Chapter 1

I was a shy young man when I was a teenager. I was always scared to death each time I tried to ask a girl out. And so I very rarely did. This obviously stunted my education of the opposite sex. In fact, it left me with only my dreams and fantasies to keep me company. I had decided that waiting until I got married would be perfectly fine. Until that day I had my first lesson in sex, from a source I never expected.

I was twenty years old that summer. I still lived with my parents as I continued my education at a local college. Across the street lived a family we had known for five years. About a year before, the Rev. Tellford had come out of the closet and moved away, leaving behind his wife Rosalind and their three children. Debbie was the oldest at 19 and was really a knockout. She was often a part of my fantasies. I so wanted to go out with her, but figured she was not in my league, so I never asked. But it didn't stop me from dreaming.

I was home one morning alone when the phone rang. It was Rosalind. She wanted to know if I could come over there for a few minutes and help her move some furniture around. There was nothing unusual about the request as I had often volunteered to help her with things since her husband had left. I knew her kids were visiting their grandparents out of town and could not help her, so I said sure and headed out the door and across the street. When I rang the doorbell, I heard her call to me to come on in.

As I entered, Rosalind came out of the kitchen wearing an old flannel robe tied at the waist. She was around 40 at the time, somewhat thinner than you would expect after three children, with red hair and a nice smile. Nobody would ever mistake her for a beauty queen and I had never really thought of her as anything other than Deborah's mom. It was a testament to our friendship that neither of us had any qualms about her wearing a robe in my presence. The two of us proceeded to move some furniture around and as we did I could not help but notice how the front of her robe would gap forward as she bent down to help move something. But, being a young gentleman, I quickly averted my eyes and reminded myself that this was Deborah's mom.

After moving some boxes into the attic for her, she invited me to sit down for some ice tea. I sat down on her couch and she shortly brought a couple glasses of tea and made herself comfortable next to me. We chatted about school, our families and such. Just small talk really. Until she leaned back and asked, "Wayne, do you think I'm attractive?" It caught me off guard, but I answered, "Sure." (Now you know why I was not exactly a lady's man back in my teenage years.) She thought for several minutes, then reached over and touched my arm. "You know, I really don't miss my husband much. But there are some things I do miss. Certain needs he could take care of that I have had to go without this last year. If you know what I mean. I'm not making you uncomfortable talking about this, am I? I just needed someone to talk to who would not judge me. Do you mind?"

Now her hand had slipped to my thigh and I began to be concerned about the direction the conversation was going. I had never had anyone come on to me before, and I certainly didn't expect it from my 40 year old neighbor. So yeah, I was getting a bit uncomfortable. So I looked at her and said the only thing I could think of to say. "Ms. Tellford, are you sure you want to talk to me about this? I'm not sure I can offer much advice." She took my hand and squeezed it for a moment. When she looked up at me, her eyes were moist and she spoke barely above a whisper. "Wayne, I don't want advice. What I need is someone to hold me. I need someone to want me, to show me that I still appeal to men. You have always helped since my husband left and I have grown to care about you a great deal. You can give me what I want and need right now." One hand released its grip on my hand and slowly came to rest on the bulge that had become obvious in my shorts. I started to tell her that I had never had sex before, but she cut me off, saying "Let me be your teacher then." I could only nod.

She stood up and untied her robe and let it slip off her shoulders and fall to the floor. She had nothing on underneath. Looking back, I know she was not a great beauty. But she was the first woman I had ever seen naked. Her breasts were small, much like the size of a small orange. And as my eyes wandered over her body, I was able to see that she was a true redhead. All I could do was sit there and stare at her.