I’m thinking about Edward and Benjamin because I miss them both dearly! 💙
Let’s say Desmond time travelled back to that era. Do you think he’ll get along with Ben just as well as his ancestor did?
Alternate scenario: Edward and Hornigold raising baby Desmond together 🥺
This is gonna end in tragedy considering Hornigold became a Templar later on.
How about we make this much more painful by making Desmond an orphan he had taken in during the time he was training Thatch. Ben hadn’t been planning to take him in but Desmond, even as a kid, served to be more agile and smarter than most of his crew members. Thatch also noted it would be a waste to let the boy stay in the port so Ben took Desmond in. Desmond really had no actual plans at that point, thinking of just waiting till he grows up a bit more and get a ship of his own.
So he goes with Ben and Thatch, not knowing that Thatch would later be known as Blackbeard while Ben was a formidable legendary pirate of his own.
This would be set before they get their own fleet. At first, it’s just a crew that sails the seas and plunder Spanish ships sailing to war.
Desmond wasn’t totally into the whole plundering business and Ben realized that he had some sort of code.
It was a flexible one though.
If someone attacks them first then he’d take them down.
‘Self defense’.
That’s what Desmond liked to call it.
When Desmond was around 15 or 16 years old, that’s when Thatch brought a newcomer on board.
Edward Kenway.
Desmond immediately recognized him.
He might not have any vivid memories of him but the name and the aching loss in his heart were all he needed to know that this was Haytham’s father.
Ratonhnhaké:ton’s grandfather.
Desmond naturally gravitated to Edward because of this and they become friends. Brothers in arms.
They were both taught by Ben and Thatch with Desmond preferring Ben’s more reserved approach while Edward was… closer to Thatch.
Later on, Ben gives one of the fleets to Desmond to sail on his own, believing he was ready.
A few months later, Desmond becomes part of the Pirate Republic "the Brethren of the Coast" in Nassau. He was there for its founding but he passed on being one of its leader, something Ben thinks is a mistake because he believes Desmond would make be able to rein in the more ‘aggressive’ of the leaders.
Desmond said no to that because… well… he didn’t want any leadership roles for pirates.
Hell, he was known as the ‘Pirate of Retribution’ because he only attack ships that attacked him first. He wasn’t cut for pirating. His ship was more or less a smuggler ship and Desmond’s ‘clients’ were those in desperate needs.
But that was the day he met ‘James Kidd’.
He only heard of the supposed child of the great Pirate Kidd, their paths have never intersected before the founding of Nassau.
And he clocked the pirate immediately.
An Assassin.
It was the movements, the footsteps, the silence…
And it seemed that James Kidd realized that he was an Assassin as well.
They spent a few months feeling each other out, trying to understand each other’s goals in terms of all these pirating business.
When they finally confront one another, that’s when Desmond realized what had been bugging him this entire time.
James Kidd had more secrets than just being an Assassin.
And, by god, it took Desmond reminding himself he was an adult to not blurt out “what is this sorcery!” just to make a joke.
He was led to the Assassins and finally got an overview of the current state of the Brotherhood around these parts.
He has no idea why they’re so hung up on all this Sage business until he realized that whoever this Sage is? He was connected to the Isus.
Which meant Desmond had a lead on a way to contact Minerva or find a POE or some shit that can help him make sense on why he’s here in this time period.
So he helps the Assassin lay in ambush when they learned of the Sage’s location, having been captured by the Templars.
And his eyes widened when he realized that Edward Kenway is with the Templars.
Unorganized Notes:
There’s a brief moment that Desmond assumed that Edward is a Templar then he remembered that Edward was mentioned to be an Assassin in Ratonhnhaké:ton’s memories so he assumed that Edward was a Templar turned Assassin. That all went out of the window when he talked to Edward (secretly) and Edward told him that he’s there for gold, not to join some weird ass posh cult.
Desmond’s closest to Edward and Mary. Ben treats him as a son and Thatch treats him like a younger brother who needs to lighten up. Desmond thinks Thatch is a good man who really needs a minder.
Desmond gets entangled with the Sage plot thanks to Edward but he’s worried about Edward’s focus on the gold.
Desmond would agree that trying to provoke the British would backfire on them but he would also agree that they do need medicine when Nassau is hit by the unknown disease. Thanks to Desmond being more of a smuggler than a pirate, he was able to do something about it.
But because the world is conspiring to keep the timeline intact, Thatch still attacked the British to get medicines a day before Desmond returns to Nassau.
In this scenario, Ben would still take the pardon and he’d beg Desmond to do the same. Desmond sees no reason why not until they order him to hunt down the other pirates. That’s where he and Ben have their falling out with Desmond not wishing to hunt down people he knew, especially the ones he knew were good men dealt with bad cards and making the best for it. His ‘insubordination’ causes the British to take his ship and imprison his crew while Ben tries to keep him out of harm’s way, ending with Desmond staging a prison break with… well… lots of Constantinople approved ‘fireworks’.
Desmond could be the reason why Ben would not become a Templar… or not. Ben believes he’s doing the right thing and he might see Desmond as a son but he’s a rebelling son who needs to be pulled away from his ‘friends’ who were influencing him.
Desmond loses his ship because of this but he and his crew commandeered a British ship and runs away, returning to Nassau to talk to the others about these new pirate hunters.
Desmond’s loyalty is the Brotherhood and that will be the source of conflict between him and Ben (and even Edward). If Ben becomes a Templar, this will end in a tragedy.
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