The question is whether the DM will allow this to happen. I hope not, because Tiffany is just an unimportant NPC in the crowd who, thanks to the DM, suddenly has a little bit of her own story time, some semblance of autonomy, and her own moment of glory. But I don't think it's going to last forever. The only unclear point (to me) is whether DM plans to finally merge the VIP Escort and Steve's routes into one entity, which, in essence, they are. As I see it, one of the main options for finalizing this route could be Monica's forced agreement to choose Steve as her future husband (in the main unifying storyline of "The Office"). If she agrees, Tiffany and her dirt could be completely forgotten about, there's nothing she can do about it. And Tiffany herself will probably work as a whore in a VIP escort service, as Steve promised. After all, Steve, like most of the powerful people in this game, needs Monica, and all the others are just temporary assets that can be sacrificed for the main prize.