My name is Kathy. This series of stories focuses on my most recent experience in pushing the erotic envelope. They are inspired by real life experiences, but are still largely a product of my imagination. In other words I took literary license to deviate a bit from actual events. What is authentic is the fact that at middle age I entered into a sugar baby lifestyle. The feelings and emotions I experienced are very real, even if I have altered the characters a tad.
I am now fifty-five and my 5'6", 148-pound body is much younger looking than my age would suggest. I have perhaps a pound or two I would like to rid myself of, but I still look and I feel great. I think my legs are my best feature, but most men seem to notice by boobs first. At 36DD and very real, my chest draws attention. I have worn my hair blond and shoulder length for most of my life. My Husband likes it that way.
Oh yes, I am married. Brian and I have been together since childhood. It is probably a bit cliché to say that we are soul mates, but truthfully this is the way we feel about our relationship. We both love exploring new adventures and pushing things as far as we can. He is the only person with whom I could share any fantasy and thought, without the concern for being judged. We love to share those thoughts and find a way to make them a reality.
From childhood friendship through 35 years of marriage, we have had some truly amazing experiences. We are very sexual people who happen to believe sexual monogamy is unnatural. And so we have been a lifestyle couple, in an open relationship for most of our lives. Of course the problem with that is, if it is a problem, is that one keeps 'raising the bar'. This series of stories focuses on the most recent adventures I experienced when I decided to explore the world of being a sugar baby.
Now most sugar babies are young women looking for some cash and adventure in a world they might otherwise never have the opportunity to experience. For them the sugar daddy is simply a means to an end. But I was fifty-one when I decided to explore this new world. At fifty-one I was still pretty hot. Besides in the lifestyle much younger men and woman, who are interested in older, in shape couples, often approach us. So it was not such a stretch to believe there would be some young sugar daddies seeking much older women.
We started this project together; creating a profile on a couple of the more prominent sites that specialized in Sugar Daddy relationships. My husband did most of the work in creating the profile. It was kind of exciting to see how far he would go advertising the services of his wife. Brian is a quiet kind of guy. But that reticent personality masks a very sexually adventurous character.
We started getting inquiries immediately. We already had a great deal of experience on lifestyle sites, so we were able to sort through the fakes and flacks pretty quickly.
There were several candidates that interested me; however it was also important for Brian to feel comfortable with our choice. He gravitated to the older gentleman that were married. I never thought John was insecure, but perhaps the fact that these were all wealthy men intimidated him just a little.
I looked for men that had at least $1 million validated net worth and could provide a minimum of $1000 allowance per month. I am sure the younger ladies could fetch much higher sums, but I had no idea how high a gentleman would pay for the companionship of a fifty something lady. I was pleasantly surprised.
I also had to see myself being able to have sex with the guy. The candidates were very specific in inquiring what I would and would not do. I consider myself pretty open sexually. I have never been into anal, but beyond that I have few sexual restrictions. Most of the sugar daddies had a specific 'role' I was to play and I was good with that.
For several weeks, I just exchanged e-mails and chat sessions with some of the more promising candidates. However, I found that most of these men wanted to move things right along. Apparently they many had experiences with woman who backed down or otherwise did not follow-through. I had no such compunction. Once I made up my mind, I made it happen. This was not a social site for these gentlemen: It was a business transaction. So I learned to be just as straightforward as the Sugar Daddies were.
Some of the men turned me on more than others. But the purpose was not just sexual adventure. I wanted this to be lucrative and safe. I had offers to fly overseas. I had offers for long-term live-in situations. You name it; there were all kinds of options. I was having fun, but I knew I needed to get down to business and make a selection for my first candidate- one that would be exciting for me and comfortable for hubby.
So after some discussion we selected a candidate for my first experience. His name was Frank. He was a 68 year-old businessman from Miami Florida. At 5-10, 220 pounds he was perhaps a little heavy but carried it well. I guessed he probably weighed a little more than his profile indicated. He was bald, which I do not mind at all. I wouldn't say that I was sexually attracted to him, but I enjoyed our conversations and thought we would get along well. The two of us exchanged a few e-mails and had several conversations on the phone.
Frank loved Latin music and claimed to be a great dancer- something that I really looked forward to. He lived in Miami, but often traveled to Atlanta and Charlotte for business. I was to be his travel companion for these occasions.
Frank knew that I was married as well, and he was OK with that. I offered to let him chat with my husband to demonstrate that Brian was fine with this; however Frank declined, saying it was unnecessary.
Frank also indicated that he could not use a condom. This practice made me uncomfortable. However, Frank provided documentation that he was clean and asked that I do the same. Reluctantly I agreed to this one last provision.
Once the decision was made we agreed to our first meeting, which was to take place in Charlotte. It would be a short visit, just one evening to make sure we were both comfortable with it.
Now that the reality of this was setting in, my husband was getting a little uncomfortable. The sex was no problem; Brian was a little excited about that. But since I would be traveling alone, and we had not previously met this guy, he was concerned for my safety. I have always been able to take care of myself, but there are a lot of kooks out there.
It took several days, but eventually hubby seemed to be settling in fine with the decision. Perhaps he was even a little excited.
Frank provided us with the details of our first trip. The date was non-negotiable and I soon learned that I would need to be flexible to the schedule of my sugar daddies. Frank offered to fly me to Charlotte, though I felt more comfortable driving there. The security of having my own care was worth the two-hour drive. I also insisted on my own room at the hotel. To my relief Frank agreed to both.
A few weeks later I arrived that the Omni Charlotte Hotel in downtown Charlotte. I spotted Frank waiting for me in the lobby. There was no doubt is was him and I just walked up to him, gave him a hug and said, 'Hi Frank'.
As he hugged me, Frank turned his head to give me a little peck on the cheek. He seemed like the nice gentleman I expected. "Its good to finally meet you Kathy, how was your trip."
