Suggestion on where to go next: Deborah goes to Rupert's office to apologize about what happened and to tell him that it shouldn't happen again. He tells her not to worry and has her watch the TV and reads to her from a book - "I Have Found the Perfect Man". I will leave the rest to your imagination.
I like this idea; a little predictable, but definitely has great potential. Something to consider is how the boss-lady would respond to something like this. After all, Deb did say that if the boss found out she'd kill her; could that be because they are lovers?