Four months went by, and nothing.
Test after test, but no success, no matter how much or how hard they tried. Every weekend they tried, and tried, and tried. And although it was exceptionally enjoyable to try repeatedly, there were no results.
"Ma," Henry said softly, as Emma pulled him on top to initiate the missionary position.
She stopped and looked up at him, rubbing her thumb over his cheek with a gentle smile as she replied, "Yes, precious boy?"
"What if… What if we can't?"
Frozen, Emma stared.
Knowing her wife couldn't speak, Regina jumped in with the gentle warning, "Henry…"
"I…" Emma tried, her face turning red from panic.
What if he was right? What if they couldn't?
"Maybe… Maybe I should go to the doctor, Ma."
"But I—"
"Well, I mean, it's probably me... After all, you were able to have me, I guess, so… so it's gotta be something wrong with me, right?" Henry blurted, words pressured and fast.
"Oh, Henry," Emma sighed, pulling the young man down on top of her and holding him close. "I'm sure it's just—"
"But we've tried so hard!"
"Henry," Regina hushed him, stroking his hair back. "Baby boy. It's alright. If you want to go to the doctor, you can. We'll be here to support you, no matter what happens."
"I don't want to fail you," the man sobbed, sitting up and dropping his head into his hands. "I want to give you both babies and have a family with you."
"We are a family, Henry," Regina assured him. "With or without children."
But Henry's choking sobs did not stop for a long, long while.
Only when he was finally calm, after repeated comforting gestures and encouraging words, did Emma softly suggest, "Come on, baby. Let's try one more time. One more time, and if this isn't it, you can see a doctor."
But Henry was too upset to get hard. At least, that was how it seemed, until Emma noticed his reluctance as he rubbed the final tears from his eyes. As soon as she recognized that his downtrodden mood had not subsided, though he had calmed down significantly, Emma slid her hands up and down her son's thighs. In response, Regina approached her son from behind and began to slide her hands up and down his back, then started to scrape his skin lightly with her nails. This always served to make him shiver, and as soon as he did this, he felt his cock twitch to life.
"Mumma," he breathed, his eyes falling shut as Emma's feather light touch ghosted over the base of his penis.
"Mmm," Emma hummed. "Waking up, are we, my handsome devil?"
Then, Emma dragged her finger softly along his large, warm shaft, all the way to the head, which was beading with precome.
"Oh, goodness," Regina teased playfully. "Someone is waking up. Does bubba want to play?"
"I… I…" Henry stammered, eyes still shut as Regina reached around to press her fingers into his sensitive hips.
"Come on now, my sweet prince," Regina purred. "Don't you want to give Mumma your babies? Make her grow from your seed and give you a perfect heir?"
Henry groaned at this, his cock finally becoming fully engorged. Regina's playful, provocative tone was all he needed to fuel the fire of his sex drive. It took very little from his mothers, even when he was upset, to arouse him.
"Please, Hen," Emma whimpered teasingly. "Give me your babies. I want to feel your seed filling me."
Again, Henry groaned, leaning back down and kissing Emma's lips with hunger and passion.
"Oh, God, Ma," he gasped between kisses. "I want you so bad."
"I want your babies, Hen," Emma replied with a smile, connecting their lips again before lifting her hips to create friction between Henry's thick, hard shaft and the inside of her sensitive folds.
"Ma," Henry gasped again, swinging his hips forward involuntarily.
The head of his cock missed his mother's entrance slightly, but managed to rub against her clit, making her buck slightly from the surprising jolt of pleasure.
"Henry," Emma breathed, pulling his hips roughly forward to usher him inside.
She was so impossibly wet that his girth, though stretching her widely enough to nearly bring pain, slid in easily. Emma cried out when he filled her, always surprised by his size.
"Oh, God, baby boy. Give it to me. Give me everything."
As Henry began to buck into her, fucking her mercilessly through rapid waves of ecstasy, Regina reached between his legs and cupped his balls. At first, the feeling of her hand squeezed between his legs felt strange as Henry tried to fuck Emma with all his might and passion, but when his mother squeezed, he let out a loud gasp. Henry then swung his hips forward hard, his cock crashing against Emma's walls.
"I knew you'd like that," Regina cooed, leaving her free hand on his lower back to push him against Emma each time his body moved forward. "My prince has the most sensitive balls…"
With that, she squeezed him again, kneading his sacks in her hand until her son began to groan loudly. Henry's thrusts slowly slightly, to Emma's dismay, to allow for a more stimulating touch from Regina, and each time he pushed himself into her hand, she squeezed him a little harder.
Then, Emma found herself unable to breathe, as her son pushed past his delirium of pleasure and reached between her legs to rub her clit in small, steady circles with leisurely strokes of his thumb.
"Oh, Fuck, Hen," Emma cried. "You're gonna make me come."
"You're both gonna make – ugh – me come," he grunted in reply, continuing to fuck her with all of his throbbing erection.
"Give it to her, baby boy," Regina purred, removing her hand from her son's sensitive sacks to firmly squeeze his ass. "Give her your seed. Come inside her."
"Yes, Henry!" the blonde screamed. "Come inside me, baby."
"Oh, God. I'm gonna. I'm gonna. I'm—" Henry panted. "Ah! That's it, Mumma! Fuck, you feel so good! So tight and wet for me. So ready to take my fucking come."
"Yes, honey. Yes, she is," Regina told him, kissing his shoulder from behind and leaning over him, pressing her breasts flush against his back. "Come, baby. Come."
"Ah!" Henry cried again, bucking one last time into his mother's tight, pulsing cunt, all the while feeling the pressure of Regina's body above him.
His whole body vibrated with pleasure as he remained inside her, streams of come filling her to the brim. As soon as Emma felt the heat of his semen shooting out in streams, her walls contracted around her son's swollen cock, and she came with a loud, startled scream.
Once Henry pulled out of her – his retreat tender and slow – Emma sighed happily and dipped two fingers between her folds. When she removed them, they were soaked with both her own come and her son's. To his surprise, she lifted her fingers to her lips and sucked them into her mouth seductively, making Henry think he could almost – almost – go again.
After licking the come off her fingers, Emma told her son, "If that doesn't get me pregnant, I don't know what will. I've never seen so much of your come."
"I tried, Mumma… I tried," Henry replied happily, as he curled up between his mothers.
"Good job, baby boy," Regina praised him, smiling as she kissed his cheek. "Good boy."
Several weekends later, after being escorted up the stairs of the mansion by his mothers, Henry arrived in their bedroom to find something odd placed on his usual pillow.
"What—" he started, mouth dropping when he realized exactly what he was looking at. "Oh, my God! Is this real?"
Both women laughed hard at this, and Emma assured him, "Yes, baby boy. It's real."
"Oh, my God!" Henry shouted, turning and pulling them both into a tight group hug. "I love you both so much!"
"I told you it would be fine," Emma teased, deeply kissing her son's lips.
Henry nodded and replied, "Yes, you did. And here we are. PREGNANT!"
To be sure – absolutely sure – Henry picked up the small test and held it in his hand, then stared down at it. Sure enough, they were pregnant.
"Do I get reward sex for being such a good host for your babies, honey?" Emma asked, stroking her hand down her son's front and stopping just above the waistband of his trousers.
"I think it's Mom's turn," Henry laughed, turning to Regina and pulling her close. "What do you think, Mom?"
"Oh, yes, baby boy," Regina cooed, stroking Henry's hair back. "I would love to feel you inside me."
It wasn't as though he hadn't had sex with Regina since they'd been trying to get Emma pregnant. It was just a little less frequent, and Henry wanted to make sure that she got the attention and the satisfaction she deserved.
So Henry quickly unclasped his belt and jerked his pants down, playfully pushing his mother back onto the bed. Then, he grabbed the backs of her thighs and jerked her forward until she was right at the edge of the bed. Once her panties were off, he spread her legs wide and smiled down at her.
"I'm gonna hammer you so fucking hard."
"Please, Henry," Regina whimpered. "I need to feel your cock inside me."
She was already soaked when Henry thrust his dick into her sex, but they both gasped in surprise at the pleasure they felt when Henry stretched her.
"So tight," he groaned. "So warm and wet and tight."
"So big, bubba," Regina cooed in reply. "Such a big, handsome man."
The praise urged Henry on, and he began to hammer into her, as promised, hard and fast until his whole length was slick with her fluids.
"God, Mom," Henry gasped. "Can't fucking believe how good you feel."
"Same, darling. Same." Then, after a few more thrusts, she pleaded, "Harder, Henry. I need more."
Overwhelmed by her plea, Henry did his very best to increase the pressure of his thrusts, but his energy level was at a plateau. Giving it everything he had, Henry bucked wildly against her, not bothering to set a rhythm, until she was crying out his name repeatedly.
"Henry. Henry. Henry!"
"Take it!" Henry grunted. "Take my fucking cock, Mom."
"Oh, yes, Henry. Yes. Give it all to me. Give me everything."
And he did. His hips sputtered to a halt as he gave one last push, shuddering against her as his seed erupted into her core, just as it had into Emma's.
Feeling him filling her, Regina cried out again and instantly reached her climax, a new wave of wetness flooding between them, soaking Henry's cock in her fluids and mixing with the come that was leaking out onto their thighs.
"You two are everything I ever could have dreamed of," Henry panted, after a long moment of silence as his body curled over his mother's.
His eyes fell shut, and Emma began to rub his back as she sat beside them on the bed.
"Get up here," she said softly, patting the spot on the bed between herself and her wife.
Henry nodded and obeyed.
As soon as Henry arrived home the next weekend, the women were ready and waiting for him. When they weren't in the parlor to greet him after he knocked, Henry was surprised, but he was even more so when he made his way into the living room and saw them sitting naked on the couch.
"Oh, Lord," he breathed, blatantly staring. "What are you doing?"
"Oh, nothing, dear," Regina cooed, offering a wicked smirk.
Then, Henry noticed the whip lying on the couch between the women. Blushing, he remained several paces away as he gawked at the scene.
"Well?" Emma pressed. "Are you going to come dominate us, or do we have to give you a formal invitation?"
Blinking several times in disbelief, Henry took three hesitant steps towards the couch and looked down at them.
"You… want me to…"
"Yes, dear," Regina answered, taking his hand and tugging him closer.
Once he was within reach, she wasted no time undoing the buckle of his belt and unzipping his trousers.
"Show us," Emma offered, giving Henry a sly, inviting smile.
As aroused as he was, Henry was caught so off guard that his moves seemed reluctant and slow. Carefully, though, he pushed his jeans and boxers down to his knees, allowing his erection to spring free.
"Oh, my," Regina teased. "That's all it takes, baby boy?"
Henry nodded.
"Well, come on, now, love," the brunette coaxed him. "Show us who's boss."
"You are," Henry finally laughed, shaking his head and knowing this was all just a game.
He had no misconceptions about who was in charge in their relationship. Regina wore the pants most of the time. It wasn't as though he couldn't try them on – of course, he had, many times – but at the end of the day, it was Regina who called the shots. Not that this bothered him or Emma in the slightest. They all took their turn.
That being said, Henry felt slightly reluctant to take the whip that was being held out to him. In fact, he had an inexplicable urge to watch Emma take control. He wasn't sure why, but because of this, he finally took the whip from Regina, then pressed it into Emma's hand.
"I think it's your turn," he explained, smiling at her.
Her eyes went wide as she asked, "Me?"
"You."
"But I—"
"Please, Ma. I wanna watch you turn Mom's ass red."
Even Regina looked surprised at this. She had no protests, though, so her expression of minor shock faded into a smile.
"You heard the man, Emma," she said softly, placing her hand on Emma's thigh. "He wants a show."
Swallowing her insecurities, Emma nodded and suggested, "Upstairs."
With a nod, Emma's partners ascended the stairs and entered their bedroom. Regina sat down first as Henry removed his clothes. Once Regina was on the bed, Emma squeezed the whip tightly in her fist.
"Roll over," she commanded, and waited for Regina to obey.
Henry's mouth watered as Regina gave a seductive smile and rolled onto her stomach. Without prompting, she lifted her ass in the air to give her partners a better view of what she had to offer them. As Regina waited, Emma pulled the strap-on up around her hips, and Henry helped her fasten it snugly.
"Go on," he urged her. "Look. She's dripping."
Emma's eyes widened slightly as she noticed the wetness at the apex of Regina's thighs. He was right: Regina was more than ready.
Without further encouragement, Emma cracked the whip over Regina's backside. Regina sucked in a sharp breath of pain and bit her lip.
When Emma heard the muffled sound, though, she commanded, "No. Open your mouth. I want to hear you."
The order was one that Regina obeyed instantly, and as soon as she had, she felt the next crack of the whip against the backs of her thighs and gasped loudly.
"Emma," Regina whimpered, thighs beginning to shake from overstimulation and anticipation.
Emma crawled onto the bed and positioned herself behind her wife, then slid her fingers into the woman's dripping core.
"Oh, God," Emma moaned. "So hot and ready for us."
Regina nodded frantically, her mouth too dry to beg for stimulation. Emma cracked the whip over her ass again, making Regina's body jerk forward as she roughly gripped the sheets in her fists. Standing behind them, Henry slid his hand down between his legs and began to stroke himself, rubbing his thumb over the head of his cock with each movement.
After one more crack of the whip – this time earning a loud cry from Regina – Emma pushed in deep, making her wife cry out yet again.
"Emma!" Regina shouted, falling forward and nearly allowing the toy to slip out of her blazing center.
"Yes," Emma growled, suddenly intoxicated by her own power. "Take it, Regina."
Then, the blonde began to thrust, hard and fast, just as their son often did, working Regina to the peak of her arousal.
"Oh, God. Oh, God. Emma, more," Regina moaned. "I need more."
"Fuck," Emma grunted, bucking forward.
Behind them, Henry was still working himself up towards his own climax. But just as Regina began to frantically lift her hips in time with Emma's thrusts, her wife stilled her movements.
"What are you doing?" Regina cried. "Don't fucking stop!"
"Henry," Emma beckoned her son, waving him over.
His hand stopped as he looked at them curiously, but when Emma motioned for him again, he obeyed and stepped closer.
"Your turn," Emma explained, passing him the whip.
But Henry shook his head and gently pushed his mother out of the way. Once he had access to Regina's backside, he cocked his hand back and brought it crashing back down against Regina's rear cheeks.
"You wanted it red," he laughed, looking at Emma, who was gaping.
After a few more strikes, each earning a cry of pleasure from Regina, the woman pleaded, "Inside me."
Without further prompting or hesitation, Henry climbed onto the bed, lifted his mother's hips up for better access, and slammed into her. A scream escaped Regina's lips – his girth was far larger than that of the toy – and Henry grunted loudly as he jerked his hips back and sent them forward again, burying himself deeper than the toy had gone.
"Oh, fuck, Henry," Regina groaned.
"Such a – ahhh – good girl," Henry grunted between thrusts. "Take my cock, Mom."
Beside them, Emma was kneeling and dipping her fingers between her folds, alternating between penetrating herself and rubbing subtle circles over her clit.
When it was Henry's turn to cry out as he neared his orgasm, Emma let out a loud gasp and watched her wife's face contort in pleasure. Henry had reached around Regina's front to rub her clit roughly as he thrusted a little slower to maintain his balance. But the decrease in speed and force made Regina whine in protest.
"Harder," she pleaded with her son, but he only responded by increasing the force of his fingers, not his thrusts.
Then, when she began to buck backwards against him, in an effort to drive him deeper into her sex, the sounds coming from Henry began to alternate between louder grunts and labored gasps. She was starting to come – he could feel her walls massaging his whole length – and it brought him to the edge. When she began to scream again, Emma could hold it in no longer, and she fell apart watching her lovers come hard as her son ejaculated into her wife.
"How was that?" Henry panted, sagging over his mother as he pressed gentle kisses to her shoulder blades.
Regina was too tired to speak, so she simply nodded and allowed her eyes to fall shut.
That night, Emma woke from a dream – one that made her sweaty and wet between her legs. After a long moment of thought as she squeezed her thighs together, she realized she could no longer subdue her desire. As quietly as possible, Emma reached for the strap-on on the bedside table and pulled it on carefully. Luckily for her, her son was already on his stomach, snoring softly. As she positioned herself between his legs from behind, she massaged his buttocks. Henry grunted softly in his sleep and pushed his hips down against the mattress. Emma smiled at this, knowing the stimulation was turning him on in his sleep.
As she applied lubricant to the shaft of the toy, and the crack of Henry's ass, she whispered, "That's it, baby. Get hard for me."
When she rubbed the head of the toy between her son's cheeks, he whimpered and resumed rubbing his hardening penis against the sheets – anything to stimulate him further. At first, Emma just pushed two fingers into him, spreading his entrance and massaging its rim to ready him for what she was able to do. Then, she pushed in teasingly – just the tip – and pulled back out, making him whimper again. When she finally pushed the shaft into him, though, slow and deep, Henry let out a loud gasp of surprise and bucked back hard against the stimulation. This, of course, drove Emma's toy deeper into him, hitting the sensitive organ inside him, and he mewled in response, finally waking.
"Henry," Emma purred, massaging his cheeks as she pumped into him. "Let me fuck you."
He nodded desperately, gripping the sheets as Regina had done earlier, and the brunette beside him immediately woke to the sound of his whimpering.
When Emma noticed that her wife had woken, she smiled and carefully rolled them onto their sides facing Regina, leaving the toy buried as deeply as possible.
"Jerk him off," Emma said, nodding at Regina, who obeyed almost instantly.
Emma could tell her wife was still sleepy and somewhat dazed, but it was obvious that she was eager to palm and stroke and massage her son's erection as the blonde continued to move inside him, assaulting his prostate with each thrust.
"Mumma!" Henry suddenly cried, feeling Regina cup his balls with one hand, and the base of his cock with the other.
Emma continued, and continued, and continued – going and going until Henry could take it no longer.
"Fuck!" he screamed, and Regina responded by jerking hard and fast.
He didn't know whether to buck backwards against the toy to move it deeper within him, or whether to buck forward into the intense, heavenly stimulation of Regina's stroking hand. As she rolled and massaged his balls, though, Henry burst, shooting his come all over her stomach.
"Mum!" he screamed, and Emma gave him one last hard thrust, holding herself in the depths of his heat and pushing as firmly as possible against the bundle of pleasure inside him.
"Good boy," she purred, and her wife nodded, continuing to stroke her son until he'd softened.
