“MEEEEEEEE?!” Ian jolted and bounced where he sat, spritzing a bit of pee into his underwear.

“Oh yeah!” Mario laughed and pointed. He then cracked his knuckles. “Me! I choose me! I want to do it!”

“NO! NO WAIT! HOLD ON!” Ian scooted back, sweating all over in a panic.

“Wait.” Chris put a hand on Mario’s shoulder. “I’ve got a better idea. Let’s let Ian beat himself up.”

Mario blinked. “But I hit harder.”

“True. But he’d look stupider doing it to himself, right?” Chris sneered.

Mario thought about this for a second… then he smirked and nodded like a wicked elf. “Sure, sure. Hey Ian! Hit yourself all over!”

Ian swallowed and stood up. “Hmph. F-Fine… if it’ll please you brutes…!” He raised a fist and nudged himself lightly in the chin. “Ta-da.”

“Oh dear…” Chris murmured, eyes narrowed.

Mario leered at him. “If you do another wimpy hit like that I totally AM gonna be the one who does it!”

“OKAY!” Ian put both his hands out. “F-Fine… l-let me just… brace myself!”

He raised his fist.

“UGH! I can’t do it…!” Ian whined.

Mario stepped closer.

“YIPE!” Ian doubled back, dripping more pee into his undies.

Troy pondered this for a bit. “M-Maybe you just need to get into character. Try pretending you’re a bully and you’re beating yourself up.”

“...?” Ian blinked. “Try…? Uh…” Ian looked around in confusion. “I can’t do that. That’s too silly. Especially for someone like me.”

“Come on. I know you’re a crotchety stick in the mud but try and be a bit freeing.” Troy said, nudging him with his elbow.

“I agreed to play this game with you all,” Ian said, hands behind his back. “That’s about as freeing as I should be when it comes to indulging in this nonsense right?”

“Acting like you’re above it all is just making me madder.” Mario warned.

Ian winced. “Okay, okay… fine.”

Ian took in a breathe and sighed. Then he raised his fist and scrunched up his face into a mean, angry one.

“Hey you! Yeah you! Dork, nerd loser guy! I’m talkin’ to you!” Ian shouted. 

Then Ian turned to face no one on his left and his face shifted to that of a scared little boy. “Who me? I-I-I’m not a loser or a nerd!”

Then Ian shifted to the right and put the mean face on again. “Yes you are and I’m gonna beat you up for no reason cause I hate people who are smarter than me!”

Then Ian shifted to the left and went, “EEK! No please sir! I-OOF!”

Then he punched himself in the gut.

“NO! I didn’t do anything to deserve-BLAUGH!” Ian then punched himself in the face, making his eyes roll and his shorts sag a bit, showing off the waistband on his Spider-Man underoos.

“P-Please… m-mommy help me! BLAUGHALALLLRFFT!” Ian then gave himself an uppercut. Then he kept striking himself across the face over and over until he was spinning around like a ballerina.

Troy, Chris, Mario, and Bourbon were snickering as they watched him make a fool of himself.

“Duuuuh! Now yous gunna get it nerd dork butt butt dork nerd… doofy face!” Ian said, eyes rolling around in their sockets and a dumb drooly smile on his face. His shorts were lowered to his ankles now and his briefs had an increasingly big wet spot on them.

He then punched himself in the chin so hard he shot out of his shorts, did several flips in the air and landed on his butt. “NOooooOoo… please no more mister! Nuh-uh! I’mma make you KISS dah window! Show everyone out da side dat yous a looooseeeerrr!”

Ian then stood up and grabbed his head. He then charged at the window and smushed his face against it, rubbing his cheeks and body against it with his wet underwear showing off to the outside.

“Noooouuu! Everyone can see my underweeeeaaarrr…!” He whined as the pretend bully humiliated him.

“BWHAHAHAHAHAHA!” Troy, Mario, Bourbon, and Chris fell to their butts, laughing at the one man show. It was hilarious.

“I’mma teach yous a lesson you’ll neber ferget!” Ian raised a finger, eyes still spinning.

He then ran across the carpet, pretended he was pushed onto his butt, and then slid across the carpet while screaming, “NOOOOOOO!”

Then his crotch slammed into the hard corner of the table in the living room.

The sound of gllass shattering when his balls got crushed echoed throughout the room. He scrunched up his teary eyed face. With his tongue out and stars circling his head, he soaked his undies and flopped onto his back, twitching with his mouth open and drool pooling out of it.

“Wow! That imaginary bully demolished him!” Mario looked on, amazed. “I wish I was that good at beating him up…!”

“Two more of these to go.” Troy said.

Mario nodded. “Yup. I’m on it…!”

He then sat down and snickered, placing the phone on the floor and pressing the randomizer. “Let’s see who faces punishment now…!”

It landed on 2… again.

“Ian again!” They all said and turned to the unconscious boy.

Troy thought this over. “Maybe we should-”

Mario raced over and yanked Ian to his feet, slapping him across the face.

“Hey! Wake up Ian!” Mario shouted.

“Hi! My name is Ian! I’m 11 months old! PFFFFFT!” Ian made a noise with his tongue, standing there all cross-eyed before Mario karate chopped his head. “OW!”

“You lost again! Do another dare!” Mario ordered.

Ian wobbled about. “Huh? Mr. Cat in the Hat? Is that you?”

“Ugh. He’s too stupid to listen!” Mario whined.

“Well…” Chris began. “Just do the thing to him instead.”

“Fine.” Mario thought it over as Ian flopped into him, his head resting in Mario’s stomach and his wet butt sticking outward. “I got it.” Mario finally said.

He then reached down and gave Ian a huge wedgie.

“WEDGIEEEEEEEEEEEEEEEEEE!” Ian screamed, eyes spinning again. More pee dripped to the carpet.

“Several of these for the next five minutes!” Mario exclaimed.

That’s what happened too.

Ian was dangled upside down by his briefs.

He was spun around in circles as he screamed.

He got an atomic.

He got a jock-lock.

He got several bouncing wedgies.

He got eggs smashed against his butt and then had them hiked up for a messy wedgie.

Then, when time was up, Mario hung Ian over the fireplace in a hanging wedgie.

Ian just dangled there, soaking wet in the front, eyes now anime spirals, and tongue out.

He was demolished beyond belief.

“If it lands on him again I fear for that brain of his,” Chris mused as he looked at his fingers.

Bourbon huffed, hands behind his head with his neutral expression on once more. “Me too. Oh well. Poor smartie-pants.”

One more roll.

Just one more roll and this was over.

“Okay… here it is for all the marbles.” Mario said.

“Wait… what happens to the loser of this roll?” Chris asked.

“Uhm… I guess a variation of all the punishments thus far. A diaper. A spanking. A beating. A wedgie.”

“That… might not be all that fair.” Chris said, crossing his arms.

“Alright, then what would YOU do?” Mario asked.

“Running up and down the block in your underwear screaming ‘I’M AN IDIOT’ for 10 minutes!” Chris said with a nod.

“Hmph… okay. Whatever.” Mario shrugged. “I like my idea better.”

“I just want things to be fair and balanced,” Chris said. “No sense in making the last one super worse then the others.”

“Alright. I got it.” Mario rolled his eyes with a smile.

Troy leaned over to Bourbon. “Still sounds pretty bad to me.”

Bourbon smiled.

Mario pressed the button.

It landed on number 1.

“YES!” Bourbon did a double fist pump.

Troy’s jaw hung open.

“... Oh!” Bourbon stopped when realization hit. “I mean… sorry buddy.” He patted Troy’s back.

“Darn,” Chris muttered. “Now I wish I hadn’t stopped you.” He said to Mario.

Troy sizzled a bit, hearing that.

“Hmph! I’ll make this quick then!” Troy snarled, taking his clothes off and standing in his Steven Universe briefs. They had a nice, glittery, purple waistband.

“Oh! Cute undies!” Mario commented.

“Shut up…!” Troy pouted and stomped out the door.

Bourbon, Mario, and Chris pulled back the curtain of the window and peered outside.

Troy huffed in a breath, standing there in just his underwear, and then with a mighty blush, ran down the sidewalk waving his arms up and down while shouting. “I’M AN IDIOT! I’M AN IDIOT! I’M AN IDIOT!”

“Hmm… he seems to be doing well.” Chris said.

“Yeah… although, I have a weird feeling the direction he’s going is a bit troublesome.” Mario said.

“Why is that?” Bourbon asked.

“I’M AN IDIOT! I’M AN IDIOT! I’M… WAAAAAAH!”

Troy screamed and came running back when a ton of angry dogs started chasing after him!

“YEEEEP! GOOD DOGGIES! NICE DOGGIES! AAAAAH!” He shouted, crying and peeing his briefs as he raced back. He then banged on the window and shouted. “LET ME IN!”

“Sorry! 10 minutes aren’t up yet.” Chris said with a nod.

“WHAT?! YOU CAN’T BE SERI-AAAAAH!” He yelped when one of them bit his butt and he jolted into the air, wetting himself some more.

He then scampered off, waving his arms about as he kept being chased.

“That’s right,” Mario said. “That one weird teenager dude with the angry dogs. He likes letting them out at this time and they hate kids.”

Bourbon narrowed his eyes as he looked. “I think that guy is coming outside now.”

“WHAT ARE YOU DOING TO MY DOGS YOU BRAT!” They heard the teen shouting.

“NO! I DIDN’T DO ANYTHING! OW! I SWEAR! EEEEP!” Troy screamed.

The three safe boys winced when they saw a rough fight cloud erupt in the distance.

Troy’s body then soared through the air and slammed into the window.

He was naked now and had a black eye. His tongue slobbered on the window and showed off his gap-toothed mouth.

He slowly slid down it while in the distance an angry teen shouted.

“THAT’S FOR BOTHERING MY DOGS YOU DUMB BRAT!”

Chris, Mario, and Bourbon watched as the unconscious Troy slowly slid down the window and flopped to the ground while all the other kids outside laughed and no doubt took pictures of all of that.

Chris then closed the curtains and turned to Mario before saying. “You know what… maybe your idea would have actually been less problematic.”

Mario nodded. “Nice to know I have good ideas every now and again.”

Bourbon opened the curtains again. “We really oughta go get him.”

“It hasn’t been 10 minutes yet.” Chris said.

“He’s being dragged off by some kids. I think they’re planning on beating him up some more.” Bourbon said.

"Can't. Time isn't up yet." Chris repeated.

"Troy is peeing all over the ground as they're dragging him away," Bourbon said. "I think they're talking about putting their baby brother's diapers on him..."

“Still. Hasn’t. Been. Ten. Minutes.” Chris emphasized every word. “We can’t break the rules of the game now.”

“You and your rules…” Bourbon grumbled.

“If you want to, go rescue him yourself.” Chris said, crossing his arms. “I’m under no obligation to.”

“Aren’t you his big brother?” Bourbon asked.

“Nope.” Chris said and then did a cute little pose with a finger to his cheek. He crossed his eyes on purpose and said in a dumb, squeaky voice. “I’m just da New Years Baby~!”

Bourbon blinked when he saw that and watched as Mario and Chris laughed together. One was dressed as a baby and the other was in just their Dora briefs with a still sizzling red behind.

He looked over at the unconscious Ian dangling from his wedgie over the fireplace and then outside as Troy was dragged into some kid’s house as he beckoned his brothers over, probably telling them that they had a wet naked loser they needed to diaper.

Bourbon put his hands to the window and blinked again before saying. “I got real lucky today… must be blue moon tonight.”

—

Yeah, that’s how the random rolls shook out. Chris has to be Baby New Year until all the diapers are used up so Troy will have plenty of chances at revenge. Mario got spanked. Poor Ian suffered too punishments. Troy was exposed to the entire neighborhood and is about to have a terrible time with some other kids.

Bourbon got super duper lucky with those rolls though. I guess the cosmos decided to throw him a bone. This was really fun to do though. It was nice not knowing how this was going to shake out until it happened. 

Tel me your favorite part though. Until next time my friends!