Spanked by Lady Jose

Continued from: Set, Session and Scene

[F/m] [sissy] [spanked for real] [chastity] [pro disciplinarian] 

Exciting development everyone!

For those who have been following along for awhile, several little teasers have been dropped along the way, about a sissy gurl from Belgium named, Alice. This is how Alice spent some of her day today, and this will be the first time she has seen these images of herself. 

I would also like you to meet Malcom: 

Alice and Malcom are the same person, and once upon a time he used to be "male". He had girlfriends, he had sex with a woman once and to this day, holds a PhD in something-or-other and maintains a high-profile career. On today's date, however, he was dressed like a little girl and sent to the corner with a red bum, having just been spanked by an amazing woman. 

How did this happen to poor Malcom? 

Tales of sissy Alice is a blog that Malcom started and currently maintains. If you'd like to know why and how his little penis ended up in a chastity cage for the past 200+ days, he explains it all on his blog.

Alice also maintains a very popular Reddit page that can be found here: Sissy in Denial

On her Reddit page, you will find her daily chastity verifications, her weekly maintenance spanking updates and the attire that she sleeps in, that her "Daddy" makes her wear:

From the image above, it looks like she's going to bed with ME by her side! How cute! Am I worried that Alice is only using me for masturbation fuel? Wanking her little pee pee to oblivion, to images of me? Nope!

This has never been a worry of mine. Alice is not physically capable of even getting an erection, due to her chastity system. She uses an app called Chaster and a 99% secure system of locking, verification codes and a combination lockbox that she cannot see the combination for. Once per week, the app allows her a five-minute window of access to her key. She uses this time to unlock for hygiene and shaving before the key goes back into the lockbox with a new combination. 

Five minutes per week across the span of 200 days, is 2 hours and 22 minutes of freedom in that span of time. When she reaches day 365 locked, that would equate to 4 hours and 20 minutes of penis freedom, out of an entire year. A little too long if you ask me, but I'm not her "owner".  

For an added layer of verification and security, she films this entire process and posts it online. 

If she goes over the five-minute mark in her weekly ritual, even by a second or two, the app will add an additional twelve days to her chastity sentence. 

And if THIS wasn't enough, she has an online "Daddy" who controls this Chaster app as the keyholder, guides and mentors her through weekly rituals, and directs what sort of sexual activity she gets to have with her "boyfriends". Her Daddy is also the one who administers her weekly maintenance spankings and monitors her cornertime. 

Twenty minutes before her spanking and twenty minutes after, once per week. If sissy Alice lived for another 50 years, to age 89, she will have spent 72 days of her life, standing in the corner with her bum bare. Eeeek!

In addition to serving her online Daddy, she is permitted to perform the duties of a Secretary for me. She is the editor-in-chief of my blog stories and is responsible for some cross-page marketing of my blog. If any of you happen to find spelling or grammatical errors along the way, please let me know, as Alice will be in deep shit! 

Here she is in WFH mode, creating a tribute montage of me.  

At some point, Malcom tumbled down the rabbit hole and became Alice. Quite literally, through the looking glass, this is what he sees: 

Alice has been obedient, safe and sane, and has been diligent in her service to me as my Secretary. I thought I'd give her a gift, maybe a life-changing experience she would not have otherwise thought of. A chance to finally get her out from behind the computer and experience something more real. 

She has a fucking machine, she self-spanks for her Daddy once per week, she dresses like a little girl and posts online...but it really can't quite compare to the real thing. 

Alice, this was my gift to you, a simple email: 

Dear Lady Jose, hello. 

I’m Andrea, from Canada. 

I have a distance dynamic with a sissy male from Belgium. We are interested in exploring me sending him to a proper female disciplinarian sort of arrangement, that we would like to become regular, maintenance if you will. 

Just not sure if you do sissy type dynamics and such? 

It would be a pleasure to hear from you at your convenience. 

Andrea 

In a few days, unbeknownst to Alice at this point, I received a reply: 

Dear Andrea,

Thank you for your email. It’s wonderful to hear about the dynamic you share together.

I do offer sessions with sissies, but please note that my sessions are conducted on a professional basis meaning they are paid. My rate is €250 per hour, with a deposit of €50 required, which can be paid via PayPal or Throne.

I’ve also attached my registration form for your reference. Should you agree with the pricing, I would need explicit consent from your sissy before proceeding with any spanking.

Looking forward to hearing from you!

Best regards,

Jose

At this point...actually I didn't know this until today...Lady Jose is an A-lister in the spanking community. There are many female disciplinarians out there, but I had no idea she collaborated with the likes of Sarah Gregory!! (huge girl crush on her)

The entire "Tara Gregory" series in my blog is based upon the legendary Sarah Gregory. That series began here: 

Tara Gregory: Beginnings

Alice, you don't realize how friggen lucky you are! Lady Jose had Sarah Gregory, and now YOU, over her knee! That's insane and I had no idea until I visited Lady Jose's site: 

Book with Lady Jose

Finding a "proper" female disciplinarian can often be difficult. Sometimes the ops starts creeping into the admin, and suddenly there are leather bus-driver hats involved and assless chaps, talks of pegging and worship. This is not what someone seeking a real, old-fashioned spanking wants. That's not what I wanted for Alice. 

We were fortunate to not only find Lady Jose, not only realize that she is in close proximity to Alice, but also, that she replied so openly and welcoming to my initial contact. The next step was to have Alice introduce herself. 

Dear Lady Jose,

It is a pleasure to make your acquaintance.  My name is alice, a 40 year old sissy male living in Antwerp.

I have been instructed by Mistress Andrea to contact you directly regarding the possibility of organising a domestic discipline session should you accept my application.

I have prepared the application form as required and have attached it to this email.  I wish to thank you for the time in reading this application and look forward to hearing back.

Yours sincerely 

alice

The suspense built over the coming weeks, until Alice finally had a date booked and I received this: 

Dear Mistress Andrea,

Tomorrow is the day your sissy and I are going to meet and I am looking forward to it. 

Do you have any preferences for implements I can use on your sissy?

Best Jose

And this was today, what a delightful treat from the remarkable Lady Jose!

Dear Mistress Andrea,

Your sissy is in my corner right now. Alice took the spanking so good and Alice looks so pretty!

I'll share one picture with you but there are more to come

Best Jose

My reply: 

A good 20 minutes should do! Hehe.

Very nicely done, even. I like the white ashy splotches. Was she polite and respectful, Lady Jose? 

Alice was in the timeout corner while this email exchange occurred. I even commented on her hour glasses and how cute those were. I asked her later on if she uses those for cornertime which she does. 

One large, one small...is one of them an hour and one of them a half-hour? What a cool idea! She replied to my twenty minute comment with this: 

Okay 20 minutes!

She is so polite and pretty.

Very respectful.

I’m proud!

Awwww! How sweet. This makes me proud too, as the initiator of all of this and the fact that Alice was a direct representation of me. Additionally proud, now realizing that I was speaking to a spanking A-lister! Omg, Sarah Gregory, I can't even! 

Anyway... 

What a great experience for Alice and I truly hope she sees this as a gift from me. I've asked her to write about this experience for me and I'll post it here for everyone to read.  

And this will NOT be the last time she sees Lady Jose, I assure you! 

Please enjoy watching her in action, a lovely free spanking clip of Lady Jose in some serious F/m: 

Hard Hand and Brush Spanking

Mistress Andrea

xo

Continued in: Mistress Andrea's Gift

Set, Session and Scene

Continued from: It's all in the Eyes

[F/f] [spanking] [humiliation] [cornertime] [anal]

I am going to resume my TED talk series on a few more aspects of the lifestyle that I feel are important to cover, then we are going to turn things over to Sarah Jane, who wanted to re-tell the story of her very first playdate with Mandy, orchestrated by yours truly. 

Unwinnable Circumstances

Cassandra was the queen of the head games, making silly male submissives choose between the lesser of two evils, or what they thought was the lesser of two evils. This form of psychological torture pitted her male clients into predicaments within themselves. Be fucked in the ass by Cassandra, or have another 90 days added to your chastity sentence, your choice. Sixty-nine with another male slave, or feel the bite of her single-tail whip. Then she would make them actually choose the path of their own torment, before carrying it out. 

Everyone always has a third choice too, being their safeword, but those are rarely used. 

What Cassandra won't do, however, what I won't do either, is to present an unwinnable scenario to a submissive, with consequences for failure. Take this example for instance: 

I'm going to tie up this lovely submissive, I'm going to rope-anchor the Hitachi against her pussy and then I'm going to turn it on, full blast. 

If you orgasm...you're getting punished! Then leave her to the disparity of the inevitable. 

I have electro-pads on Summer's nipples, there is a vibrating anal plug up her ass and the wand is locked onto her pussy with one of those trusty, lockable, vibrator belts. I might tell her she's not allowed to cum, even threaten her about what I will do if she does...

But am I actually going to punish her when she cums? No. This is an unwinnable scenario and I'm not that cruel, plus, it will frustrate the submissive. 

A slow and steady handjob without stopping, while a bound slave just lays there and takes it. I've told him he's not allowed to cum under any circumstance, but I still keep my pace on his cock. 

I'd totally just edge then lock him back up if this was a real scenario. If you possess the skills to do a ruined orgasm, I would suggest that as an option too. 

But let's say that wasn't the goal and I just wanted some head games at play, violently jerking him off while telling him how horrible his life is going to be if he should dare cum in my presence. He's going to fail, it is inevitable. I'll make him consume his mess, to shame and humiliate him, but I'm not going to punish him for cumming, this was an unwinnable scenario. 

Set, Session and Scene

These three terms speak to the planning phases of a playdate, based on what the submissive wants and how I intend to deliver their fantasies.

A session, is the entirety of my interaction with the submissive. A session could last for several hours or even several days, where breaks can be taken into the vanilla world and into vanilla activities, but everyone remains in role, everyone abides by rules and structure, along with official titles. 

A scene, is a specific activity performed within the session. I spoke of admin and ops in a previous post, being two different things but interconnected overall. This would be an example of two scenes within one session, complimenting one another, doing admin before I do ops. 

Let's say for instance that I'm having a session with Mandy. I have told her that I'd like her age regressed when she arrives to my house and that she will be seeing "Mommy" today, for a spanking. 

We're going to do all kinds of other stuff today but I'm starting with admin, vulnerability and humiliation to kick-off the session and this maternal-style spanking becomes our first scene. 

As for sets, this would be the breakdown of my first scene, it's very easy to organize. 

Set 1: Mandy will do 20 minutes in the corner of the living room with her bum bare

Set 2: Called from the corner for OTK hand-spanking

Set 3: Have her fetch "Daddy's" belt from bedroom, give a strapping over the arm of the couch

Set 4: Wheelbarrow pose for the leather paddle

And so on, and so on, set after set, you get the idea. 

Set 9 (for instance): Finish her in the corner for another 20 minutes, bum bare.  

I said before that admin should be real and predominately non-sexual in nature, and in this example, it absolutely was. However, Mandy needs to thank me, "properly", for her spanking, and this is now where ops begins to creep into the admin. Her humiliating attire hasn't changed, my maternal attire hasn't changed, yet I planned ahead to ensure I was in lovely, vintage lingerie, under my pinup dress. As for her, I want her to be engaged in sex acts while still in her age regression clothing. There's a taboo about it, there is a humiliating vulnerability about it, and I want her to experience and tap into this. 

We're still in the same scene, about to begin Set 10, our surroundings, our attire, has not changed and this is why it is the same scene and not a new one. She's still calling me "Mommy", as I summon her from the corner and have her crawl towards me on her hands and knees. She will be made to worship my high heels, my feet, my bottom hole and eventually go down on me to completion. This is the manner in which I want to be thanked for taking the time to spank her. 

Now the scene has ended! I've just orgasmed onto her mouth and lips and she will verbally thank me for that gift, gazing down at the floor with her little pigtails cascading down her flushed cheeks.   

We might have a soak in the Turkish bathhouse that I installed in The Facility, we might go to the kitchen together and get some fruit. The session is still running, but the first scene has ended and she has no idea how many more I may have planned.

When I'm ready to begin the next scene, I tell her what to do and where to go. In this circumstance, this is what I wanted: 

I had Mandy stripped bare and vulnerable, still sporting the effects of scene one, when I brought her to the shower where I had an enema bag prepared and hung. I lubricated her, I probed her ass with a gloved finger, then inserted the enema nozzle into her bottom hole. 

Scene number two of the session has just begun. 

I began the flow of warm saltwater water into Mandy, rubbing her pussy and breasts, tweaking her nipples and offering her supporting words as she took the full two-quarts, her sense of urgency worsening by the second. I left her alone to do the next phases of clean-out by herself, while I went off to change into my scene two attire and prepare an outfit and the setting for the next phase. 

Based on my attire alone, you can tell that we are well into the ops side of the house now. Mandy doesn't know exactly what's coming but she can probably surmise that by wanting her fully cleaned out back there, she's going to be in for some heavy anal play. 

I went with a virginal white for her, to act as a stark contrast to the non-virginal acts we were about to engage in. 

And yes, I fucked Mandy in the ass while she got herself off with her fingers. 

She was treated to two orgasms with my girl-cock in her bum, then I rode her face for awhile as she diligently returned the favour. 

End of scene two, change of outfit. 

A lot of the time, this is an easy way to think about the structure. Each scene gets its own unique outfit throughout the entirety of the session.

I began scene three in loungewear and heels, because that's exactly what I wanted to do to end-off the session.

Mandy began scene three like this, serving me drinks and sucking on my toes as I savoured my drink and her lovely mouth. 

I even treated her to a little end-of-session, celebratory drink, but with a twist: 

Booze tastes better when suckled from the toes of a Dominatrix. It's a fact! ; ) 

I'll leave you with a final scenario to contemplate and I'll continue this learning series later on, as there has been an exciting development today that I want to write about.  

Here's the final two riddles: If you're a male submissive who has his penis in a chastity cage, and you do not have control over the keys to unlock that cage...does that mean you're like always in a session? 

If you're living a domestic discipline, female-led-relationship and that video radar, speeding ticket just arrived in the mail...and you have to give it to your wife to pay, because she controls all finances in the home...and you know you won't be sitting comfortably for the foreseeable future once you show her the ticket... 

Does that mean you're just constantly within a session? Underscored by scenes, like the one described above? 

Set, Session, Scene...Lifestyle is the fourth one, the missing link. 

We'll discuss lifestyle next time. 

Mistress Andrea 

xoxo

Continued in: Spanked by Lady Jose

 

It's all in the Eyes

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