I’m with you on the old luxury cars. For me the problem is that my family is always about efficiency and that we are empty nesters. With our move to the kentucky farm, big means truck. For a “luxury car” we think “two seat convertible”.
A mid 80s Porsche 911 Targa or late 90s Porsche Boxter convertible could be found for ~$15k in great condition. Just a thought!