My relationship with my grandmother, who I called Nanny, started when I had just turned 18 and she was 65. She was my fathers mother. My father was a physician and had a home/office combination. The first floor was offices except for a kitchen and dining room. The bed rooms and living room were on the upper two floors.
The cleaning woman came on Thursdays and my mother always drove her home around 4:00 pm. My father always took a nap at that time which left Nanny and me relatively alone. We usually sat around in the dining room. This particular day, Nannie was coming out of the kitchen just as I was going in.
We jokingly started pushing against each other when out of the blue she said "I bet you can't pick me up."
Now, she was very small, only about 5 feet tall and weighed 110 pounds, so I said "I bet I can" and I put my arms around her and picked her up. She started laughing and obviously enjoyed it so I said "Lets see how much you weigh."
I carried her into the office and put her down on the scale and weighed her. After that, every time we were alone, usually for about a half an hour on Thursdays, she would ask me to weigh her which was a signal to pick her up and carry her into the office or other times I would just pick her up carry her up to the scale. I would get hard every time I picked her up and I am sure she could feel my hard cock against her, but she never said anything. The way she always laughed and seemed short of breath when I put her down led me to believe she was getting turned on too.
One day I didn't see her and so I walked into the office just as she was coming out. For some reason, I just boldly walked up to her and put one arm between her legs and the other around her waist and picked her up. She closed her eyes and had a funny expression on her face that I had not seen before. When I tried to put her down, she wouldn't stand up. Her legs seemed too weak to support her. My arms finally gave out and I had to lay her on the floor.
When I tried to pull my arm out from between her legs, she clampled her legs together so I could not get my arm out. I realized then that she was really turned on so I pressed my arm up against her pussy as she squirmed around, and after a minute or so she suddenly stiffened and raised up for me to kiss her. Now this was very unusual because we were not a family that ever kissed each other. Besides, she had her mouth open and obvioulsy wanted me to french kiss her, which I did. I was really turned on by this but didn't realize till later that she had had an orgasm. I had never seen a woman have an orgasm before.
After that, she laid back on the floor with her eyes closed like she was unconscious. It scared me to death. I though I had killed her. I was also afraid someone would come in and see us on the floor with my hand between her legs. I told her to get up but she just laid there, so I finally lifted her to her feet and she seemed to recover somewhat and kind of staggered out of the room.
Looking back on it, the strange thing was nothing was ever said to each other about this, even though this activity persisted. When I saw how turned on she got, I had my hand between her legs every chance I got. Always on Thursdays, when we were alone, I would walk up to her, put my hand under her dress, slowly slide my hand up the inner side of her leg and up under her panties and put my middle finger in her and put my other arm around her waist and pick her up and carry her over to a chair in the office where I would sit down with her on my lap and my hand between her legs and play with her till she had an orgasm.
Actually, I didn't have to do much since she would just kind of squirm around on my hand until she had an orgasm. When she did, she would seem to pass out for a minute or two and then get up and walk away as if nothing had happened. I was always afraid to do anything more in case my father might wake up or my mother might get back sooner than I expected and catch us. Also, I wasn't sure how Nanny would react if I tried to do more. I probably should not have worried because the first time I slid my hand under her dress, along the inside of her leg and up under her panties and put my finger in her, I was really afraid she would get upset and tell me not to do that, but she never tried to stop me. In fact, sometimes I would do it very slowly and play with her for a while before I put my finger in her and picked her up just to see if she would object to what I was doing and try to stop me or pull away, but she just stood there and let me do what I wanted and never objected.
In June I got a new car as a graduation present from high school and the next month Nanny announced she was going to Atlantic City for a weeks vacation. I immediately offered to drive her there. It was a 6 hour drive from where we lived and the plan was I would stay overnight and then return a week later to take her home. She offered to pay for the gas and pay for my room for the night.
We arrived late in the day and then went out to dinner. When we returned we both showered and got ready for bed. We had adjoining rooms connected with a bathroom. I went into my room and got into bed.
Nannie came in and said she would "Tuck me in."
She came up to the side of the bed and started to tuck the covers in and said "Now keep your hands to yourself."
I said "Thats no fun" and reached up to pull her into bed.
I just hardly touched her when she got right in on top of me. Since I was under the covers and she was on top, I rolled her off onto her back and told her to get under the covers, which she did.
She said "Now that you got me here what are you going to do to me?"
I didn't answer but just pulled her nightgown up around her waist. She had nothing on under it so I just started to play with her.
I was surprised when she said "No this isn't right, we shouldn't do this."
I just ignored her and pulled my underpants off and started to get on top of her.
She said "STOP, what are you doing? This is incest. We can't do this. You're my grandson!"
I still didn't say anything but just pushed her legs apart. She reached down and grabbed my cock and said "No, this isn't right. Don't put that big thing in me."
However, while she is saying this, she was guiding my cock into her pussy. By this time she was wet but as I started to put my cock in, she was very tight and I had to push hard just to get it in. I imagine it had been a lot of years since anything was in there. By this time she is really excited and breathing hard and she starts swearing. I had never heard even one swear word from her before.
Now she says "Don't rape me you bastard. I'm your grandmother, you fucker, god damn you, you'r too big. We can't do this, this is incest."
As she was saying all this, all I could think of was "God, I'm actually in my grandmother."
I never got along well with my father who was an arrogant prick and to have his mother on the end of my cock was the most satisfying feeling I ever had in my life. She was so small down there I couldn't get all the way in as I was pounding against her cervix. She had one orgasm after another and would seem to pass out for a couple of minutes each time she came.
Finally she said "Jim, I can't take it any more. You're killing me."
I was afraid she might actually have a heart attack so I shot my load in her which caused her to have one last orgasm. I fell asleep and the next morning I saw she had gone back to her room. I got up and got ready to leave and went in her room.