James / Madison
Madison grinned when he won, looking rather pleased with him. And maybe with herself. They had a pretty good roll going, and as the money piled up, Madison's hands began to get a little bit bolder on his back until she finally leaned up and whispered in his ear.
"So...I was thinking we could get drinks after this? Or maybe check out a room?"
Okay, she was being very, very bold. But Madison was never really all that subtle. She knew what she wanted and she took it, even with poor James.