Tiffany Ambrose

Tiffany Ambrose was (one of) Roman Sionis' (a.k.a. Black Mask's) girlfriend(s), she was involved in various crimes, including drug trafficking. She was eventually murdered by the Joker after being shot through the heart, forcing Sionis to commit the act.

Batman: Arkham Origins
Tiffany Ambrose had an extensive list of priors while acting as Roman Sionis' girlfriend, including drug trafficking. Days before Christmas Eve, Tiffany Ambrose ended up spooked by a new psychopathic mass murdering criminal known only as the Joker. Sionis then had Tiffany go to one of his safehouses, located at Lacey Towers. However, the Joker deduced her location and started harassing her. She then tried to text Sionis for help, only for the Joker to violently smash her head against a counter and knock her unconscious. Joker then crucified her above a chandelier and lay in wait for Sionis and his body double. When the former tried to ambush Joker after he had killed the latter, Joker managed to subdue him, and proceeded to destroy the room with a Molotov cocktail. Tiffany's life was ended shortly thereafter when the Joker forced Sionis to fire his gun at Tiffany's heart, the only other alternative being to have her die from smoke inhalation. Her body was later discovered by one of Sionis' rivals, The Penguin, leading to him being implicated for the murder. Batman, acting on a tip from the Penguin, later analyzed the crime scene and managed to uncover the truth behind the murders, including that Sionis was still alive and held hostage by the Joker so the latter could rob the Gotham Merchants Bank.