The relationship between Caroline's twin daughters started when she realized she was pregnant with them. Shortly after Alaric Saltzman and Jo Parker's wedding massacre, Valerie Tulle helped Caroline figure out that she was carrying Alaric and Jo's fetuses as a surrogate mother. At first, Caroline thought this to be impossible being she took and failed pregnancy tests, including a failed ultrasound. Also, she thought the idea of her being pregnant to be ridiculous because she was a vampire, and female vampires cannot get pregnant. However, Valerie lifted the protective cloaking spell (carried out by the Gemini Coven shortly before their demise) and sure enough, Caroline was carrying Alaric's twin daughters. Caroline was overjoyed to find out that Alaric's fetuses had survived and she gladly accepted responsibility for them. Over the next few years, Caroline helped raise Josie and Lizzie as her own, along with Alaric. Despite her romantic life suffering as a result, Caroline never strayed from raising her daughters. Even when Stefan came back into her life, Caroline still prioritized her daughters as well. Introducing Lizzie and Josie to their supernatural lives was not easy, but Caroline was determined to help them through it, especially with the threat of the sirens. As of now, Caroline runs the Salvatore Boarding School both her daughters attend. Also, they live together at the boarding school, along with Alaric still being in all their lives as well.

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