Dream Team

Continued from: The Tears of the Sissies will Water the Meadows of France

The day had arrived for Remy, the sissy boy from France, to join the girls and I for his fantasy session. I would be playing the role of the strict Schoolmarm. 

(Not sure what I'm doing with my hands in this one)

I arranged for one of my older, male, slightly creepy clients to play the role of the leering Principal in this all-girls school. Then, as I stated in the previous post, I put together my dream team of fellow students. Beautiful women who would like nothing more than to tease, humiliate and belittle poor Remy, as the new foreign exchange student. 

Check out my dream team: 

We have Summer.

The bubbly best friend who's skirt is not regulation length, just to drive the boys mental. 

Nancy. 

The more mature, senior schoolgirl who is the leader of this group and close assistant to the teacher. "Assistant" could be synonymous with tattle-tale. 

Finally, the new girl, Carley. 

The goth-girl, maybe the wild-child, believed to be unpredictable. This will be her first playdate at my Facility so I'm not sure what this little pixie is gonna do. She does look great in her uniform though. I can't wait to see what this little sniper is capable of.  

There was absolutely no fuckin' around when this French wiener arrived. I booked him in personally, dressed in my role and wielding a cane. He was booked in through the cellblock area so he could truly appreciate his impending peril. Every stich of his clothing was removed, right down to the little pink, clit cage that he wore to his session. 

This was my view as I towered over him. He was completely hairless below the eyebrows, he lacked muscle tone for a man, and his pathetic little thingy looked like so: 

Ick! We need to get that little clit hidden beneath some panties, forthwith! I seized control of the keys to his little clit cage and locked them away with his boring, boy clothes. 

When Remy originally booked this multi-day session, he wanted to be dressed like the other girls. But just to make things worse for him, I didn't do a full transformation with makeup or a wig. I wanted him to still look male, just to humiliate him further, in the presence of my beautiful girls. 

Appearing outwardly male for day one was my rule, but dressed like a schoolgirl. He will have to show me that he truly wants to be a girl. He will need to behave like one, sit like one and learn how to please men like one, before I'll continue his transformation beyond his mere attire alone. 

Which outfit should we go with? I had three options that fit him. 

Option A:

(Not a huge fan of the shorts, but you can see his locked up little clit-bulge in the front)

Option B:

(It's important that he be in high heels, as he clicks around the classroom)

Option C:

(Look how ridiculous he is, dressed like that!)

Once I get him dressed, he will feel sick to his stomach with humiliation. Then I'll finally present him before the girls and tell him to introduce himself as Lena, his sissy name. 

Poor Lena is going to be in for a long few days! She's already crying and I haven't even caned her yet. 

Stay tuned. 

Mistress Andrea 

xoxo

 

The Tears of the Sissies will Water the Meadows of France

Continued from: Gamer Mode

Hello everyone. I have to take a quick detour from my exploration of newly discovered animations within the Sims. I received a fan request, for a personalized series. I'd like you all to welcome Remy. He is an adult male from France. 

Obviously under consent, he wished his own likeness to be posted for all to see, to shame and humiliate him even more than his outfit would suggest. 

As you can see, Remy is a sissy schoolgirl. His plaid skirt is lifted and panties lowered, to expose a tiny pink chastity cage, housing an even tinier little clitty between his legs. This is the style of dress he prefers to be in, rather than his boring male clothes. 

Look at the two little dimples on his back, just like a girl! It's called "Britney Spears back", Remy. And all the men enjoy seeing these little dimples, when they take you from behind. Very visually delightful and feminine in the timeout corner too!

From his pigtails to his knee socks, it looks like he has everything, with the exception of Mary Jane heels. He will remedy this very soon.

After my last post, Remy left me a comment on the blog that read: 

Hello Mistress.
I am a sissy slave schoolgirl from France who wears a chastity cage.
Could I become a character in your stories please
I would like to be enrolled in your school for girls and be required to wear the same uniform as the other students
I would follow the same training as the other girls and I would also be punished

I think we can accommodate this request. Maybe a little foreign exchange student program for him, but the only option available is an all girls school?

I need to first put together the perfect team of minions to ensure he has the "proper" experience during his time with us. 

Nancy Landgraab, remember sweet Nancy, the oldest of my clients? Perhaps she could provide a more "senior girl", maternal and caring approach to Remy's time with us, while holding the authority to discipline him also, like the den mother of the group? 

We now have an AI version of Nancy. What do you think...pretty close? 

And I know she can pull off the schoolgirl look. I have spanked her over my knee many times while she's dressed like this: 

My wife, Summer! Obviously. She's from Paris. We totally need her to be involved, so she and Remy can conspire, commiserate and giggle in their native language, behind the teacher's back. 

We all know that she can rock the schoolgirl look too! 

Then, we need a wildcard in the mix. Someone who could go completely off script and just do whatever. Usually this role is filled by Cassandra, the wildest of them all, but alas, Cassie is unavailable for Remy's visit. 

Maybe that Carley girl? Remember her? That mousey, tattooed little thing? If her Dominant, Robby, lets her, then perhaps she could come play with us? I'm pretty sure she would have a gothy, schoolgirl uniform in her wardrobe somewhere. 

Robby will have to let us know if Carley can come by for a playdate. 

As for you, Remy, it would appear the stage is set for some deep humiliation, severe discipline and continued denial. You can expect your submissive stay with the girls and I to be absolutely miserable!

How do you put it, Les Misérables?

Mark my words, the tears of the sissy will water the meadows of France!

Mistress Andrea

xoxo  

Continued in: Dream Team

 

Home Sweet Home

Continued from: The Huntress

So we land in YYZ, Summer and I, having enjoyed a lovely week in Paris together. We grabbed a limo for the trip home, slightly exhausted from the flight. I was eager to wash the travel off me. Summer was too. It was nice to be home again...

Until...I walk into my living room to this scene! 

Both of us giggled out loud. Cassie fuckin' kills me sometimes!

You can see for yourself, but Summer and I walk in on her gaming, on the couch, looking like she's been smoking weed all day. Her bratty, Nike High Dunks are resting on the back of some ridiculous male submissive who she has dressed in lingerie and heels. 

Within her strict gaze, a second pathetic specimen of a male, kneeling and gussied-up, head-to-toe as a French Maid.

Apart from Cassandra's munchies on the end-table, the place was actually spotless, the fridge was full, and the sinks and toilets sparkled. Ha! She and her sissy maids can house-sit for me anytime!   

In the vanilla world, this would of course be a shocking scene to walk in on. Here at my Facility, it was simply a Tuesday. The poor sissies had such pouts on. Just sickened with humiliation, especially after Summer and I showed up.

Remember the infamous Mistress Elaine? The British woman who would totally own these poor submissive men by dressing them in layer upon layer of satin and petticoats, heels and hosiery. 

This poor chap she always addressed as "Vicky". He always had the same pouty look on his face once she had him fully made-up. It was a look of such defeat, just nauseated with humiliation. 

There's the look. Isn't Vicky a precious little gurl? Silky-smooth and hairless.

Mistress Elaine was notorious for using the full stainless chastity belts on Vicky and some other sissies who made appearances. One of them even had an electric-shockable anal attachment that locked onto the main chastity belt. That was a wild video...watching her torture this poor dude's rectum, while he begged and squirmed around on the bed in vintage lingerie and a dress. Totally something Cassandra would do... 

Apart from torturing her sissies, Mistress Elaine would often get them fully dressed-up and their little dicklettes locked away, before making them perform curtsies, to humiliate them. She would make them mince around the house and serve as Victorian-era maids.

Her scenes always involved Vicky in shit for something or Vicky had not performed a clean enough curtsy. Mistress Elaine would then spank, cane and paddle his bare bum, then peg the sissy with a strap-on. What a Goddess huh? She wielded a wonderous cocktail of physical and psychological dominance. 

I read somewhere that she was actually the seamstress or dress-maker, who custom-designed these satin and ruffled outfits. Who wakes up one day, with a skill-set like she has for these lovely artistic creations, and decides to start making them in men's sizes, to eventually keep a stable of sissy maids? Haha...amazing.

Good for her! 

Come to think of it, I should have a dress-maker on staff at The Facility. Some of these silly males would go beet-red if they had to come to me to be custom-fitted for a sissy dress. Something like this perhaps, for the most masculine of my submissive men?

A skilled seamstress could also add the lockable features for me, to any sissy outfit. These little additions are an absolute must for any sissy of mine!

Yes...on their bras too: 

It's one thing to forcibly feminize a male submissive as a form of control, punishment and humiliation, but you can take it to the next level psychologically, if their delicate attire cannot be removed without bolt-cutters or the keys! Lol...

 

Anyway, back to Cassandra... 

She had a padlock on the neckline of the maid dress one of her men was currently wearing. She also had their high heels padlocked to their feet. Good girl, Cassie! I taught you well. 

I noticed the dude in the pink lingerie had an inflatable plug up his ass. Typically something you would use to stretch and prepare the area for a good fucking. 

I gestured toward the sissy with the plug and asked Cassie, "are you preparing her pussy for something?"

Cassandra replied and pointed to the man in the maid's dress, then to the sissy on his hands and knees.

"Yes Mistress Andrea, this one (maid) is going to fuck this one (lingerie), but they didn't want to participate in anything homosexual, they're both straight." 

Ok...well how is one going to fuck the other then? I thought to myself...

Ahhh...leave it to Cassandra and her creativity, to push the limits of these two without breaking the limits. 

Is it still gay if it's not your own cock? 

Summer and I may have to stay and watch this go down...

Stay tuned. 

Mistress Andrea

xoxo

 

Continued in: Is it Gay?

 

The Huntress

Continued from: Threesome with Bella

It's been almost two years since I posted a story titled, Bella's Daughter, Cassandra. This story recounted the the first time I laid eyes on this raven-haired beauty, who bears a striking resemblance to Dua Lipa (my newest butterfly-causing, girl crush...Dua! Omg...can't even)!   

Cassie was only 19 years old in that period of time. She was bitchy, slightly emo, with a great big chip on her shoulder. She's still all of those things, but over the years we have channeled her inner-rage into something much more productive.  

Cassandra's creativity and cruelty when it comes to physically and mentally torturing men, surpasses even my skill level. Of course this is at their request. Clients have even begun asking for her now, rather than me. They call her "Mistress Cassie". She is truly remarkable to watch. She has become a Pro Dominatrix. 

Do you remember the fetish and spanking model, Miss Cassie? Often times referred to as Cassie Canes or The Huntress? She was an idol of mine when I was a younger girl, diddling myself to videos of her spanking men and sissies over her strict lap. And oh boy, she had a strict lap. Her canings were just savage! Her strappings were epic. 

The Huntress actually reminds me a lot of "my" Cassie. Oozing confidence and rarely breaking character or cracking a smile.

She had some great content back in the day. What a Goddess! 

Now it would seem that I have a Huntress of my own. I don't know where her clients are coming from, they're not clients of mine. Tinder maybe? Swipe up if you're male and want to become her bitch for the night? 

I guess there's never any shortage of ridiculous males out there, who find themselves in her talons and under her stiletto. All of their toxic machismo gets stripped away by her enchantment, eventually finding themselves in a bra and panties, sniveling and begging for mercy.

I asked Cassie if she would do the honours and blog about her "house-sitting", while Summer and I were in Paris. Unfortunately Cassandra is of a generation who communicate in emojis and TikTok dances, rather than written-word. It seems I'll have to regurgitate her exploits, on her behalf. 

I'm not sure what the name of her captive is, I suppose it doesn't matter. We can just call him, Sissy or Sissy Bitch. His tiny penis is locked in a tiny chastity cage, he's in a matching bra and panty set, I'd say that makes him her bitch. 

He's wearing a blindfold but doesn't know that there is lettering on the front of it. 

Toward the end of the session, Cassie made him pose in his bra and his panties, wearing the gag and the blindfold. She took pictures with his phone and set the above image as his lock-screen. Lol, what a weapon she is! 

Then, I think she spent the next few nights messaging him about how badly she wants to fuck him, but doesn't mention anything about unlocking his penis.

Accepting defeat, denial, frustration, and hoping to get a chance to fuck Mistress Cassie, the silly sissy will return for a session with her. It is then he will realize that wearing a pink blindfold that says "fuck me", will usually get you fucked at my Facility...haha. 

Oh is he ever fucked, indeed! 

Cassie won't do make-up or wigs like I do with my sissy bitches. I do full transformations. She on the other hand, wants him to still present as male. A male who happens to be in a sundress with knee socks and high heeled-sandals. She wants him to feel humiliated and ridiculous.

She'll pose her sissy bitch and photograph him...threatening to post the images if he doesn't suck dick. 

(Blackmail fantasy requested by the client. Yes it's a thing...) 

She'll remove his gag and hover her finger over the imaginary upload to social media button, until he finally begs for her cock. He's concerned about the image of him in a dress being out there for the world to see. 

Sure enough the veiny, realistic dick ends up in his heterosexual mouth. She makes him moan like a whore and pretend he's enjoying the blowjob, from the opposite side of things.

Nice head-bob, Sissy Bitch. 

 

Over to the bench for a good paddling and whipping now, where Cassie will critique his poor cock-sucking skills and punish him for it. 

Then into a cage to reflect on his punishment, reflect on the fact that he is in a dress and heels and to anticipate what he knows is coming next. Cassandra towers over him, stroking her girl-cock while his remains locked in a tiny chastity cage.

Cassie can safely leave him to reflect, with no hope of unlawful masturbation or escape from the room. Before she does however, she tells him he's going to be fucked in the ass when she returns, just like a bitch. Then she'll leave him for 45 to an hour, to hang on those final words. 

I told you she was a weapon, didn't I?

Turning men into her bitches since 2022! Haha

I'm proud of you Cassie. You have definitely earned the title of "Mistress". You're a Dominatrix now. 

I don't think your mother would approve. Lets just not tell her, what do you think? 

Mistress Andrea

xoxo

Continued in: Home Sweet Home