Hi all. I'm playing an RP run through, so the couple of times Piper initiated the conversation with my character I ignored the flirt and romance options. It didn't seem right, his wife was freshly dead (in his mind) and his son is missing and that's all that matters. Now that I'm almost a month into the game and it's more fitting now for him to romance her, I don't know how! Did I miss my chance earlier and have no chance now? If so, is there a console command I can use to get the option initiated?

Travel with her and do stuff she likes. After a certain threshold, there will be an option to flirt and eventually romance her. Once your relationship is maxed, and if you haven't romance get yet, that option will pop up periodically.