This, is not "currently" bug in the game, since at this moment blackmail path is disabled in the game.
But, if it was enabled, this check for Ashley is wrong.
It check for dialogue where you mention nude pics to Madison (26), instead of dialogue that actually does the blackmail (28).
Essentially, if you mention the nudes and then say secret is safe, Ashley will still get angry.
[0.9.2] Incorrect check for Ashley disliking you blackmailing Madison
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