It's mostly a matter of choosing what works for you, and if it doesn't, maybe you don't bond with it. Although my guitars are things I own, I don't place a value on something just because it belongs to me. There'd have to be some strong sentimental or emotional bond that occurred when first receiving the guitar.
And, TBH, You give a boy a ball to play with, he'll enjoy that until something else piques his short-term interest. My feeling is the same, once the novelty of owning something new wears off, I prefer to resist the temptation of GAS for something else, and still have a ball.
Think of this: When you buy a ring for your intended wife, that ring is supposed to represent your faithfulness and loyalty to her until you die. No wiggle room, really.
However, for the sake of convenience, I also realize that I'm not married to what I own, so there is also a freedom to up or downgrade to whatever newer model you so choose. My feeling is more akin to owning a car. You drive it, you maintain it, you try to keep it clean. Eventually, the lifetime of the car will be part of the high-mileage club, and you'll think it's time for a new car. Perhaps that is how I should approach owning a guitar. Structurally and operationally sound, except for some patina, dings and dents.
That's when I'd consider parting with a guitar, once it's been driven, loved, and played. Then someone else can enjoy the guitar, though its no longer in factory-fresh condition.
P.S. Don't consider trading in your wife for a newer model. Unless you want your wife to be like horror movie car, 'Christine,' you'd be smart to take care of your wife so she doesn't come looking for you in horrific fashion.