Regina woke to the feeling of Henry's mouth on her breast. He was sucking lightly, nursing her nipple, his hands on her sides. At first, she thought he was awake, but when she started to sit up and he continued to suck, she knew he was still asleep.

"Em," Regina whispered. "Look."

The other woman stirred from her sleep slowly, turning to look at her wife. Henry's thumbs were rubbing the skin over Regina's ribs, making her shiver slightly.

"You like when he does that, huh?" Emma purred, slowly stroking her hand down Henry's muscular back. Regina nodded, so she added, "I'd say he likes it too."

Regina then joined her wife in rubbing their son's back, her fingertips carefully skimming his spine. Their hands brushed as they touched him, and Regina smiled at this, feeling deeper in love with them with every passing moment.

"I love you," the brunette whispered.

Emma knew that she meant both of them, and her heart swelled from the sound of the words.

"We love you too," the woman said softly, speaking for herself and her son.

"You're both so beautiful," Regina mused, looking them each over, her eyes raking over their naked bodies.

"Shh," Emma hushed her. "He's gonna wake up."

"He won't – Ah!" Regina gasped, feeling the young man's teeth clamp down on her breast.

"What hap—" Emma started, then saw exactly what had happened.

She could tell that it hadn't been painful, but rather electrifying, when she saw her wife's back arch slightly off the bed, pushing her nipple further into their son's mouth.

"Mmm," Henry mumbled in his sleep, his tongue licking the pert nipple in his mouth, making his mother draw in a shaky breath.

"H-Hen—" the woman started, instinctively pressing her hands into his lower back.

Slowly, Henry shifted, swinging his leg over Regina's, his thigh pressed against the apex of hers. Regina jerked slightly at the sudden pressure, unintentionally bucking against him, her breast remaining in his mouth.

"Shi—" Regina started to say, but Henry finally released her nipple, and the cool air shocked her body into silence.

"Mu-ma," Henry whimpered.

She hated waking him. He needed rest. But damn, she sure did love when he woke up aroused in the middle of the night. Somehow, it always ended in their pleasure. His need was too great to subdue, even in his sleep. His hunger for them would not cease.

"Yes, darling," Regina whispered, her voice quivering as she slid her hands up his back, all the way to his shoulder blades. "We're here."

"Mmm."

"Just can't keep your hands to yourself, huh, Hen?" Emma teased softly, stroking his back and allowing her hand to rest on the curve of his ass.

To her surprise, he pushed back against her hand slightly, forming no words. Only a whimper escaped him. Emma blushed at this but offered his ass a gentle squeeze. When he whimpered again in response, she delicately traced her fingers down the crack of his ass, without spreading his cheeks. He pushed backwards again, but not hard, then took Regina's nipple back into his mouth. The brunette sighed softly, stroking her hand through Henry's hair, as he began to suck again.

Experimentally, Emma repeated her previous movement, this time parting his cheeks slightly as she did so. When she reached his puckered entrance, she hesitated, but when he pushed backward against her hand, she was encouraged enough to trace the rim of his hole, making his body jerk.

"H-Henry. You're…g-getting hard," Regina pointed out, her breath hitching as their son continued to suck steadily.

He simply hummed in response, his tongue stroking his mother's hardened nipple.

"You… You should be sleeping…"

"Regina," Emma said softly. "Let him."

Reluctantly – she knew he needed the sleep – Regina nodded her head to consent, stroking her son's hair once again. Emma traced her fingers around his hole once more, and his body shivered against her touch.

"Mu-ma."

Apparently, he'd enjoyed the anal play that night. Nervously – she wasn't confident in her ability to please him this way – Emma removed her hand, spread lubricant on her fingers, and pushed two slowly past his entrance. Henry bucked again, this time rutting against Regina's thigh. When she felt it, Regina sighed, her eyes falling shut. Her wife smiled at the sight of it, savoring the beauty of her lovers, then pushed the two fingers deeper into her son, spreading him wide.

"Hen? You okay?" she asked softly, stroking her free hand down his back.

His muscles rippled at her touch, flexing in response as his nerves were electrified.

Releasing Regina's nipple with a wet pop, Henry whimpered, "Mu-ma," and pushed back against her hand, then forward to rut against Regina's thigh.

"Henry," Regina breathed. "Sweetheart. You're… You're making Mommy wet…"

Emma pumped her fingers in again, this time deeper, making Henry's body spasm.

"Maaa," he moaned, moving his hips forward and back.

The sensation of being filled as his cock was rubbed against his mother's warm skin was euphoric, and it sent him flying into a haze of pleasure. Words would not form – he wanted to tell his mother to thrust deeper – so he simply continued to whimper and moan, eagerly pushing back against Emma's thrusts and rubbing himself gently against Regina's thigh.

"Emma, I'm—Ahh! Henry!" Regina cried, when her son bit down on her breast, just beside her nipple.

When he moved back to her nipple, sucking steadily with gentle lips, Regina let out a soft, breathy moan.

"Does that feel good, baby boy?" Emma cooed, squeezing Henry's ass with her free hand. "Do you like when Mommy's inside you?"

"Mmm," Henry replied, refusing to remove his mouth from his mother's breast.

"Emma," Regina said breathlessly. "Use the strap-on."

Henry moaned, pushing his hips forward, then moaned again. Precum was dripping onto Regina's thigh, making her stickier with his cum than before.

"Oh, Bubba," Regina sighed, stroking his hair repeatedly. "That makes Mommy feel so good."

After a moment of hesitation where she gauged her own confidence, Emma did fasten the strap-on around her hips. After slicking it liberally with lubricant, she lifted her son's hips and lined the toy up with his entrance and pushed in slowly, leaving one hand on his ass to squeeze it periodically. Once she was completely inside him – he let out a long, low groan as she buried the toy to the hilt – she leaned in, kissing his shoulder as her breasts pressed against the skin of his back. Then, repeatedly, Emma moved in and out of her son, and with each movement, he moved forward again, rubbing himself against Regina.

"Do you want to be inside Mommy?" Emma asked Henry with another slow thrust.

He paused, unsure. It would be harder to give Regina's breasts the attention they deserved if he was inside her. Instead of replying, he continued to rut against Regina's thigh and suck her nipple.

"Alright, baby," Emma said softly, pushing in. "Can you cum like this?"

Henry nodded slightly, sucking harder, making Regina writhe beneath him. She needed more. She needed him inside her. But the sensation of his wet, warm mouth on her breast was not something she could surrender. And his large, hard cock rubbing against her…

With repeated thrusts against his prostate, Henry was there in very little time, feeling his stomach tighten as pressure built in his balls.

"Mmm… Mu-ma…" he moaned, finally releasing Regina's nipple again.

He was rocking his hips harder, matching Emma's movements, the side of his cock rubbing against his mother's thigh, the tip rubbing the sheets.

"Yes, baby boy," Emma panted, growing fatigued from her efforts.

Just as he was about to cum, his body shaking, Henry latched on to Regina's nipple once more, sucking hard. Regina's back arched off the bed, and Henry came hard with one last thrust from Emma. To the women's surprise, the young man cried out loudly, his semen spurting in small pools on Regina's thighs.

All gasping and breathless, the three collapsed on the bed. But Regina and Emma were left unsatisfied, so after a moment of quiet but heavy breathing, Emma reached between Henry's legs and stroked the soft, sensitive skin of his balls, in an attempt to stir him back to arousal. Given that this was one of the most sensitive places on his body, the strategy worked perfectly, and he rutted out against the bed again, his flaccid cock slowly beginning to fill. After sliding a wet finger down the crack of Henry's ass, Emma reached all the way between her son's legs and groped his length at the base, giving it a gentle squeeze.

"Think you've got another in you, Bub?" Emma asked him, pulling gently.

Henry then pushed himself up on his elbows before crawling off of Regina and sitting by her side. He was a great deal more awake as he took in the sight of the naked blonde, her pert, pink nipples seemingly calling his name.

"I want you to make Mommy cum, Henry," she told him, stroking his length lazily as her wife watched, surprised by Emma's bluntness and vulgarity. "I want you to put your cock inside her and cum in her cunt. You were a naughty boy last night, but you got your way anyway. Now, it's Mommy's turn. Do you understand?"

With a soft whimper, Henry nodded, unsure of how this scene would play out.

"Good. Lie back and let Mommy ride you."

Carefully, Emma helped her wife into a sitting position, after which Regina got onto her knees and straddled Henry's lap. He wasn't completely hard yet, so she reached between his legs and stroked him twice, watching the blood fill him into firmness.

Emma sat behind her slowly, then reached around and groped her breasts, tweaking her nipples every few seconds to keep her on edge. Regina was dripping. As if her son's hard cock rutting against her wasn't enough, he was now hers to take. He was going to fill her. To please her, as he always did. It never got old, and she never ceased to be surprised when she sunk down onto him and felt his girth stretching her wide.

"H-Henry," she stuttered, as she lowered her body onto him after lining up his hardened cock with her entrance.

Emma continued to fondle her from behind, her thumbs grazing Regina's nipples and her nails dancing over her delicate skin. After being sucked on for so long by the expert mouth of their son, Regina's breasts were overly sensitive, and her body jolted each time her wife twisted or pinched. Once she was fully sheathing her son's member, she sighed with relief, finally satiating her desire to be full of him.

"Mommy has a secret," Emma told Henry, dropping her hands down to his thighs and stroking them slowly. When Henry stopped lifting his hips and looked up over Regina's shoulder at her, she added, "Do you want to know it?"

Henry nodded vigorously when Regina's head whipped around to look at their lover.

"She loves when you cum inside her," the blonde said happily, squeezing his thighs.

Henry groaned in response, his hips lifting of their own accord to bury himself deeper in his mother's clenching heat. She began to bounce on him then, and Emma returned to her task of providing attention to her wife's breasts as Henry gripped Regina's hips to hold her tightly against him. Thrusting up into her and having her meet his every move was intoxicating, and soon, his head was falling back against the pillow, his eyes closing in a wave of ecstasy.

"Henry, look at me," Regina gasped, bouncing on his cock, stretched wide by the throbbing width of his penis.

His eyes snapped open to watch her breasts bouncing along with her, even with Emma's hands groping them from behind. The sight was incredible, and he felt his balls tighten and beg for release as soon as he saw it.

"I want you to look at me when you cum," his mother said firmly, still struggling to draw breath as they both neared their peak. "Oh!" she cried, feeling his nails dig into her skin as he stared up at her, thrusting upward. "Oh, Henry. Henry. Henry. Henry."

His name fell from her lips like a mantra, chanted over and over with every one of his loving thrusts. Every time she bounced on him, she felt as though she was being stretched and filled further, until finally, the very peak of her arousal hit. Henry came inside her, hot, white light bursting through him, and as soon as she felt his seed filling her, Regina came around him. The fluttering of her walls drew out and exaggerated his orgasm, causing him to vibrate beneath her, losing all control as he bucked up wildly. She rolled forward rapidly, trying to match his pace, but he was spent before she could do so. Her orgasm lasted longer than his, because even after his ended, he continued to pull her down and push his hips up, burying her deeper and squeezing his seed out of her as it dripped onto their warm, wet skin.

Panting for breath, Regina fell forward, bracing herself with her hands on Henry's chest. He pulled her down slowly, carefully taking her into his arms as he held her tightly, his penis softening inside her but not pulling out.

"Stay in me. Just… Just a little longer," she begged, feeling the periodic rippling continue. Every second, another dull jolt burst through her core, and her muscles clenched around him. Feeling it, he almost grew hard again. In fact—

Henry could feel the last trickles of her orgasm, just as she had felt the last trickling of his cum inside her. It seemed like they would never end, though the fluttering around his length had slowed down a great deal. Surely, it would stop soon. But her body was still shaking, and the aftershocks continued, gently squeezing him back to life.

"Mmm-uma," Henry breathed, feeling himself grow inside her.

She drew a shaky breath, sensing his member hardening inside her.

"P-Please," he gasped, pulling her hips forward to get her to rock her body against his.

He loved the feeling of her heat around his shaft, sliding along and squeezing it tightly, and the more he thought about her tight, hot sex, the more he grew, until he was nearly fully hard.

"Wait, Henry," Regina breathed. She was torn, part of her wanting to cum fully again, but instead, she said, "Mommy."

He knew what this meant. Slowly, he lifted her off of his body and took Emma's hand, pulling her into Regina's place. But Emma shook her head, pulling away.

"Not like that," she said, lying beside him. Then, she took his hand and pulled him on top of her, saying, "Like this."

He nodded, understanding that she preferred him on top. And he liked looking down at her, watching her face closely as she came. It wasn't the same as seeing her tits bounce while she was riding him, but it gave him more power, more control, and that was intoxicating.

"Ready, Ma?" he asked gently, stroking Emma's cheek as he pumped himself twice and lined his shaft up with her dripping entrance.

She was more than ready for him. As soon as she nodded eagerly, Henry pushed himself into her, his length sucked in by her wet heat.

"Ahhhh," he groaned, feeling the sudden clench of her muscles around him.

Her body was shocked by the sudden invigorating sensation of being filled, and it responded by greeting her son's length warmly. Henry's reaction was to buck forward, quite unintentionally, thrusting himself deeper.

"Hen!" Emma screamed. "God. Hen. Please. Bubba. Please, fuck me." He started then, moving in an out, but she quickly grabbed his hips and jerked him forward, crying, "Harder! Please, baby, please."

"Ah, fuck! Ma!" he shouted. "Can't. Can't. Gonna cum."

"Henry, no!" Regina cried, tugging on his shoulder. "Do not cum. You've been a very naughty boy, and your mother needs you now. Don't cum."

"I can't! Oh, God. God. Fuck!"

Henry came hard with a roar, bucking into his mother rapidly to squeeze out the rest of his release. But Emma hadn't finished, and it had all been too fast to get her close enough to finish with his final thrusts. He softened and slid out, collapsing on top of her.

Tears welled in his eyes as he muttered, "S-Sorry. S-So sorry."

Emma sighed, feeling the ache in her core burn hotter. She was far less than satisfied, brought to a high then denied her release. He'd softened too quickly, spent and sensitive from his previous orgasms.

"It's alright, Hen," Emma told her son breathlessly, stroking her hands over his back.

"Henry," Regina said firmly. "You've been very, very naughty."

"B-But I-"

"I'm going to punish you now, Henry, and I want you to be still and silent. Do you understand?"

He nodded rapidly, not daring to defy her or talk back.

"Good," Regina said, cocking back her arm, then bringing her hand down hard against his ass.

The slapping sound echoed through the room, and Henry's body jolted from the intense burst of pain that flooded him, but he managed to bite down on his lower lip to silence the cry that threatened to escape him.

Then, Regina began to count.

Again and again, she spanked him, harder each time, as he laid in Emma's arms. At first, it just hurt, but the hotter the burn on his ass became, the more Henry began to shudder each time, his body once again electrified by her touch.

"Good boy," Emma purred, stroking his hair. "You've done beautifully."

"I'm not done," Regina snapped.

After standing and pulling something out of the bedside table, Regina knelt back on the bed. A moment later, a loud crack filled the room.

Henry screamed.

The burn was more than just painful. It was arousing. He shifted his weight on top of Emma and put his mouth on his mother's breast, sucking as Regina slapped the wooden paddle against his ass again. This time, he let out a muffled cry against the breast in his mouth, clamping down on it, then released, causing Emma's body to jerk.

"Fuck," she cursed. "Hen."

Again, the paddle spanked him, and again, he bit down. Emma gasped, feeling his teeth tugging her nipple.

"Mama!" Henry screamed on the next slap, finally forced to release Emma's breast.

"Regina!" Emma shouted. "Enough. He's hard."

"Oh, is he?" Regina cooed, dragging her nails down her son's back. "Do you wanna cum again, baby boy? Are you turned on? Do you like when Mommy spanks you when you've been a bad boy? Do you like when Mommy punishes you?"

Hesitantly, body shaking, Henry nodded.

"Well?" his mother pressed.

"Y-Yes. P-Please, Mama. Punish me."

Despite her desire to withhold any reaction, Regina's eyes rolled back in her head. The sound of his plea for punishment was enough to get her dripping again. But this wasn't about her. this was about Emma, and her release.

Again, she slapped him with the paddle, and he jerked one more time before she dragged him up into a kneeling position.

"Hold still," she ordered. "Mommy's going to make sure you don't finish until it's time."

Confused, Henry stared as Regina pulled yet another item from the bedside table. When she reached out to fasten the cock ring around him, he gasped, feeling it clamp around the base of his swollen penis. Blood rushed in, but wouldn't flow out.

"Good boy," Regina cooed. "Now, keep being a good boy and fuck your mother like she deserves for putting up with you, you naughty brat."

Henry froze, staring down at his erection, now painfully hard. What was this device? What would it do to him? It was starting to ache. Still, he finally obeyed and turned back to Emma, lining himself up with her entrance again.

This time, Regina encouraged him, "That's it, baby boy. Give it to her, hard. Fuck her, Henry."

The young man groaned, further aroused by his mother's demands, and pushed himself into Emma's heat until he was sheathed to the base. Emma moaned in unison with him as he pulled back slightly, then pushed back in, repeating this motion over and over, speeding up each time.

Emma tried to match his thrusts once again, but he was frantic, desperate to make her cum. But she'd had time to cool off while he was punished, and her arousal was building from the bottom again.

Soon, Emma was grunting along with him, making noise every time he thrust in rapidly.

"Harder," she gasped, breathless between his thrusts.

He fucked her harder into the mattress, pounding into her mercilessly. As arousing at this was, though, it wasn't enough. Emma grabbed his hand and guided it down to her clit, pressing his fingers firmly against it.

"There," Emma begged, moving his fingers for him in quick circles.

"Shit," Henry choked out, starting to shake. "Fuck. Mama. Mama, I'm gonna-"

"You won't," Regina cut in, smirking. "Not yet."

"B-But I-" he started, but his mother cut him off again.

"Fuck her, Henry. Make your mother cum."

With a loud, pleasured groan, Henry bucked into her, expecting his seed to erupt from the head of his penis, into her cunt. But it didn't. He remained painfully hard as he fucked her, his dick swollen to the point of agony.

"Need… Need-"

"Henry, don't," Emma begged. "I'm so close."

"Can't. Can't. I'm gonna cum!"

"He won't, Emma," Regina announced, stroking the blonde's dampened hair out of her face. Then, she turned to Henry and ordered, "Keep fucking her, Henry. Fuck her until she can't cum anymore."

Again, he groaned, desperately chasing his release as he continued to buck into her, over and over again, his balls slapping against the inside of her thighs. The sound was intoxicating. So much so that Regina almost pleasured herself watching them, but she was too focused on Emma's impending orgasm to pay any attention to her own arousal, despite the fact that it was once again soaking her thighs.

Finally, Henry slowly, gasping for breath, worn out from the effort.

"D-Don't stop," Emma whined. "Don't stop. F-Fuck me, Henry. P-Please."

"C-Can't," he stuttered in reply. "Hurts."

His balls, his cock, his stomach, his thighs… all of it ached. He needed to cum, but somehow, nothing was coming out. Pressure built in his balls that burned hotter with each thrust, and the tighter her pussy squeezed him, the harder it was to continue.

"P-Please," Henry finally begged, not daring to stop thrusting again. "Please, mu-ma. Need to cum."

"Not yet!" Regina scolded him, slapping his ass from behind.

Henry jerked forward and Emma screamed, feeling him hit her G-spot.

"Oh, my God. Please!" she cried. "Again. Again!"

Desperately, he tried to continue, thrusting, fucking her as hard as he could, knowing they'd both be bruised in the morning. Now that he was hitting the spot, though, she was getting close. Her pleasure was building, building, building, and soon…

She was crashing.

"Oh, fuuuck," Emma groaned loudly, right in her son's ear, causing him to buck again.

He was fucking her like an animal, desperate for her climax and his own. He chased it hard and fast, but even when Emma finally started to cum, her walls massaging him in waves, he couldn't do it. Somehow, his release was frozen inside, and his cock only got harder with every thrust. Still, he didn't stop pounding into her until he was sure that her orgasm was over. Panting, he collapsed on top of her once again, his still-firm cock slipping out of her.

"No," Regina scolded him. "You're not done."

Confused, Henry turned and looked at the brunette. What did she mean? Emma was spent. She was gasping for air beneath him.

"Again," Regina said simply. "Til she can't anymore."

"W-What?" he gaped.

"Again."

Emma, shocked by her wife's demands but aroused by the idea, looked up at Henry with apologetically pleading eyes.

Again, Henry lifted himself back up onto his elbows and gingerly gripped his length. It almost hurt to touch it. It was so hard, so sensitive, that the sensation stung. He braced himself as he positioned his length at her entrance and thrust it inside.

"Slow this time," Regina told him, stroking Emma's arms. "Make it last, because you've been naughty, and she deserves to feel all the pleasure you've received."

"Mommm," Henry groaned, thrusting in a second time as he threw his head back.

"Oh, fuck, Henry," Emma gasped, surprised that he could still be so hard. "That's it, baby. Right—Ah!—Right there!"

As slowly as he could manage, Henry fucked her, but his usual grace was nowhere to be found. The pain and pressure made him clumsy, but this worked for Emma, as his jagged movements did not allow her to anticipate his rhythm. Instead, Emma was surprised by each thrust, until he finally lifted her leg to get an even better angle. It was then that he began to consistently hit her G-spot again, and as he dragged his cock in an out of her, she writhed beneath him.

"Oh, God. Henry. Henry. Henry… Oh, fuck. Henry, please. Please."

The words fell from Emma's lips in a jumbled mess as her son's hard shaft fucked her at the perfect angle, the tip of his penis stroking the right spot on the wall of her cunt with each thrust.

"Shit. Henry. Fuck me. Fuck me."

"Mama… Mama, please. Need to—Ah! Need to cum! Hurts."

"Close. I'm close!" Emma promised him, lifting her hips frantically to meet every few unpredictable movements he made.

Without thinking, Henry's pace increased, and he bucked into her wildly, attempting to empty himself and finish her off at the same time. But only she started to cum. He could feel it, her walls clenching on his dick, and he held himself firm inside of her, hoping that the tight squeezing would empty him into her. It didn't, though. Instead, both of them were interrupted by Regina, who quickly pulled Henry back until his dick slid out of its sheath.

"Mom!" Henry protested, tears streaming down his cheeks. "Please!"

Instantly, Regina wiped his tears with her thumbs, kissing his forehead slowly, then reached between his legs. As soon as he felt her cool fingers on his shaft, he nearly cried out, but when she pulled off the cock ring, he gasped with relief.

"Finish," Regina ordered him, giving him a gentle shove toward his other mother. "You can cum now."

He obeyed instantly, pushing himself back into Emma's core. As soon as he'd worked her back into a frenzy and her walls began to give signs of her impending orgasm, Henry increased his pace and force, slamming himself into her with reckless abandon until she screamed his name.

"Fuck! HENRY!"

And that was it. Harder than usual, she clenched around him, squeezing his aching dick as they came together as one. His orgasm struck as soon as hers began, and it squeezed from her son every drop of cum he had left to give, which was a surprisingly large amount. It continued to pour, then trickle, from the head of his cock as he unsheathed himself. The cum dribbled over his fingers and onto her thighs, his cum mixing with hers. It was on everything. His hands, his cock, their thighs, the sheets. White, sticky sex, everywhere.

"What was that?" Henry finally managed to say, after curling into his mother's side and catching his breath.

"That, Henry," Regina began to explain, "is a cock ring. And it will be used continuously until you can learn to control your orgasms."