It doesnt "break,", it just resets to conversation 1/2. 2/2 can only be later in the day/the next at latest. Im not sure if talking on a weekend morning, going on an afternoon date, asking again then going home alone and waiting would proc it. Im also not sure when the comversation is reclickable, but visiting her ASAP in the morning and then sometime before 7pm is likely your best bet otherwiseso does the story line break if it doesnt prock properly im having the same issue
If she is pregnant it wont work, gotta plug in that cheatcode