Read Part 1 Here.

*****

Part 3…

Don came home to the empty house and stood frozen in the doorway, his heart sinking as his eyes landed on the small metal object on the table. It was a simple yet ominous sight, symbolizing the journey they were about to embark on– Penny’s first tour. His mind raced with excitement and trepidation, unsure of what this new chapter would bring.

A mixture of emotions coursed through Don’s veins. He felt a strange blend of longing and excitement at the thought of being locked away while Penny explored her newfound success. It was a physical reminder of their connection, even when physically apart. He couldn’t deny the tingle of arousal that shot through him, a reminder of the unspoken power dynamics they had embraced.

Don approached the table with anticipation and trepidation, his fingers instinctively reaching out to touch the cold metal bars of the chastity cage. The weight of it all settled heavily upon him physically and emotionally. His gaze shifted to the note next to the cage, and he began to read Penny’s familiar handwriting.

The note read:

‘Hey there, my little captive audience!

I’ve left you a little ‘reminder’ of my love, Don. I hope you’re prepared for some serious blue balls. It’s a constant, lingering presence that says, ‘I’m in control, and I won’t let you forget it!’ Are you ready to embark on a magical journey of denial and desire? Welcome to the locked and loaded club! Consider this your ticket to the Chastity Carnival. No escape, only tantalizing teases! Don, think of this chastity cage as a fashion statement. You’re rocking the latest trend in ‘denim and denial.’ Stylish and frustrating!

Love and laughter (and a little bit of wickedness),

Penny

P.S. You are not wearing the cage because I don’t trust you. You are wearing the cage because it makes my pussy wet..’

Don couldn’t help but chuckle as he read Penny’s playful words. She always had a way of turning even the most uncomfortable situations into an opportunity for humor. He couldn’t deny that some of him found the experience exciting, even if it tested his patience. And after all, it wasn’t as though he was planning on having orgies while she was gone. ‘What do I have to lose?’ he thought.

He turned the chastity cage in his hand. Penny had clarified that she expected him to wear the cage until her return. But as he examined the device, he realized she had taken the keys.

With a mix of resignation and anticipation, Don carefully folded the note and placed it back on the table. He knew that the coming weeks would be a true test of his endurance, but he also knew that Penny’s return would bring a flood of intimacy and his release.

Don stood there, holding the chastity cage and the small padlock. He took a deep breath, his heart pounding with excitement and apprehension. This was a moment of surrender, where he willingly embraced the vulnerability of locking himself up for Penny’s pleasure.

He carefully unbuckled his belt, feeling the weight of anticipation grow with each passing second. As he removed his trousers, he couldn’t help but glance at the mirror, catching a glimpse of himself standing in his underwear, ready to willingly submit to Penny’s desires.

With shaky hands, Don worked his balls through, one at a time, then shoved his semi-erect penis into the smooth metal ring, attaching it around the base of his penis and adjusting it to ensure a snug fit. The cold metal against his skin sent a shiver down his spine, a tangible reminder of his commitment to Penny’s pleasure.

Next came the chastity cage itself. Don forced it over his dick, the confinement providing an immediate sense of restriction. He aligned it carefully, ensuring it was secure, comfortable, and not pinching anywhere, knowing it would be his constant companion for the foreseeable future.

Finally, Don took the small padlock, his fingers trembling slightly as he guided it through the holes of the chastity cage. He hesitated. Then with a decisive click, Don closed the lock, sealing his fate. He was now at the mercy of Penny’s whims, his pleasure and release solely in her hands.

Standing there, fully locked and in a state of chastity, Don felt fear and excitement wash over him. It was a surrender of control, a voluntary relinquishment that strengthened their bond and deepened their intimacy. He knew this submission would pleasure them both in ways they had yet to explore.

With a sigh, Don glanced at himself in the mirror again, his reflection revealing a man willing to go to great lengths for the woman he loved. He knew this journey would test his desires, patience, and devotion, but he was ready to embrace it all. He took a photo with his phone and sent it to Penny.

* * *

Don sat on the couch, his phone in hand, reading through Penny’s text messages. She was only a week into her one-month tour, and he missed her already. But the messages she had sent were making him feel something else entirely. They were filled with graphic photos and explicit details about her encounters with her agent, and they made Don’s heart race with excitement and jealousy.

He couldn’t believe how turned on he was by her being with another man. He felt like a cuckold, but he couldn’t deny the intense arousal he felt from it. As he read through her messages, he found himself getting harder and harder, unable to resist the urge to touch himself.

He called Penny begging her to tell him where she had hidden the spare key. “You said we could call it off if it were too hard. Well, I want to call it off. It’s too hard,” he whined.

Penny chuckled on the other end of the line. “Oh, Don, you know I can’t do that,” she said playfully. “But if you’re a good boy, maybe I’ll let you out when I return.”

“Maybe?” Don groaned in frustration. “A month is such a long time, Penny. I don’t think I can take it.”

Penny’s tone turned more serious. “Don, I know this is hard for you, but it’s what we agreed on. Trust me. It’ll be worth it in the end.”

Don sighed heavily. “I know, Penny. It’s just…I miss you so much already. And it’s hard knowing that you’re out there, having all these wild experiences without me.”

Penny’s voice softened. “Oh, Don, don’t be like that. You know I love you, and everything I do is for us. Besides, who knows? Maybe when I return, we’ll have some wilder experiences together.”

Don’s spirits lifted a bit at the thought. “Yeah, you’re right. I need to be patient and trust in you.”

“That’s my good boy,” Penny purred. “Now, I’ve got to get ready for my show tonight. But I’ll text you later, okay?”

Penny’s tour was a whirlwind of success, with sold-out shows and standing ovations every night. She was on top of the world, and her agent was ecstatic. He knew her material could have been better. Still, there was something about how Penny connected with an audience that had them hanging on her every word and rolling on the floor when she delivered her punchlines.

After a particularly raunchy show in New York City, Penny, and her agent celebrated at a fancy restaurant. Penny couldn’t help but continue to crack Don jokes as they enjoyed their meal.

“I think I’ve got a new one for the act,” Penny said, sipping her wine. “I asked Don if he’s seen his masculinity, and he said, ‘Last time I checked, it was off having a mid-life crisis with your agent!'” Penny exclaimed, bursting into laughter.

Her agent joined in on the laughter, clapping his hands in amusement. “You’re a genius, Penny. I don’t know where you come up with this stuff.”

Penny’s agent put his arm around her as they left the restaurant and returned to their hotel. Penny didn’t resist as the agent’s arm wrapped around her waist, leaning into his touch. “You were amazing tonight,” he said, his voice low and seductive.

Penny smirked, feeling a surge of excitement at his words. “Thanks, but you ain’t seen nothin’ yet,” she replied, punctuating her words with a wink.

The agent chuckled, his hand sliding lower to rest on her hip. “I can’t wait to see what else you’ve got.”

Penny’s eyes glinted mischievously. “Well, I’ve got plenty of Don jokes left, that’s for sure.”

As they reached the hotel, the agent leaned in closer to Penny. “You know, I was thinking…why don’t we practice your act together tonight?”

Penny’s heart raced at the suggestion, her mind buzzing with the possibilities. “I like the way you think,” she purred, her hand slipping into his as they made their way to her suite.

Over the next few hours, Penny and her agent practiced her routine, perfecting her timing and delivery with each Don joke she told.

“I recently discovered a secret formula: the key to a successful tour is 50% talent, 50% charisma, and 100% Don in a chastity cage back home!”

“That doesn’t add up,” the agent commented.

Penny dismissed his comment, “That’s what makes it funny.” The agent knew that it was Penny that made it funny.

She started her next joke, “You know how some couples have matching outfits? Don and I have matching accessories. He has a chastity cage, and I have the key!”

She continued, “I asked Don if he missed me while I was away. He said, ‘Yes, Penny, every day. But don’t worry. I’ve become a master at finding pleasure in the little things.’ Oh, the irony!”

The agent said, “I like that one, but it will probably go over everyone’s heads. Irony is a hard sell.”

Penny said, “While Don is at home all locked up, I’m out here on tour, ensuring my agent earns every cent of his commission!”

“Every penny, Penny,” he said with a grin and a lascivious tongue waggle.

Penny grew increasingly aroused with each joke as they continued to rehearse, her body humming with anticipation.

The jokes about how much she enjoyed fucking her agent made her especially horny. “It’s like they say, ‘What happens on tour, stays on tour’… except when it’s me and my agent, it becomes great material for my stand-up!”

Penny turned to her agent, her eyes smoldering with desire. “You know, they say laughter is the best foreplay. Let’s put that theory to the test. I think it’s time we took this act to the bedroom,” she said, her voice low and sultry.

The agent was slightly surprised at the rapid change of direction. Still, he quickly recovered, a wicked grin spreading across his face. “I thought you’d never ask.”

Penny laughed, “Well, you certainly know how to make a girl feel special.”

Penny could feel her heart racing excitedly as they walked to the bedroom. She was hot and horny, and she couldn’t wait.

Once they reached the bedroom, the agent wasted no time in taking off his clothes. Penny, ready for whatever he had in mind, quickly discarded her black dress and the matching black bra and silken panties that she wore under it.

The air was charged with anticipation and desire as they got into bed together. Their bodies pressed against each other, skin against skin, igniting a spark that threatened to consume them both. Penny could feel the heat radiating from his body, matching the fire that burned within her.

With a wicked grin, Penny leaned in closer, her lips brushing against his ear. “Are you ready for a night of unforgettable pleasure? Because I plan to take you on a journey you’ll never forget.”

The agent’s eyes gleamed with excitement as he traced his fingers along the curves of Penny’s body, leaving a trail of goosebumps in his wake. “I’m at your mercy, Penny. Show me what you’ve got.”

She pressed her body against his, the heat of their skin fusing. Their hands explored each other’s bodies with an intensity born from desire, their fingertips tracing every curve and contour, seeking out the places that elicited gasps and shivers of pleasure. Time seemed to stand still as they reveled in the sensations that pulsed through their veins.

Penny’s lips trailed along his neck, leaving a trail of soft kisses that ignited desire sparks in their wake. She nibbled on his earlobe, her warm breath sending shivers down his spine. “You feel so good,” she murmured, her voice dripping with desire.

The agent’s hands moved with purpose, caressing Penny’s sensitive nipples, reveling in the softness of her breasts and the turgid tissue at the center that greeted his touch. Their bodies molded together, an exquisite fusion of desire and longing.

With a skillful maneuver, Penny straddled him. Seeing his horse cock trapped between her legs gave her a sense of anticipation and desire. She looked down at him, a mischievous glint in her eyes. “Ready to show me what you’re made of?”

He grinned, his hands gripping her hips. “Oh, I’m more than ready. Let’s see if you can handle all of me.”

Penny chuckled a mix of excitement and confidence in her voice. “Trust me. I can handle anything you’ve got.”

With a slow and deliberate motion, she lowered herself onto his massive cock, savoring the delicious feeling of being stretched and filled. Their eyes locked, a silent understanding passing between them as they embarked on a journey of pleasure and lust.

The agent groaned, his hands gripping her tightly. “God, you feel amazing.”

Penny rocked her hips, finding a rhythm that sent waves of pleasure coursing through her body. She leaned forward, her lips grazing his ear as she whispered, “You’re not too bad yourself. But let’s see if you can keep up.”

He smirked, the challenge in her words fueling his determination. “Oh, I can keep up. I’ll make sure you won’t forget this night.”

Their bodies moved together, a symphony of desire and passion. Each thrust brought them closer to the edge, their moans mingling in the air, a testament to their shared pleasure.

Penny’s voice was a seductive whisper as she leaned in closer. “You like that? You like me taking all of you?”

He nodded, his grip on her hips tightening. “Fuck, yes. Don’t stop.”

She quickened her pace, the intensity building with every movement. The room was filled with their gasps and cries, a chorus of ecstasy that echoed off the walls.

Penny’s voice grew husky with desire as their bodies reached a fever pitch. “Come for me, baby. Fill me up,” she whispered, her words laced with an intoxicating blend of need and seduction.

Her agent’s movements became more erratic, his climax imminent. He held onto her tightly. His voice strained with pleasure. “Fuck, Penny… I’m gonna… I’m gonna…”

Penny silenced his words with a passionate kiss, her lips hungry for the taste of his surrender. She met his thrusts with equal fervor, pushing them closer to the edge.

As Penny and her agent’s bodies reached a fever pitch, Penny’s voice grew husky with desire. “Come for me, baby. Give me your sweet release.”

He groaned, his movements becoming more urgent. “Oh God, Penny… I’m so close.”

Penny’s internal muscles’ grip tightened around him, her voice filled with a mixture of anticipation and encouragement. “Yes, let go. Let it all out. Show me how much you want me.”

He couldn’t hold back any longer, the pleasure building unbearable. With a primal cry, he came, his body convulsing with waves of ecstasy. Penny watched, her eyes filled with satisfaction and desire, as she felt his cock pushing deeper still as it emptied into her tight tunnel.

Penny’s voice was a breathless whisper as she reveled in the moment. “That’s it, baby. Let it all out. Fill me up with your cum.”

Her agent’s moans mingled with hers, the air thick with the raw intensity of their lust. Their bodies, slick with sweat, clung to each other.

As the last tremors of ecstasy subsided, they lay tangled in each other’s embrace, their breathing slowly returning to normal. Penny’s voice was a soft murmur against his skin. “You were incredible. Thank you.”

And through it all, Penny couldn’t help but think of Don back home, completely unaware of the incredible experience she was having.

Penny suggested they have a video call with Don, and the agent eagerly agreed. They set up the call, and Don’s face appeared on her laptop screen.

“Hey, honey,” he said, a mix of excitement and nervousness.

“Hey, Don,” Penny said with a sly grin. “Wish you were here to see my last act in person.”

“I bet it’s amazing,” Don said, trying to sound supportive despite his growing frustration.

“You have no idea,” Penny’s agent chimed in. “She’s been killing it on stage every night. And off stage, too, if you catch my drift.”

Don saw the half-dressed agent move onscreen in Penny’s hotel room and shifted in his seat. “Uh, what do you mean?”

Penny giggled. “He means we’ve been having much sex, Don. You know, fucking, sucking, and all that fun stuff you can’t do.”

Don’s face flushed with embarrassment, but he couldn’t deny his arousal at hearing Penny talk about her sexual exploits with someone else.

“Anyway, we just wanted to check in and say hi,” Penny’s agent said. “We’re going to go have some more fun now. See you later, Don.”

“I love y…,” Don felt a twinge of jealousy and arousal as he watched his wife and her agent disappear off the screen. Still, he couldn’t help but feel excited about what she might experience on tour. As he closed the call, he knew he couldn’t wait for her to return and tell him all about it.

As they explored each other’s bodies, Penny couldn’t help but think of more Don jokes to add to her act. She laughed to herself as she imagined Don’s face when she told him about her wild night, and she knew that he would love to hear about all the dirty details.

“Don may be at home, but my agent and I are experiencing all the sights and sounds of the hotel room. We are making memories… that Don will have to listen to for years.”

“Don is my past, my agent is my present, and room service is my future,” Penny chuckled.

Penny was back on stage the next night, telling her jokes with even more confidence and sass. Her audiences were eating it up, and she knew she had found her calling. As she basked in the glow of the spotlight, she couldn’t help but think of Don and how proud he would be of her for living her dream.

“You know, my husband Don is a winner… always finishing first,” she began, and the audience laughed.

“Seriously, I don’t know his problem,” she continued. “He’s like the Usain Bolt of premature ejaculation.”

“Don always finishes so quickly. I’m starting to think I’m not doing something right.”

“I once asked Don if he had any special talents in bed. He said, ‘I’m good at apologizing.'”

“But, being on the road is tough,” she said. “You know what they say, ‘When the cat’s away, the mice will play.’ Let’s say I’ve been playing with more than just mice. Don always said he wanted me to ‘spread my wings,’ well, legs are kind of like wings, aren’t they?”

“So, my agent joined me on tour recently, and let me tell you, he’s quite the eye candy. Ladies and gentlemen, I have officially upgraded from comedy to comedy with benefits!”

“While Don is taking care of the home front, I’m out there taking care of my needs with my agent. It’s all about balance, right?”

“Absence may make the heart grow fonder, but in my case, absence just makes me fuck my agent!” she quipped.

The crowd roared with laughter as Penny continued to riff on her and Don’s dysfunctional sex life.

“Don may finish first, but I always get the last laugh. Goodnight, everybody! “she shouted as she left the stage to thunderous applause.

*****

Part 4…

As Penny’s first tour ended, 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. Still, as excited as he was, he couldn’t help feeling 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 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 Dicklette.’ 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 must ensure you’re fully trained before letting 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 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 worthwhile 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 about Penny’s success and the big check that her agent promised to deliver. On the other hand, he couldn’t shake the jealousy and inadequacy growing inside him ever since Penny left for her tour.

Lost in his thoughts, he heard someone at the door as he sat there. Penny opened it, revealing that her agent was 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 will 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, much more than Don made in a 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 in high demand. She’s been doing top-dollar ‘private shows’ for 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 things 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 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. 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 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 showed Don how skilled she had become in seduction and pleasure.

As Don watched, Penny’s agent caressed her body, slowly working his way down her thighs. Penny opened her legs, and Don saw she was not wearing panties. Don let out a soft moan 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 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 repeatedly 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 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 ride on the ‘Anaconda Express.’ All aboard!” She stifled a giggle, knowing that Don was 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 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?”

Penny’s naughty sense of humor shone through in the heat of the moment as she taunted, “Oh, look, Don, it’s a double feature! You get a front-row seat to the ‘The Princess Ride’ while 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 would wear you out tonight!”

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

Don’s cheeks flushed with 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.

Penny pointed at Don with a wicked glint 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 slow and deliberate movements elicited her lips’ low moan of pleasure. 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 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 as 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 he could reach. He sucked out the remnants of their cum with an intensity that left Penny trembling with ecstasy. The agent watched, his desire simmering beneath the surface.

Penny’s moans grew louder, filling the room with the sweet sounds of her pleasure. She locked eyes with the agent, a wicked grin tugging at her lips. “Enjoying the show, my dear?” she purred, her voice laced with satisfaction and invitation.

The agent’s response was a deep chuckle, his desire now undeniable. “Oh, Penny, you certainly know how to entertain. But don’t think I’ll be a spectator for long.”

Penny’s laughter echoed through the room, a playful challenge in her eyes. “I think Don’s about ready for a refill anyway,” she teased, her body quivering under Don’s devoted attention.

* * *

As Penny continued to explore her newfound sexual prowess with her agent, she couldn’t resist teasing and denying her locked husband. She would send him provocative photos and messages, telling him about all the pleasure she was experiencing while he was denied any release.

He read, “While you’re at home, I’m busy rocking the stage and someone else’s world. Wish you were here… or do I?”

“Don, you’re such a good boy for staying locked up for me,” Penny would write, the tone dripping with condescension. “But you know you’ll not get any relief until I say so.”

Don would moan in frustration, his desire for release growing stronger daily. But he knew better than to beg his wife’s mercy. He had willingly submitted to her control, knowing he would have to wait until she decided to unlock him.

Meanwhile, Penny’s fame grew as she toured the country, wowing audiences with her raunchy and hilarious comedy routines. Her agent was proud of her success, and he knew that their partnership was paying off in more ways than one.

As for Don, he continued to live in constant arousal and frustration, longing for his wife’s touch but knowing that it was always just out of reach. He had never imagined that he would enjoy being denied this. Still, there was something undeniably thrilling about being under Penny’s control.

As Penny’s act continued to evolve and push boundaries, she added a new joke to her repertoire. She couldn’t resist the opportunity to joke about Don’s prostate, knowing full well that he was experiencing some discomfort due to being locked up.

During one of their video calls, Penny couldn’t contain her excitement about the new joke she had added to her act. “Oh, Don, you won’t believe the reaction I’m getting from the crowd with this one. I say, ‘Don’s convinced that his locked-up state is just an excuse for me to have some hands-on experience with prostate massages. Hey, I’m just trying to be a supportive wife!'” Penny laughed hysterically, clearly enjoying her joke.

Don couldn’t help but squirm in his chastity device, feeling the discomfort of Penny’s teasing. “You’re enjoying this a little too much, aren’t you?” he grumbled.

Penny just laughed and continued to tease him. “Oh, come on, Don, you know I love you. You should have known what you were getting into!”

Don couldn’t argue with that, but he couldn’t deny his mixed feelings about the situation. On the one hand, he loved the thrill of being controlled by his wife and the excitement of the unknown. But on the other hand, the constant teasing and denial was becoming almost unbearable.

As Penny’s act evolved and became more popular, she continued exploring her dominant side with Don. One night, as they were cuddling in bed, Penny reached down and teased him through his chastity device.

“Don, my dear, I know you’re feeling frustrated in there,” she said with a smirk. “Let me help you release some pressure.”

He nodded eagerly, his anticipation of release overweighing his caution. Penny’s mischievous smile grew wider as she positioned herself between his legs, her fingers poised and ready to work their magic. She drizzled some lube on her fingers and let some roll down his taint and onto his anus.

With a playful glint in her eyes, she began circling his tight, yearning entrance, teasingly tracing the contours of pleasure. Her touch was gentle and firm as she skillfully massaged the delicate area, gradually applying more pressure.

“Don’t worry, my love, I’ll make sure to take it slow and steady,” Penny whispered seductively, her voice dripping with teasing and reassurance. “I’ll take you on an adventure that’ll leave you breathless, your senses heightened, and your vocabulary filled with words you never knew existed.”

As her fingers continued dancing, Don realized he was holding his breath, and a soft gasp escaped his lips. The sensations were intense, a blend of pleasure and vulnerability that sent shivers down his spine. He surrendered to Penny’s expertise, trusting her to guide him.

Penny’s playful banter intermingled with the moans and sighs that filled the room, creating a symphony of pleasure. Her words became a sweet torment. Each whispered taunt fueled his desire and heightened his arousal.

“You like that, don’t you, my naughty boy?” Penny teased, her voice filled with a combination of authority and tenderness. “I can feel your hungry ass craving more, begging for it. But remember, I’m in control, and I’ll decide if you’ll get to come tonight.”

As time seemed to stand still, Penny expertly continued her efforts, building the intensity of pleasure with each passing moment. Don’s body quivered under her touch, his desire reaching its peak.

Don moaned as Penny’s skilled fingers massaged his prostate, bringing him to the edge of climax before pulling back just in time to prevent him from releasing. It was an exquisite form of torture, and Don both loved and hated it simultaneously.

As Penny continued her skilled massage, Don’s mind wandered to the countless jokes she had made at his expense. Despite his humiliation, he couldn’t help but chuckle at some of them.

“I asked Don if he had any surprises for me in the bedroom.” He said, “Surprise, I’m still small,” Don quipped, unable to resist joining the joke.

Penny laughed, “Oh, come on now, Don. You know size isn’t everything.”

Don rolled his eyes playfully, “Yeah, yeah, tell that to all the guys you’ve been with.”

Penny feigned shock, “I have no idea what you’re talking about, Don. I’m a faithful wife.”

Don raised an eyebrow, “Sure you are. That’s why your agent gets to enjoy all your new tricks.”

Penny grinned mischievously, “You know what they say, Don. Variety is the spice of life.”

Don couldn’t argue with that logic, especially as Penny’s fingers continued to work their magic on him.

“You’re such a tease, Penny,” Don groaned.

Penny leaned close to his ear, “And you love every minute of it.”

Don couldn’t deny it. Despite the humiliation and frustration, he was addicted to the thrill of being at Penny’s mercy.

Penny watched as Don writhed in frustration and desire, his eyes begging her for release. She knew she had been teasing him mercilessly but couldn’t resist her power over him.

Finally, she decided to show him a little mercy. She leaned over and whispered in his ear, “Do you want the Big Shaft?” Don grinned, and he nodded eagerly.

Penny got up and disappeared into the bathroom. When she emerged, she was holding a large, black dildo, shiny with lube. She was ready with the jokes too.

“Say hello to the Big Shaft! This bad boy sure knows how to make an entrance.”

“Who needs a key to your chastity cage when you have the Big Shaft to unlock a whole new outlook on life, eh, Don?”

“The Big Shaft is the ultimate conversation starter. Get ready for some interesting discussions at our next dinner party!” Don knew she wasn’t kidding and groaned inwardly at the thought of that future humiliation.

Penny showed the Big Shaft to Don, a mischievous glimmer in her eyes. She knew exactly how it would affect him, fill him up, and stretch him in all the right ways. Don’s anticipation grew, a mixture of excitement and nervousness coursing through his veins.

As Penny began to position herself, her voice laced with playful seduction, she whispered, “Are you ready, Don? Ready to experience the ultimate pleasure?”

Don’s eyes widened, his heart pounding in his chest. He nodded, unable to form words as he surrendered himself to the moment.

With a wicked grin, Penny slowly eased the Big Shaft into her wet pussy, taking her time to savor every inch. She moaned softly, her body reacting to the incredible sensations that filled her.

Don watched, a mix of desire and awe washing over him. He marveled at Penny’s ability to embrace pleasure, to explore the boundaries of their intimacy with such audacity.

Penny’s voice, a sultry melody, reached his ears, “Oh, Don, you have no idea how good this feels. The way it stretches me fills me up… it’s pure ecstasy.”

Don’s breath hitched, his desire heightened by Penny’s unfiltered openness. He longed to join her, to share in the intoxicating pleasure that consumed them both.

But for now, he was content to watch, to witness the uninhibited pleasure that Penny indulged in. He knew that soon enough, it would be his turn to experience the same blissful sensations.

As Penny rode the big dildo, her moans grew louder, filling the room with a symphony of pleasure. Don couldn’t help but feel a surge of pride, knowing that he was part of the reason for Penny’s ecstasy.

As the ecstasy peaked, Penny’s screams of pleasure echoed through the room, a mix of satisfaction and delight.

Penny’s voice, filled with anticipation, broke the silence. “Don, it’s your turn now,” she purred, her eyes gleaming with mischief as she gestured towards the Big Shaft, the toy that had brought her so much pleasure.

Don’s heart raced, a mix of excitement and nerves coursing through his veins. He had watched Penny enjoy its sensations. Now it was his turn to experience them firsthand. He took a deep breath, his hand trembling slightly as he reached out to grasp the hefty toy.

Don felt excited as he positioned himself, the Big Shaft towering. Taking a moment to steady himself, he slowly began to ease onto it, feeling its girth stretching him most delightfully.

“Hey, Don, forget about regular massages. The Big Shaft is like having a chiropractor at your backdoor!” She laughed at Don’s discomfort.

A mix of pleasure and surprise danced across Don’s face as he sank further into the toy. Penny watched him intently, her voice dripping delightfully, “That’s it, Don. Let yourself feel every delicious sensation. Embrace the fullness, the intensity.”

As Don found his rhythm, moving with the toy in a way that suited him, his body responded eagerly. Waves of pleasure coursed through him, building with each movement. Penny, always attuned to his needs, caressed his back, pressing him down on the shaft, her voice a sultry whisper, “You’re doing amazing, Don. Give in to the pleasure. Let it consume you.”

Don surrendered himself to the experience, exploring the depths of pleasure the Big Shaft offered. His moans mingled with Penny’s, creating a symphony of desire that filled the room. They were lost in their world, united in pursuing pleasure.

With each thrust and grind, Don’s body quivered with pleasure. Penny’s encouraging words spurred him on, her voice seductive, “Yes, Don, ride it. Take every inch, and revel in the pleasure it brings. You’re driving me wild.”

Time seemed to stand still as they reveled in their shared pleasure. The sensations consumed Don’s mind, the intensity building to a crescendo. Penny’s excited voice rose as he approached the peak, “Let go, Don. Release all that pent-up desire. Show me how good it feels.”

Don couldn’t take it anymore. He cried out and collapsed, falling over as he came hard, his body shaking as his confined dick dribbled his thick cream through the bars of its shiny prison. Penny grabbed the massive dildo by the fake balls and continued to thrust it into him, drawing out every last drop of pleasure from his body.

“Consider the Big Shaft your new best friend, Don. It’s got your back,” Penny quipped.

Don curled into a sweaty, panting heap as she finally withdrew the Big Shaft. He knew he had been thoroughly dominated by his wife and loved every second.

 

To Be Continued…?

 

*This story has been edited to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been previously published on other free sites and is now public domain, which is why we can publish it here.