My name is Megan and I've been a single mom since my son's father passed away six years ago. It was rough going for the two of us, especially since just the year before that, we had pulled our little boy out of school and started home schooling him. Fortunately for the two of us, I sold insurance from home. Not to say it wasn't difficult to juggle everything alone, but somehow I think I managed it pretty well, all things considered.
Justin has always been small for his age. Even at eighteen, he still reminded me of my little boy. Oh, he was intelligent and mentally grown up. It was just his appearance, really. He was just under five and a half feet tall and had shaggy, black hair that spilled down either side of his face and touched his shoulders. He got that from his dad. His face was young and innocent looking and he always had this look that made it seem like he was surprised about something. His eyes were a deep green—also from his father—and the skin surrounding his nose was sprinkled with freckles. He had a slim build and a flat stomach, although his arms had just begun to flesh out over the past year since he started doing some workout routines at home.
As for myself, I am forty years old although I've been told I don't look it. Over the past two years, I even started working on staying in shape, to keep myself looking as young as possible as long as I could. I'm a few inches taller than my son, although his pediatrician suggested that he's probably got a little more growing to do. I have hopes that he will eventually be taller than me, but that remains to be seen. My hair is a dirty blonde, and I recently took to getting it cut short, hanging just below my ears, except for my bangs which frame my face and reach a little past my shoulders. My eyes are blue and I typically like to accent them with dark blue eyeliner which has earned me countless compliments. Since I started working out, my figure has gone from slightly overweight to a slender, borderline athletic build, with an ample bosom. Despite getting my weight under a hundred and fifty, my breasts have never dropped below size 35C. I don't mind it, but I would be ok with them being just a touch smaller.
My son and I have a very strong bond. Partially because of what we went through together with the death of his father, but also partially because of how well our personalities seemed to mesh. He was a smart kid, and the conversations we sometimes had seemed to bely his age. I prided myself on how well I had managed to help give him an education even though, admittedly, home schooling did come with its drawbacks. The most prominent of them was the lack of social skills and inexperience with life in general. It wasn't that I tried to keep my son in the dark about things. But there was no way to avoid his lack of experience with certain aspects of life given the relatively cloistered childhood he had lived.
One of those "life experiences" had to do with the subject of sex. He had never had a girlfriend, which wasn't surprising since he didn't spend much time with kids his own age. I knew he masturbated, but that was a subject I was hesitant to bring up, for fear of embarrassing him. That may have been an unfortunate oversight on my part, in how I educated him. Sure, we covered the subject of sex education to a degree, but I was always worried to push his boundaries too far, so I held back. Well, he was eighteen now, and over the past few months I had started considering that there wouldn't be any harm in expanding his education in that area a little. But until just a couple days ago, I had yet to figure out how to breach the subject.
It was two nights ago when it happened. Thursday evening. Justin had been in his room for a couple hours working on homework, and I had been busy cleaning the downstairs. I was just on my way to the bathroom to take a shower and get ready for bed when I heard something as I walked by his bedroom. At first, I didn't even know what it was that I had heard, but it made me pause outside his door.
Leaning closer to listen, I didn't hear anything at first. It was very quiet. Then I heard what sounded like a rubber band snapping against something. Immediately after that, my son's unmistakable voice cried out softly, "Ow!"
Frowning, I stood there hesitating. Should I go in and see what had made him exclaim like that? A few seconds later, the same snapping sound drifted through his door, followed by a muffled noise that sounded like a groan. My frown deepened as I reached for his door handle. Turning it, I quietly pushed his door open and froze.
Justin was lying on his bed, completely naked. His back was propped up with a pile of pillows and he had his legs spread before himself. My eyes immediately flicked down, staring between his legs at what I mistakenly took for him masturbating. He had both hands surrounding his penis, which was quite hard and, admittedly, considerably bigger than I would have guessed given his petite body. But he wasn't masturbating, I soon discovered. Instead, I noticed that he had a little circular disc of rubber held with one hand, while the other was trying to tug it down and fit it over his cock. Oh my. My son was trying to put on a condom!
He hadn't noticed me standing in the door and his face showed a look of utter concentration. He even had his tongue clamped between his lips, staring between his legs. As I stood glued to my spot in the threshold of his doorway, I watched as he tried once more to pull the rubber sides of the condom down over his erection. He made it almost past the mushroom head before the stretchy material slipped out of his fingers and made a loud snapping sound against the side of his penis.
"Shit!" Justin cried out, wincing.
I gasped at the sight, which made him whip his head up, staring at me. Oh dear. My little darling. How adorable was this! His eyes opened wide and he opened his mouth to say something, but I forestalled him as I made a decision on the spot and immediately took two steps into his room. It was time for a little education for my young man.
Justin's eyes were full of protest as I approached his bed, but I had caught him off guard by making a b-line straight toward him. When I neared the side of his mattress, I found myself staring at his cock. It was even bigger than I thought. That thing had to be at least eight inches long!
"Mom?" he finally managed to say something.
Glancing briefly at his face, I smiled, trying to be disarming. Then I said softly, "Here, let me show you how to do that, sweetie." Without pausing, I lowered myself onto his bed, pulling my legs up and folding them under my butt.
Justin's face was turning a deep shade of crimson and he repeated in a strangled voice, "Mom?" Then he reached down and started pulling his blanket toward his lap.
Swatting at his hand, I shoved the blanket away, keeping his penis exposed. "Don't be silly," I chided. "I've seen you naked more times than I can count." Then I reached over him and grabbed the box of condoms that was lying on the bed. The box said they were "Standard" size, with a little logo underneath that read "Warming". Interesting. Frowning at my son's penis, I wondered if the "Standard" size was too small for him.
Justin seemed paralyzed and his eyes were still open wide as I pulled out another condom and tore the edge off the packaging. Upending it into my open palm, I closed my fingers around it. It was slimy in my hands. It had been many years since I had touched one of these things. Rolling it around to find the proper side to use, the lubricant smeared all over my skin. It started to tingle almost immediately and then I had the distinct sensation of my hand warming up. So that's what that little logo meant on the box. It had some kind of chemical in it that heated up.
Finally, satisfied that I had the correct orientation, I focused my attention on my son's cock. My, it certainly was a big one! Bigger than his father's by at least two inches, and wider, too. At the base of it, his balls were lying in a soft looking mass of pubic hair. I was certain he didn't trim it, but his hair was relatively short and tidy compared to the wiry bush I remembered from his dad.
With a slight shake of my head to clear my reverie, I reached my hand out toward my son's cock. "You start up here, like this," I said quietly as I gently pressed the circle around the tip of his penis. He flinched from the touch but didn't say anything. When I glanced at his face, I saw him staring at what I was doing, completely frozen.
I realized suddenly that this was the first time I had touched my son's penis since he was very little. Of course back then, it had nothing to do with sex. It was just from giving him baths. Blinking, I continued with my demonstration. With one hand, I held the condom centered on the tip of his penis. Then I placed a finger on either side of it with my other hand. "The rubber is rolled up here," I said, indicating the thick circle surrounding the thin membrane in the center. "You use two fingers, like this, and just push down on both sides at once to let it unroll on its way down," I continued. Then, as gently as I could, I started to roll the condom down his shaft.
My eyes were glued to my handiwork, watching as the rubbery material slowly covered his penis. Once I was past the head, over the bumpy ridge that connected the rest of his shaft, I let go of the top of the condom. There was a small sac of excess rubber at the tip for catching his sperm.
Slowly, using two fingers, I continued to roll the condom open toward the bottom of his shaft. My fingers felt quite warm but I wasn't sure if that was from the chemical in the lubricant or the heat from my son's cock. Probably a combination of the two. I made it about an inch past the head when his legs suddenly jerked a little. That was the only indication at first that something was wrong.
Just then, my son let out the softest, quietest little noise I had ever heard. It was almost a moan but turned into a sigh. Staring at my handiwork, I felt my son's cock give a ticking little pulse. Then I watched in surprise as a little squirt of white fluid suddenly flooded the flappy tip of the condom. Then another. And another after that. I realized my son was breathing heavily through his nose as I watched the tip of the condom grow like a tiny balloon, filling with his cum. He was shaking slightly, but his muscles were still rigid.
Finally, he seemed to be done so I slowly raised my eyes to his face. He was staring at me, wide-eyed. I felt my own cheeks growing red to match his. "I'm so sorry, sweetie," I whispered. "I... I didn't mean to make that happen."
Justin swallowed, shaking his head at me. Meanwhile his face grew an even brighter shade of red, like a tomato. "I tried not to," he said, sounding horrified.
Shaking my head, I tipped it sideways as I stared at his face. Then I said softly, "Oh no dear, it's ok. It's normal. It truly is."
He nodded at me, dumbly. I decided it was probably best if I left at that point so I didn't embarrass him any further. Sliding to the edge of his bed, I launched myself off. On the way to the door, I grabbed a towel he had thrown on the floor and tossed it toward him. "You can use that to clean up, sweetie."
Then I left his room, pulling the door shut behind me.
[02]
As I said, the incident with the condom was two days ago. But that night after I went to my own room, I could not stop thinking about what had happened. And for the next two days, I couldn't help but feel bad for what I had done. Well, for what had happened as a result of what I had done. I had truly just been trying to be helpful. And I hadn't even gotten a chance to finish showing him how to get the condom on all the way. That was an important step. Condoms lost their effectiveness if they weren't rolled on the right way. Plus there was still a little trick at the end to keep it from pulling on his pubic hairs.
And so, after some internal discussion, I convinced myself to go and try to show him again. I knew it would take a little coaxing on my part, but I was fairly confident he would let me do it. Secretly, the idea of doing it again gave me a thrill that I never would have suspected of myself.
Walking down to my son's room, I gently knocked on the door. When he called that I could come in, I opened it and stepped inside. A brief wave of disappointment washed over me when I saw that he was just playing a video game and was wearing his pajamas. But I quickly pushed that idea away. What was the matter with me? This was a purely educational experience.
"Hi sweetie," I said as I sat on the foot of his bed. He was sitting on his bean bag on the floor, controller in his hand as he shot some creature with a shotgun.
"Uh, hi," Justin said, sounding hesitant.
Waiting patiently, I sat in silence while he played his game. A few minutes later, his character died and he finally set down the controller, turning toward me. "What's up?" he asked. I noticed his cheeks were slightly flush, which confirmed that he was probably thinking about the same thing I was. The "incident", I'll call it.
"I wanted to talk to you about the other day," I said, getting straight to the point.
"Ohh k," he said, shifting uncomfortably on the beanbag.
Shaking my head at him and smiling to try to take away the sting of embarrassment, I spoke softly, "I didn't mean for that to happen. I just thought it might be helpful if I showed you the proper way to put a condom on."
His eyes widened slightly and he looked away, staring at the floor in front of my dangling feet. I decided to probe a little, so I asked, "What made you want to try wearing a condom in the first place?" His cheeks turned redder as I stared at him and he still wasn't meeting my eyes, so I added in a quiet voice, "Is there a girl you're interested in?"
Justin immediately started shaking his head and finally answered, "No, I j-ju-just wanted t-to see. I mean, I w-wanted to—" he cut off when he started coughing.
Smiling at him I leaned forward and ran my fingers through his hair. I always used to do that to comfort him. Then I said gently, "You just wanted to see what it was like to wear one?"
He nodded up at me, looking grateful. His cheeks were turning darker red as he sat there.
"Well that's pretty normal for a teenage boy, to be honest," I said. Pulling my chest back a little, I breathed in deeply and then patted the bed beside myself. "Come up here, Justin," I invited him.
My son only hesitated briefly before standing and walking to the bed. He had his hips angled away from me, which made me frown. When he sat down, he immediately draped his arm across his lap. I frowned at the gesture but decided not to push it just yet. Once he was settled, I reached a hand out and placed it on his knee. He flinched at my touch but didn't pull away.
"Did you try to put one on yourself since that night?" I asked, curious.
Justin shook his head and whispered, "No."
"Ok," I responded. Then after a brief pause, I reached up to his face, cupping his chin with my fingers. Gently, I aimed his head toward mine so he was looking at me. Then I said, "I want to try again. To show you, I mean."
For the next fifteen heartbeats, my son didn't say a word. His eyes seemed to be peering inside of me as he considered my offer. As we sat on his bed, I couldn't help but start to feel a wave of warmth inside my body. I knew what it was, but I tried to deny it. Nothing about this scenario should be having an arousing effect on me. But I held my ground and continued holding my son's head, until he finally gave the slightest of nods. I couldn't stop the grin that sprung up on my face at his agreement.
Letting go of his face, I glanced toward his pillows. His gaze followed mine and when we both looked back at each other, I saw that his cheeks were still hot and red. Raising my eyebrows, I nodded toward them to indicate he should move into the same position from last time. He swallowed a lump in his throat and then put his hands on the bed and started pulling himself toward the head of his bed.
My eyes dropped down to his crotch and I almost gasped at what I saw. My suspicions were instantly confirmed. My son was sporting a huge boner! His pajama pants were tented up several inches in the air. So, he really had been hiding that from my view. Had he been hard like that even before I came in, or was it the conversation that had elicited the response? I squirmed a little as sensation flooded my pussy, tingly and warm. I ignored it. This was purely educational, I scolded my internal self.
Once Justin was in position, I asked him where the condoms were. He pointed toward his nightstand, so I hopped off the bed and walked over to it. Opening the drawer, I reached inside the box of condoms and pulled one out. There were only a few left in the box, which means he must have tried to put one on several times before I had intervened the other day. A quick count showed me four remaining, not including the one I held in my hand. That meant four more potential chances for me to show my son how to put one on. The idea sent yet another surge of tingles up inside my vagina. I had to suppress a shudder.
A shuffling sound pulled my attention to my son once more and I watched as he shimmied out of his pajama bottoms. His raging boner sprang into view and I blinked at the size of it, still a surprise to me. Swallowing, I climbed into bed beside him, sitting on my legs just like last time. Tearing open the condom package, I turned it over and let the gooey circle drop into the palm of my hand once more.
"Ready?" I asked, barely above a whisper.
Justin nodded, seeming less hesitant than before.
Leaning forward a little, I took hold of the condom between my thumb and forefinger and then, for the second time in my life, I placed the ring of rubber against the tip of my son's rigid cock. My body shivered slightly, but I was sure he hadn't noticed. His attention was riveted on my hand and his penis. I reached my other hand out and noticed it was shaking a little. Steeling myself against the onslaught of unprovoked arousal that started to swarm within me, I placed my fingers on either side of the ring once more.
Drawing in a deep breath and holding it, I could hear my heart pounding in my chest. Then I gently pressed downward with both fingers at once. Both of them promptly slipped past the edge of the rolled up ring, sliding partway down the mushroom head of my son's penis. He sucked in a sharp breath and I saw his leg muscles tense. Recovering quickly, I lifted my fingers back up to the ring and pressed inward a little as I started trying to roll the rubber down.
My fingers slid over the slippery edge once more and ran halfway down his bare shaft before I caught myself. Shit. What the hell, Megan? Then it dawned on me that I had the condom on upside down. My own cheeks felt hot and I knew they must be as red as my son's. But I spoke, trying to play it off as if I had done it on purpose. Gently lifting the condom away from the tip of his penis, I flipped it over as I spoke, "See, there's only one way for these to go on. When you have it upside down like I just did, it won't unroll."
Glancing at Justin's face, I saw him nodding slowly, while still staring at his penis. When I looked back toward it myself, my eyebrows shot up in my head. There, at the tip of his cock was an unmistakable bubble of liquid that I knew was his precum. Ok, this was getting a little too intense and I knew it. It was time to get on with it and finish my demonstration before this got out of hand.
Pressing the condom to my son's pecker once more, I repeated the same process, placing two fingers on either side of the rubbery ring and gently pressing down while the condom unrolled its way down his shaft. I used a little more pressure than was necessary, to keep from slipping over the edge again. Three times in a row would seem intentional.
When the thick ring of rolled rubber got past the bump at the bottom of his tip, my son gasped. Flitting my eyes toward his face, I saw that he had his mouth open. Oh. He was breathing quite heavily. This wasn't looking good, but I was determined to get through with the demonstration. Loosening the pressure from my fingers, I slowly rolled the condom down his shaft, watching his face the entire time. His eyes were wide as he stared at what I was doing to his cock. Poor boy, he was fighting it so hard!
When Justin sucked in another sharp breath, I realized with a start that I had accidentally wrapped my remaining fingers around his shaft. Loosening them and pulling them away, I held my breath again. I still had two fingers poised on either side of the condom, pressing slightly against his boner. After a count of ten, I slowly resumed unrolling the condom.
"I'm sorry, mommy," my son whispered softly and I knew exactly why he had said it. He was about to cum again.
I couldn't help myself. Despite knowing full well that my son was about to lose it, I couldn't resist curling my fingers around his shaft one more time. My hand was clearly beneath the rubbery roll as I felt my palm press against his hot, naked shaft. I gave one gentle stroke with my bare hand down to the base of my son's cock, skin to skin. Then I held my hand still, fingers wrapped around his cock.
"Sssssssstt," he hissed and then it turned into a moan that erupted from his lips, "Nnnnuuunnnggggggg!" His body started shaking and I watched as, once again, my son spewed his little load into the tip of the condom.
I was completely fascinated and watched as four little pumps of cum squirted into the condom tip. The liquid seemed to swirl inside the transparent rubber. It shone like a liquid pearl. His body gave a shudder as his orgasm washed out of him and I reluctantly let go of his penis, the condom only halfway on.
"It's ok, sweetie," I whispered. Then, before he could say anything, I added, "Why don't we try again tomorrow?"
Oh. God. Had I seriously just said that? But Justin was already nodding at me, so I swallowed the large lump in my throat and then slid myself weakly to the side of his bed and scampered off. I was in such a daze, I didn't even close his door. Stumbling my way down the hall, I got to my own bedroom and threw myself onto my bed. Arousal swirled in the pit of my stomach as I lay there, unmoving. I knew I shouldn't be so aroused by what had happened, but I couldn't deny it. Nor could I push it away.
[03]
The next two nights were almost a play-by-play repeat of the last time. I showed up in my son's room around bedtime and offered to try showing him again how to put the condom on. And inevitably as I neared the halfway mark of rolling the condom down his rigid shaft, his body tensed and I could tell he was nearing an orgasm. And, exactly as I had done the previous time, I purposely curled my fingers just beneath the condom ring and stroked my fingers down to the base of his cock, causing him to explode and fill the condom with his teenage load of cum. I wasn't being a very good mother, and I knew it. Let alone teacher. Christ.
And so, the fifth time I came to him, I vowed to myself to see this through to the end. To get that condom on all the way down to the base of his cock so he knew how to properly use one. There were only two condoms left in the pack, so only two more chances. I didn't want to get down to the final condom. I was determined to do it right.
Justin took his usual place on his bed, back propped up against a pile of pillows and legs spread out beside me. He had his shirt on but had taken his pajama pants off already. His penis was hard, as usual. I fumbled with the second to last condom packaging, tearing it open and depositing the condom into the palm of my hand once more. Then, taking hold of it with my right hand, I placed the circle on the tip of his penis. He didn't jerk at my touch, which I decided was a good sign. If he could just last a little longer, we could do this thing the right way.
"Close your eyes," I said and he immediately complied. I thought it might help if he wasn't actually watching what I was doing. As carefully as I could, I began unrolling the condom down his shaft. I slowed when I neared the halfway point. That area of his penis seemed to be more sensitive than the skin above it, since that's where he lost it every time.
Hand shaking, I glanced at his face briefly and saw that he had his teeth gritted. He was clearly trying his best to fight off his imminent orgasm. Good boy. Putting my attention back on his shaft, I sucked in a sharp breath and then, with one quick downward plunge, I unrolled the condom past the halfway point of his cock. Justin's legs immediately tensed up and I held my breath, pulling my hands off his shaft for a few seconds.
I looked at my son's face once more and was mesmerized by his expression. Lust was etched in every corner, from the corners of his eyes to the writhing of his lips. He was breathing rapidly through his nose and he kept clenching his jaw again and again. I could tell he was fighting his orgasm with every ounce of will he could muster. That's it, baby. Just hold off a little longer so mommy can finish!
The next thirty seconds were torture. For both of us. I could tell my son was fighting for his life, like a drowning boy in a pool. As for myself, a tingling itch had erupted in my crotch, beckoning to me. For a brief moment, I found myself fighting the urge to mash a hand between my own legs and press my fingers against my clitoris. I knew an orgasm would explode within me if I did that. It took every ounce of effort to resist.
After nearly a full minute of agonizing bliss, I drew a deep, shuddering breath as I felt the tingling ease back just enough for me to focus again. Justin's face was still covered with lust, but he seemed to have fought off his own tingling as well.
"Ready for me to go on?" I asked, breathless.
He nodded immediately without opening his eyes. Steeling myself once more, I reached out and took hold of his cock. He flinched and I let go, watching his face for a few seconds. He was breathing short, sharp breaths. Jesus. After several heartbeats, I reached out again except this time, I didn't wrap my fingers around his shaft. I just placed two fingers on either side of it, against the ring of rubber. Then, as gently as I could, I started unrolling it downward once more. We were finally past the halfway point, only a couple more inches to go. I paused every few seconds, checking his face to make sure he wasn't about to go over the edge. He seemed to be hanging on by a thread, but hanging on nonetheless.
My fingers bumped against my son's pelvis and I felt a wave of excitement well up in my chest. We made it! Justin shifted slightly and then I saw the muscles in his cheeks move as he winced. Shit. Glancing down, I noticed that the rubber ring had caught several strands of his pubic hair right at the base. Shit shit shit. In the heat of the moment, I had completely forgotten to account for that!
I carefully rolled the condom upward again, just a couple centimeters. He sucked in a breath but I didn't know if it was from arousal or pain. I decided to plow forward anyway. It was difficult to talk as I was completely out of breath, but I whispered, "Look here, sweetie. When... when you get it to... to the bottom... like this—" I gestured with my free hand as he looked down at what I was showing him. Sucking in a breath, I continued, "You have to push this hair away from it, like this." With my other hand, I pressed my fingers against the very base of his cock, sliding them downward and pushing his pubic hair out of the way of his shaft.
"Then you can... roll... roll..." my heart was pounding so hard, I felt dizzy. Still holding his hair out of the way, I slowly rolled the condom back down, right to the base. Barely whispering, I spoke, "...roll it down here. All... all the... way... to the... to the..." I was losing my train of thought as I continued holding my son's cock. The thick ring around the condom settled into place at the base of his cock, squeezing inward.
I couldn't help myself. Wrapping my fingers all the way around his shaft, I slowly slid them upward. The lubrication from the condom made the movement slick, without friction. When I reached the tip, I slid my hand back down. And just like that, I started stroking my son right over top of the condom.
"MOM!" he cried out suddenly. At first I thought he was trying to tell me to stop, but then his hand grabbed hold of my arm and I felt his fingers digging into my bicep. His body started shaking and, as I stared at him, he started to cum. The second I saw his cock start to squirt his cum into the tip of the condom, I sped up my stroking. He moaned loudly as he came, my hand stroking him the entire time. Pumping cum into the tip of the condom, my son's cock rapidly filled it. The tip grew bigger and I continued stroking him. Still more cum spewed inside of it. My eyes were glued to the scene, my mouth hanging open. Over and over my son spewed his load into the condom. It grew to the size of an acorn, swirling and gooey within.
Justin's muscles relaxed, as if giving out. I watched as his body seemed to sink into his mattress. I was still stroking him, but he had stopped spewing his cum. He was finished.
A brief pang of revulsion swirled in my head, making me recoil from what I was doing. I yanked my hand away from him and watched as his cock bobbed around wildly for a few seconds until settling over on its side, lying on his hip. As I stared, I watched it begin to shrink. The condom started bunching up on itself.
After a minute, my son's cock was half its former size. The condom clung loosely to it. I don't know why I did it, but my hand moved before I could consciously decide what to do. And then I was gently pulling the sleeve off his penis. Careful not to let his sperm spill out of it, I tipped the opening upward as the head of his penis slipped out. Almost reverently, I held the rubber in my hand, staring at it. Jesus Christ that was a lot of cum! If I had to guess, I'd say there were at least three tablespoons worth of sperm in the condom.
Swallowing hard, I looked up at my son and discovered him staring at me. The passion was gone from his features, replaced by an extremely curious expression. I swallowed down my arousal and pulled away from him. The revulsion I had felt a few minutes ago threatened to return and I wanted to get away before it could.
Hopping off the side of his bed, condom pinched between two fingers, I padded my way toward his door. As I headed out of his room, I said, "I'll throw this out for you."
Then I fled to my room.
[04]
The days following the very intentional masturbation of my son, I kept to myself. I was afraid of the rebuke from him if he chose to call me out on my incestuous behavior. What had started as an "innocent" lesson in education had turned into a full on erotic adventure for me. I was fairly convinced he didn't know how much the incidents had affected me. How horny I had become as a result of my failed attempt at sex ed.
Even that night, after making my son cum literal tablespoons worth of sperm into the medium sized condom, I had pursued my newfound fantasy a little further once I made it back to my own bedroom. Although I was truthful when I told my son I would throw out his condom that night, I only did so after entertaining myself with it for a spell. In hindsight, I was fascinated and mesmerized by just how much spunk my son had unloaded into the rubber sleeve. I couldn't ever remember having someone cum so much from a single orgasm. It was so intriguing to me that as soon as I was in my own room, I headed to my bathroom and spent the next half hour spilling his cum on my hands and playing with it. It was thick and viscous and I was captivated by how it shone with that pearly sheen. Back and forth, I dribbled my son's cum from hand to hand, until I finally had to push away a very real temptation to taste it. Eventually, I washed my hands in the sink and discarded the empty condom in my trash.
As I lay in bed that night, I couldn't sleep. I tossed and turned, unable to rid myself of the memories of what had transpired between me and my son over the past week. And most of all, I felt aroused. Heavily aroused. I had to forcefully resist giving in to the urgent and demanding itch between my legs. In the back of my mind, I kept telling myself it wouldn't matter if I did get myself off. But some small semblance of sanity yet remained in my head that kept me from going through with it. I knew, without a doubt, that my son would be the central character of my fantasy if I did decide to masturbate, and so I refrained, if only to keep up the farce that everything I had done so far was "normal".
Days went by and nothing about my feeling of arousal had dissipated. Not even a little. If anything, it had grown stronger. Which is probably the impetus behind finding myself standing outside his bedroom door, nearly a week later. I was near out of breath as I knocked on his door. He bid me to enter almost immediately and I tried the doorknob with a shaky hand. When I shuffled my way past the threshold of his doorway, I found him lying on his bed. Clothed. In hindsight, I don't know that I could have stopped myself from rushing over to him and groping if he had been naked when I walked in. What the hell was the matter with me?
"Hi," I said, completely out of breath.
"Hi mom," he responded.
Biting my lip, I looked around his room. I realized he was watching some show on tv. After a minute without saying anything, he finally broke the silence by asking, "Um, did you need something?"
For a few seconds, I found it difficult to concentrate. I knew I had come to see him for a reason. And somewhere in the back of my mind, I knew what that reason was, but I was fighting it. It was desperate and twisted. Taboo. Incestuous. And most definitely wrong. Deeply wrong. So instead, I masked my truth behind a simple-sounding request.
Leaning forward, yet still standing in the doorway, I said softly, "It's time for your final test."
"Huh?" he said, confused.
With a shake, I stepped into his room. My body felt heavy suddenly, and hot. I had to concentrate so I didn't stumble on my way to his bed. His eyes followed me like I was a viper. At least, that's what I thought of in my head. In hindsight, considering what I had done to him every time I had come to his room recently, I suspect he was a little hopeful that I might be there to do it again. My horny little boy.
When my legs bumped into the side of his bed, I gave a start. My head swiveled, glancing toward his nightstand and then back to him. He sat forward a little, his own eyes darting toward where I had just looked. Was that an eager expression I saw on his face? Completely lacking the strength to hold myself up, I fell as gracefully as I could onto the end of his bed. He stared at me with an unreadable expression.
"Mom?" he asked, sounding uncertain.
"Do you still have a condom left?" I asked. I prayed that he did. When he nodded slowly at me, glancing once more toward his nightstand, I felt a surge of warmth between my legs. My body shuddered involuntarily and I had to squeeze my eyes shut for a few seconds. When I opened them again, he was staring at me. He looked... aroused.
"Good," I said, breathless. Then I forced myself to sit up, looking directly toward the drawer where I knew the last condom must be waiting. Nodding toward it, I whispered, "Get it."
Justin scrambled across his bed, leaning over the side and throwing his drawer open. He pulled the box of condoms out and dumped the last one onto the bed between us. When he lifted his head toward me, he had an expectant look on his face. I shook my head slightly, trying to convey that this was different than the last few times.
Clearing my throat, I announced softly, "It's time for you to try it yourself. I want to see that you learned from my lessons." He just stared at me until I finally added, "I want you to put the last one on yourself, so I can be sure you know how."
My boy nodded slowly toward me. Then, without any further prompting, he grabbed the condom and scooted himself backward on his bed, leaning against the pile of pillows that he always had stacked there. It dawned on me suddenly that he probably sat that way when he masturbated, too. The thought sent an intense jolt of tingling arousal upward, inside my pussy. I nearly gasped out loud.
Justin started pulling his pajama pants off and my eyes became affixed on his crotch. When his cock came into view, hard as could be, I almost groaned in anticipation. Oh my dear boy, if you had any idea how turned on I was! As it was, I found myself staring at his penis, admiring it. Easily eight inches of hard perfection, it looked taut and shiny as he sat with it on display. There was a subtle blue vein that traversed along one side of it and I immediately found myself fantasizing about running my tongue along it. I wondered if he would spew even more cum if I used my mouth to get him off? Oh god, I was completely off the rails and I knew it!
My son lifted the condom wrapper and was about to tear it open when I heard myself croak, "Take off everything." Wait. What? Oh god. I groaned internally.
With a shrug, my son reached down and pulled at the hem of his shirt, lifting it over his head, revealing his flat belly and slightly muscular chest. A few seconds later, he sat completely naked before me, condom wrapper in hand and a boner that seemed to be calling to me. It was difficult to breathe and my heart hammered incessantly in my chest. God it was hot in his room!
Still out of breath, I nodded toward him while whispering, "Put it on."
He finally tore the wrapper apart, the condom spilling out of it and landing between his legs. He reached down and grabbed it. Then, just as I had shown him, he examined it to make sure he had it facing the right way. That settled, I watched as my son placed the rubbery disc on the tip of his penis. Anticipation welled up inside of me, pleasure bubbling over in my crotch as I watched him.
Using his other hand, my son began to unroll the condom down his massive shaft. It was incredibly erotic to watch, and completely satisfying to see how well he had learned from what I showed him. With apparent skill, Justin slowly unraveled the condom down his shaft. Once he was past the halfway point, I started to feel antsy. My pussy was throbbing, desperate to be itched. My clitoris was throbbing in time with my heartbeat. It was a familiar feeling, yet foreign at the same time for the intensity of it. I had never been so aroused in my life.
Reaching the base of his cock, I watched as my son gently ringed his shaft with two fingers, pushing his pubic hair out of the way as he rolled the condom right to the bottom. As he let go, I watched as the little rubber ring squeezed inward. Was it just me, or did his cock look even harder than usual? The base of it looked like it was turning a darker shade of red. Swallowing, I slowly lifted my gaze to his. He was staring at me, mouth open and breathing heavily.
"Very well done," I whispered. And I truly felt proud of him.
For a full minute, we sat in silence. I knew he was wondering if I was going to stroke him. And god knows, I wanted to. But I needed something else from him tonight. Something I had pushed to the back of my mind. It was so utterly taboo, it made what we had done so far seem like a PG 13 movie. Heart pounding, I let my eyes drop back down to his cock. The redness at the base had started moving up his shaft, like the thing was being strangled from the pressure of the rubber ring.
"I'm so worked up," I heard myself say, out of breath.
"What do you mean?" he asked.
When I looked back at his face, he had a look of concern in his eyes. Mixed with that, I could still detect the clear markings of arousal in his features.
With a slight shake of my head, I admitted in a whisper, "I haven't had an orgasm in a month."
"Oh," he said, sounding uncertain.
I shrugged, trying to play it off. Then I muttered, "And you've had five."
"Uh, eight, actually," he said and my head whipped up to stare at his face. I knew my eyes were open wide. His cheeks flushed and he looked away as he said softly, "I masturbated a few times since... since last time."
"Oh Justin," I said. My heart was beating so strongly in my chest, I was sure he could hear it, too. Something dripped down my cheek and I realized I was sweating.
"Are you ok, mom?" he asked, leaning forward just a little.
I shook my head, staring at his eighteen-year-old cock. I was completely unable to speak. I licked my lips.
"Mom?" he asked.
"Yes," I whispered, so softly he barely heard me. "I need..." I started to say, but my voice trailed off.
My son leaned forward a little more, but I could still see the object of my desire. His cock was like a siren, calling me to it. I shifted.
"You need what?" he asked, sounding a touch breathless himself.
Finally, I looked him right in the eyes. Swallowing one last time, I whispered, "I need you... I need that—" I nodded toward his crotch, "—inside of me."
He blinked at me, but didn't move a muscle. I could see his chest moving quickly as he breathed heavy, shallow breaths. He cleared his throat and whispered, "Mom?"
Shaking my head I whispered, "It's ok. It's... it's safe. Y-y-you put it on... the right way. I... oh baby, I'm so sorry. I shouldn't—"
"I'll do it, mom," he interrupted me and when I looked up at his face, I saw his eyes glazed over with lust.
He wanted this. My son wanted to fuck me. My stomach started fluttering and, without any volatile control, my body was scrambling across his bed toward his mountain of pillows. Completely out of breath, I reached my hands down toward my jeans, fumbling with the button. Why the fuck didn't I change into sweats before coming to Justin's room?
"Help me," I begged my son.
His hands were there immediately, pressing into my pelvis. He brushed my hands away and then tried to tug the button open above my zipper. It took him way too long to get it. My jeans were too tight. My pussy started throbbing, pulsing with pleasure and need and a fiery passion. Heart pounding, I gasped as I heard the button finally pop free and then my son was tugging my zipper down. I kicked desperately, my breath coming in short gasps. I couldn't get enough oxygen.
I felt him start to tug at my jeans and I lifted my butt instinctively. Blessedly, he managed to get them down my legs. I pulled my feet out and then started pushing my panties down, too. He was already scrambling on top of me before they had even reached my knees. Desperate to feel his cock inside me, I spread my legs as wide as my panties would allow. Straining against the fabric, I struggled to stretch them further apart. I felt his body start to nestle in between them, but they weren't spread wide enough to give him enough room.
With a growl, I heaved with every muscle my legs had. A loud tear echoed through the room as my panties ripped in half. I cried out, swinging my legs wide and my son nestled in between them. Wrapping my arms around his bare back, I dug my fingers into his shoulder blades, frantically pulling him closer to me.
Suddenly I felt an intense amount of heat in my pussy and I gasped. Justin gasped, too, and then I felt him pushing forward wildly. He was completely inexperienced. The fact that he was a virgin only stoked my fire even hotter. Flinging my legs up, I wrapped my feet behind him, digging my heels into his butt cheeks. He bucked forward once more—
My son's cock slid inside my vagina and my world came unglued.
Wild was the only way I could describe his technique. Maybe feral, too. He pushed and prodded, his body writhing as he penetrated me. He started making whimpering sounds as thrust, sometimes fast and sometimes slow. His entire approach screamed virgin. It felt almost frantic, hectic. His breath was hot against my neck as he pumped his rigid penis into my pussy. I realized, suddenly, that he felt different from anyone I had ever had sex with before. His was easily the biggest cock I had ever taken.
And the entire experience felt beyond amazing. I felt my orgasm churning within me. It wanted release. His body bucked against mine and suddenly I felt his pelvis press hard against my clit. Yes! Harder! Like that, baby! My thoughts were just as wild as my son's thrusts. The tingling grew stronger. His cock was stretching me, pushing deeper suddenly. Oh god he was big! And hot!
Justin's arms suddenly squeezed around my shoulders and I felt the wind forced from my lungs as he hugged me. He wasn't moving anymore, but I felt his fully engorged penis deep within my pussy. I felt it throbbing just as he started grunting in my ear. His body was shaking. I couldn't feel it because of the condom, but I knew he was spewing his load. My little boy had gone beyond his breaking point.
With a final shudder, my son's body went limp on top of me. I felt his face sag down and his chin rested on my shoulder. He was breathing heavily, his body convulsing every few seconds as after tremors from his orgasm wracked him. Deep within my canal, the swirling tingle of my own orgasm started to recede. No! No no no! God, I needed to cum! But his penis was shrinking like a deflating tire. I could feel it worming its way out of me.
"Keep pushing, baby," I moaned, struggling to thrust my hips up against his. "Please baby, mommy's so close," I begged, pleading.
Bless his heart, Justin started moving again, but it was in vain. His thrusts were weak, but more importantly, his cock was getting too soft. A few seconds later, I felt it flop out of my vagina. I felt like screaming. Reaching down, desperate for release, I sought my clit with my fingers. My son's body felt heavy, but he must have noticed my prodding hand because he slid to the side and then rolled off of me. The second my fingers reached my pussy, I froze. What was that?
The condom was still lodged up inside of me. He had slipped right out of it. I felt the muscles inside my pussy squeezing involuntarily, as if to hold it there.
"Finger me!" I whispered sharply.
Justin lifted his head, confusion on his face.
"Use your fingers to fuck me," I explained, motioning urgently toward my still-tingling cunt.
He nodded slowly and then I felt his hand graze the inside of my thighs and I gasped. He started pressing against my skin, his aim off its mark. Using my hand that was already down there, I guided him. Right to the open flap of the condom. He caught on and then I felt him jabbing a finger into my hole. It felt so small compared to the mammoth cock that had occupied my vagina just moments before.
"Use more than one," I whispered urgently.
"Ok," he said and then he grunted. I felt another finger prodding at my vagina.
"More," I said, feeling frantic. I started bucking my hips toward his hand.
My son added two more fingers, sheathing the lot of them within the condom that was still inside me. Then he started to finger-fuck me and my world blew up once again. There was something insanely erotic about my eighteen-year-old son jamming his fingers in my cunt to try to get me off. My orgasm began to swirl in the pit of my belly, getting stronger. With my own hand, I ran my fingers up between my pussy lips until I found my clitoris. I mashed two fingers hard against my clit, rolling it in circles. I slowed a little, trying to match my son's thrusting fingers. He was grunting as he plowed me with his hand.
The pleasure grew stronger and I felt my hips lift from the bed. I was breathing so hard, I barely got a breath out before I had to inhale again.
"Faster," I breathed out.
Spinning my fingers round and round on my clit, increasing my speed as my son increased his piston-like fingers, we worked together to call my orgasm to the surface. My entire body felt like it was on fire, my chest heaving. Justin's fingers continued their relentless penetration. I could feel the condom stretched around his fingers. A sudden thought that his fingers must be submerged in a pool of his own cum set me over the edge.
Bucking my hips up in the air, I cried out, "AAIIEEEEEEE HHUUHHNNNNNNNNNN MMMMMMMMMMM!!!" My orgasm literally exploded within me. I felt sparks jettisoning all over my body. Spots appeared in my eyes. My nipples tingled with pleasure. Still mashing my clit, the tingling grew even stronger. My son never slowed his finger-fucking. He was putting everything into getting his mommy off. Oh god what a beautiful boy. The pleasure spiraled upward, downward, left and right. Everywhere. My entire body tingled. I stopped breathing altogether. I felt fluid pouring out of my cunt, around the sides of the condom. It dawned on me that there was an extra level of heat within me, created by the warming lubricant that coated the condom.
I let out an exhausted breath as my muscles gave out all at once. My body dropped to the bed and I shuddered. My son was still fucking me with his fingers, but I could tell he sensed I was done. His fingering slowed until he finally stopped moving his hand completely. He still had his fingers inside of me as we lay still. I could feel his heart beating rapidly against my chest. Mine seemed to be matching its rhythm.
"Thank you, baby," I finally muttered as the world faded. "Thank you."
I fell asleep in my son's bed.