There'll be surprises for everyone involved.

Breathing heavily, his entire being seemingly focused on his enormous glans pressing against his mother's soaked pussy, James could feel his thick pre-cum bubble up through his length, smearing all over Anne's labia, mixing with her own juices.

"Well, what are you waiting for?" Anne pulled her sunglasses down to the tip of her nose to fix James with another stare. "You have to push it in, dimwitted boy."

James' heart hammered in his chest. Just one push forwards, and his cock would be enveloped by slick, silky...

"Ohnngh!" James' face fell, hips bucking helplessly.

"What's that, you nasty little pervert?" Anne chuckled as her son pumped and prodded, glans slipping over her labia without finding much purchase. "Did you really think you were ever going to fit inside?"

"N-nooo, I wanna... I have to..." Tears of frustration began to form in James eyes as he tried again and again to **** his impossibly thick rod inside his mother.

"Give it up. I told you, there is no way this ridiculously oversized thi--ngh!" Anne's eyes went wide, sunglasses almost falling off her nose as her mouth fell open incredulously. "Wha-what?!"

James was bucking his hips helplessly, unable to stop himself with the sweltering, silken heat of his mother's snatch so close - and the very tip of his cock, barely more than a little circle around his urethra, had **** its way inside Anne, the entrance to her pussy stretched impossibly wide. And with every **** thrust, it **** open wider, squelching with a frothing mix of pussy juices and pre as James **** more and more of his glans inside, his mother's lower abdomen beginning to bulge obscenely.

"Im-impossible!" Anne gasped, her hands gripping the armrests of the lounger tightly as her chest rose and fell rapidly with her breathing. "This--this is impossible!"

"M-Mom! You're so... you're so tight!" Still holding his cock with both hands, James slowly pushed forwards, trying not to get toppled over by his jiggling bust, nuts dragging behind him slowly. "It feels so good!"

"Ah--I--ngh!" With a wet slurping sound, James' fat, swollen glans slipped inside his mother, making her throw back her head, Anne's breaths barely more than gasps. "H-how...? You nasty boy, how are you--agh!"

"Y-you like it, mommy? You like my big, fat cock?" Even more than feeling her twitching pussy around his shaft, James wanted to hear her praise him. Or at least have her berate him for being such a pervert that wanted to fuck his mother.

"How c-could I? It's such a r-ridiculous, oversized--oh god!" With just his glans and a rather small portion of his cock inside, James could already feel that his mother's cunt was almost completely filled, the tightness almost unbearable as he began to push against Anne's cervix, forcing his way inside her womb inexorably. "It's huge, no-nothing--ngh! Moooore~!"

And if she wanted or not, that was what Anne was getting. Her incredulous, wide-open eyes fixed on the impossible, lengthening bulge in her lower abdomen, she gasped and groaned as James kept pushing deeper inside her, inch after inch of inhumanly large cock stretching his mother wider and deeper. Soon, James could let go of his shaft and grab on to Anne's wide, child-bearing hips and use the leverage to pull himself forwards, nuts churning behind him and pumping thick, goopy pre into his mother in a steady stream.

"Ughaawd!" Staring sightlessly into the darkening sky, Anne groaned helplessly, her legs twitching and splayed out to the sides. "Haaooh~..."

"A-are you alright, mommy?" James stopped his advance, the distinct bulge his glans made stopping just behind Anne's belly button. "I don't wanna hurt you..."

"No." Anne's head snapped down, and the intense stare she fixed her son with almost scared James. Grabbing his throbbing fuckpole with both hands, fingers digging into the velvety skin, she began to pull him deeper. "How can I be alright if your pathetic, overinflated cock makes me feel like this?! Don't you dare stop, young man! Now fuck your mother like you mean it!"

"R-really?" A wide, delighted grin bloomed on James' face. "You're gonna let me--"

"Yes, you dimwit! Now be a good little fucktoy for mommy and push. It. IN!"

James didn't have to be told twice. Okay, three times. With renewed vigor, he pushed forwards, marveling at how the massive bulge traveled deeper and deeper as he rearranged his mother's insides, the tight tunnel of her pussy twitching and churning around him as it lengthened and stretched impossibly. Anne gasped and moaned as more and more iron-hard fuckmeat disappeared into her snatch, the lower swells of James' massive underboob soon brushing against her thighs.

"What's--mmh, what's taking so long, little pervert? C-can you not handle your oversized prick properl-eeeh!"

Of course, James rose to the challenge. Gathering every ounce of his strength, he thrust his hips forwards, forcing a few more inches of his pussy breaker inside of Anne, making his mother arch her back and grit her teeth, both her and her son's breasts bouncing wildly. Shuffling forwards, he repeated the motion, with much the same results, Anne's legs rising involuntarily to his left and right. The outline of James' cock had almost reached his mother's ribcage.

"F-Fu-Fuugh~..." Groaning, limp from the sensations racing through her, Anne fell back onto the lounger, another thrust rocking her body as yet another couple inches slid into her snatch - and James' glans disappeared behind his mother's ribs. "I... I still can't feel your ridiculous scrotum on my ass, you nasty boy~... keep going, for mommy..."

James was panting, barely able to think. Almost his entire shaft had slid into his mother, spearing her on inch after inch of fuckmeat. His cock felt like it was melting, unbearably hot wetness clamping down on every inch, undulating muscles massaging him, coaxing him deeper, milking James' pussy breaker for pre. It pulsed with his heartbeat - and the bulge in his mother's body pulsed with it.

"I gr-grow tired of waiting, little pervert!" Anne gasped, voice trembling with lust. Her hands were gripping the armrests of the lounger so tightly her knuckles turned white. "When are you finally going to f--ugh! Fuck mommy's pussy and not just p-push this pathetic thing inside?"

"I... I'm sorry, mommy!" Years of being admonished by his mother had conditioned James enough that he intensified his efforts, intent to **** the last inches inside his mother. But with the added problem that Anne's tonguelashing now made his cock lurch and swell... "You... you're getting tighter--"

"Do not blame your own inability to pound mommy's pussy on me! There isn't much left to go, so put your back into it!"

"Yes, mom!" With one last, savage thrust, James rammed the rest of his cock home, deep into the pussy that had born him, knocking his mother's sunglasses off her face. Groaning, James doubled over, his stiff, thumb-sized nipples digging into Anne's belly.

As James groaned and shuddered on top of her, Anne brought one hand to her clavicle, touching a spot right over her cleavage incredulously, her own breathing sounding none the better.

"In... -credible, I can feel... it's so..." Catching herself, Anne fixed her son with one of her icy, contemptuous stares as she lifted his chin with one finger. But just like James, she was barely holding it together, face flush and eyes barely focused. "Finally, little pervert. All of your uh--uselessly big cock is inside of mommy. Now are you going to fuh-fuck me?"

"Hff... hah..." Even forcing his massive, swollen shaft into his mother had taken a lot out of James, particularly with his equally gargantuan balls and tits weighing him down. Yet there could only be one answer. "Y-yes, mommy."

"Then get to--ooohn!" James began thrusting. There was no technique or finesse to it, just strong, slow hammer blows stirring up his mother's insides as James used his full strength to push and pull himself into her again and again, but even that was enough to reduce Anne to a moaning, gasping mess, tongue lolling out of her mouth as her eyes rolled up in her head. "Nffoooh~!"

James' enormous nuts rolled back and forth behind him with every thrust, the sticky pre they were still pumping out long since bubbling out of his mother's snatch to soak into the lounger, his tits jiggled and shook and quaked, the sensitive flesh rippling and sending insanely pleasurable sensations through James' body; which were far eclipsed by the incredible tightness of Anne's body around his enormous, pulsing pole of fuckmeat.

"Ngh--oh, fuck! Mom, you're so t-tight!" Compared to its entire length, James' cock was barely moving with his thrusts, and yet it was more than enough for him. He was actually fucking a pussy! "It feels so great! Your p-pussy is the best!"

"Hn--guh! D-don't get fuh-full of yourself, you nasty--ah!" Fighting to stay in control, Anne tried to rise on her elbows so she could keep an eye on her son - but his pistoning shaft, rock-hard and running through almost her entire body, prevented her from bending her spine, speared on James' cock as she was. "Just because your c-cock is huh-huge! Oh gaawwd~!"

"C-can you touch my tits, mommy?" James was oviously doing well, right? With his mother twitching and writhing on the lounger like that, her pussy clamping down rhythmically. Maybe she'd fulfil his wish... "Pleeease, mommy, touch my titties, pull my nipples~!"

"Mommy's l-little fucktoy wants a reward, hm?" Even through her panting and moaning, Anne still did her best to remain haughty and cold - of course, in the heat of passion, this was rather difficult for her. "I guess you're d-doing--unfh! Doing we-well enough..."

Anne let her hands run over the swell of her son's gargantuan melons, starting from his pecs and down the entirety of James' soft curves, until she reached the saucer-sized areolas, briefly circling them before Anne grasped both of James' erect, throbbing nipples and began jerking them as if they were small dicks.

"Oooh yesh~!" Now it was on James to babble incoherently, nearly going mad with pleasure, thrusts becoming erratic, but no less powerful. "Thank yooo, mommy~! It feelsh shooo gooood!"

"You b-better not cum without m-my permission a--again!" Her body rocked by her son's thrusting, Anne had considerable trouble getting her point across. "I will be--nnfh... very disappointed if you do--ooooh!"

Even near-delirious as James was, slamming his hips into his mother's like on autopilot, this managed to register with him. And yet, there was nothing he could do - years of masturbating had done little to help him develop any orgasmic discipline or techniques to keep from cumming while ballsdeep in his own mother. Not that the latter should be expected from a man. But to his luck...

"Oh god. Oh god. You're making mommy cum - your ridiculous cock is making mommy CUMMM~!"

Hands squeezing down hard on James' nipples, Anne's entire body shook and quivered, every muscle in her torso twitching and nearly crushing James' massive shaft as it began to swell even more, urethra beginning to yawn open wide. James couldn't even move anymore, what little strength he had left insufficient to overpower the **** his mother clamped down on him with.

"Oooogh~..." With a drawnout groan, mouth hanging slack as he went crosseyed, James exploded into his mother, nuts dancing behind him as they clenched and twitched, burst after burst of pearly cum fountaining into the womb he had been conceived in. "Mommyyy~..."

Anne was so incredibly tight around James that none of his cum had room to go anywhere - she had simply been stretched to her absolute limits. With every one of his massive shots, cum squirted out around his shaft, soaking both their thighs and groins. Of course, the sensations of her son's hot cum exploding into her only served to lengthen Anne's climax, and even when James collapsed on top of her, nuts still pumping more and more jizz into his mother, Anne was still riding the wave of pleasure.

"Hmmm~..." When it finally ended, her hands dropping limply to the ground as James' cock began to soften inside Anne, she hummed contentedly before addressing James in a voice that was not completely filled with ice and contempt. "Well. I did not allow you to cum, little pervert, but you definitely have potential. As mommy's obedient little fucktoy... with a little training."

James felt a weird mix of trepidation and anticipation as he lay on top of his mother, his tits a rather comfy pillow as they spilled out from between them.