Chapter One

 

"Debra"

Someone once wrote, "A woman has to kiss a lot of 'toads' before she finds a Prince." I guess I'm one of those "toads." I was patiently waiting for the right woman to kiss me before I found love.

My name is Matt Matthews. This is my story. In 2005, I was the number one disc jockey in Harrisburg, Pennsylvania. I was twenty-eight years old, and I was on a fast track professionally. I made a good salary, I had great digs, and life was perfect. Furthermore, I never had any trouble getting women. Everyone told me that I was better looking than the average guy with a great personality. I suppose that explained my success in the broadcasting industry.

I discovered this personality gift during my first semester at college. I was a communication major. The university I attended had a campus radio station. I auditioned. Eventually, I was given an "On the Air Slot" three evenings a week. After a month of doing a request show, my personality began to blossom. The station management got so many complimentary comments about my performance; that they decided to move my show to five nights a week. The word spread. The campus radio station broadcast to the community as well. A manager from a commercial FM Station happened to tune into my show one evening. He called me when I got off the air, and he inquired if I would be interested in doing a rendition of my campus show on weekends at his radio station. That was my first commercial broadcasting job, and I was only a freshman in college.

 

***

 

Over the next three years, I became known as one of the most listened-to DJs in the greater Boston area. During my senior year, I had three offers from other commercial radio stations. After giving it a lot of thought, I took the best offer. It turned out to be in Harrisburg, Pennsylvania. That was five years ago. I knew then that this was going to be my calling in life. It was what I was destined to do! At that time, I had everything! Life was great!

 

***

 

Then one day it happened. I was sitting at a traffic light in my new expensive car, minding my own business, and WHAM! I was hit from behind. For a moment, I didn't move. Although, a sharp pain went up to my back. I just sat there confused. As I was wondering what I should do next, Debra came into my life. She was standing outside my car looking in through the window at me. I rolled the window down.

The first thing she said was: "I'm sorry! But I don't have any insurance!"

That remark didn't make my back feel any better.

"The accident was my fault, she said. I'll pay for the damage in monthly installments."

Through my pain, however, I did take note that Debra was an incredibly beautiful woman. Like most beautiful women, they have a knack for getting away with a lot more than the average person. She printed her name, address, and phone number. We went on our way.

I went to the doctor the next day. He diagnosed my condition as whiplash. He put me into one of those collars that keep your head stationary. The doctor said, under no circumstance should I lift anything that would put a strain on my back and neck. He further reiterated it may take up to a year for my back and neck to completely heal. The doctor also prescribed a muscle relaxant. I might add here that the only thing the medication did, in my opinion, was to make me sleepy. So, I discontinued taking it after a few days.

 

***

 

Currently, I was seeing several attractive women. Women would call me while I was on the air. All the women that I was seeing had their little sexual specialties.

There was Donna. Donna was brunette and extremely well built. Donna loved going down on me. I would no sooner show up at her house, and she would begin undoing my trousers and kneeling in front of me. The intensity of the orgasms I would experience with Donna's oral manipulations was incredible. Although some of the other women would perform fellatio on me too, none of them were in the same league as Donna.

Then there was Carole. Carole was a beautiful redhead. She introduced me to anal sex. After we had sex one evening, she looked me in the eye, and said, "The next time we have sex, I want you to do me anally." Every time we had sex after that, Carole would insist that it be anal. Although several of my other women engaged in anal sex, none of them seemed to enjoy it as much as Carole.

Another beauty name Kathy was of Polish extraction. She had blond hair, blue eyes, and was a great lover. Kathy would do everything in the Kama Sutra.

I usually would divide my time among these and several other women. At that time, my philosophy was "variety is the spice of life."

Then one day, I made a big mistake!

A couple of weeks after the accident, I placed a call to Debra. I asked her to have dinner with me. It was under the guise of discussing the terms of her paying me for my car. Of course, that was just a pretext so I could get to know her better. For some reason, I couldn't get her image out of my mind.

After that first dinner, I moved Debra to the top of my dating list. I began to see her regularly. Now, as everyone who is reading this knows that may be equated to stepping into relationship quicksand. I was sinking fast. My initial sole purpose was to add Debra to my stable of women. I wanted to discover her sexual specialty.

Over the years, I had developed a technique for getting women in bed. So, one evening, right after a night of wining and dining with her, I took her back to my apartment. After she had several glasses of wine, she became mildly intoxicated. I managed to move her to the bedroom and deposited her on my bed. This is it, I thought. I'm going to score. Boy was I wrong! I managed to get her panties down. I passionately began to kiss her thighs. And then I moved to her vagina. She was showing signs that she liked what I was doing. I concentrated on her clitoris. She had an enormous orgasm. I moved upon her, but she closed her legs. She refused to allow me entrance. My first thought was she is likes what I was doing previously. So, I moved back down on her. She was experiencing enormous pleasure. Her legs were open wide. Her clitoris was swollen from my massaging it with my hand. My tongue titillated her vaginal folds. I felt confident; it was just going to be a matter of time before she allowed my manhood to find its mark. But, again, when I moved up to mount her, she denied me entrance. Through my frustration, I finally broke down and asked her, "Is there something wrong?"

"No, everything that you were doing is great! I just want to save that other part of our sexual experience until later. I want it to be at a time when we have more of a commitment," she said in a defiant tone.

Then she pulled up her panties, rolled out of bed, and went into the bathroom. After a few minutes, she came out and requested that I take her home.

It goes without saying; I was more frustrated than I had ever been. She was the most difficult challenge I had ever experienced in all of my twenty-eight years. She would let me go so far, but she refused to give me satisfaction. I was also mildly angry. I picked her up and drove her home. What I didn't know at the time, she was playing a game for higher stakes.

 

***

 

After I dropped Debra off at her house, I drove over to Kathy's apartment. She enjoyed having sex as much as I. Kathy was game for everything and anything. I arrived at her house at one o'clock in the morning. She answered the door in her bathrobe, and she escorted me to her bed. Then off came the bathrobe exposing her beautiful body. She began to undress me. I sat on the side of the bed, and she knelt in front of me. She took my manhood in her hand, and she began to manipulate it. Then she inserted it in her mouth and began an in and out motion. It was everything I could do not to orgasm. I put my hands under her arms and moved her onto the bed. I wanted to enter her from behind. Kathy always kept a tube of K-Y lubricant on her night table. I applied a generous amount to my manhood. Then I applied it to her anus and vagina. First, I inserted my manhood into her vagina. I moved in and out in a rapid motion until she had an orgasm. Then I entered her anus. She made some muffled sounds indicating to me that she was experiencing a different kind of orgasm. All the time, I manipulated her clitoris. After a few minutes of this manipulation, Kathy squirted a stream of liquid from her vagina all over me as she screamed with delight. We continued having sex for the next two hours. Finally, we both collapsed into sexual exhaustion. Due to the hour, I spent the night at Kathy's.

 

***

 

I was required to be on the air at seven o'clock in the morning. Kathy had set the alarm. I opened my eyes, dragged myself out of bed and I checked my watch, it was six o'clock. I showered, dressed, and got to the radio station with one minute to spare. It was a long four hours on the air that day.

 

***

 

Although I deep down knew that I was being played upon, I continued night after night, to see Debra. I used every trick I had in my repertoire to get Debra to satisfy me sexually. Nothing worked. I was having trouble understanding what I was doing wrong. In the past, I would wine and dine on my date. Then I would get them a little intoxicated, just enough to get their inhibitions down. And then my next move was to invite them back to my apartment and my bed.

The final clincher that always worked was having them believe that they were the only woman in my life. I had learned, over the years, that women like to have an exclusive relationship. I gave all the women that I have been involved in a special word that belonged to only them. When they would hear me say that word on the air, they knew that I was thinking of them. The word that I gave to Debra was "tonight." She would know, I was going to see her that evening. I wanted her to give a thought about what I was hoping we would be doing that night. Every date with Debra was a repeat of the last one. I didn't have any trouble getting her into the bedroom. She would let me go down on her, but it would always end there. Nothing I did worked. I was getting nowhere. I never had a woman like Debra. I was determined though. I kept dating her. It had become a personal challenge. I am going to do this, I thought. That was a second big mistake.

 

***

 

Christmas was fast approaching. I asked Debra one evening to suggest a present. She said she would like a diamond ring. We had only been dating for two months. Our sex life was limited to my performing cunnilingus on her. Under those circumstances, I wasn't even sure I wanted to continue my relationship with Debra, much less be engaged to her. Especially considering the frustration she was putting me through. I told her I didn't think a diamond ring would be appropriate, considering the short time we had been dating. But she immediately clarified her suggestion. She said it would only be accepted as a Christmas present, and nothing more. In my mind, which made everything all right. That was my third big mistake.

 

***

 

On Christmas day, Debra invited me to her parent's house for a holiday celebration with her family. I should mention here that Debra was Italian. There were at least a hundred people of all shapes, sizes, young, and old in attendance.

Now, Debra's family tradition was for everyone to sit around in big circle and exchange presents. Of course, the other part of that tradition was for everyone to comment every time a present was opened.

This exercise took hours. I must tell you; it was painful. Since I was the newest addition to this tradition, I was the last person to present my Christmas gift. Now, remember, I had accepted Debra's explanation that the ring would only be accepted as a token Christmas gift. Debra opened the ring box and displayed the diamond ring to the entire family. Suddenly, and before any explanation could be offered, I was being congratulated and queried for a marriage date. Everyone was looking at me and expecting an answer. I was dead in the water. There was nowhere to go but to accept the congratulations. Her brothers, who were about the size of NFL football linebackers were the first to offer their approval. Wedding plans were immediately being discussed.

Debra looked at me and shrugged her shoulders, as if to say, "I'm okay with this if you are?"

I thought, what the hell! Debra was a beautiful woman, and she might even be an asset to my career. In addition, I'll finally get between her legs which I've been fantasizing about for the last two months. I would like to say here, however, there's one thing about Italians, they don't waste any time when it comes to marrying off their daughters.