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Juvenile Jenga - #45: Gone
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EmperorCharm
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Gabe's Babysitter Blues - Part 1 of 2 (Commission)

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

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Commission #89, Part 1
For Tehbrokenz

Gabe was fully dressed and about ready to start pacing about his room, radiating anxious energy. He’d straightened out his tie a countless amount of times by now to the point where it was far more likely that he’d reached perfection and screwed it up by way of continuing to fiddle with it.

He just couldn’t stomach this properly. His parents were going to be gone for a bit longer than a weekend. Perhaps four or five days at most? He wasn’t sure since the trips they took were always infrequent riddles to him. They’d tell him an exact time and he’d be caught off guard by how down to a T it was despite how consistently strict they were about such things regarding his upbringing.

Still, it didn’t matter. Looking around his room made the butterflies in his tummy start to rise once more. Who in their right mind would believe him when he said that he felt he didn’t need a babysitter? He was old enough to handle being on his own for a couple of days, no doubt. He was sure of it. His parents didn’t believe so, obviously.

Even when he’d make mention of other, much younger kids he’s seen handle being on their own he’d be met with resistance. The fact that he apparently knew enough about the younger crowd didn’t stand as proof that he wasn’t one of them in their eyes either.

He had no choice but to take it. He sat here, waiting for his parents to leave and for these babysitters to arrive like he was on death row or something. It was almost cathartic feeling his heart leap to his chest when he heard the door swing open downstairs. Yeah, he almost had a heart attack there but at least the anticipation of the embarrassment ahead was over.

Who said it had to be all that bad though? Actually, yeah. Who said that these babysitters would have the same view of him as his parents did? They treated him like a toddler but so long as he stood composed and collected and acted mature, he’d be given some due respect in no time. Perhaps he’d even be able to stand on equal footing with them. Like, maybe they could view this more as a professional business venture or something.

Gabe could hear the footsteps and the jangling keys of his parents making their way out of the door. Some murmuring was going on that he had to reluctantly step out of his room to hear properly. That honestly was probably for the best. This idea of treating things like a business venture would die before it got off the ground were they to see his room. It looked like it belonged to an even more childish Andy from Toy Story.

“Oh Baby Gabey! Your babysitters are here!” came two young voices from downstairs. That was certainly odd. One of those voices sounded far younger than he was expecting and the other sounded like someone who might be around his own age.

But that was stupid. His parents couldn’t possibly believe he was SO babyish that they’d hire actual kids his age or younger to babysit him while they were gone.. Right?

Gabe shook his head. “Nah. Don’t think like that. It’s fine. I’m fine.” He muttered to himself, taking aim to head for the stairs to greet whoever it was that was now standing by the open door of his house. “After all, if we can make friends it won’t matter how old either of us are.”

The instant he said that was when he rounded the corner and made his way down the stairs. When his eyes adjusted to what he saw waiting for him at the bottom by the open door, his eyes grew as wide as dinner plates.

There, standing by the open door and waving at him with the biggest grins on their faces were the mugs of Xander and his younger brother Xavier.

Gabe was immediately sweating bullets, frozen where he was.

“Hello there Baby Gabey,” Xander, the bully from the playground and the one responsible for making that museum of his torn underwear on the park fence from a while back greeted him with sunshine beaming from his fanged smile. “I can’t wait to spend time with my favorite charge.”

Gabe’s eyes slightly shifted down and across to Xander’s side so that he could examine Xavier. This younger boy was his little brother and he seemed positively giddy to be here. He recalled him being the one to snap photos of his wedgies from earlier. He was in this for the fun of watching him get tormented by his big bro…

No, maybe this time he was going to do even worse than that…!

Gabe’s eye twitched and suddenly his feet kicked into hyperdrive. He found himself sprinting the rest of the way down the stairs and then zooming in between the two smiling boys in an attempt to reach his parents.

He could still literally see them walking down the driveway towards their car but he wasn’t able to draw any closer to them. He was stopped before he could even step foot off the main steps by the entrance.

Gabe’s shirt was grabbed by Xander and his arm was nabbed by Xavier. The combination of their two vice grips made Gabe jerk a bit in mid-air before his feet unceremoniously planted themselves back on the ground.

“WAIT! DON’T LEAVE ME!” Gabe shouted out to them, realizing these two had a tight hold on them. He realized this was going to sound like him being a whiny baby that couldn’t handle being at home on his own or with babysitters because he missed his mommy and daddy… but that wasn’t true. He was cool with being on his own. He even maybe could have gotten over being given a babysitter. It still wasn’t fair but he could see that maybe working out.

He just really didn’t want it to have to be these two!

He had to hurry and tell them what the issue was. His parents had glanced back with a smile on his mom’s face and an eye roll of dismissiveness from his overbearing father. The face he was making was one that looked as though he was correct to do this but they just didn’t understand.

Gabe opened his mouth to try and say something. He wanted to shout at them that they’d hired two bullies to watch over him for these next couple of days. He wanted to maybe even risk letting them know about the underwear museum on the fence…

Okay, well, maybe he wouldn’t let them know that it was HIS underwear dawning that fence. Perhaps it’d get the point across to say that they did that to SOMEBODY.

However, when he opened his mouth to speak, all that came out was a loud, “EEK!”

Great. Now his dad just saw him go EEK like a little scaredy baby.

It wasn’t his fault though. His butt was in pain!

He was feeling intense pain in his backside and that’s what had stopped him from speaking. It was… a wedgie! He was getting a wedgie!

Oh God. It hurt so much. It was making his brain go numb.

“There, there baby.” Xander said, now standing beside Gabe with his hands conveniently hidden from view. “I know you’re going to miss your mommy and daddy but that’s no reason to be so pouty.”

He wasn’t being pouty. He was full on panicking!

Gabe was standing up straight, shivering all over as the pain of the fierce undie tugging was making his body stand at attention. It was like each pull was sending a pain shockwave to his brain that derped him just a little more each time.

Gabe tried to speak but what came out was equivalent to legitimate baby babble. His parents were watching this, only getting a picture of something without the correct context but it was enough to assure them even more that he was in need of a babysitter.

Two babysitters in fact. Apparently it didn’t even matter WHO was babysitting him. They thought a literal toddler could help watch over him while they were away! Xander, maybe he could buy if he really forced himself to look through every loophole imaginable but XAVIER?!


The pain of the wedgie going even further up his bum was making him tear up now.

Xander took that as an opportunity to lay it on thick that Gabe was just being a crybaby for no reason. “Aww, don’t cry little guy. We’re gonna have lots of fun tonight.”

He said this as he continued giving several sharp tugs to his Yu-Gi-Oh! themed underoos.

He felt his limp arm being raised by the toddler beside him. He couldn’t even fight it off as his body felt like it had the resistance of a puppet right now. Xavier began waving his hand with a happy giggle at the edge of his voice.

“Wave bye-bye little baby. Bye-bye!”

He wanted him to properly wave his parents goodbye did he?. His parents waved back before finally disappearing under the hood of the car and starting the engine. When their car drove out of the driveway, Gabe could feel his pupils shrink and his heart race faster.

He could tell by the way Xavier was speaking that he truly believed his older brother Xander was just taking care of some overgrown baby. Xander didn’t seem to mind this as the interpretation of events either. He was letting this go forward the way he wanted it to.

Eventually, the car was out of sight and the three of them were left at the door. Gabe would have wet himself right now if he wasn’t sure his bladder had frozen over from fear as well.

Gabe felt another sharp tug on his undies happen but this time they were more directional. He was being dragged back into the house!

Gabe gasped and stumbled back, biting his lip and sticking his hand out to the open door as if it were the gateway to freedom and he was being plunged into the underworld!

Then the door closed thanks to Xavier. Gabe gulped as Xander gave another, harsher tug to his undies and yanked him off the floor this time. His feet were literally dangling a mere one or two inches off the floor now.

“HAAANNNGH!” Gabe let out a pained wail as his eyes started to cross. He even drooled a tiny bit, feeling the short-circuiting in his brain coming along as a result of this deep wedgie.

“Hello Baby Gabey!” Xander grinned, now with his eyes open and lusting for the poor young lad’s despair. “It’s great to see you again.”

“Y-Yes. I-It’s nice to see you agAAAAAANNNNGH!” Gabe grunted aloud in pain as little Xavier tugged on his legs below him in a bid to get his feet planted back onto the ground. Due to Gabe being suspended by his briefs, it only really served to make him feel more intense pain.

Xander knew that was a lie anyway but it was nice that Gabe was scared enough of him to just go along with anything he said. Might as well take more advantage of it.

“So, baby, how about we start our time together off right. Can you take us to the nursery where you sleep?” Xander sneered, leaning in closer to Gabe’s terrified and pain ridden face.

“I-I don’t have a nurserHEEEGH! It’s just a reguLAAARGH room…!” Gabe grunted and exposited more pained grunts with each unwanted tug Xander gave his suspended underpants.

“Oh really? Just a regular, boring old room?” Xander raised a brow. “Are you lying?”

“No.” Gabe fired back quickly. “There’s nothing interesting in there at all. Really. It’s like a hospital room; white walls and plain all around. HonEEEEESSSTH!” Gabe finished that statement with another pain grunt thanks to Xander’s sharpest tug yet.

Xander pretended to ponder this, stroking his chin with his free hand before smiling and shrugging. “Okay then. I guess that means you won’t mind us seeing it then.”

“What?!” Gabe panicked again. “I-It’s really boring! I swear! You’d hate it!”

“Don’t tell me what I will or won't hate, BOY.” Xander said, emphasizing ‘boy’ for the sake of his superiority complex. “I’ll decide that for myself once I see it. You’re in for an even rougher time if it turns out you’ve lied to your babysitters.”

“Huh?” Gabe gasped.

“Did I stutter? We’re in charge here. That means you have to do what either of us say. Even if Xavier tells you to do something, you do it and you call him ‘Sir’ as you do. Got it?” Xander said with a sneer.

“Uhm…” Gabe began, glancing down at the literal toddler by his feet, smiling up at him with another giggle. “But isn’t that a bit MAAAAAAAAACH?!” Gabe let out a sharp wail of pain when Xander just yanked on the briefs as hard as he could.

He wasn’t even waiting for an answer now.

“Let’s go to your room then.” Xander smirked, as if the decision had unanimously been made. He tugged hard on his briefs and dragged Gabe up the flight of stairs with his excited little brother cheering and crawling up the steps from behind, too little to go up them the proper way. The two of them were already having a ton of fun.

Gabe, meanwhile, was yelping and going “OW! OW! OW!” with every step his butt bounced on as Xander yanked him along.

Like it or not, they were going to see his room and once they did… the real “fun” was going to begin.

---

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Keywords
human 100,535, blushing 43,635, underwear 38,546, undies 14,620, embarrassed 13,250, humiliation 11,305, boys 10,764, briefs 10,350, male/male/male 8,734, underpants 4,438, embarrassment 4,082, babysitter 2,082, tighty whities 1,681, embarrassing 1,679, bullying 1,647, wedgie 1,397, humiliated 1,337, bully 1,312, role reversal 1,000, humiliating 899, y fronts 555, loser 481, underoos 436, xander 394, cartoon briefs 306, cartoon underwear 298, xavier 236, babying 197, bullied 162, roles reversed 157, wedgied 156, babied 153, cartoon undies 136, gabe 98, babysitters 11
Details
Type: Picture/Pinup
Published: 2 years, 5 months ago
Rating: General

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damntohell0
2 years, 5 months ago
hes so getting spanked and diapered by the end of the night. great pic dude.
Mysteriousturtle
2 years, 5 months ago
Easy Gabe, just take a deep breath and come up with a plan. I'd suggest finding a way to record the next four nights so that you can show your parents they made a mistake in hiring that bully Xander. You'd need to be covert/stealthy about it so that those two don't catch on or they'll destroy the evidence nor even tamper with it to put you in a worse light. But best of all, act calm and unamused in response to whatever Xander and Xavier do to you, bullies have a hard time trying to bully someone who gives no reaction to their tactics and they'll end up scared if you show no fear and calmly confront them. Most importantly, deal with them calmly and smartly.
yamijoeysdog
2 years, 5 months ago
Oh gabe, if it was anyone but you, I could see this maybe working out.. but well.. you're in the SDCHarm verse and you havn't exactly had a history of coming out on top.
just give in and be a good little boy and MAYBE you won't be hanging by your diapers from a flag poll!
VS21
2 years, 5 months ago
Ooh, this is gonna be a fun one for us, Xander and Xavier! Not so for Gabe, but he's definitely not going to enjoy himself here...
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