I love Who already! Inside I see Cupid being like O.o but on the outside he's totally, "Mmm, kinky. I can play dead."
YES that would be exactly the kind of thing he would do. Literally romancing the stone and seeing who's the strongest between them lol.
That would be a lot of fun as long as she doesn't mind that he was kind of a bb when he first got arrested lol. He was a snotty eighteen year old who probably would've had a lot to say about this organization. Plus I think once he realized they had feelings, he'd have backed off just a bit to let them flourish :P