Many thanks once again to tangentjoker who edited this story.
All the characters are age 18 or older.
This story is fiction. It is based only on my imagination and a fantasy or two.
*
My name is Rick. I am a good looking, well hung, young man aged 27. I stand 6' 1" tall, weigh 190, and I'm well built. I rarely lack female companionship, if I want it.
The women in my life are usually in their fifties at least. Occasionally, they are in their sixties. I adore older women. They have so much more experience with life. So much more knowledge. They are more often realists. I really don't care if they are attractive or not. Only that they want to be with me. Most of my affairs are short lived, but I do have a lot of variety in my sex life.
The whole thing started with Jenny. She invited me out the first time. She asked me to go to a singles dance with her. I agreed. We had a good time. Jenny got some curious looks from some people. Envious looks from a lot of women. She was an average looking woman, in her fifties, with a hot young stud. For myself, I found her to be an intelligent and interesting woman. She was very knowledgeable and kept up with the news.
Within a matter of days Jenny and I were lovers. The first time was a Saturday afternoon and evening of almost nonstop hot loving. Jenny became infatuated with me to the point it was discomforting. She was constantly telling me she would do anything for me. Anything at all. I didn't take as much advantage of her offer as I should have. It seemed a bit masochistic. That bothered me a little, especially since it didn't seem to fit in with her personality. But in other ways it was an ego boost. In fact, my actions probably were a response to it.
I told her I didn't want to see her any more.
"Is there someone else?" She asked.
"No, but I want to be free to have someone else," I informed her.
"You can Rick. I won't stand in your way." She was almost crying.
"Just by people knowing about us will make it hard for me to meet someone else," I explained patiently.
"I can find someone for you Rick. I'll do it," she sobbed.
This is when my bastardly ways took complete control. My diabolical scheme was born. You may call me an asshole if you wish. I will transcend such childish name calling. Even when it's true.
"Ok, I'll give you a couple of weeks. After I make love to someone you send to me, you can see me again." There was a little more to the conversation, but that was the gist of it.
I kind of missed Jenny. She was very good in bed. She loved my big cock. I liked talking to her.
Less than a week after I had sent Jenny away, I got an email from her.
"Contact Trish." With a phone number. "She's expecting your call."
I called the number and spoke with Trish. We agreed to meet for dinner the next evening.
Trish was aged fifty. She was about 5' 4" and was a bit chunky. She had nice tits and a pleasant face framed by nice blond hair that was cut short.
"Jenny told me all about you," Trish told me. "You sounded like someone I'd like to meet. What are you looking for?"
"A relationship," I told her. "A romantic relationship."
"Even with someone twenty some years older than you?" Trish asked, her eyebrows raised.
"That's the best kind," I answered.
We had a pleasant meal. When we were leaving the restaurant, I invited Trish to my place.
"Jenny had nice things to say about you. So I guess it's ok," she replied.
At my place I offered Trish a drink, but she declined. I sat beside her on the couch, putting an arm around her shoulders. With light pressure I pulled her toward me for a kiss. Starting softly, we were soon open mouthed and twisting our tongues. My hand was on her tit. One of her hands covered it. I started on the buttons of her blouse, but she took over from my fumbling fingers. She slipped it off and unsnapped her bra. My cock was getting hard and tenting my pants. She rubbed it.
Smiling, she said, "Jenny told me you were hung."