The Wandering Poet: Thank you, you give sound advice. I think the hypothetical would be the best place to start for now. Just to test the waters.
Of course, even if he agrees, the issue becomes confessing my feelings for her. I'm not sure she even knows/believes I'm bisexual. The one time I mentioned it (granted this was back in high school) she didn't believe me. But, baby steps.
I'm curious though, wouldn't you be jealous if your significant other suddenly confessed that they had been fantasizing about someone else? Someone not even of your gender?