You don’t seem to prefer aerodynamic solutions but they are abundant so here’s another one.
Orientation is unspecified so we can drop one object right-side-up and drop the other upside-down. A shape can be designed such that both orientations are stable (neither will switch orientations during free-fall) and such that one orientation has a different ballistic coefficient, creating a different terminal velocity. This could be accomplished with fan blades or pitot tubes of different sizes or protruding at different angles, converting different amounts of kinetic energy to heat depending on the direction of airflow.
I don’t know. This Moon is a terrible idea, but it is real. The Moon is there.
A solution, I don’t exactly love, but what can I do.
Can you make it without the Moon?
You don’t seem to prefer aerodynamic solutions but they are abundant so here’s another one.
Orientation is unspecified so we can drop one object right-side-up and drop the other upside-down. A shape can be designed such that both orientations are stable (neither will switch orientations during free-fall) and such that one orientation has a different ballistic coefficient, creating a different terminal velocity. This could be accomplished with fan blades or pitot tubes of different sizes or protruding at different angles, converting different amounts of kinetic energy to heat depending on the direction of airflow.