My first time writing for this fandom. I've read a lot in it already, watched both videos (Hazbin Hotel and Helluva Boss) a dozen times, read up the wiki, read the comic. And now I'm finaly writing for it.

Sir Pentious isn't even my favorite character, it'd be Alastor, but the snake is the most inspiring to me. He seems so likely to get into all kind of shenanigans, and his egg bois just make it better. Plus I love snakes so much, I have two pet snakes myself.

This is the first one shot for this compilation, Sir Pentious is inspiring and I think I'll write a bunch with him. It's likely that a second one will come out soon (like less than a few hours soon). This short was inspired by the picture of him in the 666news report, with the skateboard and all. When I saw this I was stuck on imagining how in hell he would actually use this.

So here's how.

Snakeboard

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Yes, Sir Pentious was trying to be up to date, hip even.

No, he wasn't very good at it, not that he didn't try wholeheartedly.

.

He had recently chosen a new photo of him to be used in the medias, one that was giving away a spirit of youth and up-to-dateness if you'd ask him. Sadly the reality wasn't as faltering and he just looked desperate to appear something else than his Victorian self. Most found it cringe-worthy and only worthy to be memed, but the one thing people said about it that bugged the snake more than anything was how ridiculous of a concept a snake with a skateboard was, that he could in now way use it, proving it was just for show.

He was determined to prove them wrong. His lack of proper legs didn't change a thing in his ability to do anything !

.

He first tried by himself. He put the thing on the ground, slithered over it, was on it, parts of his tail hanging on the ground in the front and back.

"This thing is too small" was remarked dejectedly.

Not that he was talking to anyone especially. Yes, there were always eggs around, but they didn't count, they were stupid.

He went back, so he only hung on the back, and the skateboard's front lifted under his added weight at the back.

"Won't do neither"

He tried to push it back in position with the back of his tail on the ground. It worked but now he was kind of stuck and didn't have any idea of how to progress forward, it's not like he could do it the normal way.

Now he was starting to be annoyed.

He noticed a bunch of eggs looking at his endeavors, eyes wide with admiration as always. Stupid. He wasn't even succeeding there. He got angry at them.

"Make this work !"

The dozen of eggs jumped in surprise at being suddenly barked an order. They quickly surrounded him, studying the problem. The inventor wasn't even trying anymore, waiting for them to figure it out.

'They are stupid, so if they can figure it out, it means I could have had too. So it would prove I was right and this isn't complicated. Why was I even trying when I have minions to do it for me ?'

For several long minutes the eggs didn't do anything, just talking together and thinking. Sir Pentious was starting to be annoyed again when they started to move into action. Three of them went to the back of his tail to lift what was hanging out while the others surrounded him more closely, took hold of the skateboard and the part of his tail on it and began to pull/push him forward.

It was working !

It was really working !

He'd showed them, of course he could use a skateboard despite his tail !

This was even fun

The eggs were all cheering happily and he felt like some real champion there.

But then he felt himself sway right and left, noticing his more than fragile balance. On the ground he could spread his tail to have a good ground surface but on this contraption he couldn't. His ground surface was ridiculously small and the way the egg bois pushed him wasn't exactly steady.

It didn't take long for him to loose balance and fall on the side, his tail immediately coiling under him to prevent himself from hitting the ground. He immediately straitened up, took a second to consider his situation as the eggs were staring at him, then took on an annoyed expression.

"I don't like it ! Put this away. I've already proven my point anyway"

He then slithered away, looking nearly bored, but inside he was already planning on designing a version of this he'd be steadier on.

I hope you liked it. Please be aware that reviews are autor fuel and would motivate me to write more faster.