Damon is faced with a new reality without the love of his life; Bonnie decides to be Damon's moral compass, and look out for Alaric, who lost his fiancé. Stefan protects the town from Lily; Enzo must decide Who he is loyal to. Written by MoxieJaggerMonroe

As revenge for Malcolm's murder, Lily's heretic 'family' keeps Caroline prisoner and the girls torment her. Enzo is torn by conflicting loyalties, decides against the townies but tells Lily he wants her as partner, not mother figure. Alaric only pretends to destroy the magical stone Bonnie warns against as black magic, craving its power to resurrect his wife. Its mere impression suffices to perturb Bonnie's effort to kill Matt just a moment to break the ownership bond preventing the brothers to reenter their home and rescue Caroline. Damon finds Elena cruelly removed from the crypt. Written by KGF Vissers

In the aftermath of a clever plan orchestrated by Lily, Damon sets off on a road trip with Bonnie and Alaric in search of leverage they can use against his mother. Meanwhile, Caroline, who is being held hostage by the Heretics, learns some shocking information about Valerie's past, while Stefan learns a few unexpected details about his own past from Lily. Finally, Alaric turns to Bonnie for her help after coming clean about a secret he's been keeping.

On Halloween, Stefan and Damon desperately hide Oscar's corpse, as his death disables their exchange plan with Lily, who released Caroline to Enzo's delighted relief. They turn for his resuscitation to Bonnie and Alaric, who admits having kept the Phoenix stone. However the sorcery ritual proves hard to crack while the heretic girls, Nora and Mary Louise come searching for the corpse, which is hid in the dorm. Lily instructs Nora and Mary Louise to kill a student at Whitmore College every hour unless Oscar is returned to her. So, Stefan and Bonnie team up to lure Nora and Mary Louise to Whitmore's annual Heaven and Hell dance to keep an eye on the couple while Damon, Bonnie and Alaric try to resurrect Oscar using the Phoenix Stone. Also, Valerie confides in Enzo about killing Oscar in order to prevent him from detailing the whereabouts of Lily's former lover, Julian, whom Valerie has a past with. Written by KGF Vissers

After realizing the downward spiral he was on, Damon decides he's going to turn over a new leaf and that his actions moving forward will do right by Elena. Lily prepares for the arrival of a special figure from her past, while Enzo stands by not sure what to expect. Elsewhere, at Caroline's urging, Stefan comes face-to-face with Valerie and learns some upsetting details about her past, while Enzo and Bonnie find themselves at odds when they're forced to fend off a violent threat. Finally, when Bonnie learns some disturbing information involving the Phoenix stone, she is forced to confront Alaric.

After being reunited with her former love Julian, Lily hosts a dinner party to introduce him to Damon and Stefan and to declare peace between her family of Heretics and the residents of Mystic Falls. Damon and Stefan find themselves at an impasse when they realize they have differing views on how to handle Julian's arrival. At the party, Bonnie and Matt uncover a strange mystery involving some unsuspecting residents, while a devastating revelation causes Alaric to reach his breaking point.

In order to get through to Lily about Julian's manipulating ways, Stefan and Damon confront their mother with painful memories from their childhood. However, when Lily reveals a dark secret she's been harboring for over 160 years, Stefan and Damon are left questioning everything they've ever known about their family. Determined to prove himself to Lily, Enzo comes face to face with Julian and challenges him to a duel, but an unexpected twist threatens to complicate things. Elsewhere, Matt finds himself in the middle of a deepening mystery involving the residents of Mystic Falls, and Caroline's world is turned upside down when Valerie reveals some life-changing news to her.

As Julian and Lily throw a party to celebrate Mary Louise and Nora's anniversary, Stefan and Damon set in motion a risky plan to eliminate a new threat posed by Julian. Meanwhile, following a major revelation uncovered by Valerie, Caroline is forced to face her new reality, even as it threatens to destroy her relationship with Stefan. Finally, determined to do what's best for her family, Lily makes the most difficult decision of her life.

With the holidays in full swing, a search for Julian leads Damon and Stefan to a small town outside of Mystic Falls. While managing a holiday toy drive at Whitmore College, Bonnie seeks help from Nora and the two strike up an unlikely friendship. Elsewhere, Caroline does her best to navigate her new life as a pregnant vampire, while Alaric grows concerned that the pregnancy is affecting her more than she's letting on. Finally, after finding himself at odds with Damon, Stefan is forced to take matters into his own hands, setting off a tragic chain of events that leaves their lives changed forever.

After finding himself on the wrong end of Julians plan to avenge Lilys death, Damon awakens to find himself trapped inside the Phoenix stone, tormented by a traumatic experience from his time in the Civil War and forced to face his darkest demon in order to get out of his Hell. On the outside, Bonnie is in a race against the clock to get Damon out before the effects of the Phoenix stone take over and leave him changed forever. Written by Aktham Tashtush

Stefan duly warns Damon, who waves it after explaining about his nightmare inside the Phoenix stone hell, from experience that the aftermath is even scarier, as one keeps reacting to uncontrollable visions starring once hell antagonist. Unfortunately Damon thus kills one of Julian's minions, and ends up burning what he most wanted to preserve. Alaric gets last active cop Matt and even Tyler to attend Caroline's baby shower, but finds neither fit as babysitter and her no longer prepared to hand the twins over after birth. Written by KGF Vissers

Enzo brought the huntress Rayna Cruz, who entered the brotherhood of Five to avenge her father whom Julian slew, but she escapes and seeks the sword. While Damon refuses to believe Enzo until he discloses Elena's corpse was substituted and secured in New York, the huntress yields stabs but hits Stefano, who came to the rescue reluctantly last-second, dooming him back into PHoe,ix stone hell. Alaric is delighted when his twins are born, even if Stefano and the witches could barely prevent them killing the medical team by magical diversion. Written by KGF Vissers

Vampire hunter Rayna Cruz is on the loose and Damon has to make things right when his actions inadvertently put his loved ones in her path.

Seeking to get rid of huntress Cruz, Stefano goes to a magically protected pub in new Orleans, where local Original Klaus' initial welcome turns viciously when he learns Rayna is brought to his vampire city, yet he helps chased Stefano dumped her in a bayou. Damon meanly kept Enzo cuffed, demanding the truth about Elena, only to end up locked up with Tyler about to turn werewolf again, in the Virginia HQ of an Academy which recruited Enzo, who is no longer satisfied helping Alexandria 'Alex' St. John with little reward, while her goons put down the just-reunited lesbian heretic couple. Alaric enjoys fatherhood, but Caroline finds the coven twins' surrogate motherhood increasingly hard. Written by KGF Vissers

Damon is determined to stop Rayna at all cost, but learns from Enzo -who found it out in Alexandria's Armory- trough ingrate lover Bonnie that the huntress's shaman curse dooms everyone she ever scarred, including Stefano, to death when her ninth 'cat life' is spent, and only one is left. Matt, feeling supported by his cop lover, chooses to limit his loyalty to humanity and turn on vampires, even at the Savalotes' expense. Alaric and Caroline move with the twins to Texas, but aren't safe for the Armory. Convinced he always draws disaster on his loved-ones, Damon resolves to sacrifice himself by asking witch Valerie to transfer Stefabo's scar on him, but noble brother hesitates while chases go on. Written by KGF Vissers

Stefan travels the world with Val, desperate for a cure for Rayna's curse, yet enjoys what seem s last years. Nora does Alexa's Armory bidding for the vane promise of hep to save werewolf-poisoned lover May Louise. Enzo works out the truth after trapping Matt, who now seeks vengeance for his human loved ones. Damon sealed himself in a coffin to wait for Elena. Three years later, Stefan comes wake him and hopes to have his bleeding huntress-mark transferred, but a complex chase of hunters, preys and lies climaxes hellishly. Written by KGF Vissers

In the aftermath of his brother's fateful decision, Stefan awakens to find himself thrown into a life or death situation with only his basic instincts to rely on. With time working against him, he sets off on a journey of survival while forced to confront a lifetime of irreversible damage Damon has done to their relationship. Meanwhile, desperate to save his brother, Damon follows an unusual lead he has come across, while Matt sends Valerie to Dallas to enlist Alaric's help in the search for Stefan. Finally, when Rayna discovers the emergence of a new threat, she sets off on her own mission to find Stefan before the others do. Written by Katchem

Determined to capture an escaped vampire named Ambrose, who may be the key to getting Stefan back safely, Damon heads to Memphis with Alaric in tow. However, reluctant to step back into his former vampire-hunting ways, Alaric makes his unwillingness to participate clear, while revealing the truth about the past three years of his life without Damon. Meanwhile, in the psych ward, Bonnie meets a young woman named Virginia, who provides her with some valuable information about why The Armory may be after her. Finally, Enzo takes matters into his own hands when he learns some devastating news from Rayna.

When Enzo's efforts to protect Bonnie end up putting her life in jeopardy, they learn that Rayna may hold the key to her survival. With time running out and Rayna at the reins, Enzo and Bonnie reluctantly team up with Damon, who is desperate to save Bonnie's life and to repair their broken friendship. Elsewhere, when Stefan travels to Dallas and comes face to face with Alaric, tensions escalate and they are forced to confront the fallout from Stefan's absence in Caroline's life. Finally, Enzo learns The Armory's true motives behind their search for Bonnie. Written by Katchem

With Bonnie's life at stake and an uphill battle ahead of them, Damon and Enzo lead the charge to save Bonnie before her condition worsens. Stefan reluctantly teams up with Matt for the sake of Bonnie and uncovers the truth behind Matt's anger towards him. Elsewhere, determined to help her best friend, Caroline joins Alaric on a mission and quickly realizes how much she's missed her former supernatural lifestyle. Finally, after their plan takes an unexpected turn, Damon makes a fateful decision that will forever change his relationship with Bonnie. Written by Katchem

When Damon's risky attempt to save Bonnie takes an unexpected turn, the consequences of his actions forces everyone to band together to help her pull through. Meanwhile, when a new threat leaves Caroline's life in jeopardy, Stefan makes a rash decision that ultimately forces them to face the fallout from their relationship. Elsewhere, Enzo tries to hold it together as he painfully watches Bonnie in the fight of her life, while Matt takes matters into his own hands to save one of his closest friends. Alaric also appears. Written by Katchem

Despite their best efforts to help Bonnie through the harrowing predicament she now faces, Damon, Enzo and Caroline realize their options are running out and drastic measures need to be taken. With their only chance of saving their friend lying inside the Armory, Stefan breaks the news to Caroline that they may need help from an unlikely source - her and Alaric's twin daughters. Elsewhere, Enzo keeps Bonnie preoccupied by bringing her back to their cabin but when his plan takes an unexpected turn, it'll be up to Damon to make the ultimate sacrifice to save his closest friends. Matt also appears. Written by Katchem