As a parent, if Erin were my daughter I would want her to think long and hard about continuing a relationship with Will.Not because of the obvious flirtmance (cute coinage btw) but if the things he's whispering are in fact the stuff he's told Boogie he's been whispering, then he's pretty much of a slimeball.
For example, if he was merely flirting with a giggling Janelle, I could see it as harmless game play. But if he's been telling her that come Oct. they'll be together, or that he wants to further their relationship outside the house after the game, then that crosses the line of flirtation to moral-less manipulation.
I personally would not want a child of mine involved with someone that heartless. Game or no game.
Will, you got some 'splainin' to do.