This achievement pops at the same time as Free Spirit (Save Taylor) as far as I know, during the Ruined chapter...
After the moment as Andrew when Daniel and Taylor are each being attacked by their demon's, both of them survived and ran to Joseph's house, where they met Abraham. Not completely sure if Daniel also has to survive, as his dying results in John and Taylor being paired up here.
After speaking with Abraham, Taylor sat down on some rocks, Daniel walked over to her and talked with her a bit, then Taylor's demon showed up and dragged her off. For me, I followed the noise with Daniel, and hit all QTE's for Taylor. When Daniel runs up to help Taylor, pick the Heroic (Leave me) option, rather than Help me, and Taylor will turn around, two more QTE's of her kicking her demon, and the achievements should pop after they run away.