But yes, I was never really a 1.6 player but I felt the same way about Garry's Mod maps. Joining a random server and seeing the maps and assets download and never really knowing what you were going to spawn into... it was wonderfully weird in a way that reminds me of the individuality of the Old Internet™. It might be nostalgia talking but there's some crispness and snappiness to the Source engine that games these days don't quite have.
I think we will eventually have AI based tools that are just doing what a skilled human user would do in Photoshop, via tool-use. This would make sense to me. But just having AI generate a new image with imagined details just seems like waste of time.