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Miles of Misfortune - #9 - Sissy Salutations
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EmperorCharm
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Miles of Misfortune - #10 - Favorite Fox Target

Shadow's Glamorous Undies

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Miles of Misfortune - #9 - Sissy Salutations
Last in pool
"Haha. I bet all those people who witnessed my humiliation from afar think they were right to be skeptical of my new life being one free of humiliation? Well the joke's on them! They were wrong! I still got my office! Hahaha~!" Tails laughed as he sat at his desk in said office.

News of what happened at the school circulated around. Worse still, Tails kind of had to face the scolding from the principal by himself since Sonic eventually shook off the embarrassment and ran off, leaving the fox high and dry. Tails really wanted to run but knew he'd make things worse if he did.

After his "dressing down" Tails left the school and a day or so later tried to go to the rival dojo for revenge and that just made things worse. Now Tails was constantly seeing pictures of him drooling and dancing about, dressed like a peppy diaper sissy in the middle of the street popping up on his Twitter feed. He eventually had to suck it up and realize that he couldn't reply to them all. He figured this had to be the end of him.

However, it turns out that it wasn't.

Cobalt still had a ton of respect and admiration for him so he was still allowed to babysit him, even if Diesel kept patting Tails' butt, expecting a diaper to be underneath there now...

Cobalt also played a hand in rallying together the kids who decided to remain at his dojo instead of going to the one of his newest rival, although, Tails could tell how eager they were to beat him up. Everytime he suggested they have a match, the other kids would prepare their phones and aim at Tails' butt and crotch because they knew they were going to beat him silly and strip him to his undies...

Wh-Whatever though. Those things may have been... kind of ruined but they still were 'around' so... you know...

He sees it as an absolute win...

As for his Science Office deal, he still managed to get it. They recognized that his brain was still super valuable and that they'd be missing out on a great opportunity not picking up someone so young because he ended looking goofy in public. Tails in no way had to prostrate himself before them and beg for them to not let him go. No way did he beg to keep his position.

You can't prove that he did!

"Alls well that ends well." Tails smiled where he sat. He had a nice view of the center right from his office as the big, wide, clear window was plastered right in front of his desk and comfy new blue couch. It was a nice view of the outside and from there he could catch a glimpse of the kids that were wandering the halls.

It was then that Tails heard a knock on the door.

"Ah. Students are here! Excellent!" The fox trotted on over to the door and opened it up. Immediately the two kids from outside stepped in and caused Tails to take a few steps back, wondering what their deal was. It was rude of them to just enter like that without being invited in first.

"Hey! You're the new teacher guy right?!" One little boy, about 5 years old, said.

"He's that protegee that other teachers were talking about. The one whose 8 years old!" The little girl next to him exclaimed.

Tails smirked and rubbed a finger under his nose while posing confidently. "Well, not to brag but I AM a bit of a genius...!"

"He's the one that's been trending on twitter for a whole week!" The boy spoke up suddenly.

Instantly, Tails' eyes widened and his smirk disappeared. It was replaced with a huge blush.

"Do the funny stuff for us!" One boy said.

"Yeah! Take off your clothes and do an underwear butt dance!" The girl asked.

Tails' eye twitched. Did the kids of this place think this is what he'd be about? How silly. The fox cleared his throat and tried his hand at clarifying things. "Look... I don't DO that on purpose. Those things happened because of bad luck and pranksters. I'm not a clown. I'm a teacher."

The two kids frowned. Then they smiled.

"Oh okay! We'll just beat you up!" The two kids exclaimed, smiling with bright shiny teeth.

Tails put a finger to his mouth, observing them as though they were weird specimens. "Wait. You kids are going to beat ME up? Yeah no. Sorry but my days of losing to kids is over."

Smash cut to Tails going SPLAT against his huge window!

He was stripped to his Mega Man briefs and his eyes turned into little anime swirls. The two kids giggled as they left the office with tons of pictures on their phones while the kids walking by outside jumped a bit when the half naked fox smashed against the window.

Tails gurgled and drooled as he slowly skidded down the window, hearing laughter kicking up around him.

Perhaps... maybe just perhaps... he jumped the gun on thinking his humiliation days were over...

Perhaps they were just beginning.

---

The End.

That's all I have for Miles of Misfortune for the foreseeable future. I hope you guys enjoyed this little gift from me to you. I did it specifically to entertain you because I like drawing ridiculous shit. If you had fun, I'm glad. If you didn't, I'm sad. However, if you got offended, please leave and never come back. Like I said I'm out of patience for anyone who takes this stuff seriously.

Also a very weird thing from one or two people has suddenly cropped up where I'm being ordered to make diapers poofier for some reason. This isn't something that anyone's ever consistently told me to do in the years I've been at this so it feels kind of random. I'll say this now though, I'll draw how I want unless it's a commission where I have no choice but to draw what's asked of me. If the free stuff I'm drawing for you is something you feel the need to order me around about then I don't want you here at all. It'd be more comforting never having to hear from you again then it would be to make you happy at that point. Just sayin'. I'm kind of done being nice about that kind of stuff.

I want to stress that ACTUAL criticism is fine. I've gotten healthy, respectable criticism from people who've been supportive and legitimately helpful before. Zizum, Wotzael, and Ashtertye come to mind as people who've at some point in time offered me advice on how to approach a certain thing in a new way and I've taken it to heart.

Plus, what I just talked about is in no way the majority though. The majority has really been a tidal wave of support and kind words and loads of favorites. I appreciate it a whole lot. You have no idea just how much the attention and patronage does to keep me afloat. It really means the world to me. I've got nothing but love for you all, despite how upset I may have sounded there. I assure you, I'm not. I'm just being firm. XD

Next is Juvenile Jenga and Waiting List Commissions. I may take a rest before I do that though. Maybe. Thankfully Juvenile Jenga is actually a more serious story so I probably (hopefully) won't have to worry about people not getting the joke since it'll he a lot less looney tunes and more straight-forward. It's gonna have humor still, of course. I love my comedy. Can't live without it.

Till next time, beautiful friends.

Shout out to Aladdin-Kun and Gabe, who make up the Holy Trinity with me. As well as Falz-Pc who does the Radio Vs. Blair stories with me.

---

Read long chaptered stories over at my Patreon, every single week, for just a buck a month. Go for $10 a month and you get an exclusive colored picture every month too! Check it out: http://www.patreon.com/SDCharm

Keywords
male 1,158,849, fox 241,934, boy 77,496, sonic 60,282, sonic the hedgehog 58,475, underwear 40,725, tails 16,242, undies 15,534, miles tails prower 14,551, embarrassed 14,087, humiliation 12,107, briefs 11,084, kid 9,510, tails the fox 7,872, stripping 4,938, underpants 4,929, embarrassment 4,344, window 3,510, strip 2,081, tighty whities 1,870, public humiliation 1,856, embarrassing 1,732, humiliated 1,413, stripped 1,132, pantsed 1,037, role reversal 1,021, derp 955, humiliating 942, unconscious 919, pantsing 752, ko 551, loser 519, knocked out 514, underoos 461, cartoon briefs 327, cartoon underwear 318, swirly eyes 290, slapstick 281, unconsciousness 186, seeing stars 169, roles reversed 158, knocked out cold 150, cartoon undies 141, out cold 107, cuckoo 96, cartoon underpants 89, cartoon ko 60, knocked silly 35, miles of misfortune 1
Details
Type: Picture Series
Published: 5 years, 2 months ago
Rating: Mature

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damntohell0
5 years, 2 months ago
wish tails would spank those kids bare butts someday, if he had a 4 leaf clover.
DrHojo123
5 years, 2 months ago
He will still get beaten up by the kids :P
damntohell0
5 years, 2 months ago
like i think cobalt should be tails helper. befriend the kids who humiliated him (like these 2 in the pic above, and the twins from the babysitting thing), gain there trust, then trick them to by taking them to wear tails is waiting and boom, tails gets the drop on them with a bare bottom spanking.
Nobody14
5 years, 2 months ago
1. He looks kinda adorable
2. Those megaman briefs are awesome
EmperorCharm
5 years, 2 months ago
Wish I had those briefs.
Nobody14
5 years, 2 months ago
I have to say the same thing since i am a megaman fan XD
BadBoyChris
5 years, 2 months ago
So that's where you got the sig from lol (NeroKun from Aotk)
EmperorCharm
5 years, 2 months ago
Yup. Made it myself. Naturally.
Wreathen
5 years, 2 months ago
I can bet you a solid five bucks I know who that guy always bugging you to thicken the diapers is...
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