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