Grace was an old friend of my mother. I did not think of her as elderly, but she was older than my mom and probably old enough to have been my grandmother. I have to say that I hadn't really thought about it much, if at all.
Grace had been a friend of my mother for as long as I could remember. She may have babysat me when I was younger, but I do not remember that, if she did. I knew very little about Grace. I did not know if she was married, divorced, separated, widowed, or just always single. I did not think that I was interested, she was just Mom's friend.
Up until the events below, I had only ever seen Grace when she would visit Mom at home, just for a coffee and a chat. I called her Grace because Mom called her Grace. I only knew her as Grace and did not know her surname. I had no reason to know anything more about her and, generally, I was not interested in knowing more. I had always thought of her as a 'serious' type of person and, at my age, that was not the sort to interest me.
Although I knew nothing more about Grace, I found out that she lived alone, not far away from our house. I discovered this when Mom asked me if I could go over and cut down an overhanging branch in her back garden. It seemed that Mom had offered my services to her friend, possibly because of similar jobs that I had done elsewhere.
So it was that one morning I turned up at Grace's front door with a woodsaw and dressed in jeans and a t-shirt.
Grace opened the door wearing a light blue housecoat. I had not thought about Grace in any particular way before and this was really the first time that we had been alone together. I was a typically horny young man, so I started to notice her as a woman. A young man may not notice much, but he does notice things like that.
I couldn't just stare at her, of course, but she offered me a glass of water which I accepted because it was a warm day and we made some polite conversation, which was a novelty because I don't think we had exchanged anything more than a couple of sentences before. I noticed her red hair cropped close to the head with ringlets, a nicely curved bow of an upper lip above a lower lip of pleasing fullness. She must have been in her late fifties but she looked good for her age, some wrinkles about the face and neck but nothing unbecoming. I would describe her as gracefully mature.
No obvious make-up, which probably means not excessive. If make-up is not plastered on, I hardly ever notice it. Ever.
The housecoat came down to her mid-thigh. Although I could not see through it, the way that her body filled it out told me that she probably had a slim figure with a pair of modestly average sized breasts. Larger would have been intimidating and distracting, while small would have been disappointing, so tits in the Goldilocks zone.
I had also not seen her before standing beside me. My usual encounters with Grace had been her sitting down with Mom, usually drinking coffee. She was not as tall as I had imagined, standing at about five foot five, a few inches shorter than myself.
I finished the water and she led me into the back garden, which gave me further opportunity to watch her move and deduce more about the body under the housecoat. She moved lithely, the housecoat only tightening across her breasts and fitting loosely until what appeared to be the swell of a nicely rounded bottom lower down. She clearly did not have much surplus weight and I did not think there was much under the housecoat, probably just a bra and panties, her legs were bare. I like a nice round bottom.
I could see why the branch had become a problem. there was too much weight there anyway and it was only a matter of time before it broke off and came down itself, possibly damaging a nearby fence in the process. I tried to cut it into four equal sections, but I then had to trim off the smaller branches to bring them all to a manageable size for disposal.
It must have taken a bit over an hour, I suppose, then I made my way back to the house and the kitchen where Grace was standing at the sink.
"All done, Grace," I said. "I've stacked the wood at the base of the tree. I didn' know what you wanted to do with it."
"Thank you, Gabe. I don't know what I want to do with it either. I'll have to think about it.
"Oh, Gabe, you're covered in sawdust. "
I looked down. Indeed, I was.
"I'm sorry, Grace, I just didn't notice."
"Never mind, I'm sure it will just brush off," and then she started brushing the sawdust from the front of my trousers with her hand.
Oh, my God. I let her do it, although I knew what was likely to happen, I did not know how to easily stop her. I think she just started brushing the sawdust away without thinking and I just let it happen because I was unprepared to do anything else. Perhaps I didn't want to stop her.
Of course, the inevitable happened and Grace suddenly realised while she was brushing the sawdust away from the front of my jeans, she was also stroking my cock through the material. Needless to say, my cock realised that before even I did and started to rise to the occasion.
"Oh," she said lamely, stopping suddenly and pulling her hand away. "Maybe you had best finish doing that."
If I had been a bit younger, or maybe not as turned-on as I was, I think I would just have left it at that but I now thought that I had gained what I considered to be some insight into older women and what were sometimes quite complex patterns of desire.
I have to say those insights occasionally led me into unwise and unfortunate courses of action, but not on this occasion.
"That felt nice," I said.
"I expect that it did, Gabriel, but I don't think we need to discuss it."
I noticed how the informal "Gabe" had changed to "Gabriel", a more formal address. I was unsure what that meant, although I guessed that there was an implied message that we should be dealing with this situation like responsible adults. However, I saw it as an acknowledgement that she had felt my stiffening cock through the material of my jeans and, more importantly, that she knew she had made it happen. And that made it feel even stiffer. I knew that she knew that I knew that she had been stroking my cock, and she didn't want to talk about it.
She felt uncomfortable and embarrassed and she didn't want to talk about it.
I didn't feel uncomfortable, at all, talking about it. One of the things I thought that I had learned was that talking through a situation often felt better and worked out better than shying away from it. I could be embarrassed by an inconvenient erection but, equally, on occasion, I could be emboldened by the proud stiffness of my young body. I wanted Grace to look at my big stiff young cock, although I felt a little guilty at wanting her to.
I did, however, feel that it wasn't my fault and it was hers, so I felt emboldened by that.
"I'm sorry, Grace, but it did feel nice and, although I do feel embarrassed having you see me like this, it still feels good.
"I'm sorry," I said again, although I did not feel apologetic.
"No, Gabe, you haven't done anything wrong, so you shouldn't feel that way. I should have known better, but I didn't realise that a young boy like you would have physical feelings like that with me.
"It's kind of nice and flattering, Gabriel, but we both know this is wrong."
I noted her reference to the 'young boy' meaning me. She was trying to assert authority, emphasizing the age difference and telling me that I was just 'a young boy'. I felt that I had the confidence to tackle that and, anyway, I was nineteen.
"I'm sorry, Grace, but I don't think of you as being old and unattractive. You might be an old friend of Mom's, but I've never thought of you as an old woman. It's just so easy for me to get turned on, whether accidentally or otherwise. "
"Otherwise, Gabe? You surely wouldn't think I would do this on purpose?"
"No, Grace, of course not, but I'm afraid that I am just a horny teenage boy and my brain and my body go at different speeds and often in different directions. It's not easy. I'm sorry, Grace."
I mentally slapped myself. "Don't keep being so apologetic! You don't need to be apologetic," I told myself.
"Actually, Grace, I'm sorry that we seem to have reached an uncomfortable situation, but I can't be sorry that my body wants to show that it likes you, even though that is embarrassing and a bit uncomfortable for both of us. My body can be a bit too honest for me sometimes."
I could see that surprised her. She didn't expect me to be assertive like that. She did not expect me to be candid, like that.
She relaxed. She had not expected to be reprimanded and she was now closer to accepting what I was saying and respecting it. Our roles were reversing a little.
"Yes, Gabe, you're right. I think your body is a bit too honest for me, too. I understand, and there's no reason why you should feel uncomfortable about it, either, it's just natural."
I noticed that I was 'Gabe' again. I saw that as a good sign.
"Actually, Grace, I didn't mean socially uncomfortable, my 'honesty' is literally physically uncomfortable at the moment and I'm not too sure what to do about it."
"Oh, I see, Gabe. Well, would you like to go to the bathroom?"
"To be honest, Grace, I would feel awkward going to the bathroom right now, because I know that you would know that I was going to the bathroom to masturbate. I would kind of feel that to be a bit shameful and disrespectful to you, especially since I think we have reached a certain level of honesty with each other, now."
Grace didn't say anything, but just looked thoughtful. Talking things through seemed to be opening up possibilities, maybe because my conversation was taking both of us into uncharted territory. It felt exciting but I think, dear reader, that you will have guessed which part of me was getting most excited?
"Actually, Grace, just talking about it now with you only seems to be making me more excited, but I don't think that I feel uncomfortable in the same way as you do."
Still saying nothing, she moved her hand back to the bulge in the front of my jeans, feeling my stiffness through the fabric. It was becoming more uncomfortable. I covered her hand with mine, holding it there upon my constrained erection, which I imagined struggling for freedom.
I noticed that, although her hand was back feeling my cock with only the denim stopping direct contact, she had done nothing more than she had already done.
"Oh, Gabe!" she said with a hint of sadness, which I took as an acknowledgement that my problem was real, because she could now feel the increased stiffness. There was a hint of reluctance, or confusion, there too.
"Can I take it out, please, Grace?"
She said nothing, although I thought she was breathing heavier, but I wasn't really waiting for a reply. Moving her hand to one side, I undid my trousers so that I could release my uncomfortable cock. It felt really good. I replaced her hand upon my now exposed and growing erection, so that she could properly handle it and feel it doing what came naturally. By putting her hand back there, I was giving her permission to be feeling me. I was not sure that she wanted to, though.
"I wouldn't want any misunderstandings," I said, and then wondered why I had said it. I probably just felt that I needed to say something.
"I don't think that there's any misunderstanding," she said, weighing my cock in her hand, "I don't think there's anything to misunderstand here.
"It's a size," she said.
I wasn't too sure what she meant, I don't think of being particularly big, but I assumed it was a compliment and an appreciation of its nearly full erectness. It is also possible that she hadn't felt one in her hand like this for a while - certainly not a horny teenager's. Maybe it had been a comment about how grown up I now was.
I didn't know. I was aware, though, that I probably appeared more confident than I really felt. I was excited that I had got my cock out of my trousers for Grace, but I was uncertain that I should have done
Her hand moved along the length to the tip and then back again to cup my balls. I'm really not sure how big it was, but it was beginning to feel as big and heavy as it had ever been. I like to think that it was seven inches - it might have been - but I was not in any position to measure it. I felt proud for it to be large like that in Grace's hand and for her to be looking at it.
"I'm sorry," she said.
"What you said about your body being too honest for you, I know what you mean, Gabe. I think my body is being a bit too honest for me too. We shouldn't be doing this."
I also knew that we shouldn't have been doing this, but it also did not feel to me that Grace was an unwilling party. I sensed some kind of excitement hiding just under the surface.
"No, we shouldn't, Grace," I say, knowing that wasn't going to stop this happening. I was interested in what she meant by her body being honest now. I unbutton her housecoat. Her hand moves along my erection again.
Slipping my hand inside her housecoat, I discover that, as I thought, she is wearing only a light bra and panties underneath. My fingers touch soft flesh at her waist and I move my hand upwards to the cup of her bra. It is easy to slip my hand inside, but I could already feel the hardness of the nipple as my hand moved over the material. Her breast gave a pleasing fullness in my exploring hand.