Alice: Down the Rabbit Hole

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Pent-Up

Continued from: Why the Long Face?

[F/m] [sissy] [FLR] [chastity] [pegging] [spanking] [cornertime] [humiliation] [sissy husband]

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

Medical Room?

Continued from: Major Renovations

[FF/m] [medical fetish] [kink] [latex] [pegging] [nurse] [enema]

By special request, we were asked if we had or could do a medical fetish room. Sure we can! I still have the outfit somewhere. 

So does nurse Summer! What a little cutie patootie...

Can you picture her, speaking to you in her French accent while her gloved finger probes cold lubricant into your asshole?

This poor fucker didn't pay for both of us, so he'll have to settle for lil' ole me. 

I was equally skilled with the cold lubricant though, as his legs hung helplessly open and vulnerable in the exam chair. 

Yikes, those were big beads! 😬

This young man was given about an hour head-start on the session, after he took a good thrashing over my knee. His penis was confined in a metal chastity device and his instructions were to clean himself out. 

Here, I'm explaining to him what an enema is and how I'm about to start the flow of warm soapy water into his bowels. He was so horrified and mesmerized he could only apologize and kiss my high heels.

There we go! Nice and full. Let those soap-suds do their job. I explained to him that in my absence, he would be required to give himself a second enema, a flush of clear, clean saline, which I had ready. 

I'll make him hold it in until I can see the beads of sweat begin to form on his forehead and lower back. The urgency to release becoming more mentally frantic. I'll torment him, telling him his cock cage won't be unlocked if he doesn't hold it for me. 

Once I see him broken and begging, this is where I will take my leave. I don't need to hear, see or smell what's about to happen. His instructions are to be fully cleaned out for me, or face severe consequences. His penis remains locked...no additional supervision is needed. 

This was the hour head-start I referenced. It will take him about that long to release, flush and release again, spending a significant amount of time with his thrashed backside on a hard toilet seat. Yes, this was by design. *evil chuckle*

It gives me time to go and change, then the actual session begins, this was all just the logistics phase.

How do I look?  

"I'll remove your cock cage if you suck a dildo on the toilet seat for me..."

How humiliating! He is returned to the scene, where he so recently experienced the sounds and splashes of his own putridity. Kneeling and sucking a dildo for me. 

His simulated and "forced" bisexual, medical scene did not end there. He took more cock for me with those giant anal beads up his ass.  

And of course...there was a a reason why I wanted him cleaned out for me! Look at this desperate little slut.

Well...how did we do? Shall we keep the medical fetish room? I just put on my skin-tight scrubs. 💝

Mistress Andrea

xoxo

Continued in: The Nurse and the Doctor

Emasculation

Continued from: He's so Screwed

When we left off, the girls had taken poor Jeremy's cock and mashed it into a chastity cage that was about the size of an Oreo cookie. And if that wasn't bad enough, they used a threaded dildo attachment to give their submissive some usefulness, all while fucking with his mind and his pre-conceived notions of masculinity. 

Jeremy got the divine honour of fucking Mistress Summer with this thing, rather than his actual penis. But Summer made it very clear that if he chose to fuck her, she would be returning the favour. 

Before this comeuppance was administered however, Cassandra wanted in on the action. The solution these two vixens chose was a dildo gag. A short intruding portion that looks and feels like a realistic penis, went into Jeremy's mouth to gag him, while a lifelike dildo triumphantly protruded from the other side.

This must be dreadfully humiliating for Jeremy. Paying to be in the presence of and serve two shockingly beautiful women, yet reduced to using stunt-cocks to fuck them.

Summer rode him slowly and deeply, making sure her asshole dabbed his nose while she bounced away. Cassie took a firm grip of his nipples like they were reins, and slammed her juicy pussy into his chastity dildo. 

His desperation by this point, must have been unbearable. I'm sure he was begging to be fucked, if it meant he was one step closer to release, to having his cock-cage removed. 

The girls ran a train on him and took turns destroying his asshole with their own stunt cocks!

If he spurted from his tiny device, like a sissygasm from anal only, his cage would not have been removed. After several rounds of ass-fucking from both of gorgeous Dommes, the chastity-gasm eluded poor Jeremy. 

Cassandra was of course pissed-off, she didn't want to remove his cock-cage. I'm surprised she didn't kick his balls again, out of frustration. Rather, they subjected Jeremy to one final torment and made him watch, as Summer and Cassie had sex on the couch. 

Jeremy eventually earned his release, after an hour or so of suffering at the hands of these two beauties. Maybe not the release he was hoping for, but after 10 weeks in chastity, he took what was offered. 

The girls made him stand in the corner and face the walls. They sat close-by to supervise and humiliate him. Jeremy was permitted to masturbate while facing the corner, orgasm into his own palm, then consume his entire load. 

He was then required to turn and thank the dominant duo for the load of cum he just consumed. About five minutes after this, limp and shriveled once again, they had him locked back into his day-to-day chastity cage. 

Was it worth it Jeremy? A 30-second wank into your palm in exchange for humiliation, pain, mental torture, degradation and having your arse raped by these two? I'm hearing that no safewords were used... 

I'm sure you wouldn't trade it for all the tea in China, Jeremy...

As usual, I'll be keeping your chastity key as you return to the vanilla world. When you're ready for more heavenly hash, feel free to book with me again. 

Mistress Andrea

xoxo

 

Continued in: 'Tis the Season