Nicholas Negroponte's The Architecture Machine goes deep into analogizing software and housing along the dimension of "improvised / iterated on by the users" to

Nicholas Negroponte's The Architecture Machine goes deep into analogizing software and housing along the dimension of "improvised / iterated on by the users" to "waterfall designed by committee" (free with archive account, fascinating book, dedicated to "the first machine that can appreciate the gesture" https://archive.org/details/architecturemach00negr/page/n15/mode/2up https://archive.org/details/architecturemach00negr/page/n15/...)