after the "investigation" in the showers to find Anna, when you regroup with the others. Then there is also the part when Morgana has her jealousy fit and brings you to the virtual world (after you fucked the nurse), she brings an avatar of Anna, and then of Sam, mentioning that you have a "particular" interest in him (you get the choice to trigger a gang rape for both). In both cases, I didn't know why the game assumed I was interested in him.