(Though I'm not sure I'll get on the expedition, I am a little worried about sandboxing and setup and getting distracted...)

If I was to start the expedition, I'd probably try to overshoot by describing a site that I could not myself fully imagine, or using attributes that lacked a single meaning. Like, "the artist's interactive portfolio, as though the artist is looking over your shoulder, the artist keeping a carefully neutral expression while seething inside." Then I'd probably continue, imagining just the outline of some site that satisfies some unarticulated desire, putzing around as I see a concrete articulation of that idea, as much reforming the idea in my head in response to those results to an equal degree that I am articulating the idea in more detail.