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Charlie was born some time in , to Bonnie Kelly and Shelley Kelly. Charlie did not grow up with his father, and for just under a decade believed that Frank Reynolds was his biological father, until he visited Ireland and met his pen pal, who was secretly his father. As his mother didn't want him to go to the toilet alone, she dressed him as a girl in order to be able to bring him into the women's bathroom with her.

This is a habit Charlie adheres to for decades, and claims he is unable to poop unless he's wearing a dress. Growing up, Charlie spent a significant amount of time with his best friend, Mac McDonald.

Each Christmas, they would get together and throw rocks at trains. His mother would also sleep with a variety of men every Christmas Day, and it is strongly implied that she was a prostitute, however, Charlie represses and refuses to come to terms with this. Charlie also began huffing glue at a very young age thanks to a gift he was given from his mother's client.

Charlie has mixed memories about how others perceived him in high school. At times he is oblivious to the fact that he wasn't considered cool [ 5x5 ]. Other times he remembers that he was called "Dirtgrub" and he would eat dirt and spiders to make the cool kids laugh to leave him alone. Even though Dennis and Dee also attended the same high school, they usually did not interact with Charlie. Although, Tim Murphy mentioned that Dennis was "never that cool to begin with", and that he would end up hanging out with "Dirtgrub" and "Ronnie the Rat" Mac underneath the bleachers [ 7x12 ].