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.
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.
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
5 comments:
A pretty terrific story with great illustrations.
Thank you JenniferJC. I'm glad you're enjoying the blog.
If you have any requests or ideas for content you would like to see with this wild cast of characters, don't hesitate to suggest something.
Spanked and bum fucked. Yay!
That poor, chaste sissy.
Derek is really lucky, this little sissy finally got treated like she deserves
Now there is no going back possible he will have to stay in a cage and satisfy Vanessa's desires
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