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Gabe's Babysitter Blues - Part 1 of 2 (Commission)
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EmperorCharm
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Gabe's Babysitter Blues - Part 2 of 2 (Commission)

Juvenile Jenga - #46: Good Work

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Commission #89, Part 2
For Tehbrokenz

Gabe was bounced harshly up to his room without much mercy on Xander’s end. Why would there be? After all, he was just a blushing baby who didn’t know what he was talking about. Even those grunts of pain could be childish fibs for all he knew.

Xander felt as though this position was elevated a lot more once they finally reached Gabe’s room. He grinned like the Cheshire Cat and belted out a hardy laugh once they finally got to the baby’s room. Gabe couldn’t help but blush as he sat there, being gripped by his underwear as he was dragged inside. He couldn’t see Xander’s face from where he was sitting but it’s not like he didn’t know what his reaction was going to be to what his room looked like.

“Whooooooa!” Xavier cooed in delight at the colorful nature of Gabe’s room. It looked like the boy’s aisle of a Babies R Us. The walls were blue and patterned with rocket ships to emulate space while his bed sheets were designed with race cars scattered across them. The hulky dresser by the wall with the large television screen would have been impressive had the huge sign plastered above it that read “Only Educational Television Allowed” not been there.

Xander was laughing his head off, trying to compose himself quickly so that he could punish Gabe for having the audacity to lie to his face about the state of this room. It was a far cry from looking like it belonged in a hospital, that’s for sure.

Eventually, he wiped a tear from his eye and then violently yanked Gabe ahead of him, suspending him from the floor so that he dangled before him. Gabe’s mouth was in a quiver and his face was flushed an insane red.

“Baby lied to me. That’s a big no-no.” Xander smirked.

Gabe gulped.

“Well then, it’s only fair that you get punished, “ Xander shrugged, not bothering to hide at all that he was most likely planning to do this to him anyway. “I’d say an early bedtime is in order but man oh man do these clothes not look right on you. You need something way more appropriate.”

“Wait… wuh-?” Gabe began before Xander stood him up correctly and finally let go of his underwear. The snap that happened when they cracked against his butt upon release prompted Gabe to belt out a pained, cross-eyed scream that made little Xavier giggle. Before Gabe could inquire more into what it was Xander was meaning to punish him with, he found the wind wafting by his bare legs a split second later, having been thoroughly and swiftly pantsed by his bully babysitter.

Now he stood in the center of his room with his pants around his ankles and his Yu-Gi-Oh! Briefs on open display. Gabe squealed and went to cover himself but Xander slid behind the blushing boy and yanked his top up to cover his face. His arms had no choice but to go up too as a result and little Xavier was left with the wonderful sight of the embarrassed Gabe dancing about as he was stripped of his dress top and tie.

Gabe gasped when Xander dropped those articles of clothing in a pile behind him. Gabe pushed to open his mouth to speak but Xander merely sat down and grabbed Gabe underneath his armpits before tugging him lightly onto his lap.

This was emasculating as hell and Gabe couldn’t help but suck on his lip while blushing with his frustrated, twitching eye as this happened.

“That’s more like it. Alright, Xavier, go through his drawers and see if we can locate those diapers of his.” Xander spoke as if this was a matter of fact. Gabe wondered if Xander really did think he wore diapers or if he was just trying to do some sort of hypnosis thing. Like, say a thing was true often enough and you might start to believe it sort of deal.

Xavier, of course, was all too excited to follow along with what his big brother had planned for this big baby. He scurried over to the large dresser and began rifling through the bottom drawer first since that was the one he had easy access to. Unfortunately for Gabe, that just so happened to be the mother load of embarrassing undies and underoos.

“Whoa! Look at all these!” Xavier exclaimed, making a mess and tossing several of them out as though he was digging for gold. Gabe knew they weren’t going to find what they were looking for but had to admit that it was starting to feel like it was seldom going to matter at this point. Xander was literally bouncing him on his knee for goodness sake. Each bounce was really rough too. It felt like he was getting an occasional knee to the groin in this position.

Xavier smiles and holds up a pair of Gabe’s plain white tighty whities. “Tell me what these are.” He said.

Gabe was momentarily confused but acquiesced to the request of his far younger babysitter. “Those are a pair of white briefs.”

“No. Call them your tighty whities.” Xavier ordered.

“They’re my tighty whities.” Gabe said, swiftly and without a second thought.

“No!” Xavier said again, waving them about. “Call them, uhm, your big boy undies!”

“Those are my big b--!” Gabe didn’t even get a chance to finish that one.

“No! Call em your undie-pants! Heheee!” Xavier said, bouncing up and down a bit.

“Undie-pants! Those are my undie-pants!” Gabe responded, hoping the young boy was finally happy.

“Good, good.” Xander finally spoke up, lightly poking Gabe’s nose. “Now then. What happens when a bunch of undie-pants come together? Stand up.”

Gabe stood up. He had no choice. He was standing before them in just his briefs and socks, waiting for what was to transpire to finally hit. That’s when Gabe felt another harsh tug on his briefs. He mouthed a “Oh no, not again” before he was suspended once more above the ground in a wedgie. This time, his legs darted about as they hovered above the carpet. The pain was even sharper than before due to not having any pants on to feign resistance.

“Open up your legs, Baby Gabey.” Xander ordered. It was tough but Gabe managed to do it before he got the next big shock as Xander turned to Xavier and ordered him to kindly, “Put those undie-pants on him!”

Xavier nodded. At first he was going to put the white briefs on him but he then caught sight of a pair of Tails the Fox briefs with an orange elastic on. He grabbed those, stretched them out a bit, and got them up Gabe’s spread legs instead.

“Please stop!” Gabe finally spoke up. “Those are really stretchy so they won’t get ruined easily but still, my parents don’t like it when I play around with my clothes o-or make a mess in my room! It’s very unsaniTAAAAAGH!” Gabe gasped when Xander shut him up with another tug at his briefs.

“Keep going Xavier.” Xander said. Xavier, of course, didn’t plan on stopping anyway. He grabbed at whatever pair of underoos he saw scattered about and swiftly got to tugging them onto Gabe. Pair after pair went up his legs until, eventually, Gabe’s lower end started to balloon out due to how many he had on him. Some of the elastics were visible and some were hidden over the others. How many he had on wasn’t truly possible to count visually here.

Gabe grunted in pain and embarrassment with each one that was put on him though. The undies snapped against his butt with each pair that was put on and the sweating from them all being on him was making him feel extreme discomfort. This wasn’t even mentioning Xander’s constant insistence that every pair that got put on him be followed up with a wedgie. He wanted to see if the constant tugging still had an effect despite how many of his undie-pants he was being forced into.

Spoiler alert, it still hurt like hell.

“This doesn’t have to hurt so much you know?” Xander said, grinning wickedly. “All you have to do is FINALLY tell us the truth. Where are your diapers, baby?”

Gabe knew it was futile because Xander was going to treat the truth as a lie anyway but he desperately wanted the pain to stop and all he had armed with WAS the truth.

“I-I don’t have any! I don’t nee-AAAIEEE!” Gabe screamed when Xander gave him another brain melting wedgie. The pain of that one sent his mind into orbit. He was getting super light-headed. His body was shaking and he started drooling all over himself. He was so dizzy that he was seeing stars. It wouldn’t surprise him if one of his pupils had literally turned into one at this point.

That said, the pain wasn’t enough for him to not feel the full force of this humiliation. He was dangling in this wedgie with his legs folded, suspended above the ground far higher than ever before.

“Well, I guess it doesn’t matter.” Xander said, finally, setting the wobbling, dazed boy down. “After all, we just made you a new diapee right here and now.” Xander snickered. Xavier clapped and laughed with excitement.

Gabe wobbled where he was, unable to properly articulate anything. He felt like he was about to pass out.

That was, until he was jolted awake by a harsh slap to his behind.

“AIEEEP!” Gabe jolted and shivered when Xander smacked him there. He turned and tried to rub his bottom but Xavier slapped his butt to, making him swing away from him only for Xander to do it once again! “AAAGH!”

“Still hurts?” Xander chuckled. “He can feel it under all that bulk? I wonder which of us can make him feel it the most though.”

“Oooo! I wanna try that! I’m gonna beat you!” Xavier said, on for this competition to see who could make Gabe hurt through those layers of undie-pants the most.

Gabe flinched and looked between the two of them as they approached. He then blubbered and whined right before the sounds of harsh smacks could be heard emanating from his house. They were followed by his intense screams of pain and pleads for mercy.

Obviously, no one came to save him.

“I win!” Xavier said, raising his tiny fists in happiness. Gabe was on the floor, cheek squished into the carpet with his eyes twitching and pupils crossed. His butt was raised and a sizzle of smoke was coming from his behind.

Xander laughed as he rubbed the back of his head. “Yeah. I guess you do. That last smack floored him.” He chuckled. He could have surmised that Xavier’s last hit might have been the last straw in the collection of smacks he’d been given but why not let his little bro have the win? He needed to build up his confidence after all, and what a grand way of doing it.

“I wanna give him a bath.” Xavier said suddenly
Gabe gasped, turning to look over at Xavier as though he were crazy.

“Sure.” Xander said with a shrug. “But we just got done putting this diaper on him so we can’t clean his whole body. Maybe we’ll do that tomorrow. You can clean his face and hair though.”

Gabe sighed. That sounded way better.

Smash cut to Gabe crying and screaming, “NOOOOO!” as Xander held him over the toilet bowl that Xavier had just dumped a bunch of shampoo into.

“When I say go, flush it, okay?” Xander said. “We need his hair to get the shampoo to swirl all around his head after all.”

“Kay!” Xavier smiled. When Xander ducked the screaming boy’s head in the bowl mid-beg, Xavier flushed it and got the funniest sounding gurgling he’d ever heard in his life.

When the weird shampooing was finished, Gabe was dumped to the floor, eyes rolling in their sockets due to the dizziness of the swirlie. Thankfully, Xavier wiped his face and hair down as promised. Un-thankfully, he then ordered him to crawl like a baby back to his room.

Getting on all fours, Gabe whimpered as he did as he was told, his big, poofy, undie-pants layered butt swaying like a thick diaper as he did so. Xavier couldn’t help himself and had to ride on Gabe’s back the whole way. Xander didn’t stop him.

It was a bit rough but eventually, Gabe made it back and collapsed. His exhaustion didn’t mean he wanted to go to bed early but he had no choice. He was practically flung under the covers by both boys and his thumb was jammed into his mouth. It usually found its way in there when he slept regardless but for them to just assume he did it like that was still embarrassing.

Gabe had no choice but to lay there in bed and listen to the laughter that rang out across his room as Xander and Xavier partook in playing all his video games. Most of them were Sonic games since his parents were strict and they didn’t like him playing anything super mature. Sonic had some intense action-adventure elements to it but his dad was fine with it since, in his own words, he didn’t mind Gabe playing the games of a character that looked like they were a little baby trying to prove they were a tough, big boy. He figured they could relate.

Xander and Xavier were having fun playing the two-player of Sonic and All-Stars Racing Transformed at the foot of his bed. He tried to get to sleep over their giggles and occasional mocking of him but it didn’t happen for about an hour or so in at least. Xavier being allowed to stay up later than him was a humiliating thought but he was already being babysat by him so why did he care?

No, the thing that occupied his mental space right now was the fact that he really had to go potty and he didn’t realize it until just when his eyes finally closed. He dreaded waking up in the morning to find out he soaked all these undie-pants. As if his parents needed more proof that this treatment was exactly what he needed. Darn it…

---

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Keywords
human 99,892, underwear 38,273, undies 14,484, embarrassed 13,141, humiliation 11,207, boys 10,688, briefs 10,238, male/male/male 8,689, underpants 4,356, embarrassment 4,068, babysitter 2,060, embarrassing 1,661, tighty whities 1,636, bullying 1,627, undie 1,621, babysitting 1,509, wedgie 1,388, humiliated 1,329, bully 1,287, role reversal 991, humiliating 893, loser 465, underoos 429, xander 394, cartoon briefs 301, cartoon underwear 293, xavier 236, wedgies 222, roles reversed 157, babied 153, bullied 150, gabe 99, cartoon underpants 84
Details
Type: Picture/Pinup
Published: 2 years, 4 months ago
Rating: General

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damntohell0
2 years, 4 months ago
hehe, this was amazing, great work man
EmperorCharm
2 years, 4 months ago
Thanks.
damntohell0
2 years, 4 months ago
no prob
yamijoeysdog
2 years, 4 months ago
More then one wanna be diaper boy has done the all the undies for a diaper trick, though Gabe is the only one to have it forced on him. If Only Gabe had wised up by now and knew to keeps diapers for when bullies get a hold of him he could of been safe and sound in his huggies.
Ah well, live some, learn some. it's not like they can't just use all of his saved up allowance to go and get lots of pampers tomorrow right?
EmperorCharm
2 years, 4 months ago
They could. I don't know if Gabe has an allowance though. I'll have to ask tehbrokenz.
yamijoeysdog
2 years, 4 months ago
Heh, I was just tossing out ideas, but hey, if it works it works ^^
VS21
2 years, 4 months ago
Ahh, this was definitely a fun one to see!
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