Initiation in the Garage

By rockerroy2

Published on Sep 13, 2024

Gay

After Tom had gone, I had to clean up the gooey mess in my underpants - I was amazed that the sight of his teenage dick being abused in my garage had been sufficient to cause me to ejaculate, beautiful sight though it was. I had nevertheless enjoyed my swift orgasm, and my mind started to think about how I could perhaps become more intimate with Tom, in the future, with such an age gap between us. I went indoors, removed my jeans and discarded my wet pants into the linen basket for washing later. To my surprise, even thinking about future possibilities with Tom caused my cock to stir - and so soon after having already cum ! I did think about masturbating properly on my own, but decided it could wait, so I cleaned up my semi hard prick and donned nice dry underpants, which then retained my warm glow, quite nicely.

I idly wondered how long it might take Tom to come back to see me again - and it was difficult for me to get the sight of his lovely teenage cock , spurting, off my mind. I realised, after thinking about it, that it would need to be me that took the initiative if anything further were to become possible ; Tom simply wouldn't have the nerve to approach someone so much older than himself. It was quite a dilemma - would he even want to ? I daren't risk becoming known in my village for inappropriate behaviour, let alone with a minor.

Nearly a week elapsed, when, by chance, I bumped into Tom's mother, Jan, in the lane where we live, both of us out walking. She was a very pleasant lady of about 40, and even she was so much younger than I. Like Tom, she too had auburn hair, and was quite attractive, but I knew she lived alone, with just Tom, and with no partner. She stopped to chat, and after the usual pleasantries, she told me how grateful she was for me having taken the trouble to help Tom with his motorbike project. She explained that, with no father figure at home, she worried about Tom and his growing up, with no male influence, to become a man. I said I was happy to help, Tom and I had more than a few shared interests. We were standing quite close together, because of the occasional cars passing in our narrow lane, and, for the first time, I noticed that she had quite ample boobs, and I found myself casually wondering whether, as with Tom , she had a ginger bush. I had never had a close- up conversation with her before, and just like Tom , she struck me as being a really nice person. To my shame, after she told me how long she had been on her own, I also briefly wondered how she satisfied herself, sexually. But she again expressed her gratitude (re Tom) and we both went on our respective ways. I couldn't help noticing too, as we parted, what a nice ass she had.

Later that day, after school , Tom visited me in the workshop, and we talked about motorbike stuff. I caught him glancing at my magazine stash, a couple of times. I offered him a tea, or coffee, with the thought that, if I went back indoors to make it, Tom would again be left alone, but to my disappointment, he declined the drink and said he had too much homework to do. Neither of us mentioned anything about the magazines, or sexual matters. My restless cock was not going to be entertained, and Tom left , without me having made any progress.

Three days later, our paths crossed again, in the local shop , and Jan and I again had another interesting conversation. I felt there was something on her mind ; several times she started to say something, but was hesitant, and, I thought, looked slightly worried. After we went separate ways, I pondered on what might be bothering her, but by talking, we had, at least, got to know each other a little better. I liked her both as a person, and as Tom's mother. I had continued to wrestle with my conscience about whether I should even attempt to take things further with young Tom, there was such an age gap between us. But the lure of his beautiful cock was strong, I found it difficult to get those images of his young cock spewing spunk onto my magazine, out of my mind.

Tom visited me twice that week, we sorted some of his bike issues, but on each occasion, he was in a hurry, and I hadn't even made a decision about approaching him, never mind got a plan. I still wondered if he'd even be at all interested ?

But then, once again, I bumped into his Mum, this time in the car park outside the local shop, as she was leaving, and I was arriving. She was dropping her shopping in her car as I spotted her, and she came across to mine - clearly intent on talking to me. She said "Hi Roy, look, this is going to be a difficult conversation for me, but Tom seems really fond of you, he trusts you, and I like you, too. I have a really big favour to ask - I wanted to ask you earlier, but this is really quite embarrassing, for me". I wondered what on earth she was going to ask of me. We were in the carpark, so although it was in a public place, we weren't anywhere where our conversation could be overheard. I said "Just ask, I'm happy to help". She looked at the floor, took a deep breath, and said " you've had children of your own, you know how difficult being a parent can be, and particularly for a single female, with a teenage son, some conversations don't come easily. I'd like you, if you don't mind, to have a conversation with Tom about ...." She trailed off a bit, losing confidence, I thought, then she went on hesitatingly " you know - the sex thing - the conversation that all parents have with their children growing up - Tom respects you, and I think that conversation will be too difficult for me to deal with, as a single woman - I've been on my own a long time, and I don't want to risk things becoming difficult between Tom and I , as a result of me fumbling that issue" . She bit her lip a little, then went on to say " I have become aware that Tom has recently started masturbating regularly, - as we all do - I am his mother, and I do all the clothes washing . You can maybe talk to him, and introduce him to things, tackle subjects, that I couldn't possibly do" . I was quite taken aback by her direct approach to me, on such a sensitive subject , and had to think quickly. " Yes, I can do that, but it will have to be approached carefully, at a time and place of my choosing - it's just too personal to suddenly spring it on Tom, out of the blue, a talk by a near stranger".

I could hardly believe my luck - I had been thinking for so long about how I could conceivably approach Tom, and now, suddenly, I was being given a green light, by, of all people , his mother. ? My cock was stirring, but I wasn't sure whether it was with thoughts of young Tom, or because of such direct talk around masturbation from a young (to me) adult female, whom I scarcely knew.

Jan said "I will leave it with you, then, and thank you !" She walked away , back to her car. She really did have a nice ass ! My mind was in a whirl, I knew I'd have to come up with a plan, but simultaneously, not betray her trust - Tom would have to be fully consensual.

When Tom next came around he was very cheerful and keen to talk about what he was learning at school, and then he added " but I am also learning a great deal from you, about things we don't get to know in school". I prompted him to tell me more. He told me that, in addition to all the curricular stuff, he was also learning about life from the other boys of his age. " They're always talking about girls, what they do with them, how far they get to go, and so on" . He added " I worry sometimes that I'm not like them, I'm not infatuated with girls, in fact , I'm not really interested in them" . He went on to say " When we go into the showers after football, girls are all they talk about, but when I look around me, at all the wet, naked boy bodies, I am happy to be there, with just male company". Tom's words prompted me to think about my own experiences at his age, and his talk of boys showering together brought back my memories of seeing such a variety of developing male anatomy, exposed together. I had attended an all-boys school, and had always really enjoyed ( secretly) looking around the locker room at youthful developing penises and balls - such a range of interesting cocks, mainly fully intact with wrinkly foreskins, but also a few circumcised bell ends, like mine. Some getting hairy and bigger, some still childlike. They were happy times for me, but I remember having to stop as I cycled home at the end of the school day, to have a wank in the conveniences at a public park, to relieve the ache that had developed in my balls from having seen so many varied, delightful, and interesting cocks. It was always difficult to hide the fact that I liked cock, from the other boys. My wank in the park would be further stimulated by the graphic art on the cubicle doors, and the gay story/messaging adorning the same doors and walls. I wondered if Tom was going through exactly the same questioning period of his life, and whether he was equally nervous about what other boys would think of him.

My thoughts were interrupted by Tom's next statement - " When I look around the locker room, I just admire the male bodies there, and ......" . He came to a stumbling halt, but then continued .. " I want to reach out and feel another boy's penis in my hand ..... it is so difficult to keep my body under control ... I just have to get dry and get dressed quickly."

My heart went out to him, I could see he was struggling with coming to terms with his sexuallity. He did look very young for his age, with his freckles and ginger hair, but I could tell that he was already much more advanced sexually than his mother would have thought possible. Having seen his beautiful cock, and watched him masturbate to gay porn, I knew that his body was mature, even though his face was so young.

" Do you think that is wrong, - am I just perverted ? The other boys would hate me if they knew my thoughts. " I put my arm around his young shoulders, instinctively protective of him . " No, Tom, you're fine, you're just going through a period of your life where you have to learn a lot in a short space of time, but I may be able to help you along the way". I could see the start of a tear in his eye, and suddenly he threw his arms around me in a tight hug, taking me by surprise. The hug lasted longer than perhaps it should have done, and there was no mistaking the feel of a rigid outline pressed against my upper thigh, close to my crotch. I felt a strong urge to just kiss him , but I knew that I mustn't act too hastily. We let go of the embrace and stood back from each other. Tom was clearly embarrassed by having revealed his innermost thoughts to me, and his eyes were closed. I took the opportunity to glance at his crotch, and even through his school trousers , I could clearly see the outline of his hard dick, including the outline of the ridge below his nob end, which had just been pressed against me. His cock was a good six inches, and had a wonderfully defined helmet, even when shrouded in foreskin.

"I think I should go" he whispered, turned and left, leaving me wondering whether he would need to enjoy a nice wank, as soon as he got home. That thought suddenly gave me inspiration about how I could proceed

Next: Chapter 3


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