Authors Note:
Here's chapter 2 after an entire CENTURY!

Honestly, I'm not sure if this is actually in character at all. But I did see some fanart of something similar happening with Tails, so I wanted to write about it! Hopefully they're not too out of character, haha
This was, as seemingly per usual for me, written in about two days very quickly, so there may be some mistakes

For this one, I was thinking the ages beings 7 and 14 respectively.

It was a sunny day, warm and inviting, when Sonic caught Tails doing something absolutely adorable, and completely childish. It was fully welcomed, given that the fox had recently taken to a life of being independent, and tried to act more and more like an adult; despite being only 7 now.

Tails had stayed in that day, while Sonic took a nice long run around the zones, taking in all he could from the nice day out.

While Sonic ran, the two-tail decided to stay in, and worked in his workshop. Mumbling something about needing to do some upgrades to a new plane design.

He had probably erased and re-written new instructions, new schematics, and the like about 7 or 8 times now. Yet, the blueprints never turned out to make sense, and the fox became quickly frustrated with it. What was he doing wrong?

Finally sick of it, he moved the blueprint to the side and grabbed a new sheet of paper to re-plan. Maybe if he just re-started it over, his calculations would be able to make better sense and he'd be able to figure out what was wrong. Usually, it didn't take him this long to figure out why it was not working out like this.

However, frustrated as he was, the fox had no one to turn to for help on it. Sonic had no knowledge for these things, and maybe sometimes he helped in simple ways, but this certainly wasn't something he'd be able to understand; it was specifically the math part of his calculations that weren't coming out to what he knew should be right. Sonic could do math, but he probably lacked the patience or experience for something like this, so Tails was left to figure it out on his own.

Another few papers and about 3 hours later, Tails finally crumpled up the last one he was working on with an aggravated growl. He slumped over the desk, and let his chin rest on the table, before turning so that his cheek was resting on it and his gaze focused on nothing in particular towards the side of the table and the floor. Puffing out a breath that essentially sounded like a _I've given up' tone, he let his thoughts quiet down.

His eyes lazily roamed the room for a few minutes, which was quiet and warm, rays of sunlight filtering in from the window. But then, something caught his eye. He wasn't sure what came over him then, maybe boredom, or just wishing to do something else, but he found himself eyeing one of his own tails, which swished around to the side of the chair he was sitting in.

By all means, it would be good a way to pass time, Tails supposed. Since he wasn't particularly making his tail does this at the moment; he did have control over the two fluffy appendages, but a lot of the time it seemed more like they had minds of their own.

They often moved and swayed to match his emotions more than they did what he wanted them to do. Maybe something left over from when he was a toddler and didn't entirely control them at the time; still learning. It was something that Sonic always noted gave away what he was feeling.

He kept watching the fur move through the air, back in forth in a slight agitation that proved he was more than a little upset over not being able to come up with a solution for the blueprints he had been working on.

A little closer... His tail tip flicked just close enough, as if teasing. He moved his own hand out to swat at it half-heartedly.

He missed it, and the tail got away, flicking back behind him. A moment later, it reappeared in his vision, and he moved to grab it again.

This somehow spiraled into an actual game for him- too bored and unwilling to get back to what he was doing. This continued, until he moved the wrong way and his other tail got a little too squished against the back of his chair- which only made him wince, pause, and move to the floor instead.

This provided a much easier time for turning and attempting to trap the end of the appendage under his hand against the floor, and also allowed his second tail to join in. He yipped a little at catching the fluffy tip of one against the floor, until he moved to the side more than he should have, and it slipped free from his grasp.

Letting out a playful growl that was barely audible, he scrambled after it, and circled himself. When thinking about it later on, he'd consider this whole thing entirely embarrassing and stupid. But right now, it was pretty fun! Even if it served no purpose; he could easily grab his own tails without this struggle, it was just... fun to chase something.

Eventually the kit managed to snag the tail officially, grabbing closer to the middle rather than the fur at the end."Gotcha," He couldn't help letting out a quiet laugh, the short burst of silliness with chasing his own appendages lifting his mood.

It was at this point, that a certain dark azure colored hedgehog made himself known by also chuckling quietly, "Nice catch."

Caught off-guard and surprised, Tails squeaked, fur rising as he whipped around to look at the doorway of the workshop, where Sonic leaned against the doorway, arms crossed and a grin on his face.

"Wh-when'd you get here?" Tails said, completely embarrassed, frozen in place.

"Oh, I dunno. Maybe a few minutes ago," Sonic said, grin sticking to his face and amusement oozing from him. "I was going to ask if you wanted to get some food. What were you doing, bud?"

At this point, the kit looked back at his hands, realizing he hadn't moved his hand away from his tail and was clutching it hard, so he opened his hand almost mechanically, and let his tail whip back behind him to wave in a flustered motion with the other. "I- uh, nothing!"

This elicited another chuckle from the hedgehog, who obviously already knew what he had been doing, and likely had watched the whole thing.

"It's okay to chase your tails, Tails," He responded happily, with a tone difference between the word and the name, and shifted against the doorframe. "You don't have to work all the time in here, you can have fun too."

Tails shifted his gaze down, puffed fur slowly calming from the sudden appearance of an older brother. "Yeah, I know," Tails said quietly, still a little embarrassed.

Sonic moved over to him now, and offered a hand, which Tails took to stand up from his place on the ground. His namesakes flicked back and forth behind him, and Sonic's gaze went to them. "I'd chase my tail too if it were as poofy as yours are, they're just giant pillows!" He moved closer, to reach over and grab one of the fluffy appendages, which twitched in his grasp.

This brought out a giggle from Tails, who after moment pulled his tail from Sonic's gasp. Sonic began to move towards the way into the house, causing the fox to follow after naturally; just as he does so on missions. "You already do chase your tail sometimes," Tails teased.

"What? Me? I've never done that in my life!" Sonic spoke in obvious fake indignation as the two exited the workshop. He was right, though- the older had done it once before, in an attempt to make the vulpine laugh when he was much younger. It was probably more surprising that Tails had remembered it happening more than it was that Sonic had done something like that.

"If you want to talk technicality, every time you spindash you're basically chasing your tail," Tails continued.

"Ha, you know what; that's true! Meaning, it's okay that you do it too!" Sonic said in an attempt to reassure in some way as he led the way straight to the kitchen.

It wasn't often that the fox acted like a kid, so Sonic was going to do all he could to encourage the action. As well as keep note of the incident, too, since walking in to see a little fox kit chasing his own tail was adorable. Who was he to stop his little buddy from doing it again?

Authors Note:
Apologies for the abrupt ending, I wasn't actually sure how to properly end this scene! oops
I may come back and edit this later to be better, but who knows
Oh, and if anyone has any ideas of what Tails could be doing in future chapters feel free to suggest ideas! I have some stuff in mind but I'm not too certain about it as of yet

Feel free to leave a review and let me know what you thought of this!