Pent-Up

Continued from: Why the Long Face?

When we left off with this cute couple, Vanessa was exerting her dominance over her sissy husband, allowing him a small moment of scent-association training after her return from work. The dampness of her hosed-feet, came to rest on Derek's mouth and nose, as she massaged and manipulated his caged cock through his panties.

His arousal and frustration level was nearly unbearable. 

Three days without her guiding hand had left him coiled tighter than a spring, emotions and desires building to a critical point. Vanessa recognized the signs - it was time for a therapeutic intervention. A gentle, soothing phrase escaped her lips as she beckoned Derek to head upstairs and position himself in the corner: "Off you go, my little one. let's take care of everything pent-up, shall we?" 

With a mixture of humility and hope, Derek clicked up the stairs in his Mary Janes, his movements tentative, like a child seeking comfort. He had come to learn within his unique dynamic, that being "pent-up" meant tears would flow from his eyes first, before the chastity tears would flow from his cage. 

As Vanessa ascended the stairs, the commanding click of her heels echoed through the quiet hallway, a solitary sound that seemed to amplify her dominance. Her gaze drifted upwards, fixing on the figure in the corner of their bedroom, awaiting his fate. 

Derek, clad in a patterned and delicate outfit of a little girl, stood with his hands on his head, elbows out. The air was heavy with contrition, as if the very atmosphere itself was infused with shame and humility. 

With practiced rituality, Derek had accessed the dreaded "spanking cart" from their walk-in closet. A simple yet elegant two-tier cart on wheels, containing straps, paddles, hairbrushes, a Lexan cane and plenty of tissues. He knew that before positioning himself in the corner, this needed to be displayed and presented for his wife's selection.

Vanessa positioned herself on the plush loveseat, exposing her hosed thighs in invitation. Once summoned from the corner, Derek turned in response, before mincing towards his wife.

Vanessa's slender fingers extended, helping him out of his dress and bra and sliding his panties down and off. With a pat of her lap, his body conformed to the familiar contours of her strict lap, in this time-honoured position. Her hand found its way to the small of his back with a little pressure, to pin him in place, as her sturdy palm began to soundly spank his bare bum cheeks. 

After a long warm-up over her knees, Derek was positioned on an end-table to be paddled. Vanessa sat comfortably nearby, allowing his anticipation to build and tears to rise to the surface. 

With a deep breath, Vanessa launched into the rhythmic motion, paddling his bare bum in a slow, measured cadence. At first, the impact was reasonable, but as the blows continued to fall, the sounds of pain and pent-up emotion began to mingle, culminating in deep sobbing from Derek. He was crying openly now, like a little girl. 

With Derek's emotional catharsis complete, Vanessa's focus shifted to the next stage of his therapy. From the beside drawer, she retrieved her trusty strap-on harness, the supple leather creaking as she buckled it securely around her hips. 

Next she selected a suitable condom, the crinkle of its wrapper piercing the silence as she tore it open with her teeth. With deliberate slowness, she rolled the latex sheath over Derek's chastity cage, creating a reservoir to capture any cum that might be coerced from his prostate. The unspoken promise hung in the air, Vanessa would milk him dry, relieving his pent-up desires while reinforcing her control over him. 

With a subtle adjustment, Vanessa aligned her body with Derek's vulnerable form, the tip of her strap-on poised at the entrance to his "sissy pussy". The initial penetration was followed by a series of shallow, teasing thrusts, each calculated to tantalize his prostate. 

As Vanessa's thrusts gained momentum, she began to slap his already brutalized ass cheeks, to coax him into vocalizing his feelings. "Tell me darling," she urged, her voice husky with encouragement, "do you enjoy being fucked like a girl?" 

A strangled affirmative escaped Derek's lips, his admission hanging in the room like a confession. "Y-yes, Ma'am...I I-like it..." The words dripped with shame and humiliation, a potent cocktail that fueled Vanessa's passion. 

"I love it when your cage slaps against my clit!" She purred out.

Her strokes grew more insistent, driving poor Derek further into the heart of his degradation, as she crafted another memorable chapter in their ongoing tale of this female-led-relationship. All that was pent-up, had been released. 

Welcome home, Vanessa! 

Derek...you better just stay on all fours, while she gets that condom off your cage and feeds you the contents. And don't forget to thank her for it. 

Mistress Andrea

xoxo

Continued in: Mad Men

The Perfect Lubricant

Continued from: No Scrubs

Grabbing hold of his upper arm, I guided this silly man out of Mistress Andrea's office and down the hallway to our dedicated medical playroom. The padlock on his chastity cage jingled, as my heels clacked against the tile, each step resonating through my body. I could feel my nipples harden underneath the latex of my uniform, as I anticipated the session ahead. 

Once inside, I directed him to the waiting examination chair, its straps and restraints glinting menacingly under the harsh fluorescent lights. With a shaky breath, he lowered himself onto the cool surface as I sat on the nearby toilet and explained his fate.

I took a moment to explore my latex-clad body, as his cock twitched in the metal bars of his cock prison. I felt so sexy and in control! 

Placing a hand on his shoulder, I leaned down and whispered in his ear. "You're such a good boy for taking your punishment so well. Now it's time for your first enema."

I could feel his entire body tense as I reached for the lubricant, squeezing a generous amount onto my latex-gloved fingers. I slowly slipped my index finger past his tight ring, working it in and out to loosen him up. He let out a desperate moan as I stretched him open, the sensation both pleasurable and terrifying. My other hand picked up the nozzle of the enema bag, cold and unforgiving in my grasp. 

Once the nozzle was inside him and he was fully restrained to the chair, the door flung open and the "Doctor" entered the room. Her stiletto heels clacked on the tile floor, drawing his tear-filled gaze away from my gloved hand. 

Mistress strode over to us, her eyes lingering on the sight of his vulnerable form spread out before me. With a flick of her wrist, she turned on the valve, releasing the flow of soapy water into the nozzle. I pushed it deeper inside his anus, watching as it slowly disappeared inside him. 

After he had endured the indignities of the two enemas, Mistress and I returned to the room to find him seated on the toilet in shame. Sweat was dripping down his back as much as it was for me, as I adjusted my slutty nurse costume that clung to me like a second skin. 

Mistress handed me a clinical and frightening looking, ribbed prostate massager. Yikes!

She ripped open a fresh condom that was pink in colour, and expertly rolled it over his metal chastity cage. It looked so pitiful, trapped there and now encased in a reservoir of pink latex. I giggled, feeling a surge of power course through me.

With a cruel smirk, I pressed the sterile toy into his loosened entrance, watching as the ribs slowly slid inch by inch inside him. He pleaded and begged with us..."no, no please! Not like this!" He mewled. 

 
I twisted the wand and gently rocked it, searching for that elusive bundle of nerves. I applied more pressure to his prostate, using short, rapid movements. His breath hitched in his throat as small dribbles of cum started to leak from his cock cage and collect into the condom. 

"Good job, Nurse Summer," Mistress intervened. "That will work perfectly as lubricant." 

Work perfectly? I thought to myself. Work for what..?

Watching Mistress take control was like witnessing a work of art come to life. She removed the pink condom from his chastity cage, his cum pooling inside it. She held up the results of his humiliation, dangling it before his face and teasing him. 

He watched in horror, as she used the collected results of his anal-milking, to lubricate the large strap-on she was now wearing, before bending him over like a bitch. 

The head of her strap-on brushed against his already abused hole, coated with his own jizz. He whimpered and begged her not to fuck him (no safeword spoken btw). But the Doctor was relentless. With a single, powerful thrust, she impaled him. 

She set a brutal pace, fucking him mercilessly as he writhed and whimpered. I put my hand over his mouth to shut him up. His muffled screams filled the air, mixing with the slap of leather against flesh and the wet sounds of penetration. 

Mistress finally removed herself from his ravaged ass. He collapsed on the table, panting and sobbing. I helped him to stand, steadying him on his wobbly legs. 

"Now, it's time for the final stage of your treatment, young man," Mistress purred, gesturing to the medical treadmill that was in the room, complete with an anal hitching post. (You can read more about what this is, here: Treadmill with anal post

I don't think we could have fit any more humiliation and vulnerability into the scene, but somehow we managed to. His cock cage was never removed...

AI Summer and Mistress Andrea 

xoxo

Continued in: Tara Gregory: Long Live the Queen

 

 

He's so Screwed!

Continued from: Pinch Hitter

Despite his collar, Jeremy was fully naked, locked in a small metal cage in the dungeon space. He had tape over his mouth and his penis has been in a metal chastity cage for about ten weeks. It's safe inside this cage, but will his desperation for kink and the potential for an orgasm convince him otherwise? 

Outside of the cage, the sharks were circling. 

The resounding and commanding sounds of high heels on tile, echoed through the dank space, as Cassandra and Summer paced around the room like predators. 

I'm not sure about you Jeremy, but maybe it's best if you just stayed in the cage?

Cassandra however, can be extremely convincing when she begins to fuck with your mind. Offering horrible predicaments and forcing the submissive to choose their own peril.

"I'll let you out of that cage to play with us, Boy, but it's going to cost you a kick to the balls," Cassandra hissed. 

Summer fought to contain her laughter at this extreme turn of events. She turned away covering her mouth with her hand, as Jeremy nodded his head in the affirmative, choosing the ball-kick to earn his freedom. 

Ouch! 

He crumpled to the floor in a heap. Maybe don't let a professional dancer with dancer's legs, kick you in the balls?

Cassandra then made him kiss the shoe that just kicked him. 

"Don't thank ME you worthless piece of shit, I said thank my shoe!" She barked. "Kiss her and say, thank you Miss Loubie, for kicking me in the balls."

Jeremy complied with the dreadfully humiliating request, literally speaking to Cassie's shoe and kissing the area that had just ricocheted off his scrotum.

With his penis still in full retreat, the girls used that opportunity to get him out of his everyday chastity cage and into something a little more...snug. 

Have you seen those flat ones? The ones that just mash the penis into nothingness? Yikes! 

Once the girls had Jeremy locked away once again, Cassandra resumed her mental torment. 

"Isn't Mistress Summer beautiful, Slave Boy?" Cassandra floated out there. "Wouldn't you just love to fuck her?"

"I don't fuck boys who have little micro-dicks," Summer interjected, then asked him directly, "do you have a little micro-dick, young man?" 

Poor Jeremy just lowered his head and nodded, consumed by shame and embarrassment. 

Cassie didn't let up, and quickly produced a unique and brilliant solution, coupled with another dreadful predicament for Jeremy. 

(I've been seeing more and more of these online. I absolutely love the idea!) 

"Do you see this, you pathetic loser? It just screws into the tip of your cage. Much more appealing to Mistress Summer than your tiny dick," Cassie teased, waving the ultra-realistic dildo in Jeremy's face. 

"If you'd like me to screw this onto you, you can fuck Mistress Summer, would you like that, boy?" 

Jeremy sheepishly meeped-out a little, "yes, Miss Cassie," as his face burned with humiliation. 

To make matters worse, Cassandra cheerfully began to pretend it was a real penis. "Here, Mistress Summer, let me help. Let me fluff this big boy for you!"

Jeremy could only whimper and groan in frustration, as Cassandra performed a hand-job on his prosthetic member, followed by a blow-job. The tape was removed from his mouth momentarily. Cassie wanted to hear him beg! 

If his real dick was attempting to get hard in that little nub of a cage, I don't imagine that would have felt very nice. 

"Ohhh, Mistress...he's nice and hard for you, look!" Cassie purred toward Summer, winking at her in the process.

"Thank you Miss Cassie." Summer replied. "I can't wait to ride that raging cock."

Summer wasted no time in climbing up on the poor submissive, and lowered her wet pussy onto the stunt-cock. 

She bounced away, all while pestering Jeremy into making another predicament choice. 

"Do you want to fuck me doggystyle, loser? Do you want me to be a whore for you?" Summer offered. 

Before he could process a positive or negative head-nod, Summer then said, "if you fuck me like that, I'll be fucking you right back in the same way. Now what's it gonna be?"

It looks like Jeremy is going to be taking it up the bum from Summer, once he gets done with his fake dickering... 

Silly boy!

Let me know if you want me to continue the tale of poor Jeremy, and Summer fucking his bum? She's out for revenge!

Disclaimer: 

Please remember that when clients book with me they always have safewords. No one gets kicked in the balls, golden showered or subjected to small penis humiliation for instance, unless they have outright told me this is what they want. To each their own...different strokes for different folks. 

Mistress Andrea

xoxo

Continued in: Emasculation  

  

 

 

 
  

Hall Passes

Continued from: I often envy submissives

It has been quite awhile since I have felt this submissive and vulnerable, especially in the presence of a woman. A beautiful, alluring, dominant woman. Once she got me into her bedroom I was knelt on loveseat, while Goddess Vanessa "accessorized" me. I was put into snug, red leather bondage cuffs and an equally snug ball gag. It's been years since I've been in a ball gag. I forgot how psychologically impactful it can be and the amount of drool it causes. 

Being the online feet and heels star that she is, I expected I would be required to worship her feet and footwear at length. She had me do a little, but not an excessive amount. I was instructed to kiss and lick her high heels first, after my gag was removed. That was humiliating. 

She eventually slipped her damp feet out of her heels so she could run her soles across my nose. 

The gentle friction of the nylon against my lips and nose was a lovely sensation and the subtle scents of her feet, leather and perfume was quite sexy! 

While I was still on the floor, on my back, she used a crop to target my breasts and nipples. Next came a flogger, that Goddess carefully lashed against my bound and presented pussy lips. She was gentle, she was not overly strict with me, although I was sporting some very nice whip marks on my bum, which she encouraged me to check out in the mirror. 

I was calling her Goddess and she was telling me what to do and how to do it, but it didn't feel like a serious D/s encounter. She was providing me with as much pleasure and stimulation as I was providing her. I don't even need to use my words for the rest of this, we simply had awesome sex for hours together! It was fantastic and Vanessa was truly a Goddess in the bedroom! Her poor chaste hubby is truly missing out.

Yes, a strap-on was eventually deployed. Used only by her. 

I was made to taste myself off the length and girth of her girl-cock...

Then she fucked me again. 

I had the pleasure of feeling her little asshole, squeeze my tongue while she contracted her muscles into a heavy orgasm. 

We 69'ed for awhile and both came in this position. 

Overall, it was a wild WILD night. I'm glad Summer suggested this hall pass agreement. 

I wonder how she's making out...

If you remember back to the stories: 

Cummy Brat

and

Dealing with a spoiled brat

Sarah Jane is actually being punished in the above animation. If you look closely you'll also notice she is still sporting some decent colour on her naughty bum. She got quite the spanking four days ago. Enough so that it left a lasting impression. 

And her punishment didn't end with that spanking and cornertime. She now found herself in a ring gag, locked into a chastity belt and secured to a bondage apparatus, while forced to watch Russell fuck my wife. 

He would occasionally give Summer a small break, removing his cock from her drenched pussy and placing it directly into Sarah's mouth for a "rinse off". 

Russell would fuck Sarah's throat for awhile, ensuring Summer's arousal was cleaned off his dick, all while listening to Sarah Jane wretch and gag. 

Then he turned his attention back to my little Summer, to give her the good hall-pass rogering that she had been craving. 

She came a few times while Russ was fucking her in various positions and differing levels of aggression. Russell eventually finished into Sarah's mouth, that was conveniently forced open by the ring gag. She performed one final humiliating cleansing of Summer's arousal from Russell's cock, before the scene was officially over. 

For poor Sarah Jane however, her punishment for being a spoiled cum-brat wasn't over. She had one final stage of dreadful humiliation. 

Summer had long-since left the two of them alone, content with her fill of dick for the time being. Sarah remained frustrated and denied, still in her chastity belt and shackled to the bed with a very secure panel gag in place. 

She looked at Russell, helpless and puzzled as he returned to her side with a fleshlight, and positioned it near the bed. 

Ohhhh GAWD! Sarah Jane! 

I know what he's gonna do! Oh fuck you're in for one hell of a humiliating punishment young lady!

As I suspected, Russ zip-tied the fleshlight to the metal frontage of her chastity belt, sitting right above where her real pussy trembled and soaked, housed in captivity.

Then Russell fucked it, while Sarah watched on in horror, screaming into the large ball of her panel gag. It was like she was being horribly tortured but wasn't being physically hurt. This was purely psychological torture, causing her to scream into the gag.  

Just like so: 

Russell jacked Sarah's legs onto his shoulders and fucked the daylights out of that fleshlight, eventually cumming deep inside it. 

As he pulled out and stood beside the bed, Sarah Jane desperately looked in his direction. Her eyes pleading with him to say something. 

"Are you sorry for being a spoiled little brat?" 

Tears rolled down her temples as she made a muffled noise and nodded her head in the affirmative. 

Age regressed and humiliated. Shamed in the timeout corner for others to see. Severely spanked and belt-strapped, cuckqueaned by Summer and Russ and finally THIS! The fleshlight move! WTF! 

Russell smiled at her vulnerable state and said the words she had been waiting for. 

"Daddy forgives you little one. Let's not have to discuss this again."

And she was left as is, bound and gagged with her pussy throbbing like crazy from within the metal screening of the belt. She was left to quietly reflect on her punishment and the forgiveness that followed.

I must say, across town, I was a little more content and comfortable than poor Sarah. Snuggled into Vanessa with her cum still coating me like lip gloss. 

"Thank you Goddess." I seductively purred to her. 

"That was amazing." She sighed back to me. 

"Hey...where's your husband by-the-way?" I queried. I had a moment of sudden realization and embarrassment. We were pretty loud, I was really loud. Was her hubby in a room down the hall during all of this, dick in a metal cage and listening?! 

"Oh Derek?" She chirped up. "I dolled him up like a sissy slut and sent him to Anthony's for the night. He better be putting out like a good girl, if he knows what's good for him!" She jingled the chastity cage key she wore on her necklace. 

*sigh*

Jesus, Vanessa. What a Goddess! 💖

Mistress Andrea

xoxo

Continued in: A Score to Settle