Teacher's Pet

Continued from: School Ties

A Sarah Jane story

As Mandy and I stepped into the classroom, the sight that greeted us was one of pure vulnerability. There, seated near the teacher's desk, was my beloved Russell, naked from the waist down and tightly bound to the chair. His chastity cage glinted in the fluorescent light, a stark reminder of his utter helplessness in the face of our feminine allure. 

Beside me, I heard Mandy's sharp intake of breath, followed by a delighted giggle. "Oh, Sarah," she breathed, her eyes wide with wonder, "is that really his...you know?" I chuckled, amused by her naivety and innocence. 

"Indeed it is, my lovely," I confirmed, my voice dripping with a cocky ownership. "That little metal prison is all a girl needs to get whatever she wants. Isn't that right, young man?" 

Russell's face contorted with a mixture of shame and longing, his eyes frantically darting between Mandy and I, and the outfits we were in. "Y-yes, Ma'am," he managed to squeak out, his voice thick with humiliation. Mandy and I started kissing, but curiosity got the better of her and she broke away from my lips. 

Mandy took a tentative step forward and knelt down before him, in a perfect, submissive blowjob pose (what a little temptress she is!). "Can I...can I touch it, Sarah?" she asked, her hand already reaching out towards the gleaming steel. 

I smiled indulgently, nodding my permission. "By all mean, sweetie," I encouraged her. Mandy's little hands brushed against the cool metal bars, eliciting a gasp from deep within Russell's throat. She traced the contours of the device, marveling at its simple design and the way it seemed to pulse beneath her touch. 

"It's so...small," she teased, her lips curling into a vengeful smile. 

I reached down and grabbed the cage firmly, giving it a gentle tug that made Russell gasp out loud. "You see, my sweetie, this isn't just about physical restraint. It's about psychological domination, breaking him down with denial until he is nothing more than a dribbling slave. 

"I think I'm starting to see the appeal, Sarah. I'm so wet right now," she giggled, her hand joining mine to stroke the metal cage.

"Really?" I challenged her, "lemme see," and I pushed her playfully over one of the school desks. With a flourish, I hooked my thumbs under the waistband of Mandy's delicate panties, slowly sliding them down her smooth thighs. 

I could see the soaked gusset of them, a testament to her growing arousal. Russell watched, transfixed, as I brought the soiled panties to his face, allowing him a brief moment to inhale the intoxicating scent of Mandy's desire before stuffing the silky material into his eager mouth. 

With the makeshift gag in place, I was sure he would remain relatively silent throughout our little show. I turned my attention back to Mandy, my eyes drinking in the sight of her glistening, bare pussy, now fully exposed to my hungry gaze. 

"Spread your legs for me, sweetie." I commanded softly in a sultry purr. Mandy complied without hesitation, parting her thighs to reveal the swollen, pink flesh of her beautiful pussy. 

After spending some time with my ass in Russell's face and my tongue lashing at Mandy's clit, I gestured for her to lie down on the floor. I positioned myself above her, my knees on either side of her head, my own soaked pussy hovering tantalizingly close to her eager mouth. 

We brought each other to a simultaneous orgasm that echoed through the room, losing ourselves in the symphony of our shared pleasure. I helped Mandy up, guiding her to the nearby desk. With a firm hand on the small of her back, I bent her over the polished wood, lifting her skirt to expose her recently whipped bum. 

I retrieved a strap-on from the teacher's desk and fastened it around my hips, relishing the feeling of power that coursed through me as I prepared to claim Mandy as my own. With a single fluid motion, I plunged deep into her welcoming cunt, her moans of desire mingling with Russell's muffled cries of frustration. 

I grabbed her ponytail as a handle and set a punishing pace, my hips slapping against her sore ass with each powerful thrust. 

As I continued to fuck her relentlessly, I reached beside me to yank the panties from Russell's mouth. His jaw fell open, his chest heaving with ragged breaths as he watched me bring the glistening dildo to his lips. 

"Suck it," I ordered, my voice firm with authority. 

The debauched scene played out something like this...

...with multiple trips back and fourth between Mandy's pussy and Russell's mouth, until she shuddered her way into another orgasm. 

With her pussy still contracting and pulsating, I slowly re-entered her and gently treated her to a few more thrusts, while looking back at Russell deviously. 

"Don't worry my pet," I purred to him, my voice laced with dark promise. "Your turn will come soon enough. But for now, be content with the knowledge that you have pleased your Mistress and her friend, and that is reward enough."

Just then, Mandy embraced me in a warm hug, asking bashfully, "Mistress, can we do this again?" 

'Mistress' she chose to call me...huh.

It looks like this Mistress has a new pet!

Sarah Jane 💟

Continued in: Caesar Sunday

Is it Gay?

Continued from: Home Sweet Home

So, what's the verdict here...is it gay? 

Your Dominatrix mashes a penis extender over your chastity cage then makes you fuck a dude with it. Does that absolve you from homosexuality? There's of course nothing wrong with homosexuality but these two men, in the clutches of Cassandra, do not identify as such. 

The idea itself is brilliantly creative, terribly humiliating and emasculating.

Both these guys have safewords they haven't used, so I guess it's game on. Summer and I settled into the couch to watch the performance. By the colour of one of their bums, the maid-sissy seems like he needed a little motivation to go through with this. 

Cassie began the scene by having the one male kneel, after the other was fitted with the hot pink, fake dick. She offered her kind words of support, by gently cooing and encouraging the man to "get him hard". 

I was embarrassed for them! Just watching this. 

Cassandra was relentless in her orders, now instructing the kneeling man to "take him into your mouth". Caressing his spanked bottom while he sucked that cock was a little gay, I must admit. Look at his hand placement! Ha 

"He's nice and hard for you, show him your pussy, baby. Let him take you like a girl," Cassie continued to coo. 

The man in the lingerie set got into a very slutty doggy-style pose, arching his back deeply and presenting his asshole. 

And in it went *plop*. The spanked maid was fucking this other guy, wearing a penis extension over his cock cage. Amazing! I love what denial and desperation does to these silly men. 

Holding the other man's hips to assist in pile-driving his asshole...that seems a little gay. But is it?! It's not his actual cock...no one will be ejaculating into anyone's bum here. This is still safe, partially sane, and consensual, heterosexual bdsm, no?

Jesus. He was really goin' to town on this poor guy. Maybe the cock-sleeve was providing some stimulus? Some sensation to his locked-up penis that felt good? Does that make it gayer? If maid-boi is feeling pleasure from this? Or if hands-and-knees boy is feeling pleasure from being fucked? 

Although this was awesome to watch and listen to, I had seen enough. I can only assume Cassie would make the giver become the receiver soon, so they both get to experience the two perspectives of whether or not this was gay. Still, no safewords were spoken by these two, as Summer and I excused ourselves from the show. 

We went out back to soak the travel off us for awhile. Conveniently, we still had a decent view of the show going on inside. Hmm, looks like Cassie did make them switch places. 

Riding the cock-sleeve, while holding each other's bras and looking into each other's eyes. Things are getting gayer in here...

"Cassandra, send the dark-haired one up to my room when you're done with him. Have the other one mop up this water mess we just made," I said to Cassie, who was continuing to orchestrate the scene before her.

Summer giggled at my authoritative commands. She knew I was up to something, probably for her benefit. We had just spent a romantic week in Paris and we didn't pack a strap-on, purposely. We focused on the tender romance of our mouths, tongues and touches, when we had sex together. It was beautiful and fantastic and I love her so much...but I could tell she needed some dick. 

Real dick? The dark-haired guy I asked Cassie to send upstairs? Hell NO!

His humiliation and emasculation can continue, this time with my gorgeous wife! I posed her on the bed as I heard this non-gay dude coming up the stairs.

She was looking irresistible as always.

 

Cassandra sent dark-hair boi upstairs, still wearing his lingerie and heels. Summer very bluntly asked if he would fuck her, while they both looked down at the penis extension he was shamefully wearing over his metal cock cage. Yes, we ARE that cruel!

Go ahead sissy! Fuck my beautiful wife while I watch. Hehe...

You're welcome Summer! 

Mistress Andrea

xoxo

Continued in: Uniformity

 

 

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