#good tldr here is that the first impressions are largely surface level but he'd become more empathetic/understanding after getting to know

[hadesknockedupintheunderworld]

What would movie Tails think about Tails Sails Mangey and Nine?

Hohoho...

Just to warn you in advance then, my answers will be a mixture of canon interpretation and headcanon.

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Prime!Tails:

First impression:

I think in the case of Prime Tails, he'd largely see the similarities and be like "Oh! We're the same!" Whether it's a first meeting or meeting him from afar, I think he would have a healthy mix between seeing him literally as another him, while also wondering just how similar they actually are.

After getting to know him:

At this point, Movie!Tails would know just how similar and different he and Prime!Tails are. Ultimately though I think he'd be surprised by how similar they turned out in personality and image regardless. Other than that, I think Movie!Tails would be jealous that Prime!Tails' Sonic actually saved him from bullies and that they've been able to adventure and be best friends for so long. Movie!Tails would probably hope his relationship with Sonic could become as strong as theirs one day, while also taking it as a sign that it will be.

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Sails:

First impression:

Definitely "A pirate me?" I think he'd wonder how Sails became a pirate or whether he was just kind of born into it. If they get a first meeting though, I think Movie!Tails' first impression would be that Sails is surprisingly nice for a pirate (not that Sails is usually nice to the first random people he meets (*cough* the first meeting with Sonic *cough*) but Movie!Tails doesn't know that). He would find him friendly, and he'd assume that Sails' contraption is exemplary of him still being a tech/mechanical guy in this universe.

After getting to know him:

I think he'd still consider Sails a pirate version of himself, but he'd see that Sails isn't necessarily a peach either. He's still a pirate, and he still itches for excitement, but he's also loyal to his crew and his friends, something that movie!Tails can respect.

Now, Prime never really gave us backstories for anyone other than some of the New Yoke variants. Personally, I like to headcanon that Sails was an outcast on his island, and he was in a bad spot when Dread first found him. I like to headcanon that post his initial failure to get the Devil's Lighthouse, he still couldn't ditch the sea life. So, though he wanted to put himself in a position where he'd never zero in on that treasure and hurt people again, he still needed a crew to continue the sea living. With this, the idea is that Dread picked up his crew members out of bad spots and offered for them to join his crew. Under this framework, my personal headcanon is that it was Dread that saved Sails (either by directly confronting his bullies or by taking him in while he was in poor spot health wise in the wake of his treatment as an outcast). If this was the case, I think Movie!Tails would be surprised at the knowledge that this world doesn't have a Sonic, but he'd definitely be able to relate to Sails. I think he'd be able to understand why being a pirate on the Angel's Voyage is home to him by relating the similarities in their lives.

Anyhow, the tech/mechanics thing. With getting to know him, Movie!Tails would find out (as Sonic did) where his strengths lay. Sails has a natural talent for it of course, but he gets his start in "contraption making". His world does not have the same technology as Movie!Tails' world.

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Mangey:

First impression:

I must admit, if he watches how Mangey acts out of context, his first impression would probably be that Mangey is "me but crazy" or have questions about his intelligence level. As long as Movie!Tails doesn't present himself as a threat and make a bad first impression on Mangey, though, in a first meeting he'd probably thing of Mangey as a sweet little thing.

After getting to know him:

If you spend a while with Mangey you get to understand who he is and his situation better, and Movie!Tails is no exception to this. He may even feel a bit ashamed for assuming that Mangey was "crazy" or "savage". While he can't personally relate with Mangey quite as well as he could with the others, I think he'd still be able to relate with that idea of having found home. I also think he'd logically end up learning of Mangey's inate technological talent as well and would patiently learn how to communicate with him. Not that any of that is easy, it's just that I think at some point Movie!Tails would "see the signs" so to speak and realize that even though Mangey is different and life is different for people here in general, he's still a person with thoughts and feelings. I can also see him apologizing for how he initially saw and/or treated Mangey.

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Nine:

First impression:

It depends upon what era of Nine's life Movie!Tails sees him in or meets him in. In general though, I think he would see Nine as "me but a villain" at worst, and "bad end me" at best. Nine is a version of himself who is isolated and also doesn't have a Sonic, so though Movie!Tails' opinions are dependent on how much knows at this point, I can see him at baseline feeling a bit sorry for Nine. Even if he thinks Nine is a bad guy who caused all of these problems, I think he would baseline feel sorry after imagining a possibility in which Nine was him.

Idk. Like I said his opinions would be very context heavy. If his first impression was like. S3 Nine at his worst, I can see him sort of shutting down the empathy center and just seeing him as a bad guy. But if he's just seeing him pre-meeting Sonic, being bullied or trying to stay isolated, he would just straight up feel bad for his living situation. It's...nuanced.

After getting to know him:

I think in a way the level to which he relates to Nine would be a little scary. It wasn't scary with Prime!Tails because the two aren't terribly different on the surface. Just two people who met Sonic and became heroes in a bit of a different way.

But if he learns Nine's story, where Prime!Tails' story is interesting in it's similarities and differences, a story that holds shared happiness in finding someone like Sonic to look up to and relate to, Nine's story is more terrifying in the ways Movie!Tails relates. In its most basic and shallow form, Nine's backstory is exemplary of what would happen if there was no Sonic (or if there was no one who would save Tails from bullies or inspire him). Even before meeting Movie!Sonic, Movie!Tails was already a tech and mechanical guy. We know he straight up had traps and weapons in his backpack, he'd developed the Miles Electric, and could fly a plane. With Nine's story as reference, I personally headcanon that if Movie!Tails hadn't started watching Movie!Sonic live and become fixated on him as someone he could relate to, he would have had a similar end as Nine (code: just trying to isolate himself from others so he won't be hurt again).

Essentially, I think that if Movie!Tails got to know Nine's story, it would probably shake him to see what might have happened had he never learned about Sonic, and had he eventually taken it upon himself to get rid of his bullies permanently. And I think if he knew how things turned out for Nine by the end of Sonic Prime, he would feel very sorry for him (both for his great loneliness and in not being able to be around Sonic or really, truly at home).

In other words, complicated feelings. Nine's reality would probably make him feel uncomfortable, but in the end, Movie!Tails would want for him to be happy and truly "home" as well.

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Thank you for the ask, anon! While I see most versions of Tails as surprisingly judgy (surprisingly in the way that they can be a bit surface level and dependent on first impressions), I think especially when it comes to other versions of himself Movie!Tails would become more sympathetic or empathetic upon actually getting to know them. And since none of these four are really bad guys at the end of the day, I think he'd be willing to see them subvert his initial impressions of them.