The following weekend, Regina had several meetings to attend as Mayor of Storybrooke. Emma, on the other hand, was off duty both Saturday and Sunday, leaving her weekend free to visit her son. Rather than surprise him, she decided to tell him ahead of time. Although, it could be said that her method of passing this information along was surprising in its own way.

That Thursday, when Henry received the text message with an image of Emma's fingers buried half-way into her sex, he was in the middle of a meeting.

'Want to see me, Mr. Mills?'

Henry's face filled with bright red color as soon as he saw the message, and he quickly shoved the phone back in his pocket before attempting to return his focus to his coworkers. Unfortunately, almost everyone noticed the change in his demeanor.

"Are you alright, Mr. Mills?" his secretary asked, putting her hand on his forearm.

"Y-Yes. I'm f-fine," he stammered, loosening his tie slightly as sweat beaded on his forehead.

But alas, the façade was not convincing, and he was escorted to the bathroom by one of his business partners. There, Henry splashed water on his face to cool and calm himself. Once he was collected and alone, he removed his cell phone from his pocket and opened the message again. Of course, this served to renew his need for a glass of water and perhaps an ice cold shower, but he forced himself to reply to the message, despite his shaking hands.

'Of course I want to see you… Naked, dripping, and bent over my bed.'

His mother replied instantly with an image of herself bent over her own bed, which was obviously taken by her wife, given the camera angle. The firm curve of her ass was lifted, displaying her sex from an even more enticing position.

'God damn. You're making me so fucking hard.'

'Yeah, baby boy? Lemme see that big cock of yours.'

Rushing back to his office, where he locked the door and closed the blinds, Henry exposed himself to the camera of his phone and snapped a photo of his erection, as firm as stone, standing proudly on display for his mother. As soon as he sent the image, Emma replied.

'I want you to jerk yourself off. Right there in your office.'

'I have a meeting in five.'

'Then you'd better be quick. ;)'

Groaning, Henry reached for his aching member and started to jerk it, gently at first, to work up a rhythm, then harder and faster. As he held his cock in his right hand and his phone in his left, he received another explicit picture from Emma. Her legs were spread, and her wet, glistening entrance was being penetrated by a large toy. The young man gasped at this, working himself harder, until another message came through. This time, it was a video. The toy was vibrating – he could even hear it with his volume on low – and she was moving rapidly it in and out of her sex.

'I want this to be your cock. Saturday morning.' When Henry didn't reply – he was distracted by his mounting arousal – Emma messaged again, saying, 'You coming for me yet, baby? I'm close.'

Again, Henry groaned. This time, the sound was loud and guttural, and it signaled his impending orgasm, which splashed over his thighs as he gave the base of his cock a long, hard squeeze. Luckily for Emma, he caught this on camera and sent it to her immediately. His climax was good, but his legs were still shaking slightly at the thought of his length pounding into his mother's cunt. That, he knew, would bring a much more powerful orgasm. Emma, of course, felt similarly as her walls contracted around the vibrating object inside her. Despite its three settings of vibration intensity, the toy was hardly a match for her son's uncovered flesh.

As Henry used a napkin to wipe his thighs clean and pulled up his pants, he played one last clip from his mother. This time, the phone was resting on the bed, which made the image black, but Henry could hear the sound of his mother's climax ripping through her, and the sound of her moans nearly made him hard again. But he managed to regain control of his bodily reactions just in time for his secretary to buzz the intercom to announce the arrival of his next client.

Saturday morning, as promised, Emma arrived at her son's apartment for the first time since helping him move in.

"Wow, bub," she said, looking around his apartment in awe. "It looks great in here."

"You look great in here," Henry countered, placing his hands on her hips to pull her flush against him. Then, after a long, deep kiss, he told her, "Now… I want you to go to my bedroom."

"So soon?" Emma giggled.

With a smirk, Henry nudged his mother gently towards the hallway. After flashing him a broad, bright smile, Emma obeyed and walked to the bedroom. Standing in the doorway, she froze.

"Oh, Henry…"

"Yes, Ma?" the young man asked playfully, wrapping his arms around his mother and kissing her neck from behind.

"Mmm," she hummed. "Don't do that. You know what that does to me…"

"I do," he confessed, repeating the action, but this time dragging his tongue slowly from the base of her neck up to her earlobe and nipping her lightly.

"Henry," Emma sighed, looking around the room. "This is too much."

"Nothing is too much for you."

The floor and bedspread were covered in red rose petals, and even the pleasure Henry was bringing to Emma with his lips on her neck could not distract her from the beautiful display. Candles were burning on his dresser and on both bedside tables, setting a romantic ambiance. It wasn't really dark enough to merit lighting candles, but the smell was wonderful, so Emma had no complaints.

"Henry," she sighed again. "You're too good to me."

"Nothing is too good for you," Henry replied firmly, turning her around and pulling her back against him. "Do you understand me?"

This earned a bright blush from Emma, who wrapped her arms around her son and rested her head on his chest, mumbling, "I love you."

"I love you too," Henry said, stroking his mother's hair and kissing the top of her head. When she finally lifted her head to look at him, he continued, "Now… I want you to take your clothes off and bend over the bed."

"W-What? Henry—"

"You heard me. Now, do it."

The commanding tone of his voice sent shivers down Emma's spine and electrified every nerve in her body. Something about the way he sounded when he was taking charge made her wet, so rather than arguing, she simply removed her clothes – slowly, to give him a show – and carefully bent herself over the bed.

"Ass in the air," Henry ordered. "I'm gonna put my cock so deep in your cunt that you scream my name until you come."

Emma nearly collapsed upon hearing this, her arms shaking as she began to feel weak, but she managed to hold still and lift her ass up slightly to give her son better access to her entrance. Henry removed his clothes smoothly as she watched over her shoulder. He was swift but deliberate in his movements, and soon, he was positioned behind the blonde with a straining hard-on between his legs.

When his nails made an angry red trail from Emma's shoulder blades down over her ass, her body jerked, and she gasped his name.

"Henry!"

Saying nothing, her son simply rubbed the length of his shaft along her slit, allowing her to feel how painfully hard he was. When he began to toy with her entrance with the head of his cock, Emma let out a high-pitched whine that made it Henry's turn to shiver.

"Uuugh," he groaned. "Ma, I love that sound."

All Emma could do was whimper in response. When she offered him no verbal reply, Henry brought his hand back, then swung it forward and made loud, painful contact with her ass, causing her to cry out in surprise.

"You're gonna take my cock," Henry growled, voice low and commanding as he jerked himself a few times, "like a good girl. And I'mma tear your fucking cunt to pieces."

"Oh, please," Emma whined. "Please, Henry. Please."

Henry's mother gasped as he slammed into her, his length throbbing as it spread her wide, and Henry groaned loudly as he buried himself to the hilt. Without being asked, Emma pushed her ass back against him, taking him a little deeper before he pulled his hips back slightly.

"Fuck, Henry," she moaned. "My perfect man."

Emma gasped again when Henry thrust mercilessly back into her, the intoxicating sound of his heavy balls slapping against her ass making a new flood of arousal coat his cock. The squelching noise of their sex only served to make Henry lose control as he fucked her.

"Good girl," he growled, gripping his mother's hips tightly as he jerked her back to meet his next thrust. "Good girl. Take my fucking cock."

Moaning loudly, Emma reached a hand around her front and dipped it into her folds, fingering her clit for only a few seconds before her son caught her wrist and jerked her hand away.

"No!" he shouted. "Hands off."

Gasping breathlessly as Henry continued to fuck her, the blonde gripped the bedsheets and whined loudly in protest of the lack of stimulation to her clit. Luckily for her, Henry was finally feeling somewhat merciful and replaced her fingers with his own, rapidly flicking the small organ until she was bucking wildly against his hand.

"Henry! Henry!" she cried, rubbing herself on his fingers.

His thrusts continued, harder and harder, until Emma could feel her backside bruising.

"Take it," Henry grunted. "Take my cock like a slut, Ma."

The louder his mother's moans became, the more the volume of Henry's groans increased as well.

"Fuck! Henry, I'm gonna come!" Emma screamed suddenly, bucking harder against his hand. "Fuck me harder!"

Barely able to acquiesce to her request, her son did his best to give her everything he had, full force, but ordered, "Don't come until I fucking tell you to."

"Henry," the woman moaned desperately, thrashing back against him in a frantic effort to take him deeper into her sex. "Please. Please."

"No!" Henry shouted, then grunted hard when he thrust in one more time. "Not until I do."

"I… I c-can't. C-Can't. Please. Please."

"You made me – ugh – hold it. Now it's your fucking turn."

"Oh, God."

"Take it! Take my fucking cock."

"Yes. Yes, Henry. Please. More. Just don't stop."

He obliged, rapidly thrusting until his own body was aching in pain. As the pressure in his balls built up, Henry knew he was close, but he wanted to draw it out, so he slowed his movements, rolling his hips only enough to give him the sweet, slick squeezing sensation that rippled over his length as he moved in and out of his mother's heat.

"Henry!" Emma cried, feeling his pace slow to a painful crawl. "Please!"

"Hold it," he huffed. "Hold it!"

"Oh, my God, Henry. I can't."

As desperate as he was to reach a rough, explosive orgasm, Henry was in no rush for this power trip to end. Careful movements made sure that he could hold his climax in while keeping his mother on the brink of hers. Emma continued to whimper and beg desperately as he moved inside her. Then, finally, his gasping breaths nearly turned into choking sobs, and he could resist her pleas no longer. He needed to come.

Once again, his thrusts became erratic and painfully forceful, until both were crying out loudly from the pleasure.

As soon as he began to empty his load into her, Henry cried out, bucking a few more times to squeeze what was left of himself into her sex.

"Come," Henry ordered breathlessly. "Come for me."

"Oh, fuck!" Emma screamed, unable to disobey the command even if she'd wanted to.

The rippling of her muscles contracting around his shaft made Emma's son groan loudly as his shaking thighs thrust into her one last time. He held himself there until her walls stilled around him and their breathing slowed. Then, Henry slid his hands up and down her back to calm her, making her sigh happily as her eyes fell shut.

"Was that good, Mumma?" he purred, leaning over her to kiss the back of her neck.

Shivering, Emma replied, "Yes, Sir."

"Oooh. 'Sir.' I like that."

"Oh, yeah?" Emma teased, wiggling away from her son so she could turn to face him.

With a nod, he kissed her slowly, biting down gently on her lower lip. She smiled into the kiss and pulled him flush against her, feeling his flaccid member rub against her thigh.

"I like when you take charge," the blonde confessed, after a moment of comfortable silence.

"Yeah?"

"Mhmm. And when you're submissive… I guess you're sexy no matter what you're doing to me."

"I'm glad to hear that, Ma. I do what I can to please you."

"And you do, baby boy. You do."

Two weekends later, it was Henry's turn to surprise his mothers when he appeared at their door late that Friday night. In his right hand, he held a large bouquet of white roses, and in his left, a bouquet of red. When his mothers answered the door, he held the white flowers to Emma, and the red to Regina.

"Henry!" they cried in unison, pulling him into a tight group hug.

"Baby boy! We didn't know you were coming home this weekend!" Regina told him happily.

"Of course not! That's why they call it a surprise, silly!"

His broad smile made the women's hearts flutter, and as soon as the front door of the mansion was shut, they each offered him a passionate kiss. First, Henry pushed Regina against the wall beside the door, pressing his body against her as his tongue passed between her lips. After a few moments, when she moaned softly into the kiss, he pulled away and did the same to Emma.

"God, I'm glad you're home," Emma said breathlessly, peppering kisses all over his face.

"Me too," Regina chimed in, standing on her tip-toes behind him to kiss his neck.

"Mmm," he hummed contentedly, when Emma unbuttoned the collar of his light pink dress shirt and kissed his collarbone.

After a little while, Emma knelt down in front of her son and lifted his undershirt, kissing his firm, muscular abdomen, just above his belt. Again, he hummed happily, urging Emma to continue, as he tangled his fingers in her long hair. Behind him, Regina continued to kiss his neck and shoulder while playfully groping his ass through his trousers.

"Ma," Henry finally breathed, feeling a shiver run down his spine as Emma licked a trail from above the buckle of his belt to the top of his abs.

"I wanna go down on you," Emma confessed, tugging on the waistband of his pants. "Please, bubby."

The sound of her pleas had Henry growing even harder than he'd become from his mothers' lips, but he stepped back slowly and shook his head.

"I want to be inside you," he explained, stroking her hair.

"That's a lovely coincidence," Regina commented with a smirk, biting down on the sensitive base of her son's neck. "Because I want to be inside you."

Standing slowly, Emma left her hands on Henry's waist. After kissing him softly, she took his hands and gently led him to the upstairs bedroom. Once he'd helped the women undress, carefully removing each article of clothing, Henry smiled and took a moment to admire their naked bodies.

"My wonderful lovers…" he sighed happily. "So beautiful. So perfect."

"Come here, sweet boy," Emma offered softly, holding out her hands.

Henry reached out to take them, but was surprised when Emma lowered hers slightly and gripped his belt tightly.

"Henry…" the blonde said sweetly. "I want you to use your belt on me…"

Eyebrow cocked with interest, Henry pushed her hands away and slowly began to undo the clasp of his belt. Once he was fully undressed, holding only the belt, he gave both women a gentle push backwards so that they were sitting on the edge of the bed. Smiling at them, he folded the belt in half and cracked it loudly, making his mothers jump.

Emma, who'd requested the use of the accessory, was easily made wet by the combination of the sound of the belt cracking and the sight of her son's proud erection. Regina, though startled by the sound, was calm and content to watch the other two interact at first.

After bending down slightly and moving in closer, Henry put his mouth around the blonde's left breast and sucked lightly until she let out a soft, contended moan. At this sound, he removed his mouth from her nipple and stood up straight.

"Roll over," Henry ordered, addressing Emma.

With a nod, she obeyed. Her son wasted no time cracking the belt over her ass, making Emma's whole body jerk in response.

"You like that?" Henry taunted, stepping forward to rub himself against her backside, as he'd done when she'd visited his apartment.

"Yes, Sir," Emma whimpered, knowing this would turn him on.

And it did. Henry groaned in response, feeling his level of self-control dropping rapidly. Regina noticed his reaction and smiled.

"So we're calling you 'Sir' now?" Regina teased, stroking her son's back.

"I am. Feel free to join me. It gets him off," Emma explained, grinning as she looked back over her shoulder.

"Ah. Alright then. Sir," Regina cooed, stroking Henry's backside.

The man shivered as he leaned forward, feeling the lubricated fingers of Regina's other hand slipping between his cheeks and pressing experimentally against the rim of his entrance.

"Mum," he breathed softly, curling over Emma and leaving his ass exposed to Regina as his erection rubbed against the inside of the blonde's thigh.

"Bub…" Regina addressed him gently, stroking her son's back with her dry hand.

"Y-Yes, Mum?"

"Maybe… Maybe we could switch?"

"Huh?"

"Emma and I…" Regina said quietly. "If it's alright with her, that is."

Henry raised an eyebrow as he carefully pulled away from Emma and turned to look at Regina.

"Anything you two want is fine with me, Mum," he replied. Then, turning back to Emma, he asked, "Ma?"

"Oh, um… Of course, sweethearts. We can switch…"

"What's wrong?" Henry asked. "Do you not want to? If you don't want to, just—"

"No, I do! I do. I just… I'm… not used to being the one… um… penetrating… I don't want to disappoint you."

"You won't, Ma. It'll be great."

Nodding her consent, Emma rose to her feet, kissing her son's shoulder, and moved behind him to take the toy from Regina.

As Regina took her position on the bed, facing away from her son, Henry asked her, "Are you sure you want me to use the belt? If you'd rather I—"

"Yes, Henry. Use the belt."

This surprised Regina's lovers, who both paused momentarily to take in what had just happened. Regina was relinquishing control to him, and both Emma and Henry's hearts were racing at the thought of it.

"Alright," the man said softly. "Then put your ass in the air."

Blushing slightly – it was obvious that she was a little nervous – Regina lifted her ass enough to give Henry better access… and waited. At first, time passed so slowly that she thought she'd never feel the crack of leather on her backside, but just as this thought crossed her mind, Henry swung the belt and made contact with her ass. Regina jumped slightly, shocked by the mixture of pain and pleasure, before biting down on her lip to muffle whatever cries might threaten to escape.

When she made no sound, Henry was compelled to swing harder, but the only sound that came out this time was a surprised gasp. Again, he swung the belt, and finally, a loud moan bubbled up from his mother's throat as she roughly gripped the bedspread.

"Yeah," Henry said with a grin. "That's what I thought."

One more loud smack of the belt pulled a breathless prayer from his mother: "Fuck me, Henry."

Wasting no time, Henry jerked Regina's hips backwards, pulling her close, and slammed into her. He cried out loudly as her body welcomed him, squeezing him into a tight sheath that made him feel like he would burst.

"Ugh," he groaned, suddenly feeling Emma's delicate, freshly lubricated fingers pressing against his entrance. "Ma."

Henry froze for a moment as Emma's fingers slowly massaged the rim between his cheeks, working him until his muscles were relaxed. Then, with a sigh, he pushed himself back into Regina's heat. When he pulled back, though, he was surprised to feel the head of the large, thick toy sliding into him.

"Ma!" he shouted, his whole body shivering as she buried the toy to its hilt.

Feeling it pressing firmly against his prostate, Henry wiggled backwards, attempting to create more friction against the sensitive organ, but Emma pushed him forward, urging him to continue his passionate assault on Regina's body. After taking another deep, shaky breath, he began to relax again and started to work back up to a rhythm as he rocked his hips forward and back.

Regina, of course, began to moan, moving back slightly to take him deeper into her heat as he moved faster from behind.

"Ugh. Mum. Mum, you're so fucking tight."

"And so are you, baby boy," Emma cooed, lightly scratching her nails down her son's back as she pushed into him again and again.

When Henry let out a sudden cry, in time with a particularly deep thrust from Emma, the blonde held her hips still.

"You okay, Hen?" she asked softly, leaning over him to kiss his shoulder.

Breathlessly, Henry replied, "Keep going."

"Henry," Regina whimpered, tugging on his hips. "Please."

Mustering all the self-control he could manage while lost in a haze of ecstasy, Henry pushed himself back into his mother's core with a loud grunt.

"Harder," he pleaded with Emma, pushing back against her before moving into Regina again.

In time with Henry's quickening thrusts into her wife's dripping cunt, Emma obeyed the command. Abruptly, Henry stopped his thrusts and reached for the belt, moving swiftly to crack it over Regina's ass. When he thrust back in once more, Emma did the same, and both Henry and Regina cried out in unison. Thighs shaking from the intense pleasure of both penetrating and being penetrated, Henry began to buck wildly into his mother, grunting with each heavy thrust.

"G-Gonna come," he gasped, vibrating against Regina as sweat rolled down his back and forehead.

"Yeah, Hen," Emma urged him. "Come for us. Come inside her, big boy."

"Uuugh," he groaned at full volume, giving Regina one last, hard swing of his hips as his orgasm spilled into her cunt.

Feeling his heat soaking her insides and dripping from her pushed Regina over the edge, and her walls began to ripple around the length of her son's hard cock, causing him to gasp and shudder against her.

"Mom," he whimpered. "Oh, God."

"Such a good boy," Emma purred, kissing his back again as she rocked into him once more.

"Agreed," Regina whispered, kissing the top of Henry's sweat-soaked hair. "Such a perfect, loving boy."