shianen
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Courtney lets her actions during the filming of Total Drama consume her, so much that it is near-impossible to contact her. Completely isolated in an apartment with no form of entertainment but her memories, the opportunity to attend a Total Drama reunion finds itself deep in the clutter of her email inbox. The journey to self-forgiveness looks treacherous, but nothing is really impossible.
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He was a teenaged juvenile, so getting arrested was unfortunately expected. That also extended to being involved in a gang and getting kicked out of his house. Not getting a job was plausible, and she had a feeling if that ever were the case, he would end up sleeping on her couch and she'd let him. He escaped being a teenaged father (he turned 20 at the end of March), but she just kept thinking he was using protection whenever he had sex. At least, she hoped so.
All this said, Courtney had some belief he would get it together.