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He picked Kai.
First, Ian Somerhalder talked about being "bitter" over Klaus (Joseph Morgan) getting his own spinoff on The Originals. Then he talked a bit about Katherine (Nina Dobrev) before explaining why Kai (Chris Wood) was the best villain on The Vampire Diaries.
Here's what the Damon Salvatore actor told the Wizard World Philadelphia 2019 audience:
And it's Kai for the win for the worst!
Ian Somerhalder's Damon met Kai in The Vampire Diaries Season 6. Kai, if you recall, was munching on some pork rinds before poisoning Damon:
Chris Wood played Kai on The Vampire Diaries from 2014-2017, and Legacies fans are hoping to see him on that spinoff in 2019 (or 2020). In another Kai clip, Kai explained to Damon and Bonnie how an Ascendant worked, which could be a key reminder for Legacies Season 2:
Kai is currently in another Prison World, stuck there courtesy of Bonnie Bennett, using an Ascendant and Gemini Coven magic from Josie and Lizzie Saltzman when they were just children. The Legacies Season 1 finale showed Josie and Lizzie finding the Ascendant at the Salvatore school and having a vague memory of what it was. That was our sign that the twins may end up accidentally freeing their evil Uncle Kai from his Prison World.
Kai Parker killed his twin sister -- also the twins' biological mother -- Jo Laughlin on her wedding day to Alaric Saltzman. The twins survived by magic moving them to Caroline Forbes' womb. If Kai gets out of that Prison World, I can totally see him manipulating the twins and also trying to kill them all over again.
Julie Plec added that Legacies Season 1 finale Ascendant scene without getting confirmation from Chris Wood that he would actually reprise his role as Kai in Legacies Season 2. She admitted that was pretty presumptuous of her, and we don't know yet if Wood will be in the new season or not. But Plec has been pushing for Kai to be on the spinoff, and she's not alone.
Josie actress Kaylee Bryant also told CinemaBlend Kai is one of her favorite characters, and she keeps pushing for him to join his nieces on Legacies:
Absolutely. So we have Ian Somerhalder calling Kai the best villain of The Vampire Diaries, Kaylee Bryant asking for him to be on Legacies, and Julie Plec already adding him to the Legacies storyline. Chris Wood, your ears should be burning.
Stay tuned on Kai Parker coming to Legacies Season 2 (or not). Here's what we know so far about the 2019-2020 season. Legacies Season 2 premieres Thursday, October 10 on The CW.