What the hell are you talking about?
I've never left my toothbrush at a guy's place without invitation. That's what backpacks and overnight bags are for. And glove compartments. And trunks. And purses, I guess, for those who bother with that shit. Personally, I can't stand them.
If he wanted more intimacy, he should refrain from playing games and simply ask for it and see where they're at. Then work to get them both where he wants to be (if he can) if that's what he wants.
Hobosexuals is a specific type of manipulative sex play, like Passport Bros. There's no real variance and variation on it. Nothing innocent about it. It's a sexual grift, plain and simple.