Not sure, I'll have to take a look. I'm guessing maybe there was a step the walkthrough didn't cover
Just wanted to say I was having the same issue. That spot in the conversation doesn't have a choice associated with it, it just moves on.
Ah, I figured it out. The menu is dependent on whether Grace gave a BJ in the coffeeshop back in the first episode.
That... makes a tremendous amount of sense, lol. Thanks for finding the trigger. Love the game, btw!