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Thanks for this request, I really enjoyed writing it!
Also gave me a reason for reading the book my brother gifted me last year, "A General History of the Pyrates" (Recommended btw)
I wrote a "short" one-shot with some hcs at the end.
I hope you enjoy it as much as I did!
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Context: You are an ex-overlord, the pirate demon to be exact. You tend to sail through hell with your trusty crew on their ship, Sapphire, a ghost ship like the Flying Dutchman. When you were an overlord that was your way of announcing yourself, ready to conquer a new territory of the pentagram. Now, you only cause panic, and all the demons flee before your presence, even though you no longer cause wars or collect more souls.
-Some years before the Hazbin Hotel opened-
The salty breeze whistled through the ethereal sails of the Sapphire, the flying ghost ship that sailed the skies with an otherworldly grace. Its crew, a spirited bunch of specters and souls, worked together under the command of their captain, a lively and charismatic demon named Captain _____, with a sense of camaraderie and mischief that echoed through the ages.
As night fell, the crew gathered on the deck, surrounded by the glow of ghostly lanterns. They raised their spectral tankards in a toast to their latest adventure, the echoes of laughter mingling with the creaking of the ship.
"Arr, me hearties!" The captain exclaimed, their voice carrying over the sound of the wind. "Another successful raid, thanks to this fine crew o' mine!"
The crew cheered, their voices filled with the thrill of the chase and the promise of plunder. They gathered around a makeshift table, laden with ghostly grog and ethereal food, and began to swap tales of past escapades.
"Do ye remember the time we outsmarted ol' Davy Jones himself?" one crewmate exclaimed, raising a tankard.
"Aye, that we did!" another replied, clapping the speaker on the back. "And what about the time we stole the moon's reflection from the sea?"
The crew erupted into laughter, the memories of their adventures bonding them together like family. They drank and sang, the joy of the moment banishing the shadows of their past lives.
Captain _____ joined in the revelry, their laughter ringing out like a bell. They regaled their crew with stories of their own, of battles won and treasures found, each tale more fantastical than the last.
As the night wore on, the crew's voices grew hoarse from laughter and song. They staggered to their hammocks, spirits high and hearts full, grateful for another day of freedom on the high skies.
Suddenly, a mysterious figure appeared on the deck of the Sapphire—Alastor, the infamous Radio Demon. Despite the supernatural nature of the ship and its crew, Alastor seemed right at home, his charismatic presence filling the air with a crackling energy.
The captain greeted him with a knowing smile. "Well, well, well, look who's decided to join us on our little jaunt through the skies. What brings ye to our humble haunt, Alastor?"
Alastor chuckled, his radio-like voice blending with the wind. "I couldn't resist the allure of the legendary Sapphire and its crew of spectral scallywags, along with their powerful overlord captain. I must say, you're quite the spectacle. I was just passing by, dear."
"Oh, 'kay then, make yerself comfortable."
The crew, intrigued by their guest, gathered around as Alastor regaled them with tales of his exploits from the land of the living and the dead. They shared ghostly grog and spectral snacks, swapping stories long into the night.
As the moon rose high in the sky, casting an eerie glow over the clouds, Alastor bid the crew farewell, disappearing into the night with a promise to return. The crew watched him go, their ghostly forms shimmering in the moonlight, filled with a newfound appreciation for the enigmatic Radio Demon.
And so, the Sapphire continued its journey through the skies.
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Years had passed since the Sapphire last touched down on solid ground, but the flying ghost ship remained as majestic and mysterious as ever. _____ guided their crew through the skies, seeking adventure wherever the wind carried them.
One day, the Sapphire descended upon the grounds of the infamous Hazbin Hotel, its ghostly form shimmering in the light of the setting sun. The crew, eager for a change of scenery, followed their captain as they disembarked, their laughter and banter filling the air.
As they entered the hotel, the crew's antics drew curious glances from the residents.
"Oh, hello there! You must be the pirate demon! I'm Charlie-"
"Oh, yer Charlie Morningstar, aren't ya? Nice to meet you, lady." _____ said. Right before, an angelic spear was pointing to their head. While all the crew prepared their weapons, _____ stopped them.
"What do you want?" Said the young girl who was holding the spear.
"Don't worry yerself, lily-livered landlubber! We're just passing through, seeking for a place to rest for a while" _____ said as the crew laughed at the nickname. One of the crew guys, Mackra, yelled from his spot "That's right, we're not going to fight ye, woman!"
"How can we trust you?" She answered back. "Hahaha, dead men tell no tales, lady! I'm not longa an overlord!"
Alastor watched from the shadows, initially taken aback when encountering _____, the pirate ex-overlord along with their spirited crew. He approached _____, a sly grin on his face, but maintained his aloof and mysterious demeanor.
"Ah, the captain of the Sapphire graces us with their presence," Alastor said, his voice carrying a hint of amusement. "What brings you to the Hazbin Hotel, I wonder? Seeking redemption, or just passing through?"
______ smiled, shaking their head. "No redemption for me, I'm afraid. Just a brief respite from the skies. Besides, I hear your hotel is quite the... lively place."
Alastor chuckled, nodding in agreement. "Indeed, it is. Well, enjoy your stay, dear. And should you ever tire of the skies, you're always welcome here."
As _____ settled into the Hazbin Hotel alongside their crew, they couldn't help but feel grateful for the adventures of their past and the enduring camaraderie of their spectral companions. And though the skies still called to them, for now, they were content to rest and revel in the company of their new comrades.
Some hcs:
Alastor may make a few sly comments or observations in his characteristic style, but he doesn't fully engage with pirate slang. "Avast ye!", "Landlubber", "Hornswaggle", that sorta thing.
Despite being an ex-overlord, you have a rather peculiar and humorous crew. Alastor greatly enjoys the chaotic and extravagant interactions of the crew. He may offer a few dry remarks or sarcastic quips about the crew's behavior.
Alastor respects your leadership abilities but doesn't attempt to mimic them. Instead, he observes how you handle your crew and situations, perhaps offering subtle advice or commentary when asked.
You have sometimes invited Alastor to take rides on your ship, which he gladly accepts.
The adventures you and Alastor embark on are more subdued and focused, with Alastor using his skills and knowledge to help navigate challenges more seriously, albeit with a hint of dark humor.
While Alastor maintains a mere professional relationship with the reader, he may develop a begrudging respect for your abilities since he has more respect for the overlords or ex-overlords older than him and occasionally shows a more lighthearted side.
Overall, Alastor retains his mysterious and enigmatic nature while still allowing for moments of humor and camaraderie with you.
