Sunday, January 8, 2023

Crying is not a Safeword

Continued from: Summer gets caught

Today is going to be all business with my poor Summer. She knows she needs to be punished and punished she will be!

Cassandra was under instructions to put Summer through the full "process" of being checked into my facility for a spanking. The check in process is meant to embarrass, humiliate and create deepened feelings of vulnerability, prior to a spanking commencing. 

This usually assists some of the more resistant or stubborn adults, as it sets the stage to let their emotions come to the surface. When the spanking eventually begins, it is much easier for them to feel remorse, shame and release anything they might have pent up. 

And it's a safe, judge-free environment to do exactly that.  

I have a feeling that Summer will definitely be in for quite the surprise. 

She arrived at exactly 9:55AM. Her appointment was scheduled for 10. She greeted Cassie properly with a formal and polite, "Good morning Miss Cassandra". 

Out of the corner of her eye she caught movement, suddenly realizing she wasn't alone in this waiting room. She sat down immediately with her back to the bare-naked male behind her. She was too embarrassed to turn and look. 

"Summer, what brings you to the facility today?" Cassandra asked purposely. I had trained her to ask questions like this, so the clients have to declare out loud, the reason they are there. 

Summer blushed deeply and lowered her head. 

"I'm here to be punished, Miss Cassandra", she mumbled out. 

"And why are you being punished?" Cassandra asked. 

Summer looked at her feet in embarrassment, the irony being that her feet got herself into this pickle in the first place. Then she looked slightly over her shoulder, like doing a blind-spot check. She was dreadfully aware that she was not alone in the waiting room.

"Mistress caught me selling my used nylons on the internet Miss Cassandra", she squeaked out. 

"I see", Cassandra responded with a scorned look on her face. 

"The room to my right Summer, the one labelled for both male and female, is a changeroom. Inside there are lockers. Please strip fully naked. Remove all jewelry, rings and watches and along with your purse and phone, place everything into an open locker". 

Summer was a bit frozen, perhaps in shock at the formality of all of this. She eventually composed herself, took a deep breath and obeyed. 

"Yes Miss Cassandra". 

Summer emerged several minutes later, mortified with feelings of embarrassment and humiliation. 

Cassandra escorted her to a seat in the waiting area, motioning for her to sit. 

"Miss Cassandra, when I closed the locker with all my things in it, it locked", Summer innocently said. 


"Yes Summer, Mistress is the only one who has keys to the lockers, and keys to the boy's cock cages. Isn't that right Kyle?" Cassandra teased. 

It just dawned on Summer, that the poor male sitting behind her, was the same male submissive that she beat and pegged in her first Dominatrix debut: Domina Debut

Now she felt even more embarrassed. Having to admit she was there to be punished, right in front of a male she absolutely, sexually owned, less than a month ago. 

Before she could protest to Cassie or ask for mercy, a ball gag was stuffed into her mouth and padlocked at the buckle. Her wrists were tightly bound behind her back, causing her to lurch forward in the seat. Then came the final and ultimate humiliation, having her legs forced open with a spreader bar, to expose her bare, bald, beautiful pussy. 


Cassandra sat back down and recited her usual script, that she does with all the nervous and trembling clients. 

"Alright you two. 'Mommy' will be here to deal with you shortly. You are both going to be punished in the room to your right. Please remember that crying is encouraged, but it's not your safeword. Nod if you understand me". 

They did. Summer looked on the brink of tears already. Cassie called me to indicate they were ready. 


I clicked into the room, confident and powerful, wearing my finest Mommy-wear, seamed hose and pearls.

"Kyle first please, Cassie", I commanded. 


She attended to him. Removing his bondage and gag. He was noticeably fighting off a little stiffy in his chastity cage.

I noticed Summer's beautiful puss puss was glistening with shame as well. She looked at me in panic and desperation. I didn't give her the comfort of a wink or a smile. It was all business today. 


"In you go Kyle. Mommy will be with you shortly. Park your nose in the timeout corner", Cassie hissed at him. 

For about the next twenty minutes, the deathly quiet waiting room was filled with the muffled sounds of wood and leather meeting bare buttocks and thighs. Summer's butterflies would have been raging in her tummy, especially when she started to hear the high-pitched yelps and pleas coming from Kyle. 

"No Mommy, please no! Not the hairbrush!" He was shrieking out, sounding more like a naughty little girl than a man. The sharp wooden smacks rang out again and again. 


When the room was once again silent, the door creaked open and Summer turned her head to see the puffy wet eyes and red-face of Kyle. She groaned into her gag when she saw the crimson redness of his bare bum, haloed around two white looking splotches. 

He was directed up on the stage by Cassie and put into his timeout position. 

"Undo Summer for me please Cassandra, then set a 30-minute timer for Kyle". I said. 

"Yes Ma'am", Cassandra responded. 

"Alright Summer Addison, follow me", I sternly spoke to her, slipping her middle name into the mix.


I raised my voice a little, to call out to the waiting room as Summer followed me into the spanking room. 

"Cassandra huni, bring me the foot cane. It's the thin one with the gold handle, behind your desk". 

"Mommy, please no. Not my feet!" Summer pleaded with me as the door shut behind us. 


I disregarded her pleas and began to describe the mechanics of the punishment table to her. I pointed out where her wrists will be bound, where her feet will be bound and how I expect her to arch and present her soles for me. I pointed to the center bolster and told her this is for raising and presenting her bare bum. 

She whimpered in defeat, continuing to apologize for being so naughty.


Cassandra entered the room with the cane I requested, specifically designed for bare soles. It’s light and thin enough to ensure no damage is done to the small bones in the feet, but whippy enough to truly administer a memorable punishment. 

Cassie placed the vicious cane on the punishment table and left the room. 

I pulled Summer over to the couch and had her sit down next to me for a chat. I gently explained to her why she was going to be punished and asked if she agreed it was fair, given her behaviour.


With tears in her eyes she trembled out a "yes Mommy, I'm sorry". 

I patted my hosed thighs. 

"Alright Summer Addison, over Mommy's lap. You need to be taught a long and hard lesson young lady". 


She got a very firm and lengthy hand-spanking, as a warm-up, before I brought her to a spanking bench and bound her in place. 


I used the foot cane on her bare bum and thighs, which would have the sensation of cutting a switch and using it on her bare bum. Then she was given a strapping with a leather belt, while she remained bound in this position. 


She had marked up very nicely on her bare bum. Next came the punishment table where she was first paddled, before I declared it was time for her bare soles. 


"Summer, since the reason for your punishment relates to your feet, I feel it is fitting that part of your punishment involves your soles, is this fair?" 

Summer was gently sobbing at this point, nodding her head and saying, "yes Mommy". 

I told her to flex her toes back and arch her feet against the table. She then received 20 stokes of the whippy-cane, on each sole. She was howling and begging by the time I was done. 

I undid her restraints and got her back on my lap, this time in the dreaded, wheelbarrow position which forces EVERYthing...to be on display. 


I used some pink baby lotion and gently massaged this onto her thrashed bottom. She softly moaned and calmed down, her tears subsided. 

Before leaving the room, I pulled her onto my lap and told her that she was forgiven, yet we still had to go see Cassie for her cornertime. 

"Yes Mommy, I understand. Thank you Mommy", she breathed-out. 


Cassandra. 10 minutes please, on her tip-toes. If her heels touch the floor, bring her and the foot cane back to see me. Summer had never been on the horrifying, time-out stage before. She was slightly relived that Kyle was no longer there, but felt deep shame that Cassie had to monitor her. 


When her time is up Cassie, send her up to my bedroom please. 

"Yes Ma'am", Cassandra answered. 


Twelve-ish minutes later. A very sheepish and vulnerable, bare-naked Summer, crept into my bedroom. 


We talked for a moment, she thanked me for her punishment and promised to never sell her hosiery on the internet again, unless I have given her permission to do so. She admitted to deep feelings of vulnerability but felt very cared for and loved.  

I led her over to one of my worship chairs. She knelt and hugged my waist. 


"Mommy, can I be a 'little' for the rest of the day?" She sweetly asked me. I wasn't surprised, given how vulnerable her session was. 

"How little, sweetheart?" I asked her. 

She thought about this for a moment, before answering...

"Like...one step above diapers Mommy, if that makes sense?"

"I think I have something that will fit you little one", I stroked her hair and cooed to her.  

I gave my little Summer a bubble bath, then got her dressed as she requested. 

Look how cute this little biscuit is, in her onesie and sockies!

It was now time for her to properly thank me, for her punishment 


Mistress Andrea


xoxo


Continued in: Becoming a foot-pimp













Saturday, January 7, 2023

Summer gets caught!

Continued from the storyline of: Sissy sucks and cucks

What's the expression? When the cat's away the mouse will play?

Clearly I haven't been keeping my little tart, Summer, on a short enough leash. I think she's currently in Chicago O'hare, on a layover. Out of mere curiosity, I happened to check her secret little "fans", buy and sell site that we used to play out a fantasy of hers: Summer is spanked by the Pilot

Much to my surprise, look what I find. A new post from her hotel room in Chicago!

She wrote a caption to separate this picture and the second one below, that she posted of her feet and heels. It read: 

French-cut, 40D pantyhose, in my leather pumps for a six-hour Venezuela to Chicago.

It feels so great to take my heels off in the hotel room!


Then the audacity, at the end of her post:

Starting bid, pantyhose: $18.00 USD

Starting bid, full leather pumps, size 7.5, two years old, 100+ flights: $99.00 USD

What a naughty little girl!! Ohhh she's in deep shit with me. I text her right away. 



I have come to learn that Summer's fetish and fantasy as it relates to adult spanking, needs to be real for her. She needs to feel like she is actually being punished for something in her real life, not a made-up roleplay of schoolgirl / Principal for instance. She actually wants and needs to have real-life consequences for her actions.

Did she bait me, and make that sales-post thinking I'd catch her and punish her? I don't think so in this case. I think she genuinely would never have assumed I would look there. I'm not buying cabin-crew tights, why would I ever be on a site like that. 

I left her hanging in anticipation for a bit, then sent a follow-up message. 


Pro tip: Use the middle name too, when spanking an adult submissive or letting them know that one is coming, but don't overuse it. It's vulnerable, it's childish and places you into that Mommy or Daddy, authoritarian, care-giver role. 

You want the use of their first and middle name to be serious and rare. It will conjure that deep, pit-of-the-stomach despair that Summer is now experiencing. She doesn't need a plane and a pilot tomorrow, the butterflies in her stomach will flap her home to Toronto. Ha! 

Again...this is what she wants. This is how she wants to be disciplined as an adult. 

I didn't tell Cassie what was up, I let it come as a surprise to her the next day. 


"You've reached The Facility, this is Cassandra speaking, how may I help you?"

"Cassie, it's Summer. We met in the dungeon space that day, remember?"

"Of course Summer, why are you calling in on this line, is everything ok?"

"Oh yes yes, well...no actually...ummm. I have to book an appointment to be punished".

Cassandra paused for a moment. 

"Well in that case, it's Miss Cassandra, are we clear?"

"Yes Miss Cassandra". 

"Let me start a new file for you here and take down some information. Can you tell me the reason that you're booking a punishment?"

Summer was incredibly embarrassed, but slowly and methodically proceeded to tell Cassie what she was caught doing and why I needed to punish her. 

Cassie, on the other end of the line:

"Really? People pay for those things?" 

I can't say I blame Cassie, that was my initial reaction too.

"I'm going to email you a confirmation and a consent form Summer. You're booked for 10AM tomorrow morning, I would highly recommend you be on time. Please fill everything out, sign it and send it back to me".

"Consent? Consent for what Miss Cassandra?"

"On the form you're basically acknowledging and consenting to the possibility of seeing other naked adults or being around complete strangers in various forms of undress". 

"Oh...ummm. Thank you Miss, I'll see you tomorrow. 

That's right! It hadn't dawned on me until now. Summer has never experienced the formalities of a session booking at my facility. She's either been straight to my bed, straight to the gym or most recently, beating a slave-boy in my dungeon space. Domina debut

I was kinda eavesdropping from the kitchen when that call came in. I tried to play it aloof with Cassie and clicked into the waiting room, just as she was finishing up on the phone.  

"Mistress Andrea, that was...ahhhhumm, Summer". Cassie said, sounding surprised. "Aren't you two like dating?" She asked. 

"I'm not really sure what we are Cassie huni, playmates I guess. Did she just book an appointment?" I asked her. 

"Yes Ma'am, for tomorrow at 10", she replied. 

"Mistress, is she..."

Cassie paused for a moment. 

"Am I to give her the FULL 'check-in' experience Ma'am?" Cassie finally asked, while slightly cringing. 

"Yes Cassie, she's here tomorrow to be punished", I said sternly. Then I asked if her if I had anyone else booked for 10. 

"Yes Ma'am, Kyle is booked too. A 'Mommy' experience, he has indicated on his request form this time", Cassandra replied.

"Oh perfect! Summer is going to be seeing 'Mommy' tomorrow too. It's exactly what that naughty little girl needs! Did she tell you why she's being punished?" I asked Cassie. 

She giggled out loud and replied yes. 

"Have you seen what she and some of her co-works post on their fan-sites?"

I grabbed my phone and showed Cassie an image from a previous post, of Summer's co-worker, Vanessa, who was posting her nylons for sale. 

She scanned the image for longer than I expected, before blurting out:

"That's kinda fuckin' hot Ma'am". 

*sigh*

"What am I gonna do with you Cassie!" I sighed and shook my head.

"Language young lady!” Was all I could think of saying to fight off my laughter. 


Mistress Andrea


xoxo 

Continued in: Crying is not a Safeword






  






 


Sissy Cucks and Sucks

Continued from: Bella's Pony Play

This is the lockable cage that sissy Tiffany (aka Andrew), will be spending some time in while I fuck his girlfriend Katrina. As described in the previous post, Katrina wanted to evolve her boyfriend's humiliation by not only continuing his forced feminization and chastity, but also to begin cuckolding him. 

The cage is located directly beside my bed and due to it's small size, Tiffany will likely be forced into a crouch position for the majority of my session with Katrina. Who knows, my receptionist Cassandra might even stop by and join in. 

The three of us were all sitting at the dining room table and working through the details of the session. 

Katrina brought Tiffany to the session, already dressed like a little girl and made-up for us. Cassandra, although she was not working at reception today, put him into the usual "waiting-room predicament" so the three of us could chat. 

It must have been dreadfully humiliating for the poor sissy, having to listen to us whisper and giggle from the dining room. We learned that Katrina didn't tell him why she booked him a session today. For all he knew, he was there to be spanked.

Cassie and I had the foundations of a plan for what we wanted to do with Katrina. We just needed her to fill in the blanks. She told us that she wanted to be poorly treated, called names, degraded and dominated sexually throughout this session. She wanted the illusion for her sissy to be, that she was just some "free-fuck" in a high-end hotel room, posting herself all over the internet for casual hook-ups. 

I nodded at Cassandra in agreement. The foundations of our original plan would track with this very well actually. I explained to Katrina that I would have a difficult time calling her degrading names like she wanted me to, but I understood how arousing it will be for her. 

"Just remember I'm playing a role Kat. I would never ever speak to you in a manner like this", I reassured her.  

"Ya, ditto." Cassie chimed in like a teenager, with that nugget of reassurance. 

I told Katrina that we're going to play around with gender roles a bit too, and told her to treat Cassie and I as though we are male. 

She looked excited. Her face and neck were flushing with arousal. 

"Alright Kat, take Tiffany upstairs and lock her in the cage while you get yourself dressed and ready. I'll text you when Cassie and I are good-to-go, then I want you to kneel and face the wall near the cage." 

"Simply tell Tiffany":

"My Master likes me to dress in lingerie and slutty heels, and wait for him like this on date nights." 

We all giggled together. This is gonna be hot!

Katrina had her sissy in shackles and stowed away while she got ready, then knelt down to likely tell him for the first time, that he's about to watch her get fucked. 

Cassie and I were ready, I text Katrina, who got herself into the requested position to wait for me. 


"There's my little hotel slut! Hello slut. Turn and face me, keep your hands on your head and stay on your knees". I ordered.

"Yes Master", she said right away. 

I had taken my hair extensions out and dressed up like a man. Tiffany could hear my voice and knew it was me, but what she couldn't see, was the giant bulge in my dress pants. 

I kept ordering Katrina around, while she continued to call me Master. I had her turn and face the wall again, while I sat and spoke to Tiffany in the cage. 


"So this is your girlfriend I understand? Isn't she everyone's girlfriend?" 

"Yes Mistress", Tiffany said, in a knee-jerk reaction. 

"It's yes Sir, sissy". I scolded. 

"I'm sorry Sir, yes Sir", he said. 

"Tonight, Katrina exists in this room for my pleasure, and anyone else who might pop by for a drink, isn't that right slut?" 

"Yes Master", Katrina instantly responded. 

"Hell, maybe I'll even post her juicy ass on some escort sites, she can make me some dough tonight". I followed up. 

Tiffany whimpered from the cage, as he now understood the overall "just" of the session that was about to occur.  

I pulled Katrina by her hair, over to the side of the cage. I claimed her pussy as mine, by grabbing it and rubbing her over her panties. 


"From what I understand, you don't get to have this do you sissy?" I asked Tiffany. 

"No Sir", he peeped. 

"It’s mine now isn't it?" I said as I continued to rub Katrina, while she moaned like a whore. 

"Yes Sir it is", he peeped-out again. 

"I'll tell you what else is mine, this whorish mouth! Get on your knees slut", I barked at her, while gearing my pants off. 



Tiffany's only vantage point was now my men's style dress socks and shoes, and his girlfriend's stockings while she knelt. A perfect illusion for him to see. 

"Get my dick hard, bitch!" And with that, I slapped her face. 

For the benefit of Tiffany listening, Katrina cried out with an "ouch", then she winked at me before proceeding with my cock. 


"That's my good little cock-whore, now into your mouth with it. Show Master how much you love sucking cock!" 

I kept the narrative going. I was saying as much as possible to remind poor Tiffany that his little cocklette is in an inescapable chastity device.

I took things over to the couch and began fucking Katrina, in full view of the cage. 


Katrina was definitely being extra vocal, for the benefit of sissy Tiffany. 

"Head down, ass up bitch!" I hissed, as I pinned her head down with my shoe and continued to pound her.


I grunted and moaned and simulated the sounds of cumming inside her pussy, then ordered her to get in a "down" position on the floor. 

I pulled out my phone, this was all scripted in advance of course, and called Cassandra who was downstairs. I created the illusion that I was calling some buddy. 


Here's what Tiffany would have heard from the cage and Katrina from her down position. 

"Hey Man, what you sayin'?"

"No just chillin tonight, I've got some random piece over".

"No not her, a different one". 

"Serious bro, I just busted right in her cunt, no condom". 

"Ya she wouldn't mind a DP. Seriously, you comin' over?"

"Alright see you shortly then".

"...yes I'll loosen up her ass". 

"ATM?...no that's cool, she'd totally be into that bro".

"Ya, ya...ya, just let yourself in". 

*bleep*

"Did you hear that slut? You get to take two cocks tonight!" 

"Thank you Master", Katrina spoke into the floor. 

"Come clean my dick off. I guess I need to use it again", I said to her.

Katrina sucked and gagged on my dildo for a bit, all while Tiffany watched on in desperation and humiliation. 

Cassandra gave us a few minutes, then rolled in, dressed like a dude. She gave me a "hey Man", as she approached. 

"Don't be shy bro, this bitch can't wait to get two cocks in her!" 


Cassandra got out of her pants and took a seat on the couch. Katrina silently mouthed the words, "I'm loving this", to me, while she once again knelt. 


She started sucking my dildo, while stroking Cassandra's. She was gagging and retching loudly, likely for the benefit once again, of her poor, caged sissy. 


Between laboured breaths, Katrina gasped out to Cassie, "I want your big, black cock Sir! Please fuck me."

"Up your ass?" Cassandra asked her, playing into her role.

"Anywhere you wish Sir", Katrina responded. 

During our initial planning meeting in the dining room, we hadn't planned on Katrina taking it up the ass tonight. She told us she has limited experience with anal and would need some training and stretching first. 

But we can certainly let Tiffany hear us pretending to fuck his girlfriend in the ass...


As Cassie entered her, Katrina cried out, "Ohhh gawd your cock is so huge Sir!" I think it turned her on, trying to speak coherently while my dildo was in her mouth. She was ready for her first of several orgasms that would follow.


Cassandra and I continued to spit-roast her, eventually moving to the floor to create a better view for Tiffany. His poor cock must be straining against the confines of his chastity cage by now. 


"Is Tiffany looking forward to being spit-roasted by two dudes, slut?" I asked Katrina. She didn't respond as my cock was down her throat. 

I yelled over to the floor cage. "Sissy, do you want to trade places with your girlfriend?" 

"No Sir", conflicted and embarrassed, he whispered out in shame. 

"I'm gonna let you taste her filthy cunt, sissy. But you'll be tasting it off my dick once I finish inside her again", I called out. 

"Thank you Sir", Tiffany replied. 


We eventually got Tiffany out of the cage and a little closer to the action. Katrina had orgasmed again, onto Cassandra's cock and another onto mine. We had fucked her all over that bedroom in a variety of positions, while Tiffany was bound and gagged, being forced to watch the ravaging of his girlfriend. 



I put my suit jacket back on to look more dude-ish, before we untied Tiffany for his final act of degrading humiliation. 

Katrina, now well spent and satisfied, relaxed on the bed and watched her boyfriend clean her pussy juices from my cock. 

All the while I was pestering him about being a pussy-free sissy. 

"This is the only way you get her pussy isn't it Tiffany? From sucking a cock that just finished inside your girlfriend?" I tormented. 


He held my dildo in his little satin glove and cleaned every inch of my dick, while Katrina watched on in vengeful delight. 

"Cassie huni, can you take this pathetic sissy down to the stage and put her in timeout. She can reflect on this session while I debrief with Kat", I said. 

"Yes Sir", Cassandra responded, as switched on as ever. She never misses a beat that girl! She maintained our fantasy roles perfectly. 


Katrina and I embraced on the bed and she thanked me for the wonderful session. She said it was an amazing experience. 

"Where did you find that Cassie girl?! My god she is a handful!" Katrina giggled. 


"My personal little stripper! Yes she's something else alright", I replied. 

"If we're slowly escalating with my sissy Ma'am, where should I take things next", Katrina asked me. 

I suggested that the next logical step might be to try Tiffany with a second sissy slave, to see what they'll do with each other, if it means their dicks will be unlocked. 

"But Andrew isn't gay, Mistress", Katrina injected. 

"You'd be surprised huni", I cooed to her. "Orgasm denial does amazing things to silly boys".

She giggled out loud in delight. 

I then suggested to her that a boyfriend or "bull" could be introduced to their dynamic, so she is not depraved of real cock and being fucked when she wants. 

"That sounds hot Mistress. Does my bull get to use Tiffany too?" She asked. 

"Time will tell sweetheart. We'll take it slowly and I'll help you, if that's your ultimate goal", I coached her. 

"Thank you Mistress. May I go down on you before I take Tiffany home Ma'am?"

"Of course you may!" I purred. 



Mistress Andrea


xoxo

Continued in: Summer gets caught













 



Christian Christmas?

Continued from:  The Season for Giving A Sarah Jane story With a final squeeze of Mistress's hand, I turned to hurry from the room, my h...