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