The idea of waking up to that face is creepy, but the explanation of him being an actual person and not anything supernatural just kills it for me, as stated; he'll get tired from lack of sleep and have to apply drops every 30 seconds.
A good series of pasta's is SCP, but that's only cause it's moderated. They hit the balance of clever, creepy and funny really well. You've got creepy stuff like
SCP-263, a game show that burns you to death if you lose, yet funny stuff like
SCP-426, a toaster that makes you refer to it in the first person.