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

Continued in: Les Misérables

 

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

 

The Secretary

Continued from: Call me "Sir"

Meanwhile, back at MY den of debauchery, everything was seemingly vanilla. Everything except my wife Summer, who was dressed like a little girl, and my new idol, Goddess Vanessa, who came over for brunch before both of them had a flight to catch. 

The stuff that was coming out of her mouth, oh my word! About what she just did with her husband and her bull. I was blushing and covering my mouth. 

Her wild tales became the inspiration for the last few posts I made, as she told Summer and I about her unique relationship in extreme detail. I was calling her "Goddess Vanessa" to her face, I was so impressed. I treated the two of them to Montreal smoked meat, eggs Benny! A truly luxurious dish.   

When I served Vanessa she immediately said, "thank you Mistress Andrea, this looks divine." I responded with a, "you're welcome Goddess Vanessa," after hearing the descriptions of her playdate. I was actually feeling a little subby toward her, which is extremely rare for me these days.  

From the couch in the living room, Russ even cocked his head in our direction, his arm lovingly wrapped around his baby-doll, Sarah Jane. 

"You made him do WHAT?!" He shouted toward Vanessa, referring to something he overheard. "Good lord!" Russell said as he chuckled and tickled Sarah Jane who giggled in his arms.  

Russ and Sarah Jane had become such a cute and blossoming little BDSM couple. They adored each other, that was evident. Today she wore over-the-knee socks of a senior schoolgirl, a role she had spent some time in now, slowly but confidently earning her gold stars of progression. She looked super cute. His palm rested on her bare thigh, the lovely void of exposed flesh between her socks and flirty, plaid skirt. 

She still called Russ, "Daddy", but that was about to change. The next morning she was set to be promoted to the role of his slutty secretary, and she would now be addressing him as, “Sir". 

I think they celebrated with one last night in her "little girl" bedroom. Sarah Jane was a bit torn, she knew "Sir" would be a welcome escape from stuffed animals and pink sheets, but she would ultimately miss her "Daddy", and the comfort that space provided for her. 

I'm sure "Daddy" gave his little one a good “farewell for now.” By morning, her socks, kilts and Mary Janes would be replaced by pencil skirts, stockings and stilettos.  

Meanwhile, it was just Cassandra and I alone in the bar, Summer and Vanessa left for work. You know what pairs perfectly with the richness and luxury of eggs Benny? Champagne! 

After two glasses Cassie was offering me a lap dance and pole dance. I got comfortable on the couch to watch her sexy little frame, gyrate and sensually sway like a cobra. 

She slowly stripped her top off, one arm at a time, followed by her little bra, before spinning her bare back into the pole. 

Gawd she is sexy! As you can probably imagine, things escalated from there. 

The Champs had gone right to my pussy, which tingled like the bubbly I continued to suckle off Cassie's nipples. 

Cassandra begged to go down on me. She knows I like it when she flips to full blown submissive for me, even though her verbiage is not as eloquent and refined as her Mother, Bella. 

"Please Mistress! Please may I taste your hot cunt!" 

Trucker mouth...sheesh! 

When her Mom goes down on me, she asks my permission like she's speaking to Queen Victoria in 1837. 

What an eager little tongue though! Holy Christ did I ever cum. 

In preparation for Sarah Jane's promotion, Cassie and I had spent the past few weeks converting a loft in my home, into a cool office space with a bit of a steampunk feel to it.  

It served as a fantasy space for Boss / employee scenes for my clients who wished to be spanked by their a lady boss. I was letting Russ use the space to further train and condition Sarah Jane. The Secretary stage is one step closer to Sarah's ultimate goal of reaching the Upper Floor. When promoted to that illustrious rank, she would become a sex slave to multiple partners, couples and required to serve at large parties or events.   

Russell and I both agreed that Sarah Jane would benefit from a mentor. Who better to join her in the office space than my beautiful Bella Goth? A woman of incomparable grace and elegance, who happens to be my owned sex slave and has already been promoted to the Upper Floor. 

I can think of no better mentor for Sarah Jane to help her make the transition from a "little one" to a "big girl." 

Of course these two will need a boss, Russell, to keep them in-line and on task. Bella and Sarah Jane will actually be doing work in this space. We have so much online content, client bookings, fetish sales and the fan sites for Summer and Vanessa to manage. 

We'll see if Russell can manage these two with his firm leadership. I just hope he doesn't get too distracted, we actually have deliverables that need to be accomplished here. 

Mistress Andrea

xoxo

Continued in: "Forced" Labour