First and foremost, this is a story of fiction.
Names are also fiction.
Part 1.
A few weeks ago, my family went on vacation to a popular beach. Tall hotels and condos border the coastline.
My mom (48) Jeny, dad (51) Bill, sister (22) Brie, brother (23) Jerry, and me, John (24), along with our grandmother on my moms side (67) Erin.
We arrived on Sunday, and were all in different rooms. I was with Jerry and our grandmother had her own room that each of us kids were going to spend a night or two with her over the vacation time we had. Grandma although old given my perspective on her age; she was still a relatively fit...ish and very healthy older woman. Like my mom, they both played tennis and went for long walks. Ate healthy and never smoked anything and rarely drank anything.
Brie was to spend the first two nights with Grandma, but decided on Monday night to not spend the second night with her, so Jerry and I were offered the bed for that night (separate beds!). Jerry said he also didn't really want to spend two whole nights with Grandma, so I said I will fill the spots the others left vacant.
This gave Jerry and Brie their own space.
We would spend the days on the beach, or along the boardwalk, or in a local park. Just enjoying the place, and our time together on vacation as a family. Even though we were all grown, we all still lived together in one house. Except for Grandma who lived a few miles from us, though in the same town.
Now, grandma, to me, has always been attractive. I would expect she isn't. She is tall, at just under 5' 11. Me, I am 6 foot. So, to me, she is the same height as me. She also has a small grandma belly, one that you know has had children. At least, that's how I see them. She has thin legs, and her breasts are a good C cup. She definitely needs a bra as they are saggy. She loves wearing sun dresses. Rarely wears shorts unless gardening.
So, one day, early into the vacation, grandma asked me to go with her to the park while the others went to the beach with the expectation that she and I would join the others later in the afternoon after lunch. Grandma wanted to spend time with me because I think I was her favorite.
Well, Grandma and I left for the park in the midmorning after having breakfast together in our room. She made me cereal and she had toast with jam on it. We then had some coffee together while watching from the balcony of her room, all the people heading to the beach.
Grandma has a sense of humor that is kind of shall we say on edge. She sometimes says things that you wouldn't expect from a mature lady. Nonetheless, the more I could learn about her and her life, the better. I was very attached to her growing up, and more so now. Like I said, I always found her to be really attractive, though she wasn't a natural beauty.
I have always liked mature women and my last girlfriend was in her late 20's. Grandma and mom used to make fun of me, but it was just that as they were very supportive. My mom even offered to set me up with one of her friends - though I was sure she was joking.
We left our room mid morning and slowly strolled to the local park. We talked the entire time. She asked me all sorts of questions about my gf's and life in general. We sat on the grass and talked for what seemed hours (it was) as I also asked her about her life and whatever questions she asked me, I also asked her. It was kind of the same thing I do on a dating website where I ask the same question that I was just asked and it often leads to something happening either sexually online, or an actual date. I kind of had a feeling inside that was much like I got from these sorts of questions from 'mature' women that I normally chatted with and dated online. But, this was my grandmother. So, I would shake my head to get rid of the rising thought.
We were laying on the ground under a tree in the shade and enjoying the warmth. Eventually, I rested my head on her tummy. Thinking nothing of it. We lay like that just looking up at the sky, staring at the clear blue sky between the green leaves. Something that I loved to do. I actually taught her to do that. Most people just look at the sky, but don't appreciate the leaves and branches at the same time. Grandma loved the idea that I could teach her something.
After about 10 minutes laying there, with my head on her tummy, she began running her fingers through my hair. This wasn't unusual for her to do. But.... that moment, it was different for me. I almost immediately became aroused with the feeling of a mature woman running her fingers through my hair.
I said to her, "you know grandma, people might think we're dating if you keep doing that to me in public."
She stopped. Then said, "let them think what they think." then continued to run her fingers through my hair.
I let it go on for about five minutes until I could feel myself now getting physically aroused. I then turned over so my crotch was facing the ground to hide from anyone my arousal. She had no idea. I lay with my head still on her tummy, but facing the tree trunk, and my now definitely growing penis pressing against the ground. She continued and then stroked my neck. Nothing more than she would normally, but it was hot out, it was her being mature, I wasn't looking at her to register that it was my own grandmother, and I could feel the fingers and hand were not of someone young - something that I was attracted to.
We lay there for probably another hour or so just enjoying the surroundings and each other.
Grandma then said, we should go for a walk. I was so aroused that I actually said to her, "Grandma, I can't at the moment."
She asked me why not, what was wrong. I then told her that all her caressing of my hair had 'done something to me' and I needed a few minutes.
She laughed. Said, "really?"
I said, "Yes, actually!"
"But, I'm old," she said.
I replied, "you know I like older women."
"I'm also your grandmother." she said in a hurry. I told her, it didn't matter, as I wasn't looking at her, and it just happened.
She asked me, "what, this just happened now?"
I said, "no, an hour ago."