Flipkit was born as the 3rd in a litter of seven to Rustswirl, an aging queen in ValeClan. He has been told that his father is the same as his two older sisters - the former leader, Eveningblaze. However, the truth is that his father is the much younger Crowdance, and the lie was spread by his older sister Scorpionclaw to hide the shame. His younger littermate Ravenkit was born dead, although all of his other siblings were healthy. 

For his whole kithood, he loved the medicine cat den and making others happy by helping and healing them. However as he grew, he became bitter. He tried to reach StarClan to ask why he wasn't allowed to be a medicine cat but was unable to sneak out. It made him resentful, believing that StarClan had said something to Mottledfeather to stop her from offering the medicine cat apprentice position to him.

Flippaw was apprenticed to Yuccahill, a calm warrior who had a crush on his older sister Scorpionclaw. However, his other older sister Tickstar assigned Mottledfeather to help out in training. Flippaw believed that this was a way to quell his anger, making him even more resentful. His energy faded into an apathy, and he plods through day to day with his mind whirling with too many thoughts.

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