I really hope he gives us the option, but I'm not sure how many of the fans of this game are actually into Male-on-Trans content.
It seems that (so far) in the canon of this game, any dick other than Sterling's must lead to NTR.
I could definitely see Drew being brought to the "light-side", so to speak, but whether or not she has sex with Sterling is another thing entirely. There would almost need to be a third path added. It would also bring up the uncomfortable question of whether Sterling would "share" the rest of the harem with Drew. We'd be getting into dicey territory then if we're talking about this being a possible canon route.