To get this, you need to go get Syanna during The Night of Long Fangs. However, while doing Beyond Hill and Dale... do not retrieve the ribbon from the Little Flint Girl. Proceed as normal and, regardless of how you deal with Dettlaff van der Eretein, you'll be thrown into Toussaint Prison, netting this achievement.
- This is mutually exclusive to the achievement Last Action Hero. If you don't feel like re-playing all over again to get the other, create a save sometime prior to getting the ribbon, then re-load from that point.