Dreadow!
I think they should meet. I think Dread should have a massive crush on Shadow because he looks and feels like a shard because of his chaos energy. I think Dread should flirt with Shadow very very aggressively and Shadow, who has never been flirted before in his life, has no idea what he is supposed to do.
"Another hedgehog after me beauty, eh? Well, then, me treasure, what do you be offerin' me for it that the blue one do not, eh?"
"Worry not, me treasure, it don't take long to acclimate to the sea. Another day and ye'll be sleepin' like a babe in arms, the call of the gulls as yer lullaby. For tonight, I know just the song ye be needin'."
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The Crazed Captain and his Insane Deity
This is a Sonadow Pirate AU that came to be after watching Sonic Prime, so I will be using the characters of No Place to help flesh it out.
Dread and his crew are looking for a challenge, one of his crewmates sees a wanted poster in the town they are currently staying in and asks Dread about it, if this is a good challenge. Dread grabbing the poster, thinking there's no harm in seeing what they found, only for Dread to rip the wanted poster and tells his crew that: "That...beast is not one to mess with."
The wanted Poster read as such:
WANTED: DEAD
"The Immortal Nightmare" aka Captain Shadow the Merciless
That he'll take on any challenge, expect that pirate captain and his crew.
Elsewhere:
Said Pirate Captain is counting the jewels and money from the rich townspeople his crew pillaged and stole from. Removing a emerald necklace from the pile and gifting it to his first mate, Sonic. "For you, Mi Amor." The captain spoke as he placed the necklace around Sonic's neck.
"Aww, how sweet of you. My favorite color no less." Sonic complimented, as he returned to helping the other organization his documents.
In Shadow's crew there were two rules:
1. Swear your unyielding loyalty to the Captain, or die a painful death.
2. Respect his first mate as if he was also the captain.
Follow those, and you were taken well care of in the crew.
Then one day, a power hungry Dread, takes on Shadow and his crew in a storm. Only getting a cheap victory because he tossed Sonic overboard, Shadow jumping after him.Dread takes the ship and crew for his own, a powerful amulet keeping the crew from fighting back.
Winding up on a stray life boat, Sonic is patching up his captain, said captain is plotting a revenge. "How dare that insolent fool steal my crew and my ship?!" Shadow angrily spoke. "When I find him, I will ring his neck from his body!"
"Calm yourself Shads. Anger won't get us anywhere, but that amulet..." Sonic speculated. "I believe the time has finally come."
The immortal captain looked up at his lover and first mate. "Is it one of the seven? To restore your powers?" He asked.
"I believe so, finally. I can begin my journey to reclaim what humanity stole from me." Sonic said with a twisted smile that did not phase Shadow.
You see, Sonic was actually an ancient deity by the name of O'brezean. He controlled all of the seven seas, the wind the blew through them, and could make sailors go insane just by looking at him. But somehow, someone bound the deity to this limited, physical form. If not for Shadow finding him when he did, who knows what would have happened to him.
Despite his powers being severely restricted, he still could make one feel insanity if he tried, which did not work on Shadow. For when you're cursed with immortality, and live for over 1000 years, your mind becomes the least stable thing about you. He quickly became Sonic's favorite mortal, especially since Shadow praised O'brezean instead of feared him.
"Then let's be on our way, this serves as even more motivation to kill that damn coward." Shadow said with a crazed look in his eyes. "Oh to have the honor of restoring you to your true self, if I hadn't already promised you my existence I would have done so now."
"My darling captain, so quick to violence for me. That's why I love you. You're the only mortal that can make me this ecstatic."
Truly, the two were a match made in heaven, or rather hell.
Thanks to Sonic's navigation skills, they quickly arrive at a island town, where they are confronted by Sails, who was part of Dread's crew. He begs them to stop the captain because he has gone mad with power. That he'll do whatever they ask, just to stop Dread. They agree and soon find Dread and the rest of his crew. A ego boosted Dread asking Shadow if he wants another round of losing.
Shadow laughs like a maniac. Telling Dread its clear he didn't do his research. Telling his crew taken hostage "you know what to do." His crew all cover their ears, confusing Dread and his crew, until a hypnotic "Lullaby" occurs, Dread and his crew falling to their knees like a heavy weight was keeping them down.
It was Sonic, Shadow grabbing Dread by the head harshly, asking him: "Did it never occur to you why I was so attracted to my first mate? He has the blood of the sea in his veins." There's a demented smile on Shadow's face. Sonic's singing helps their crew get out and back to the ship. Shadow telling Sonic to go back as well.
Now it was one against many. Unfortunately this where they learn why Shadow is called "The Merciless." One took out half of Dread's crew like they were nothing.
Taking the other half, the ones Shadow saw and knew meant the most to Dread hostage. He was simply returning the favor, as his sword pierced the other captain's stomach. "Relax, I didn't hit your vitals. No, I want you to experience something more painful. For foolishly believing you can mess with me and my crew, believing you could kill my beloved first mate. Only then will i have your head displayed on my ship."
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