Punished

by Tina Majors

Sophia looked to Jennifer who simply nodded her approval.

  What was I expected to do in this situation?

  Despite all of my humiliations and going along with them, sometimes enjoying it quite a lot, this was surely a step too far for me to go?

  I looked again at Jennifer and realised that my indecision had not impressed her.

  Before I had a chance to correct my mistake, Jennifer and Sophia both sprung up from their seats and grabbed me by each arm and began to drag me, with ease it should be said, over to the warehouse manager.

  The look on his face was one of pure power, a sophisticated and successful man who was used to getting exactly what he wanted in life. Career, expensive lifestyle, women, this man had it all.

  “Maxwell, meet the sissy!” Sophia said.

  Maxwell smiled and beckoned me closer. I felt both Jennifer and Sophia let go of my arms. I felt a surge of nerves go through my body and couldn’t help but look him up and down.

  Rugged, sophisticated, smart, his large frame looked very masculine underneath his designer suit in the classic business cut. I also couldn’t help notice what appeared to be a substantial bulge in the crotch area of his trousers.

  I could have sworn I saw it flex up and down!

  I blushed and looked away, before feeling a nudge in my back.

  I knew I had no other choice.

  I walked over to Maxwell and began to sway in time to the music. I was very nervous at first, not helped perhaps by the laughter from the women watching. But as I began to lose my inhibitions I felt a powerful feeling taking over me. I looked at Maxwell as he licked his lips and spread his legs a little – who knows what needed more room inside his trousers?

  Suddenly, I had forgotten about the extremely degrading nature of what I was doing and was shaking and popping my sissy body in the most outrageous and slutty ways imaginable.

  I decided to take a risk – but a risk I hoped would impress Jennifer, Sophia, and, of course, Maxwell.

  I moved forward and placed myself on his lap.

  I began to thrust and grind directly over his enormous bulge and immediately felt like this was a step forward in my transformation into pure sissydom. I enjoyed the feel of his rock hard, and clearly huge cock against my cheeks and tiny sissy dick. I could feel myself getting very excited and this didn’t go unnoticed by Sophia.

  “Watch out, Maxwell! You might end up with some sissy clitty squirts over your pants!” Sophia bellowed, loving every minute of this.

  Maxwell seemed to take this information on board pretty quickly and came up with his own solution. A solution that it goes without saying did not involve me having any kind of say in the matter. He quickly grabbed me by my slender hips and turned me over so that my sissy booty was up against his crotch and my stiff dicklet was facing downwards towards the floor.

  The power in this alpha god was immense and I completely gave up control to him as he pushed and pulled me back and forth on his crotch.

  I could feel him pressing my weak body harder and grinding me on him for longer.

  Even though this was all for his pleasure, and I was nothing more than his own personal sex toy at this juncture, the experience turned me on so much.

  Then it happened.

  As I heard him grunting, the feel of his cock through his suit up against my feminine sissy booty, my sissy clit couldn’t take any more and I felt it began to spurt.

  My cock had popped out of the tiny thong so everyone was able to see it squirting and splurging its mess all over the floor.

  As the assembled crowd cheered and jeered, hurling all manner of insults in my direction, Maxwell continued unaffected until he reached his own crescendo and pumped me so hard it really was as if he was taking me for real.

  “Now get on your hand and knees and clean that mess up!” He said, as he put me down on the floor with not much care for me.

  “Clean it with your tongue!” Sophia instructed.

  I knew this was what was expected in this situation. One of the first things I had learned from Madame Annabelle back at her ski lodge was that a sissy always cleans up her mess, no matter when and where she makes it. I dutifully began to lap up the hot cum that I had exploded onto the floor.

  I looked up and saw the men leaving, all laughing, some of them clearly checking out my body, my little clitty still bouncing from what was a truly explosive sissygasm.

  What was also noticeable was Sophia, Jennifer and Maxwell still in conversation.

  What were they talking about?

  As they all turned to look at me I put my head down so as to avoid any punishment for slacking on my cleaning duties. But in terms of what they were discussing, I would soon be finding out exactly what that entailed, and what their plans for me were…

  **

  My training under Jennifer continued – there was no sign of Annabelle returning just yet. Punishment after punishment rained down on me, humiliation after humiliation. But, it wasn’t all bad. I was constantly getting new additions to my sissy wardrobe, being rewarded when I did well, a real mix of carrot and stick approach you could say.

  Well, it was Saturday morning and I felt a slight ache in my shoulder. Oh, this really was a heavy bag I was carrying. At least it would get lighter as I gradually offloaded all the flyers as I went from house to house.

  I was wearing a pair of white and pink Air Jordans, so comfort was not a problem when it came to the footwear department at least. I figured there must be enough leaflets for a hundred houses, but I had been told that I only had forty minutes to deliver them and make my way back to the house.

  That seemed quite difficult to achieve, I really wasn’t overly confident at this stage of proceedings.

  At least it wasn’t too hot.

  You see, we were in the middle of a heatwave, and I knew as the morning wore on it would build and build, getting hotter by the moment. As it was still very early morning, the temperature was fairly cool, but not cold.

  Certainly, it was manageable and not likely to result in me passing out from heat exhaustion at least.

  We must always count our blessings, I thought, attempting to convince myself of the upsides of this situation.

  The early hour also reduced the risk of me being seen, or confronted about what it was I was delivering, specifically I mean the nature of the leaflets and why it was me, of all people, who was putting them through people’s doors.

  Or at least that was my thinking at the time.

  Well, I crossed the road, checked the map feature on my smartphone and began walking down Dollar Avenue, arguably the most expensive and exclusive road in the zip code.

  The immediate downside of this situation was that each house was enormous, meaning lengthy driveways, security gates, and a substantial walk in between houses. All of this would add significantly to my time out on the street, and given the time limit imposed, plus the increased likelihood of being spotted or confronted as the morning wore on, this really wasn’t the primo situation I wanted to find myself in.

  I looked down and saw that one of my laces had come undone.

  The weight on my back meant that if I tried to bend down to tie the lace back up I could well collapse, and I really didn’t want that. it crossed my mind to ignore the lace and carry on with it undone.

  This of course could have led to me tripping over, and I knew that would be painful and, even worse, could lead to me damaging or dirtying my clothes – and that would not go down well at all. And, hey, I was never one of the cool kids at school who would walk around with their undone laces on display, taunting the teachers, demonstrating a kind of nonchalance that only true rebels can embody.

  No, I would have to place my backpack on the floor, do the laces up, then put the backpack back on. It would slow me down initially, but it was the safe option, and I knew it.

  **

  With my lace tied and my backpack now safely returned to my straining back, I began to walk down Dollar Avenue.

  I looked around at
the perfectly manicured sidewalk lawn, the thin trees with their perfect branches.

  Man, this was a step up even from Annabelle’s place.

  I wondered exactly who lived in a place like this.

  I figured it must be celebrities, or investment managers, or perhaps even celebrities married to investment managers!

  Hey, you know what I mean – this place was oozing with hard lucre, the kind of big bucks you associate with Hollywood producers.

  I heard the sound of a dog barking.

  It was a low pitched bark, sounding less like a dog, more like a mythical wolf. Well, given the amount of money in this neighbourhood, who was to say that it wasn’t actually some kind of genetically engineered wolf-dog hybrid.

  I’m kidding, of course, but you never know the true extent of what the rich have going on behind closed doors.

  Just think of every major conspiracy of the last two hundred (and more) years.

  That’s right, it always has the link to the wealthy somewhere there.

  Even going back to the Roman Empire, it was the wealthy families who had their hands dipped into every coup, every war move, every new emperor.

  Trust me, I’ve spent time studying it.

  I did love history at school, too. But the thing with history at school is that you get the highly prescribed, PG13, pro-establishment version. A consequence of this is that history is effectively rewritten from the point of view of the victor, and all other nuance is wiped away as if it never existed in the first place.

  Harsh, but true.

  This is what definitely happens, so always be aware when you are being spoon fed the latest hot take on current affairs, there will always be an angle, motivated by power and money, being pushed down your throat. It’s a medicine that most definitely is not good for you.

  I did notice that there was more room for debate and different angles when I went to college, but by this point the dye had been set, I had kind of fallen out of love with mainstream education, especially history.

  Think about it, all college professors usually have books to sell, or narratives to maintain so that they can nail tenure. So that means they are either controversy hounds just looking to sell books or establishment stooges who avoid any kind of investigative work in case it rocks the boat and costs them a cushy twenty five year job in the ivory towers of academia.

  That’s my take on it, can you tell I’ve thought about it?

  Ironically, it was a teacher who gave me this perspective, many years ago. Ultimately, this professor realised that academia wasn’t for him and went on to pursue his dreams of adventures overseas. I’ve tried looking him up online, but have had zero luck in finding anything at all.

  Maybe one day I’ll try again, I might luck out and stumble across a clue.

  I’m blabbering on now.

  Well, enough about this, maybe walking down this street was triggering me somehow, being in the presence of this level of wealth stirring up a lot of emotions.

  But this wasn’t the time to get too bogged down, I had leaflets to deliver.

  **

  So here’s the situation. After what had happened at the store, my total sissy degradation in front of the female and male workers, and Jennifer and Sophia introducing me to Maxwell, it had become clear that they had plans for me to continue my sissy training.

  The lap-dance I had given to Maxwell had clearly enhanced my status as a gold star sissy in the making.

  In my Skype call with Madame Annabelle, she quizzed and probed me on how it felt shaking and grinding my booty for a big alpha male’s pleasure. I could only reply, despite my complete embarrassment, in the affirmative.

  The thing was, it felt really good.

  I mean, it was very evident that at the time it felt good, as I made a huge sissy splurge all over the floor as Maxwell man-handled me on his crotch, but even afterwards as I had lay on my bed that night and contemplated what had happened I felt a very strong sense that not only did it turn me on, it was also something that I should be doing, that it was in my nature to act like that, to use my sissy sexuality for the pleasure of men as well as women.

  Of course, as I am sure you can imagine, as I lay there in my bed that night reminiscing and assessing what had happened earlier that day I felt my sissy cock stiffen, harden to maximum levels very quickly.

  I knew that if I gave in to temptation and jerked it, I would face punishment in the morning, but the truth was that I didn’t care, I just had to act on my feelings.

  When it came to admitting my crime in the morning, which I did in front of not only Madam Jennifer, but Selina, the cleaning lady too, I asked for leniency on the grounds that I was only acting like a true sissy wimp would, impossibly aroused by the thought of a strong, muscular, powerful man dominating me.

  Of course, my pleas fell on deaf ears and I was given a thorough spanking that also involved being roundly laughed at and mocked by Selina, who herself too great pleasure in spanking me around each room as I helped her with her morning dust and hoover.

  Back to now.

  As a result of this progression, Madame Annabelle had decided that I should spend more time with Maxwell, if he agreed. Jennifer agreed, and in a conversation that I heard from my position of on all fours on the floor underneath Jennifer’s feet, it was agreed that Jennifer, Sophia, Maxwell, and I would play a round of golf together at his exclusive members club.

  Well, when I say play a round together, what I mean is that they would play, and I would be their caddy.

  And when I say caddy, what I mean is sissy slut caddy, dressed in full golf slut costume, ready to serve their needs and whims. The idea behind this was to continue my training, provide me with more public humiliation and exposure, and see how the fit with Maxwell worked.

  “You see, sissy,” Jennifer said. “It could be that Maxwell becomes your first proper Bull. Do you know what that is?”

  I had an idea, after all a lot of the videos and clips I had looked at online would often reference bulls – big black males who loved to dominate their sexual partners, and often cuckold the wimpy white men and also use their boi pussies and sissy mouths for their pleasure.

  I nodded and felt my face flush red as I did.

  “Of course you know what that is,” Jennifer had laughed. “Now, if we’re going to do this, I want you really ready to do anything, and I mean anything that Maxwell wants. Tell me, if he asked you to get on your knees, what is the first thing that would cross your mind? And be honest, I’ll know if you’re lying or holding anything back….”

  I knew I couldn’t lie to Jennifer, and I also knew that I couldn’t lie to myself. So, I answered as honestly and as fully as I could.

  “If Maxwell asked me to get on my knees,” I said, “I would drop down and open my mouth, ready to accept his big, black, powerful cock. I would help him get it out of his pants if he wanted. I would let him rub it over my face, slapping it on my mouth and cheeks to get it as hard as possible. I would feel excited, turned on, completely submissive to be in the presence of an alpha male would was ready and willing to take control of me. I would be totally ready to serve him in an way that he desired. I would want to accept his hot, sticky alpha cum all over my face, body, and in my mouth. I would be ready to take the next step towards becoming a proper sissy.”

  As I was saying all this, I could feel myself getting turned on, but I knew better than to try and hide this. I looked at Jennifer and saw that she had noticed my cock bouncing and twitching inside my plain black sports thong.

  “Good, good,” I can see that your training has helped to unleash your true sissy self. But, of course, I can see that you also need some corrective treatment just to make sure you don’t have any sissy accidents.”

  I then followed her instructions and bent over her lap and took what was a significantly painful fifty hard spanks to my ass. There was no stimulation to my puckered sissy hole for this spanking, and the way she positioned me stopped my from grinding my cock against her l
egs.

  So in other words, it was pure punishment, a stinging reminder that I was only allowed to experience pleasure when I was told, that I was totally subservient to my superiors.

  What was in store for me later at the golf course would be full on proof of this.

  **

  I saw someone with a pair of wireless headphones that looked kind of interesting. I always found it hard to get a good pair of headphones, mainly because I found that the kind I wanted to wear had to cover not just regular usage but also for when I was working out.

  So you can see my dilemma, right?

  I needed a pair that would stay secure in my ears under heavy duress but also retained a level of comfort that would allow me to wear them when I wasn’t working out.

  Also, and this shouldn’t be underestimated, I also needed to retain excellent sound quality. Call me a sound-snob if you want, but I think if you are listening to music, or even a regular podcast, it is important if not vital that you hear it as the artist intended.

  Now I wasn’t in the position to go splashing out on a pair of BOSE earplugs that could potentially set me back in excess of three hundred dollars.

  No, that was far far out of my budget.

  I was looking more at the economy section of the online shopping world. The ideal situation would be to catch a deal on a Black Friday event, maybe get a n expensive pair reduced to a bargain price.

  Sounds good right?

  Well, in theory I am sure that would be the perfect solution, but in reality I had never really managed to get a good Black Friday deal.

  Why?

  I always seemed to turn up too late to the party, when all the primo deals had sold out. Maybe this was food for thought regarding how I should prepare better for this kind of thing?

  Who knows. But back to this situation.

  I looked over at the person with the interesting looking headphones and made a mental note of the brand logo, it was a kind of large red coloured upper case B. I made a mental note of this and resolved to look it up later that day.