Any games with extreme Netorase? where the MC really pushes his gf to becoming a complete slut and she changes drastically/maybe he even looses her?
Ruins of Luxoria can eventually get to an endgame state where the FMC constantly getting railed by a lot of dudes whenever she isn't actively doing something with the MC. Which can lead into a whole bunch of endings, but there's one where the MC "loses" her and she marries someone else explicitly as a form of extreme netorase play and one where he loses her for real.