Here is the full list of all 20 Ladykiller in a Bind achievements.
Finish all four main scenes of the President's route.
Unlock every achievement.
Finish all five scenes of the Athlete's route.
Reach the ending having spent at least two nights each with the Beauty and the Stalker.
Finish all fifteen sex scenes.
HETEROSEXUALITY! Finish both variants of day 6 on the Ladykiller route.
Finish all five scenes of the Nerd's route.
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.
Win first place in the Game.
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.
Finish all five scenes of the Swimmer's route.
Get your motorcycle back and drive off into the sunset with your love.
Go separate ways from your lover in the end.
Finish two playthroughs and learn about the philosophy of Escapism.
Reach the ending having spent five or more nights with the Beauty.
Take the Prince's place permanently.
Finish a single playthrough.
Finish all five scenes of the Photographer's route.