In vino veritas - an Inspector comes

Serving Miss Daisy

Oh, so you are interested in hearing my story. I think that I should describe me as I was at its start to give a bit of context. Prior to the Company (more later) I had been told that I came across as a cocky arrogant bastard. That’s probably because I was and probably still am a bit. My name is Jake by the way, mid 30’s (look a bit younger) ex-military and keep myself fit. If you want a description, I have brown crewcut hair, about 6’ in height and with brown eyes. If I sound hot, that’s because I am, in my honest opinion and supported by the level of success with getting men gagging for me.

I also knew what I wanted and that was male ass (still is mainly). I am very much a gay guy. Woman held no interest to me. I love topping guys – my tastes are for straight or straight acting bi/gay. I know my views were conservative to an extent (but didn’t care, I did me). I could not understand men trying to be or appear to be women. To me, a man is a man and I like fucking masculine men. I just didn’t get sissies or femboys. I am not necessarily talking drag queens here. From experience, some of them are as tough as nails and masculine when in their civies (civilian clothes to non military readers e.g. when not in drag). However, sissies and femboys were a completely different story. To me, they were just demeaning their male status in order to get their asses pounded. A real man doesn’t need to pretend to be a woman to get laid.

Talking of laying guys, I will be honest and say I am good at it. In the military, I turned so called straight men into cock loving bottoms (sometimes with a bit of a struggle but that was part of the fun of the chase not that I needed to do much – they were Betas to my Alpha).

To make ends meet, I did and still do some stripping to make money. I love getting the attention that I am due but it is mainly for groups of horny women so it is just a job. However my main income comes from my OF page. Its amazing to show off my body to women and beta men. Both willing to pay to watch me oil up and then wank off providing some satisfaction for their dreams knowing that I am out of their league. For premium paying punters (mostly guys), I get a fuck buddy round and, after oiling up, I fuck him into the middle of next week. I have been asked whether I am in a relationship with him but no, it is purely commercial. If his ass gets too loose or I get bored, I’ll get someone else instead.

So that’s all you need to know about me to follow my story. It begins after a Premium show when my fuckbud and I are lying in each others arms putting on a pretence of liking each other (but the viewers like it) and answering questions posed from the cash cows (or the viewers, if you want). A question about looking for relationships came up. I responded that I wasn’t looking for one as I enjoyed the pleasure of fucking new ass as much as possible, though, at times, a suck and a fuck could be quite boring. This sparked a few suggestions mainly offering me their asses in spectacular ways, which didn’t interest me. But I noticed that someone had just posted a webpage address. I sort of wonder what it could be about – there was nothing in the address that gave any indication that it was anything to do with sex, so it peaked my interest a little.

So after the show and the fuck buddy had fucked off, I went back through the feed and noted down the address. I dug out my laptop and typed it in. Surprisingly it was a company that offered gay men a BDSM experience. Intrigued about the saddos who used it, I read on. The Company offered a full range of activities from fake kidnapping to the wildest of sub kinks.

I sat back and thought about it. Maybe, I could try a little submission (though my initial reaction was just to close the page down) as it may be something that I could use on the lucky guys that I would fuck in future. After all, it couldn’t be as bad as some of the stuff, I used to do to men in the military. I could probably take anything that the Company could throw at me and more.

I wasn’t interested in the kidnapping stuff as it would probably be “go to x, get into van y” sort of thing. So I had a look at the kinks on offer. To be fair, the kinks came as a dropdown checklist and appeared to be fairly comprehensive. There were some like watersports and scat which I wasn’t interested in so I clicked on a few options that may be able to use on my conquests, so all ideas welcome. I was satisfied that I could handle anything they threw at me. We got up to some really rough play in the military, so I decided anything from a civilian would be reasonably mild. Then the website asked me to fix a safe word, describe myself and my general views as to sex etc. Without paying much more attention because, hey, I was cocky, I typed in the same as I have told you and then paid.

I heard nothing for a couple of days until a plain white envelope was posted in my box. Inside was a plain piece of white paper giving me details of where to go and when. It said that I should wear loose clothing. Nothing else.

So, on the designated day, I followed the instructions and arrived outside of what looked like a dilapidated shed type structure. Not what I was hoping for but was what I expected. A rip off.

I wanted my money back and so went in. To my surprise, the inside looked nothing like the exterior. It was all white except for a black carpet. It all looked new and modern. Almost medically clean to my initial view. I was in a hallway with a door at the end. However, I was not alone 2 men in black stood on either side of the door.

I could tell that they were ex military and on sentry duty. In other words bored out of their fucking minds. As I approached, one of them pulled out a tablet and asked me for my name and photographic proof of id. After I gave my details, I was nodded through the now open door. I was in another short corridor, doors to my left and ahead and this time, 1 sentry.

The guy, also in black and equally ex military, nodded towards the door to the left and told me to change my clothes into what had been laid out for me. Going in, I was in your typical gym locker room. There was a pile, a very small pile, of leather gear on a bench. I quickly got changed. Not that there was much to put on. The leather gear turned out to be cuffs, each with a heavy ring attached and a dog collar. Nothing else. Showing my junk didn’t bother me. I was fairly well endowed and a grower rather than a shower.

Before leaving the room, I had a look in the mirror and was fairly pleased with what I saw. I thought that the guy would be impressed at how sexy I looked even not saying so.

I then left the locker room and as soon as I was out, my legs were swept from under me and I fell to the floor. Fucking bastard, I thought, as the guy clipped a leash onto the collar. Leaning down, he stated that, until the session ended in whatever way, I was little more than a pet, a toy for the enjoyment of my chosen torturer. Any part of my body could be used for amusement and, he stressed it, he meant ANY part including orifices. I had to follow orders and that I would crawl on my hands and knees to the chosen starting point.

The guy pulled on the leash and dragged me through the door into complete darkness. He knew where he was going but I was disorientated lost in the darkness. After a while, a spot light came on. Illuminating a circle on the floor. There were 2 small about 1” high platforms a bit apart but from my position that was all I could see.

When we got to the platforms, I was told to stand with a foot on each. The guy pulled my hands above my head and I realised that there was a hook hanging from the ceiling. Quickly and professionally, he attached the rings to the hook, removed the leash and stepped back into the shadows. With a whir the hook raised up, stretching my upper body until I was standing on my toes on the platforms. A bit uncomfortable but nothing I couldn’t handle. I wondered if it was going to be him doing me.

Then silence fell. I had expected the guy to come back to play but he didn’t appear. I hung there for about 5 minutes, then I heard a strange clicking/clacking sound. I couldn’t place it but it was coming closer. And then a woman stepped into the spotlight. She had long blond hair, make up, a bra, a basque, pants, netting tights and boots with stiletto heels. All made from leather.
I couldn’t believe it , so much for catering to gay men. Any feeling that this was not a rip off disappeared from my mind. I was angry but, as she approached, something felt off about her.
As she got nearer and I could see more, I got a surprise. Going by the bulge in the pants, this was no woman. It was a femboy! Immediately I felt fucking angry that they had sent this sissy to play with me. I would be able to take anything that he could throw at me.

The sissy stopped in front of me and crossed his arms. His eyes were everywhere especially at my junk. I was probably the most masculine guy he had come across.
“Daddy didn’t lie in his description” he said in a slightly coy way. I didn’t like the way he spoke. Daddy seemed to have a hint of disgust combined with venom.
“And Daddy thinks men like me are below a man” He leant forward and ran a very long finger nail down my chest “Well let’s see if I can give Daddy a new view on things” There was definitely malice in that voice and, briefly, I wondered what I had got into, but dismissed the thought.

“To you, I am called Miss Daisy or, at a push, Mistress and that is how you will refer to me”. I grunted, there was no way that I would do that. Suddenly, my legs were swept away from under me. Only my fixed wrists stopped me from falling. Unprepared, the drop was sudden. I was no longer on the platforms and I struggled to get my toes back on. All the time I was struggling, he had a finger up at his mouth, giggling. When I regained my footing, he stopped smiling and took my face in a hand. I could feel his long nails resting against my skin.

“Miss Daisy did not like that noise of disobedience. Do it again and worse will happen. Like this” Abruptly, he brought his knee up kicking me in the balls. Gasping, I automatically shut my legs together. This meant that I was hanging again and struggling to find the platforms.  He stood back and crossed his arms. 
“Miss Daisy hopes that Daddy has learnt his lesson” I nodded still trying to get my breath back. He continued “This session will finish in 1 of 2 ways. Either you last the entire 3 hours taking everything that I throw at you” he pouted “but Miss Daisy will be disappointed or” he paused “Daddy asks very nicely that he sucks Miss Daisy’s cock like a good cocksucker and the session will end as soon as he sucks Miss Daisy dry” He smiled “which is the outcome Miss Daisy wants”.

I promised myself that, no matter what happened, there was no way that I would demean myself to sucking this thing’s cock.

“Does Daddy understand?” he asked. I nodded and he clapped his hands “Let Daddy’s education commence” he said as he approached me again.

He came right up to me this time. I could feel his leather gear rub against my chest. He was about my height but less muscled, much less muscled. Looking me straight in the eyes (I noticed that his eyes were light blue and sparkling).
“Miss Daisy likes Daddy” he murmured “it would be a shame to do any permanent scarring” I looked at him and from what I could see, he wasn’t kidding. At this point, I realised I was dealing with a psycho.
“Miss Daisy wants to taste Daddy’s mouth” he whispered as he grabbed the back of my head and pulled it forward. I could feel his tongue force its way through my lips, but I kept my teeth clenched. He pulled his head back and pouted
“Daddy isn’t playing nice” he said “so neither shall Miss Daisy”. Immediately, he kneed me 3 times in the balls, still holding my head. Again, I found myself hanging from the hook as I tried to get my breath and find the platforms. When I finally found them he said
“Second chance Daddy” as he pulled my mouth onto his. This time, I opened my teeth and his tongue invaded my mouth. I did not reciprocate. This resulted in him being disappointed again and 3 swift knees to my balls. By this time I thought that I had better do what he wanted. So we kissed exchanging saliva and tongues. He actually tasted quite nice but he became more and more fierce with his tongue. Suddenly, he put his arms around my neck and jumped up in me, wrapping his legs around my waist. My shoulders and arms were in agony, I could support me without too much pain but not the both of us. Ignoring my whimpers, he thrust his tongue deeper into my mouth and started to grind against me. There was nothing that I could do. He carried on doing this until my whimpers became moans and more anguished. He then dropped down off me, licking his lips “Daddy tastes nice. Miss Daisy approves but now fun must stop and Daddy’s re-education begin”

He moved around me, rubbing his hands all over my body, teasing with his long nails. Eventually, he was standing behind me, rubbing my back. “Hmm so Daddy doesn’t fuck men like me because we are not men. I wonder if Daddy is right? Even if he is, Daddy is missing out on soooo much” he continued to rub my back “For instance, in the heat of fucking Daddy would miss out on my passionate embrace and, at the point of climax, my hands on his back” His hands stopped rubbing and were up at my shoulders “He would miss out on my clawing at his back in pleasure” I bucked in pain as this psycho dug his nails into my flesh and dragged them down my back! Then he did it again! All the way down, stopping just above my ass cheeks. I was sure that my back was in ribbons. “See what Daddy is missing?” he whispered in my ear.

To my horror, he started to massage my ass cheeks. “Daddy has a nice muscular ass. Does he like using it when he is fucking? Thrusting his cock as deep as possible into the bottom’s ass” I didn’t let on but he knew me well.
“But does Daddy not have any love for his partner? Is it just sex? Does his lovely ass care for what it is giving out?” I was getting a bit unsure as where this conversation was going. “Daddy’s ass cheeks are vey naughty. They ought to be punished”. There was a sudden whack of something across my ass cheeks. He must have picked up what felt like a long paddle and was now laying in thick and hard on my cheeks. Over and over again he whacked me with the paddle. Pain was increasing with every stroke. I could feel heat building in my muscles as he hit me saying “naughty ass cheeks” every time.

I was groaning by now and there was relief when he stopped. Had he touched me, I think it would have been painful. However, it was worse, with my ass cheeks red and raw, he dug his nails in and dragged them all over them. I will be honest, I shrieked at the pain. “Good” the monster said “Daddy’s starting to learn”.

She, then, walked to face me. I noticed that he had a foot long paddle hanging from his pants. That must have been what he used to assault my ass cheeks. He stood in front of me with a finger up at his mouth as if thinking deeply. I thought that nothing good would come from it. I was right. She turned away from me and moved her finger side to side as if choosing something. There had to be a table in the dark. She clicked her fingers and picked up 2 objects. I couldn’t see what they were and, as she turned to me she hid them behind his back.

Miss Daisy pursed her lips as she approached me “So Daddy likes to fuck men in their asses but not in his. Miss Daisy is wondering if it is a preference or a power play. A power play smacks of arrogance and Miss Daisy does not like arrogant men. So let’s see what it is” From her back, she first produced a container of gel in one hand and a “toy” in the other. This toy looked to me as anything but pleasurable. It looked like a series of balls stuck in a line. Each ball bigger than the one before. The last ball looked huge – fist sized – and inwardly I shudder it was clear what she intend to do with it but how far in me would she shove it

Sure enough, as he liberally poured lube over it, he moved back round and then I felt my ass cheeks parted and the first ball pushed in. My unprepared ass twinged as the widest part of the ball stretched it. He let the widest part stretch the entrance for a while and then it was fully in and my ass muscles relaxed. The first ball was no bigger in girth than cocks that I had taken when getting turned out by the older squaddies, so it wasn’t too bad. He did the same with the next ball, insert, pause for stretch and then in. This was more uncomfortable – my ass rim definitely did not like it. Mind you the third ball was really painful. Once again, it was paused to stretch my hole. I wondered about the damage it was causing.

Miss Daisy spoke disappointedly “Daddy’s ass is too tight. The next ball will tear him. There will be blood” He wiggled the balls already in me. “Does Daddy want me to treat him the way he treats his men?” I wanted to tell her that I had never knowingly tore anyone but all I could do was to mutter “please no” and shake my head. Miss Daisy responded “Since Daddy asked nicely, I won’t this time.” Relief flooded through me, but it was short lived as she proceeded to pound my ass with the 3 balls. The stretch, release stretch, release etc as it was inserted and pulled back was agony. I was expecting my ass to be ripped apart. It certainly felt that way.

After an agonising while, the balls were pulled out and not re-inserted “Now is the moment of truth” Miss Daisy said and she came round and inspected my cock. Fortunately for me, the balls had been hitting my prostate and my cock was at attention. Miss Daisy nodded in approval “Daddy likes being fucked so its a preference rather than a power move”. God help me if I had been flaccid. I shuddered at the thought.

By now, Miss Daisy was stroking my cock, none too gently. “That’s us halfway and Daddy is still resisting’ As she was talking she slid a finger nail down my pee hole and started to fuck it “Miss Daisy must try harder” she muttered to himself. “I’m bored” she yelled “Move Daddy on”. The guy in black stepped out into the light and I realised that he must have been watching my humiliation so far.

As professionally as before, the guy lowered the hook and released me. I fell to the ground. My arms were aching from supporting me and it was a relief to be free. It didn’t last long. He put the leash back on and pulled me crawling again onto the next form of torture.

A light came on. From my position it looked like a table of some sort but with a set of stairs at its side. Miss Daisy snapped her fingers and I was basically lifted on to the table. My hands were secured to the corners and my feet into stocks slightly raising them off of the edge of the table.

Miss Daisy ordered the guy that she wanted to use the Board of Education, whatever that was. I soon found out. It was a short plank of wood that the guy rested across my groin. There was a hole in it and he pushed and pulled my junk – cock and balls through it so that they rested on the plank.

Miss Daisy held out her hand and the guy helped her climb the stairs to stand on the table, her legs on either side of the board. He then let her go and disappeared back into the dark.

In this position, Miss Daisy towered over me and I realised just how vulnerable I was to this psycho. I thought for a moment that he was going to pee on me but his cock remained in his pants. Instead, she started playing with my gear with the toe of one of her boots.
“Do you know that Miss Daisy’s nickname is The Eunuch Maker?” she murmured. “Balls are such delicate things to destroy so badly that they need to be removed completely” I stared at her thinking that she would be capable (and willing) to do so. She placed the sole of her boot on top of my balls “All you have to do is squeeze” and she slowly put her weight onto that foot. I yelled as my balls became pancakes.

She smiled “Now Daddy is listening” and placed her other foot on my cock head. She then shifted her weight from one foot to another. After what seemed like ages, she lifted her feet off my battered junk.
“You know you get greater pressure and so pain from a small area” To my horror, she placed one of her stiletto heels on top of my left ball. Then she raised her foot up. All I could do was look on in fear. Suddenly, she stomped down, I closed my eyes expecting the worst. There was a loud thump as she hit the table. I peered on to see the heel about 1 cm away from my ball. I looked at her. She was smiling “Not today Daddy, not today”. By this point I wanted away from this bitch but was not willing to surrender (but was close to it).

Miss Daisy snapped her fingers and the guy appeared and helped her down. He, then, stood back into the dark. As he did so she reached under the table and brought out a cane and walked down to the end of the table.
“Daddy asked for foot play in his application” and she stroked the top of my feet and played with my toes. “Bet Daddy thought it would be toe sucking, but not with Miss Daisy. She like rougher.” She then pulled back her arm holding the cane and hit the sole of one of my feet. The pain was unbelievable. It shot up my legs and into my body. Swish, she hit the other foot. That was it, I broke. The realisation that I could not take any more from Miss Daisy shattered some of my illusions about myself. I had been defeated. Quietly I said “please Miss Daisy, may I suck your cock” There was a moment of silence and then her face was over mine with the widest of grins. She asked me to repeat what I had said. I do so my voice weak. She clapped her hands and said of course. She signalled and the guy in black released me from the restraints. Miss Daisy signalled that she wanted me to kneel in front of her. I opened my mouth to receive and pleasure her cock. As she slid in, she murmured “Good Daddy, now suck this femboy’s cock and remember that I won”. It took some time but eventually, Miss Daisy filled my mouth with her hot man milk and I, her bitch, swallowed it down. As soon as I had cleaned her cock, Miss Daisy slid it back into her pants. Turning to the guy in black, she said “He’s all yours. Miss Daisy is going for a rest” She then patted the top of my head, murmured “Good Daddy” and walked into the darkness.

As soon as she wad gone, the guy came over and helped me up “Let’s get you sorted” He said and helped me over to an area with a bed. He got me to lie on my stomach as he applied some sort of cream or something to my back and ass cheeks “Hmm” he said “Miss Daisy must have liked you, never broke your skin” I said that I would hate to see what that psycho bitch from hell would have done otherwise. The guy chuckled and said she’d been called a lot worse and that she was known to be “enthusiastic” which was why he was there to intervene if the safe word was used. I said that the safe word wasn’t an option. The guy said that I had not read the webpage when applying and it said that no matter what the dominant said in play, the submissive could always use the safe word. I realised that I was so sure of myself that I hadn’t read that part.

After a while, the guy got me to turn over and applied the soothing cream to my battered feet and then my worse cock and balls. This was actually quite enjoyable made even more so, when he began to give me a handjob. I put my head back to savour the moment. He turned out to be as much of a tease as Miss Daisy. Time after time he would bring me close and then cooled off. Eventually, I was as horny as fuck and asked him to let me cum. With what looked like a flick of his wrist (no idea what the fucker did), I shot my load over my stomach and chest. Big pools of jizz covered me and he leant down and licked me clean.

Once he had finished, he said that there were showers that I could use or if I wanted, I could go through a door that been illuminated and that would take me into the corridor where we met. He told me just to leave the leather gear in a pile and hoped that I had worn loose enough clothing. I decided to shower at home and so limped towards the door. On the way I thought, fuck it, turned and asked the guy if he wanted to hook up some time. I swear he blushed a little and said that he would have to say no. Company policy, I assumed. Before turning to leave, I said that, at least, he could tell me his name. He laughed and said “I think that I can do that. My name is Jason”.