The woman in this role play will be more of a behind the scenes woman who comes from three generations of crime lords in her family. She is said to be the most sadistic but who ironically is a local favorite as she knows how to use the media not to mention her movie star good looks to her advantage. One thing she was however always all hands on with was information extraction through torture.
My char represents the first serious threat to her families control over how things are run. Her family now made most of it's money from high profile hits which meant that this newcomer had almost run them out of the narcotics trade, prostitution, and gambling. Her father had let this man breathe for far too long she thought and was planning to have him taken alive. She thought this would be easy as she never had a problem with politicians or business leaders. Plus he is too unprotected.
What made him seem unprotected prevented security leaks as only he controlled who knew where he was and her schedule was on the wall at city hall as she was there biggest benefactor. Buying favors is what it was.
He studied her relentlessly. She was smart but far too cocky. She had the resources to do twice what he could ever accomplish but the family was hooked on a nonstop flow of cash to supply the habits of many of it's members. Now half of what they consumed came from him which made him laugh.
She had a thing for young men and cocaine which fueled her sex filled weekends.
Now my char is going to allow himself to get caught be her. She will interrogate him. Some real or not so real sexual sparks may fly but he has a man on the inside and it is one of her favorite fucks. He always interrogates with her and she usually gets off on torture so cocaine is a natural part. He is going to have it laced and from there it could go anywhere.