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Drew is the most like his father, who is a very loyal individual. Drew had a tough time being the youngest of three, especially since they all had different interests to him.
Drew, despite growing up with a large, happy family, has had some tough times. When he was 9, a burglar broke into the household. Six months after, Drew nearly lost his mother in a house fire.
Drew is best friends with Connor Hutchworth, his cousin. They both have the same interests. The long-time residents of Pleasantview have compared Connor and Drew's friendship with that of Richie and Dirk.
Drew had to cope with the teen drama of his older sisters. The three Dreamers were close as children, but not as such anymore.
Drew is the joker of the group, a characteristic previously demonstrated by Lilith. Drew can often be seen with Ellen and Connor, a small family trio.
Drew has a huge fear of fires, ever since the childhood incident. He can cope well with small flames, but anything more and would freak out. He also has a huge grudge against criminals, and aspires to become a high-ranking member in law enforcement, like Richie was.