Yolanda Coles a.k.a. "The Madam" was one of the most powerful madams in the East Bound quadrant of Mid Point. She is the mother of Pussy Poppins and the widow to Pimp Grand, whose real name is Marcus Coles, the original creator of the Council of Pimps. Before Yolanda became an madam in East Bound, she was brought up in a modest household with two parents and  a sister, as her father was a member of the Black Panthers in the 1970's. Like her daughter, Yolanda was also trained by her father in principles and different fighting techniques for her protection along with her sister, from a racist society. Even though she was raised in a decent household, her parents couldn't shield her from the outside world as Yolanda would be exposed to the dangerous street life in Mid Point at that time. She didn't necessary gravitate to it, but she didn't shy away from it neither.

Introduction to the Hoe Life

She began hanging out at parties with her friends who were on and off street workers. They would introduce her into the night life and she began to see the money they would bring in from sleeping with different guys. Yolanda didn't necessary begin hooking herself, but she began to manage her friends hookups and set up hotels for them to meet their tricks. Unknowingly, she would become aware of the territory battle of East Bound as she would mostly book hotels in the East Bound quadrant of Mid Point, which was a local pimp named "Pimp Grand's" territory at the time. Pimp Grand would confront Yolanda at one of the hotels she would book for her friends. At first, he was going to kill whoever was arranging women to meet tricks at one of his hotels, but that would all change once he laid eyes on Yolanda and would fall for her. The two would began to date, and eventually Yolanda would become Pimp Grand's bottom bitch and set up all of his dealings along with arrange his whores meet ups with their tricks. Meanwhile, Yolanda's father would disapprove her dating and eventually marrying Pimp Grand and would cut off all relation to her until Pussy Poppins is born.

Taking over the legacy

Pimp Grand wasn't any ordinary pimp as he would train his women to protect themselves from out of control tricks who tried to kill them when they didn't want to pay their fee. All of his women had to attend martial arts classes along with his own self defense classes which were brutal as women would openly fight each other to the death sometimes. Yolanda would take notice of this and enhance Pimp Grand's methods, which would lead her building an entire organization to eventually take out major figures in the city of Mid Point. Pimp Grand would go on to marry Yolanda in a very extravagate wedding and Yolanda, whose mating name was Gallery, changes her last name to Coles, as Pimp Grand's real name is Marcus Coles. The wedding of Pimp Grand and Yolanda would put a target on their back from the other pimps as it was a sign that Pimp Grand was getting soft by marrying, what look like, one of his hoes. Yolanda would shadow Pimp Grand all the way until the time of his death as he is murdered by a fellow pimp on the council, due to jealousy. Yolanda soon finds out that she is pregnant with Pimp Grand baby, and still must managed his territory and hoes after his death.

Becoming the Madam

After Pimp Grand's death, other pimps would try to smooth talk and eventually try to force Yolanda into giving up Pimp Grand's territory in East Bound. When Yolanda couldn't be persuaded by their gifts and money offers, they would go after Pimp Grand's hoes, by trying to recruit them away from Yolanda, due to her being a woman. Eventually, Yolanda grew tired of this behavior from other pimps and instructed her women to assassinate each member in the Council of Pimps by going along with their offers before killing them in cold blood. Yolanda would be successful in getting rid of each pimp that sat on the council and she would do this all while pregnant with Penelope a.k.a. Pussy Poppins. From then on, Yolanda would developed a reputation of being very ruthless when it came to taking out powerful men and become known as "The Madam."  She would go on to enhance her whore's training regiment and invest in them to become highly trained assassins disguised as prostitutes. Eventually, Yolanda lifestyle would become to dangerous for Penelope as she now sat as the head of the Council of Pimps and she would have to reconcile with her father to eventually raise Penelope.