My answers to No. 2:
Colors ~ Those of the sea and sky.
Cities ~ The first thing I think of when I see these names together is art: visual ~ including architecture, musical, theater. And lots and lots of people from just about everywhere there to soak it all up.
Landscapes ~ What I see that they have in common is that they are all edges, borders, places where different terrains or terrain and water merge into something new. Even canyons, formed as they are by water and rock, are created by the encounter of two distinct ingredients.
Interiors ~ With some exceptions, these are all places that blend inside and out: books and views. The Wernersville library is more about cozy reading spots and stacks of books, and the "treehouse" was an octagonal room high in the trees at the edge of a deck with windows all around but no books at the moment ~ although if it were my personal treehouse it would be filled with books. My grandmother's living room had two walls with books and looked out on gardens and birdfeeders and hills and fields. Our condo last Christmas ended up wth books all over the place because we were there, and looked out over the Gulf of Mexico. And I've never forgotten the living room of the folks whose children I cared for during two high school summers on Cape Cod, which opened onto a porch on three sides and from the porch to the water on one, and looked up to a second floor loft that served as the hallway for the bedrooms on three sides. A cozy room for reading and listening to music, but wide open to the sea and sky.
Attire ~ I looked at my list and realized that these were all clothing items for the out-of-doors. Even the sundress is for an afternoon of relaxed reading in an Adirondack chair or an evening meal al fresco. I see that I did not include a single item that I would consider "professional" wear. And I had to add a sixth, because I always wear earrings.
Third Question: What do you consider to be the big question or conundrum of your life?
I should probably warn you at this point that there is absolutely nothing behind these questions other than my own imagination. I dreamed them up a couple of days ago when I was trying to work something out for myself, and they produced what seemed to me an intriguing insight.
You might just find them fun. I'm going back to look at all of your answers again.