S4 E8: When Stefan confronts Damon with a suspicion about Elena, Damon has no choice but to help Stefan investigate. Searching for answers, Damon and Stefan visit modern-day New Orleans to see if they can find anyone who remembers the events of their last visit in 1942, including one of Damon’s former flames, Charlotte (guest star Madeline Zima – Californication). Elena, Caroline and Bonnie share a girls’ night while the Salvatore brothers are out of town, and emotions run high when Elena delivers some shocking news. At Hayley’s (recurring guest star Phoebe Tonkin) urging, Tyler confronts one of Klaus’ hybrids, Kimberly (guest star Alyssa Diaz – Red Dawn), and the situation quickly escalates into violence. Finally, Damon is faced with a heartbreaking decision.