The Day Simon Became Simone free porn video

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The day Simon became Simone...for ever

I was standing in position at the breakfast table where My Mistress and her steady boyfriend were having their breakfast. During their conversation she told I was in need for a proper punishment, because I begged her for relieve the day before. I was desperate for it since I didn't have any since my last birthday almost a year ago. When she came out of the shower and she put on her lingerie I couldn’t take my eyes of her, and although I was wearing my chastity device, my ‘friend’ was as stiff as possible in its confined space and a huge spot was showing in my white panties. She said that I really was in need of a good belting. They were chatting about the educational benefits of sissies being punished by the man of the house. At a certain point in the conversation he mentioned that perhaps it was about time for 'it'. As I had no idea what they were talking about, I assumed he was about to give me my punishment. By now, I was used to them talking about me and about every other matter, in my presence, like I wasn't there. It took them months to train me not to comment or to interfere in their conversation.

She said that having me keep them had certain benefits, it kept me eager to please, in the hope that one day I could get into her panties or at least I would be granted some relieve. ‘There is no danger she can impregnate someone anyway’, she said.

One of the first things he had insisted on when he moved in with us (at the time there was still an 'us' in those days), was to have me 'snipped'. He didn't want to see her accidentally get pregnant with something that came from me.

He said that he thought it would be inhumane to let me keep any male properties, when there was no chance in this world of me putting them to use. ‘All those hormones are only confusing her’ he said. ‘Besides from an aesthetic point of view it doesn’t look right either, having that bulge in those feminine frilly knickers,  No, my decision is final, we will have them removed’, he said.

I couldn't believe my ears! They were discussing having me castrated!

Tears started to run down my cheeks. My Mistress turned around to tell me to get her some more coffee, when she saw me silently crying. ‘Awwww, see what you have done to her! You have upset our little sissy!’ She tried to comfort me and said: ‘Don't worry my little girl, you will feel so much better when they are gone, no more tantrums, no more naughty dripping in your panties, And no more hurty, hurt, because there wont be anything to whip! This is what I call; A real win win situation!’

‘When I think about it, it will be so much more convenient, she doesn’t have to wear a cage anymore and I do think her panties will look so much better without that ugly bulge?’

‘See, Daddy knows what’s best for our little sissy....Now, dry your tears silly, and get me a coffee!’

‘I will call Valerie to make an appointment to have the bitch helped. Sissy, get Ms. Valerie on the phone for me!’ Master ordered. I walked of to get the phone. It made me feel horrible to have to call the woman who was going to remove my testicles myself!. I dialled the number of Ms Valerie and after a few rings I heard her stern voice say: ‘Ms. Valerie, how can I help you?’.’Ms Valerie, this is sissy simone speaking, my Master and Mistress would like to speak to you.’ ‘What is it about?’ I didn’t know what to say? I just couldn’t answer. 

‘Uh, uh, uh..’ I stammered. ‘Get on with it girl, haven’t got all day!’ ‘You don’t want me to tell your Master you have been rude to me, do you?’. ‘No Mistress please don’t’ I nearly begged.

‘Get on with it then!’

‘They’ I started to say

‘They? Who they?’, She snapped back.

‘My Master and Mistress would like to speak to you about?..’.

‘About what?’

‘?about having their sissy castrated’ I answered quickly. 

‘Ah, good, they finally took my advice; all sissies should have their balls removed. It makes no sense to have a sissy with balls on it does it? It doesn’t look nice, it is not hygienic and it’s confusing to their silly little brains. Put me through to your Master’

I gave the phone to Master.

‘Hi Valerie, this Tony here, Yes that’s correct, Yeah, I have decided we are going to have them off, Yes, Jacky agrees totally with me, ?..Yes, you were right; you can’t have them walking around like that. It is too confusing for them I agree. Yes, sure I think it will look much better. ??Do you think that will be even better? ?..It will shrink a lot anyway, even less than an inch you say? Ok, then I don’t think you will have to take that off. No definitely not an artificial vagina, that would make her think she is real woman, we can’t have that, I think’

‘When will you have time for it, somewhere next week or something?, Oh someone cancelled? I can’t make it straight away, but I could bring her in by?Let’s say; one o’clock if that suits you? Great! Do we have to take anything? Oh, she has to stay over night, so just a nighty and her leash. Btw Valerie, what will it cost? Oh great!, thanks again’

After he put the phone down, he said to Jacky ‘Everything is arranged, Valerie could do it straight away, so we will take her by One. It’s great, We can get it over and done with it today, so we don’t have to take time of from work or anything. Do you know what? she is going to do it for free as long as she can take pictures to show on her next Mistress meeting there she is going to promote the castration of sissy maids. She thinks it should be law to have your sissy castrated.’

‘We have to pack her an overnight bag; she wants to keep her a night in the pen to keep an eye on her.’

I couldn’t believe my ears, what started as an idea, had taken shape within the hour and in a few hours I would have lost my balls.

‘She even asked if she had to construct an artificial vagina from the rest material, but I think that is unnatural, sissies should be fucked in their sissy holes anyway, she might get the wrong ideas with a fake pussy’

‘Simone, come here’.  ‘Yes Master’ I said, eyes pointing at the floor. ‘Today, in a few hours, Mrs. Valerie will remove your genitals; we think it’s unnatural and inhumane for a sissy to be constantly reminded about their former life, so they will be taken off. It will stop your male hormones playing up, and make you feel more content with your role in this household’.

‘This way it will be much clearer for everyone in the house, even for the dog, he is still confused about his former master, this way he will intuitively know that your place is below his in the hierarchy of this household, and so will you!’.

‘Don’t you agree that Tony is so considerate towards you? Going through all this trouble to get things right around here? He really cares about you.’ Jacky said.

‘Now, we have to deal with some unfinished business, you still have to receive your belting as your Mistress decided.’ Tony said. Jacky interrupted saying ‘Do you think she should still have a belting, in light of this special occasion?’  ‘You never go back on a promise with your servants, else things will get too complicated for them’ Tony replied.

‘See simone, that’s what I admire so much in him, that decision making quality of a real man. Aren’t you lucky to have him as your Master’ Jacky said in a sigh. ‘You better make it a belting to remember, so it really shows on her when she has her ‘thingy’ done by Valerie. She really loves to see a well maintained sissy. Besides it will take simone’s mind of things, her little brain must go high wire in anticipation of her big event’. 

‘You heard your Mistress! Go, and get yourself ready to receive your belting!’ Master Tony said. ‘Yes Master’ I replied.

I went down to the ‘naughty room’ as they called it and bent over then punishment bench.

Minutes later Master Tony entered the room and moved my skirt up, so my buttocks were well exposed. Then he pulled down my panties. ‘I see it’s been far too long you had a good strapping! I can’t even see the marks from the last time’ ‘See it from the bright side, if the removal of your genitals will have the desired effect, you will be a lot less over this bench, you will be much more docile.’

‘Now spread your legs like a good bitch!’ I spread my legs so he could strap them securely to the legs of the bench. ‘I am going to strap you in really tight because this is going to be the belting of your life! I really want to make you remember this moment, so during the rest of your life you will never forget how lucky you are, to be a real sissy without balls!’ he said. He grabbed me by the balls pulled them down and pushed it in the cavity in the spanking bench. He then strapped them secure to the bench.

Him grabbing my balls made my cock excited again.

‘It’s a pity I wont be able to tie you by the balls anymore, I probably have to change the bench to secure my sissy from moving her ass’ he said smiling.’ He then went over to the front of the bench and secured my wrist to the bench.

He switched on the spotlights. ‘You’re going to watch this belting on the screen, darling, while I record it all you can watch your own ass turn red, and red it will be! I can promise you that.’

‘You know the protocol; before I silence you, beg me for correction and thank me for all the effort I’ am putting in your training!’

I could hardly speak, my mind was going crazy, I couldn’t concentrate, loosing my balls was constantly on my mind?.

He squeezed my stretched balls ‘uhhh’ I gasped, ‘please Master, please punish me for my mishaps, I’ am so lucky to have you as my caring Master who always has my best interest in mind’.

‘You little unthankful slut, you know you have to be punished because It is going to make A better sissy out of you, a sissy who serves her Master and Mistress properly.’ ‘Yes, Master please make me pay for my mistakes’ I replied, as required.

He switched on the cam and the monitor in front of my eyes. I could see a close-up of my exposed ass with my balls in a firm grip stretched downwards. He then held the big rubber ball gag in front of my face. ‘You know the procedure, Open wide, slut!’ he demanded. I knew better not to refuse and opened wide. He immediately stuffed the gag in my mouth and secured it at the back of my head.

I heard him remove his belt from his jeans. I saw him move into the view of the camera . He doubled the heavy brown belt and laid it over my exposed ass. As I watched him putting the belt on my ass on the monitor I could feel the cold leather touch my skin. The monitor and camera setup was actually an idea of Mistress, she thought it would give me a better learning experience. Besides feeling, seeing my own punishment on the monitor would double the effect.

In spite of the horrible thought of being castrated and the upcoming punishment, I couldn’t prevent my cock from dripping, the site of me, laying helplessly over the bench, Skirt pushed up and my knickers pulled down half way my legs, got me excited.

Mistress entered the room and came into view as well; she kissed Master passionately on the mouth and said: ‘I feel so happy to have you around, You are always so caring and thoughtful.’ ‘I remember when simone was still Simon and you were buddies, you were always the wisest. The leader of the two. It feels so natural to have you as the man around the house, after I turned Simon into sissy simone. Although she has difficulties in showing her appreciation at times, deep inside she is really happy that you are the master of the house. She knows she really needs your firm male hand to keep her in line. And whenever you beat her into shape, It does wonders for her attitude!’

‘Now, I won’t keep you both from your job, don’t be too soft on her darling, she really needs a good punishment!’

She walked over to the front of the bench and took my head in her hands, looked me in the eyes and said: ‘I love you, my little sissy, and I am so happy for you that I have Tony around, it does wonders for your training and I know it makes you feel so happy, that I have him to satisfy me.’

Master Tony lashed out with the belt, I screamed, but nobody could hear me. I jumped, but I couldn’t move. I cried and the tears blurred my view on the monitor where I saw my ass redden and getting welted. Relentlessly the belt landed on my behind. After 10 minutes or so the belting stopped. Jacky said: ‘awww, Tony dear, you are all sweating! She wiped his forehead; do you want to take a break?’ ‘No, I think I should finish this, else we will be late for her appointment, we only got half an hour before we have to leave.’ ‘Don’t you think this is enough for now?’ Jacky said. Tony started laughing ‘That is so you, you always forget that she really needs the feeling of being properly dealt with, besides I want it to show as a proper job to Valerie as well’ Tony replied.

‘So simone, I think another 15 more minutes and then we are finished.’ Tony said as the belt hit my ass with renewed strength?

I couldn’t believe that Tony, once my best mate, now was my Wife’s lover and he became my Master. After ten minutes the belting stopped. Now I was crying constantly, this was the worst ever belting I received. All the excitement was gone, my cock stopped dribbling and any erotic feeling had been replaced by pain and fear, fear of more punishment and pain. Through my tears I saw on the monitor that he picked up the taws, a stiff sturdy strip of leather with two finger like strips of leather at the end. My heart sunk, no please, no more!

He said: ‘I will now show you the main benefit of having those balls removed. This will convince you and make you feel so glad we had them taken off!’ He put his left hand on my ass, and lashed out with the taws in his right hand on my balls. The pain shot through my spine all the way up to my brain. I almost bit the ball gag in two. A sickly feeling spread through my stomach. After the initial shock, an intense stinging feeling developed in my scrotum, like someone ripped the skin off.

‘I see that that got your attention! Imagine that you will never have to undergo this again, wouldn’t that be wonderful?’ Tony said. Another stroke of the taws hit my balls; even more fierce then the one before. Although I was tightly secured to the bench, I moved my ass as one stroke after the other hit the target. He increased the pressure on my back with his left hand and forced his thumb down my rectum, making me unable to move an inch. ‘So this will keep you in place!’ His thick thumb made my clinched rectum nearly rip. ‘This is not the only benefit you will have! The benefits will be numerous! Imagine you will never be able to soil your panties again when you dress your Mistress! So we won’t have to whip you for having a naughty cocklet. No need to wear your chastity cage anymore; the list of benefits goes on and on!

This will save your Master and Mistress a lot of time and effort. You must be so happy for us!’ He said ‘Only five more strokes and that will do for today, keep still, it won’t take a minute’ In rapid succession five of the fiercest strokes hit my balls. I couldn’t see anything anymore through the constant flow of tears but I was sure my balls were swollen twice their size.

‘That was it; I hope you understand, that this is all for your own benefit, slut!’

I couldn’t think anymore, this was one of the toughest punishments I had ever received.

Master strapped a collar around my scrotum just above the balls and snapped a leash to it. When he released me, I slumped on the floor. He pulled the leash and said ‘On your feet sissy!’ I could hardly feel him pulling the leash, my balls where completely numb by the beating. My balls were so swollen that I could hardly put my legs together. He undid the ball gag and said:‘Go to your Mistress and get ready for your visit to Mrs. Valerie.’

‘Yes Master’ I replied.

On my way in the car they were chatting away about the event and left me with my thoughts. ‘I can still remember the days before you had simon feminized, we had to meet in secret while he was at work’ Tony said. ‘Yes, but after I heard that Valerie had her husband feminized and I saw what a lovely sissy he became, I couldn’t resist, I had to have a girl of my own. When I caught him trying on the sexy underwear I bought for our time together, it was a done deal. After I spanked him for being naughty and gave him the ultimatum that he would never see or touch me again, unless he obeyed me fully, it took me only a little push and some effort to fully feminize him, the little sissy’ she laughed.

We arrived at the clinic of Mrs Valerie. I got out of the car to open the door for my Mistress and then opened the door for Master Tony. I followed them three paces behind, which was difficult because I was still very shaky on my legs. I wore a wide short skirt, crotch less panties, high heals and a short sleeved white blouse.

The sign on the door said; ‘Valerie’s Veterinary’. My heart mist a beat, I always thought she was a real doctor! I’m going to be castrated by a vet! I felt the tears well up in my eyes again. ‘Smile dear, we don’t want to upset Mrs Valerie, do we? I know you are so excited, but you have to smile!’ Mistress said.

They rang the bell and after a few seconds the door opened. ‘Hi Valerie!’ Mistress said.

‘Hi Jacky, Hi Tony, come in!’ Mrs Valerie replied. I followed them on their way in. ‘Good you could make it on such short notice, I just had a cancellation when you called, so it fits perfectly!’ Mrs Valerie squeezed my cheeck and said ‘We are going to get rid of your little problem, aren’t you lucky with such caring owners?’ ‘Yes Mrs Valerie’ I stammered.

‘You can leave her to me now, I will see she gets done and I will keep her overnight to check if everything works out ok. I think its best if you put her on the leash for now. They tend to get a bit panicky when their big moment is there.’

‘I think that’s a good idea’ Tony said. He put the leash on to my neck collar, attached my wrist cuffs to the collar and gave the leash to Mrs. Valerie. ‘She is all yours now Valerie, I told her to be on her best behaviour, If not, please feel free to correct her.’ Tony said. ‘Don’t worry; I’m sure we get along fine, won’t we dear?’ Valerie smiled at me and she gave a firm tuck on the leash. ‘Yes, Mistress’ I hasted to say.

First I have to do Ms. Joneses Great Dane and the little Poodle of Ms. Smith and then it will be our little simone’s turn. So let us put her in the pen first.’. ‘Time for you to say goodbye to her, I will give you a call when you can pick her up tomorrow.’

‘Jeanette!’ she called ‘Jeanette!’ a sissy came walking in, stunningly made up, wearing a french maids uniform. ‘Yes Mistress’ she said.

‘Meet my ex husband, people. This sissy used to be John before I met Lizzy, my new lover’ Jeanette blushed. ‘Jeanette has had hers removed nearly two years ago, just after I met Lizzy. First we just had ‘him’ feminized but despite all our effort, she kept on drooling over my new girl friend. At one point we even caught her wanking on Lizzys panties. Then we decided to help her out of her misery, she is so docile now. And look what it did for her body, even her tits have grown! It saves us a bundle on hormones.’ 

‘She looks great! Valerie, I think you have done a great job on her’ Tony said.

‘Now be a good girl Jeanette, and put simone in the pen, it is simone her big day, she is going to be our guest for tonight.’ Mrs Valerie said and she gave the leash to Jeanette.

Jeanette curtsied and walked me away to the back.

I followed reluctantly and she had to pull my leash. ‘Don’t do that, else you have to be punished!’ she warned me. Once in the back, the only thing I saw were cages, no hospital beds or anything?? Most of the cages were occupied with dogs. The dogs were standing with their feet tied to the sides of the cage and their heads secured through a hole on the far side of the cage.

Jeanette stopped at an empty cage and opened the door. The height of the cage was half my size it came up to middle. ‘Come on get in’ Jeanette said. ‘It is too small!’ I said.

‘Not when you are on all fours, silly’ Jeanette said, ‘just like the others we have here’

I couldn’t believe what she just said; Was I supposed to be in this cage just like a dog?

‘Come on, we haven’t got all day, I also have to prepare you.’ He unclipped my hands from my collar. ‘Now on your hands and feet and in you go!’ I got my hands on the floor and he could see under my skirt. ‘You don’t need these for now’ he said and ripped of my frilly crotch less knickers. He cupped my balls with his hand and said ‘What a nice set of marbles you have, It won’t be long now before they are gone, just like mine. But then again, they weren’t yours to keep in the first place anyway’. ‘Now get in the cage!’

I ‘walked’ as good as possible into the cage. At the end of the cage there was an opening I had seen dogs stick there heads through. ‘Common, stick your head in the opening!’ With my hands on the floor I could barely reach the opening with my head. The cage must have been designed for a big dog! With some effort, I stuck my head through the opening. Jeanette slid down a wooden panel on the outside of the cage so my head was locked in place.

There was no way I could retract my head anymore. Then a metal bar was pushed behind my arms under my chest, on which I could rest my chest, taking the strain of my neck. Next my hands were taken of the ground and my wrist cuffs were snapped to rings on the bar.

‘There you are, that wasn’t so difficult was it?’ Jeanette said. I tried to move, yet unaccustomed to my awkward position. ‘You are really lucky! The procedure has improved so much since they have cut my goodies!’. I felt nervous and not at all at ease. Here I was, spread out on all fours, immobilized, caged and in a dog kennel. Just like the other pets waiting to get done? Then there was Jeanette, ensuring me that I was lucky that the procedure had so much improved since he had his goodies removed. And now I  should be grateful for all the effort people put into my happiness!

Again he pulled my balls. ‘I can see your owners have followed my Mistress advice to give them a good whipping. They are nice blue and swollen! I imagine you can’t wait to get rid of them. Don’t you? Saves me a lot of trouble, I only have to touch them up bit more before we can sterilize your crotch’. My heart sunk, my balls were so sore already and now he said he had to do them some more! I didn’t think I could take anymore?

‘You know the saying; No pain no gain! Don’t worry I will be over in a jiffy. But first things first, I don’t want you to upset our canine guests with your screaming’

He walked over to the front of the cage and held a inflatable cock in front of my mouth.

‘Open up, sweetie! I personally like the sound of screaming sissies, but I have to stick to the procedures’ He said as he pushed the rather big cock against my lips. I tried to keep it out but I opened up when he said ‘Open up now or I will spend some more time on the conditioning of your balls!’

The gag reflex nearly made me throw up but she held the gag firmly in place. I had no option but to accept the big thing in my mouth. She strapped it tight behind my head and inflated it as much she could. My mouth was stuffed; I couldn’t make a sound anymore.

‘Chin up dear’ she said as pushed my head upwards. She then wrapped a plastic funnel like collar around my neck. It prevented me to look sideways or even move my head. When we came in I had seen similar contraptions on several dogs. ‘This will prevent you from looking around and basically prevent you from trying to lick your wounds, hehehe, funny isn’t it? But we are doing this basically not to upset our other patients, you will understand, don’t you?’

I didn’t, but since this was all about everything and everyone else but me, I tried to.

She now started to connect, what seemed to me, a (very) large drinking bottle to the tube in my gag. The size was a bit smaller than the bottles you see in offices.

‘You are supposed to drink all this, or most of it, before Mrs Valerie is going to help you. It will prevent you from dehydrating and will calm you down a bit’. As soon she connected the tube, the liquid started flowing in my mouth. ‘Not a bad taste’, I thought but I had to keep swallowing because it flowed in a steady stream in my, already filled, mouth.

She moved out of site. I heard metal sounds. ‘I am going to put a metal V frame between your legs, which will keep your legs in place when Mrs Valerie will perform the castration.’ Jeannette informed me. She kicked my legs apart then I felt the cold steel touch my inner thighs as she fitted the bracket in between my wide spread legs.

She fastened both my legs with straps to the frame. Next I felt a cold metal bar placed on my back. Through the opened top of the cage I was strapped to the bar with several wide belts. One just above my hips, one around my chest and the smaller one around my neck.

Then the whole bar was clicked to two metal rods sticking up from the v-shape bracket that was strapped between my legs.

Next she pulled my balls and cock and pushed them into a gap on the top of the v-shaped bracket. She then pulled my already painful balls as far as he could stretch them. It felt like she was going to rip them off there and then. I was screaming without being able to make a sound! She then snapped something what felt like a ball stretcher tube around the stretched skin of my ball sack. ‘I managed to get XXL stretcher around it!, you are really a L but see how far they can stretch!’ she said in an exited voice. ‘I have pulled them nearly 15cm! The have to be stretched as far as possible you know’ she continued ‘This way all excess skin can easily be removed, which will give a very smooth end result.’ I had the feeling that my balls were about to pop through my skin, the pain was unbearable!

‘Now we have to clean your intestines, because we don’t want you to spill all your bowel contents during the procedure, that would be so humiliating don’t you think?’

She separated by buttocks with her hands and I felt some cold slimy stuff being applied to my asshole. I heard her put on some surgical gloves and she began to grease up my ass by moving a finger into it. Despite the pain and the misery, my cock reacted immediately.

‘Ah, I see, sissy loves a finger fuck! You better enjoy this because you will never be able to enjoy any of this anymore. Now let me see what size tube you need. I think XL will do fine, although I think I could stretch you up till size XXL without ripping you apart completely’

I hoped with all my heart she would go for the smallest size, but I had the feeling this wasn’t my lucky day....

She started to stretch me up with her greased fingers. And as coming from what was originally a man’s hand, they were big! One, two, three fingers went in with some effort. ‘No! No!’I yelled, but no sound came out. I nearly choked because the liquid kept on flowing through the gag. With great force she pushed in four fingers, I thought I would rip. ‘Girly likes it!’ she said as she pulled my stiff cock.

‘Now behave slut!’ she pulled back her hand and started to push a huge tube up my arse.

This was definitely XXL. I gasped. The ribbed tube went slowly and after at least 30 centimetres my rectum was on fire and the tube stuffed me completely. I heard and felt her moving the tubes and other stuff. Then without any warning I felt a warm flow of liquid entering my bowels.

‘So that’s that. Now we have to wait 30 minutes to let the machine do its work. Don’t hold anything back; it’s a full automatic system. It will fill you to the rim, and when enough pressure has been build up, it will automatically stop and keep you sealed for about 5 minutes and then it will release the waste before it starts with the long cycle of 20 minutes. It might not be the nicest feeling but at least you will be thoroughly cleaned’

As she spoke I felt the pressure building up in my bowels. When I had the feeling I was about to burst, the flow stopped. I heard a ‘click’ and there I was stuffed like a chicken!

From the cage in front of me, I heard the clattering sound of water hitting the floor. I opened my eyes and so a dog urinating on the floor. ‘The poor thing is so nervous, she knows something is up, but he doesn’t know what. I really feel sorry for him’ Jeannette explained. ‘You are so much better off, at least you know what Mrs Valerie is going to do for you, and I bet you already look forward to the result, don’t you sweety?’ I couldn’t protest, I didn’t want to lose my balls! Despite the fact everyone seem to agree that it was best for me!

He took out a clear plastic box and showed it to me. Inside were two white round objects about the size of....balls!

‘See, his Mistress bought two implants to replace his balls. She thought it would look much better if he had them replaced with implants. The point with sissies is to make them aware all the time that they are no part of the male race anymore and it has to look flat, girlish. My Mistress had mine removed as well as my cock and she had it restructured as a vagina. It is only superficial, to my regret, so I can’t be fucked...there is no hole...She didn’t find it necessary she is a strong believer that if sissies have to be fucked, it should be in their ass.’

The fluid in my bowels started to work and I really had to let it out my system, I was squirming, but the machine didn’t think it was time to let go.

‘I am talking to much, I can see the liquid is doing its job on you. Let’s take your mind of things a bit. I am going to work a bit more on your balls. Mistress wants to give them to your owners as a present. For that they have to be swollen as much as possible because they look so much better like that in plastic.’ She showed me a 30 cm ruler. ‘We have an electrical device to do this, but I prefer the old fashioned way’ My heard sunk. She was going to beat my ball with the ruler just to make a more attractive present out of it!

‘Don’t worry about the gag dear, just bite on it, it won’t break’ She walked to my back side and started to slap my balls. The first two slaps were of moderate strength and I was about to think it wouldn’t be that painful, when an enormously fierce some stroke hit home. My balls which were cupped in the end of the stretcher had no way to go, It was like they exploded, It blackened before my eyes. At that moment the release valve of the enema system opened and my bowels emptied themselves in the drainage system.

Immediately another stroke hit my balls, I screamed as hard as I could, but only a muffled sound reached my ears. As the strokes continued I started control over my blather, my pee came out uncontrollably. I could feel the enema machine feeding the warm water into my bowels for the second time, the pressure building up. My bowels were still cramped from the last dose.

I was fed, drained and punished on all sides at the same time, this was too much to endure. By this time I couldn’t care less about losing my genitals. I almost wished that they were gone and I could go home......

It was like she heard me thinking; ‘I bet you can’t wait to get it over with!’ She looked in my face. ‘Awww sissy simone is crying! I wish I could say we were finished, but they still aren’t swollen enough to my taste. And if my Mistress isn’t pleased with the result I will be punished and I’m sure you don’t want that to happen.’

She went over to the back again and said ‘I can see that the peeing has stopped, don’t worry if it happens again. As you have seen most of our guest have that problem.’ Immediately the whacking started again and immediately I started peeing again.

By now the enema machine had filled me up again to the burst. ‘Click’ My bowels were reacting vigorously on the injected liquid and tried to expel but the release valve was shut for another 20 minutes.

‘They are ready now!’ Jeanette said. The beating had stopped. I tried to move my arms, but I could not, they were completely limb, my neck was limb too, my head hung in the collar. She showed up in front of me and said ‘I see the drug has kicked in. It is a drug that paralyzes all your muscles. It keeps you awake and you can still feel everything, you just can’t move or say anything anymore. I think we can remove the gag now’ She unbuckled the strap deflated the gag and removed it from my mouth. Is this better simone?’. I tried to say: thank you, but I couldn’t move my mouth. She went to the back again and in one go pulled the tube out of my arse. I screamed, but no sound was heard.

I thought I was going crazy. I was trapped in my own body!

‘You are almost prepared darling, I just have prepare and disinfect your scrotum. I have never seen balls that big in my life! Mistress will be so pleased with you!’ The ball stretcher was removed, Instead of it being a relieve, It made the blood flow to my nearly destroyed, bruised balls. ‘This will hurt a bit, just hang on.’ I felt a sting in my scrotum.

‘Now I am filling your stretched sack with a solution that will stop the bleeding of your crushed nuts, sweety. This way they stay nice and big, just the way we want them. Besides it will be much easier for Mistress to cut all the internal stuff’

The cool fluid filled my scrotum and I could feel the weight hanging down. After all the abuse this wasn’t an unpleasant feeling at all.

‘Oh, you’re getting excited again! I have never seen this before with any sissy that came here. Now I really understand why your owners want the whole thing off, this is downright indecent! Stop it immediately, or you will have to be punished again! And if I say punishment, I mean punishment!’  He zapped my half erect cock with some kind of electric device. It immediately went limb.

‘We will ad bit more I think you can have more than this, this is only 300cc’ Another sting and slowly the pressure started to build up. The whole thing was slowly getting heavy as well and bruised skin, now stretched, started to hurt as well. ‘I think you can take another shot!’ Jeanette said enthusiastically. Another sting now the swelling of my scrotum became unbearable. The weight was enormously. ‘It is gigantic! there is more than a litre of liquid in it, I don’t think we should any more’ she decided.

She walked off and a few minutes later returned with small bucket filled with liquid spreading a strong antiseptic smell.

She moved behind me and hung the bucket on the bracket; she then pushed my inflated genitals into the bucket. As my sack plunged into the bucket, an intense stinging feeling made me gasp for air.

A buzzer went off

‘Oh I hear it’s your turn now’ Jeanette said in an excited voice. ‘Better get you over there’ She moved away to get back with a garage like trolley with a lifting mechanism.

She moved the extended arm over the bar on my back and attached the pulling hook of the trolley to a ring behind my neck. Then she removed the board that kept my head in place and switched on the lifting mechanism. The machine started to pull me up. I slowly got pulled over backwards. I the end I was hanging straight up with my legs spread wide pointing forwards. I was dangling down, swinging slowly from side to side. Jeanette retracted the lifting arm slightly in a way I was slightly leaning backwards. Then she started to lower me down adjusting my position so I got impaled by a short but rather big steel pole. Since I was already stretched by the ribbed tube, it went in without too much effort. I was now locked in place for my final ordeal.....

Jeanette pushed me into the surgery.

‘Ahh there you are!’ Mrs Valerie said ‘I hope you girls had a good time together. I see you have our simone properly prepared’ She removed the bucket with the antiseptic solution. My inflated scrotum hung freely down now, almost ripping itself off by the sheer weight of the liquid it contained. My collar was removed. I the mirror located straight above my head I now could see the result of Jeanette’s handy work. My scrotum had the size of a small football, completely blue!

‘Now let’s put you into position’ said Mrs Valerie and she pushed a button on the floor with her high heeled shoe. I was lifted up till my crotch reached working height. She pushed a surgical cart under me and lifted my scrotum, a stainless steel clamp was placed just under my cock at the base of my scrotum, securing the ‘football’ to the worktop of the cart. In the mirror I could see my balls like they were presented on a platter, ready to be separated from my body.

‘Simone in a moment I will remove your balls, you will have to witness this moment through the mirror. As you know I am a strong believer in the fact that every sissy should be castrated, its only natural. I also believe that for right psychological effect on the sissy, the sissy should be able to sense the physical separation of the last male properties from her body. This will enable the sissy to adapt far more quickly to her de- masculated state.

Therefore no anaesthetic will be used during the procedure. You will get some anaesthetic after the operation to relieve the pain.’

Tears were coming from my eyes, by the thought of how much this was going to hurt. ‘I can see you are moved by this important moment in your live, you must have longed so much for this moment, you are such sweety’ she said smiling.

She took a scalpel and made a long incision in the middle of my scrotum. The fluid gulped out and opening the incision with both her thumbs she pushed out the balls like she was opening an orange. Now my two balls were out of my scrotum and were laying on the slab, still attached to their cords. ‘They look lovely! Don’t you think? You did a terrific job Jeanette! I will be able to make a lovely present out of them’ The pain was excruciating and I was slowly passing out. Mrs Valerie noticed me closing my eyes. She quickly pinched one of the testicles on the slab; the pain got me back immediately. ‘That’s better; I thought I lost your attention for a moment! We now are going to separate them.’ She put some clamps on the cords and then severed them from my body. On by one she put them in a dish. She squeezed one and said ‘See they can’t hurt you anymore now. So now you have lived through your great moment, I’m going to sedate you.’ She gave some injections and slowly the pain faded away and I passed out.

Next: Simone back on the job

Same as The day Simon became simone Videos

2 years ago
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OUR DATE WITH BISEX SIMONE SIMON

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The Education of Simone

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The Agony of Simone

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The Feminization of Simone

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2 years ago
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3 years ago
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1 year ago
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The forced feminisation of Simon

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3 years ago
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I looked out over the class room and noted the clicks of students. Jocks, nerds, goths, the pretty girls, the ugly girls, and then there was Simon. Simon was special, neither a nerd, nor a jock, he was just Simon. Water combed hair neatly parted and that day he wore a light blue collared shirt under a cute little dark blue vest. A gold loop in his left earlobe and he wore flannel pants and black dress shoes. He was so out of the ordinary he caught my attention the first day of class.“Settle...

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3 years ago
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2 years ago
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This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention. My...

1 year ago
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This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention. My...

2 years ago
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This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention. My...

2 years ago
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This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention. My...

3 years ago
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This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention. My...

4 years ago
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Big RedChapter 11 Simon

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1 year ago
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Cousin Simon

I really fancied my wife’s young cousin, Simon. At eighteen he was ten years younger than she was and 18 years my junior. His legs excited me when he wore his shorts: they were so hard-looking and dusted with light hair. Simon’s face was rather cute and innocent-looking, his hair dark brown. When he called and sat on the sofa drinking a mug of tea I always became stiffly and shamefully erect, my cock trapped uncomfortably in my trousers. I fantasized constantly about fucking him, creaming the...

Bisexual
3 years ago
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Simon und Simone Teil 3

S i m o n & S i m o n e Mein Leben mit meiner weiblichen Seite Teil 3: IN BERLIN ..... In Charlottes Berliner Villa angekommen, man?vrierte Gabriele als erstes den Van gekonnt in die Garage, danach ging es gleich in unser neues Domizil. Dieses Haus war wirklich ein Traum. Dezenter, alles andere als protziger Luxus wohin man sah. Aus jedem Detail der Einrichtung sprachen Charlottes hohe Anspr?che und ihr guter Geschmack. Sie selbst brachte mich ins G?stezimmer und sagte:" Simone, ...

2 years ago
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Elizabeth Gets Another Night With Simon

It was now two weeks since sixty-four-year-old divorcee Elizabeth Prentice had attended the eighteenth-birthday party of her grandson, Tim. At that party Elizabeth had probably had too much to drink and, much to the disgust of her daughter Tina was snogging and groping with twenty-year-old Simon Whittaker. Tina would have been appalled if she had known that a few days after the party her mother spent the night in bed with the young man.Liz had not seen or heard from Simon since that night...

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1 year ago
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Simon und Simone Teil 2

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1 year ago
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Hated Simon

I've always hated Simon, no that's not fair, envied would be a better word. He always had more than me; his family had more money than mine and it showed from his clothes to his birthday presents. It didn't help that he lived next door and I have to endure being shown all his new things. When we both finished school it got worse, he got a better job then me and always drove a newer car. The women he got off with were always prettier and curvier than mine were too; then he got married. At...

2 years ago
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Simon and Sebastian Part 3

Simon had landed in New York without the faintest idea of what he was going to do there. He had to earn a living and quick as his funds were rapidly running out. He also wanted to be able to contribute towards the cost of the apartment, though this was not a point, which preoccupied me, for I was just glad to have him there. The only clear point was that it was his exceptional cock, which was going to provide his bread and butter, but just how he was going to exploit this superb asset, he had...

Gay Male
2 years ago
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Simons Gassing

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3 years ago
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Simon Gets A Visit From His MotherInLaw

"I have asked my mother to visit this weekend," announced Cindy Harrison to her husband Simon.Although a lot of men would be disgruntled to hear that their mother-in-law will be visiting, it was not so much hearing that she was coming that caused Simon to gasp, it was the actual phrase.If Cindy had said, "Mum is coming this weekend," or, "My mum is coming for a visit," or similar it would not be a problem but that particular phrase meant only one thing. Yes, sixty-four-year-old Mandy Bloomfield...

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3 years ago
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Simon and Sebastian

Well, what did the morrow bring after my chance meeting with Yan in the bar? Today was my last day in Taipei, as even though the contest was still continuing for several more days, my flight back to New York was the next day. I went very early to the auditorium where the preliminaries were taking place and got myself a seat right on the front row. Yan and his co-competitors others were still in the intermediate heats and I had a marvellous time seeing them pose and shoot cum from a front seat....

Gay Male
3 years ago
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Simon Canes And Fucks His MotherInLaw

Mandy Bloomfield, a sixty-four-year-old divorcee, had just visited her daughter Cindy Harrison and her husband Simon. It had not been a normal visit made by a mother to her family but it had been one of the 'special' visits that Mandy made two or three times a year.These 'special' visits involved Mandy giving Simon a caning, at his wife's request, for bad behaviour since a previous such visit but this particular visit had been unique because this time Simon fucked Mandy, at her request and...

Spanking
1 year ago
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Simple Simon 2

Simon returned to work the next day more confused than ever. With his father’s lessons on how different they were from any of his clients, he knew instinctively that what happened with Jennifer was a bad thing. Of course, he didn’t share what happened with his dad or mom. How could he? He didn’t even really understand what had happened. Before Jennifer grabbed his thing in her hands and played with it, he never realized it could grow bigger. As for what happened when he pounded her against the...

Reluctance
2 years ago
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Simple Simon 1

Simon was a simple soul. And so too was his mind.School for Simon was both painful and embarrassing for him and so it was that he dropped out after just four years. It wasn’t him who made the decision but his mother and father who, realizing it was nothing more than a waste of time for him and whoever tried to teach him, agreed with the school principal that they would pull him out.“It’s better for all concerned,” he’d said gravely.Simon was relieved! No more teasing and no more beatings from...

Reluctance
1 year ago
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Simon Says

Becky sat up in the kitchen chair with an exaggeratedly straight posture. She tried to keep a serious demeanor, but was struggling not to laugh.  Simon sat in the other kitchen chair opposite his girlfriend. She had a mischievous sense of humor that manifested itself in playing silly games, but always with an erotic undercurrent. It was that mischievous streak that led to the current game. Becky started the conversation saying that she bet Simon was great at playing the game "Simon says" -...

Spanking
3 years ago
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Watching Simon Fall

They say that when you die, you see your whole life flashing by in front of your eyes. My life as I knew it ended on a sunny Sunday in April. When Simon fell, something did indeed die inside me. And I saw my life, our life. One year, a tiny part of my complete time in this world, and yet it had been everything that counted. I couldn’t stop the images, just as I couldn’t stop Simon’s descent to the ground. I had been condemned to stand there motionless, helpless, and see both, my memories of...

1 year ago
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Simon Says

SIMON SAYS 1 Elaine had only been in the apartmentfor ten minutes when the phone rang. She picked it up on the second ring. "Hello?" "It's me," Simon said. "Iwill be there shortly, and I will be bringing an associate with me. Set yourselfup." And he hung up. Elaine replaced the receiver slowlyand then sat without moving for several minutes. Then she got up, went intothe bedroom and took off all her clothes. Completely naked, she walked intothe wide foyer that served as the entrance to...

2 years ago
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Another Side of Simon

Simon and Melissa had been seeing each other for a couple of weeks. A couple of coffee dates, a movie or two, nothing too serious, just a bit of fun. Simon could hardly believe his luck – he was a bit geeky-looking, never had much luck with girls, but Melissa was absolutely stunning. They met in a physics class they were both taking, and Melissa had sat next to him, even though there were lots of other seats. She spent the entire lecture watching him and smiling. He spent the entire lecture...

3 years ago
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Grim Fairy TalesChapter 27 Simon goes to Town

Simon was uneasy. Arabella had been avoiding him since their discussion in the shower the night before. With a heavy load on his mind he had made his way back into the city to continue outprocessing. The lines were as long as they had been before the holidays; the only change was that it was hotter. As Simon despaired at the thought of sitting in another line, he knew that he had to leave the Army properly this time or they'd just show up on his doorstep again. Finally, he had made it to...

3 years ago
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Simon Says

I found my self on my feet slowly walking to Simon, he smiled "Well..." he said in an impatient tone while holding him under his arms i closed my eyes and slowly pressed my lips against his...own, warm lips .. i pull back and stare at the floor hearing Aaron make gestures that i couldnt describe but found out to be some faces of disgust.. "Simon says go Aaron if this disgusts you so?" .. Aaron stop and fell silent " What?" "You heard me ... Simon..says...go" I turned my head to see him...

1 year ago
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Simon said so

WEDNESDAY?So what did you make me for breakfast??  Simon, my boyfriend’s older brother who shared our apartment asked me. He snaked his hand underneath my arm and around my waist to get to the frying pan.  A little too close as always. I mostly ignored him. But I have to say in the last six months after all us moving in together, nothing bonded me and Simon and I more than snarky banter. ?Get off Simon. I don’t have time for this.? I upended the frying pan into the dish on the counter and...

1 year ago
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Enslaving Simon

Oh Simon how did it come to this… Who is Simon? He’s our friend in the dark clothes, black hair shaved sides and back, very ‘cute’ on him don’t you think? You’d think him a tomboy in the wrong outfit… or the right one depending on your tastes. At this moment he’s dressed in a choice ensemble, slim fit charcoal cargo pants and the neon green top with splatter paint skulls plastered front and back, heavy boots and an all too adorable choker like a dog collar with little chrome skulls for studds....

Fetish
1 year ago
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Simon and Sebastian Part 4A5

CHAPTER 15 Chris’s embarrassment at our total nudity had now totally vanished. It was unbelievable the change that his sudden triple loss of his cock, anal and oral virginity had had on him. One could almost have believed that his earlier shy behaviour was an act, and that he was in fact a highly experienced young stud. Simon and I were delighted with the change in Chris’s character, which had been brought about by our shock therapy. It is just that first step which is frightening, but once...

Gay Male
2 years ago
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Simon and Mr Bowsey

Simon and Mr Bowsey by Archibald Young This story is set in the 1960s, when HIV had not been heard of. Unprotected sex is very stupid now, but it was less stupid then (although still stupid). This story continues from Simon and the Lodger. I lay in the bath after washing, and heard the two men talking in the hall below, and then the front door shut. It took Harold a long time to clear up after my wonderful time with Leo, and it was nice to hear that he was even hoovering up...

3 years ago
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For Blood or MoneyChapter 19 Simon Says

COLLEGE IN THE 70s was a heady time for me. I was fresh out of the service and going to school on my GI benefits. I’d survived Viet Nam and the world was filled with possibilities. I was a couple of years older than my fellow freshmen at the University, but among those headed for business degrees, my age seemed to be a benefit rather than a detriment. I was more experienced. And when the draft lottery came about, I hung a sign on my door that said, “Been there, done that.” Into the chaos of...

1 year ago
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Simon and Me In The Hotel

We entered the hotel room, a knot of nerves in my stomach as I had never done anything like this before or since, he was a head taller than me, I felt so small next to Simon and I could feel his eyes on me as we entered the sterile looking Holiday Inn room. I knew he wanted me from the moment he looked at me and now he had dragged me to this hotel room, whispering to me in the five minute taxi ride here of how he would take me. The door closed behind us and now I was his, the only thing I hoped...

Gay
2 years ago
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My Visit With Simon pt 1

So one of the hottest times I love to reminisce about is the first time I had sex with Simon while my husband watched. One thing led to another, I had found out my husband had gotten a little friendly with an ex of his from high school. They didn't actually have intercourse, but knowing they shared a kiss made me furious. I went out drinking with my bad influence, Karen, and we got to talking about the best sex we've had, and if I could fuck anyone from my past again, who would it be? Although...

2 years ago
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Simon Sears

We begin with the sister Emma. It is a Saturday morning and Emma decided before heading in to the shower, to check up on her brother Simon. He is one year older than her with him being 23 and her being 22 and at the moment, she is living with him in his apartment which she generously pays partial rent of. Although they are separated by one year, they seem almost like they could be twins, although Simon is slightly taller than Emma. The both have brown hair and are naturally slim . As Emma...

Bisexual
1 year ago
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Simon and the Lodger

Simon and the Lodger by: Archibald Young Note: This story is set in the 1960s, when the age of consent for gay sex was 21. In the UK it is now 16, so my story can now be told. I couldn't help it, could I? I couldn't help being sixteen, lithe and slim, with too-long blonde hair, blue-eyed, full-lipped and highly sexed, and bored out of my mind with the prospect of the long summer holiday with just my old mother for company, could I? And it was not my fault that he came to take the...

2 years ago
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A Chance MeetingChapter 8 Simon and Leanne become friends too Good Friends

Babs wondered if Leanne would really go to Simon that evening or if, when the hangover had cleared, she would think better of it. Maybe it was the threat of the embarrassing photos but sure enough she did. Babs was in her lounge when the girl walked by in a little green flared skirt and white t-shirt. She stood outside Simon's bedroom for a while, maybe plucking up the courage. Babs had planned to listen outside the door to hear that the punishment took place and hopefully would hear her...

1 year ago
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Simon and the Lodger Part 3

This story is set in the 1960s, when HIV had not been heard of. Unprotected sex is very stupid now, but it was less stupid then (although still stupid). Simon and the Lodger: Part 3 Archibald Young Leo gave me money as we kissed slowly in his hallway before I left. It was ?20- a lot more than we had agreed for dogsitting! I felt a little delirious with it all- I suppose I was tired- but I was also deliciously heady with the wicked thought that I had become a boy prostitute! ...

2 years ago
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Susie and Simon Have Fun With Anne and Wendy

Wendy leant on the door bell again. She’d been ringing the bell for several minutes and was getting somewhat annoyed; she knew Susie was at home so why wasn’t she answering? She heard shuffling on the other side of the door which finally opened a crack to reveal a pale sunken eyed face. “Christ you must have tied one on over the weekend.” The face dissolved into tears, the shoulders heaving with deep sobs. Wendy pushed the door open and entered. “What the hell has happened? You didn’t turn...

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