Parasocial Family

Wilbur's life hasn't exactly been easy, but he likes to think he's handled it well. His father was an alcoholic who died when Wilbur was a kid, leaving Wilbur's newly widowed mother to provide for them. Wilbur had always been a responsible kid, one who sometimes cleaned up beer spills and threw away takeout boxes. So when he sees his mum come home dead tired at five in the morning, Wilbur resolves to do whatever it takes to make life easier on her. He learns to clean, and when he's old enough, how to cook. Wilbur finds respite at school, where he's considered funny, popular, attractive, and has friends, even if he does keep everybody at arm's length. Tragedy strikes again, and his mother comes down with cancer when he's 16. She's gone a year later. Wilbur likes to think that he handled it well. And yeah, maybe he was angry at the universe for a while, but who hasn't been? The important part is that he picked himself back up and let himself be happy. He hit a rough patch financially but finally managed to save enough to go to college. It'll be odd being there as a 23-year-old, but he can make it work. Not long after he makes it there, he meets his roommate Phil. If there was one thing he didn't expect, it was that he would find himself growing attached to Phil and Phil's family. Who probably barely knows he exists.
...
This cannot end well.

This is a non-YouTuber au and has a prequel called "Accidental Adoption"