OOC
I think Charon is an adorable awkward baby when it comes to dating and I think it'd make total sense (AU at least) for him to fall in love with a soul he has to ferry (or in this case is stuck there and he'd see all the time). It'd be such a nice way to ease him into dating someone without him hyperventilating about it.
I mean.. the dog has a gf now and he still doesn't. =( (unless he does and I missed it o_o)