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It's interesting and whimsical. The weird mixture of the name meaning a ruler's daughter, a horse, and a therapist, all at once. It suggests a naive or deliberate misunderstanding, like, no actual princess is named Princess, so it's by definition a peasant-y name ... it makes people superficially address her as royalty, but really they're addressing her with the name of a beast and honoring its memory! Her own mother's memory, of a beast! What makes that not gross, is appreciation that it would take a certain amount of innocence and sentimentality, to name your daughter after a horse that was named Princess. After all, it's unlikely the daughter would have been named after the horse if it had been called, say, Freckles or Mocha. But she could have been Lady or Beauty instead of Princess, it seems.

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I think the therapist part is maybe the least interesting. I think a name like that humanizes a person - in a professional context, all the glamor is sucked out of it, and it's humble. I'd find it more relatable, than alienating. Especially considering that the individual was personable enough, that you felt ok to ask her about it, and she answered you honestly.

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So overall: NMS, but it's more cute, not cringe.
Cringe would be if her name was Freckles or Mocha.

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- mirfak