The Amazing Mrs. Henderson Ch. 04

As Penny’s first tour came to an end, she returned home to her eagerly waiting husband, Don. He had been counting down the days until he could be unlocked from his chastity device, but as excited as he was, he couldn’t help feeling a bit nervous about what Penny might have in store for him.

When she finally arrived home, Penny greeted him with a warm embrace, teasing him by whispering in his ear, “I have a feeling I’m going to wear you out tonight, Don. But don’t worry, I’ll let you sleep in tomorrow.” As they made their way to their bedroom, Don’s heart raced with anticipation.

Once they were alone, Penny reached into her bag and pulled out a keychain with a tiny key and a big brass fob engraved with the words, “Don’s Dick.” With a sly grin, she slowly inserted it into the lock.

“Oh, Don. You thought your suffering was over? Think again, Penny teased with a wicked grin on her face. “You’re going to stay in that cage a little bit longer. After all, I need to make sure you’re fully trained before I let you out.”

Don groaned in both frustration and arousal at his wife’s words. He wondered what more he could do to show Penny his devotion. “Please, Penny. I’ve been in here for so long already. Can’t we just take a break?”

Penny shook her head, tucking the key to the chastity device back into her pocket. “Sorry, Don. No breaks allowed. Besides, you know you love it.”

Don let out a frustrated sigh. “Yeah, I do. But it’s just…so hard.”

Penny chuckled. “That’s the point, isn’t it?” She leaned in to give him a teasing kiss on the lips. “But don’t worry. I promise to make it worth your while once I finally let you out.”

* * *

Don sat nervously in the living room, idly thumbing through an old magazine to pass the time, waiting for Penny’s agent to arrive. He had mixed feelings about what was about to happen. On the one hand, he was excited for Penny’s success and the big check that her agent promised to deliver. On the other hand, he couldn’t shake the feeling of jealousy and inadequacy that had been growing inside him ever since Penny left for her tour.

As he sat there, lost in his thoughts, he heard someone at the door. Penny opened it, revealing her agent standing there, holding an envelope.

“Hey, guys,” the agent said, giving Penny a hug and a kiss. “Sorry I’m a little late, but I think you are going to like what I have for you.”

Her agent handed Penny the envelope, which she eagerly tore open. Inside was a check for a substantial sum of money, much more than Don made in a entire year.

“Wow,” Don said, his eyes widening in surprise. “This is incredible. Where did all the extra money come from?”

Penny’s agent grinned. “Well, let’s just say that Penny has some talents that are in high demand. She’s been doing some top-dollar ‘private shows’ for some very wealthy and influential men who can help her career.”

Don’s mouth fell open in shock. “Private shows? What kind of shows?”

Penny laughed. “Don, don’t be so naïve. You know what kind of shows. The kind where I get paid a lot of money to do some things that I’m very good at. I tell dirty jokes and fuck rich old men at twenty thousand bucks an hour.”

Don was shocked and felt a pang of jealousy and anger rising up inside him. “And,,, and you’re okay with this? You’re okay with men paying you to… do those things?”

Penny laughed. “Hell, yes! I’d do it for free. And besides, it’s not like I’m cheating on you or anything. You knew what you were getting into when we started all this.”

Don didn’t know what to say. Part of him was outraged, but another part of him couldn’t deny the thrill he felt at the thought of Penny being so desirable to other men.

Penny’s agent clapped his hands. “Well, now that we’ve got the business out of the way, how about we celebrate with a little demonstration of Penny’s private show?”

Penny grinned, and Don felt a shiver run down his spine. Penny and her agent proceeded to show Don just how skilled she had become in the art of seduction and pleasure.

As Don watched, Penny’s agent began to caress her body, slowly working his way down to her thighs. Penny opened her legs and Don saw she was not wearing panties. Don let out a soft moan in tandem with Penny as her agent began to kiss and lick her pussy, his skilled tongue sending shivers of pleasure through her body.

Don couldn’t help but feel a flood of jealousy as he watched another man going down on his wife, but he was also incredibly turned on. He could feel his own arousal building as he watched Penny writhing in ecstasy. She let out a series of loud moans as she approached orgasm, and Don could tell that she was on the brink of coming.

Penny’s agent continued to tease and tantalize her, expertly bringing her to the brink of orgasm over and over again before denying her release. Don could see the frustration and desire in his wife’s eyes, and he couldn’t help but feel a twinge of satisfaction that she was experiencing the same kind of sexual frustration that he had been feeling for weeks.

Penny’s moans filled the air, echoing in the room as the agent’s skilled tongue pushed her closer to the edge. Her eyes locked with Don’s, a mischievous twinkle dancing in them, as if she were relishing the torment she was receiving, only because he was watching. It was a shared bittersweet torment, an exquisite agony that both tested and fueled their bond.

As Penny’s body trembled with anticipation, the agent finally positioned himself over her. Their eyes locked, a smoldering gaze that conveyed a shared hunger and a desire that burned between them. The room was filled with an electric energy, crackling with anticipation and raw passion.

Penny’s mischievous grin spread across her face as she felt the weight of the agent’s massive cock pressing into her wet pussy. “Damn, I think I need a bigger doorway for this guest!” she quipped, sending a playful wink in Don’s direction. “Don’t worry, honey, we’ll stretch your imagination!”

With the agent on top of her, Penny couldn’t resist a sly comment, “Well, it looks like I’m about to take a ride on the ‘Anaconda Express.’ All aboard!” She stifled a giggle, knowing that Don was both jealous and aroused by the show unfolding before him.

With a mixture of anticipation and humor, Penny let out a mock gasp as the agent’s colossal cock entered her, teasingly exclaiming, “Remember that saying, ‘It’s not the size that matters, but how you use it’? Believe me, Don, it’s the size that matters!”

Their bodies intertwined in a dance of desire, Penny couldn’t help but playfully taunt Don, who was still locked in chastity, “Hey, Don, can you hear ‘Locked Out of Heaven’ by Bruno Mars playing in the background? It’s your theme song!” She let out a mischievous laugh, reveling in the playful torment of her husband.

“Don, remember when we used to talk about ‘keeping the spark alive’? Well, let’s just say we’ve upgraded to ‘lighting up the fireworks!'”

As the agent’s thrusts grew more intense, Penny couldn’t resist a cheeky remark, “Well, Don, it seems like my agent here knows how to hit all the right spots. Maybe he should give you a few pointers for when you’re out of that little cage!”

“Hey Don, don’t you think it’s time for you to embrace your inner eunuch? Who needs ’em when I’ve got Lord Longstroke over here?”

In the heat of the moment, Penny’s naughty sense of humor continued to shine through as she taunted, “Oh, look, Don, it’s a double feature! You get a front-row seat to the ‘The Princess Ride’ while you’re stuck in ‘When Harry Met Chastity’! How’s that for entertainment?”

And as their bodies reached the pinnacle of pleasure, Penny couldn’t resist one final punchline, “Ladies and gentlemen, prepare for lift-off! We’re about to take the ‘Big-Cock Rocket’ to the stars!” She burst into laughter, the levity of the moment taking over.

“Oh, Don, I hope you’ve been practicing your tongue exercises because I told you I was going to wear you out tonight!”

“Clean up on Aisle 2,” Penny announced with a sly grin as she point to her freshly filled pussy.

Don’s cheeks flushed, a mixture of embarrassment and arousal, as Penny’s mischievous words hung in the air. He knew exactly what she meant by “Clean up on Aisle 2,” and the implication sent a jolt of humiliation through him.

He knelt before Penny, his heart pounding with anticipation. The agent watched with a smirk, fully aware of the delicious power play unfolding before him. Penny leaned back, spreading her legs wide, the musky scent of their gooey mess filling the room.

With a wicked glint in her eye, Penny pointed at Don and commanded, “Start your cleanup duty, my eager little tongue slave. Aisle 2 needs your thorough attention.”

Don’s hesitation melted away as he leaned in, his tongue flicking over Penny’s delicate clitoral hood. His movements were slow and deliberate, eliciting a low moan of pleasure from her lips. The agent watched intently, captivated by the scene unfolding before him.

Penny’s fingers entwined in Don’s hair, guiding him with a firm yet gentle touch lower to where her agent’s cum was seeping from her pussy and pooling around her tight pucker. She reveled in the sensation of his tongue exploring every inch of her, skillfully navigating her most sensitive spots to extract their mixed elixir. With each flick and swirl, Don’s dedication to cleaning her intensified, fueled by a mix of adoration, submission, and an insatiable desire to please.

As Penny’s pleasure mounted, she couldn’t resist taunting Don further. “Oh, Don, don’t miss a spot. I want you to lick me clean like your life depends on it. Show our guest what a devoted tongue can do.”

Don’s cheeks burned hotter, the combination of humiliation and arousal pushing him to new heights of passion. He fastened his mouth around her and began sucking, his tongue delving into her to retrieve every clump of the semiliquid nectar that he could reach. He sucked out the remnants of their cum with an intensity that left Penny trembling with ecstasy. The agent watched, his own desire simmering beneath the surface.