Imagine giving Ruggie the childhood toy he wished he had.
It was only an offhand comment from him, seeing some of his dorm mates getting excited for the holidays, it reminded him of his own childhood, his grandma didn't have the money to buy the toy he wanted, but that's okay, Ruggie knew that they were struggling, so he never asked for anything, he always told his grandma that speeding time with her was enough for him, but even so his granny would save up some money to buy him a tasty treat.
"I would rather spend my money with food anyways." It's what he tells you, after casually telling you one of the most saddest stories you've heard "money is never wasted if it's spent on food y'know?"
He spends that winter with his granny once again, and when he's back from his home, you give him a present.
"it's just a simple gift, but I hope you like it." You sheepishly tell him.
He gives you a shocked look at first, he wasn't expecting anything, especially cause he knows Crowley isn't exactly generous with your monthly allowance, greedy bastard he is, are you trying to gain a favor with him? Or maybe Is this a prank? Is he going to open the gift and get some coal? He gets it okay, sorry for stealing your lunch that day, you don't need to bully him.
After he's done gently unfolding your present, his eyes immediately lock on the toy car in front of him, it's a simple red one, the types he would see the other kids play with, but even a modest little car like that wasn't something his family could afford.
"I know it's not what you expected but I hope you like it- Ruggie are you crying?"
"No I'm not! I just got some sand in my eye dammit!!"
That night he places his gift on his night stand, for some reason when he looks at that toy car, his heart starts beating faster, that's how he knows he's screwed, hyenas are greedy, and when you're so nice to him, he can't help but want more and more.