Ending theories? Well, NTR aside (not my thing), Drew I could maybe see becoming a sub to Sterling (already had the one scene that suggests she's not opposed to receiving), but the overall story ending like the Sisters game from a few years back, but funnier. Where Sterling becomes a dad many times over, with the mothers being family and non-family. Sterling inherits Hunter's money as he ends up in an old folks home for the nutjobs, with only little old ladies wanting him, leaving him in a nightmare until his last days.
Drew... Have not seen enough of her to really know her character. She's a wild card.