My name is Jack and I am a very bad 40 year old. I have been into older women (50+) for quite some time, but it was my aunt Diane, and my fantasies about her, who really got me interested in mature and sexy women.
Aunt Diane is only 55. A very sexy 55 (and when you do the math, 15 years isn't that much of an age difference. I have been with 2 other mature women older than her. There is nothing quite like the touch of a mature woman.
Now, I have had many fantasies over the years about Diane, starting as far back as me being 18 years old (yes, I was a late bloomer) until most recently. We have always gotten along very well, almost too well. We have shared sexual stories, or ideas, and sometimes pictures, with ease. Nothing feels taboo. It feels natural.
Recently I decided to have a mini-Me vacation, and thought of visiting Diane for parts, or all, of it. She was ecstatic to hear that I had made plans that involved her, and was very welcoming for me to stay with her, and besides, warm weather and the sand between your toes is a very good vacation.
So I packed up and headed to the airport, boarded the plane, and within a few hours, I was in Diane's home town. As I was exiting the plane, and heading to the Arrivals area, I saw Diane in the window waving. I smiled, as I walked a little quicker.
I hadn't seen her for about 6 years and was quite excited to spend some one on one time with her. We always have a great time together, and more especially when it is just her and I.
I got through the doors, and Diane threw her arms around me, which usually land around the middle of my back. I hugged her back and we gave each other a little kiss on the lips. She looked really good, and I mean good. A tight jean skirt, and a low cut loose blouse.
"It's so good to see you Diane," I said.
"You too Jack," she replied pulling on my hand and trying to race to the luggage pick up.
"Which one is yours?" she asked pointing to the carousel.
"The black duffle," I replied.
"There it is." She reached over to lift it off, and as she bent over, her skirt rose a little, showing off a little bit of her ass cheeks, and a hint of a g-string.
My mouth must have dropped as I stared in amazement. She turned around and lay the duffle at my feet. I looked at her again, and I could clearly see down her top from where I was standing. Her pert round breasts were not in a bra, and again, I stared in awe.
"This is too heavy for me, you shou...," her voice trailed off as she looked at me.
I hadn't realized my own jeans were feeling a bit tight as well, due to my ever growing erection.
"Umm Jack... JACK," she said.
I snapped out of it. "Huh? Oh right, yes I'll carry it," as I picked it up and carried it in front of me, in my feeble attempt in concealing my hard-on.
Diane looked puzzled, concerned, and then with a bit of smirk, "Let's go and find my car," she said, with a hint of a giggle.
Oh boy, could I have been that obvious. I must be very red in the face. No, it just must be the heat.
As we were heading down the highway, we made some small talk about my flight, the weather, the town, the beaches.
"So how are you really?" Diane asked.
"Well, I am alright, a bit lonely, but alright," I replied. "How about you?" I asked.
"Jack, I won't lie. I am very lonely, but getting by. I have missed having 'fun' if you know what I mean. But enough about that... I am just SO glad you came alone to see me," she said smiling as she drove.
"You must be starving. What would you like to do for supper?" she asked.
"Well, I do like pizza, and seafood, but not together," I laughingly said.
She looked and smiled. "Why don't we go back to my place, and you can change out of those hot and tight jeans and have a beer with me before we head out," she said.
"That's a great idea," I replied as I looked down at my now semi erection. "That's a really great idea."
We pulled into her driveway, and I grabbed my duffle. "You know where the guest room is. Please, make yourself at home," she said as she unlocked and opened the door for me.