Ruggie wasn't above taking advantage of the rich, some don't deserve their wealth or wouldn't even notice if someone below their boot stole.
He chose his battles, his friends, and anyone he associates with. Being broke's never easy, whether you're back at home or some fancy academy crawling with pompous, wealthy mages.
Ironically enough, Ruggie should've expected this. Making nice with a rich kid by accident. Nobody believed him, he had to be faking it some way right? It would make sense for someone like Ruggie to kiss up to a heavy spender for some quick cash.
The fact was, Ruggie was your best friend. He had been before he found out you were loaded.
And he never turned down gifts (he wasn't stupid). Ruggie didn't feel bad when you spent money on him, you had plenty. But it still felt weird. You wanted something. You had to, and it obviously wasn't money because he couldn't pay you back. Unless you accept friendship points of course, which nobody does in this day and age.
...
Yeah, Ruggie definitely owed you.
"Here," A dull thud snapped you out of whatever you were doing. Looking atop of your desk, you saw weeks' worth of assignments completed, plus bonus work. And lunch. Ruggie rested his hip on the wooden corner, his tail barely visible, tucked between his legs. "This enough t'cover ya?"