Katrina wants to cuckold Andrew

Continued from: Bella's Diaper Punishment

It had been quite some time since I had heard from the beautiful and fiery Katrina and her boyfriend, sissy Tiffany. You may remember not only the training session he had with Summer (Summer is a Natural), but also the foundations of how his forced-feminization came to be: The Life of a Sissy Slave

My receptionist Cassandra, had briefed me this morning and indicated that Katrina booked a consultation with me. I was excited to hear how she has been making out with Tiffany, he hasn't been to my facility for quite some time, so clearly, she was taking him in hand herself.

When she arrived, Cassandra stood to greet her like a sweetheart, as she always does with some of my VIP clients. 

"What, no Tiffany?" Cassandra asked, as she kissed Katrina on the cheek. 

"No, 'Andrew'...is at work Cassie", Katrina spoke, with much distain in her voice. 

"Please have a seat, I'll tell Mistress you're here", Cassandra motioned toward the ottoman. 

I met Katrina in the lobby and said the same as Cassie did. 

"Where's sissy Tiff' today?" I asked her. 

"He's at work, bringing home paychecks to buy more sissy clothing, as it should be", Katrina chuckled. 

"Ohhh, I thought you booked a couples consultation Kat?" I asked. 

"No Mistress just me, I can be quite a handful on my own though", she said with a wink. 

I smiled and led her back to my office so we could chat in private. 

In an open-ended manner, I asked her how things had been going with her FLR dynamic at home. 

Katrina explained. 

I came to learn that "Andrew" is still Andrew when at work, but she makes him wear panties and hosiery under his suits and his male clothing almost 27/4 now.

The second he gets home from work she has him strip at the front door, before she goes about dressing him in the most ruffled and frilly of sissy attire. He then becomes "Tiffany" for the rest of the evening and into the next morning. 

I learned that she spanks him regularly and severely, he has been weened-off her pussy all together and is only permitted to use his tongue on her footwear, feet and her bottom hole. All of this, combined with the fact that I still hold his chastity keys, has "Andrew", believing he is certainly more of a Tiffany now. 

"Here look Mistress, I just ordered him to send me a below-the-belt selfie from work", Katrina excitingly said. 

She held up her phone so I could have a look. 

"He has to pee sitting down, just like a girl, because of the chastity device", Katrina went on to say, all while giggling. 

She put her phone away and got down to business. 

"Mistress, I want to take things to the next level with him. I want my pathetic sissy to watch me being used, to watch me be fucked and watch me gagging on huge cocks, knowing that his little ‘clit’ remains locked up and limp". Katrina explained, her tone serious. 

"I just don't know where to start Ma'am. I was hoping you could help me?" 

I told her I understood, and explained to her that her boyfriend was already forced to watch a girlfriend of mine, pleasure me on the bed right in front of him. I explained that he was dressed like a French maid and forced to hold our toys and lubricant. 

Katrina laughed out loud, "OMG that's amazing!" 

"He never mentioned it, probably too humiliated huh? I'll be taking my strap to his bare ass tonight, for not telling me about this!"

"That being said Kat, I would start there. Force him to watch YOU this time, with one of your girlfriends. It will have more of a profound impact on him when it's you he’s seeing", I coached her on. 

I could see her contemplating the idea, before she spoke. "Can you show me where this went down Ma'am?" She asked. 

I led her to my room. 

She squealed and did a little excited dance. "Ohhh Mistress, did you put his sissy ass in this cage while you played with your friend?!" 

"No, not that time, but that's what that cage is for. I had him kneeling right here", I pointed to a spot on the floor beside the bed. 

"This is so hot Mistress, this room is so fuckin hot! This is exactly the next steps I had in mind for him", Katrina said. 

Katrina took my hand with a bit of a pout and explained to me that she doesn't really have a girlfriend who is adventurous enough to go through with something like this. 

She moved in for a whisper. 

"Mistress..." She said in a breathy-tone. 

"...maybe...you can fuck me, while he's forced to watch from that cage over there?" 

Ohhhh, I felt that whisper of hers, shiver down my spine, ending right between my legs. I leaned inward, for an embrace and a kiss. She kissed me back. 

 "Hmmm", I purred, leading her over to the bed to a more comfortable setting. 

"Have you ever been with a girl before, Katrina?" 

"No Ma'am", she peeped out, placing an inviting hand onto my hip. 

"Then you've certainly never been with a Dominatrix before?" I asked, rocking my hips toward her. 

"No Mistress", she obediently replied. 

"And you'd like me to be dominant with you, while your boyfriend is here and in the cage? You want him to see you get used and fucked and pleasured?" I clarified with her. 

"Ohhh yes please Mistress! Would you do that for me?" Katrina replied. She sounded overjoyed. 

It didn't take long before we both had a layer peeled off, and we were beginning to explore each other's most sensitive areas. 

"I assume you've worn a strap-on and used it on Tiffany before, Katrina?" I asked her, while we passionately kissed. 

"Yes Mistress, of course", she replied. 

"In that case I have an idea, Kat". I continued. She was very curious. 

"Wear my strap-on, and use me Katrina. Show me what you want me to do to you, when your sissy is here. Show me how you'd like to be fucked while he watches", I purred to her. 

Her eyes lit up in lustful disbelief. 

"Yes Ma'am, right away. Are you sure?"

Mistress Andrea

xoxo

Continued in: I let Katrina Domme me

 

Bella's Diaper Punishment

Continued from: Bella acts out in public and gets spanked

"Just wait until you get home young lady!"

This is a threat that could take on many forms I suppose. For poor Bella, as we drove through town together, I am sure her butterflies believed that another spanking was in her future. Bella is my mid-forties, corporate executive, whose days are typically filled with board meetings and quarterly profit margins. 

She now found herself dressed like a little girl, with an anal plug up her bum. I guess it was a social, BDSM experiment for me. How should would react in a public setting, under such humiliation and age regression. Well, she ended up behaving and acting out like a toddler, which earned her a semi-public spanking in a public washroom.

There are many ways to punish someone like Bella and since she was acting like a toddler on our outing, I thought a diapering would be best for her. 

When I got her home and back to the sissy bedroom, into the nursery area, I showed her how to perform a diaper position for me. Wearing only her socks and jelly sandals, I showed her how to lay on her back and pull her ankles way up by her head with legs spread.  

EVERYTHING! Was on display now. She was so embarrassed. 

I held her legs in place and in the air, while I removed her butt plug, providing her some relief. 

Before she could protest what I was about to do next, I attached a pacifier-gag into her mouth and buckled it behind her head. 

I kept her legs in the air and she watched in horror, as I baby-wiped her anus and vagina, before applying some powder to her princess parts. 

A crinkly, adult-diaper followed, in pink, which I fastened around her bottom and hips. I finished her off with two nipple clamps that had bells on them, which jingled when she walked or moved. 

"If you're going to act like a toddler in public young lady, I'm going to treat you like one", I said to her in my Mommy tone. 

I led her by the hand over to the nursery area once more, then massaged the crotch of her diaper. 

"Can you feel anything little one?" I teased. Knowing that the crinkly padding allows for very little stimulus to her aching pussy. 

She nodded her head and moaned out loud, indicating that she could feel some pleasure, despite the thick padding of the diaper. 

"Well then, maybe we can get you to have some cummies into your diaper little one?" I asked. 

She nodded her head again, agreeing with me. 

As she suckled on her paci-gag and the room filled with sound of her jingling, nipple bells, she gently bounced up and down on the vibrating Sybian machine. 

Much to my surprise, she actually had an orgasm into her diaper, while I watched her humiliating performance.

Still a punishment for acting out in public? Sure...Bella was mortified with humiliation yet overwhelmed with arousal. Her mere confusion and betrayal of her own pussy, would be punishment enough. 

I got her into the princess bed and asked her if she'd like to be "put down" for a nap. 

She adjusted her paci-gag in her mouth enough so she could verbalize a "yes Mommy". 

Awww how sweet! My little Bella. 

I cozied her into the sheets and kissed her forehead. She cooed back at me. 

Bella was encouraged to actually have a nap in this room, as I left and dimmed the lights. 

I'll give her about 90 minutes to sleep, then I'm going to make her go down on me before she leaves. 

I didn't lock the door of the sissy bedroom so after about 50 minutes, Bella crept down the hall in her ruffle-socked feet and into my bedroom to find me. 

"Did you actually nap little one? Do you feel refreshed?" I said caringly. 

She nodded her head and smiled. 

"Ok babygirl. You may go use my shower and remove your diaper and accessories. When you're all finished, dress in the clothes you arrived in and I'll wait for you on the couch". I said. 

"Yes Mommy", she replied from beneath her gag. 

When Bella returned, she found me fully nude on the couch, gently playing with my pussy. She knew exactly what to do. She seductively approached me and got down on her knees without being asked. 

"May I please lick your pussy Mistress?" Bella said, in a confident tone. 

"Why yes you may young lady, thank you for asking so politely", I praised her. 

She brought me to three wonderfully powerful orgasms, right onto her lips, before it was time for her to go. 

I threw something skimpy on and walked her to the door. It was a gorgeous day outside so I took it one step further and came outside with her. 

We shared a passionate kiss, where I could taste myself all over her lips and cheeks! So fuckin hot!

"No washing your face until tomorrow morning young lady. I want you wearing me like lip gloss, all day and night, is that understood?" I purred to her. 

She giggled and blushed...

"Yes Ma'am", she spoke and licked her lips, and off she went. 

Mistress Andrea

xoxo

Continued in: Katrina wants to cuckold Andrew

Bella Acts Out in Public and gets Spanked

Continued from: Bella's Age Regression Kink

Bella elected not to use her safeword, which would have put an end to her session and her intensifying humiliation.

She and I were now in a bustling courtyard downtown, at an outdoor café. My adult, corporate executive Bella, was dressed completely like a little girl and wore ringlet pigtails in her hair. 

I think it slipped her mind that she was wearing an anal plug up her ass, something she became very aware of as she sat, all while complaining and squirming in her seat. 

Look at her poor little pout-lip. She's certainly acting more attuned to what she's wearing.

When the waitress approached I could tell she was slightly puzzled, seeing the manner in which Bella was dressed, but not puzzled in a judgey way. 

I ordered a very "grown-up" cappuccino Americano, then turned to Bella and looked right at her, while speaking to the waitress. 

"And for the little one, an ice cream cone please, single scoop vanilla". I said. 

Bella was frozen with embarrassment. Additionally, she was trying to hide the fact she was wearing a butt plug in public. The waitress could clearly tell that Bella was a mature woman. She just smiled at us both, likely assuming that there was some alternative, relationship dynamic at play.

The waitress left to see to our order. 

"Did you feel that one between your legs young lady?" I asked her, referring to how the heightened public humiliation and age regression was affecting her pussy. 

She just groaned and whimpered, looking at the ground. 

My coffee and Bella's single-cone arrived minutes later. She went in for what I can only describe as an "aggressive lick". So much so, that off came the crown of vanilla ice cream, the entire single scoop, plopping directly onto the cobblestone.

Visit any ice cream stand in the history of ice cream stands, and you'll see some sticky, distraught child, standing over the crime scene. They hold the empty cone like a murder weapon and just stand there crying, looking down at their sweet treat, now melting into the ground. 

Bella wasn't crying, nor distraught. She had rid herself of having to hold and eat something so childish and humiliating. Did she do this on purpose, I wondered? I was fuming!

Without a word she stood and walked over to the trash to dispose of the empty cone. I snuck up behind her and gave her two hard swats on the seat of her denim skirt, right in front of anyone watching. 

"You did that on purpose, didn't you naughty girl!?" 

"No, please Ma'am, it was an accident", she mewed out. 

"You just wait until we get home young lady!" I threatened. I knew a few of the people around us, definitely heard that one. 

"Look, your hands are all sticky." I said. 

With that, I took her by the wrist and marched her into the café and into the public washroom. 

I took her by the chin and once again accused her of deliberately scuttling her ice cream. I wasted no time in hauling her directly over my lap and pinning her arm down, while I sat on the toilet. 

"I don't care who can hear this young lady", I spoke sternly. 

It was short but hard spanking, more to humiliate her than anything. The fabric of her little overalls absorbed most of the sound of my spanks. I'm sure each smack however, reverberated directly onto her butt plug. 

I had her wash her hands and once again threatened, "just wait until we get home young lady!" 

Nothing further was said about the ice cream incident, besides, we still had to have an "adult" conversation about she and her daughter. 

We found a quieter, more secluded spot by the lake, where she eventually felt more comfortable with less eyes on her, and she embraced me. 

"I'm terribly aroused Mistress!" She whispered to me. 

"Even with the way you're dressed, and your little asshole all filled up for Mommy?"

That was the first time I've used the title of "Mommy" with her. I thought I'd float that one out there and see what happens.

"Yes Mommy", she squeaked out. "Even with the way I'm dressed and hiding a little secret in my bum, Mommy". 

Oooo, I got TWO Mommy's outta that one! Game on for md/lg play with Bella from now on. 

She blushed so deeply and bashfully, I wanted her lips she was so cute and darling right now!

We sat and cuddled and talked. We couldn't do much further right now, even though we both wanted to have sex right on that picnic table. 

Bella went on to tell me that after her daughter had spanked her, they both had a long chat. This is where Bella learned that I had been spanking Cassandra also. 

The most important aspect of this conversation they had together, was learning that they both get involuntarily aroused from spanking and humiliation. Because of this, they will not be continuing with any Mom/daughter, Daughter/mom spanking...even if it's for real punishment reasons. 

Both Cassandra and Bella decided together, that if discipline or punishment was needed, they would come to me to have their behaviour addressed. They would even attend together, to be spanked if that was necessary to the situation.

Bella would still book regular appointments with me as needed, even with her daughter as the receptionist, Cassie would still receive her Monday maintenance spankings and tutoring.  

I happily agreed to their terms and respected their boundaries. Bella was extremely overjoyed. She dropped to her knees to thank me. 

"Please Mistress, my plug is starting to get uncomfortable, may we please go?" She asked nicely. 

"Please Mommy, you mean?" I said to her sternly.

"I'm sorry Mommy, yes Mommy. May we please go?" She said. 

"Yes sweetheart, we may. But remember, you're in for it when we get home young lady!" 

"I know Mommy, that was a childish thing to do. I was acting out", she lowered her eyes and shuffled back to the car. 

Mistress Andrea

xoxo

Continued in: Bella's Diaper Punishment

   

Bella's Age Regression Kink

Continued from: Darwinist Domination

The last time I saw Bella Goth, she was dressed in her daughter's old, catholic school uniform which was way too small for her in all the right places. She had booked a spanking appointment with me and for the first time, she had to endure the horrifying embarrassment of her daughter listening to it from down the hall. Compounded by the manner in which she was dressed, which her daughter also saw. 

Bella and I had a long and fulsome text conversation that night and much to my surprise, her session didn't end when she left my facility.

Apparently her daughter Cassandra, also my receptionist, made Mom wear the humiliating schoolgirl uniform home that day. Wowzers!

And if that wasn't mortifying enough, she made her Mom wait with her nose in the corner of their living room, 15 minutes before Cassie got in the door. 

That STILL, wasn't the end of it. Bella went on to explain to me that Cassie had actually taken her over her knee and spanked her on the bare, right in Bella's master bedroom, skirt hiked up and knickers pooled around her knee socks. 

Incredible! 

Bella also communicated to me that she was aware I punished Cassie by means of a spanking, and that Cassie is now spanked on a regular basis by me.  

She thanked me for this sincerely and told me that Cassie has never been more focused, pleasant and helpful around the house. Apparently she's no longer hanging around the drug and booze crowd. Bella thanked me repeatedly that night. 

The topic then changed to her, and how my services have been helping her. She's in her mid-forties, she's part of the managerial executive at her workplace, and she used to be a giant stress-ball of tension. I'll paraphrase what she was trying to communicate to me. 

"Mistress you have no idea how much the appointments at your facilities have helped me. When you made me wear the schoolgirl outfit last week, even though it was dreadfully humiliating, I could escape into this role. I lost myself in the role of needing to be little, cared for and disciplined". 

"Did you get aroused Bella? Even though you felt humiliated and got a painful spanked?" 

"This is embarrassing Ma'am, but yes I did. Incredibly aroused". 

Then she sent a horrified-face emoji and a blush emoji, before asking: 

"Perhaps we could meet for coffee tomorrow Ma'am? I want to tell you what Cassie and I discussed that day, after she spanked me". 

I always have time for Bella, of course I agreed. 

She arrived the next morning, looking elegantly beautiful as always. Little did she know, I had a devious little plan for us and this "coffee talk" (emphasis on the word little, which I used twice in that sentence).

"Bella I'd like to show you a room in this facility that you have never seen before. It's a safe and caring place, where people experience deeper escapes into submission". I explained to her. 

I led Bella into the sissy bedroom. She didn't really gasp, her tummy was probably churning with butterflies and when I looked in her face, I actually saw a mixture of joy and relief. Like she wanted to finish up a stressful work day, come here to colour and have a nap with a stuffie. 

"I'm going to change your clothing Bella, and I'm going to change your look a little bit. Then I'm taking you into town, to a lovely café by the lake". I said to her in a soothing and babying tone. 

I sat her at the princess vanity and blindfolded her. I could feel her breathing heavily and trembling, not quite sure what was about to happen. She would now have a heightened sense of smelling baby powder and pink baby lotion in all areas of the room.  

I took my time and did her hair, combing it out and cooing to her. Despite being blindfolded, she told me this felt very soothing to her. What she couldn't see however, was that I was giving her extremely vulnerable, Shirley Temple ringlets and little white bows. 

When I removed her blindfold and she saw her reflection in the mirror she gasped out loud. 

"Oh Mistress, I'm not sure..."

I cut her off, telling her that I wasn't done with her yet. I had her strip naked for me, under threat of my hairbrush if she continued to fuss. I knelt to help her into the socks and sandals I wanted her wearing, I could smell her arousal. 

I chose a pair of nylon ankle socks for her, with ruffles at the top and a pair of jelly-sandals with a chunky heel. When she saw this combination on her feet, it was almost waterworks time! She protested and crossed her arms and threw a little tantrum in that pink bedroom. 

As per my previous threat, she got a terrible hairbrush spanking over my knee, in just her socks and sandals. She cried and wailed out loud, promising to be a good girl and begging for the rest of her outfit, if it meant an end to the searing hairbrush. 

Before we continued I told her to bend at the waist. I lubricated her bottom-hole and selected a pretty glass butt plug for her, with an ornate rose accent. 

I showed it to Bella, to which she groaned in complaint, before I lubricated it and spread her cheeks. 

Her naughty little pucker gobbled-up the plug and seated in place. Her bum crack was now perfectly accented by the pink rose detail. ,

"You'll be wearing this plug into town young lady", I said to her. 

"Have you ever worn an anal plug in pubic before young lady?" I asked. 

She groaned again, this time in defeat and humiliation. 

"No Ma'am", she whimpered out. 

I commented on how pretty her full asshole looked, which only humiliated Bella even further. I grazed two of my fingers across the folds of her pussy. As I suspected, she was absolutely soaked in arousal!

She rocked her hips back into my hand and moaned, likely dying to be fingered right on the spot. I denied her any further pleasure. Telling her it was time to get dressed. 

I chose a baby pink, denim overall for her, and a matching top that showed her tummy. Then finished her off with full-bottomed panties that had little unicorn patterns on them. 

Look at my forty-something, corporate executive and mother! Dressed head-to-toe like a little girl. Her humiliation was severe, but the escape she was craving from all of this age regression, was exactly what she wanted. It was 100% her fetish, we both knew that now.

"Alright little one, let's go!" I cheerfully said, as I watched Bella's stomach sink and her shoulders roll forward. 

"Please Ma'am no, not like this, I look ridiculous. I'm begging you!" 

"Bella huni, you have a safeword, please use it if you feel you need to".

There was a very long pause, as she contemplated her predicament, her bottom lip trembling from holding back her tears. 

"No thank you Ma'am", she bashfully whispered. 

...and into town we went, where things got even worse for my poor, little Bella. 

Mistress Andrea

xoxo

Continued in: Bella Acts out in Public

Darwinist Domination

Continued from: Domina Debut

Any pathetic male who willingly requests my services, knows very early on that they can kiss their orgasms goodbye. Conventional orgasms with their penis that is. 

Ladies, in a vanilla relationship, after your two minutes of penetrative sex with no release for you and your man cums inside you, what does he do next? 

Gets the eff outta there or falls asleep. Am I right? 

Nature is fighting against you. He's just spread his seed to reproduce the population and now, like an ape, he's not interested in you anymore. He needs to go find another receptacle for his seed or falls into that post-orgasmic slump.

Control when and how he cums, deny him orgasm or better yet, get yourself an inescapable chastity device like I use with all my silly male clients.

Don't even begin "training" him, until he's been locked up for 14 days, minimum! You can tease the fuck out of him, maybe give him your asshole or feet, but nothing more. 

You'll begin to see changes in his attentiveness, attitude and behaviour. More pleasant, more helpful around the house and more willing to dote on you. All this will go away the moment he has hand-sex.

You're down on the couch watching your Hallmark Christmas movies on the W-Channel, and he's "gone to bed early", so he can jerk off to my blog and images of me. So take away his ability to masturbate.

After 14 days you're making him go down on you daily, after 30 he's licking your asshole while you use a vibrator and by day 60, you've got him in panties under his business attire and he's begging for your strap-on. 

Such is the peril of poor Kyle here, as I helped Mistress Summer to debut as my well-trained Dominatrix.

 

This is a heterosexual male. Yet he has a realistic dildo in his mouth while he jerks off another. How is this possible? 

Well, he took a pretty good beating and begged to be raped by Summer and I, but to understand the true underpinnings of this emasculating submission, go back to the start of this post and read it through again. 

How humiliating! He thinks if he does a good job for Summer and I, I might unlock his caged penis. I might...but he hasn't taken enough dick yet. 

I asked Summer if she was ready to fuck. A term that had new meaning for her. This was the first time she had ever tried dungeon Dominatrix play.

She did not disappoint!

Look at my little sniper in action!

We finished off poor Kyle with a doggy, spit-roast. Can you believe he's paying $900 for this?! Cripes. 

What was it again? 67 days in his cock cage, with no cumming, limited erections and no masturbation? I wondered if his penis would even work anymore? 

I thought we'd better find out. Summer and I took him to my bedroom and I unlocked his penis. We set him up in a position where he could give himself a facial. 

When I DO allow an unlocking, the orgasm always has to be humiliating and shameful. 

Summer and I encouraged him to masturbate and cum onto his face and into his open mouth. It was dreadfully humiliating!

I wasted no time in getting him locked back up, while his spooge dripped from his face and lips. 

Summer and I celebrated with a kiss. I told her she did fantastic. Her response: 

"I fuckin' love this, Ma'am!!" 

Mistress Andrea 

xoxo

Continued in: Bella's Age Regression Kink