Katherine has led a very privileged and worry-free life. Her family had been in the oil business for years and had made millions... Katherine and her older brother Vance lived on the family estate in Georgia, attended the best private schools and enjoyed a life of leisure since the day they were born.
Vance graduated from Princeton, got married, moved to Silicone Valley and bought half of a successful software company using part of his trust fund... He and his wife Marie soon bought a big house had two children and became part of the Silicone Valley elites.
Katherine attended Brown University. While at Brown she met Frank Gibson. She thought Frank was the most handsome, well built and personable man she had ever met, and was thrilled that he would pay any attention to her. Katherine had always been pretty, some people even say she is beautiful. She was 5'5" tall, 125 pounds and 37-25-37. She had dark hair and a killer smile. But she couldn't believe that this perfect hunk of manhood would want to be with her.
Frank was a few years older than Katherine, and he had discovered that Katherine's family was one of the wealthiest in Georgia. With his graduation coming up, he thought that marrying Katherine would put him on easy street running a major oil company while still fucking around on the side.
So over the next two years, Frank took his time and worked his magic, and Katherine fell in love and they were soon engaged. Katherine wanted to remain a virgin until she was married, but eventually Frank wore her down. During her last week at Brown, they fucked once-a-week which still left him plenty of time to dip his cock in other young coeds.
They were married shortly after graduating and Frank went to work for his father-in-law as a vice president. The next year they had a son, and Katherine seemed to be on top of the world... All of Katherine's friends were impressed with her a sexy hunk of a husband. It didn't take long for Frank to figure that out and to begin fucking as many of them as he could. Unfortunately for Frank, he wasn't all that careful and got one of them pregnant. He was fired, divorced and returned home to New York.
Katherine raised her son, survived her parents being killed while flying their plane home from a ski trip and became a recluse on the family estate for the next ten years. She was the CEO of her family's oil company. At the age of 39, Katherine had gained a few pounds, but was still quite pretty. She now weighed 140 pounds and was a solid 38(c)-28-40 and still had a full head of dark hair. Since her son was attending college in California and working part time for her brother Vance, she decided it was about time to start dating again.
So on her 40th birthday, Katherine's friend Jane set Katherine up with her friend John. John was a local attorney, and he was thrilled to finally get a shot at Katherine. He was extremely handsome, suave and had a muscular physique from all the time he spent at the local health club. Katherine had been out of the dating scene for almost 20 years , wasn't aware of current dating practices. She dressed in a nice knee length skirt, conservative blouse and shoes with one inch heels.
John took his time and by the fifth date had convince her to fuck him. A month later she was sucking his 8 inch cock, and a couple of months later was insisting that she try nipple clamps and other sex toys. She was hesitant at first, but eventually she relented and told him to pick up what he wanted to use on her. After all, what did she know? Her marriage was a failure and she hadn't been laid for years.
John and Katherine dated for just over six months. During that time, John let his imagination run wild because he knew that he could eventually convince Katherine to do whatever he wanted. He encouraged her to dress in shorter and tighter skirts and to show a lot of cleavage. He fondled her ass and breasts whenever he wanted. His next goal was to get her to fuck other men. So far he had been unsuccessful, but he was slowly wearing her down. Once he got her to fuck other men, he knew he wouldn't have any trouble turning her in to a total whore. Maybe even put her on the street. And after wearing her down, he now had a plan to make it finally happen.
Katherine lived on the family's 225 acre estate, much of which was wooded with walking trails, flower gardens and a beautiful lake. John's plan was to pour a few strong drinks into her, take her into the woods, strip her, tie her up and then leave her. He would explain that the anticipation would drive her insane while she waited for him to return, cut her down and fuck her in the woods of her estate. He was confident that he could get her to go along with it. What he didn't tell her was that shortly after he leaves her, his three friends would find her, release her and then fuck the shit out of her. He planned to give them an hour to work her over and then return, pretend to beat them up and then drag her well-fucked ass back to her mansion.
Saturday afternoon was perfect for his plan. He mixed a couple of strong cocktails, and as she drank, he began tweaking her hard nipples. She began to whimper, and then he slowly moved his hand down the front of her skirt. He whispered that her after she spent a few minutes naked and tied to a tree, the sex would be fantastic. Between the alcohol and the fingering of her pussy, her will was broken.
He let her wear sneakers and a light summer dress. He gave her another strong drink for the walk into the woods, which she finished during the 15 minute walk to the small clearing that John had selected. When they arrived, Katherine pleaded with him, "Please John. I don't want to do this."
John was pissed. He had planned this for two weeks. He reached out and ripped her dress down the front and said, "Shut the fuck up!" He ripped off the rest of her dress, took her shoes and tied her to a tree. Before he walked away, he turned and said, "Now I have to walk all the way back to the house to get you another dress. When I get back, you're going to suck my cock." Then he left.
Katherine struggled with the ropes, but they remained tight. As she stood there, even in her slightly inebriated mind, she knew that this was it. John had finally pushed her too far. She needed to get away from him before he made her do something that she would truly regret. But how do I get away from him?
What was that? She heard something. Maybe John had second thoughts and was coming back to get her. But what if it wasn't John? She quietly waited.
"Mizz Katherine. Is that you, Mizz Katherine?"
"Who is it? Please. Who's there?"
"It's me, Mizz Katherine. Clarence Washington. What you doing out here? Where your clothes?"
"Please cut me loose, Clarence. I need you to cut me loose. Please."
Clarence was the oldest son of the widow Hazel Washington. The Washingtons were a black family that had lived in the area since the end of the Civil War. Hazel's four other children were between the ages of 11 and 16 and were all in the top half of their classes at school. Clarence, on the other hand, had been harassed by his classmates in elementary school for being slow. He would have ended up in special education if he hadn't dropped out of school in the fourth grade after his dad died to help his mother support the family. He cut wood and shoveled coal. He did any odd jobs that the neighbors would pay him to do.
Clarence just turned 18 a few months ago. He was a big boy; 6'6" and 275 pounds, some of which was muscle and some was fat. He was plump, but not obese. And he was strong. But he wasn't much to look at. He had big soft lips, a flat nose, deep brown eyes and large ears.
Clarence had always liked Katherine because she was kind to him and let him spend time in the woods of her estate. Sometimes Clarence would even play with Katherine's son in the woods of the estate, since they were the same age. And, even though he never said anything to anyone, ever since he first saw her when he was 8 years old, he thought she was the prettiest woman in town.
"I'll help you Mizz Katherine." He didn't have a knife so he untied her, and she fell to the ground. He lifted her up like she was a rag doll and then took off his old tattered XXXL shirt and handed it to her. After Katherine put on Clarence's shirt, she hugged him, partially to thank him and partially because she needed help to stand. Clarence's shirt came almost to her knees and had a big hole on the right side exposing most of her breast.
"Well, isn't this special? What are you doing with our woman, Boy?"
