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I Never Could Love Like That

Damon concocts a risky plan involving Lily to stop Caroline and Stefan from wreaking havoc; Elena re-evaluates her life as a vampire after learning that Jo is pregnant; Sarah turns the tables on Enzo; Tyler and Matt wind up in danger.

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Name Type Role
Matthew D'Ambrosio Writer
Gabrielle Byndloss Guest Star Female Student
Annie Wersching Guest Star Lily Salvatore
Brian Patrick Murphy Guest Star Dr. Gabler
Tristin Mays Guest Star Sarah Nelson
Lane Miller Guest Star Bartender
LB Brown Guest Star Steward
Jodi Lyn O'Keefe Guest Star Dr. Jo Laughlin
Leslie Libman Director