In the beginning of Jermaine, Jake questions the meaning of the Bear-Costume Jermaine is wearing. Jermaine is wearing it in his dream because he is wearing it in real life, but I think it still has a deeper meaning. I think Booboo Sousa was originally a to

Yep. Super good! Spot on!

We can tell straight off the bat with Jermaine’s first appearance this ep that he’s still in mourning for his parents. We’ve gotten a bunch of asks wondering WHY Jermaine HAD to watch over Joshua’s stuff, and the answer is: he didn’t.

But he didn’t leave! Okay, so what does Jermaine say about this?

What cage? What [actual] metaphorical gray box is he stuck in while Jake frolics around his dreamscape? It’s probably the thing that makes Finn say

Right? And that is, of course, that Jermaine thinks Finn and Jake were the parents’ favorites. So now that Joshua and Margaret are dead, and Jermaine isn’t particularly comfortable with that, Jermaine is still trying to be Responsible Best Son, watching over Joshua’s stuff, in spite of being Best Son not being a remote concern of Finn and Jake’s.

He’s a slave to his parents’ memory. Now Finn and Jake are having fun going on adventures, and Jermaine is stuck. He has resentment because he thinks he was his dead parents’ least favorite kid, and he has resentment that Finn and Jake have moved on with their lives while Jermaine is just stuck there. Like, actual resentment.

Talk. About. A cage.

So we love your theory about Jermaine wearing Booboo Sousa PJs because Joshua took away Jermaine’s Booboo Sousa doll as a kid. Obviously things happened to make him feel invalidated by his parents and this makes total sense. It would teach Jermaine the importance of Responsibility over Fun that he’s been toiling with ever since.

Booboo Sousa is a symbol for Jermaine holding onto the bad feelings he had growing up. By the end of the ep, after Jermaine lets all of Joshua’s stuff burn,