The Education of Grandpa - 6. Enlightenment in Boston 

As he started to stand, Geoff grabbed hand, “There is something I want to discuss with you. You appear to be someone who would listen and give me advice about my concerns.”

A surprised Jason sat back down.

Geoff began speaking in a quiet and shaky voice. “There is more to the story I told you about my grandson giving me his old computer after I bought him a new one. He and his friend Mason came to my home on a Friday afternoon with the computer. After setting it up, their education of grandpa began. While I was somewhat familiar with computers, I had never done a web search. Knowing that I have an interest in trains, they taught me how to access the Amtrak site and plan train travel. I was astounded at the amount of information available concerning just about any subject. That night the two boys slept at my home in one of the spare bedrooms. Ever since we had the first of our seven grandchildren almost twenty years ago, it was common for one or more to stay at our home weekends. The two spare bedrooms were set up for them. One room had a bunk bed and a single bed for the grandsons. The other room had a pair of single beds for the granddaughters. My wife and I were official babysitters for the grandchildren. We really enjoyed having them over the years.”

“The night of the computer installation, my grandson, Alan, and his friend Mason slept in the boys’ bedroom. Early the next morning nature called me, and I got up to take a piss. The door to the boys’ room was open and I looked in on them as I walked to the bathroom. Since the room faced the back yard, there was no need to pull the shades. The morning sun shone in, and I was surprised at the sight I saw.”

“Both boys were in the same bed. The covers had fallen back, and Mason’s bare ass was clearly visible. It would be an understatement to state that I was surprised that my grandson and his friend were sleeping naked together. Following my piss, I returned to my bedroom and thought about what I had just seen. As I thought about the two boys cuddled together, a long lost, or maybe suppressed, memory arrived. I had not thought about the times my friend, David Mitchell, and I had slept together when we were in middle school, nearly fifty years earlier. David’s father was a train enthusiast. The father and David had built an impressive model train layout in the basement. Starting when we were ten-years old, I would visit David and help build model buildings and operate the trains. Eventually, we discussed more than trains. While I cannot remember the details, we eventually jerked off together. Now, fifty years later I can visualize David‘s impressive cut dick. The shape of the shaft was unique. It was somewhat flat, not round like my own and dicks I had seen in the shower at school and camp. David told me he got off by putting a sock on his dick and laying on his stomach in bed. He would move up and back until he shot his load. I wondered if David’s dick was flat because he pressed it against his bed when taking care of himself. Once when my parents went away for the weekend, I stayed with David’s family. An old-fashioned army cot was set up in David’s bedroom for me. With the door closed, we got naked and began jacking off while sitting on the beds facing each other. Eventually we were in David’s bed lying next to each other. We each had a hand wrapped around the other’s dick and jacked it off. We shot loads on our stomachs and chests. After wiping ourselves clean we stayed in David’s bed, naked, all night. The next morning, we had another session. We had a couple of more sessions and then drifted apart.”

With thoughts of Mason’s bare ass in bed with my grandson, I relived the memories of almost 50 years ago and reached for my dick. I could not remember the last time I had taken it in hand. With thoughts of jerking with my buddy of many years ago and visualizing the cute, bubble ass of Mason down the hall, my fist soon had my dick hard. It had been months or longer since last stroking and at least two years since fucking my wife prior to her illness. While giving myself pleasure, I chastised myself for imagining what my grandson and Mason were apparently doing. Suddenly I felt my juices rising. At age 64, my cumming did not send spurt after spurt to my chest with some shooting to the chin and lips. However, the feeling of the jism landing on my stomach as I laid in bed was just as intense as I remember as a teenager.”

“Later that morning, following their run, they went upstairs to shower. I went upstairs to dress. As I passed the bathroom, I heard voices and giggles. Obviously the two were having more fun following their night of sleeping naked together.”

“From that moment, I became obsessed with the thought of what Alan and Mason were doing together. I began jerking off daily, either thinking of Alan and Mason, especially Mason’s cute ass, or my playtime fifty years earlier with David.“

“My computer tutorials continued. Occasionally, Mason would place his hand over mine as he helped me navigate the mouse. I admit that those touches sent a message from my hand to my dick. At my request, Mason taught me how to do a person search. He thought nothing unusual about my desire to find a high school acquaintance. We discovered David owned an insurance agency in the next town. I called him and suggested we reminisce over lunch.”

“The trip down memory lane was not arousing. When he walked into the restaurant, I realized the years had not been good to my old friend. He appeared to be at least ten years older than me, even though we were the same age. Our conversation was bland. He saw me as a potential insurance client, nothing more. I remember his comment about our school days: ‘We certainly did strange things together. I guess that was just part of growing up and is the kind of stuff one wants to forget’.”

“I realize now, I subconsciously hoped to renew our friendship and sex play. By the end of the meal, I was happy to escape.”

“About once a month, I have lunch with some retired friends from work. When I told them about my new computer, one of them joked, ‘I assume your grandson’s lessons do not include the wonderful world of porn.’ Actually, I had no idea what he was talking about. As he and I walked to our cars, he told me about the tits and pussies he had viewed the previous evening while his wife was at her weekly quilting group. He took my score card and wrote ‘Wikipedia porn.’ He told me I would find information there that would blow my mind. I did and wow, I was amazed. Never did I believe such stuff was easily available. Some sites were free, although you were encouraged to use tokens purchased by credit card to give performers tips to do special acts. I soon discovered that the sites had more than tits and pussies. You could select Women porn, Couples porn, Men porn or Trans porn. At first, I did not understand Trans porn. However, web searches enlightened me. I soon discovered that I was dividing my porn time between Couples and Men. When I watched couples, I was most interested in what the dicks were doing, not pussies or tits.”

“While most of the performers were between eighteen and thirty, some were older. In fact, I enjoyed watching guys my age. Eventually I found another site, gayauthors.org. The stories there introduced me to a whole new world.”

“You are the first person I have opened up to. No one suspects I am anyone other than a straight grandpa widower. Actually, I wish I could find men for sexual experiences and hopefully develop a meaningful relationship. When you told me you had a partner, I suddenly realized regular guys can have relationships. Up until our conversation, I assumed man with man relationships were just actors on porn or in stories of fairy tales about guys. First, realizing my grandson was in a relationship and now you, a regular guy, is in a relationship, has opened a new world to me. “

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Thank you for your comments. They are very much appreciated and help me develop this and future stories. A big thanks to pvt guy for his edits and comments. The make this story readable while also making it appear that I have mastered the English language.