I was surprised by how much I loved the love interests in Diabolical. Let’s just say in my first playthrough, without trying, without knowing it was an option, I got the…astonishing night. 
But what about Drake? So far, I haven’t unlocked his romance scene. I’m pretty sure s/he’s a love interest, because the narration describes him as “cute” - and the narration would only describe him as “cute” if he was a love interest!
So far, I’ve primarily played Ingenuity-based characters who flirt with everyone. Does the Drake romance have personality or primary-stat requirements?