If we were sitting on my deck with a cuppa, this is what I'd say.
Think about the last time you said "I'm past all that." Be honest about whether it was true, or whether it was just the easiest thing to say.
A bag won't change your life. Of course it won't. But having something by the door that looks like the woman you actually are makes yes a lot easier to say. And I went far too many years without that.
Two practical things. The retirement sale is on now and the winter road-trip season is coming, so if a design catches your eye, that's the one to grab. And listen to the boutique about the bigger size.