- Elena and Damon enter the 1903 prison world to bring back his mother. Stefan intends to exact revenge on Caroline. Bonnie cannot forgive Kai.
- Damon, Elena, Kai, and Bonnie go to the 1903 prison world to rescue Lily Salvatore and bring her back to get Stefan to flip on his humanity switch. Caroline and Stefan have many heated arguments and fights on Whitmore campus over Stefan not ruining her life. Enzo realizes, after seeing Sarah in the hospital, that he has feelings for her.
- Stefan, whom Caroline forced to turn off his own humanity, replies by engaging in a bloody battle of cruel provocations on campus to stop her blacking out grief and become passionate lovers and co-Rippers. Damon was delighted with Bonnie's return, confused by her reporting his mother Lily lives but as a ripper, banished to a private prison world. Their own attempts to turn Stefan's humanity back on having failed, Elena convinces Damon and Bonnie to retrieve Lily as key to this end, which requires an ascendant, for which Kai asks to accompany them, hoping to make up with Bonnie, only to find after the mission's relative success her character changed viciously vindictive, enough to leave him stranded, badly stabbed. Damon however gets a magical present he didn't even hope for any more, another dilemma besides his deranged mother's obsession with her left-behind 'banished rippers family'. Enzo admits to Alaric that he postpones his revenge until Stefan's humanity is back on, but is also taking to Sarah.—KGF Vissers
- Caroline cleans up the bar after her confrontation with Stefan and Elena. Enzo joins her and she explains using Sarah as leverage to make Stefan turn his humanity off. "That's both clever and deeply unsettling," he says.
When Stefan comes home, Damon confronts him about turning off his humanity. But Stefan breaks Damon's arm before he can inject him with vervane, then warns him to stay away and leaves.
Sarah Salvatore wakes up in the hospital, where Jo tells her she got drunk and passed out in the quad after a rave. Alaric wants her to keep Sarah safe until Elena's blood is out of Sarah's system.
Elena comes home to find Damon working out his rage on the furniture. He tells her his mother is alive and a ripper. "It makes perfect sense, Stefan was always a mama's boy," Damon says.
Elena gets an idea, but Damon thinks you don't fix one ripper problem by unleashing another.
Damon goes to Bonnie for her help to work with Kai to get to 1903.
Bonnie goes to Kai to get the 1903 ascendant. He puts on a big show of how hard it would be to get it, then reveals it's in his pocket. He offers to go to 1903, but only if Bonnie comes. He points out what a danger Caroline is.
Cut to Caroline auditioning for the school musical, bringing herself to (fake) tears. She waits for the director's review, but his head falls off. Stefan killed him. He mocks her idea of keeping her cover for a year so there's no wreckage when she turns her humanity back on in a year, saying that he has no such routine and intends to wreak havoc on her life so it's full of nothing but mistakes.
At the Salvatore house, Bonnie, Kai, Damon and Elena transport to 1903. Once in the snowy world, Bonnie and Kai break off to look for the 1903 ascendant, because it can't travel between worlds.
Stefan tries to get on his motorcycle and it falls apart. Caroline warns him to leave her alone. She's not happy she just had to stuff the director's body in a furnace. When he discovers she unbolted it, he calls her an "embarrassment to humanity-free vampires everywhere." She punches a hole in his gas tank.
Enzo drops by Alaric's office, hoping for vervane to use on Stefan and Caroline. Enzo guilts him into helping stop them, and Alaric offers his weapons.
Damon and Elena finds his childhood home and when Damon is done swearing that his mother is dead to him, she arrives.
Lilly serves Damon and Elena tea and explains her life. She drained all the blood nearby and now survives on two drops a week. When laughs when Damon tells her that Stefan ripped their father's throat out. When Lilly admits she hated her husband, Damon guilts her for leaving him and Stefan with him.
Caroline finds Stefan at a vending machine in her dorm. He lobs a soda at her but it explodes in a vervane bomb. He tries to goad her into letting go, but she refuses to let him ruin her life. He tackles her, she flips him, then stakes him.
As Bonnie tries the ascendant locator spell, Kai pleads with her for one more chance to assuage his guilt. When she doesn't listen, he violently grabs her hand. "Even if you're telling the truth, the old you is still inside of you," she says.
After Damon and Elena explain the need to turn Stefan's humanity back on, she agrees. Then she mentions her "traveling companions." She introduces them to a table full of mummified vampires.
Armed with crossbows, Alaric and Enzo hunt Stefan and Caroline. When Alaric questions Enzo's motives, he says it's only more fun to get revenge on Stefan if he cares. Alaric suggests Enzo is just deeply lonely.
Caroline is dragging Stefan's body down the hall when a coed finds her. Caroline is about to compel her when Stefan flings a stake at the girl and lectures Caroline about saving strangers. When Stefan lunges to attack, Caroline knocks him out then feeds her blood the girl and compels her to hide.
Caroline is yelling at Stefan when he hears a noise. Moments later, a vervane bomb explodes near Alaric and Enzo.
Back in 1903, Lilly explains the mummified vampires saved her from herself and her ripper tendencies. She says they gave up their blood rations for her and she learned to control her blood lust. Damon thinks she's wackadoodle.
When Lilly goes to get the last of the blood to revive them, Elena notices the ascendant is on the table. Damon realizes Bonnie isn't looking for the ascendant.
Bonnie leans Kai through the snowy forest then stabs him in the back and leg. She blames him for making her almost kill herself. He insists he's changed. She has, too. Kai disappears.
Caroline and Stefan lay Alaric and Enzo on the floor, then picks up a vervane gun to keep Stefan from hurting them.
He turns and goes into the coed's room, then compels her to keep quiet and he chomps on the girl's neck. He tempts Caroline to join in until Caroline can't resist. Then, after feeding, Caroline rushes at Stefan and they start making out and tearing each other's clothes off.
As the aurora borealis begins, Bonnie joins Damon and Stefan. When Damon explains to Lilly that they're short one witch and her friends can't go, Lilly refuses.
She insists that the vampires are her family and she won't leave without him, but Damon threatens to leave her, too.
As Bonnie recites the spell, Kai arrives and watches Damon, Elena, Lilly and Bonnie disappear.
Enzo visits Sarah in her hospital room and tells her she was a pawn in a game he lost interest in playing. He calls her Sarah Salvatore.
Jo looks over Alaric and then chews him out for being an idiot.
Back at the Salvatore house, Lilly admits to Damon that she did visit Stefan the night of her funeral. But when she leaned down to whisper in his ear, all she could hear was the pound of his blood, so she fled for their sake. She assures Damon she missed them twice as much as they missed her.
When Lilly asks again about getting her friends back, he assures her they'll be going back soon.
Meanwhile, in 1903, Kai stumbles upon the mummified vampires. He peers in a little too close and the one Lilly fed a few drops of blood to grabs him around the neck.
Back at the house, Elena tries to convince Damon to give his mother some time. She points out it's never a waste of time to look for the best in someone.
Caroline and Stefan finish rolling around naked in front of her fireplace dorm and she admits his way is much more fun.
Bonnie interrupts Damon and Elena taking each other's clothes off. When Elena leaves, Bonnie thanks Damon for helping her find closure. Damon turns on the water so his mom can't hear, then tells Bonnie the crazy woman upstairs wants to go back to 1903. But he agrees they're never going back.
Bonnie gives him something from the 1994 prison world -- the cure for vampirism that she got on her road trip to Nova Scotia. He's not sure if he wants it for Elena anymore. "It's up to you," Bonnie says.
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