I feel like Peter Parker is someone who deep down hasn't accepted that he's not a regular guy, and that's why he's always trying to lock down these regular civilian women, and even when he wasn't for a short amount of time with Felicia, as traincat pointed out a while back, he was fantasizing about fitting Felicia. Felicia into this whole two and a half kids, white picket fence happily ever after. He's holding out for that. That's pretty much where most of the disarray in his life stems from. He's always trying to fit in both of these worlds at the same time despite it not having worked in over 60 years, but he can't do that without being honest and open with the people in his life, which is why when it blows up in his face the consequences range from barely being able to scrape by for his rent because he can't hold a job, alienating his loved ones, or even being indirectly responsible for their deaths, shoutout to 616 Gwen Stacy.
But it's like I said, Peter's holding out for that picket fence happily ever after because he hasn't fully come to terms with being a superhero, and as such is realistically destined to retire it once he gets a family or gets too old to put it off. I like to think it's supported by the average future Peter being someone who's settled down, with the obvious exception of Renew Your Vows and House of M, where he's still superheroing with a family at home (But if we're being honest that's as ideal as it can get, HoM was the closest Marvel's ever gotten to adapting Evangelion's Instrumentality).
And all this here makes me think Peter lucked out a second time when the universe gave him Miles Morales for a successor. All of Peter's baggage, this definitive inability to properly manage his home life and his work life, was not inherited down to Miles. And it's why he has a much easier time being Spider-Man than Peter, especially when he was Miles' age. Miles isn't trying to fit between two worlds as much as he's merged them into one, in a way Peter still can't manage despite now pushing 30. While that's not to say he hasn't made mistakes similar to his predecessor, he grew out of them much, much quicker, and they were regularly undercut by the all things he did right even despite that.
I'm talking about how even though Miles kept his alter ego from his parents, and then just his mother, and then his girlfriend, he ended up choosing honesty when it came down to it. Where Peter shut everyone out, Miles struggled with the thought of alienating even a third of his loved ones, and promptly folded, one by one. And with that still, he began his career with his best friend as the Man in The Chair helping him from the sidelines, he maintained a mentorship with Ultimate Jessica Drew, he founded his own superhero team and he wasn't afraid to open up to any of them about what was what. Because unlike Peter, Miles understood from day one that trying to shoulder all of that burden by himself was a poor man's game. And again, he's not looped in a deadlock between worlds destined to crush him and it's why in both possible futures for Miles written by people who know what they're doing imo, he's either Spider-Man with a family of his own (Sitting in a Tree, I think), or he's still Spider-Man well into his seventies (For some reason I can't find the exact title lol come back to me), because Miles doesn't put himself in positions where he has to choose. He's not Miles Morales trying to be Spider-Man, or Spider-Man trying to be Miles Morales, he's:
(TLDR) Peter isn't fit to be Spider-Man forever, and Miles has achieved a balance with the mantle in adolescence that Peter has yet to properly maintain well into adulthood.
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