Showing posts with label plaid. Show all posts
Showing posts with label plaid. Show all posts

Friday, September 1, 2023

Old Flame

Continued from: Jail Bird

What do you think dear readers? What would you do if you were Russell? He's currently in the arms of his 🔥old flame🔥, kissing her neck, just below her earlobe, with his dick locked in a metal cage. 

And MY Gawwwwwd, he's good at this! Goosebumps were spreading all across my body and my toes were curling!

(Speaking of Old Flames. If you haven't tried this brunette craft-brew, I would highly recommend it. It's toe-curling also. Port Perry, Ontario! - support local)

As Russell continued his exploration of THIS brunette, up and down my neck with his lips, I realized the silly man was just stalling, he had a decision to make. I had just offered him a wonderful yet horrible predicament. 

If you read the previous post you know he was recently spanked and strapped with a police-belt, by my two cute Officers. This was likely not arousing for him in the moment, but post-spanking, as he still feels and sees the effects of that belting, his arousal would begin to creep back in.

This was right around the point I locked his dick into a chastity cage, shutting down any and all penile activity without my permission. Once locked, he got to hear the two policewomen get spankings over my knee. Then he got to watch and hear them kiss, go down on each other and eventually me, as the scene culminated into a hot, lezzie threesome. 

All while poor Russell observed from this vantage-point:

And NOW...

I had just offered to unlock his penis to re-kindle an old role that he used to provide for me, when I was his submissive. The predicament part? If he wants to take me, right here and now, he has to celebrate Locktober this year, and submit to inescapable chastity for the entire month, with me as his keyholder. 

What would you choose, hmm? 

I know what Russell is going to choose. The fact that he's already been denied most of the day, spanked, then a helpless witness to a hot lesbian threesome, should influence his decision. Was this cheating on my part? Too much stimulus and influence over his decision making? Maybe a little...😈

But if that wasn't enough, I started rubbing the metal bars of his cock-cage against my pussy. Hehe. This she-devil wasn't playing fair at all! 

As expected, I was soon accessing the keys for his chastity device to unlock him. We switched roles right then and there, once his cock was free. I was now his submissive pet, to do with as he pleases. I was naked and on my knees. It was about to be a nice little vacation / slave-cation for me.

"How would you like me prepared for you, Sir?" I whispered out, in my most submissive tone. 


"A pleated plaid skirt, young lady, like you used to do for me," Russ said. 

I immediately felt a rush of adrenaline and arousal form between my thighs. "Schoolgirl", back in the day, usually meant a spanking, a really long one! But then he continued...

"Boots with your skirt please, my doll. A subtle nod to your current role." He smiled as he suggested this deviation from the norm. 

Oooo, ok. I can get behind this idea! Rather than the innocence and vulnerability of white knee socks and Mary Janes, Russell clearly wants me a bit more edgy and "grown-up", not so innocent perhaps?

Before heading off to prepare, Russell stood me up and performed a wet-check. I was embarrassingly soaked for him. I shuddered with ecstasy as his manly hand cupped my pussy, his two middle fingers explored their way deep inside. 

Those two fingers ended up in my mouth, where I shamefully and greedily sucked them clean, like a huge slut. Russ had me right where I wanted to be, panting and hypnotized with submissive arousal. 

I returned a while later, dressed and ready for Russell. I was feeling both sexy and vulnerable in my new look. Without being prompted, I knelt to await my instructions, noticing that Russell had moved some of my furniture around and positioned a few mirrors, strategically, near the bed. 

"You look beautiful young lady." 

"Thank you, Sir."

"Come here, little one." 


I was all melty and gooey in his strong arms. I was right back to the sub-space I once enjoyed with Russell. I felt so safe and cared for. He was my protector!

Pretty soon he was patting his lap invitingly. I rose from my knees slightly and slowly and deliberately slithered my mid-section over his lap like a snake. 


I got a mild spanking with his hand, over my skirt, then over my panties until those were eventually peeled down and off my feet. 

We moved to the bed and my spanking continued. Only this time, Russell would spank and finger me, spank and finger me. I even felt several swats directly onto my pussy lips and bottom hole. Shamefully, I think I was moaning like a whore the entire time. But I didn't care. Tonight, I was his whore, and I was loving it!

Russell, much to my delight, busted out some old-school tactics he used to do back in the day. While I was still draped over his lap being systematically spanked and fingered, he used my wetness and transferred it onto my little bum hole, until it was glistening and slick.

Let me repeat that...

He used my own arousal as lubricant for my asshole! What a freakin' stud he was.

That being said, the butt plug that came next slipped into my bottom with ease. He then removed my top and gagged me. 

Another of his old moves. Having me ride his tongue while I'm anally plugged and gagged, with a mirror to stare into.


When he flips me around to face his cock, it's frustrating because I want to inhale the entire thing, but my gag remained in place. In this position, as I grind my pussy into his mouth, his nose presses on the base of my anal plug. I get a joyful little ass-fucking sensation because of this and I was soon screaming into that gag-ball as I came. 

When I ride his tongue, Russell actually edges himself. Just slow-stroking his cock until it's ridiculously hard for me. Boy, did I ever get fucked after that! Sometimes I was allowed to be in control of the speed and tempo. 


Other times it was all him. 



When I was made to face the mirror, he ensured a sharp tug to my ponytail would remind me to watch. 


Around this point he was taking frequent breaks, fighting off the urge to cum so he could extend our playtime as long as possible. He would pull completely out of me and I could hear him heavy breathing, it was cute. Then I would feel the awesome and full sensation of his cock slowly re-entering, competing with the contours of the anal plug, pressing against my vaginal wall. 


The reverse pressure of the anal plug is also an incredible sensation for his cock. The poor guy held out as long as he could, edging himself each time he had to stop, then re-start. Eventually he absolutely unloaded into my pussy while he clawed at the bedsheets and shook like a leaf. 

He could barely stand afterwards, his knees were so shaky. It was super cute, to have this paralyzing effect over a man from a position of submission.  


You know what else was cute? Seeing his belt-strapped little bum while we had sex. It was almost as red as mine, and his spanking from the girls was hours ago!


I ended up getting another one, with his firm hand, in the dreaded wheelbarrow position. EVERYthing is on display when you're put in this pose and spanked. There's no modestly whatsoever. He would have had a good view of his cum oozing from my puffy, red pussy. 

He actually chose this one specifically so he could pull the anal plug out of my ass. 


Disheveled, sweaty, sore...and completely blissful in each other's arms. It was exactly as I remembered our times together. We popped some champagne and got right into some pillow-talk, as Russell helped me out of my hot boots. 

I was beyond content! Recently Domme'd by Goddess Vanessa, now Dom'ed by Russ. I was a lucky girl. I certainly had my fix of submission for awhile. I decided to return the balance of things and remind Russell of our Locktober agreement. 

"Yes Mistress Andrea." He replied with a cute and bashful smile. 

His gaze was locked onto me, he gazed directly into my eyes for what felt like an eternity. It was a look I had not seem from him in over a decade. I felt it penetrate my heart. I tried to lighten the atmosphere. 


"Did you ever think we'd end up here? The two of us with spanked bums, pretty much running a harem of BDSM enthusiasts and re-connecting the way we have?" 

"Never in a million years, huni." 

"Russ, I've never told you this before, but I love you...I always have."

Oh FUCK! Fuck, what did I do?! I had no idea where that suddenly came from. I was literally holding my breath until he said something. I couldn't look at him. He had tears in his eyes and it was gonna make me cry too!

He finally did speak, as he drew me close onto his lap, shielding his face in my neck to hide his tears. 


"Andrea, it's been ten years..."

"And not a day went by that I didn't think of you." 

😢💓

*sigh*

Be still, my heart... 

Mistress Andrea

xoxo

 
Continued in: Back to School
 





Monday, June 12, 2023

Senior School

Continued from: "Big-Girl" Room

I watched from the reception desk as Russ led Sarah by the hand, into the main lobby. They weren't late for the first day of Senior School but the shit-eating grins they both had on their faces, confirmed what I thought I could hear from the basement this morning. 

I gave Sarah a disapproving judgey-face, just to embarrass her a bit. 


"It sounds like you're settling in to your new room quite well young lady?" I rhetorically asked. 

Sarah blushed and lowered her head, then meeped out a little, "yes Ma'am, thank you Ma'am". 

The walls and floors of the Facility are deliberately thin. If there are clients in the reception area waiting to be spanked, I want them to be able to hear the smacks and cries coming from the room they are on-deck to attend. 

It also means that when Sarah Jane was being fucked in her bedroom this morning, I could hear each of her grunts, moans and groans. I can't say I blame her though. Russ used to fuck me the same way, many years ago. He can be quite the swordsman when he wants to be. 

I broke the awkward silence and backed-off my glaring bitch-face. 

"Sarah, please take a seat and meet your classmates," I said cheerfully. 


"I believe you know Summer, the naughtiest of all the students," I joking introduced her. Summer giggled and Sarah began to lighten up too and cracked as smile. 

"The gorgeous woman to your right, her name is Isabella," I continued. "I think you three are going to get along just smashingly!"  

Summer got up and pulled Bella to her feet. She echoed my previous comment by saying, "you better believe she's gorgeous." Then I watched on, as Summer stuck her tongue into Bella's mouth.


I could see Sarah's face trying to process what she was seeing. She had a look of concern for the girls, like she was waiting for me to cane the daylights out of Summer and Bella.

Nope, not at Senior School. Yes, the girls sometimes need to be disciplined, shamed in the corner or made to write lines on the board, but this environment is much more lenient. The girls are taught and encouraged to be confident and in control, to be slutty and act like little cock-teases if there is a boy around.

Speaking of which, the elephant in the room... 

"Girls, the little beta-boy sitting across from you is named Tyler. He couldn't hack it at his all-boys school so he'll be joining the three of you at your girl's school." I explained. 

Tyler was a newer client of mine who had attended for a few consultations with me already. His interests include corporal punishment, humiliation and forced-fem. Well! He certainly came to the right place. We haven't started the forced cross-dressing with him yet though, I've only had his dicklette locked up for about two weeks. I need a solid 30-days in chastity before the forced-fem begins.


Bella and Summer moved in like sharks, circling him in their heels and teasing him relentlessly. I continued to watch Sarah absorbing all of this, absorbing and learning from her two she-devil peers who are already graduates of Senior School.  

I took Tyler into the change room to inspect his cock cage and get him dressed. Since he's still in a boys clothing stage right now, I made sure his outfit was vulnerable and silly. 


By virtue of his beta-male status, Tyler's "rank" is well below the status of the girls, even Sarah Jane who's new to the Senior School. He barely qualifies as a participant in the class. He is there to be humiliated and feel his little dick straining against the chastity device in the presence of real women. Tyler is aware that if he agrees to dress like the rest of the girls at my all-girls school, he will be invited to more actively participate.

I guess he's not quite there yet, he safe-worded me when I showed him the outfit I wanted him in. Another month or two in chastity, completely denied of orgasm should fix that. He'll be begging me for a plaid skirt and a bra with falsies. 

In any event, I made sure Tyler's desk faced the corner so he could only hear what was going on and he could be essentially ignored. 


This entire Senior School and scene was for the benefit of Sarah Jane, so once I got everyone settled I rang the bell and put Sarah to work right away. Her first class was on deepthroating. 


It must have been dreadfully humiliating for her to kneel and suck a dildo while Summer and Bella watched her and commented. Sarah Jane actually had some serious skills, I was impressed. She could take that cock so deep that her nose touched the wall and her chin touched the balls of the dildo. 

Summer squealed out in approval at one point:

"Did you see her DT that cock and lick the balls at he same time??! Holy shit!" 

Bella nodded and clapped in agreement. I must say, I was impressed too. Russell is a lucky man to have claimed this little sex doll!   

Poor Tyler snuck the odd glance and got to see Sarah gagging and sputtering all over the dildo, likely wondering how his penis ended up mashed into a metal cage, unable to get fully erect. 

At recess we all took a break. Tyler was allowed up from his desk. He must have thought he had some game left with the ladies or something. He tried to take a run at Summer and flirt with her, assuming she was just another kinky client and not my wife. 

Not a great idea Tyler...


I guess he missed her body language cues??! Haha...! What a wiener!! 

I gave Tyler a spanking on the bare, right in front of the three girls. Sarah's eyes lit up with excitement. I don't think she's ever seen or interacted with a male submissive before. 


Next, I stripped him down so Sarah could see his chastity cage. It was her first time seeing a locked-up penis and I'm glad she giggled out loud. Tyler's face went as beet red as his spanked ass. 

Summer and Bella, now sensing the vulnerability and weakness, went right for the throat and continued teasing poor Tyler who was still predominately naked.


The culmination of being spanked in front of the girls, his cock cage on display and now his enforced nudity, finally broke him. He began sobbing and red-worded out of the scene. 

Whatever...no refunds, he'll be back. I'm still his keyholder...

The session wasn't completely ruined. We did some more deepthroat training with Sarah Jane, before I took her back down to her room. I helped her out of her uniform and left her in her sexy over-the-knee socks and her heels. I know Russell likes that. 


"Wait for your 'Daddy' just like that sweetie, I'll send him down" I cooed to her. 

She responded with a "yes Ma'am". 

"Make sure to show Daddy what you practiced in class today huni," I encouraged. 

Sarah giggled and said "yes Ma'am", again. 

I locked her cell door and left her anxiously waiting for her "Daddy". 


I'm sure he'll be impressed today!

Mistress Andrea


xoxo


Continued in: Deepthroating "Daddy"







 

















Boardrooms & Bedrooms

Continued from:  Lord Impaler I'm going to take a small break from our regularly scheduled programing and the main storyline, to go off ...