"Forced" Labour

Continued from: The Secretary

Russell's ultimate fantasy, ever since I've known him, is to play with two female submissives, either known to each other or complete strangers. Russ desires to dress the two of them as schoolgirls and watch them experience the shame, sounds and humiliations of being spanked together, or share in the boredom and embarrassment of corerntime. 

On the sexual side of things, he wants to spank, whip and humiliate the two ladies into "forced" lesbianism. He wants to see two straight women going down on each other in a 69, if it means they avoid another spanking. He actually wants to hear them beg for it, these straight women, degrading themselves even further and agreeing to dirty and demeaning sex acts. 

"Please Sir, PLEASE no more! I'll do what you say. I'll lick her asshole for you, just don't paddle me again!" 

I also happen to know that Russell has playful but deeply ingrained fetishes toward shapely female bums, elegant stockings and hosiery, and the look of powerful high heels with hosed feet in them. I guess you could say it would be the elegant look of a Flight Attendant, or maybe the stereotypical online image of a "slutty Secretary".

I giggled when it all dawned on me. Oh my...what have we done!? What a perfect storm.

By adding Bella to the mix, to help train Sarah Jane, the realization hit me that I have just laid Russell's kryptonite directly at his feet. These three aren't going to accomplish anything work related!

I'm sure he will start by encouraging Sarah and Bella to kiss on the lips while he watches. Bella doesn't need much motivating but I bet he would have told Sarah Jane that she would be spanked right in-front of Bella if she does not lock lips with her. 

The kiss would be hot to watch but short, as the two naughty Secretaries have deep-rooted ideas about their sexual orientations. They would disengage from each other, just as things were starting to get good. 

Russell encourages them to undress each other's bottoms. Skirt off, pants off. They would protest, both feeling embarrassed. 

One by one, Russ puts each woman over his knee while forcing the other to watch. He firmly "motivates" his two employees, reminding them that it's just sex with another girl, that it's no big deal. 

His strong hand does wonders over the thin protection of pantyhose. 

Pretty soon. Sarah Jane is kicking her little high heels and begging to kiss Bella. This time however, Russ wants her kissing Bella's perky little asshole.

The naughty Secretaries have been threatened with a caning, if they do not comply with their boss and tongue-fuck each other's bum holes. 

Eventually he would orchestrate the two to switch places, telling Bella to go down on Sarah Jane. She reluctantly and shamefully complies. She doesn't want to be caned.

He would likely do some bondage next. Bondage cuckqueaning that is. He wants Sarah Jane's tummy to flutter with butterflies of anticipation and jealously. She wouldn't know if he's just going to leave her there, hogtied, to listen, or if her holes would be used next. 

He'll do a lot of pussy-to-mouth with them. He'll want Sarah Jane to taste Bella on his cock too, and fully clean up her juices. She heard him fucking Bella from behind and the creamy snicker-snack noises of her wet pussy. 

Sarah knows where his dick has been! And now it's in her mouth as Bella is shackled up, gagged and positioned to watch. 

As the afternoon sun begins to creep through the large office windows, Russell is now fucking Sarah Jane in the ass. He wants to cum into her bowels and send her back to her desk with a squishy and sore bottom. He wants her to feel his cum, slowly ooze from her bum as she squirms and tries to clench her anus to hold it in, all while working away at her desk.

Bella was forced to watch her tits flop about and her deep guttural moaning, as Sarah Jane climaxed with Russell's cock up her ass. 

It was now mid-afternoon and the two women would have dressed and been sent back to their desks, nursing sore bums. In Sarah's case, more ways than one.

Mid-afternoon and not much has been accomplished. Fan sites have to be updated and commented on. Customers of Summer and Vanessa are bidding on their worn nylons and shoes. No one was monitoring the bids and closing sales. 

I was pissed!

Yes, Russell's kryptonite was placed directly into his hands and it was fully expected that Secretary sex would be occurring, but in moderation! Not all damn day. 

I called Russell down to the kitchen and confronted him about his "work productivity". He could tell I was genuinely annoyed with him. 

He had an irritating little grin on his face when I went through a list of daily deliverables and challenged him on whether or not they were done. He definitely needed to be brought down a peg or two!

Even though it has been close to a decade, he remembered my disciplinarian tone I used to use with him. I'm sure his stomach twisted in knots when I spoke.  

"Go wait for me in my office, you know where and how!" I barked at him, unexpectedly. 

He lowered his eyes like a scolded puppy and his voice cracked when he spoke. 

"Yes Ma'am." 

"I'll join you in thirty minutes. We need to have a little 'chat'."

He scurried off as I continued to stand in the kitchen with my arms crossed. 

Ohhhh he's in for it! 

Mistress Andrea

xoxo

Continued in: A Punishment Spanking

  

 

The Secretary

Continued from: Call me "Sir"

Meanwhile, back at MY den of debauchery, everything was seemingly vanilla. Everything except my wife Summer, who was dressed like a little girl, and my new idol, Goddess Vanessa, who came over for brunch before both of them had a flight to catch. 

The stuff that was coming out of her mouth, oh my word! About what she just did with her husband and her bull. I was blushing and covering my mouth. 

Her wild tales became the inspiration for the last few posts I made, as she told Summer and I about her unique relationship in extreme detail. I was calling her "Goddess Vanessa" to her face, I was so impressed. I treated the two of them to Montreal smoked meat, eggs Benny! A truly luxurious dish.   

When I served Vanessa she immediately said, "thank you Mistress Andrea, this looks divine." I responded with a, "you're welcome Goddess Vanessa," after hearing the descriptions of her playdate. I was actually feeling a little subby toward her, which is extremely rare for me these days.  

From the couch in the living room, Russ even cocked his head in our direction, his arm lovingly wrapped around his baby-doll, Sarah Jane. 

"You made him do WHAT?!" He shouted toward Vanessa, referring to something he overheard. "Good lord!" Russell said as he chuckled and tickled Sarah Jane who giggled in his arms.  

Russ and Sarah Jane had become such a cute and blossoming little BDSM couple. They adored each other, that was evident. Today she wore over-the-knee socks of a senior schoolgirl, a role she had spent some time in now, slowly but confidently earning her gold stars of progression. She looked super cute. His palm rested on her bare thigh, the lovely void of exposed flesh between her socks and flirty, plaid skirt. 

She still called Russ, "Daddy", but that was about to change. The next morning she was set to be promoted to the role of his slutty secretary, and she would now be addressing him as, “Sir". 

I think they celebrated with one last night in her "little girl" bedroom. Sarah Jane was a bit torn, she knew "Sir" would be a welcome escape from stuffed animals and pink sheets, but she would ultimately miss her "Daddy", and the comfort that space provided for her. 

I'm sure "Daddy" gave his little one a good “farewell for now.” By morning, her socks, kilts and Mary Janes would be replaced by pencil skirts, stockings and stilettos.  

Meanwhile, it was just Cassandra and I alone in the bar, Summer and Vanessa left for work. You know what pairs perfectly with the richness and luxury of eggs Benny? Champagne! 

After two glasses Cassie was offering me a lap dance and pole dance. I got comfortable on the couch to watch her sexy little frame, gyrate and sensually sway like a cobra. 

She slowly stripped her top off, one arm at a time, followed by her little bra, before spinning her bare back into the pole. 

Gawd she is sexy! As you can probably imagine, things escalated from there. 

The Champs had gone right to my pussy, which tingled like the bubbly I continued to suckle off Cassie's nipples. 

Cassandra begged to go down on me. She knows I like it when she flips to full blown submissive for me, even though her verbiage is not as eloquent and refined as her Mother, Bella. 

"Please Mistress! Please may I taste your hot cunt!" 

Trucker mouth...sheesh! 

When her Mom goes down on me, she asks my permission like she's speaking to Queen Victoria in 1837. 

What an eager little tongue though! Holy Christ did I ever cum. 

In preparation for Sarah Jane's promotion, Cassie and I had spent the past few weeks converting a loft in my home, into a cool office space with a bit of a steampunk feel to it.  

It served as a fantasy space for Boss / employee scenes for my clients who wished to be spanked by their a lady boss. I was letting Russ use the space to further train and condition Sarah Jane. The Secretary stage is one step closer to Sarah's ultimate goal of reaching the Upper Floor. When promoted to that illustrious rank, she would become a sex slave to multiple partners, couples and required to serve at large parties or events.   

Russell and I both agreed that Sarah Jane would benefit from a mentor. Who better to join her in the office space than my beautiful Bella Goth? A woman of incomparable grace and elegance, who happens to be my owned sex slave and has already been promoted to the Upper Floor. 

I can think of no better mentor for Sarah Jane to help her make the transition from a "little one" to a "big girl." 

Of course these two will need a boss, Russell, to keep them in-line and on task. Bella and Sarah Jane will actually be doing work in this space. We have so much online content, client bookings, fetish sales and the fan sites for Summer and Vanessa to manage. 

We'll see if Russell can manage these two with his firm leadership. I just hope he doesn't get too distracted, we actually have deliverables that need to be accomplished here. 

Mistress Andrea

xoxo

Continued in: "Forced" Labour

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"