Here is the full list of all 20 Ladykiller in a Bind achievements.
Reach the ending having spent at least two nights each with the Beauty and the Stalker.
"No, no, that's not the way it happened." Get a game over from five points of suspicion.
Finish all five scenes of the Swimmer's route.
Reach the ending having spent five or more nights with the Beauty.
Take the Prince's place permanently.
Finish a single playthrough.
Win first place in the Game.
Reach the ending having spent five or more nights with the Stalker.
Finish all five scenes of the Photographer's route.
Finish all five scenes of the Athlete's route.
Finish all five scenes of the Nerd's route.
Finish all four main scenes of the President's route.
Finish all five main scenes of the Boy's route.
HETEROSEXUALITY! Finish both variants of day 6 on the Ladykiller route.
Finish two playthroughs and learn about the philosophy of Escapism.
Finish three playthroughs and learn the true history of the Prince's organization.
Get your motorcycle back and drive off into the sunset with your love.
Go separate ways from your lover in the end.
Finish all fifteen sex scenes.
Unlock every achievement.