Jean's holding the bottle of oil in one hand as he comes back. He's just in the latter half of his uniform, cock tucked back into his underwear for now. Eren's looking up at him with a pathetic attempt at a glare and he smirks again - just because he knows it irritates him.

He plants a hand on Eren's chest and pushes him down to the bed, then moves his arms to hook under his legs and push him further up it. He'll leave it up to Eren to decide if he wants to shift to the left so he can actually get his head to a pillow, or just let his head hang off the end, and drops his legs once he has his torso fully on the bed.

He reaches down and strokes a hand over Eren's cock - dry, but he's leaking enough that one stroke gets enough pre in his palm to make the slide easier. He strokes a couple times before he lets go. He pops the cap on the oil to drizzle some over two of his fingers, resealing it and dropping it to the bed.

He kneels on the edge of the bed, pushing Eren's legs open again as his fingers curl behind Eren's balls, stroking over his perineum before he finds his hole and circles it, once, almost kindly before he pushes two fingers in slowly.