My Best Friend's Mother


Caution: This Sex Story contains strong sexual content, including Consensual, Reluctant, First, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Squirting, Cream Pie, Spitting, Exhibitionism, Voyeurism, .

Desc: Sex Story: Robbie spots his best friend's mother pleasuring herself. After that things take a very interesting twist.

Danny would kill me if he ever knew, ever found out ... I had watched his mom pleasure herself. Bad enough that, but that I had in turn, jerked off watching her do that, though of course no one would ever know. Certainly never my best friend Danny, though we had years ago sworn to one another as kids growing up together, we'd never lie to one another, or keep any secrets.

Up until now.

And it's not like I was looking for it, or expected it to happen. It just did. But once it did, once it had, I couldn't keep the image of it out of my mind, no matter how hard I tried. And worse ... going over there which I so often did, now speaking to her as I also always did ... there was that secret hidden longing deep down in my gut that wouldn't go away. Even seeing her dressed, in things I'd never thought or considered her sexy in, now were. But even more surprising, I could see her as though she didn't have a stitch on. Busily in the kitchen baking cookies, or ironing as she watched her soaps on TV, naked ... always naked. I could see her soft mature breasts dangling so provocatively on her chest as she smoothed the iron along one of her blouses, or one of Danny's shirts. Her nipples hard and erect, just the way I'd seen them, begging to be kissed, sucked and fingered. That small tuft of hair between her legs, not shaved like so many women were wearing it these days, not quite as unruly either as some of the women I'd seen in that stash of 70's porn I'd stumbled into in my father's closet. No ... not quite like that either. Trimmed, cropped ... sort of secret like, and yet ... hiding the passage to her desires like a door that could only be opened with a special key. A very special "clit" key as I now called it, remembering that moment and that day, just days ago now.

Danny had gone to spend two weeks with his father as his mom and dad had gotten divorced two years previously. It meant a semi-lonely period of time for me while he was away, few others our age living close by, and especially with the two of us having recently graduated from high school, it meant a lot of free time on my hands with nothing much to do. Though I did work part-time, and supplemented that with doing odd jobs around the neighborhood, I missed the evenings when we'd usually go out and hang out together.

And at the moment, I didn't have a girlfriend either, making it even more boring for me.

I had gone up to my bedroom to spend some time amusing myself, browsing a few websites. Most of which were adult in nature, and of those ... most all of which were MILF sites, as I had a secret thing for older women. Especially one in particular, though again, I had never acted on it, or ever intended to. Beverly Mason, though everyone simply called her "Bev", was after all, my best friend's mother.

After browsing a few sites, I was now horny and bored. I walked over to the bedroom window standing there glancing down and about. Normally, I didn't usually see much of anything, a single lone window facing me from my friend's place that gave me an angled view down into their family den. Tonight however, I got a brief glimpse of something that would forever change my life. For the briefest of moments, I saw Beverly cross the room holding a glass of wine in her hand, and then lean over in front of the TV, obviously putting in a DVD into the player. The thing about this was, she was naked when she did that. The view of her lovely heart-shaped ass, nearly stopped my own as I stood there holding my breath. It was only seconds as she then turned heading off towards the couch. Once she had, she was completely out of sight. But what I now saw there on the TV, even at this distance, was what was obviously some sort of porn movie. And that was a surprise in and of itself. Danny and I had certainly looked for "stuff" to amuse ourselves with, but never figured his mom would have anything like that hidden away at their place. Most of what we'd found and discovered had come from my dad's stash of X-rated stuff.

"What the hell?" I thought to myself. "Danny's mom's watching porn?"

I knew that there was one for sure way I could see more, especially now knowing she was naked, though I hadn't gotten that good of a look. And having seen what I had seen, I now knew I had to see more, risky as it might be. This was plain and simply too good of an opportunity to pass up.

I was scared shitless as I made my way downstairs, informing mom and dad I was heading off to meet up with some friends. Now that I had graduated, coming and going as I pretty much pleased, especially working and for the most part paying my own way, gave me a lot of unsupervised freedom and flexibility.

The moment I stepped outside through the backdoor, I immediately hopped over the fence after first ensuring no one was around, or would have been able to see me do that when I did. With plenty of coverage from the high fence and bushes running around their yard, I cautiously and quietly made my way over towards the back of the house where the patio was. I knew from having been there countless times before where my best vantage point would be in having any hope of seeing her. The risk of course being caught as a Peeping Tom, a sexual pervert no doubt if I was, but the thought of actually getting to see the object of so many secret fantasies was a temptation simply too great to ignore.

Almost crawling on my belly now, I made it all the way over to the sliding glass doors before even daring to look up and into the room. A small step gave me minor concealment, but I knew that once I was there, I'd be able to see into the den easily. Like I said before, I knew the layout, and had a pretty good idea where she would be sitting, watching the TV. Sure enough, she was, and what I now saw blew me away!

Bev was lying on the couch facing towards the TV, though where I crouched it was sitting sideways to me, so I couldn't see it. But ... I could certainly see her well enough. And to my relief, I now realized she would have to actually look up and turn her head back in my direction if she were to inadvertently see me. A small advantage then, as any motion on her part to climb off the couch, positioned as she was, would give me plenty of warning.

The thing was, she was so lost in what she was doing at the moment, I think a bomb could have gone off, and she'd never have been aware of it. And that meant, I could sit there unobserved (somewhat in a state of shock) and take in something that I never thought in a million years I would ever be privileged in seeing.

Up until now at least, I'd only gotten a few subtle hints at to what her boobs might look like, but the surprise there was, they were a bit larger than I'd even imagined, though they had flattened out a bit as she lay on her back, indicating their fullness. Even more remarkably however, was the fact she was at the moment wearing nipple clamps. Both of her dark pink nipples clearly pinched, or being pinched at the moment anyway. Two thick fat eraser like nubs sandwiched in between, hard and stiff and proud looking. Bev's shoulder length dark hair spread out sensually on the pillow she was resting on, one leg casually thrown up over the head rest of the couch, the other bent at the knee off one side resting on the floor. It was evident she was sliding something in and out of herself as she lay there watching the TV. And then she took it out for a moment, actually sucking and licking it, licking her own juices off what I now realized was a glass dildo. Seeing her do that, made me realize just how fucking hard I was, wishing it was my cock she was doing that too.

Setting the glass dildo off to one side, she now reached down grabbing something else that had been hidden from view. That one I recognized having seen plenty of them in movies and magazines, and certainly off the Internet. She now held a long slim silver colored vibrator in her hand, which she turned on. And though I couldn't hear it, it was obvious by the way she now closed her eyes, gently running it around and over herself between her legs, she could certainly feel it.

A bit more relaxed and less fearful at being discovered, I moved up into more of a crouching position, still easily able to duck off and away to one side should I feel it necessary to do so. I unzipped, reached in, and withdrew my own very hard needful cock, and then began stroking it as I watched Bev continue to tease herself with the toy. As hot as this all was however, and exciting as it was for me to be sitting there watching it all, it got even better seconds later. Much to my surprise, I now watched as Bev again reached down beside the couch, this time lifting up what appeared to be a hand-held mirror. I couldn't believe what I was seeing, it was horny, naughty, and hot as hell. Bev was now watching herself as she placed the tip of the vibrating toy directly against her clit, holding it there. And then that's when she picked up the glass dildo, and slid that one deep inside that wet looking passage just beneath. Once she had slipped it inside her as far as she could, she went back to teasing the area around her clit with the other one. I watched all this, watching her do this only a few short feet away, close enough to pick out quite a bit of detail as she did so, furiously pumping my prick up and down the entire time.

.... There is more of this story ...

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