Sir Pentious & Alastor: an underrated dynamic
"Show yourself, Alastor! Come and face--! Oh, there you are. FACE MY WRATH!"
Sir Pentious has been in Hell for much longer than Alastor. That means he was there when the Radio Demon appeared, and he's been trying to overthrow Alastor for decades! We know what Alastor is capable of, and what he could do if he truly wanted Sir Pentious to stop. He obviously doesn't register Sir Pentious as a threat, but that doesn't mean he's not annoying (like when he interrupts his song in the pilot and destroys a wall in ep2). Yet in all those decades, Alastor always let him go with the equivalent of a slap on the wrist, considering what he's done to other sinners in his broadcasts.
And why is that? Why, he must find Sir Pentious very entertaining, of course! Even though he calls Sir Pentious forgettable (to rile him up), there's no way a narcissist like him doesn't LOVE being the main focus of Pentious' "evil plans", as pathetic as they are. Not only does he give him the attention he deserves (like Vox), he's a true "architect of evil" who constantly reinvents himself to try and get the upper hand on Alastor. To Alastor, Pentious is like a sillier, weaker, more immature version of Vox with close to ZERO survival instincts but twice the creativity. Even Vox, who made a whole diss track about Al, wouldn't dare speak to him the way Sir Pentious does if they were face to face.
"SILENCE! Now cower! For when I've ssslain you, the almighty Vees will finally acknowledge me as their equal."
He does have some "oh shit" moments when he sees he crossed a line/is about to get Team Rocket-ed, but he still gets back up and attacks him again with all the unearned confidence of a man who has no idea how easy Alastor goes on him.
Just like Alastor, Pentious is attached to the aesthetics and technology of the time period he knew when he was alive, and still manages to innovate with those limitations. I think Alastor could respect that.
"You whores have no class! In war, the side remembered is the side with the most style!"
It's also funny that to Pentious, Alastor is the young, modern one. Some phrases Alastor uses are "young people slang" to him!
Pentious asking Alastor questions on his "modern" radio technology...
Alastor is one sarcastic bastard, and Sir Pent is one of the most naive characters in the show. He takes a lot of things way too literally (#autism?). That's just PERFECT for comedic misunderstandings between these two!
Before s1 was released there were quite a lot of ace!Pentious headcanons. I think we could still make a case for closeted ace-adjacent!Pentious in canon! Possibility even aroace!Pentious, if we interpret his crush on Cherri as compulsive heteronormativity (he loves her creative genius and is fascinated by her explosive contraptions; surely that means she's the one, right?)
Ace4Ace Alastor & Pentious would be a fun duo in my opinion. They could bond over their shared experience
On the topic of bonding... ("I have feelings for you" (Narrator voice: the feeling was friendship, but he had ever experienced it before)
Seriously, imagine Sir Pentious spending more and more time around Alastor because of the hotel, taking his sarcastic and mocking remarks literally and thinking they're becoming closer... And then being like. WAIT. Do I have feelings for him?? and trying to seduce him like he does with Cherri Bomb. The absolute shenanigans... Rizzlord Pentious strikes again.
Accidental fake dating scenario that only exists in Vox's head, where Vox, being the stalker that he is, spies in the two of them bonding and reaches all the wrong conclusions
Once Sir Pentious dies for the second time and ascends to Heaven, he could meet Alastor's mom 👀
EDIT: OH and How could I forget the Egg Boiz?? Egg Boiz babysitter!Alastor is canon and he definitely babysat them multiple times in the few months Sir Pentious spent at the hotel. Joint custody :3
AND let's not forget the important information that Frank the Egg Boy reported to Sir Pentious lol. The one Charlie made a deal with Alastor for. I can imagine Alastor considering killing the Egg Boiz/ Sir Pentious after learning Frank didn't keep quiet (Imagine Sir Pentious trying to engage in a conversation w/ Alastor and telling him what Frank told him as a joke akfkkd), spending a whole afternoon trailing after them and making plans, only to realise that the Egg Boiz say insane shit all the time and Sir Pentious was in fact NOT playing 4D chess by telling him he knew (and probably already forgot all about it)
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