I had a brief marriage in my early twenties that ended almost as soon as it started. No kids and no financial issues to settle.
Over the next 10 years I started a very successful business and made a number of investments that pretty well set me up for the rest of my life. The old saying that money makes money was so true.
Once I reached a point were i HAD NO financial worries and had purchased every thing that I had ever wanted, I found that I had no challenges in life and was actually bored with my life.

Although my secretary, Julie,had been with me from the beginning of my business, I was pretty much married to my business and had absolutely no interest in her, other than her efficiency as my secretary. One morning, Julie, called in sick and told me that she and I had to have a talk regarding her health. After a few days out of work I went over to Julie's house so that we could discuss her health issues. Julie told me that she had known for some time that she was in the early stages of MS and that she was fearful in telling me. She was a single mother and she needed her job as she had a teenage son and a daughter in college.

I had been so concerned with making money that I had never been concerned with the private lives of my employees. Seeing Julie as somebody other than an efficient secretary and as a person with feelings, emotions and fears suddenly opened my eyes to the fact that my priorities in life was really fucked up. I went home from that visit with Julie and spent a very sleepless night. In the morning I called Julie and told her that I was going to hire a full time secretary, but I was going to keep her on as an advisor with a 10 percent raise.

Over the period of time Julie was dealing with her MS and her deteriorating health I took an active interest in her and her family. I had become pretty close to her son who was now in college and her daughter who had graduated from college and had taken a job as a kindergarten teacher in our home town. Her daughter, Jennie, was working full time as a teacher and was devoting all of her free time in taking care of her mother. I had become so fond of Julie and her kids that I took over paying off her mortgage and taking care of all the college expenses.

Julie eventually developed other health issues in addition to the MS and during a bout with pneumonia she died. Her kids and I all took her passing very hard. I had become so close to the family that I felt like I was part of the family.

Over the next year Jeannie and I comforted each other and leaned on each other for that comfort. We had gotten to the point where we literally were spending all of our spare time together. Dinner dates, movies, concerts and our social life revolved around each other. Jeannie was 24 and I was 39, and the age difference is what I looked at as a reason why our relationship could not be any thing more than friendship.

Jeannie and I both had Italian in our DNA and we both had a love affair with Italian food. One evening we got in a conversation about Italy, art, food, history and our own Italian family history. Before the night was over we had gone on line and booked a flight to Milan. I had been to Italy many times, spoke the language and was excited that I would be able to give Jeannie an exciting and meaningful vacation. I had made reservations for a rental car and 2 nights in a 4 star hotel. I had kept a return date open and felt that we would play everything by ear and just wing it.

The first night in our hotel room was a little awkward as there was one queen sized bed that we would have to share. We didn't say anything about sharing a bed, but I could see that Jeannie was a little uncomfortable. We both slept well and were up and out for our first day of exploring by 8:00 AM. Our second night in bed together was much more relaxed. Some time during the night I felt Jeannie's arm come across my chest as she snuggled me with her head in the crook of my neck. I could tell that she was asleep and her actions were without intention. It felt so good and I immediately got a hard on. I didn't do anything and eventually fell asleep. We both woke up together in the morning with Jeannie still snuggling with me. We spent the morning in Milan and after lunch we headed to Florence. We found a 4 star hotel in Florence and checked in. Our room had two beds and I assumed that Jeannie would take one bed and I would take the other. When we wrapped up the day and were back in our room I showered and crawled into my bed. Jeannie then showered and instead of getting in the other bed, she crawled in next to me. Soon after the lights were out Jeannie's arm came across me chest and she snuggled up with her head in the crook of my neck. I don't know what came over me but I put my arms around her and pulled her closer as I began rubbing her shoulders and kissing her forehead. Jeannie then moved into a position where she could kiss me on the lips. She immediately probed my mouth with her tongue.

I loved what was happening but I was also apprehensive as to how this might interfere with Jeannie and my friendship. Jeannie stopped and sat up in bed and just sat there for about a minute. She finally said that she was in love with me and she hopped that I wouldn't be angry with her. I knew that over the years I was falling in love with her but because of our ages I had never dared pursue a relationship. I told Jeannie that I loved her as well, but was concerned that she might think I was too old for her. She assured me that the age difference was of no concern to her.

As we began caressing and kissing it became very apparent that we were both sexually charged. Since my first marriage had ended, I had had a number of sex partners, but it was just sex with no love. Jeannie and I were so hungry for passionate sex that we began to devour each other. We both seemed to be on the same page and knew what the other wanted. We were soon in a 69 with my tongue licking and sucking her clit as she gave me a beautiful blow job. Jeannie soon exploded in an intense orgasm. I rolled her off of me and climbed on top of her and buried my cock in her juicy pussy. We passionately kissed as I pumped my cock in and out of my beautiful lover. We would periodically stop kissing to tell each other how much we loved each other.

Jeannie was not the most experienced lover but she radiated love and it was absolutely beautiful. I soon found out that she had no inhibitions and anything I wanted to do was okay with her. I loved licking her beautiful ass and pussy and having her sit on my face and cumming in my mouth as I licked her c**t juices. She tasted so good.

We spent roughly a month traveling Italy. Our days were full, enjoying the beauty of Italy, and our nights were full of passionate love making.

Jeannie and I are now back home and we are trying to figure out where we go from here.