Marian... Double Dragon
Three words: Bros before hos.
We don't care if the quest to save Billy's girlfriend from the nefarious Shadow Boss was an iconic moment in your young and impressionable gaming life. We don't care if witnessing that cowardly sucker punch to her gut inspired your first feelings of chivalry and protectiveness. We don't care if the unfortunate upskirt shot that followed inspired your first feelings of something else (yes, we know you people exist).
We don't care because, in the end, Double Dragon orders you to fight your trusted player-two wingman for Marian's love. That's right - the game forces Billy to turn on his own brother Jimmy (who isn't the bad guy in the original arcade version) for a girl. Tsk tsk. What would their mother say?