Over the Lap of Luxury Pt. 07 - End

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"Yes, sweetheart," said Portia.

"Ah!! AH! AH!" she began a series of high-pitched squeals that devolved into intense, hard panting. She shook with the pleasure.

Beside them both, Asher's poor cock was now just leaking, something it only did rarely, in the most dire of moments. His rectum was somehow getting used to the soft vibrations of the teasing plug, so it was even less likely to draw him over the edge. He thought that if Portia didn't attend to him and allow him to come that he might actually start to cry from the pure frustration.

"Was that good, dear girl?"

"Y-yes, ma'am," she said, still all trembly.

"Do you want that again?"

Asher whimpered hard, his leaking erection just twitching in the air.

Molly looked at him with such pity. "Well... yes... but Asher-"

"Don't worry about that naughty boy. He's not going anywhere, is he?"

Portia adjusted the plug in him, twisting it, turning it, and pushing it in and out. That alone had him moaning loud and begging for release once more. She flipped the vibrations up one level, but left him again, unattended, his manhood achingly untouched.

Now he was heading back to hovering just before the edge again with the increase in sensation, and Portia was pulling out another vibrating toy, but for Molly. "You're such a good girl," she told Molly. It was the way to the servant girl's heart, telling her things like that. She was blinking up at Portia with such pure affection. "You'll come again, and then it will be Asher's turn."

"Yes, ma'am," she said, and then moaned hard as the vibrator pleasured her recovered clit. Women had it so much better as far as refractory periods, Asher decided. If he was one, he'd never leave the bedroom.

This time, instead of the dildo, Portia slid her oiled fingers into Molly's wet opening, which made both Molly and Asher moan hard. Every new thrust in made Molly gasp and groan, pushing her hips up.

He couldn't help but hope she'd come fast and hard, like he most certainly would the very second he had the chance. Molly was enjoying all Portia's attention, and also seemed to enjoy watching her teased, tied, and plugged boyfriend squirm around in his intense unfulfilled desire.

"Oooh, oh my God," she said. She closed her eyes again as the sensations built in her. At this, Portia adjusted the remote by her side, turning Asher's plug's power on to a slightly higher level. He felt the pulsing, deep pleasure engulfing him. She seemed to increase the power on Molly's toy simultaneously, judging by her sudden sharp little squealing gasps.

Asher was sure he'd just explode over the edge from the vibrations inside him, but if anything it just edged him harder. Now a tear or two slid down his flushing pink cheeks as he begged pathetically, "Please, ma'am, please, I can't take it anymore, plleeeeasse, please, I'm begging, I'll do anything!"

"Aw, poor boy needs to be milked," she said, but still her hand didn't reach for him. "Are you just dying, sweetie?"

"Yeesssss!" he cried out dramatically, wiggling like mad over the comforter.

"Shh, you'll get your turn eventually."

He gasped and moaned pitifully, trembling with the combination of being internally overstimulated and externally very under-stimulated.

Molly writhed as much as he did now, her second orgasm building hard, as though her first was only practice. Her muscles were taut, her skin pink with arousal, her head thrown back. Her moans were turning into frantic little screams as she neared. She begged, "Please, can I-"

Asher begged too, right over his lovely Molly's request, "Please, ma'am! Please!"

"Come for me, Molly," she said. Asher screamed his frustration out through gritted teeth, and Molly screamed her pleasure openly. It was a long orgasm, with a long build, and she was gasping and clutching the comforter, lost in her intense climax.

As soon as she stopped spasming hard between her legs, Portia settled her down, kissed her hair, and then moved to Asher. This time she drizzled that oil right over his desperate, ignored and aching rock-hard dick. He twitched just from that. The hand that just helped Molly come so hard, twice as he watched, now reached for him, stroking him up and down. "There you go," she cooed, milking him expertly. She massaged his full length in her warm hand as he lost himself to the pleasure, his eyes rolling back as he moaned loudly.

It felt so unbelievably good. Barely seconds had passed before Asher felt himself about to tip over the edge he'd been so precariously kept balanced upon for so long now. He asked his permission in a garbled and nonsensical string of syllables mixed with panting moans.

Portia understood, likely just from his body language alone. She hugged him close and milked him even faster, "Come, Asher."

He obeyed that command easily, the long-awaited orgasm charging through him like a freight train. His moans were nearly screams as he tensed his muscles, coating his own stomach as the spasming waves peaked.

He was weakened into sudden sleepiness by the end, panting at the ceiling. Portia leaned down to whisper in his ear. "Bet you weren't worrying about tonight that whole time."

She was right, as usual.

o0o

They had been left to their own devices once they were cleaned up. Portia needed to join Nick in preparing for the party. So Asher and Molly comforted one another with warm snuggles.

"She did that to me before too you know," said Molly. "Edged me like that. It feels like the worst thing ever until it's over and then it turned out it was actually the best thing ever."

Asher's stomach was going all fluttery again. This moment felt a little like edging too, waiting and waiting for relief. This time he needed relief from the anxiety, relief that it was all over, and that he wasn't going to prison or to be judicially punished. Or worse, both.

"I hope it's the best thing ever when it's over," said Asher. "I don't care that much about rich people blackmailing each other, but at least Sean's contract will be legally broken and he'll be safe."

"I want Sean to be safe too."

"Are you worried about you and Sean and Mr. Darrow tonight?"

"Oh, don't remind me!" whined Molly. Nick was going to spank her tonight at the party, and it would be humiliating in front of so many guests. But it was just part of their plan. Nick needed her as a gateway to get Sean over his lap - or more precisely, he needed Sean's wrist and smart-band hidden completely under his own hand. Pairing him up for a joint punishment with Molly would make it justified and somewhat expected.

"Sorry," said Asher. "If it helps, the last time I was spanked unfairly, at the grocery store, Mrs. Darrow gave me an entire week of extra pay. Maybe you'll get more since it'll be even worse than that."

"That does help," said Molly. "And Mr. Darrow spanking me is kind of exciting. He's so, you know, powerful. But I'm still nervous, though. I don't want us to be judicially punished if we screw this all up."

Asher kissed the back of her shoulder and made a promise. "We won't be! We had so much practice. We can do this."

"We can do this," she agreed.

"And Mrs. Darrow wouldn't really let that happen to us, would she?"

"I don't think so," said Molly. "No, she wouldn't hurt us like that, or use us, right?"

"No," decided Asher. "No, never."

o0o

Mr. and Mrs. Darrow and both servants were stood just outside Mrs. Bennett's mansion, on a literal red carpet that had been rolled out to greet her and all the other esteemed guests.

Portia dusted them off like two statues. Asher figured she was nervous now, fawning over them like this. If they didn't pull this off tonight, even without being caught, they might not have another big chance for months.

"Ready?" asked Portia.

Asher and Molly nodded.

There was a tiny, folded slip of paper hidden between Asher's socked foot and the inside of his polished uniform shoe. It had all the information he'd need to steal the right videos once he had the chance. Every little step up to that mansion's huge front door reminded him of what was on the line tonight. It felt like stage fright.

For the first hour, Asher stood there beside Molly, gathered with the dozen other servants. Their backs were to the wall, and they could only amuse themselves by taking in their surroundings. The mansion itself was old-fashioned, full of jewel-tones and gold. Oriental rugs decorated the floor and expensive, unusual trinkets adorned every nook and cranny. One would think vampires dwelled here.

Asher tried to distract himself by watching the guests. It proved to be less amusing than he'd hoped. Billionaire parties were nothing but clumps of well-dressed people murmuring and holding wine glasses and poorly pretending to laugh at one another's quips.

Finally, the catering team asked Asher, along with all the others, to serve trays of hors d'oeuvres. The normal and benign request made his heart skip a beat. This was the cue for Sean and Molly to start phase one of the plan.

Asher's pulse raced as the billionaires picked over the contents of his tray. His eyes drifted over to Sean and Molly, watching them secretly coordinate with little glances behind their backs. The two were purposefully positioning themselves to back up into each other, with Nick at the centre of the future calamity. It was something they'd never had a chance to practice with each other, and if this part of the plan failed, the entire plan would fail in turn.

Asher practically held his breath, waiting, and then... bang! The clatter of metal trays colliding was so loud that Asher jumped, nearly dropping his own entire tray on an unsuspecting woman. That was not part of the plan, so he raced to correct the problem, apologizing repeatedly in terror. Luckily, not one pate landed in anyone's lap, and everyone was busy turning their heads to watch the actual drama play out.

"Molly!" said Nick. "And you, boy! Look where you're going!"

He had to pretend not to know Sean's name, as there'd be little reason for it. The Darrows did plan this out to the minutest detail, which was a comfort, considering what would happen if they were caught.

The two servants at once got on their hands and knees, assuming the most subservient pose not only to pick up what had fallen, but to plead for mercy. "I'll watch where I'm going from now on, sir!" said Molly.

"You'll be watching the corner for the rest of the hour!" declared Nick. "Same for you, young man!"

"Sean, you're in deep trouble! You bad, bad boy," said Mrs. Bennett. She fished into her bag for his paddle, making the poor thing cower, picking up the fallen food even more quickly.

Nick's dominance was a natural sort, the kind most successful businessmen have. He made sure to take control of the situation long before it could get out of hand. "No need, no need. I'm going to take care of their punishments myself," he stated, leaving no room for debate.

"Oh please," begged Sean. "Please no, sir! I really am sorry!"

One needn't be surprised by Sean's Oscar-winning performance, looking at the sheer size of Nick. His whole body was large, the strong sort rather than the hefty sort, and his hands were no exception. The servant boy's anxiety over his impending punishment was genuine.

This might also have been what allowed Mrs. Bennett to accept the situation. She knew Nick would be more than capable of disciplining Sean to the fullest extent. And, in her mind, she almost certainly thought that being spanked over a man's lap would be the ultimate humiliation for a young male servant. Portia had once divulged that Mrs. Bennett had no inkling her servant boy was gay. It was her own lap that brought Sean pure shame and no pleasure.

"Ladies first," said Nick. He pointed one finger to Molly and pointed to his lap. "You know what to do."

Any murmuring groups were now silent, watching as Molly lay over Nick's large lap. She sighed in resignation or fear, or both. And that was her only utterance of complaint.

Usually the wives spanked all the servants while the men busied themselves with their own dalliances, so the guests enjoyed the novelty of this moment. It was a rare sight to behold.

Molly was such a petite young woman that she looked particularly helpless over Nick's muscled legs and wide lap. Her hands just barely found the rug below to grip for dear life. It wouldn't be a fake spanking she'd endure, as it would be far too obvious to the attendees with servants of their own. Molly looked pained already, her eyes squeezed shut.

Nick lifted her skirt and couldn't help but to mug a grin to Portia, the usual disciplinarian. Then, in front of all these party guests, Nick slowly slid her panties to her ankles, baring her before a far worse crowd than even Asher endured at the shopping village. Molly moaned out her shame. Agreeing to something didn't necessarily prevent humiliation.

"You've got to look where you're going, girl," Nick scolded her, rubbing her bottom in preparation for her chastisement. "I quite like this suit! And you've probably ruined it!"

Molly's voice was shaky. "I'm sorry, sir!"

Nick rose his hand up and spanked the centre of her bottom, both cheeks smacked at once. It drew a little surprised squeak. Again and again his large hand rose and came crashing down to deliver another sound spank to her posterior. He spanked slowly but shockingly soundly. Molly kicked and struggled within seconds, and her bottom began to go a bright pink.

"I'm sorry, sir! Ah! Please! AHH! I'm sorrrrry!"

"Let's make sure of that," said Nick.

Sean was left to stand there anxiously by Nick's side, waiting in line for his own turn over the man's knees. That too was a type of little misery and Asher knew it well. Yet another reason to feel sorry for the guy.

Asher's heart also went out to Molly, who was not handling her spanking well at all. She flailed and writhed under Nick's strong grip, now kicking hard. Her cheeks had turned a real red under his hand, no longer a blushing pink. She tried to wiggle free, more instinct than intent. Every fresh spank drew a new yelp, and after a while, it became obvious to all that Molly was crying her heart out.

It didn't take too long to get her bottom the shade of dark red it was now, and Nick finished up by rubbing her, as though attempting to fix the damage the whole purposeful scene had caused the poor girl. "Alright," he said, his voice tinged with a little sadness. No one wants to make a girl cry. "Alright, you've learned your lesson. Get into the corner, Molly."

"Yes, sir!" she sniffled. Portia helped her along the way, keeping her in the main room and leaving her in a fairly conspicuous spot. Eyes on Molly's perky red bottom were eyes that wouldn't be on Portia, tapping strangely on her phone as her husband spanked a servant boy.

"Hands up, boy," said Nick, unbuckling Sean's belt.

Once the servant boy's hands were above his head, he was embarrassingly stripped below the waist for all to see. His pants were yanked down and Nick had no qualms about lowering his underwear as well.

At some point during this, the whole scene became rather paternal. Nick helped the younger man position himself over his lap, and then scolded him just as he'd scolded Molly. Calm but firm. Sean became stoic now, only agreeing, Yes, sir or Sorry, sir to each of Nick's admonishments.

Nick spanked him even more soundly than Molly, and all for a good reason. He needed the normally unflappable servant to break down and cover his bottom with his hand. But not so soon as to draw suspicion. So, for what seemed like an entirely too long thirty seconds, Nick disciplined the poor guy until he was wiggling and yelping. Asher was sure it was genuine, as Nick delivered such firm spanks that each one reverberated through the large room like a gunshot.

A short distance away, Miles was watching. Asher had only met Mrs. Bennett's personal assistant once before, discovering then that he was also Sean's secret lover. The young man stared, unblinking, his eyes affixed to the scene in horror. It seemed he felt every spank Sean took, as he winced with every last one. A true sign of his deep affection, his own fate was forever tied to Sean's. Watching him suffer under Mrs. Bennett's hand must have been a daily nightmare.

"I'm sorry, sir, please no more!" said Sean, at last covering his bottom with his free left hand.

"I'm not through with you yet, boy!" shouted Nick. "Stay still!" Playing out his plan, he took Sean's entire wrist, hiding his soon-to-be flashing, syncing smart-band safely under his meaty paw.

Portia had only tapped her phone once or twice, certainly unnoticeable to most guests. So far, everything had gone swimmingly. But now they had to wait until the data sync was complete, and the whole while Sean would be spanked just as hard as before.

His wall of silence broken, Sean whined and squirmed now as Nick continued the stinging slaps that turned the servant boy's bottom an angry, hot pink. Sean appeared determined to free his hand, the one thing that would save him from ever having to be spanked this hard again. His body seemed to have a mind of its own, forgetting the grand scheme, trying to flee Nick's lap. Luckily, Nick was more than capable of keeping even a bucking young man locked in place to receive every last spank.

Asher became worried as Sean's bottom began to glow red. It seemed to be taking too long. All of it - Sean's severe spanking and the syncing data alike. He fretted that something had gone wrong with the little program Molly and he had designed. Maybe they hadn't tested it enough. His heart raced again, picturing himself over that sloping padded bench he saw in that video, getting his sensitive bottom severely thrashed by a professional judicial punishment officer.

At long last, Portia relayed her quick signal to Nick, adjusting her sitting position to cross her legs. He stopped a couple of spanks after that, leaving Sean limp over his knees. His entire backside was as red as a tomato, and he was sniffling. Heartbreaking as it was, this might have been the only reason why Mrs. Bennett didn't insist on punishing him as well. She did make him stand right beside Molly, though, making sure he felt the full extent of his post-spanking disgrace.

It was a relief that stage one was complete, but this meant at any moment Portia would spring the next part of the plan on Asher. She'd set his smart-band off, and he'd have to try his best to act as well as Molly and Sean just did, faking a fainting spell.

For now, the party resumed. There came the din of murmuring crowds again, and Molly and Sean stood posed against the wall in their humbling positions. His appetizer tray was soon picked clean, so he was heading to stand by the wall when a familiar voice made him turn.

"Hey, Asher."

Remie. His old private school classmate. The girl who sat across from him in chemistry, teased him now and then, and then married a billionaire twice her age.

"Hello, ma'am," he said, remembering his place. Everyone aside from other servants was to be addressed as such.

"Have you been a good boy for your mistress, hmm?"

"Yes, ma'am."

"Not what I heard. You got spanked outside a dress shop yesterday."

He swallowed, going pink, but didn't want to cause trouble. It was best if eyes were off him completely until his big moment later on. "Yes, ma'am. I was spanked yesterday."

"Pretty embarrassing for you, huh?"

"Yes, ma'am."

His eyes searched for help. Portia, Nick, or Miles. He'd take any help he could find. No one was coming to rescue him, however.

"Poor boy," said Remie. She leaned close, practically hugging him. Her hands slid down his back, then rubbed his backside teasingly. Shuddering, Asher licked his lips. A little part of him enjoyed this mistreatment by one of the top contenders for prom queen back in their high school days. Her lips breathed hot against his ear, and then whispered something most peculiar and unexpected. "Miles told me the password has changed. The same one as before but backwards."