Alice in Wonderland

Continued from: Miss Julie's Blog

[FF/m] [F/fm] [kink show] [spanking] [sissification] [chastity/denial] [public humiliation] 

A special thank you to those who were able to use my blog as a book of condolences for our beloved Miss Julie. Please continue to do so if you'd like her to see a farewell message from you. I am sure she will be checking and may reply in the comments. 

To help fill the void that has been left behind, perhaps I'll bring back her iconic character for some family dynamic, Daddy spankings, right at the dinner table. Her little green cargo pants didn't stay up for long during this one, as her actual Dad gives her a spanking on the bare, right in front of her immediate family: The Spanking She Never Got

With Julie's blessing, perhaps we can even create an A.I. version of her, to enhance any future works or tribute posts.

In the meantime, I'll try to quench the thirst of her readers and followers by inviting you to follow along with this blog. For the best experience, I suggest starting at the very beginning and reading in order from oldest to newest posts, as there is a main storyline that develops throughout the entirety of the blog. The earlier stuff is a little clunky as I was just starting out and trying to hone-in on the overall art and content. I am thankful for Miss Julie's help in the early stages, as she was always open to my "how does this work?" questioning. 

Some of my content is purely fictional, as are a few of the characters who exist in the Sims world. However, much of the content, even if a fictional character is involved, is based on my own relationships and experiences with BDSM and spanking, even romance within the main storyline. 

What should be purely fiction, what should be a whimsical wonderland of erotic dreams, is actually the new reality of sissy alice, who is here to tell us all how far down the rabbit hole he just went. Directly continued from: A Star is Born

A sissy alice story:

As far as outings go, my first as alice was pretty awesome. Bent over the knee of a beautiful and renowned disciplinarian and being spanked was a dream come true, a wonderful gift from Mistress Andrea who sent me there for a "real" spanking. 

I was not prepared however for the task about to be bestowed upon me, or what would happen thereafter. 

This was bombshell one...

...what Mistress wrote about in her last post and the message I got from her that day. "Do you have any idea what Lady Jose has just asked me, sissy?" 

Mistress sent me a screen shot of an email from Lady Jose to Mistress Andrea which was also described in the last post. Wait, does that say what I think it does? I had to read it multiple times for it to sink in. Damn my clitty cage felt tight that day, especially when I was given permission to attend this kink function. 

The good thing is there was only about a week and a half until the event so I had little time to wind myself up about it. The bad news was there was only a week and half to go until the event so I needed to get my things in order. Dresses, make up, logistics. I'm a planner. First time I went to my spanking appointment with Lady Jose I had my dress hanging on display in my discipline corner a few hours before my session. 

Fortunately, I had already got approval from my online "Daddy" for a bunch of new dresses that were on the way via post. As the dates ticked by I grew more and more excited. I organised the hotel rooms for Lady Jose and I and after some discussion, we agreed on three outfits I would bring to the hotel and try on and let Lady Jose decide how I should dress. 

The side effect of all this planning and anticipation were my panties pretty much being constantly wet, my clitty would NOT stop leaking. Like, it was ridiculous! By Tuesday I was changing my panties twice a day. 

Then, the next bombshell hit just two days before the event. "There might be another girl joining us, Kitty. She's a lovely easy going person like me." 

Ok, sounds fun. Hopefully I'm still spanking I thought...

"Is she a spankee or spanker, Lady Jose?" I asked innocuously. My brain was going overtime. Am I going to be spanked by two beautiful women now? Am I to stand in the corner whilst Kitty is spanked? Is this all a dream? 

The response from Lady Jose was so normal, an almost throw away comment as if this was everyday conversation. Maybe for Lady Jose it is, but for me it's not so when I read the response: "She's a porn model." 

My jaw hit the floor. When I clicked on the Fetlife link I think my jaw carried on falling through the floor of my 4th floor apartment and ended up in level -2. 

Drop

Dead

Gorgeous!

So now, the reality of my situation was sinking in. I was going to a fetish show, dressed like a little girl, to be potentially spanked by the beautiful Lady Jose and there was going to be Kitty there as well - a stunning porn model to join in. 

Pinch me, pinch me. This is definitely a dream. 

My chastity cage had definitely shrunk, by this point it almost felt like constant pressure. I cope pretty much all the time with my clitty cage, I have been locked up for 216 days and I haven't seen a naked woman in real life for years, YEARS! 

The next thing I knew, these two women were in my room, picking out my attire and dressing me up like a little girl, complete with hair and make up, jewelry and accessories. After getting to the event we got our VIP wrist bands and headed inside. It was still quiet, things apparently would pick up later in the evening but I was still in shock, being the arm-candy of Lady Jose and a submissively-dressed, near-naked porn model named Kitty. 

We went into the fetish area of the show, where the more kink oriented happenings were going on and soon had a bottle of bubbly on the go. There was some amazing rope bondage being demonstrated, the skill involved was mind-blowing. It was inside this fetish area we got our first spanking, and I mean WE because Lady Jose made Kitty and I stand face-to-face, holding hands whilst she took turns spanking us. I was on cloud nine, standing in front of the gorgeous Kitty, being spanked while people walked past or stopped to watch. I felt so vulnerable yet so safe there, I couldn't have let go of her hands even if I wanted to. I needed her support. 

After this we walked around some more, looking at the stalls, grabbing some food and checked out some of the stage activities. 

Later, after another walk around it was time for another spanking back in the fetish area, and it was getting busier. This time there was no Kitty to hold my hands, she was busy holding the camera! Oh boy this was a good one. Lady Jose kept tugging my panties, wedgy-style and almost using them as a handle to hold my butt in place whilst I was spanked. 

It felt so good and so vulnerable, there with my arms and legs spread on the St. Andrews cross. I didn't realise until the end that we had gathered quite the crowd!

Lady Jose had also spanked Kitten up against the cross too, and I must say it was one of the hottest things I have ever seen, and two of the best pictures I have ever taken. 

Like, wow! Everybody by this point has stopped to watch, transfixed.

We took a break and watched a male strip show on a stage. All three of us enjoyed watching them before heading back for what would be my last spanking of the night. The big one! 

Up against the cross again, more crowd, more intensity. The strokes started to hurt now. Lady Jose expertly knew when to push my limits and when to ease back a little. Subtle check ins, a gentle hand on the shoulder, tender nails across my hot bottom. All expertly done as ever. 

I was so aroused by this point, I could feel my clitty literally dripping between my legs as I held onto the rings and just let the experience take over me. 

The girls then took on a gentleman from the audience that stopped to...admire the situation. I have never witnessed a man wearing nothing but a t-shirt and underpants, stand in public with his hands down his underpants whilst two women put on a spanking show...but now I have. Kink is awesome!

He expressed an interest in being spanked by both Lady Jose and Kitty and they didn't disappoint. 

Now, I admit, I was soooo jealous of the man at that stage. I wanted to be there instead. Well you know what they say, be careful what you wish for. Once the ladies were done with Mr. Underpants, Lady Jose asked if she could use my bare bum to give Kitty a lesson on where and how to spank. 

So I found myself one last time against the cross, panties pulled down, female hands wandering across my bottom, lower back and legs as Lady Jose went through the 101's of where it is safe to spank and where it isn't. They took turns spanking me at first, and Kitty was really good at it. 

At first I couldn't feel the difference between Lady Jose and Kitty - the intensity was discernible but as it went on it became a blur. 

When the two ladies teamed up, each spanking a bum cheek, I was in heaven, and my god was the crowd big! By the end, my tooshie was on fire, the divine feeling of two different hands caressing and soothing my abused bottom was almost too much. I felt so aroused, so humiliated, so sexually frustrated at that point. 

Just look at how sexy Kitty is!! Omg. 

This dream had to end eventually I guess, but my goodness it was the most amazing experience I can remember. Even writing this now I wonder if it was a dream, or how I got so lucky to be able to experience this?! I can only thank Lady Jose and Kitten for such a night. 

And Mistress Andrea, oh how I am forever indebted to Mistress Andrea. It is only because of her this is all possible, through her guidance, wisdom and encouragement. 

So thank you Mistress, thank you Lady Jose and thank you, Kitten. That truly was a once in a lifetime experience that I will always treasure! 

Kisses

alice

xxx

It certainly sounds like sissy alice had a fun time, despite being publicly spanked, humiliated, feminized and never to be freed from his chastity cage. From what I understand, he has booked a one-on-one, full and proper spanking session with Lady Jose again, towards the beginning of May I believe. I'll be sure to post an update on that one. He might be dressed as a schoolgirl and introduced to the cane, hehe. 

Additionally, it seems sissy has earned the trust and fame of this wonderful community, enough so that he has been invited to hold the camera once more and film some kink content for Lady Jose. It's like a torturous form of cuckolding right? He's a docile sissy, he will likely be dressed like a parody of a little girl, in ridiculously frilly attire. He's not a sexual threat or concern to the women as his penis is and will forever be locked up...

He's the perfect camera holder, albeit, incredibly frustrating for him. Apparently another internationally renowned, female disciplinarian will be in town soon. Sissy alice will be helping to film the production and I expect, before too long, he'll be staring in these productions also. 

I wish him all the best in his future endeavours and who knows, perhaps you'll see sissy alice content pop up here from time to time, along with other, more professional porn content that he is now engaged in. 

He's gonna be a sissy porn star in no time! Go check out "Sissy Joyce" if you want to see what that looks like and what alice's new reality might be. 

Good luck, alice. 

Mistress Andrea

xoxo    

   

Continued in: Julie: 1998

 

Mistress Andrea's Gift

Continued from: Spanked by Lady Jose

[M/f] [spanking] [OTK] [strapping] [sissy] [feminization]

I am pleased to report that not only did Lady Jose permit me to post about her services and the session she had with sissy alice, but she also said she liked it! And, a little icing on the cake, she liked my content enough to share it on her social medias and with Miss Sarah Gregory!! I'm freaking out right now. Star-struck!

Let's see if, in equal measure, Lady Jose likes alice's version of events.

The following, was written and illustrated by sissy alice. It is titled: 

Mistress Andrea's Gift

I woke up with a start, wide awake, nervously grabbing my phone and checking the time, it was only 05:46.  I am always paranoid about oversleeping on days when big things happen and boy was today a big day!  Today I was going to be spanked for real.

I had been looking forward to this day for a while now, the first appointment was delayed due to sickness which only added to the anticipation, but finally it was here. 

Not only was this going to be my very first IRL spanking, but it was really the first time I had been face to face with someone in real life not pretending to be a boy but being my real self, as alice. Add onto that my appointment was with a renowned international disciplinarian as well and you can understand my excitement and nerves!

It started a couple of months before, Mistress had been keen to have me experience a real life spanking and had found Lady Jose after a little research. The first thing I knew about it was an email from Mistress getting me to fill in an application form, which was really exciting! Thankful to Mistress who helped me fill it in, and before long I had emailed Lady Jose with my application, nervously hoping I would be accepted.

Before long Lady Jose came back and accepted, and the date was set. My outfit for the spanking was outlined and approved by Mistress. I was to be dressed like a “little girl” for my spanking. The outfit had been prepared and hanging in my discipline corner for the past few days, ready for the session, a constant reminder of the humiliation I was about to endure.   

Mistress had been teasing me about the approaching day, making sure it was always on my mind. Mind you, I think I would have been thinking about it without the teasing but it added to the mix of emotions swirling inside me, feeding the giant butterflies in my tummy.

Some of the last advice from Mistress the night before was to “remember my manners, stand feet together, eyes downcast. Remember to curtsy if required and address Lady Jose with the respect she deserves." I was to be a demure and dainty young lady. 

It struck me that I was not just there for myself, but I was representing Mistress Andrea. I wanted to do her proud in front of Lady Jose and make this an experience of a lifetime.

I made sure to shower well, shave everywhere I needed to (legs, clitty, armpits, chest, face). I had made sure to save my hygiene cleaning for this morning so that my locked clitty was as clean and presentable as it could have been.

For discretion it was agreed I would arrive at Lady Jose’s studio in “boy mode”, but that was not a problem, I could wear a boy's tracksuit bottom and top over my real clothes. I set about putting on my nails, and making sure to apply a touch of make up (mascara, eyeshadow, just a hint of blush on my cheeks), before putting on my lingerie and dress. The cuffs and choker, along with my wig and Mary Jane heels would go into a bag for transport.

By the time I was dressed and ready it was…oh, I was ready about 4 hours early, lol. Ok, so maybe I need to dampen my excitement a little.  

I managed to see out time to 2 hours remaining, before deciding to leave. It was only a 1 hour drive but I didn't want any chance of being late.  

Typically the journey could not have gone better, and with about 10 mins drive left, and over an hour before I needed to be there, I pulled into a service station for a nature break and a nice canadiacano* 🇨🇦 coffee.  

*Sorry America, it sucks when things named after you are just randomly renamed, right?

I'm not sure what sissy is referencing here. Maybe a stab at numb-nuts in the U.S., trying to rename the Gulf of Mexico? 

In which case, I propose that we start calling the Great Lakes, the Great Canadian Lakes!

After finding parking and walking past Lady Jose’s place once and round the block to waste a few more minutes, I finally pushed on the door to her place and entered, no going back now, alice!

Lady Jose was so welcoming, and incredibly gorgeous! I mean wow, She was dressed in a satin green dress, the shape of which teases glimpses of the hosiery and garter belt underneath. Beautiful pearls around her neck and black heels adorned her feet. She looked amazing, but it was her smile that really caught my attention.   

A smile like that goes such a long way. Her warm greeting helped put me a little at ease as I scanned the room.

Part of the room was made out as a living room, a chaise lounge, small ornate coffee table and other chairs, along with pictures on the wall and a dressing table. I spotted a bench on the left that adorned a number of spanking implements, and on the coffee table lay a couple more.  

Carefully placed to catch the eye, but not totally in your face. It was so well visualized, the whole room.  

Quality implements, Lady Jose. Well done! That's one element that truly makes a difference in a discipline session. 

I was offered a coffee and asked if I would like to chat first or change. I opted to get out of my boy costume so went round to the toilet and stripped off my disguise.  

My heart was thumping now, I could hear Lady Jose and the click click click of her heels getting things ready, and with one final deep breath I stepped out to face someone in real life...as alice.

I was taken aback at how complementary Lady Jose was to me, she absolutely adored my outfit and kept telling me how pretty I looked - me, pretty! If I wasn’t blushing before I was now! We sat down and talked, about me, about Mistress and such, how I got into kink. It was friendly, welcoming and helped me settle in.  

All of the scene had been discussed between Mistress Andrea and Lady Jose in advance, but it was nice to clarify and agree on what was going to happen. We also agreed on a safe word system (red/amber/green) and before I knew it Lady Jose smiled, sat up that little bit straighter and said those wonderful words.

“So alice, are you ready for your spanking?”

I was sent to stand against the wall that would be, for this session, “the corner”, my heart thumping out my chest. I was so nervous, it was all about to happen.  

I don’t think I was there long before Lady Jose called me out and directed me to stand beside her.  Pointing at her lap she said, “you are going over my lap for a while now, alice, you will be there a while and your bum is going to hurt after.”

I laid over her lap, felt her place one arm over my back to hold my hip and it started. Softly at first, with my dress covering my bum still.  A gentle hand spanking warm up. It felt so good, the arm around my hip, the rhythmic slap slap slap of the firm hand on my bottom. I was told how pretty my dress was, as I was laying across her lap being spanked.  

Lady Jose paused briefly to pull up my dress and compliment my satin panties before resuming my spanking.

With one less layer protecting my skin the spanks began to get stronger, and my bottom was starting to warm up.  

In the next pause my panties were pulled down and we were into full bare bottom spanking. It felt incredible, her hand was so firm, the spanks so consistent as they slowly built up in intensity as my spanking progressed.  

Eventually there was a pause and I was sent back to the corner, to show off my pretty pink bum. As I stood with my nose to the wall, I could hear the click click click of heels behind me. I guess Lady Jose was taking pictures but also getting the next stage of my spanking ready.

Sure enough I was called back over Lady Jose’s lap, for more hand spanking. To be a 40 year old man dressed as a little girl, bent over the lap of a gorgeous woman whilst being spanked is a humiliating experience! The spanks were getting harder now, and eventually I was letting out small moans with the strikes.

"There, so you CAN make sound after all, Alice,” I remember Lady Jose joking. Guess up until then I had been rather quiet, trying to take in the whole experience spank by spank.  

Lady Jose had already told me the order of what was to come next in the pre chat - hand, leather, wood.  That was the order. Softer at first and building up intensity. I was living exactly what Mistress Andrea had written in the lesson about maintenance spankings! It was like these two had been to the same spanking school, or borrowed each other's textbox on administering a proper spanking. 

Lady Jose finished the hand spanking and soothed my now pink behind with her hand. The feel of her warmed hand over my bum was so arousing, I was nervous I would leak on her dress! My clit-cage was coming into direct contact with her lap, the little pink nub of a chastity cage that I had been locked into for 203 days at this point. 

Then, a new sensation, something cooler was slid over my bum, and Lady Jose informed me this was one of two leather paddles I would be receiving.  

The swats were harder, making me groan with each one. I could feel my sit spots start to complain when the strokes hit in that perfect spot as the two different types of leather paddles were used to add yet more depth in the colour of my bottom. 

 

I think it was now that Lady Jose used her nails to gently glide across my spanked bum - oh boy what a feeling. So sensual, so soothing! Before I knew it I was nose to the wall again as click click click went those heels, getting the next stage ready. Leaving no uncertainty that I was being disciplined by a woman!

I was called back and this time was told to bend over the arm of the chaise longue. It was time for my belt strapping.

Now the feel of a belt swatting across your behind, when wielded by someone with the expertise of Lady Jose is a wonderful experience. The sound, the feeling, the intensity!  

I know I am a bit of a masochist so I really liked the belt, grunting as each blow hit. It was intense, but at the end Lady Jose asked how that was, on the traffic light system. In my state of mind I said green, the last spanks hurt but overall it was fine. 

Probably not the best strategy, alice, telling a professional disciplinarian that "it's fine" after she's tanned your butt with a belt. Tsk tsk.

“Go to your corner, I have just the thing for a little pain sissy like you,” Lady Jose hissed.   

Nose to the wall I listened as her heels clicked off into the distance. Then the clicks returned, and Lady Jose came next to me, told me to look at her and held up something called a Canadian prison strap. Oh my, that thing looked intimidating.  

* Another Canada reference 🇨🇦 today, it’s like it was written in the stars ✨… 

Now the leather belts hurt, but the prison strap was so much more intense. Each stroke made me cry out as Lady Jose expertly wielded it's fury. 

“This is what happens when you say green to a true Disciplinarian, sissy!  What colour is it now?”  Lady Jose asked after finishing.  

Haha! Told you so!

My first thought was ouch, that thing hurt a lot. Yet part of my brain, thankfully a very small part, was begging for more.  

“Amber now Ma’am, definitely amber!” I cried out.

* Later, Lady Jose would tell me that the strap was a lazy spanker’s dream implement. Minimal effort to use, maximum effect on the butt!  

After a short corner time pause, it was time for woods. Lady Jose had selected a beautiful dark wooden hairbrush with an inlay, “A beautiful implement for a beautiful sissy spanking!”

Antique ebony hairbrush maybe? Those are frightening. And I think I saw one, at the ready. 

Yep. Right next to those super-cute hour glasses that I would totally use for lengthy corner time. 

With the focused areas of the small brush, my sit spots were really hurting now, I was crying out like a little girl with every blow. There were a range of paddles, I lost track here now a little. There was another small brush, a large brush, a olive wood spatula (apparently it’s a very strong wood - good to know given my old spatula broke a couple of weeks ago!) and a bath brush.  

I hate bath brushes, damn the hurt - Lady Jose said it’s down to the length.  

After more corner time, it was time for the most humiliating thing I have ever had to do. The wheelbarrow pose. Now I didn’t actually know what it was at first, but when Lady Jose described it, I was mortified! Positioned like that she would see everything, my most intimate spots! 

No hiding from anything, as EVERYthing is on full display. It truly is a very vulnerable and humiliating position to be spanked in.

Positioning myself, head down and straddling her lap, Lady Jose started playing my red bum like a drum, with the spatula and bath brush, and I was so humiliated I hate to say I started giggling. I couldn’t help it! Those sorts of situations sometimes make me laugh uncontrollably, it’s the nerves. Lady Jose didn’t like that, slapping harder I was told, “this is not supposed to be funny alice, this is supposed to be humiliating!”  

Ummm...ya. Once again, probably not a good idea, alice. You and I are going to have a little chat about this part, young lady!

Oh Lady Jose, it was sooo humiliating - hence the nervous, uncontrollable giggling. I was so sorry for that, believe me.   

You're going to be! 

It was approaching the end of the session, but there was time for one last position. I was instructed to lay down onto the chaise longue once more, on a towel and pull my legs up high, diaper position, the second most humiliating position I could be spanked in. 

Holding the bath brush it felt like Lady Jose towered over me as she inspected my behind.  “This is the only position you can look someone in the eye as you spank them.  Look at me alice,” Lady Jose commanded. I felt so small and childish, with my outfit to reinforce this fact. I felt like her naughty little girl. 

If being spanked isn’t humiliating enough, if spreading your legs so wide you expose every part of you isn’t mortifying, try looking someone in the eye as they spank you. I just couldn't do it for long, it was so humiliating. My tooshie killed now with every stroke, every blow of the brush. With a final 6 swats Lady Jose seemed content with her work.

For one final time I was back in the corner. This time Lady Jose informed me she was messaging Mistress on how I did and sending her images. I was so nervous, what would Lady Jose say, what would Mistress think??

What Lady Jose told me at the time was that Mistress really liked Her sand timers…..  😂🤭  I hope there was more in there, maybe something about my tooshie but still, they are lovely sand timers admittedly.

I told her to give you 20 minutes in timeout, which was covered in the last post. She's a professional disciplinarian of international esteem, she doesn't / didn't need my help. Just look at your naughty bum, she's a pro. 

Even on the eve of your session when she asked me what implements I'd like used on you, I made a few comments but again, she didn't need my two cents. My gift to you was just getting you there in the first place ; ) 

It was humbling to think these two divine, majestic, dominant women were conversing over me, little old me, as I stood in the corner with my panties hiked down and my bum bare. I have no idea how long I stood there, Lady Jose occasionally said something from the conversation with Mistress. I was so content at that point, nose to the wall, my bottom glowing hotter than it ever has before knowing I was being spoken about like a naughty child in the corner. Corner time is so powerful, so therapeutic at times like that.

This was my gift from Mistress Andrea, the most wonderful, amazing gift delivered by the amazing, beautiful Lady Jose. I was so honoured by it all, sad it was over but so grateful none the less.  

After some time I was called out of the corner and the situation felt immediately more relaxed.  Lady Jose offered me a coke, or fanta, and it suddenly dawned on me that I could really do with something sugary. I cannot remember if I changed first, or if we sat and reviewed the pictures taken first. It was so nice to have a relaxed conversation after such a thrilling session, it helped finalise things in my brain, just as corner time is such a powerful time post-session, to allow the mind to process all the buffered thoughts from the experience. We spoke about what worked, what could be done differently next time, about other fetishes and such. 

With a final hug (Lady Jose gives the best hugs by the way!) and some more kind words, I was on my way, a spring in my step unlike anything before, the cool air invigoratingly fresh on my skin.  I messaged Mistress immediately to tell her how well it went, and headed to my car. I couldn’t wait to get home and debrief Mistress on what had happened that day.

Mind you, the drive was less than comfortable, next time I think I'll need a pillow to sit on!

In very short order, the same day as my session actually, Mistress Andrea made a post about it and it was the first time she called this entire experience a gift, to me! I became emotional almost instantly, with tears blurring my vision as I continued to read and absorb the magnitude of exactly what she had done for me. 

I will never, ever forget how wonderful of a gift this this was. Thank you, Mistress Andrea. 

kisses everyone

alice

P.S. I've already booked another therapy appointment with Lady Jose. Apparently she and Mistress Andrea are already cooking up some details about the session. It sounds like I'm being "sent" to stay with my strict but caring "Auntie", and Auntie doesn't care for boys. She always wanted a little girl of her own... 

If permitted, I'll post again, after I've been back across Auntie's knee. Would that be ok? 

Very nicely done, alice. You've earned the ability to post on my blog with that wonderful content, your self-awareness and your willingness to continue this journey you're on. 

We'll see if your fans on here would like to see more of you. 

Mistress Andrea

xoxo

Continued in: First Time