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Juvenile Jenga - #32 - Target Trade
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EmperorCharm
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A Juvenile Jenga Christmas

Diapers Are Your Digi-Destiny (Commission)

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Chris let out a tremendous sigh when he finished laying out the table of snacks for everyone. It was the 23rd of December, a mere two days before Christmas, and his parents were off throwing a party with a bunch of other adults. As such, the annual kids party and sleepover was thrown in parallel to their outings. They'd end it with a sleepover that saw them waking up the next day and hanging out throughout all of Christmas Eve on the 24th before heading home to sleep in their own beds to wake up on Christmas Day on the 25th and spending that time with their immediate family.

It had been a bit of a tradition but this year was the first one that Bourbon would be attending so he had to work just that more harder to ensure things got set up properly.

Even more grandiose was the theme they'd have each year. They'd put suggestions into a hat and the one that was chosen was the one they'd go with. This year, Bourbon put in "Underwear Party" as a suggestion, not really understanding the severity of his actions. He thought it might be a funny, jokey thing to do but when Troy took it out to read the suggestion, this happened instead.

"Underwear Party?" Troy read, blushing a little.

Bourbon smiled, ready to play up the fact that he was kidding with that suggestion. "Yeah. Sounds like we're gonna have to show off our undies for the rest of the night. Haha."

"Seriously?" Ian muttered, also blushing a little. "Doesn't that sound a little improper."

"Whoa. He said it before I did." Chris said right before yawning; his eyes looking about ready to droop off to sleep already. "It's a Christmas miracle." He added, sarcastically.

"Hehe. Don't worry." Bourbon tried to chime in. "It was just a jo--!"

"Let's do it!" Mario grinned. "I'm always up for a challenge! Embarrassing or not, I don't back down from anything!"

"Huh?" Bourbon's eyes got big, his dumb smile still there from the shock.

"W-Well... I guess we can give it a try." Troy added. "Pants and shorts are pretty uncomfy anyway right?"

"Eh?" Bourbon began sweating and shaking.

"... I mean... if everyone else does it I guess it won't be THAT bad..." Ian muttered.

".... EHHHHH???!" Bourbon let out another gasp, the realization of what he just did to himself slamming onto him like an ACME anvil.

Chris yawned again. "... Sure. Whatever." He was too tired to go on about this being delinquent behavior or whatever. In fact, he was the first one to take his pants off, making a passive face with his eyes half-way open. Troy giggled at this, loving how whenever Chris was exhausted he would always go with the flow more. Tired Chris was the most chill guy to be around.

He had to thank his big brother though. Every year he set this party up for them and worked overtime to make sure everything was just right. His parents didn't really care about the kids party and Troy was too young to be expected to handle it.

Eventually, they were all in their undies and as an added bonus, they had managed to acquire Christmas shirts that had their current mood embroidered on their chests.

With them all dressed up, they took the opportunity to make sure they remembered this odd Christmas by setting up a camera and taking a nice big photo of everyone in their current state. Despite Bourbon's light-headed semi-fainting spell, he manages to stew within the embarrassment well enough to at least remember the fun night he had, even if he had to be held up by Troy and Ian a few times. Ironically, Bourbon ended up acting like he was drunk because of this. The poor boy's brain just shuts down when it has to deal with any kind of humiliation. He just can't take it.

Not even a Christmas miracle was going to save him from that unfortunately. Even still, he had a very Merry Christmas and I certainly hope you all do too.

---

Underwear List:

Chris - My Little Pony: Friendship is Magic
Ian - Marvel
Troy - One Piece
Bourbon - Sonic and Tails
Mario - Go Diego Go

---

See exclusive images and bi-weekly stories for just a single dollar a month over at my Patreon. Even more colored images await you for 10 dollar patrons and above too. Check it out: http://www.patreon.com/SDCharm

Keywords
human 104,778, mlp 68,842, my little pony 63,813, sonic 60,295, blushing 46,307, underwear 40,737, christmas 19,786, tails 16,248, undies 15,536, embarrassed 14,091, mlp:fim 12,957, humiliation 12,107, briefs 11,087, boys 11,015, underpants 4,931, embarrassment 4,345, mario 3,711, kids 3,597, marvel 1,467, humiliated 1,413, one piece 1,361, chris 1,181, pantsed 1,037, pantsing 753, underoos 461, cartoon briefs 327, cartoon underwear 318, male/male/male/male/male 281, ian 219, boys will be boys 137, juvenile jenga 114, bourbon 103, fainting 102, troy 100, go diego go 19
Details
Type: Picture/Pinup
Published: 3 years, 9 months ago
Rating: General

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Annzyy
3 years, 9 months ago
Adorable!
EmperorCharm
3 years, 9 months ago
Thanks!
Annzyy
3 years, 9 months ago
And look at Mario's arms! Jeez best christmas pic ever
EmperorCharm
3 years, 9 months ago
Yes, I know. He's got muscles. They are quite thick.
Mysteriousturtle
3 years, 7 months ago
Hmm, Mario will not back down from a challenge no matter how embarrassing it is... Ian should make a note of that for his plans on avenging himself from Mario's bullying, I can think of a good few ways he can out smart "Mr. Dum-Dum" by making him humiliate himself, like going a day without wearing any clothes other than his undies or streaking (completely butt naked) in broad daylight and recording this to show off to his friends.
BadBoyChris
3 years, 9 months ago
M.C takes a picture.

"Merry Christmas ya goofs!"
EmperorCharm
3 years, 9 months ago
Ah no! M.C strikes again!
MrRoseLizard
3 years, 9 months ago
They look very cute in their character undies, even with their goofy faces.
EmperorCharm
3 years, 9 months ago
Thanks.
MrRoseLizard
3 years, 9 months ago
You're welcome, and Merry Christmas! 🎅🎁🎄
johndazel
3 years, 9 months ago
From the type of Underwear that Chris wears, I am suspecting the boy may have a little bit of a gat side to him. Also, will we see diapers soon in this series?
 
EmperorCharm
3 years, 9 months ago
Eventually. I'm in no rush.
johndazel
3 years, 9 months ago
I just realized I said gat when I meant to say gay!
Mysteriousturtle
3 years, 9 months ago
Bourbon should take comfort in the fact that he's wearing tighty whities with one of the least embarrassing/more mature prints in the group, ironic that the eldest two are wearing undies that look like they were made for children in kindergarten. Be glad none of them went commando when they took off their pants! This may prepare them all for New Years, I wonder what embarrassing situation we'll see them get themselves into, Baby New Year costumes, going for a late night/celebratory skinny dip &/or swim in undies, a New Years streaking, another underwear party with more guests, and/or any other event of mass undressing...
Mysteriousturtle
3 years, 7 months ago
If Bourbon wants any help with overcoming his extreme embarrassment weakness, I may have a solution: hypnotism. If he's willing, I'll go get the hypnotism kit!

A few minutes later

Ready? Let's begin! Stare at the pendant as I swing it, focus all your attention on it. Good. Now, you're feeling very relaxed, you are getting very sleepy. When I count to 3 and snap my fingers, you'll enter a deep trance. A 1. A 2. A 3! **Snnapp!** Bourbon, at the sound of my gong you will no longer feel as embarrassed as you normally do, your brain will not turn to mush every time you get embarrassed. You will no longer feel any embarrassment or shame when you are seen in your underwear nor will you feel embarrassed about being completely naked in front of others no matter how many people are looking at you. You shall also feel no apprehension (that means you won't hesitate) if you ever need to strip your clothes off in front of anyone and everyone.
You will not feel any embarrassment whatsoever if you lose your clothing in public, you will be unashamed of your little body (no matter how naked people see you) and take being seen naked or in undies in stride (don't start getting butt naked at the drop of a hat anywhere you go, strip only when you need to, when it's appropriate, or when it's a good idea). You will still be capable of feeling embarrassment from anything else that embarrasses you (just so you don't do anything stupid and do something that will humiliate you for eternity), but only at 20% of the intensity you normally feel. When you hear me strike this gong, all of what I told you will go into affect. 1. 2. 3. **Gggonnnggggg!**
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