I really enjoy questions like this! One area you can see this in practice is in the field of valve amplifiers, they're hideously inefficient and unreliable when compared to modern transistor amplifiers but there's huge numbers of guitarists and HiFi enthusiasts (myself included) who love the subjective qualities of the sound they make, so an effectively obsolete technology has been kept around and developed far longer than its "natural" lifespan and looks likely to be for a long while yet.
Radio is another example of subcultures further developing "obsolete" tech, things like Morse code have been kept in modern use and further developed by amateur radio enthusiasts long after its commercial demise as a tool for communication, and even after AM radio's heavy decline in Europe you can still hear hobbyist pirates on Sunday mornings (especially from the Netherlands) keeping the ionosophere warm on those frequencies.