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The Kiddie Car Apprentice

Posted by: Age: 49 Posted on: 2 comments
8 likes 1945 views Category: Masturbation Male-Male Tags: mutual masturbation, teen, exploration
Another story from a client. Many years ago, I was the manager of a retail store specializing in what I called "kiddie cars." There was a teenage salesman there who I wanted to 'play' with. It finally happened.

The store was part of a short-lived manufacturing company that made what amounted to adult, pedal-powered cars. They were really too heavy to go up any significant hills, so people tended not to buy them, and the company went out of business. While it lasted, I was the store manager. There was a nineteen-year-old fellow working there with me as a salesman who I found very attractive. He was skinny, a bit on the short side, with close-cropped curly blond hair. I started developing a fixation on him. I mean, I really wanted to play with his dick, and have him play with mine. Since the kiddie cars weren't popular, and after an initial flurry of interest and sales that died down, the company had to fire the other workers in the store, leaving just the two of us. Any time we were alone in the store, which was often, we'd get to talking. I always tried to steer the conversation to sex, and especially masturbation. Sometimes, he went along with it, but mostly not. I finally got him to admit he masturbates. And, I said I do too. Frankly, I think he was grossed out by the thought of this older, balding man masturbating. Well, I kept trying. In a weak moment, I offered to pay him money to masturbate with me. Fortunately, for both of us, I think, he declined. He wanted me to get him some alcohol since in our state, he was still underage, and that I declined. But, it was an opening. He had accidentally admitted to me that he would masturbate with me, if I gave him a sufficient reason. So, I kept hitting on him. Finally, one day, just after we closed the store, and were putting the money into the safe in the back room, out of nowhere, he blurted out, "So, you want to see my dick, eh?" I practically fainted, but kept it together. In what I hoped was not a too-shaky voice, said "Yes, I would." Without fanfare at all, he started unbuckling his belt, and dropped his shorts. I could see through his underwear that he was already hard. In a moment, his underwear was down around his ankles, and I finally saw the prize. And it wasn't all that great. I think I was fantasizing a small, hairless penis, with small testicles to match. But he had a good seven-incher, with large balls, and lots of hair down there. I had seen him briefly shirtless, and there was no hair on his chest, so somehow I expected something similar down below. But no. Not only was there quite a bit of hair there, but it was almost brown, not light, like the hair on his head. After all too brief a time, he pulled his pants back up. I said, "Hey, with that boner, don't you want to jerk it off?" He sheepishly admitted that he would be willing to masturbate in front of me. So, his balls and all were more developed than I had figured, but I was still very attracted to him. I told him to hang on a sec, I was going to go get some toilet paper so we wouldn't make a mess. I left the stock room and walked over to the bathroom, about 30 feet away, got some toilet paper, and returned. He was holding his hand out, palm up, and it was full of cum. He grabbed the toilet paper and wiped it off. Sure enough, he barely touched himself, and ejaculated within microseconds. I was so sorry I missed it. I asked if he wanted to see me jerk off, but I already knew the answer. A couple weeks later, he wanted to come over to my house after work. He had some lame excuse about wanting me to see a basketball game with him on a VHS tape (it was that era). So we went to my place and stuck the tape in the player. But it wasn't basketball. Er, actually it was, but the players were all women, and they were stark naked. Practically no sooner did we start the tape running and I realized what was happening, his pants were already down around his ankles, and he was wanking away. I sat on the other side of the sofa, pulled down my pants, and jerked right along with him. As you can imagine, even though I like women alright, my eyes were glued on him. And here's the good part: He wasn't watching the tape either. He was watching me! That did it! I came way too soon! Another week passed, and he wanted to come over again. No pretense. He whispered to me between customers that he wanted to jerk off with me again. I was all for that, but hoping it would be something more than just jerking side by side. It was! As soon as we got to my place, he said he always wanted someone to stick a finger in his ass. Just like that. He just came right out and said it. I offered to be the one to do that for him, but said we couldn't really do it in the living room. I took him to my bedroom, and without needing to exchange words, we both removed all our clothes. I dipped into the bathroom (quickly) and came back with some lotion. I had him get on all fours on the bed, with his ass in the air. After some stroking of his back, upper arms, calves, and thighs, I started massaging his ass. I was happy to see that although his balls were hairy, his ass and asshole were still young and hairless. He was moaning in joy with all my massage-like attention. Then, I spread his ass cheeks a bit more, and started rubbing the tip of my index finger lightly around his asshole. He said it was all he had hoped it would be. I replied that this was just the warm up, and with that, I started pressing my finger directly, but slowly, with a twisting motion, into his anus. His penis had been hanging down, good and hard, but it became even harder with my finger in his butt. I pushed forward against his prostate, and felt contractions almost immediately. He ejaculated all over the towel he was kneeling on. I figured he'd be done at this point, but he then offered to do the same to me. Now, I've had fingers in my butt before, but I always love it, so of course I accepted his offer. He fingered me, going in perhaps a little too fast, but I figured with practice he'd get better at it. I didn't cum, but enjoyed it very much. After perhaps five minutes, he pulled out, and flopped on his back on my bed. He wanted more! Now, most guys lose it after ejaculating, but not this guy. So I jerked him off, and he came again. Now, finally, he was softening up. But, he wasn't done. He then reached out, and jerked me off, and I came so hard some of it hit my chin. That was years ago. We kept getting together every week or so until the store closed about six months later. I have since lost track of him, but heard through the grapevine that he is successful, happy, married, and has two kids.

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