And Henry did learn to control his orgasms. After much, much pain and practice. Sweat and tears were poured into the effort, but finally, the work paid off.

After work one night, Henry opened the front door to find that his mothers were not in the living room or kitchen where they usually were.

"Moms?" he called out, making his way up the stairs.

When he reached their bedroom, he found his mothers gasping and writhing on the bed. At first, they didn't notice him, too enthralled by each other to hear his footsteps. Henry watched, amazed, as Regina fucked Emma with the strap-on, pounding into her just as he had done before.

"Oh, God, honey, please," Emma begged, her voice high-pitched and desperate. "I need you."

Unable to stop himself, Henry reached into his basketball shorts and began to stroke his length, feeling it ache and grow as he pumped it. It was the first time he'd started without the cock ring since their first time using it, and by the time Emma came, just moments later, he was close too. Unfortunately for him, they finished before he could and turned to look at him. Regina just laughed at the sight of him – hot, sweaty, covered in dirt, stroking himself to the sight of them.

"Stop," she demanded firmly, staring at him. "We didn't say you could cum, Henry."

"B-But I didn't-"

"You were going to."

"B-But-"

"Sit."

He obeyed, sitting beside them. Then, after some shifting, Emma was wearing the strap on, but she was still lying on her back.

"You're going to watch," Regina told him. "And you're not going to touch."

Letting out a groan of protest, Henry stared. Regina sunk down onto Emma's toy cock with a moan.

"Ride me, Gina," Emma coaxed her. "Come on. Harder."

Gasping, Regina bounced on the toy, hard and fast, over and over. Henry's cock strained in his shorts, aching for release, but his mothers offered him none. His hands ghosted over his thighs as Regina came, thoroughly fucked by the toy. Henry managed not to touch the tent that had formed in his shorts, but he was very seriously considering escaping to the bathroom to take care of the problem. But he knew the punishment would be worse than the benefit of committing the crime, so he remained as still as possible.

"Now," Regina said breathlessly, pushing some of her hair out of her face. "Go to your room."

"What?" he gaped, shocked at her dismissal.

"You heard me. You continue to be naughty and undisciplined. You will not be rewarded for such behavior."

"I… Yes, mother."

"Oh, and Henry?"

"Yes?"

"Don't you dare touch yourself."

Slowly, he took his leave, shutting the door behind him. Just to make things harder on him, his mothers fucked again and again, in different positions, allowing themselves to cry out loudly with pleasure as they came, forcing Henry to listen to their moans from down the hall.

A few days later, on his day off from work, Henry visited Regina at her office.

"Hey," he greeted her with a smile. "Brought you a coffee. Thought you might want a pick-me-up. I know you have to work late tonight." When she lifted her gaze from the paperwork on her desk and stood to greet him, Henry saw her outfit and breathed, "My God. You look… You look stunning today, Mom."

Regina couldn't help but blush, replying, "You flatter me, but don't be a suck-up."

Henry smiled at her warmly, approaching the desk and setting the coffee down on the desk before them.

"I love you," he said softly. "I miss you."

"Were you lonely at home on your day off?" Regina asked with a smile, reaching out to take his hand.

"Yes, ma'am, I was. I'm always lonely without you."

"I miss you too, Henry…"

They paused for a moment, still smiling, and looked at each other.

"You alright?" Henry eventually asked, when his mother had not spoken again.

"Yes, dear. You just… You look so handsome. What made you dress up today?"

"I didn't want to look like a slob in your office, and um… I didn't want to embarrass you."

"Oh, honey…" Regina sighed, standing and walking around to the other side of the desk to embrace him. "I love you."

"I love you too."

He breathed in the scent of her, his face buried in her hair as she stroked his back. It sent shivers down his spine to feel the zipper of her dress beneath his fingers and the pressure of her clothed breasts pressed against his chest.

"You smell… amazing…" he breathed, stroking her hair with one hand and her back with the other.

"Oh?" Regina asked, offering him a sly smile.

When he nodded, she cupped his chin and leaned in, kissing him softly. The slow-burning kiss was tender but passionate. As soon as Henry bit down on her lip, though, Regina knew she had lost control.

"I want you," she breathed, dragging her nails through his hair, raking his scalp.

"W-What?" Henry stammered. "Here? In the office?"

"Here. Now."

"B-But someone might—"

"I need you, Henry."

He nodded firmly, his hesitation fading as his desire grew. Her need for him always aroused him, and he wanted nothing more than to please her. Carefully, Henry lifted her into his arms and set her down on the desk, hiking the skirt of her dress up over her hips and pulling her panties down.

"Quickly," Regina breathed. "My secretary is going to be back from lunch in ten minutes."

Again, Henry nodded, jerking down the zipper of his trousers and pulling his erection out of his boxers without taking his pants off. He wasted no time pulling her to the edge of the desk and sinking his length into her, thrusting several times before he began to grunt.

"Henry," she gasped. "Shh."

But his grunts quickly became groans of pleasure as she grew closer and closer to her climax, her walls tightening around him, drawing him in each time he pulled back.

"Mommm," Henry groaned, voice low and deep as he shuddered against him. "Fuck, Mom. I'm gonna cum."

"Yeah? You gonna cum inside me, baby?" his mother teased him, bucking her hips against him.

"Yes. Yes. I'm gonna—Ah! Gonna cum!"

He roared loudly as he erupted inside her, his cum further heating her core as his cock throbbed inside her, veins pulsing. Finally, he was experiencing release without pain again. As soon as the sound escaped his lips, though, Regina clamped her hand over his mouth, still bucking, having yet to reach her climax. Rapidly, her son continued to thrust, and quickly, she came around him, squeezing the wet shaft of his cock and drawing out the last of his cum as her own arousal mixed with his.

Gasping for breath, Henry mumbled, "I can't believe I just fucked you on your work desk."

"I can't believe you made so much noise!" she hissed, shoving him away with a laugh.

"Couldn't help it. Your pussy was so tight and hot around my cock, Mom…"

This caused Regina to groan, the dirty talk making her insides quiver.

"I should get back to work. Get out of here, rascal. And thank you for the coffee."

"You're welcome, Mom," Henry said brightly. "Sorry 'bout the noise."

"Very well," she laughed. "Out, you monkey! Out."

"Hey, champ. What are you doing here?" Emma asked, upon lifting her head to find her son standing in the doorway of the police station.

"Just thought I'd bring you a coffee. Brought one to Mum earlier."

"That's so sweet of you, Hen," Emma told him with a smile, taking the warm cup from his hand. "Thank you."

"Of course."

She leaned in then, kissing him softly and savoring the taste of his lips.

"I love you, Henry," she said quietly. "You are the sweetest young man I've ever met."

"Nah," Henry chuckled, shaking his head as he leaned on his mother's desk. "Just good at being charming."

"You certainly are."

Then, she pulled him into another kiss, this time holding him against her as she moved her tongue along his lower lip.

"Mum…" he whispered, kissing her again before asking, "We… Isn't David going to—"

"Shh," Emma hushed him. "It's alright. He's on patrol until six tonight."

Again, she kissed him hungrily, pushing her tongue past his lips to taste him. He moaned softly into her mouth at the feeling of her tongue against his own. Her kisses were always wet and sensual, and they never failed to turn him on. Unfortunately, that was happening now, and before Henry could pull away to hide the fact, Emma felt his erection pressing through his slacks against her.

"Oh, honey," she cooed. "Hard from just a kiss?"

"You know that even your smile gets me hard," he muttered, looking away.

But she lifted his chin and looked into his eyes before connecting their lips once more. Then, her hand moved down to his jeans and unclasped the button there and pulled down the zipper. Once that was done, her hand dipped into his boxers to stroke him.

"Oh," she gasped. "You're so ready, Hen…"

"For you."

"I'm ready too, baby boy. I've missed you all day."

With that, she guided his large hand into her panties and let him feel the slickness there. She was already soaked. They had time, so Henry gently pushed her back against the side of her desk and lowered her back until she was laying on it, with her legs dangling off the edge.

"I'm so hard for you," Henry said softly, undoing her slacks and tugging them all the way down and off.

"Good," she whispered. "Then fuck me, big boy."

He obeyed, just as he had done with Regina earlier that day, and pulled her to the very edge of the desk. Leaving his grip tight, he held onto the tops of her thighs and pushed his erection inside of her, groaning as she sheathed him.

"Fuck, Mom. You're so tight."

"All the better to fuck you with, my dear."

"Mmm," he hummed, pulling back to push into her again.

Emma gripped the edges of the desk to steady herself as he thrust into her, his pace quickening while he began to fuck her harder.

"Shit. Fuck," Henry cursed, bucking against her as she lifted her hips to meet his movements. "Mom."

"Oh, Hen. Henry. Hen," his lover moaned. She continued to breathe his name, over and over, for some time, until they were both nearing the peaks of their pleasure.

"God, you're so—Ah!—fucking—beautiful," the young man gasped between thrusts. "Wanna—ugh—fuck you—all day."

"Oh, fuck. You feel so good, Henry. My dirty boy. My sweet, dirty boy."

"Damn, your pussy is so— tight. Nnngh. Ah!"

"Oh, yes. T-Talk dirty to me, Hen."

"Wanna—ugh—cum inside you."

"More, Henry. More!"

Thrusting wildly now, his movements out of control, Henry grunted, "Gonna make you scream."

Harder and harder he fucked her, until she was, in fact, screaming for him. First, it was his name. Then, curses. Then, the words became indecipherable and melted into strangled syllables of pleasure.

"Nnnh. F-f-f—Ah! H-H—"

"That's it, Mumma. Come on. Come on my—fuck!— dick."

"Yes, baby. Yes. Need your huge fucking cock inside me."

"Oh, God, Mom."

Henry continued to pound into her erratically until they were both screaming.

"Hen! Henry! Fuck! Henry!"

"Mom! Momma! Mooommm," Henry groaned, voice rough and low.

Emma noted that he'd never fucked her so enthusiastically, or so frantically. He'd never shown so much enthusiasm. But here he was, bucking wildly into her. The desk shook hard beneath them and made a loud, obnoxious screeching noise as the metal feet scraped against the linoleum floor beneath them, but Henry didn't stop, and Emma gripped his ass hard to hold him close.

"That's—Henry!— Fuck! Cumming!"

"Good girl," the young man breathed heavily, bucking one last time before releasing his seed into his mother's hot, clenching cunt.

The sound of his praise sent Emma over the edge, and she came on his dick, lifting her hips hard and fast to take him deeper in the final moments of her orgasm. He obliged her needs, not stopping his movements until she was fully spent.

"Such a good boy," Emma purred, stroking his hair back once she'd come down from her high.

"I try, Ma. I try."

Henry brought home flowers, and conveniently, both of his mothers met him at the door when he knocked.

"Oh, Henry!" Regina cried, throwing her arms around him. "My sweet boy."

"Thank you, Hen!" Emma said, beaming at him. "You're so thoughtful. And romantic."

"You two deserve recognition for your hard work. And… just because you're both wonderful."

His bright, broad smile made the women's hearts melt, and they both offered him a slow, deep kiss in return for his gift.

"I think you deserve some recognition for your hard work, too, my dear," Regina said softly, stroking her thumb over his cheek. "Let's go watch a movie. Your pick this time."

He nodded happily and followed his mothers into the living room. Ten minutes into the most boring movie either of the women had ever seen, Regina looked past Henry, who was sitting in the middle on the couch, at Emma, and they exchanged a knowing glance. As if mind-reading, they both removed their shirts in unison. Henry barely noticed until each of them put a hand on one of his thighs.

"Henry," Regina whispered.

Emma echoed, "Hen," before stroking her hand up his thigh.

"We want to give you your reward now," the brunette explained with a smile, rubbing her hand over the crotch of Henry's pants.

His cock twitched from the stimulation and strained against the tight fabric of his pants, and his eyes went wide as his mothers both began to wiggle out of their own pants… and their panties. Once they were naked beside him, Henry swallowed hard.

"Fuck," he breathed, when Emma's hand replaced Regina's and began to work his fly down.

Regina then tugged hard on his pants and boxers, pulling them down, but leaving them just past his knees.

"I'm going to go first," she told him, straddling his lap and allowing his length to rub against the inside of her thigh. "God, you get hard so fast. I love it."

"It's perfect," Emma chimed in, smiling as she stroked her hand down her son's firm chest.

With a nod of agreement, Regina sunk down onto his shaft, taking him wholly into herself, earning a long, loud, deep groan.

"Oh, Henry," Regina purred. "I love that sound."

"Nnng," he moaned, lifting his hips quite involuntarily. "Need you."

"I need you too, baby boy," Regina said softly, stroking back his hair and lifting herself up again before sinking back down onto him.

Henry groaned again, and Regina groaned in unison, stretched by the thickness of his length.

"God, you're fucking huge."

"M-Mom," he gasped, feeling her muscles clench around his cock. "So good."

"Love your cock inside me, Henry."

As she began to bounce, he began to groan again. Their eyes fell shut at the same time, before they could see Emma reach between her legs to finger herself as she watched them. They continued to fuck beside her, and she continued to rub her clit until Henry started to shake beneath Regina.

"Wait!" the brunette cried. "D-Don't. N-Not yet."

"Mom!" he screamed, bucking up against her weight. "Can't. Gonna—"

"Henry!"

With a gasp, Henry bit down hard on his lower lip, nearly drawing blood, as he forced himself to hold back his orgasm. He'd learned.

Finally, after several more movements on his cock, she screamed his name.

"Henry!Oh! Oh, Henry!"

She was cumming on his dick, clenching down on his throbbing cock as the veins of it pulsed against the walls of her sex. His name fell from her lips several more times as she bounced on him, until she finally collapsed, just before he could cum inside her. He wanted to cry. She'd stopped completely, holding still with his shaft buried deep within her. He needed her to move, but she wouldn't, and he knew better than to ask now.

Thankfully, she sensed his pain and finally pulled off of him, earning a quiet gasp of astonishment as her pussy released him. To his surprise, Emma was on him in an instant, rubbing the head of his cock against her swollen clit.

"Mum," he gasped, feeling the stimulation of her hand around the middle of his cock and the head of his penis rubbing against her. "Please."

"Don't cum yet," she warned him, groping his heavy balls once before sinking down onto him as her wife had done.

He cried out, though, unable to stop the sound from escaping.

Luckily, she was already close from the touch of her own hand, and she only needed a few heavy bounces on his shaft before she came, screaming, "Now, Henry! Now!"

"Fuck!" he roared, bucking his hips up hard and fast, slamming his thickness into his mother as he came inside her, his seed bursting into her in heavy spurts.

"Oh, God, Henry," Emma said breathlessly, slowing her movements almost to a stop.

She continued to move on him slowly for quite some time until his softened member was hard inside her again.

"Oh, baby boy. That's it. Get hard for me."

"Nnng," Henry moaned, feeling the unmistakable throb of his penis again as she slowly rocked herself forward against his stomach, instead of moving up and down.

This new angle, this new sliding movement they'd discovered, overwhelmed them both almost instantly, and they moaned in unison as it continued.

"Oh, fuck. Oh, fuck. Mumma. Mum," Henry gasped between loud, low moans. "Fuck. Fuck. Please."

She hadn't cum yet, and he knew he had to wait, but it was almost too much. Once was one thing, but twice? He was overly sensitive from his first orgasm, but Emma was close behind him in an instant, and this time, she didn't make him wait.

"It's okay," she told him breathlessly. "S'okay."

Henry knew what this meant and held her hips against him as he lifted his and rocked her forward and backward, making her pussy slide along his dick and squeeze him hard.

He came shortly after with another unrestrained roar of, "Mom!" and she followed him, crying out his name.