Chad loved to gamble and make bets that he couldn’t afford. He had gotten away with it for quite some time, because his friends were very understanding. Eventually, he would pay them back or get very lucky and win a game or two. That was until Ruby had enough of his antics and decided to teach him a lesson.

Ruby was one of the luckiest gamblers Chad had ever met. There wasn’t a bet she didn’t win. She was also tougher than any of his other friends. She never backed down from a fight, and she wasn’t afraid to tell others off if they got out of line. There was a reason she would be good at that. She had a secret that nobody was aware of, except for those who had been with her. She frequented BDSM clubs. Her favorite scenario was femdom, and there was a certain friend that she wanted to teach a lesson to.

After a poker night with some friends, Chad was deep in debt with Ruby. He tried to charm his way out of it, like always, but she didn’t have it. After one last failed attempt to get rid of the debt, Ruby tells him to come to her house after work the next day. When he arrives, he is shocked to find himself bound and gagged, obeying every command of one of his best friends.

Chad is even more surprised when Ruby calls over another friend, Frank. Frank has experienced Ruby’s dominatrix side and is happy to help. This encounter surprises Chad in more than one way. He never thought he would find himself doing the things he did that night with Frank. When it’s all over, he thinks his debt has been paid, but little does he know that Ruby has other things in mind.

How long will Chad have to continue pleasing his friend?

Will he and Frank get to know each other better?

Can he get out of his debt repayment, or does Ruby seem to know every move he makes?

Does he secretly enjoy these late night trysts?