As the fifth season opens, Elena, after a passionate summer with Damon,
heads to college nearby with Caroline as her roommate. Plus, a
terrifying appearance by Silas (PAUL WESLEY).
A fellow Whitmore student named Jesse (KENDRICK SAMPSON) gives Elena
some intriguing information about Professor Wes Maxfield (RICK COSNETT).
Damon asks for help finding Stefan.
When Elena and Katherine have the same dream that Stefan is in danger
and desperately needs their help, they convince Damon to help them find
Stefan. However, their plans are thwarted by a mysterious young woman
named Tessa who seems to know everything about Stefan's history. In
flashbacks to a distant time and place, Tessa reveals the shocking
secrets in her past and what she has planned for the future. She also
has a disturbing message for Damon about his own future. Silas forces an
unwilling accomplice to help him search for Katherine, leading to a
confusing and ...
Damon and Elena try to help Stefan through a confusing time, which ends
up taking Elena on an emotional journey. Caroline makes an effort to
know Jesse (KENDRICK SAMPSON) better.
On campus, Elena is touched by a sad and secretive student named Aaron
(recurring guest star SHAUN SIPOS - Melrose Place, Final Destination 2).
Elena and Damon attend the Whitmore Historical Ball dressed as Anne
Boleyn and Henry VIII. At the ball, Elena shares a dance with Dr.
Maxfield (recurring guest star RICK COSNETT), who has a disturbing
message for her. Caroline's evening at the ball takes her from happiness
to heartbreak. Meanwhile, Nadia (recurring guest star OLGA FONDA)
reveals her surprising history to Katherine, and Damon tries to make a
deal with Silas. ...
Silas happily announces his new goal to Damon and Elena, but they are
skeptical when he promises to accomplish one important task in return
for their help. Tessa (recurring guest star JANINA GAVANKAR) confidently
tells Stefan about her next move, then realizes that Silas has managed
to outsmart her. A desperate Katherine discovers a new and unexpected
consequence of becoming human again, and realizes she needs a new place
to stay. In exchange for a spot in the dorm room, she offers to show
Caroline how to get answers from Dr. Maxfield (recurring guest star RICK
...
The power of doppelgangers.... While Elena and Damon try to explain
Amara's (played by series star NINA DOBREV) situation to Stefan, Dr. Wes
Maxfield (recurring guest star RICK COSNETT) gives Katherine some
deeply disturbing news. Nadia (recurring guest star OLGA FONDA) shows up
at Caroline's dorm room searching for Katherine. After a surprising
conversation with Amara, Jeremy and Bonnie share a glimmer of hope.
Silas fails to keep a promise, causing Damon to turn to Tessa (recurring
guest star JANINA GAVANKAR) for help with his new plan, and Stefan
makes a ...
At Whitmore College, Elena and Caroline decide it's time to throw a big
party, but their plans are interrupted when Jesse (recurring guest star
KENDRICK SAMPSON) suddenly needs Caroline's help. At Elena's request,
Damon comes up with an effective method to get Wes (recurring guest star
RICK COSNETT) to answer his questions. At the party, Elena finds that
she and Aaron (recurring guest star SEAN SIPOS) have a lot in common,
and Caroline grows more concerned about Jesse. Meanwhile, Katherine does
a favor for Matt and manages to get through to Stefan, who is still ...
Damon realizes Elena is in danger and enlists Stefan's help to find her.
The brothers pay a visit to Aaron, and Damon shocks Stefan by revealing
his first-hand knowledge of Aaron's family. In an attempt to stop
Damon, Dr. Wes unleashes his secret weapon, forcing Damon to deal with a
part of his past he thought was gone forever, as well as the
consequences of his decades-long plan for revenge. Meanwhile, Elena is
horrified by Dr. Wes' confessions about the dark history of Whitmore
College and his own ultimate goal. Finally, a frantic Katherine turns to
Matt for help, ...