#just plain old sugar daddy mob boss and sugar baby vibe

[teecupangel]

Ezio x Desmond, modern au, where ezio is head of the Italian mob/Assassin branch, and Desmond is his lover that's into extreme sports/stunts. Any thoughts?

I was thinking what extreme sports or stunts Desmond could be into and the first thought that came into my mind was skydiving, mainly because of the leap of faith. Another idea was maybe intense absolutely not legal motorcycle racing. And I thought “why not both?” so…

Ezio is the capo of an Italian mob that used to be part of the Brotherhood. They separated around the 16th century and rose as one of the most secretive shadowy criminal organizations in Italy. Their operations are more in line with being enforcers, making sure none of the other mobs are trying to rise higher than their status without their approval.

In a sense, they’re sorta policing the mobs.

Ezio, in this case, would become the head because of an organized hit on his family that killed his father and brothers. The mobs that had a hand in their deaths thought they could cripple the Auditores enough that they would lose their standing as enforcers but, instead, they simply realize that the Auditores were ruthless to those who wrong them. Many mobs were taken out in the following years as Ezio made them pay with blood and riches.

He would meet Desmond a few years after his hatred and rage had been satisfied and he is now officially the head of the Auditores. They would meet by chance when Ezio was invited to skydive by a head of another famiglia who wishes to ally themselves with the Auditores. Of course, Machiavelli, who serves as Ezio’s main consigliere, would have done a background check of everyone who would be there and give Ezio his report.

That’s where Ezio would see Desmond for the first time. Desmond is serving as a skydiving instructor and he seems to just be an ordinary law-abiding civilian… except for two things:

He is a regular participant in intense motorcycle racing that was definitely against the law

His birth certificate was a well made forgery.

Of course, this being Machiavelli, he would dig deeper and he would find out that Desmond didn’t exist nine years ago. A little bit more digging and he would find clues (but no confirmation) that Desmond is related to the Assassins.

Now, in this setting, the whole Assassin and Templar thing still exists so the Great Purge still happened. The Italian Brotherhood was hit hard and the ones that did survive were taken in by the Auditores and became their soldato and some have even risen to the rank of caporegime. The Templars keep an eye on them but do not engage as they hold too much sway with the other mobs, effectively being the unofficial king of Italy’s underworld. In exchange, the Auditores ignore whatever Abstergo is doing in Italy as long as it does not hinder any of the mobs’ operations. They do keep a list of mobs who cooperate with Abstergo and they’re added to the Auditores’ shit list which makes it a big deterrent for the mobs to collude with Abstergo willy-nilly.

On the other hand, the Auditores and the Brotherhood have a tense cordial relationship. The Brotherhood believe that they sully the Auditore name, especially Ezio who bears the same name as Ezio Auditore da Firenze from the 15th century who they believe to be one of the greatest Assassins in history. The Auditores believe that the Brotherhood is stuck in the past and that they refuse to acknowledge how, during the latter years of their legendary Ezio Auditore da Firenze, he had been the one to spearhead the transition of the Italian Brotherhood into the Auditore Famiglia. This leads to them having a tense relationship that boils down to “you do me this favor and I’ll owe you one” kind of deal with the Brotherhood although the Auditores only always cash in on what is owe of them, never requesting anything from them.

And it’s that tense relationship that made Ezio interested in Desmond, wondering if he was some kind of plant that the Assassins have sent to keep an eye on this deal or some reason. That maybe perhaps the mob that wishes to form an alliance with the Auditores were in league with the Templars or the Assassins.

(They’re not, skydiving instructor is literally Desmond’s day job and this is just one big coincidence)

So Ezio decides to agree to this meeting, not to check the mob but to check this… ‘Derek Milton’.

Unorganized Notes:

Ezio would be his charming self and would flirt with Desmond, half to see his reaction and half because Ezio do think Desmond is handsome.

Desmond is used to the flirting but he could sense something dangerous about Ezio that he finds himself attracted to.

Desmond’s pretty much attracted to dangerous things in this ‘verse. He became a skydiving instructor because it means he can skydive for free. He participants in illegal races because of the thrill of it. And Ezio? Ezio feels like the most dangerous thing he had ever been close to.

They have sex the day they first met. A quickie in some place that they could totally get caught in.

Ezio keeps coming back after that and they have sex after every skydive. It’s the thrill and danger that keeps Desmond with Ezio. For Ezio, it’s the mystery behind Desmond’s past and the growing desire to see him.

At some point, Claudia (who serves as sottocapo) just tells Ezio to keep Desmond because all this skydiving shit is dangerous with how many ways it would go so wrong and they would be too late to prevent it or save Ezio.

When Desmond learns that Ezio is a mob boss, he’s just like “Oooohhh. That’s a nicer job than I was thinking.” “What did you think my job was?” “CEO.”

Desmond pretty much becomes his sugar baby. He quit his job as a skydiving instructor and Ezio bought him his own helicopter to use for skydiving. Desmond loves it because it’s actually more intense to skydive from a helicopter than skydiving from an airplane.

Of course, Desmond had to give up motorcycle racing because it is illegal which meant that it would be easy to tie Desmond to it if he continues and, in the process, tie the Auditores to it.

In exchange, Ezio just takes him to watch the official intense motorcycle races all over the world. Desmond figured it was a good alternative since… they do have their own helicopter and the hotel rooms are always top-notch. (Ezio likes it because Desmond is always hot and bothered after every race)

Desmond learns how to drive a helicopter… because he now has a lot of free time whenever Ezio does his capo thing.

There is a man who stays in the main mansion of the Auditores as more of a beloved guest. He’s more or less an unknown artist and his works are usually considered to be too much like Leonardo Da Vinci’s works that he’s kinda considered as some kind of joke by many artists. He is Ezio’s best friend and he just likes making art or whatever strikes his fancy, once even learning how to program just because. Everyone just calls him ‘Leo’ and the Auditore mansion is filled with his paintings and sculptures. He also paints Desmond sometimes when he feels like it. Desmond just goes along with it because it’s not like he has anything else to do.

Maria is in charge of the mansion that Desmond stays in. She thinks Desmond is just one of Ezio’s many flights of fancy but she does warm up to him quickly enough, to the point that she tells Ezio that, even if they break up, she’s adopting Desmond so he can stay. “I… I don’t know how to feel about that…” “Your feelings do not matter for this, Ezio.” “Madre!”

Claudia likes Desmond enough. She knows he has no interest in the whole mob thing (as Desmond likes to call it) and is staying because he loves Ezio and that’s enough for her.

Machiavelli is the one who is still sus of Desmond but he is cordial enough with him. Kinda has to be, considering Ezio is truly smitten with Desmond. Machiavelli also made sure Desmond’s forged documents are airtight so it doesn’t bite them in the ass later on.

Because of this, Desmond did have to come clean with his past and that’s when Ezio started to call him ‘Desmond’. (Before that, Ezio just keeps calling him different pet names because Desmond never liked hearing Ezio say his fake name when they were having a ‘moment’)

Desmond knows Ezio does bad things and he doesn’t try to spin it into anything good. His moral compass is skewered anyway considering his childhood upbringing so the whole mob business is just okay with Desmond. He does worry whenever Ezio comes back and there’s blood in his clothes but hearing Ezio say it’s not his blood gets him hot and bothered.

It does get to William Miles that Desmond is with the Auditores but he can’t do anything about it. Not when the Auditores are one of the few real allies the Brotherhood still have. What he does do is check in every few days, just to… check up on Desmond, probably? Bill never tells anyone why he keeps doing it.

For the same reason, the Templars stay away from Desmond because they don’t want to incur the wrath of the Auditores.