Well, I got like half of my fav villagers from doing art so personally to me those villagers bring me good memories of the people who enjoyed my art and were super excited when I finished my piece for them. I got Stitches and Wolfgang naturally and I love them just as much as my art villagers but the art villagers bring some certain fond memories with them the "natural" ones don't.
That's great! I like the idea of a villager bringing good memories.
Unfortunately for me, Skye has some bad memories of how I got her and where she's from.