Verbal Viagra Hanging

I had thought of not meeting up with Mistress J in the abandoned warehouse.

Frankly, she scared me, the way she slowly cajoled me into wishing to asphyxiate myself. I had taped plastic bags over my head and tightened belts so hard around my neck I almost died, until I decided that enough was enough and I didn’t want to die. I broke off contact with Mistress for a while.

But after a few weeks, I grew restless. Antsy for her harsh words once again. So I reached out. And after a few days she responded, with a new challenge. We had talked about hanging, which I was more attracted to and repelled by than anything else. I so wanted to do it – and so not. 

Mistress J in her wisdom showed me a way out of my conundrum. I could have all the excitement of hanging without risking my neck – if I was willing to gamble. The way Mistress presented it to me, I was sure I could not lose. So I agreed. 

A week later, as per her instructions, I made my way into the building on the outskirts of a small provincial town. It looked like it had been a factory of some kind, and as I entered a largish hall I could see something hanging from the roof. A long rope with a noose at the end. And underneath it a stool. On the stool a pair of handcuffs gleamed in the slanting evening sun. 

I listened for sounds, but all was quiet. Quickly, I opened my bag and pulled out what Mistress had told me would be my last outfit if she won the bet. 

I stripped naked and slowly put on my red lace bra. The damp hall was cool, a nice contrast to the hot summer evening outside. Also, cool air meant better odds for me, as it would shrink my cock for sure.

At the moment, it looked shriveled and pathetic. I smiled as adjusted the silicon paddings which gave gorgeous size B breasts. I was going to ace this for sure. 

Holding a small mirror, I put on and adjusted my best blonde wig, smiling as the golden locks tumbled over my shoulders and down my back. Then it was time for makeup, finished off with a gorgeous shiny lipstick. 

I pulled on my red lace panties, followed by a garter belt and long, burgundy nylons. I wished I had a mirror, because I knew I looked better than ever. The shades of red matched the golden evening light perfectly. God, I was going to look so good on that stool.

Now for the butt plug. Mistress had really gone sissy all the way, hoping that this would seal my fate. And as I bent over and pushed the long, thick lubed dildo inside me, and let out a small moan as the thickest part squeezed past my sphincter and plopped into place, there was a familiar twinge from behind the panties. 

My fear of what she would do to me was starting to lose the battle of the crotch. Slowly, I was getting hard. As I stood up and felt that huge thing fill my ass like the cock of a huge rapist, I knew I was in trouble. 

I looked at the remaining items that I had placed on the stool. Handcuffs and a plastic container with a month of jerkoff cum. And to top it off a pair of stiletto pumps, heels so high I had difficulty walking straight but oh so sexy. 

I stepped into the pumps and relished in the feeling of my toes being squeezed onto that shiny, red tip of a shoe. They were a bit too tight for me. Lucky I was not going for any long walks. I cuffed the handcuff to my left hand, leaving my right free. Then, grabbing my precious cum, I stepped onto the stool. 

It was rickety and wobbly and my stilettos didn’t make it any better. As I straightened, I quickly squeezed my cock and found to my relief that it had turned turtle on me. I placed the noose around my neck with my right hand. I could see that Mistress had used a broad leather belt attached to a rope, and I knew why.

With this shape, my weight would be distributed over a larger area, putting less strain on my neck. In short, I would struggle for longer. If it happened, and right now I felt fine. I unscrewed the cap on the plastic container, looked out at the large, empty hall and lifted it to my lips. The smell of cum hit my nose. 

“Cheers, Mistress,” I said to myself as I slowly emptied the vessel. The slimy semen filled my mouth with its salty, funky taste, and it hit me like ton of bricks how hot this actually was. I was standing on a stool, ready to hang myself, drinking my cum in my best sissy outfit. 

Only two more steps left now.  There was a piece of rope hanging above my head. I found it with my right hand and pulled hard on it. This tightened the noose, and I kept pulling until I almost couldn’t breathe. 

On their way towards my back, my hands paid one last visit to my cock. Damn. It was straining against the thin lace, like a snake in a charmer’s bag writhing to get out. Still, I thought I could win. Because fear always trumped horniness in my experience. And what I was going to do now was terrifying. 

I put my hands together on my back and slid my right hand into the cold semicircle of steel. This is it, I thought. I still have the chance to break this madness off. I started to close the cuff. Now it was fully around my wrist, one small push was all I needed. 

Click! 

There, no more self-doubts. It was done. 

And as soon as I was certain that I could not escape from the cuffs, it hit me. The moment I had closed the steel around my wrist, I was hard. I knew I was setting myself up to lose, and still I did it. I didn’t know what it meant, but I hoped Mistress would explain, the way she explained everything to me.

There was a noise from afar, and in a second my mood changed. It hit me that I had no guarantee that Mistress would be first. Abandoned buildings like this were often used by homeless people, drug addicts, kids just hanging out. The prospect of being surrounded by a gang of giggling teenagers zapped my hardon.  

I breathed a sigh of release as I saw a familiar figure emerge in a hallway. The leather executioner’s hood gave Mistress away. As she got closer, I saw that she was pulling a small steel suitcase. 

“You’ve done well, my slave,” she said as she parked the case and walked slowly towards me.

“Thank you, Mistress,” I said. 

“In fact,” she said, “You look terrific. A perfect sissyboy waiting for his death.”

She slapped my ass, and I let out a small groan of pain. 

She was behind me, her hands on mine. 

“These need to be tightened, slut.” 

And tighten the cuffs she did, until I could feel blood pooling in my fingers. This could get very painful very soon – except Mistress didn’t expect there to be a “soon” for me. She seemed very sure of victory. Scarily sure. 

She moved to my front, and opened the suitcase. It was full of recording equipment. Mistress had told me that she was going to film our session, but I had imagined her just using her phone. Now she was setting up fixed cameras on three tripods placed around me, as well as a fourth in her left hand. She took her time, knowing full well that I was not going anywhere. 

“So, slave, I upped the video game. This session will be recorded in 4K video, which I will edit later and sell online. It is also livestreamed to paying customers, who will comment during the session and might come up with suggestions I like.”

This took me completely by surprise. The idea that my face and sissified body was now plastered on thousands of screens, countless users masturbating to my possible death, was utterly humiliating. And thus, totally sexy. 

“Now look at that pathetic thing,” she said. “Now, I’ll go over the rules of our bet again, slut.”

"Yes, Mistress.”

“The rules are that as soon as I touch your dick, I have three minutes to make you cum. If I lose, you get to see me naked and I let you go – for now. I might even let you jerk off in front of me. If you lose, you step off that stool and hang yourself for me. You die. Get it?”

"Yes, Mistress. 

I felt her hands on my hips, then a tug on my panties as she released my cock. 

“Still not touching you.” She paused.

“Your cock looks... hesitant. Like he’s trying to make up his mind if this is a good thing or not. Hey, cock. This is a really good thing for you. You are going to be harder than you’ve ever been. So long and thick, throbbing with all the cum you want to give me.”

Shit. I had forgotten how good Mistress was with words. She didn’t need hands to make me hard. She could talk a hardon on the most impotent man.

Verbal Viagra, that’s Mistress J. 

“Hey cock, you’re doing great,” she said. “Swelling for your Mistress. Because you listen to me, not that silly frightened brain in the noose.”

I could feel my cock growing now. That wonderful feeling of becoming erect. At the same time, I felt betrayed by my cock. My stupid dick knew nothing about the finality of death, all it wanted was release and to dump my genetic material in any available female. 

“Cock, you can see me much better than silly brain up there. You see my tits bulging out here, right? Aren’t they gorgeous? Don’t you wanna spray your seed all over my leather suit? Imagine your thick, grey, gooey cum hitting me right between my tits, and then slowly running down my stomach towards my aching cunt.”

Oh God I was hard. I found myself pleading to my cock. Please don’t do this! I tried in vain to think of something disgusting to turn me off. But every unsexy thought that popped into my mind was immediately swamped by sensory overload. The overwhelming taste and smell of cum. That thick dildo filling my ass like a violated sissy slave. My throbbing cock. And her voice. 

“The livestream is telling me it’s go time. What do you say, cock? Wanna go for a ride?”

I moaned and she grabbed my member with her hand, starting to jerk me off. As soon as my foreskin was pulled back I knew I had lost. I looked down on my Mistress, ready to cum so bad. Thrusting my hips slightly, I could feel the excitement building. 

“See, cock. That stupid brain up there is finally starting to get the message. You are not hard because you want to cum, you are hard because of what comes after you cum.”

With a blinding flash of insight, I knew she was right. She had always talked about how my obsession with asphyxia really was a death wish, and now she was showing me how true it was. Her hand moved fast now, and I could feel the orgasm coming fast. Then, at the last second, she removed her hand. 

“Cock, I know you long to spray your life juice all over me. But I want this to be a unanimous decision. So how about it, brain. Cock votes for orgasm and death, but I will give you veto power. You say no, we won’t go.”

There was no doubt in my mind any more.

“Yes, Mistress.”

“Yes what, slave. Remember, there are thousands watching. Tell them and tell the world what you want more than anything now.”

“Mistress, I want cum and then hang for you until I die. I want to choke and struggle and kick and then piss myself for you.”

“Good slave. And just for that, I will show you how you look to the livestream.”

She held an iPad in front of my face. I had to admit it: I looked great. Big tits, toned body, tight ass and that amazing cock. 

She put the iPad down and held the camera with in her left hand as her right grabbed my cock. Within seconds of jerking the wave crashed over me. Pumping my hips as far as they could go, I saw my last seed fly into space and land on the dirty floor. 

Mistress squeezed the last few drops out of me, and then took a step back, looking sternly at me.

“So, slave. You lost. Now keep your part of the agreement.”

To my horror I realized that I no longer wanted to hang. Cumming had changed my mindset, as it so often did. Fear was back, and my cock was no longer there to help me overcome it. 

“Mistress, I am afraid,” I said. “Please -”

She interrupted me. “Slave, I could force you. It would be so easy for me to give that stool a kick... Let’s see what the livestream says.”

She walked closer. “Oh yes, they all agree that I should just kick the stool from under you.”

She put her foot against one of the legs, tapping it gently with the toe of her shoe.

“It would be so easy, slave. And it would be entirely within my rights as the winner of the bet. But I won’t. Because I know that you really want this. Right now, you have regrets because you just came, but that will pass in a short while. So let me give you the arguments for doing it, OK?”

“Yes, Mistress. I’m listening.”

“First, you will get one more orgasm. No, I’m not going to jerk you off again. I’m talking of the orgasm that is dying on a noose. As you hang there, helpless and kicking, you will experience the most awesome rush of your life. There will be agony but also ecstasy. The last few seconds of life will be the best.”

As I listened to her, I got that same old feeling from our chats, when she convinced me to go further and further in my experiments with bagging and choking. She sounded so -  convincing. 

“Second, you are going to die today. It is only a matter of how and when. I said I was not going to kick the stool over, and I will keep my promise. You’ll do this, one way or the other. If not voluntarily, then because your legs will give out. You’re not used to such high heels, which is why I chose them. I’m guessing that your ankles and calves are already feeling the strain of trying to stay balanced, right?”

As soon as she said it, I knew she was right and acknowledged it. “Right, Mistress.”

“So, when one of your legs start to cramp, what do you do then? If you lift it you will fall, and then you hang with leg cramps tormenting you. Do you stay standing while the pain gets worse? Or do you avoid the problem by going out while you still feel good?”

“Third, you look absolutely amazing right now. The light is perfect, your sissy dress is spot on. You will never look better than you do right now, except for one small thing which I will fix before you choose to step off.”

That had me curious. I knew that I would never know what she wanted to do, unless I told her that I would do it.

“Mistress, I am so sorry for the delay, I will step off as soon as you fix that thing you talked about.”

“Good slave.” 

She took something out of a pocket on her dress and held it in front of her hand camera, then before my eyes. It was a steel cock ring, which looked impossibly small. 

Without further ado, Mistress pulled my still soft cock and first one ball and then the second through the ring. I winced in pain from the rough treatment of my balls, but accepted it as part of my punishment for being a disobedient slave. 

“Now, this cock ring is far too tight, slave. As your cock fills with blood, you will see it swell up to a size you’ve never seen before. At one point, it will start to feel painful. From there on out, there is just pain. You have to choose the right moment – when you are at your hardest but before the pain sets in. It is difficult, but on the other hand this is the only thing you have to think about for the rest of your short life.”

I looked down at my member, which was still quite limp after the rough treatment. 

“So, you think your dick is going to save you this time?” Mistress said. “Let me show you something.”

She held the iPad in front of my face again. I watched a video of a man stroking a huge, hard cock. Then there was another man, and a third. 

“These are guys who are watching you right now, ready to cum as you hang. Just think of all those cocks, exploding at the sight your sissy body dangling and kicking and dying for them.”

Now I felt blood rushing to my cock, and this time it rose fast. Within a minute, it was already as hard as it had been when I came last and still it was growing. 

“One final thing, slave. Two of the guys in the livestream recognize this place. They live in the area, and they are planning to come her after you’re gone. I have made a deal with them that they can use your dead body any way they like, as long as I can livestream and film.”

The image of my body on the ground, being raped in the ass by a horny guy, was what did it for me. One last surge of blood, and I felt a twinge of pain. I looked down at my cock, now longer and thicker than ever. Deep red, thick veins adorning the shaft, cock head purple and crowned by a glistening drop of precum. It was time.

“Thank you for killing me this way, Mistress,” I said. “I hope I give you and your viewers a good show.”

“That’s my slave,” she said. “Remember to bend your knees and step off slowly, and spread your legs and show your cock as soon as you are swinging free. Bon voyage!”

Following her instructions, I lowered myself and felt the noose bite into my neck. I could still breathe, but only barely.

God, it was such a rush! I wanted more, and stepped off. As soon as my full weight pulled me down, my neck was closed and my head was pulled upwards at an angle. 

I was barely able to see Mistress standing below, filming my frantic attempt to find solid ground. Then, I remembered her admonition, spread my legs and thrust my hips. I could not see it but I knew I looked magnificent, tits jiggling and huge red cock stabbing the air.

The pain in my neck and cock was intense, but it no longer mattered. Pain would be over in just a few seconds, and I felt my brain shutting down.

Vision going, ears filled with a strange roar, my last flicker of thought being that I from now on I was huge, red, dumb Cock chasing the ultimate orgasm.