Husband gets Blacked

Continued from: "Thank you for fucking my wife"

Derek's stomach twisted with repulsion and humiliation, as his tongue diligently explored the vascular surface of Anthony's cock. Vanessa stood close-by, ensuring her sissy husband cleaned all remnants of her tangy pussy from Anthony's cock and balls. Derek's embarrassment had reached a pinnacle of emasculation, or so he thought. With no safe-words spoken from her delicate sissy husband, Vanessa took this as a queue to continue her relentless torment. 

"Stand and curtsy to Anthony please honey, thank him for letting you clean me off his beautiful cock," Vanessa cooed to Derek. "And address him as Daddy!"

Derek stood in his elaborate sissy attire, the layers of ruffles and bows a visual representation of his vulnerability and submission. The room seemed to hold its breath as he performed his embarrassingly dainty curtsy and whispered, "thank you Da...Daddy. Thank you for letting me clean your cock." 

The corners of Vanessa's villainous lips curled into a devious smile, watching her husband struggle through such intense humiliation. Yet, she knew little glossy strands of pre-cum would be oozing from his chastity cage and wetting the front of his delicate satin panties. 

Vanessa then turned and spoke to Anthony. "I'm going to change into a little something for you my lover. Can you take my husband upstairs and spank him for me? On the bare please. I want him nice and red before you fuck him." 

Derek's mouth went dry and his hands began to tremble. The gauntlet had just been laid out by Vanessa, as to what the rest of the evening would entail. His heart pounded in his chest as he carefully negotiated the stairs in his darling Mary Janes. 

Anthony waited for a safe-word to escape Derek's painted lips and left enough time for him to protest or tap out of the scene. Upon hearing neither, Anthony continued where Vanessa left off. 

"Dress off and panties off young lady. Park your nose in the corner. Daddy will be up shortly." 

Anthony's deep voice reverberated through Derek, causing his bottom lip to quiver as he tried desperately to fight off tears. 

Derek took a deep breath and exhaled with a sigh of humility and sexual frustration, as he caught his own reflection in the vanity mirror. His gaze caught site of his flaccid penis, trapped behind the metal bars of chastity. This caused Derek's mind to turn quickly back to the giant penis he recently had in his own mouth and the way it tasted of his wife's arousal. Derek's mouth began to water slightly, as he reflected on Anthony's glistening cock.  

After spending a little too long at the mirror, mesmerized by his own transformed reflection, Derek suddenly heard heavy footsteps ascending the stairs. He quickly rushed to the corner, as Daddy had instructed. He certainly didn't want to face the consequences of being out of position when Daddy entered the room. 

The floors creaked behind Derek, letting him know that Daddy was now in the room and witness to his dreadfully vulnerable state.

 

"Well young lady," Anthony spoke sternly. "You heard your wife, get across my lap." 

Derek shamefully shuffled toward the couch, no longer having the protection of panties to conceal his "clit cage". The culmination of all the night's embarrassments, frustrations and humiliations had finally brought Derek to his breaking point. He froze in his tracks and began trembling and bawling his eyes out, desperately pleading with Anthony.

"Please Daddy, don't spank me!!!"

"I'll put out for you Sir, I will! You don't need to spank me!"

Derek's degrading pleas for mercy continued, as Anthony's muscular hand grabbed onto his wrist and man-handled him across his lap. 

Derek's shameful blubbering continued, as the first of the heavy smacks began. 

"Please Daddy, noooo....don't do this!" He cried out. 

Amidst the commotion of pleas and heavy slaps, Vanessa clicked into the room, just as her husband was mewing out a very degrading, "I'll put out for you Daddddddddy!"

"Is that so sissy?" Chimed Vanessa. 

"Show me..." She hissed. 

The defeated and reddened Derek, delicately took Daddy by the hand and led him over to the bed. Vanessa joined the two so she could continue to reassure and coach her husband.  

"Derek," Vanessa's voice was both commanding and nurturing, "I want you to begin by undressing Daddy, slowly and deliberately. Pay attention to his reactions and his desires."

Derek's heart raced as he absorbed Vanessa's instructions, his emotions a mix of anticipation and vulnerability. 

"Once you have undressed Daddy," Vanessa continued, her voice steady, "focus on his pleasure. Attend to his needs, ensuring that he is comfortable and satisfied. It's your task to get Daddy nice and hard for you sweetie. Once he is, you can offer him your bum." 

With a mix of humiliation and embarrassment, Derek followed Vanessa's instructions, slowly turning around to face Anthony on his hands and knees. He felt a shiver of vulnerability as he presented his asshole to Anthony, fully embracing his role as a submissive sissy eager to please.

Vanessa watched with delight as Derek assumed the position, his frilly socks and shiny Mary Janes emphasizing his femininity. "Good girl," she praised, her voice dripping with approval. "Now, wiggle your bum and ask Daddy to fuck you like the sweet little sissy you are."

Anthony, now fully aware of Derek's willingness to submit, stepped closer to him. His hands gently caressed Derek's smooth hips, tracing the contours of his delicate frame. The touch sent shivers down Derek's spine, and he couldn't help but let out a soft whimper of anticipation.

Vanessa remained by Derek's side, offering soothing words of encouragement. "Relax, my sweet sissy," she whispered, her fingers gently running through his hair. "Take Daddy's dick into your bum, just like a girl.”

Anthony couldn't help but chuckle at the sight of Derek's locked-up genitals, dangling helplessly beneath him as he obediently wiggled his spanked ass. The contrast between his own fully aroused manhood and Derek's chastity cage was stark and visually striking. It only further emphasized Derek's submissive position and his complete surrender to their desires.

Vanessa, who was watching the scene from the bed, leaned in and whispered in Anthony's ear, "Look how desperate he is for release. That locked-up penis is dripping for you my lover."

Anthony grinned, fully aware of the power dynamics at play. He stroked Derek's exposed bottom, teasing him before gently sliding a finger along the outline of the chastity cage. Derek let out a soft moan, torn between the desire for release and the thrill of being under their control.

"You must be craving release, my little sissy," Anthony said with a playful glint in his eyes. "But you know you won't get it until we say so."

Derek could only nod, the intensity of the situation overwhelming him. He was aching for release, yet the chastity cage reminded him of his role as a sissy, denied of conventional pleasure but rewarded with penetration, just like a girl. 

Vanessa interjected, her voice filled with authority, "You're not here for your pleasure, sissy. You're here to please Anthony and me. So, show us what a good fuck-doll you can be."

Derek's heart raced as he felt Anthony's cock pressing against him, seeking entrance. He braced himself for what was to come, ready to submit fully to their desires and become a vessel of pleasure for both of them.

("Seeking entrance". Well done Chatty!)

Vanessa, being the Goddess that she is, masturbated on the bed while listening to the symphony of grunts and pleas coming from her husband. 

"Please Daddy just slow down. Oh god Daddy it's so big." Derek was bawling out into the room. 

After several toe-curling orgasms for Goddess Vanessa, she stood back to witness the dramatic climax of Anthony shooting his hot cum into her husband's ass. It was a beautiful sight to watch. Derek was truly a Queen of Spades now. 

Two things became clear after this wild night. 

I doubt Derek will ever again have conventional sex like a "real man"... 

...and Goddess Vanessa was my new fuckin' hero!

Oh boy I have a girl-crush. Just look at her! 

Mistress Andrea and "Chatty"

xoxo

Continued in: The Cum Brat

 

 

 

 

"Thank you for Fucking my Wife"

Continued from: French Cut

and: Call me "Sir"

I watched intently, bathed with arousal, as Russell diligently lapped up all of his cum from my bare feet and swallowed it down like a good boy. He hadn't forgotten our old rules and protocols after all. 

I shooed him off the bed into a kneel, then simply glared at him, raising an eyebrow as a visual queue. Would he remember the second part of our old ritual? 

"Th....Thank you Mistress," he bashfully spoke, his face burning with embarrassment. 

"Good boy," I cooed back to him. 

Thanking me for letting him lick his own sticky ejaculate off my feet, then swallowing it all down. 

Priceless! 

I felt like his Goddess again, as he once used to address me during moments of intimate passion. Other times it would be "Mommy", his caring but strict protector, in moments when I had to tan his little butt over my knee. I was truly enjoying seeing Russell submissive and vulnerable again. It pulled at my heart strings. 

I cupped his chin into my hand and directed his gaze into my steely blue eyes. 

"Go find Sarah Jane, young man." I firmly spoke. "Find her and kiss her on the lips. Tell her that her submission is a wonderful gift to you and tell her how much you adore her."

He smiled and replied with a, "yes Ma'am." 

"Treat her to a lovely orgasm with that amazing tongue on yours. Do it from your knees. Show her a small glimpse of your submission...and change out of that silly pilot costume." I ordered, my tone both caring but strict. 

Russell scurried off to do my bidding. Likely embarrassed that his tongue and mouth were still glazed with his recently swallowed ejaculate. I wonder if Sarah will notice the taste in his mouth? 

Such a good boy! He did exactly as I instructed. I could hear Sarah Jane yelling "Daddy", from down the hall. 

Even though I masturbated and came while Russell was sucking my toes, I was still ravenous for more. I went to the find the girls in their "shoe closet", to see what they were up to. 

Vanessa was fully dressed and was preparing to leave. I guess she had a date-night planned with her husband. I jumped at the opportunity to pry for more. 

"By date-night with hubby, you mean him watching you with your bull?" I curiously prodded. 

"Yes Mistress, that sort of date-night." She chuckled as she answered. "Although he might be doing more than just watching tonight!"  

I shrieked with excitement. "That's so fuckin' awesome! I wanna hear all about it!" 

Vanessa giggled again. "Of course Mistress," she seductively purred and gave me a wink. She then kissed both Summer and I on the lips and made her way out.

As soon as I was alone with Summer, my dress was off and I was grinding my soaked pussy into her eager mouth. Gawd, I was so fucking aroused from everything that had played-out around me and the thoughts of Vanessa the Goddess Cuckoldress! 

I leaned my head back as Summer's tongue danced around my throbbing clit. I closed my eyes and began to envision Vanessa with her bull, fucking her vigorously as Derek kneels at the end of the bed and watches, his tiny cock straining against the confides of its cage, his body adorned in delicate pastel satin, lace and bows. 

Little did I know, he was given a much, MUCH more challenging offer from Vanessa, days earlier. 

Take it away, "Chatty" 

****

Vanessa gently posed the question one morning over breakfast. Derek felt a surge of conflicting emotions inside him. The idea of being taken by another man, especially in his sissy attire, was both thrilling and nerve-wracking. His chastity cage served as a constant reminder of his limitations as a man, and the offer to experience intimacy in a different way intrigued him.

"I... I'm not sure," Derek stammered, his voice barely above a whisper. Derek felt deeply humiliated, but also an undeniable curiosity about the prospect Vanessa presented. To be taken by a "real man" and fucked just like a girl would experience was the daunting offer from his wife. 

Vanessa's hand gently cupped Derek's chin, guiding his gaze back to her. "It's alright, sissy. I know this is a big step, and I won't push you into anything you're not ready for," she reassured him, her voice soft and soothing. "Just think about it, and when you're ready, let me know."

Derek nodded, grateful for Vanessa's understanding. He knew that she would never force him into anything he wasn't comfortable with, and that reassurance brought him a sense of comfort amidst the whirlwind of emotions he was experiencing. Vanessa clicked out of the kitchen, leaving him to his thoughts. 

As the day continued, Derek found himself unable to shake the idea from his mind. The thought of being penetrated like a girl, of surrendering completely to another man's desires, sparked a mix of excitement and anxiety within him. He couldn't deny that he was curious, that a part of him longed to experience the kind of pleasure he could no longer provide as a chastity-bound sissy.

The following days were filled with contemplation and introspection for Derek as he continued his life of sissy slavery and domestic maid chores. 

He discussed his feelings and desires with Vanessa, sharing his hesitations and fears. She listened patiently, offering support and guidance without judgment.

The odd time, Vanessa would have to firmly remind him of the hierarchy in their relationship of wife, bull and cucked husband.

In the end, Derek made his decision. He found himself drawn to the idea of experiencing intimacy in a different way, of letting go of his preconceived notions of masculinity and embracing a side of himself that had remained hidden for so long.

As the night of Anthony's visit approached, Derek's nerves and excitement grew. Vanessa had made all the arrangements, and she reminded Derek what was expected of him. He was dressed in a delicate shade of yellow, the soft fabrics hugging his curves, while the chastity cage confined his flaccid penis from within his panties, emphasizing his submissive status. With his makeup perfectly applied and his wig styled in cute ringlets, Derek was the epitome of a sissy doll. Vanessa couldn't help but smile at the sight of him, knowing the effect it had on his state of mind.

The thought of being dressed in such an embarrassingly girlish outfit in front of Anthony both thrilled and embarrassed him.

When Anthony arrived, Derek greeted him with a curtsy, his heart pounding in his chest. He felt a mix of anticipation and vulnerability, knowing that tonight would be unlike any other.

"Good evening, Sir." Derek managed to squeak out in his wispy attempt at a feminine voice. 

Anthony simply smirked, as Vanessa was advancing on him, lustful to greet him as her cherished lover. 

With a snap of her fingers and a point to the corner, Vanessa quickly dismissed Derek to his position of shame and embarrassment. He was reduced to a mere observer, only able to listen to his wife and her bull. 

Their passion continued to escalate and from Derek's shameful perspective, he could now hear zippers being undone and Vanessa's moans of delight. 

Soon after, the quiet living room filled with the sounds of Vanessa, gagging her way through a challenging deepthroating of Anthony. 

After what seemed like an eternity of jealously, shame, humiliation and involuntary arousal for poor Derek, Vanessa took Anthony's cock out of her mouth long enough to summon Derek to the couch. He was bound and gagged, and positioned on display, forced to watch. 

"As Anthony pleasures me," Vanessa said, her voice low and seductive, "you will stay right there, watching and listening to every intimate moment. You will be my little cuckold sissy, knowing that you can never please me like a real man can."

Vanessa positioned herself in a manner that would be extra humiliating for Derek, ensuring that she could not only look directly at him while Anthony fucks her, but also reach his chastity cage to grope and fondle.  

Derek's cheeks burned with embarrassment, but he knew that this was what Vanessa wanted, and he was determined to fulfill her desires.

"I want you to listen to the sounds I make, the pleasure I experience," Vanessa said, her gaze intense. "And as you listen and watch, you will know that you will never be able to satisfy me like Anthony can. You will be humbled, emasculated, and utterly submissive."

"Yes, Mistress," Derek replied, his voice barely above a whisper and contorted by his ball-gag.

Vanessa smiled, knowing that Derek was fully submitting to her and embracing his role as her sissy cuckold.

"And just to remind you of your place," she said, reaching down to touch the chastity cage that confined Derek's penis, "your little clitty will remain locked up while Anthony and I enjoy each other." 

(Yes, "Chatty" actually generated that one and this entire exchange). 😈

Derek's breath caught in his throat at the reminder of his chastity. It was a constant reminder of his submission and his inability to please Vanessa sexually.

"But don't worry," Vanessa said, a mischievous glint in her eye, "I will make sure you get plenty of attention afterward. You'll be begging for Anthony's fat cock in your ass, won't you, my little sissy?"

Vanessa continues her relentless barrage of torment and humiliation, as Anthony fucks her just as relentlessly. 

After Anthony finishes inside Derek's wife, he is released from his bondage and invited to join in on the action. 

At Vanessa's gentle guidance, Derek felt a rush of both excitement and apprehension as Anthony's glistening cock was brought closer to his painted lips. The vivid contrast of his feminine appearance against the throbbing masculinity before him heightened his vulnerability and arousal.

"Go ahead, my sissy," Vanessa cooed, her voice a soothing melody. "Give it a kiss, just like you practiced with my strap-on earlier."

Derek's face blushed deeply, over Vanessa’s announcement that he practices with a training cock. 

With a deep breath, Derek parted his painted lips and tentatively placed a delicate kiss on the tip of Anthony's penis. It was a moment of surrender, a symbolic act that signified his acceptance of his submissive role and his willingness to experience pleasure in a way he had never known before.

"May I please clean you off, Sir?" Derek whispered in defeat. 

"You may, little girl." Anthony responded. 

"Thank you, Sir. And thank you for fucking my wife, Sir." 

These were the last words to escape Derek's painted lips, before he was silenced by a giant cock. 

"That's a gooooood guuuuurl!" Vanessa purred to her husband. 

To be continued. 

Mistress Andrea and "Chatty"

xoxo

Continued in: Husband gets Blacked

 

 

Call me "Sir"

Continued from: Sissy husband Fluffs

Vanessa wasted no time in springing from the bed to access her nightside drawer, housing her strap-on. The sensation of her husband's tongue lapping Anthony's cum from off her bare asshole had her ravenous with sexual aggression. Earlier, she clearly stated she wanted to fuck, it was becoming abundantly clear to Derek that she wasn't done yet!

Anthony, sensing that his role in the evening was nearing its expiration, chuckled awkwardly, suggesting he should leave the two love-birds alone. 

"Anthony baby, I think there's a pair of my husband's old trackies in the top drawer. He doesn't need male clothes anymore, help yourself." 

Derek curls up in a little victim-pose on the bed, his mind races with conflicting thoughts and emotions as he contemplates his heterosexuality in light of the events that just occurred. Orally pleasing a man challenged his deeply ingrained sexual orientation and stirs a potent mix of confusion, humiliation, and curiosity within him.

Feelings of shame and vulnerability wash over Derek as he confronts his own internal conflicts. He questions his identity, grappling with the complex interplay between his innate desires and the expectations placed upon him within the context of his FLR with Vanessa.

"Go downstairs and watch Cocaine Bear, baby, I'll be down soon," Vanessa remarks, kissing Anthony on the cheek as her dildo pokes him in the leg. 

Vanessa's apex-predator instincts re-focus to the prey before her, still curled into a fetal position. 

"Take off your dress and panties sissy." 

As he reflects, Derek recognizes that his submission to Vanessa extends beyond traditional notions of sexual orientation. It transcends societal norms and delves into the intricate realms of power dynamics and surrender. He acknowledges that his obedience to Vanessa’s directives is an expression of his devotion and the trust he places in her as his dominant partner.

In the midst of his introspection, Derek acknowledges the potency of the humiliation he experiences. It is a profound element of their dynamic, testing the limits of his submission and pushing him to confront his deepest fears and vulnerabilities.

As Derek’s legs remain suspended in the air, exposing his vulnerability and submission, his gaze is drawn downwards, forced to confront the image of his delicate knee socks and dainty Mary Jane heels. The juxtaposition of his feminine attire with the act of being penetrated like a girl amplifies the psychological and emotional impact of their play.

With each thrust, Derek’s attention is split between the sensations within his body and the visual reminder of his femininity. The sight of his own legs adorned in knee socks and the dainty heels reinforces his role as a submissive, evoking a profound sense of surrender and further blurring the lines of his once heterosexuality.

Vanessa’s dominant presence looms above him, her gaze fixated on his vulnerable state. She revels in the visual tableau before her, the contrast between Derek’s sissy attire and his experience of being penetrated like a girl igniting a powerful mix of dominance and desire.

For Derek, this moment is both transformative and challenging. The combination of physical sensations, visual stimuli, and his submissive role deepens his surrender, confronting him with the complexity of his desires and the fluidity of his identity.

Vanessa doesn't let up, not with her girl-cock and not with her relentless tormenting of her sissy. 

"Do you wish this was a real cock young lady? Tell me you want a real cock, sissy. Do you wish I was Anthony right now?" Vanessa purred, not letting up. 

Vanessa’s questions hang amidst the moans in the room, eliciting a mix of vulnerability and desire within Derek. The implication of her words penetrates his thoughts, stirring a whirlwind of conflicting emotions.

In a voice laden with submission, Derek responds, his words carrying the weight of his humiliating admission. “Yes, Ma'am,” he whispers, his voice quivering with a mix of longing and surrender. “I wish it was a real cock that was fucking me.”

"Call me 'Sir'", Vanessa snaps, slapping his smooth ass and grabbing his hair. 

"Please Sir, please fuck my pussy. I want your real cock Sir!" Derek gasps out. 

The confession unveils a deeper layer of Derek’s emasculation, exposing his longing for a more authentic experience. It reflects the complexity of his submission and his willingness to embrace both the physical and psychological aspects of his role.

Vanessa’s gaze narrows, her expression a mix of understanding and dominance. She absorbs Derek’s response, acknowledging the depths of his vulnerability and the significance of his longing.

“Your desires are noted, sissy,” she affirms, her voice resonating with authority. “Rest assured, I will continue to guide you through an exploration of pleasure and surrender. The next time you need to be fucked or spanked, Anthony will be doing both!" 

"Yes Sir," Derek cried out between grunts and moans. 

When Vanessa felt her husband had suffered enough, she pulled her strap-on out of his spent asshole and returned his panties to him. 

"Put those back on honey, make sure your cage is showing," Vanessa commanded, before they both attend downstairs.  

Once downstairs, Cocaine Bear was put on pause, while Vanessa again led the conversation about their future dynamics. 

"Anthony huni, my husband and I had a little chat upstairs," she started to explain. 

"That didn't sound like much of chat," he replied with a smirk. Derek's face burned with embarrassment. 

"We decided that in future, if Derek is not meeting your "needs", you have my permission to spank him," Vanessa added, her voice now smoky and devious. 

Vanessa’s suggestion silences the room, introducing a new element of discipline and control to their dynamic. Derek’s heart skips a beat, knowing that the consequences of his actions could now involve not only the disciplinary strict measures from Vanessa but also the firm hand of Anthony.

Anthony takes a moment to consider Vanessa’s proposal, his gaze shifting between her and Derek. He understands the significance of this suggestion, the power it gives him to assert dominance and reinforce Derek’s submission. After a brief pause, he responds with a tone of authority, his voice carrying weight and intent.

“I accept your proposition, Vanessa,” Anthony states, his voice firm. “If your husband fails to meet my expectations or disrespects the boundaries of our dynamic, I will administer the discipline he requires.”

Derek’s heart sinks at Anthony’s words, fully comprehending the gravity of the situation. He knows that his behavior and obedience will now be scrutinized more closely, his actions directly impacting the consequences he may face under Anthony’s hand and probably his belt. 

Vanessa’s eyes gleam with a mix of excitement and anticipation, her dominance asserting itself in this new facet of their dynamic. She nods in agreement with Anthony’s response, acknowledging the power and responsibility he now holds in their relationship.

All had been settled, for the next chapter of sickening humiliation and vulnerability for poor sissy Derek. Throughout this entire ordeal, the keys to his chastity cage never made an appearance. 

They likely never will. 

Mistress Andrea and "Chatty" 

xoxo

Continued in: The Secretary

More of Vanessa, Anthony and Derek is also continued in: "Thank you for Fucking my Wife"

Sissy Husband Fluffs

Continued from: Shattered Masculinity

As the door to the bedroom opens, Vanessa makes her entrance, exuding an aura of dominance and sensuality. Her figure is accentuated by the slutty white lingerie she wears, hugging her curves in all the right places. The choice of white, a delicate yet alluring ensemble, adds an extra layer of virginal innocence to her presence. Yet she is about to be anything but!

Her eyes lock onto Derek, taking in the sight of him serving Anthony with submissive devotion. A satisfied smile tugs at the corners of her lips as she observes her sissy has prepared the room for her and now kneels to await further instructions. The choker adorning her neck emphasizes her control and authority, yet a visual symbol of her submission to Anthony.

With each stride she takes, the click of her boots against the floor resonates, creating an air of command and anticipation. The room becomes charged with an electric energy as she approaches Anthony and Derek, her presence commanding attention.

Vanessa’s voice, filled with power and desire, breaks the silence. “Well done, both of you,” she states, her tone conveying a mix of dominance and lust, despite her submissive status to Anthony. She remains ever the composer of her own pleasure. “Fluff him for me sissy, I'm ready to fuck!”

Her words linger in the air, solidifying the roles and expectations within the room. Derek’s heart quickens, knowing that his submission to both Vanessa and Anthony is key to fulfilling their desires. He maintains his position, ready to serve and obey their every command.

Vanessa’s gaze shifts between Anthony and Derek, her dominance palpable as she orchestrates their interactions. Her authority and sensuality merge, creating an intoxicating atmosphere that ignites the desires of all involved.

The air in the room crackles with anticipation as Derek, embodying his submissive role, kneels before Anthony. His heart pounds in his chest as he gathers his courage to make the request, fully aware of the significance of this moment.

With a voice trembling with both nervousness and submission, Derek addresses Anthony, his words soft and deferential. “Sir, may I have your permission to suck your cock, to prepare you for my wife's pleasure?"

The room falls silent, the weight of Derek’s words hanging in the air. All eyes are on Anthony as he contemplates the request, his expression a mix of curiosity and authority. He takes a moment to gauge Derek’s devotion and willingness to serve.

In a voice that exudes power and control, Anthony responds, his words carrying the weight of his dominance. “Yes, young lady. You may proceed. Show me your dedication to pleasing your wife.”

Derek’s heart skips a beat, a mix of excitement and trepidation coursing through him. He moves closer to Anthony his hands delicately tracing the outline of Anthony’s pants, as he slips them off and positions himself to fulfill his assigned task.

With utmost focus and submission, Derek leans in, his lips and tongue beginning their gentle exploration, working diligently to bring Anthony to full readiness for Vanessa. Every movement is measured, every touch deliberate, as he seeks to elicit pleasure and ensure his role in providing the ultimate satisfaction to Anthony's swelling erection.

As he diligently attends to his task, Derek’s thoughts are consumed by the humiliating reality that he has another man's cock in his mouth, and Vanessa is watching him. The knowledge that his submission is integral to their shared pleasure fuels his reluctant desire to serve with utmost devotion and skill.

Derek’s heart races as he feels Anthony’s response to his oral ministrations. The realization that he is pleasuring a “real man” in such an intimate way sends a surge of mixed emotions through him. Nervousness intertwines with deep humiliation, as the power dynamics within their FLR shift and new experiences unfold. Derek can hear his wife masturbating on the bed, indulging in the sight of his shameful performance. 

As Derek continues to serve Anthony, his lips and tongue working diligently on the cock, he feels a gradual change in Anthony’s response. Sensing Anthony’s growing arousal, he realizes that he has succeeded in his task. Anthony’s length extends deeper into his throat, causing him to wretch and gag. 

Derek’s breath catches momentarily as he adjusts to the sensation, grappling with the intensity of this new experience. He can feel wetness at the front of his satin panties, little glimmering dabs of pre-cum escaping his chastity cage, fueling a mixture of sensations and conflicting emotions within him.

His training and willingness to please drive him forward, urging him to continue with purpose and dedication. His throat accommodates Anthony’s growing size, adapting to the presence of a “real man” within him.

"That's enough my sweet sissy, I wanna fuck! Go stand in the corner." 

Vanessa’s voice cuts through the air, her words simultaneously affirming Derek’s efforts and reminding him of his place within their dynamic. The praise, coupled with the command, solidifies his role as a sissy and emphasizes his purpose in their arrangement.

With a mixture of humiliation and submission, Derek removes Anthony's cock from his mouth. He feels a lingering sense of anticipation and arousal, but also a profound understanding that his service has reached its limit for the time being.

As Anthony moves closer to Vanessa, Derek’s heart sinks and a knot forms in his stomach. He obediently walks to the designated corner of the room, his heels clicking against the floor. With each step, he feels the weight of his submission, the shame and vulnerability of being relegated to the role of a passive observer.

Standing with his back to the room, facing the wall, Derek grapples with his emotions. A mix of conflicting desires courses through him — the longing to please Vanessa, the curiosity about what transpires between her and Anthony, and the undeniable pang of jealousy that he must suppress.

Time feels elongated as Derek remains in the corner, acutely aware of the sounds of passion and pleasure emanating from the space behind him. The minutes stretch into an hour, each passing second a reminder of his submissive role and his willingness to sacrifice his desires for Vanessa’s satisfaction.

In his secluded corner, Derek battles the range of emotions swirling within him — the shame, the emasculation, the yearning, and the surrender. He finds solace in the knowledge that his submission and compliance are central to Vanessa’s pleasure and the fulfillment of their dynamic.

As the hour of passion between Vanessa and Anthony comes to a close, Derek remains in his designated corner, his mind a whirlwind of emotions. The sound of their shared orgasm echoes in the room, a stark reminder of his inability to cum like a "real man" and the depths of his degradation.

Vanessa, with her commanding presence, breaks the silence. Her voice carries a mixture of authority and expectation as she addresses Derek. “Sweetheart, come here,” she commands, her tone leaving no room for hesitation.

Derek’s heart skips a beat as he turns from the corner, his delicate heels padding softly against the floor. He approaches Vanessa and Anthony, his eyes lowered in submission, fully aware of his clean-up duty that awaits him.

Without a word, Vanessa guides Anthony toward Derek, his cock glistening with their shared pleasure. Derek’s cheeks flush with humiliation as he takes in the sight before him. He understands the nature of his role — to clean and service, even in the most intimate and degrading moments.

With a mixture of reluctance and devotion, Derek kneels before Anthony, his hands trembling slightly as he delicately takes hold of Anthony's raging cock. He suppresses his own desires and focuses solely on the task at hand — removing every trace of Vanessa’s arousal from Anthony’s spent flesh.

As Derek diligently performs his duty, his thoughts swirl with a heady mix of emotions. Shame and humiliation intertwine with the tinge of arousal that courses through his body. He remains steadfast in his submission, understanding that his purpose is to fulfill Vanessa’s desires. Additionally, Vanessa reminds him that this is the only time he gets to have her pussy, when he is licking another man's cum from within her.

Derek completes the task at hand, ensuring that every trace of Vanessa and Anthony’s arousal is meticulously cleaned from not only Anthony's cock but his wife's freshly fucked pussy. As he finishes, he takes a moment to compose himself, steeling his nerves to address Anthony. 

Derek’s voice, still soft and wispy, quivers slightly as he speaks, his words filled with defeat and vulnerability. “Thank you, Sir, for fucking my wife. I hope I have pleased you and met your expectations.”

His eyes remain lowered, his body still kneeling, as he awaits Anthonys’s response. His heart races with anticipation, knowing that his performance will be judged and evaluated by the dominant man who stands before him.

Mistress Andrea and "Chatty"

xoxo

Continued in: Call me "Sir"