Sissy Cunt’s transformation, part 2

 

 

 

Sissy Cunt’s Transformation

Melanies’ adventure continues

 

 

8

Chapter 3

For the next 5 or 6 months, hard to tell when you never see the sun or a clock, my life was a living hell. My teeth and nails were painfully removed. My throat was cut open and I now possessed what could only be described as a very sissified voice. Hearing myself talk did not remind me of any woman’s voice I ever encountered. At least I got a two week respite from blow jobs, but ended up with more frequent ass fuckings in exchange. But I must have endured at least 1000 violations of my mouth and ass during the six months.

Learning to walk in stilettos was another chore in itself. Picture the feet of a ballet dancer on her toes. Problem was my feet were like that 24/7 besides being squeezed into heels much too small. I first learned to stabilize myself fairly well only to have to start from scratch when the added weight of the 54DDD’s was added. And they were never confined in a bra, just hung free. My ass jiggled enough to cause problems too. If not for my added features, my weight surely would be down to close to 100 pounds. Most if not all of my muscle mass had long ago disappeared. A petite woman(?) trying to walk in 8 inch heels, I stumbled and even fell frequently. And there was always someone there to shock me back to the effort. And of course I was interrupted almost twice an hour to service someone. Sixteen to eighteen hours a day was paying off though. I felt accomplished walking anywhere by the end of the 4th month. The second time the heels were removed I found I could no longer stand up. My tendons had contracted as predicted, and the two toes left on each foot were not enough to balance on.

Looking in a mirror was very disappointing. I had always been fond of dressing up and looking as feminine as possible. Now I considered myself to be somewhat of a freak. Make-up that looked like it was painted on. Tits that were overqualified for the raunchiest men’s magazine. And a permanent corset that looked out of place as well. Piercings, something I detested seeing on today’s youth were all over my face and ears. I was more than happy with the wig at least. It was of very high quality and had an attractive style nicely framing my face and hiding the ear piercings somewhat.

During the 6 months Dr. Pain lived up to his nickname. His three favorite forms of torture were all seriously painful. Number one, of course, was cock and ball torture. Any form of burning was his second choice. And third, he loved to internally torment his sissies. Being a surgeon he knew just how deep he could go while inflicting pain on me without having to worry about permanent damage. I wondered if his own sissies received the same concern for damages as I did, being the property of someone else?

9

You will be burnt and have enough cock and ball torture in your future so my main torment of you will be internal during your stay. Not entirely of course. There is no way I leave your genitals idle for 6 months. But, the internal pain I can subject you to as a surgeon is something you may never experience again. He admired the “brand” on my ass and said something similar would be added to his two sissies.

Your in luck, even if you don’t know it sissy. Do to the sterile needs of a hospital, I can’t subject you to the common toilet games my own sissies endure. Here’s the worst I can do to you here, he said as he squatted down over my face. Clean me up, sissy. I let go of a real loose load just before coming in here. I’ll be inserting a catheter in your cock while you clean me. Just how uncomfortable your cock is going to get is in direct proportion to the job you do back there. I want to feel enthusiasm and a tongue waaay up

my ass. I moved my mouth towards his glory hole, but had to work my way to it as there was brown everywhere from the obvious diarrhea. I guess my actions weren’t good enough as the doctor squeezed my balls savagely causing a muffled scream to escape my lips. He leaned back and just about pinned his ass to my face. Half gagging, half choking I stuck my tongue out and found his rose bud, producing a long yesss from him. Suddenly a sharp pain hit my cock, as the doctor slid a large catheter with a ½ inch inside diameter down my piss hole, long enough to enter my bladder. How clean my backside is determines how much pain you receive here. It will be painful, but could be excruciatingly so if I’m not satisfied with your performance. You have five minutes to finish cleaning me up.

Finally, I stopped licking and Dr. Pain grabbed some tissues and thoroughly wiped his ass. Despite all my efforts he found one tiny brown speck on the tissue. He was enraged. You could have had it easy here, but no. You stopped on your own without even finishing. You were warned he said, shoving the tissue in my mouth. Now you will suffer the consequences of your sloppy work. Had you done a satisfactory job, the red hot sauce I’m going to pour down your catheter would have been diluted. You, my dear sissy, will receive a full bottle, full strength. Not only is this going to hurt, but it will probably take 10 to 12 hours before you urinate enough to rid your bladder of all the juice. The buildup was slow, but soon my stomach felt like it was on fire. One nearly continuous scream escaped my lips. Naturally I was on medications that prevented my passing out. Despite the straps securing me, I was writhing and shaking uncontrollably while sweat poured from every pore. This had to be 10 times worse than any stomach cramp I ever had in my life. The doctor removed the catheter and offered me a drink of water. This represents a double edged sword, he said. The only relief comes from peeing

10

out the hot sauce. However, if you have ever eaten a large quantity of pepperincini or other hot pepper, you know it burns twice, also on the way out your ass. When you pee the hot sauce out you get the same effect. It will feel like you are peeing boiling water. The more water you drink, it dilutes and helps a little. And speeds up the pain out from one area and into another. To help you take your mind off the pain, you will have a steady stream of visitors, 2 at a time, for you to service until I return from lunch. This afternoon I’ll demonstrate my favorite form of internal torture on you.

When Dr. Pain returned he asked if I was feeling any more comfortable yet. When I answered no he smiled and said good. It’s a shame to waste hot sauce without some benefit.

Through tear filled eyes I saw him put a group of what I could only describe as 3 or 4 inch long ice picks with ebony handles on the operating table. This is a favorite torture of mine. I get to slowly, deliberately inflict excruciating pain personally and can look in your eyes and see the anguish I’m causing. Do you recognize these? They are called awls. Each will be inserted in to a different area of your body. Kind of like acupuncture. Only, instead of twirling them as the Asians do to alleviate pain or medical conditions in different parts of your body, I will twist them, turn them and probe with them. You will feel pain throughout the far reaches of your body like you have never felt before. Internal pain goes right through the body via sensitive nerve endings to the mind and just blows it away. Being an accomplished surgeon I know just how far I can go without causing permanent damage and I do worry about that. We can’t have Mistress Evil complaining that you can’t perform your duties do to my carelessness. You will suffer horribly and have a few small scars to show for it. Hell, if I were to give you a sound whipping you would end up with scars that might never go away showing all over your body. We’ve got the best of both world’s here. Well, for everyone except you I guess. Picking up the first awl, he held it against the skin of my left thigh, just above the knee. Giving it one quick push, it sank in about 2 inches, hurting only a little more than a shot at the doctors. Doing nothing more he picked up another awl and punctured my other leg in the calf. By the time all the awls disappeared, there was one near my hip, an elbow both shoulders and the ones that hurt the most, in each of my balls. At this point I felt more fear than pain, and would soon find out it was the pain I needed to fear.

Now that wasn’t too bad was it sissy? I shook my head no. The doctor walked around me several times often whistling or humming as he seemed to be checking the placement of each awl. Well then, how about this, he said as he flicked the top of an awl with his middle finger. Kind of like the way you would flick an ant off your arm. I screamed at

11

the slight movement as it caused the tip, inches down in my leg, to move an equal amount. Moving to the other leg he slapped the awl and I bellowed out a scream that surely would be heard a mile away if we were outside. Come on now sissy. Such a fuss and we have barely begun. You have 7 or 8 awls stuck in you and they all will get my attention 2 or 3 times before I stop. Didn’t you believe me when I told you how painful this would be. Like nothing you had ever experienced? You wouldn’t be very happy would you if you couldn’t trust your doctor. Did you think I went to all this trouble just to enjoy 1 or 2 minutes of pleasure on my part or suffering on your part. And your stay alert medications are costly. It only makes sense to fully use them by fully abusing you. And he turned one of the awls stuck in my ball sack. And severely twisted it. Oh my God. No more. Please. I can’t take this. Please stop. I beg you. Have some heart. And he twisted the awl in my other ball and said, there is no God here to help you sissy. This is the life you wished for, though maybe not expecting it to be this intense. And he moved on to awl after awl continuing the torment till I could no longer scream. I laid there with my mouth open, tears flowing freely and an agonizing expression of total and utter pain on my face. Last one sissy and he pushed and twisted an awl to the point I could feel it scraping bone. It was over, as he withdrew all the awls and wiped the sweat off my face.

He put his face close to mind and just stared into my eyes, relishing the agony he saw there now that the screaming had ended.

You don’t know how lucky you were, Sissy. If you weren’t leaving in two days you would have had an awl in your cock. But I spared you so you could truly enjoy your chance at sexual relief. Tomorrow morning your cage will be removed and you will get to spend 2 hours alone in bed with Adam. He is a well endowed gay man who enjoys spending time with a sissy. Especially a well built one. He enjoys being a top or bottom, and will fill all your sexual needs as well as a man can. You will also fill his. His loves to 69 a sissy and has a real fetish for lipstick. You may use up a tube in the time you are with him. Your cage will be welded on immediately after. From then on you relax till morning when Eric comes to pick you up.

12

Chapter 5

As promised, my cage was removed first thing in the morning. The relief was incredible as the cage had been on for over 5 months with the exception of three times I had wished it was on. Those three times revolved around Dr. Pain abusing my cock and balls. I’m told this would be the last time as it would be welded back on by the end of the day. If I’m lucky, I may just get some relief from the frustration of now 6 plus months of no sexual relief. I had a fading memory of cumming while watching movies in my hard floor bed at night in Mistress Evil’s home. This day could produce much greater joy, albeit with another man, but at least pleasure was the object and a soft king sized bed was the place it would happen. Certainly spending a couple of hours in bed with another man would not make any list of choices I could come up with under normal circumstances. Even so, if I closed my eyes I could envision it being a beautiful woman bringing me pleasure. And my last sexual relief in this life.

Adam introduced himself as soon as he walked in and asked what my preferences were so he could make my time as pleasurable as possible. After telling him I was 100% heterosexual, a statement he laughed at as he noticed my fully erect cock, high heels gigantic tits and heavily made up face, I told him all I desired was a long, stimulating blow job with maybe a finger up my ass stimulating my prostrate to enhance the feelings. I can’t bring myself to fuck you, Adam.

He was obviously disappointed with that fact. You will get your wish and of course will need to respond in kind. And I will give your ass a resounding fucking. Dr. Pain told you I had a lipstick fetish, right? And I nodded my head. Good, because I don’t dress like a woman, but do put on lipstick and love to smear it all over the man I’m with and have the same done to me. Keep your tube close by and freshen your lips frequently, maybe following my lead. We will start with a lot of sensual kissing as foreplay and work our way down to the more erotic areas as time goes on. I think I can help you get lost in the atmosphere of tender lovemaking despite your hangups about being with a man. Dr. Pain has authorized me to warn you, if you do not enthusiastically return my efforts at pleasing you, you could face an unscheduled torture session this evening. Our time together is being video taped for his use and I and Mistress Evil will get copies. If time allows you may enjoy more than one orgasm, with a second blow job after I fuck you.

13

With that, Adam undressed , took my hand and led me to the bed. Laying down facing each other Adam began to softly run his hands over my breasts and lightly sucked on the nipples. Boy, will you be popular with this set of juggs. It’s a shame most of the attention will be painful, not for pleasure. Not today though. My being here is to provide you with the long denied pleasures of human contact. Pleasures you will never feel again. Tears filled my eyes as the words sunk in. But, I soon gasped with pleasure from the feelings produced by his tongue on my nipple. Stopping for a second, he reached to the nightstand and put a heavy coat of bright red lipstick on. He showed he did it often by perfectly outlining his lips without a mirror. He handed it to me and I did the same, whether needed or not at this point. Looking me in the eyes, he slowly lowered his lips till they just brushed mine, but got no reaction from me. He was all man and it wasn’t turning me on yet. His tongue tried unsuccessfully to part my lips. He slowly moved his hand down my body, lightly caressing each inch he passed over. When his hand touched my cock, a little gasp escaped my lips and his tongue slipped in. He nibbled at my lips and kept darting his tongue in and out. And he continued to softly stroke my cock. He was teasing me and he knew my defenses were crumbling. My erection was slowly getting stronger and stronger despite myself. I finally let loose and returned his kiss with an equal amount of passion. I was as turned on as I could ever remember being in my life. If he hadn’t let up with the fondling of my cock, I’m sure I would have exploded in his hand in seconds. I gently reached for his, but he stopped me. We’ll get there quick enough. I love the way you kiss, he told me. Let’s continue with the foreplay for a while longer. You aren’t going anywhere soon are you? I caught myself giggling like a schoolgirl as I said no, Adam. I’m all yours.

Ten or fifteen minutes of intense, erotic kissing brought a stop in the action as Adam reached again for the lipstick. And I couldn’t wait to freshen mine. Adam started turning around, kissing me as he went, all over. I followed his lead and soon had his stiff cock in my hand. His entire body was hairless, just like mine. Unlike me, his was by choice, however.

There was no hesitation now. Adam had my head spinning with delight. I spent a long time licking his shaft and sucking on his balls before finally engulfing his cock between my oversized lips. Adam gasped with pleasure. And the feeling in my loins was heavenly. Having given close to a thousand forced blow jobs to the staff, servicing Adam was easy. This was total pleasure, not some training session. Total enjoyment was the only thing on my mind by now. Truthfully I knew this was a homosexual activity I wasn’t being forced into, but on a scale of 1 to ten on a pleasure meter, with ten being a

14

life with a gorgeous woman who shared the love I had for her and one being self gratification, this had to rate at least a 2 or 3. This was my final chance at sexual release and it was developing into the mind blowing experience I could not have imagined. Adam slowly worked magic with his tongue, slowing down only to moisten his middle finger which he next used to penetrate my my ass. I took his cue and did the same. We both freshened our lipstick and Adam challenged me to see who could put a red ring furthest down their partners shaft. Your balls will have red smudges as well he said.

I concentrated on giving to Adam the same things that felt best to me. His massaging of my prostrate was working wonders. In less than ten minutes I erupted and sent torrents of cum into his throat. It had built up for nearly six months, and it showed. Seconds later I felt Adam tense up and then felt his load strike the back of my throat. Adam continued to massage my prostrate and milk every drop of my cum. Finally, with both of us panting with exhaustion, things came to a halt.

Adam freshened his lipstick, nodding at me to do the same. He slowly turned around and positioned himself so his face was inches from mine. As he sensually ran his hand over my body, he alternated between nibbling on my lips and whispering how much he had enjoyed it all, hoping I felt the same. God, yes Adam. I never dreamed I could feel anything so intense. Would you call me Melanie please, instead of sissy. Of course, Melanie, I didn’t know. It’s such a shame you are headed for a life of slavery and torture. I think I could get into something permanent with you. I am very well off in life. I wonder what you would cost for me to free you from your Mistress?

Adam, thank you. You don’t know how pleased that makes me feel that this was real and not just some duty for you. But, it doesn’t matter either way. If I had to choose, I would stay with Mistress Evil as opposed to being with a man. Though as phenomenal as you were, it would be no better than slavery. I would never be with you of my own free will. Only the fact you owned me would keep me with you. I don’t think you are the kind of man to do that to me. And I was right. He shook his head no.

Well then, let’s see if you feel the same way after I make love to you then. And remember, you can penetrate me as well. It can be just as erotic as being with a woman. And a man can fall in love with another man, you know. When you are fucked as an act of love as opposed to being fucked because you are a slave and have to, you enter a different world. He slowly rolled me over and started once again to slowly caress my body so as to get me back thinking about sex. But it didn’t matter. I lay with my head in the pillow, silently crying. I was still being used. No matter how hard Adam tried to

15

enhance my enjoyment of him entering me, it just wasn’t possible for me to enjoy his actions. I worked with him for his enjoyment. I was glad when he finished and he could see I was crying. I’m sorry, Melanie. You really didn’t want or enjoy that, did you? Can I get you off again to send your tears away? I declined. Thank you Adam, but I only needed one wonderful, out of this world blow job to give me something to dwell back on over my coming years. You did that for me, but I’d rather not prolong this any more.

Adam wiped his lips clean of the lipstick, thanked me for a wonderful morning and headed for the door. He turned and wished me well in my new life. Yeah, right, thanks and thank you. But there’s not much that will be well, with what lies ahead for me. He walked back, gave me a long kiss, to which I did not reciprocate, turned, and left for good.

 

 

VN:F [1.9.22_1171]
Rating: 6.7/10 (7 votes cast)
VN:F [1.9.22_1171]
Rating: 0 (from 4 votes)
Sissy Cunt's transformation, part 2, 6.7 out of 10 based on 7 ratings

Leave a Reply