CHAPTER 1
“Oh fuck yes!” the voice screamed through the speakers. “Fuck Mommy’s asshole big boy!”
I sat sprawled across my desk chair in the dark, bare-ass naked, pounding my fist up and down the length of my meat. I normally have a hard time resisting the urge to cum when watching my favourite genre of porn, but today was a special occasion, the first gamble of my master plan and so i was nervous for a change. Not so nervous that I couldn’t get it up, but nervous enough that my masturbatory session lasted significantly longer than usual. I was at least 30 minutes into this particular video; long enough that I had lasted all the way to the anal scene, which had been my aspiration going in. But my wider plan was working too, as i could see from the mirror I had purposefully setup to watch the door to my bedroom.
There she was, watching me silently from the slit where my bed room door hung ajar. Dressed in her nightgown, everything that counted the most about my Mother’s figure left little to the imagination through the thin layer she wore to bed. She was a short (no more than 5ft), trim woman, remarkably so for her age.
At 25, I had desired my Mother for near enough ten years at this point. Rapidly approaching forty-five, she had done well to maintain her figure; curvy enough to give you something to hold onto, but by no means overweight. Her backside looked like it had a succulent, motherly roundness beneath the clothes that frequently gripped it so tightly, and her sizeable, round globes of breast were surprisingly perky for her years, even when braless in her nightdress. So you can see, it’s no surprise that I had decided i had no choice but to try and seduce her.
Phase one of the plan seemed to be going well enough. She was watching me blatantly masturbate to porn of the same ilk, and she had neither scarpered from the doorway, nor accosted me as of yet. She’d been there for a good twenty minutes or so at this point. Occasionally I would glance up to see if her behaviour had changed, perhaps to leave, but she was just standing there slyly, observing. Part of me had hoped she might start playing with herself at the sight before her, but that would just be a bonus at this stage.
The supposed mother-son couple on the screen, he in his mid twenties, she approaching 40 changed position; She got down on her knees for him and began to suck on his meaty rod enthusiastically. My hand picked up the pace. From the noises he was making, the actor onscreen was getting close, and so was I.
The actress pulled the cock out of her mouth with a POP, and started stroking him instead. “Are you gonna cum for mommy Shane? That’s it, shoot your big load all over Mommy’s face!”
They both started moaning and groaning in ecstasy as the actor started shooting spurt after spurt of semen onto the MILF’s face, and I left out some moans of my own as i jerked my own spunk out onto my chest, turning slightly in the chair so that the light of my monitor reflected off me in my mirror. I let out a soft moan of “Mom” as my cock jerked, and thought I heard a gasp from the door. When next I looked the doorway was empty. In my moment of pleasure I had forgotten to observe her reaction as I came, but that didn’t matter. I was sure that my intentions were now clear. I just had to wait and see what came about as a result.
CHAPTER 2
I deliberately went to bed naked that night. It was hot outside, so i even went without a sheet to cover myself. Besides, I wanted to see what, if anything happened next. The excitement and suspense about what I had done was whirling round and round my head. I didn’t care about the possible consequences at that moment, I was too aroused by what I might have set in motion. Just reliving the experience in my head for the next hour was enough to get me to hardness again. That’s when I heard her enter the room.
I shut my eyes and listened. She padded softly in, slowly. I didn’t know if that was a good sign at first; either she was being extra careful to stay quiet, or wasn’t sure whether she really wanted to be in there.
My cock stood to attention, erect again with anticipation. I maintained the fake sleep-breathing I had been doing for the last 20 minutes or so. Occasionally, I clenched the muscles at the base of my cock to make it twitch, hoping she might put it down to an erotic dream, rather than guessing at what I was really up to.
After a few minutes, I knew it must have worked. I heard her edge a little further into the room to stand next to the bed, not 2ft away from me. I maintained my breathing facade as best I could though the anticipation was starting to make it difficult to concentrate. I could hear her breathing deeply, obviously considering both what she saw before her now, and what she had seen earlier. She took in a particularly sharp breathe, and i readied myself for her waking me up to confront me about my actions.
But she didn’t. As she exhaled, I felt my mother’s long slender fingers slowly begin to wrap around the girth of my cock at the base. I had a reasonable 9 inches or so long for her to play with, so there was a fair bit of my length protruding past her dainty fist before it got to the head. It gave an involuntary twitch as she closed her grip. She held it there for a moment, seemingly considering what to do next.
Mom sighed, signalling audibly that she had made her decision. Slowly she began to move her hand, pumping gently on the hardness of my member. I still feigned sleep with my breathing, the odd little snore here and there but nothing too dramatic. Her breathing became shallower and I knew she was getting excited. I was too.
It wasnt long before my precum had run down into Mom’s hand, providing some welcome lubrication. The warmth of her hand felt better than my own, and she definitely had the technique down; Sliding and twisting her hand ever so slightly as she pumped me, pausing occasionally to pay special attention to the head of my engorged member. Though I dared not chance a peek, there was a slight sound of wet i could hear that did not sound like it was coming from my dick, so I was convinced she had finally started to play with herself as well.
Gradually, Mom’s breathing became harsher, and her pace on my cock quickened. If she had kept this up, I would have cum shortly thereafter. She treated me to a particularly sensual stroke to the sensitive spot under the head of my cock, and I could not help but let out a little moan.
Mom released her grip on me immediately, and seemed to hold her breathe as if in a panic. I maintained my facade of sleep, but it was not enough. Obviously snapped out of her arousal by my moan, I heard her slowly rise to her feet, then pad out of the room.
Disappointment gripped me; I was close but had blue-balled myself by losing my restraint. I rolled over on the bed, frustrated, but not defeated. It hadn’t all been for nought, i decided; I now knew that my Mom was at the very least interested in me, interested enough to sneak into her own son’s room and jack him off. I drifted off to sleep, knowing that step one had been at least a partial success, and that I would be able to proceed with step two when morning came…
TO BE CONTINUED