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