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First Playboy

Posted by: Age: 60 Posted on: 13 comments
16 likes 20 views Category: Masturbation Male Solo Tags: Playboys, magazines, caught

My friend, Johnny, introduced me to adult magazines.


One of the many kids in the neighborhood where I grew up was Johnny.  We were about the same age, so we hung out together a lot since we were little boys, through the late 60’s and early 70’s.

One day when we were playing at his house.  His mother and sister, who was about a year older than us, were also home.  Johnny’s dad was hardly ever around when I was there.

We went up to his room, Johnny said, “Wait here, I want to go get something.”

A moment later, Johnny came back with a handful of Playboy magazines.

I was surprised and excited to say the least.  I knew what Playboy magazines were, but I had never looked through one before.  I had been masturbating for a while, but my jerk off material was limited to the Sports Illustrated swimsuit edition and various lingerie catalogs that would show up every now and then.

“Where is your mom,” I asked, worried that she would get upset with us.

“Don’t worry, my mom says I can look at these anytime I want,” he replied as he handed me a couple of magazines.

Johnny had twin beds in his room, so he sat on one, while I sat on the other as we flipped through the pages and lusted over the beautiful, naked women.  After a while, I noticed Johnny was rubbing his crotch over his pants. I had a boner that was screaming for some attention.

“This is making me horny, I need to beat off,” he said as he pushed his pants and underwear down to his ankles.  His hard dick popped up as he did.  We had seen each other naked many times before, but this was something new.  He reached up on his shelf, grabbed a jar of Vaseline and spread it all over his dick.  He sat on the side of the bed stroking his dick while he looked at the pictures.

“Do you want to beat off too?” he asked.

“Will your mother come in?”

“She doesn’t care, she said I can jack off anytime I want, as long as I do it in my room.”  With that, he tossed me the jar of Vaseline.

I was nervous, but also super horny, so I apprehensively lowered my pants and put some Vaseline on my own hard dick.  I had not used lubrication before, so this was another great discovery for me.

So there we were, each on our own bed, with our underwear pushed down to our ankles, jacking off our slippery dicks as we looked through our magazines.  Johnny’s legs were spread wide and his fist was pumping his dick making a lewd, squishy sound.  I was doing the same and feeling the most intense pleasure I had ever felt.

Right then the door opened and Johnny’s mom and sister stepped in with laundry baskets.  I was shocked and embarrassed, trying to cover up as best I could.  Johnny kept right on stroking and didn’t look up from his magazine.   Johnny’s mom paid us no mind and started putting away Johnny’s laundry.  Johnny’s sister giggled at as she helped her mother.  Johnny’s mother told her to leave us alone.

After she finished putting the laundry away, she tossed each of us a small wash rag and said to us, “Make sure you clean everything up.”

Johnny caught the towel and said, “Thanks mom.”

She then led Johnny’s sister out of the room and shut the door.

I was petrified. Johnny said, “They’ve seen me beat off a bunch of times, don’t worry about it.”

My horniness overcame my embarrassment, so I was back at it pumping my dick to the Playboy. Shortly after that I spewed semen into the towel about the same time Johnny did.  Over the next few years this became something we did regularly.  It was still embarrassing that Johnny’s mom and sister knew what we were doing in his room, but that didn’t stop me.  When I was a little older, I had some experiences with Johnny’s sister. That is a different story.

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