I'll Remember
Series 6, Episode 1 MA15
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In the season premiere, after spending four months coping with the loss of Damon in a potentially dangerous way, Elena returns to Whitmore College for her sophomore year.
Yellow Ledbetter
Series 6, Episode 2 MA15
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Knowing she needs to come to terms with the loss of Damon, Elena turns to Alaric to help her move on with her life. Enzo convinces Caroline to join him as he tracks down a lead to get Damon and Bonnie back, but Caroline is shocked when they make an unexpected detour and uncover what Stefan has been up to. Meanwhile, Matt worries about Jeremy who is spending time with Sarah (recurring guest star GABRIELLE WALSH – Paranormal Activity: The Marked Ones), a mysterious girl who has recently arrived in Mystic Falls. Elsewhere, Tripp (recurring guest star COLIN FERGUSON – Eureka), leader of the community protection program, makes an interesting confession to Matt about his connection to the town. Lastly, with the Other Side destroyed and gone for good, Damon and Bonnie reluctantly band together to uncover the mystery of where they are and how they are going to get back home.
Welcome to Paradise
Series 6, Episode 3 Unrated
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In an attempt to bring some fun back into their lives, Elena persuades Caroline to meet her at the swimming hole where she plans to introduce her to Liam (recurring guest star MARCO JAMES – The Client List). Tyler, still working on controlling his anger issues, asks Liv (recurring guest star PENELOPE MITCHELL – Hemlock Grove) for a favor and is surprised when she makes an unexpected confession. Stefan arrives back in Mystic Falls looking for Enzo and is caught off guard when he notices a strange change in Elena. Meanwhile, at the lake, Enzo’s actions cause Matt to make a startling revelation, and Jeremy makes a discovery about the anti-magic spell that could potentially put Elena’s life in danger. Elsewhere, Damon and Bonnie stumble upon clues that lead them to believe they’re not alone.
Black Hole Sun
Series 6, Episode 4 MA15
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When Damon and Bonnie realize that uncovering a time in Damon’s past may provide clues to finding their way home, Damon is forced to relive one of the worst days of his life. After an awkward run-in with Jo (recurring guest star JODI LYN O’KEEFE) at the hospital, Alaric steps in to help Jeremy get his life together and cope with the loss of Bonnie. Elsewhere, Stefan attempts to show Elena what it’s like to start over and create a new identity, while an unsuspecting Matt finds himself in a disturbing situation when Tripp (recurring guest star COLIN FERGUSON) lets him in on a dark secret. Lastly, Stefan, who is desperate to regain some normalcy in his life, is stunned when an unexpected visitor shows up.
The World Has Turned and Left Me Here
Series 6, Episode 5 MA15
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With Homecoming around the corner, Elena invites Liam (recurring guest star MARCO JAMES) to attend a party at the corn maze with her. Instead of attending the homecoming festivities, Caroline is preoccupied after Stefan shows up unexpectedly and needs her help cleaning up a mess created by Enzo. Heeding Elena’s advice to be more social, Alaric reluctantly attends the party, but a devastating accident quickly leaves him and Jo (recurring guest star JODI LYN O’KEEFE) rushing to save lives. Elsewhere, Tyler finds himself in a dangerous position when his werewolf curse is put to the test, and an emotionally embattled Stefan comes clean to Caroline about his intent to move on from Mystic Falls. Lastly, Damon and Bonnie make an important discovery that affects their quest to get back home.
The More You Ignore Me, The Closer I Get
Series 6, Episode 6 MA15
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When Alaric realizes that Jo (recurring guest star JODI LYN O’KEEFE) can’t be compelled, he asks Elena to do some digging into her background. After learning that Enzo has been captured by Tripp (recurring guest star COLIN FERGUSON), Caroline teams up with Matt and Stefan to rescue him before Tripp learns their true identities. Armed with some new information about her past, Sarah (recurring guest star GABRIELLE WALSH) breaks into Tripp’s office and is surprised when she finds Matt there, doing some investigating of his own. Meanwhile, Elena is forced to deal with the consequences of her actions, and Jeremy hits rock bottom, lashing out in a destructive way. Lastly, Damon is determined to take matters into his own hands when he receives some upsetting news.
Do You Remember the First Time?
Series 6, Episode 7 MA15
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When the past comes back to haunt her, Elena is forced to face her problems head on. After a night out at the annual Whitmore Medical Center Fundraiser, Jo (recurring guest star JODI LYN O’KEEFE) opens up to Alaric about her own tragic past. Meanwhile, Stefan, Matt and Enzo resort to extreme measures when Tripp (recurring guest star COLIN FERGUSON) withholds information about his vampire-killing operation, and when Sheriff Forbes (recurring guest star MARGUERITE MacINTYRE) gets caught in the middle of a dangerous plan, Caroline is in a race against the clock. Elsewhere, Tyler and Liv (recurring guest star PENELOPE MITCHELL) grow closer, and Damon stumbles upon a startling clue that renews his hope.
Fade Into You
Series 6, Episode 8 MA15
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As Caroline and Elena prepare to host “Friendsgiving” at the dorm, they receive some hopeful news from Alaric and Stefan, who have traveled to Portland to gather some information regarding the Gemini Coven. Tyler is determined to help Liv (recurring guest star PENELOPE MITCHELL) after she and Luke (recurring guest star CHRIS BROCHU) reveal some disturbing information about their witch lineage and the impending plans their coven has for them. Meanwhile, dinner takes a drastic turn when Jo (recurring guest star JODI LYN O’KEEFE), who has revealed some painful details about her past, finds herself fighting for her life, leaving Alaric scrambling to help from a distance. Finally, Kai (recurring guest star CHRIS WOOD – The Carrie Diaries) makes a dangerous discovery that brings him one step closer to his release.
I Alone
Series 6, Episode 9 MA15
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Damon finds himself in hot water after he carries out a plan that requires Alaric’s unwilling participation. When Elena shares some hopeful news with Jeremy about Bonnie, she is caught off guard by his reaction. Liv (recurring guest star PENELOPE MITCHELL) helps Damon and Elena with their plan to get Bonnie back, but when things take an unexpected turn, she’s left with a difficult choice to make. Elsewhere, Matt takes matters into his own hands when Enzo’s actions cross the line, and Kai’s (recurring guest star CHRIS WOOD) existence continues to be a dangerous threat.
Christmas Through Your Eyes
Series 6, Episode 10 MA15
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With the holidays approaching, Bonnie attempts to replicate her favorite traditions, while reminiscing about happier times with her friends. Not able to return home to Mystic Falls for her favorite time of the year, Caroline is surprised when Sheriff Forbes (recurring guest star MARGUERITE MacINTYRE) brings the holidays to her at Whitmore College. Meanwhile, after discovering that Jo (recurring guest star JODI LYN O’KEEFE) has gone missing, Alaric turns to Damon and Elena for help, while Liv (recurring guest star PENELOPE MITCHELL) and Luke (recurring guest star CHRIS BROCHU) find themselves at odds when Tyler approaches them with a risky plan. Elsewhere, Jeremy helps Matt carry out a plan to take down Enzo, but grows concerned when Matt takes things too far. Lastly, Stefan is forced to break some devastating news to Caroline.
Woke Up with a Monster
Series 6, Episode 11 MA15
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More powerful than ever, Kai (recurring guest star CHRIS WOOD) holds Elena captive while he learns to control his newly acquired magic. At the Salvatore mansion, Liv (recurring guest star PENELOPE MITCHELL) and Alaric try to prepare Jo (recurring guest star JODI LYN O’KEEFE) for the impending merge ceremony with Kai, but they quickly realize Jo is weaker than they thought. After bringing Sheriff Forbes (recurring guest star MARGUERITE MacINTYRE) home from the hospital, Caroline travels with Stefan to North Carolina in search of a cure for her mother’s cancer. Meanwhile, Stefan, who has his own intentions for traveling to North Carolina, is caught off-guard when Enzo shows up demanding to know what Stefan is hiding. Lastly, when Damon discovers Elena has been kidnapped by Kai, he is forced to rethink his strategy after an unexpected visitor throws a wrench into his plan.
Prayer for the Dying
Series 6, Episode 12 MA15
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When Liv (recurring guest star PENELOPE MITCHELL) and Luke’s (recurring guest star CHRIS BROCHU) father arrives to town to celebrate their birthday, they try and convince him to let Jo (guest star JODI LYN O’KEEFE) and Kai (recurring guest star CHRIS WOOD) take their place in the merge ceremony. After Tyler finds out that the merge is happening sooner than he expected, he urges Liv to let him talk to her father. Meanwhile, after Caroline’s plan to cure her mother takes an unexpected and devastating turn, Elena, Stefan and Damon gather at the hospital, while Jo attempts to save Sheriff Forbes’ (recurring guest star MARGUERITE MacINTYRE) life. Lastly, with the merge set to take place, Damon’s risky plan quickly sends things spiraling out of control, forcing one of the twins to take matters into their own hands.
The Day I Tried to Live
Series 6, Episode 13 MA15
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Determined to celebrate Bonnie’s birthday, Elena convinces Jeremy that it’s what Bonnie would have wanted. After piecing the broken ascendant back together, Elena, Jeremy and Damon attempt to send Bonnie a message, but the situation turns dire when they make an unsettling discovery. Meanwhile, after uncovering Stefan’s secret about his great-niece Sarah Salvatore (recurring guest star TRISTIN MAYS), Enzo enlists a reluctant Matt to help interfere with her life. Elsewhere, Stefan keeps a close eye on Caroline as she unconventionally attempts to cope with everything going on around her. Lastly, realizing it might be time to move on with his life, Jeremy contemplates leaving Mystic Falls for good.
Stay
Series 6, Episode 14 MA15
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It’s Jeremy’s last day in Mystic Falls and Elena puts on a brave face as they reminisce about their past. Stefan and Caroline find themselves growing closer as they prepare Caroline’s family cabin for her mother to live out her final days. While packing up her office, Sheriff Forbes (recurring guest star MARGUERITE MacINYTRE) turns to Damon for help solving one of her remaining open cases involving Elena’s parents. Elsewhere, when a violent confrontation with Enzo leaves Jeremy wondering whether he should leave or not, Matt finds his own life on the line after Enzo lures him and Sarah Salvatore (recurring guest star TRISTIN MAYS) into his dangerous plan. Lastly, Caroline rushes to the hospital after learning her mother has taken a turn for the worse.
Let Her Go
Series 6, Episode 15 MA15
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After assigning tasks to each of her friends, Caroline attempts to deal with her current situation as reality begins to set in around her. Elena spends a day with Caroline and grows concerned when she starts noticing a strange change in Caroline’s behavior. Meanwhile, Alaric becomes wary when Kai (recurring guest star CHRIS WOOD), who has begun experiencing unexpected consequences from the merge, turns to Jo (recurring guest star JODI LYN O’KEEFE), desperate for her help. Elsewhere, while Bonnie finds herself in an unfamiliar situation, Matt and Tyler contemplate a major life change. And when Damon offers Caroline advice on how to cope with everything going on around her, it forces him to revisit painful memories involving his own mother.
The Downward Spiral
Series 6, Episode 16 MA15
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After shutting off her humanity following the death of her mother, Caroline gives her friends an unexpected ultimatum. Not knowing how to handle the new Caroline, Stefan’s attempt to intervene sets off a dangerous chain of events, leaving him and Elena in a race against the clock. Meanwhile, after seeking answers from Kai (recurring guest star CHRIS WOOD) about the prison world, Damon’s world is turned upside when he learns some devastating news about his mother, Lily (recurring guest star ANNIE WERSCHING – 24). Elsewhere, Enzo finds himself becoming increasingly intrigued by Sarah Salvatore (recurring guest star TRISTAN MAYS), and Bonnie begins to struggle with the effects of being back in the real world.
A Bird in a Gilded Cage
Series 6, Episode 17 MA15
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With the help of Bonnie and Kai (recurring guest star CHRIS WOOD), Damon and Elena set forth a plan to rescue Damon’s mother, Lily (recurring guest star ANNIE WERSCHING), who is trapped in the 1903 prison world. Meanwhile, when Caroline’s plan for Stefan backfires, she is left to pick up the pieces. Elsewhere, back at Whitmore College, Enzo and Alaric’s attempt to reel Caroline back in doesn’t quite go as planned when they realize they’re outmaneuvered. Lastly, an unexpected gift from Bonnie leaves Damon shaken to his core.
I Never Could Love Like That
Series 6, Episode 18 Unrated
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With their humanity turned off, Stefan and Caroline begin wreaking havoc at Whitmore, leaving Damon to come up with a risky plan involving Lily (recurring guest star ANNIE WERSCHING). After rushing to help Jo (recurring guest star JODI LYN O’KEEFE) treat victims of Stefan and Caroline’s latest killing spree, Elena discovers Jo is pregnant, prompting her to reevaluate her own life as a vampire. Meanwhile, when Sarah (recurring guest star TRISTAN MAYS) boldly turns the tables on an unsuspecting Enzo, he is forced to open up about his tragic past. Lastly, at Scull Bar, a twisted round of karaoke leaves Tyler and Matt in a dangerous situation.
Because
Series 6, Episode 19 MA15
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Wrestling with whether or not to tell Elena about the cure, Damon brings up their future together and what life would be like if they weren’t vampires. Meanwhile, it’s all hands on deck when attempts to stop a humanity-free Caroline don’t go as planned. Elsewhere, when Bonnie discovers that Damon has betrayed her trust, she takes matters into her own hands, setting off a chain of events that leaves Damon dealing with the fallout. Lastly, after being forced to face his traumatic past, Enzo sets out for answers and is surprised when he learns the truth about the day he was turned into a vampire.
I'd Leave My Happy Home For You
Series 6, Episode 20 Unrated
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As Alaric and Jo (recurring guest star JODI LYN O’KEEFE) reluctantly participate in their bachelor and bachelorette parties, Damon and Elena discuss the ramifications from an impulsive offer that Damon makes. Unsure of what to do, Elena turns to Bonnie and Jo for advice, but is left conflicted when Bonnie raises some unanticipated concerns. When Enzo realizes Lily (recurring guest star ANNIE WERSCHING) is on a dangerous downward spiral, he asks Stefan to help intervene before it’s too late. Lastly, fed up with the supernatural threats that plague their town, Matt takes his frustrations out on Tyler, while Alaric considers a life-changing piece of advice.
I'll Wed You In The Golden Summertime
Series 6, Episode 21 Unrated
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It’s Alaric and Jo’s (recurring guest star JODI LYN O’KEEFE) wedding day and Elena and Bonnie do their best to help a stressed-out Jo with the last-minute preparations. After uncovering some life-changing news that Damon has been keeping from him, Stefan takes his brother on a road trip to give him some perspective on his future with Elena. Elsewhere, when Caroline returns to Mystic Falls after dealing with the fallout of her humanity-free rampage, she begins making amends with her friends and comes to a realization about her and Stefan’s prospects of being together. Finally, when Bonnie begins having vivid nightmares that Lily (recurring guest star ANNIE WERSCHING) is coming after her, she enlists Matt’s help in taking Lily down.
I'm Thinking of You All the While
Series 6, Episode 22 Unrated
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In the aftermath of Alaric and Jo’s (recurring guest star JODI LYN O’KEEFE) powerful nuptials, things take a dramatic turn when an uninvited guest shows up, leaving Elena in terrible jeopardy. Despite Matt’s advice to leave town to protect herself, a defiant Bonnie takes matters into her own hands after finding herself on the receiving end of a twisted plan. As Stefan and Caroline reach an emotional crossroads in their relationship, a reunion with Liv (recurring guest star PENELOPE MITCHELL) leaves Tyler faced with a decision that could change his life forever. Meanwhile, Lily’s (recurring guest star ANNIE WERSCHING) reckless actions cause Stefan to realize the lengths to which his mother will go to reunite with her “family.” Finally, after a devastating chain of events, Damon is forced to make the most difficult decision of his life.