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A Game With My Keyholding Wife Goes Too Far

Rating: 34
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blue179

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Posts: 595
#1
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My wife and I had been playing chastity games for years. With my encouragement she had become quite the cruel mistress. It was a game we played now and again when mood and opportunity coincided. I'd seen adverts for keyholders before but, of course I'd never needed one, I had my gorgeous little tease of a wife for that. Then, one day, it occurred to me how much fun the women offering such services must have. Not to mention the money they made from the various services they offered. I mentioned it to Michelle, my wife and part time mistress, in passing and was quite surprised by how interested she seemed. Over the following few days she pumped me for information and did some research herself.
Eventually we agreed it might be fun for Michelle to offer her services as keyholder to some of the desperate chastity fans out there who were not as lucky as I was. We set up a couple of online adds and were blown away by the response. Within a couple of months my excited spouse was holding keys to the chastity belts of fifteen men. She had corresponded with them all, giving them humiliating tasks to complete, rewarding them with her worn panties and stockings, even a sexy pic in a couple of cases.
After another couple of months Michelle was spending most of her spare time on her fast growing business. She didn't hide anything from me, in fact I often helped with ideas and suggestions. Then I noticed a lot of messages going to and from one man in particular.
Unlike the others this guy was not looking for a keyholder, he was a keyholder. He'd seen my wife's add and contacted her to see if she would like to share ideas and experiences. He was apparently far more experienced than us having been involved in cuckold relationships with several women becoming, in time, the keyholder for the husbands of these women, some of whom he had moved in and lived with.
I had some misgivings about his intentions towards my wife but Michelle just laughed and teased me about it. She even locked away my 'little clitty' as she called it, and threatened that it would not be coming off until her new fellow keyholder gave permission.
blue179

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Posts: 595
#2
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At first I thought she was joking but, as time went on and she refused my advances, smiling sweetly and shaking her head when I asked for the key to the Lori Tube that had been custom made for me a couple of years previously, I began to realise she might be serious. The record for the longest time I'd worn the tube was five weeks. It had been the pinnacle of our mistress/slave games and I'm sure I came very close to loosing my mind. Now though we were already at four weeks and, apart from teasing and deliberately broken promises, there was no end in sight. I was going crazy for Michelle as she deliberately paraded around the house in sexy undies, heels and boots. She even had me take a series of pics to send to her ally in my *******. His name, I'd learned was Phil but, according to Michelle, I should only refer to him Mr Phil. She insisted that I send the pics to him myself together with a letter assuring him of my complete servitude to him and my mistress. She told me that, if I did a really good job he might agree for her to remove my chastity tube and give me the relief I now desperately craved.
blue179

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Posts: 595
#3
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Michelle and I had discussed involving another guy in our games in the past but we had never actually done it. Then again, she had never seemed as keen as she was this time. The idea of my wife really having sex with another guy was a huge turn on, especially in my frustrated state. I was sure Michelle would end up giving in, letting me out of the cage for a stupendous orgasm and then calling a halt to her communications with Phil. Or rather Mister Phil. She would never actually go all the way. Would she?
Part of me desperately wanted an end to our game. Another part though, wanted it to go on for ever. Then a third part wanted desperately for my sweet little wife to push harder, to make me her cuckold.
blue179

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Posts: 595
#4
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Michelle was missing no opportunity to tease me, telling me how interesting Phil was, how sexy he made her feel. She had told him in the course of their discussions online that I was her first chastity slave. I felt embarrassed and a little betrayed by my wife but I was sure she had just done it to tease me and her first loyalty would always be to me. Bottom line, neither of us were ever going to meet the guy.
Then, one night when Michelle was making me ***** on the floor to stop me disturbing her ***** with my constant rubbing up against her sexy body in my horny state of frustration, she told me Mr Phil had sent her some pics. Apparently he was very handsome and masculine. He was 35 years old, my wife and I are in our late forties so she took great delight in telling me she had a 'toy boy'. She had printed the pics he sent her and demanded I kiss her tiny soft feet and suck her cute little toes while she lay back and leafed through them. She said that if I was a good slave I would frame them for her and place them around the house to remind her how handsome he was and to remind me what a real man looked like.
The online conversations progressed to text messages and then a phone call. Michelle insisted I dress in my maid's outfit and get on with housework while she waited for her new friend and fellow key holder to call her. As I dusted and hoovered she lounged in an armchair, phone in one hand, glass of wine in the other and superior smirk on her gorgeous face as she watched me and complained of my incompetence as a domestic servant.
When her phone eventually rang she had me kneel in the corner of the room, hands on head and nose pressed against the wall while she chatted with Mr Phil. I could only hear her side of the conversation but, even from that, it was obvious my wife had developed some real chemistry with this guy. Her laughter mocked me as her conversation became more and more sexual. My poor denied little clitty was protesting desperately at the cruel confines of its cage, even as my face burned with shame at my normally conservative wife's behaviour.
When she finally finished her conversation, my wife called me over to show me yet another picture Mr Phil had sent her by text. I was shocked to see it showed him completely naked. What's more, he was clearly aroused and his cock looked huge. Michelle teased me saying nobody made a chastity cage big enough to hold that. She immediately sent me off to go online and find her a dildo to match the size of her would be lover. In shame I had to text him to ask him how big he was. Nine and a half inches! The thought of him ploughing my tiny petite little wife with that monster had me terrified and horny in equal measure. What about me though? Michelle had often teased me about being small in the cock department but that was just when we were playing. In reality she'd always been satisfied right?
After ordering a suitable dildo I felt compelled to get a ruler and measure my own cock. I could only estimate due to the Lori's Tube but it was no more that two inches. That was soft though. When it was hard it would be much bigger of course. If it doubled in size that would mean four inches. Mmmmmm. Ok maybe it trebled? Still only six inches! So, if Mr Phil ever did get that thing inside my wife, what would that mean for me the next time I made love to her. I wouldn't even touch the sides!
Of course Michelle teased me about exactly that, telling me she needed to practice with the dildo in preparation for meeting her toy boy. She needed to make sure she could accommodate a real man after putting up with a little sissy boy for so long!
chiappeviola

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#5
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Great stuff! Pls keep going!
kennyboy82

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Posts: 6951
#6
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I don't know how true or not this is, but it's got my attention. Mr Phil's a man after my own way of thinking. I want to hear how this develops.
cuckold4one

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#7
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Cuck who loves a creampie.
blue179

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Posts: 595
#8
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The previous record of five weeks in chastity was well and truly beaten by the time my sexy little wife's new toy arrived. I was desperately keen to use it on her, anticipating the frustration of lying beside her working her gorgeous pussy with that monster dildo whilst my own cock remained ignored and rejected by the woman I loved. You can imagine my disappointment when Michelle took her dildo and disappeared into the bedroom with it, closing the door behind her.
Under other circumstances I might have burst in there and demanded my rights as a husband but this wasn't other circumstances. This was an incredibly sexy situation with me in such a desperate state of frustration that I would do just about anything to earn my mistress's favour. I had no idea where she kept the key so the only way of removing the damn tube was to use a power saw to cut it off. Not something I relished risking. Apart from which I really don't think I could have faced the look of utter disappointment I knew I would have seen on Michelle's face. This was my game after all. I was the one who had first come up with the idea. It was usually me who always pushed her to go to greater and greater lengths of cruelty in denying me and treating me with the contempt deserved by a pathetic sissy. The least I could do was see it through. This was the best game we'd ever played. Michelle seemed to be genuinely enjoying herself. How could I spoil it? She'd never forgive me. Maybe even never play again. No, I'd hold on just a bit longer.
I was trying desperately to distract myself with washing dishes when I heard the bell. Michelle had taken to ringing a little silver bell whenever my services were required, usually and, I'm sure, deliberately at the most awkward moments.
I dried my hands and rushed to my mistress's bedroom. ****! I was already thinking of it as her room instead of ours. I'd only been banned from it for two weeks. My bedroom was now the cupboard at the top of the stairs.
I could smell Michelle's excitement as soon as I tapped on her door and entered. She was a sight that had my poor frustrated clitty twitching and jumping as much as it could in the confines of its tiny metal prison. Naked except for a pair of flesh coloured stockings she was laid on her back on the huge double bed. Knees up, one hand between her legs the other holding one of the pictures of Mr Phil that she'd had me frame for her.
'Kneel beside my bed sissy,' she gasped in a deep throated voice. 'I want you to see how I take a real man's cock. Think what it's going to be like when it's the real thing and not a plastic toy. Oh ****, it's big!'
So there I was, kneeling in my maids outfit beside my beautiful wife's bed, watching and listening as she pleasured herself. She could have had me but, instead, she preferred to fuck herself with a dildo. What did that say about me?
'Oh yes my darling, fuck me with that monster! Show my useless little sissy what a real man can do to me!'
We were both completely lost in the moment. Several feet apart and yet joined in such a way that I don't think I'd ever felt closer to her. She was pure sex! My wife. My gorgeous darling wife. Right there stretching her pussy in preparation for her lover. The man who's photograph she was staring at as the final couple of inches of silicone disappeared into the warm wet depths of her pussy. A pussy that had belonged exclusively to me, always, but which was now spasaming in orgasm at the mere thought of someone else.
My stomach churned, my heart felt like it was breaking, but my cock had never strained more in my life as I heard the next words from my mistress wife.
'I'm cumming baby, oh fuck, I'm cumming for you Phil !!!!'
kennyboy82

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Posts: 6951
#9
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She's owned by Phil for sure!
blue179

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Posts: 595
#10
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When Michelle said she wanted to discuss the possibility of Mr Phil visiting us in person I was in two minds. Part of me was sure it was a really bad idea. Another part though was desperate to keep pushing this thing. After all, wasn't this what I'd always dreamed of. I must have read hundreds of stories and spent endless hours fantasising about my gorgeous wife taking a handsome young lover and turning me into a helpless sissy maid, pathetically eager to serve her in any way I could. But, and it was a big but, what if she fell in love with him? What if she left me? I couldn't risk that!
Fortunately matters were taken out of my hands. The discussion demanded by my mistress was not of a format I had anticipated.
I was laid on my back on Michelle's bed (the bed I used to think of as ours). I was naked except for the ever present chastity tube and a pair of dark stockings. My wrists and ankles were secured to the corner posts of the bed. I remembered we'd bought that particular bed partly because it lent itself so nicely to our bondage games. My mistress wife was dressed in red silk basque with white silk stockings. She was seated on my face facing my feet so that my nose was squashed between her cheeks, her cutely puckered asshole directly over my mouth.
'Tongue in sissy,' she instructed coldly. 'Further you useless slut!' she shouted, slashing her favorite crop across my thighs.
Yelping in pain I fought to get my tongue further into her delicious hole.
'Good,' she praised, 'Make sure you keep it there while we have out little discussion'.
As you can imagine, my input was somewhat limited as my demanding mistress told me in no uncertain terms that Mr Phil would be visiting us and, if all went well, he would be playing a large and important role in both our lives.
As part of my preparation for the forthcoming visit of my wife's intended lover Michelle had ordered a new chastity tube for me. This one was equally small, equally secure, but had the added bonus of several sharp spikes at its end. Erections, my wife informed me, even tiny ones like mine, were to be discouraged in slaves. From then on the only hard cock allowed in my mistress's home would be Mr Phil's.
As if my torments were not sufficient, I was presented with a butt plug by my grinning mistress. Her giggles as I struggled to ***** the painful invader into my virgin backside had me red faced with shame. The threat, however, of not being even considered for release from the new chastity cage if I refused to wear the plug all day and all night, ****** me to agree. I even had to beg permission to remove the plug twice a day to allow me to perform my ablutions and give myself an enema.
I felt trapped within a downward spiral. The more cruelly my wife treated me the more I loved and desired her. The more I gave in to her demands seeking only to please her, the more she seemed to loose respect for me as her husband and even as a man. That drove her to further humiliate and ******* me and so it went on.
blue179

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Posts: 595
#11
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On the day Mr Phil was to arrive I waited kneeling by the front door. I was dressed smartly in brand new maids outfit that had been presented to me by my mistress wife that morning. I was squirming in discomfort from not just the invasive butt plug but from the painful welts that crisscrossed my thighs. I'd been instructed to put new sheets on my mistress's bed that morning and she had decided to encourage my efforts with a few well aimed slashes of her crop. She told me that I should be prepared to suffer for the honour of serving her and to be beaten whilst preparing the marital bed for her lover and her was entirely appropriate. The tears in my eyes were real by the time I'd finished, something that Michelle seemed to find very amusing.
'If you're going to start crying after a couple of my gentle love taps sissy, you're going to be hysterical when Phil takes a crop to you!' she taunted.
Michelle was upstairs, no doubt making sure she looked especially gorgeous for her young lover. I was wrestling with my second thoughts. How did we get to this point? The reality was finally sinking in. Another man was going to invade both my home and my wife!
When Michelle finally appeared she looked more beautiful than I'd ever seen her. Her long dark hair shone with vitality. The dress she wore was new and clung to her womanly curves like a second skin. Were those stockings she was wearing?
I jumped when the doorbell rang.
'Answer it idiot!' my cruel mistress demanded.
I had to stand to open the door. My polite curtsy seemed to go unnoticed as Phil brushed straight past me and into the arms of my wife. It was hard to believe this was their first meeting. They seemed like long term lovers, separated for a while and desperate to hold each other once more.
Their first kiss went on forever. I felt completely surplus to requirements as I stood there lost for what to do.
Finally, their kiss broke and Mr Phil took a step back, holding my wife's hands and looking her up and down. 'You're pictures were lovely but they don't do you enough justice, you are stunning!'
Michelle blushed as she smiled at his compliment.
'You're not too shabby yourself,' she returned.
My blush was so much deeper when Mr Phil turned to look at me, 'Hello Sissy, you look even weaker in person than I thought you would.'
I had no idea what to say and was appalled to find myself curtsying again. I couldn't even look this man in the eye.
'I'm looking forward to getting you out of that dress Michelle,' he said as he turned back to her. 'But first things first. Where are the keys to the sissy's chastity cage?'
Michelle smiled as she took the chain from around her neck and handed it to him.
'Is this both keys?' he asked, 'there are no others?'
'No that's all there are,' she replied.
My heart sank as I saw the keys to my aching sissy clit handed to this confident man who was now taunting me with a condescending grin. I was in trouble, helpless and he knew it.
He wasn't finished though. 'Right faggot, I want your house keys and any spares, now!'
I jumped to do as I was told, already eager to keep the man who now owned my clit happy. On my return I knelt in front of my mistress and the man who was now my master, holding them up to him.
'Good girl,' he smiled confidently as I meekly gave them to him.
'I own this house now along with my woman. You have no right to be here but I'm prepared to let you stay so long as you are of use to me. If you fail to serve me with the devotion and respect I demand I will have no hesitation in kicking you out with nothing but the pathetic sissy clothes you are wearing. Do I make myself clear?'
I was sure Michelle would be as shocked as I was. This was too much! But I was wrong. It seemed to be having a completely different effect on her. Watching this strong, confident younger man come into our house and take over was obviously getting her wet. I couldn't believe it. She was tilting her chin, giving this brute a total 'fuck me' look!
blue179

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Posts: 595
#12
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It's really surprisingly difficult to stay absolutely still. But that was what Mr Phil had instructed me to do. On my knees, nose pressed to the wall, hands on my head. He'd set his phone to video and made sure to position it so that it had a perfect view of my pathetic position.
'I'll be checking that video when I come back from fucking your mistress sissy and if I see you've moved an inch I'll take my belt to your worthless ass. Do you understand?'
I mumbled a 'Yes'.
'Pardon?'
'Yes Sir, I understand'.
'That's better', he smirked. 'Now, lets get you seen to. After so many years married to that wimp you have to be ready for a real man's cock', he laughed as he slapped my mistress's backside.
'Oh, you have no idea,' my unfaithful spouse replied.
Unfortunately but, I'm sure very deliberately, they left the door to the bedroom wide open and the sounds of their mad coupling had my imprisoned cock expanding quickly until the head met the cruel spikes causing my to groan and cringe in pain.
I had never heard before the sounds that came from my darling wife. It sounded like she was being ******** in there. Her first orgasm was mere moments in arriving and those infernal spikes had me doubled over in agony as she screamed Phil's name.
I panicked as I realised I'd broken Phil's rules by moving but what the fuck was I supposed to do. Tears were streaming down my cheeks as I struggled in vain to block out the sounds of passionate sex. The thought of that huge cock inside my petite mistress was more than I could bear. He was touching places inside her that I'd never been, that no one had been. Michelle was a virgin when we married Her sweet faithful pussy had never known any cock but mine. Now that was changed, forever.
At least those thoughts were sobering enough to cause my own cock to shrink in shame and regret giving me some measure of relief from the spikes. That was until I hear 'Fuck me darling, I want it all. Fuck me, I'm yours'. Ahhhhh, ****, the pain hit again, worse even than before.
I don't know how long it went on for. By the end Michelle seemed to be having constant orgasms one after another. Finally I heard that brute of a man bellow he was cumming. It broke my heart as I knelt there in helpless shame listening to him shout 'Ahhh, you fucking whore, take that spunk! I'll fucking split you in half you slut!'
I'm not sure if she passed out but she was suddenly very quiet. After a few minutes Mr Phil staggered into the hall where I was. I caught a quick glimpse of him coming down the stairs completely naked, that huge cock swinging freely and dripping a mixture of his and my wife's juices onto the carpet as he came towards me. Then I saw the belt in his hand.
'You'd better not have fucking moved cunt,' he hissed. I trembled in fear knowing the video would surely betray me.
'You useless sissy faggot,' he sneered as he thumbed his phone and replayed the video. 'I warned you'.
'I'm sorry sir, I couldn't help it. The spikes were digging in, I couldn't stand it'.
'The spike only dig in if you try getting a little stiffy. You mistress told you when she fitted it that sissy's aren't allowed to have hardons. Didn't she?'
'Yes sir, but the noises, I couldn't.......I mean it was......'
'What are you saying, it was my fault?' he sneered as he moved behind me.
'No sir of course not, it's just....'
'Get up! Feet together, bend over, touch your toes, move!'
As I rushed to obey I caught a glimpse of my wife descending the stairs wearing nothing but Mr Phil's t-shirt.
'Don't tell me,' she laughed, ' The little **** disobeyed you didn't he?'
'Yes he did,' Phil growled, 'But he won't be doing it again'.
Crack! The pain shot through me as Mr Phil brought his heavy leather belt into play across my exposed backside.
Fresh tears sprung to my eyes and I could have melted with love for my darling wife as she interceded on my behalf.
'Stop!' she cried. This was too much for her. No way was she going to allow that brute to treat me this way. Or so I thought.
'I think the little slut should have her knickers around her ankles for a beating, don't you sweetheart,' she asked her lover as she hooked her thumbs into my waistband and drew down my frilly panties.
'Look at me sissy,' she instructed as she came to my side.
'You will obey Mr Phil in everything as you do me. He is your master now and he has every right to beat you how and when he pleases. Do you understand?'
'Yes miss,' I bleated.
'Now ask nicely for your punishment,' she smiled as she lifted my chin in her delicate hand.
I stared into her bottomless green eyes, feeling more love for her than ever. 'Please Mr Phil sir, please punish this sissy as you please'.
'Good girl,' my wife soothed. As the next blow landed she spat in my face.
blue179

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Posts: 595
#13
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If I had any self respect left it deserted me during the next few minutes, beaten from me by the leather belt of the man my wife and mistress had chosen as her lover. I cried, I begged, I pleaded, I promised to be good. Anything! Anything to make him stop.
Nothing worked. Even when my quivering legs would hold me no longer and I sank to my knees, it didn't stop.
'Get up sissy!' Mr Phil scolded me. 'Every time you move out of position we start again, now get up or I'll throw you out in the street right now!'
I don't know how but I managed to get myself back into position and stay there until Mr Phil was satisfied I had learned my lesson.
Even then, my *********** was not quite complete. I had to kneel in front of him and apologise for breaking his rules and being a useless piece of ****. Then I had to turn to Michelle and apologise for causing her to waste all the years of our marriage on a sissy wimp when she should have been with a real man like Mr Phil.
'This is all for the best sissy,' Mr Phil assured me. 'It will be difficult for you at first but you'll get used to it eventually. Just remember, those spikes are there to help you become a better sissy maid'. He sounded almost caring, even as he dangled the chain holding the keys to my chastity cage in front of me.
'You do want to be a better maid for your mistress don't you girl?' he asked.
'Yes sir,' I sobbed.
'Well then, you should be happy I'm here to help you', he smiled as my gorgeous mistress sidled up beside him. His arm encircled her waist as she lifted her face to meet his kiss.
'Yes, sir, I am. Please sir, may I speak?' I sounded pathetic even to myself.
'Yes maid you may speak. You're a good girl for asking first. Make sure you always do that from now on', he smiled.
I felt a pang of pathetic pride that I'd done something to please my new master and, encouraged, I pressed on. 'Please sir, I'm going to try really hard to be obedient, I swear. But please sir, no more whippings. It hurts so much! The spikes inside this thing they hurt so much, I can't stand it! Could I please go back to the other cage sir? It's just as secure'.
'You don't seem to be in much pain from them at the moment,' Mr Phil pointed out.
'No sir, it only hurts when, you know....it tries to get hard'.
'Exactly,' he barked. 'So should a maid be walking around getting little erections when it's supposed to be serving its betters? What do you think Michelle?'
My wife of more than twenty years, my soulmate, just shrugged her shoulders. 'I don't want to think about its little excuse for a penis. Its of no interest to me, so whatever you think babe', she answered.
'There you go sissy,' Mr Phil smiled. 'Hard ons, even little ones like yours, are not a requirement of your role, so that spiked cage is perfect. Wear it long enough and I'm sure even a stupid little sissy like you will learn how to keep your tiny thing completely soft, even when its not locked up'.
'Please sir, how long? It's just, I've been waiting so long already,' I begged.
'How long is it since you had a little dribble girl?' he demanded.
'Please sir, its been nearly nine weeks now. I can't stand it sir, I'm going insane. I can't think sraight. If I could just....'
'Silence!' screamed Mr Phil. 'Do you think I'm going to stand here and negotiate with you, you stupid little faggot? Any time you've spent locked up before my arrival is of no interest to me. You lockup period starts now and it's four weeks'.
'Oh no, please,' I begged, looking to my wife for support.
'Oh yes,' sneered Mr Phil. And that's just a beginning. If your behaviour falls even slightly below what I require I'll have no hesitation in adding more time. In fact, your attitude just earned you another week. Or shall I make it two?'
'I'm sorry sir,' I blurted.
''Get out of my sight, I don't want to see you again tonight. And you,' he said, turning to my wife, 'Get back upstairs, I'm not finished with you'.
kennyboy82

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Posts: 6951
#14
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This just gets better all the time. I like Mr Phil's and Michelle's methods to obtain obedience.
blue179

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Posts: 595
#15
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The next two weeks were difficult and frustrating. I was treated with utter contempt by both my wife and her cock sure lover. They did nothing but eat, ***** and fuck. Everything else was down to me. I washed, cleaned, tidied and cooked. I was constantly hoping that by performing my duties as a maid they might relent and give me the opportunity for some relief. At first I kept waiting for an opportunity to catch my wife alone so that I could talk to her, tell her I thought things were getting a bit out of hand. Unfortunately I never got the chance as she was always with him. Seeing them together, touching, kissing, laughing and just loving being together turned my stomach upside down. They looked like newly weds. It was a fantasy come true for me. It was everything I could have hoped for in my twisted sissy cuckold dreams. But, as the saying goes, 'You should be careful what you wish for'.
Mr Phil was proving to be, not just a wonderful lover for my wife, but a cruel and demanding master for me. I actually felt weak in his presence. He was constantly on my case. My stockings were not straight, my lipstick was not red enough, my work was below par, I was too slow bringing him a *****. I couldn't win, nothing I did was good enough.
Michelle and I had flirted with corporal punishment in our games in the past but she had always shied away from really letting herself go. As a result I was always left feeling a little disappointed. Mr Phil though, had no such problems. He informed me that I would be beaten each evening as a matter of course. In fact I was to report to him at 8pm every night with my wife's crop. I was to kneel and offer him the crop requesting that he use it to correct my failings as a maid. The only hope I had of escaping my nightly beating was to prove during the day, to both him and my mistress that I could be perfect in my duties. Fat chance of that! Even in the unlikely event that Mr Phil did not find fault with my work, my treacherous spouse was sure to do so. I found this out the hard way when, one evening I knelt as required offering Mr Phil the crop to use on me.
'I was actually quite impressed with the way you performed your duties today sissy,' Mr Phil began. My hopes of going to bed without crying myself to ***** for the first time since Mr Phils arrival soared.
'However, it seems you rather ********* yourself this afternoon with your mistress. Is that correct'.
I glanced at Michelle before casting my gaze down at the floor. She'd promised that she wouldn't tell him. Earlier that day Michelle had instructed me to retrieve her wedding dress from the loft. I'd made the mistake of asking why.
'I don't think that's any of your business sissy,' she'd replied. The dress had been ridiculously expensive but worth every penny. I'd wanted so much to make love to her in it on our wedding day but she had insisted on removing it and folding it away very carefully. Why did she want it now?
'If you must know I'm going to wear it for Phil. I want him to make love to me while I wear it. I want to show him I belong to him. That my marriage to you is secondary now to my feelings for him'.
I was devastated!
'He needs to be reassured that he is my number one now. That you have no claim to me. That I see you only as a servant, a slave even, and perhaps an amusement'.
'But, it's your wedding dress. It should be just for us,' I pleaded with tears forming in my eyes.
'Sweetheart, come here,' she soothed, sitting down on the bed. 'Quickly before Phil comes in,' she instructed, pointing at the floor in front of her.
From my knees I looked up at my gorgeous wife. 'I know how important the dress is to you, to us, but that's the point. This is not like one of our usual games sweety. Phil is not going to settle for anything less that total ownership of me. If you're honest isn't that what you've always dreamed of? That another man would, not just fuck me, but own me, take me from you, humiliate you. Isn't that true? Or have I misunderstood you all these years?'
'Yes, of course,' I admitted. 'It's just that I thought we would always keep something as just ours, you know?'
'Sorry darling, that's not how it works. Now you can apologise and kiss my feet or I can call Phil in here and you can explain to him what you're not happy about'.
'I'm sorry ma'am, please don't tell him,' I pleaded as I bent forward to plant loving respectful kisses on my mistresses cute little furry slippers.
kennyboy82

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#16
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Michelle's got the measure of you, cuck!
blue179

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#17
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'So, maid, how well do you think you performed your duties today?' Phil continued.
What could I say? 'Not very well Sir.'
'Not very well?' Mr Phil pressed.
'I'm sorry sir,' I added lamely.
'So, would you say you've earned the right to go to bed without any consequences for your behavior?'
'Umm...no...no...Sir....probably....I mean....no sir'.
'Probably? Probably what you pathetic little slut?'
'I mean....ummm...no Sir, I should, I mean....there should be consequences...'
'Right, now gather whatever puny thoughts you have in that piss poor little brain of yours and try to form that into a sentence,' Mr Phil ordered.
'Please Sir, my behavior was unacceptable and should have consequences,' I blurted.
'That's better,' Mr Phil smiled as my mistress sidled up beside him cuddling his well muscled arm. 'See Michelle, see can be a good girl.' Michelle burst out laughing and Phil couldn't help joining her. His face was serious again though when he turned back to me. 'Now tell me what the consequences for disrespecting your mistress should be sissy'.
My mind raced as I pondered the possibilities. I knew a trap had been set for me. If Mr Phil decided I was trying to go easy on myself he would probably double or even treble my suggestion. On the other hand I didn't want to talk myself into worse punishment than necessary. My ass still bore the swollen stripes from last nights 'maintenance beating' as Mr Phil called it.
'Umm...I think it should be....ummm...twenty Sir, twenty strokes of the crop.....Sir.'
'Twenty?' my cruel tormentor queried.
'Erm..I mean thirty Sir!' I panicked.
'So lets make sure I understand this,' Mr Phil smirked as my petite mistress stood on tiptoe to kiss his cheek. 'Your wife decided to wear her prized wedding dress for another man. That upset you. You asked her to reconsider and, for that you think I should beat your sissy ass thirty times before sending you to bed. Yes?'
'Yes Sir,' I mumbled.
'So what does that make you? What kind of excuse for a man would do that do you think?' Mr Phil sneered.
'I don't...I mean....I don't know Sir'.
'You don't know Sir? I think I know slave. I think your mistress knows too don't you Michelle?'
My wife's face showed complete disdain as she nodded.
'Tell your former husband, your maid what you think of it,' Mr Phil instructed her.
'I think it'd pathetic,' my gorgeous wife smiled evilly. 'It disgusts me. I can't understand how I ever saw it as a man. It deserves everything it gets.'
'Well, not much support for you there, is there slut. You'd better assume the position. Now!'
As quickly as I could, I jumped up and bent forward at the waist, lifting the back of my frilly maid's uniform to present my sissy pantied backside to my master.
'Panties round your ankles slut. I won't tell you again,' Mr Phil warned.
My shame was complete as, red faced I dropped my panties and awaited my discipline.
'Whip it's little ass good and hard darling,' I heard Michelle request of her lover.
'Don't worry, the sissy pansy won't forget this beating for while', Phil answered her.
Squealing and whimpering, sobbing and apologizing, it took everything I had to remain in position as my ass was blistered by Mr Phil.
By the end my tears had formed a little puddle on the floor. I didn't dare move out of position until told I could do so.
'Good girl. I hope you've learned your lesson. Now stand up and turn to face me'.
Still sobbing I clumsily pulled up my pathetic girly panties and turned to face Mr Phil and my wife. In my shame I couldn't meet there eyes.
'Th...thank...y...you...Sir for my dis...discipline,' I ******.
Mr Phil smirked and turned his head to my wife winking as if to say 'I told you I could break him'.
'Bed time for sissy maids now I think,' suggested Mr Phil.
'Yes Sir, goodnight sir, goodnight ma'am,' I curtsied.
'Oh, I nearly forgot,' laughed Mr Phil. 'The other half of your punishment. We can't be doing things by half now can we? We need to drive the lesson home, otherwise how are you ever going to learn little maid?'
'Please Sir, I have learned. I'll never argue with my mistress ever again, I swear'.
'Of course not sissy,' Mr Phil agreed. 'But, just to make sure, I think we'll give you another two weeks in your chastity belt'.
My jaw dropped as I took in his words. But it wasn't over.
'Darling,' my faithless spouse purred, 'I was thinking more like a month at least'.
What the fuck!!??
'You mistress is quite right maid. We really can't have you disrespecting her. A month it is'.
In a stupor I stood shaking my head as my two tormentors dropped onto the couch together and began to kiss.
A dismissive wave from Mr Phil told me I was no longer required.
chiappeviola

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#18
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Yep! Somehow I knew this would soon turn into one more of blue179's mind-blowing masterpieces ...
blue179

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#19
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It just goes to show how much my life had changed when the highlight of my life was the night I was allowed to watch Mr Phil plough my wife. Both he and my wife had teased me about it for days. I'd, so far, not been allowed to watch them make love although I'd heard enough through the open bedroom door to drive me insane with lust and frustration. The thought of actually seeing them together both excited and scared me beyond words.
I was still suffering from the pain of those dastardly spikes when my little clitty, as I had to refer to it, made its futile attempts to be free. Tonight was the night though. I'd worked extra hard all day on my maids duties, desperate not to give either my master or my mistress an excuse to change their minds and exclude me.
So there I was, in full sissy uniform, makeup and wig, kneeling at the side of the marital bed. Mr Phil had insisted I be fitted with a ball gag to prevent me interrupting his fun. The butt plug was in place as always and the chastity cage was beginning to feel like a part of me. I was sure I would feel naked without it if it was ever removed.
'Ohh, darling.......yessssss!' my mistress groaned as her lover lay over her and pushed the first few inches of his impressive manhood inside her. Her white stockinged legs lifted as she wrapped her legs around his waist and crossed her ankles, her tiny white six inch heeled stilettos gleaming in the light from the bedside lamp. She had spent all day getting ready with trips to the hairdresser and the manicurist. The wedding dress still fit her like a glove after all these years and the memories came flooding back stirring butterflies in my stomach as she had approached her lover, a small bouquet of flowers grasped in her tiny perfectly manicured fingers.
As Mr Phil responded to her entreaties and pushed further into my wife I was struck by the realization that he was touching parts of my wife's pussy that I had never known and never would. As he finally bottomed out in Michelle's soft wet pussy I doubled over crying out with the pain inflicted on my poor clitty by those damned spikes. It was agony. Physical and emotional agony.
'Ahhh! I'm cumming Phil, I'm cumming my darling, ohhh...fuck!'
Her first orgasm from just the penetration of that monster tool. Phil demonstrated his mastery of my wife as he held himself up on his elbows, grinning as he watched his woman writhe in ecstacy. Then the show really began. Slow thrusts then faster. Slow again. Pause while Michelle groaned and swore through another then another orgasm. Then back to slow thrusts. I marveled at his control. With my wife dressed as she was I doubted I would have lasted two minutes. Yet here he was, half an hour later, lifting my mistress's ankles onto his shoulders, removing her shoes and throwing them to me before grabbing her hair and really pounding into her.
'Lick those fucking shoes clean wimp,' he snarled. 'Inside and out. It's all you're fucking good for now!'
Michelle was amazing. Not just surviving the onslaught of that beast but reveling in it, encouraging her man to fuck her even harder. It was very obvious that I had ceased to exist for her. Mr Phil's cock was her world right then. The only thing that mattered to her was getting that thing inside her as deep as possible.
The tears were streaming down my face washing black mascara with them when I noticed Mr Phil's butt cheeks begin to clench. In unison we both cried out loud. Me in pain, Mr Phil in triumphant release!
'Ahhhhhh! Bitch!!!! Take it, take my fucking cum. Fucking whore in her wedding dress!!'
Even though I'd dreamt and fantasized this scene countless times over the years, I was totally unprepared for the flood of emotion that washed over me as I watched another man pump what must surely have been gallons of thick fertile cum into the very depths of my darling wife's womb. Lust, ***********, frustration, awe, regret, love, all these emotions and more fought to block out the appalling pain in my poor little clitty.
blue179

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#20
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I wanted so desperately to get out of there and yet wild horses could not have dragged me away. The tender kissing and caresses exchanged between my mistress and her lover where perhaps even harder to deal with than their fucking. They looked so in love.
'Right show's over sissy. Time to get back to earning your keep. Come here,' Mr Phil instructed me.
As he moved away from my wife I watched spellbound as over nine inches of man meat slid slowly out of the swollen lips of my wife's pussy. There was an audible 'plop' as the head finally popped out and a river of thick white jizz flowed down over her butt hole to puddle on the white silk sheet beneath.
'Don't just stand there you fucking moron,' shouted Mr Phil, ' get in there and lick that up. Move!'
In a daze I did as he told me, extending my tongue to lap up his salty deposit. My shame would not allow me to raise my eyes to look into my wife's face as I licked and sucked, trying not to gagg as more white sticky cum flooded out of her pussy. Phil laughed at me as I struggled to cope with the shear volume of jism he had deposited so deeply in my darling wife.
Adding insult to injury, Mr Phil pulled my knickers aside and grabbed my but plug, pulling it out a little way before ******* it back in, fucking me with it like the sissy I obviously had become.
For her part Michelle enjoyed telling me in no uncertain terms, what an incredible lover Phil was and how he was her husband now having consummated their relationship with her wearing her wedding dress. Periodically she paused in her praise to ridicule my shortcomings until, finally Mr Phil announced, 'That's enough sissy. Time for round two'.
Sure enough his huge cock was hard and standing ready to go as I stepped down from the bed.
'Right, on all fours this time,' Mr Phil instructed Michelle. 'I'm gonna fuck you like the slut you are'.
Far from being offended my wife actually giggled in excitement as she positioned herself, head down, ass up, ready for her master's pleasure.
'You don't get to watch this time faggot,' Mr Phil sneered at me. 'Go make us some food. And don't even think about washing that slutty mouth out. I might not be finished with it yet. Now fuck off!'
blue179

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#21
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Thanks to those who have commented and/or voted. As a contributing writer it is very encouraging to know someone out there appreciates my efforts. I'd really like to hear from more of you if possible. Thanks again.
kennyboy82

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#22
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This is just fucking awesome, amazing, I'm loving this!
BumNote

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#23
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This is fantastic! I can't wait to read more
blue179

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#24
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After knocking tentatively on the bedroom door I had to wait several minutes before being told by Mr Phil that I could enter. I informed him that dinner was ready and curtsied before turning to leave. The image of him reclining comfortably, my wife draped across him, head resting on his chest, the delicate fingers of one hand lightly caressing his still impressive but now soft manhood, in what was once my marital bed, would stay with me for a long time.
As instructed I served Mr Phil and my wife dinner at the kitchen table. She till had on her white silk stockings but had added a white silk dressing gown and tiny white slippers with cute little silk
bows. I had to suppress a groan of pain and frustration when I saw her as the spikes in my chastity tube did their job.
Phil, I noticed was wearing my dressing gown, an expensive item that Michelle had bought me for Christmas. I could hardly complain. The man had clearly taken my wife from me, taking my dressing gown was a minor detail. Yet still it hurt. The joys of being a cuckold, I thought.
Mr Phil had told me to get a bowl and place it on the floor at their feet. I had to kneel beside it and wait for either him or my mistress to drop some scrap of their food into the bowl then, hands clasped behind my back, I had to say thank you and eat the scraps.
'I don't see why money should be wasted on food for a maid Michelle,' I heard him say. 'In future I want her fed only on what we leave'.
'Yes darling, of course,' my mistress responded.
I was washing up when I heard the bell ring summoning me to the bedroom once more. I went as quickly as I could in the stupid high heels that formed part of my regular uniform. After knocking and entering I noticed Michelle on the bed leaning on one arm holding the sheet up over her breasts as if she felt the need to be modest around me. I supposed she was right, I was just her maid after all.
Phil was sitting on the edge of the bed facing me. He was completely naked and I couldn't help noticing his huge cock was partially erect. It was an intimidating sight and I quickly dropped my gaze to the floor pretending I wasn't intimidated.
Phil's voice projected total confidence. 'It looks like I've worn out your mistress girl. Hardly surprising she's suffering some soreness after the pounding I've given her. It's not like she was prepared for it is it wimp? She's had twenty odd years of having your little clit inside her and feeling nothing, haven't you sweetheart?' he asked, turning to Michelle.
'Absolutely darling,' she laughed.
'So tell me, how many times did you fake your orgasm just to get this worthless pansy off you?' Mr Phil asked her cruelly.
'Ha!,' my unfaithful wife laughed, looking down her nose at me,' Every time!'
They both laughed and he lovingly caressed her stockinged foot as it peeked from beneath the sheet.
'So,' Mr Phil began as he leaned down reaching for the jeans he's dropped onto the floor earlier in his haste to get at my wife. 'Since I've put one girl out of action, I guess the the other girl in the house will have to step in, won't she?' he smiled as he pulled the leather belt from his pants.
I felt a shiver of fear and revulsion run through me as I found myself once more staring at his long thick cock.
He smiled as he motioned for me to come forward. 'Panties around your ankles slut, then kneel.'
Mesmerised, I found myself moving to follow his orders. It was like a dream I couldn't wake up from. I couldn't stop shaking.
'Right you little cunt,' he smirked, ' Time for you to use that sissy little mouth of yours for the purpose it was intended'.
I hesitated a moment before leaning forward and slowly wrapping my red painted lips around the head of Mr Phil's cock. I had never done this before, never even considered it in my wildest fantasies! Well maybe a couple of times, but fantasies were different, it didn't mean I was gay. I was married to a beautiful woman!
Wow, his cock was big, really fucking big! No wonder my poor wife's little pussy was sore! I felt like such a faggot looser as I stretched my jaw as wide as I could, sucking another man's cock in front of my wife.
I was just starting to take it a little deeper when I heard a whoosh and felt a sharp sting across my bottom. Mr Phil's belt.
'Take all of it you worthless bitch,' he demanded as he whipped me again. The broad, thick leather stung like hell.
Desperate to avoid more blows I struggled to take Mr Phil's cock deeper into my mouth, tasting my wife's juices as I did. I was less than halfway down his shaft when the bulbous head pushed against the back of my throat. My gag reflex didn't please him resulting in another sharp crack to my sissy ass. My mascara ran down my cheeks as Mr Phil continued fucking my throat, whipping my bottom any time I scraped him with a tooth or he decided my enthusiasm was flagging. I was shamefully aware of my wife's amused gaze as I cried and gagged and squirmed, doing my best to take that enormous phallus.
Finally Mr Phil pulled out. 'You haven't earned the right to take my spunk in your sissy mouth yet cunt. Now lean your head back and keep those pansy faggot eyes open'.
I obeyed my master, struggling to calm the sobs that still escaped me. Mr Phil stroked his huge cock as I knelt in servitude before him. As he held the head just above my left eye I knew what was coming. I had a close up view as his enormous rod shot a big load directly into my eye. After a few seconds he switched to the other eye, making sure it got an equal dose of his thick white jism.
I cried harder, sobs racking my whole body as the cum stung my eyes and ran down my cheeks taking mascara with it.
'Learn your place you fucking pansy faggot,' sneered my master. 'In fact, get into the bathroom now,' he added. 'I just thought of another use for that sissy mouth. Crawl faggot, like the worthless wanker you are'.
Once in the bathroom I was ordered into the bath and told to tilt my head back again with mouth wide open. 'Hands behind your back maid,' my Phil ordered. 'Your already my cum dump, now I'm going to do you the honour of becoming my toilet'.
I tried not to panic as I felt the tip of Mr Phil's now limp cock rest on my lower lip.
'I'm gonna fill your mouth with piss girl. You will not swallow, you will not dribble. You will hold my piss in your worthless mouth until I saw you may swallow it'.
I cringed as the hot salty liquid filled my obedient mouth. Pausing in his ablutions Mr Phil then pointed his cock down over.
'Lift your dress out of the way sissy, I want to see your little clit cage'.
As soon as I had lifted my dress I felt Mr Phil's piss hit my groin. It was running over my cage and down my thighs.
'That's what I think of your sad little excuse for a cock, sissy. You are nothing compared to me. How dare you ever have pretended to be a man? I'm a man you fucking pansy. You are nothing like me. Ask you fucking wife if you don't believe me. What do you think she will think of you now, eh? Now she's seen my belt and ***** you. She's seen you suck my cock like an obedient little slut. Do you think she's ever going to see you as a man?'
I couldn't speak with a mouth full of my master's vile piss. I couldn't even shake my head in case I spilt some. I just knelt there taking all the ***** this man could give. Worse still, he was right. I was everything he said I was.
'You stay right there till I say otherwise sissy. When I eventually come back you'd better still have a mouth full of my piss. You won't like the consequences if you don't'.
kennyboy82

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#25
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This is just mesmerising! Fantastic! Don't stop.
blue179

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Posts: 595
#26
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After three weeks with us Mr Phil had to leave to attend to business. By that time most of my clothes had been thrown out or stored away in the loft. My wardrobe consisted of all female attire, panties, stockings, corsets and maids outfits together with high heeled court shoes were all I owned. Fortunately I had retired from a successful business a couple of years earlier so there was no need for me to have access to male clothes unless I needed to go out for social reasons, something I was beginning to think might be a very rare occurrence if my wife continued to see Mr Phil.
As I watched him drive out of our driveway I wondered if he would be returning soon, but I was looking forward to life returning to normal for a little while first. I turned to Michelle and brushed her hair back from her face, leaning forward to kiss her.
She pulled back immediately, slapping me hard across my face. 'What the fuck do you think you're doing?' she demanded.
'I'm sorry,' I stuttered, 'I just thought.....'
'Well you can just think again sissy. Just because your master isn't here doesn't mean you can take liberties,' my wife scolded me. 'What do you think Phil would say if he saw you trying to ****** his woman?'
'I wasn't trying to ****** you,' I objected. 'I was trying to give my wife a kiss!'
'Oh sweety, you still think that way after all you've seen over the past three weeks?' she soothed. 'You really think I could still see you as my husband? Sweetheart, I love you deeply, but I don't even see you as a man,' she smiled sweetly, stroking my cheek that still burned from her slap. 'Haven't you always wanted to be my sissy maid? Surely you didn't think you could become that and then go back to being a man, to being my husband, did you?'
I blushed red, staring at the floor, unable to meet the eyes of my darling wife.
'Can I please be let out of my chastity cage at least,' I pleaded, still believing that Michelle was playing with me. She was just keeping the game going, maintaining the tension, the thrill of ***********. But that would end with my orgasm and we could get back to normal. Right?
Michelle smiled and brandished the small key to my cage. 'It's been so long for you hasn't it baby? Lets go to the bedroom'.
She didn't have to say it twice! I was shaking like a leaf as I lay back on her bed and allowed her to tie my wrists and ankles to the bed posts. The feeling as my wife carefully pulled the stainless steel tube from my desperate cock was indescribable. Eleven weeks! Nearly three months of frustration! I was ready to explode!
Michelle took her time, teasing me with just her long perfect fingernails, giggling as I sweated and thrust my hips, desperate for more contact. It seemed like an eternity before Michelle finally grasped my straining cock between her thumb and forefinger. I cried out in desperation so loudly she stopped, stood up and removed her panties.
'If you're going to be a naughty noisy girl I'm going to have to gag you'.
I sucked eagerly on my wife's underwear as she retrieved some stockings from the laundry hamper and used them to secure her panties in place. As she lay down beside me I mumbled through my gag that I loved her.
Laughing she asked, 'Are you saying you love me?'
I nodded my head enthusiastically.
'I love you too sweetheart,' she smiled, taking my rock hard little member between her fingers once more. 'But as my maid, not as my husband, not as my lover. Because you're not my lover any more are you baby? You're my sissy maid aren't you? Mr Phil is my lover now, isn't he?'
I nodded again, sinking into the depths of cuckold shame, high on the *********** dealt out by the woman I loved.
Leaning on her elbow looking down at me, Michelle chuckled, 'You're so small sissy. Now I've had a real man I don't know how I put up with this little thing for so long. You're not a man at all are you? You're nothing like Phil. He fills me so full! He stretches me! Stimulates parts of me you've never touched and never will'.
I was high, floating on a cloud of lust and love for my beautiful cheating wife. I'd never been more in love with her. Her taunts and teasing only made me love her more. If only she would grip me just a little tighter. If only she would speed up her strokes just a tiny bit! I was almost there! This was going to be the best orgasm of my life. It was worth the wait, worth the frustration, the ***********, everything! Oh fuck, oh fuck, oh fuuuuuck!
Suddenly, Michelle stopped her stroking, withdrawing her hand. My tightly screwed shut eyes flew open as I squealed through her panties.
'That's enough sissy,' Michelle scolded. 'Playtime is over. You know you have at least another two weeks of your chastity sentence to go yet'.
I wrenched at my bonds, thrust my hips and yelled my protest through my gag as Michelle got up and left the room. She returned with a plastic bag of ice cubes which she playfully dropped in my lap.
'There, that should cool you off you naughty girl. I'm very disappointed in you. I felt sorry for you and that's how you carry on. Wait till Phil hears about this. You are in serious trouble young lady'.
A few minutes later I was locked back up, wearing my full uniform and on my knees cleaning the bathroom. I couldn't believe what I had been reduced to. I needed to do something to win back my wife, to show her I was still a man, the same romantic man who had swept her off her feet. But what could I do? I was trapped. To please her I had to submit, not just to her but to Mr Phil and, the more I did that, the less she would see me as a man.
cuckold_2

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#27
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Pls. continue...this is just wonderful.
blue179

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Posts: 595
#28
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Over the following two weeks I actually started to get a little better at controlling my erections. Fear of those ever present spikes was doing the trick. Of course, all my self control came to nothing when my cruel mistress decided, as she regularly did, that I wasn't suffer1ng enough for her. Then she would turn on the teasing and laugh as I doubled over sobbing at the mercy of the devilish chastity tube.
Apparently though, even that was not enough for Mr Phil.
I wondered what I'd done wrong now, when Michelle told me to report to her bedroom.'Come in sissy,' she smiled, 'I have a gift for you. Your master and I feel it's time to move on to the next stage in your training as our sissy maid'.
*****, what now?' I wondered.
'You're aware that erections are entirely inappropriate in a maid, yes?' she queried.
'Yes ma'am, I've been trying not to let it happen but....'
'Did I give you the impression I value your opinion slut?' my mistress shouted.
'No ma'am, of course not, I'm sorry,' I quickly backtracked. In the short time we'd been playing our current game, as I still tried to see it, I had come to seriously fear my mistress's wrath. I knew what the new her was capable of and had the badly bruised backside to prove it.
'Close you mouth and listen then. Before he left, my darling and I went to the trouble of making some recordings of our love making. Mr Phil has suggested that these might be used in your training. I have here an mp3 player and some headphones. You will wear these and listen to the recordings every day for two hours while you perform your duties. Is that clear?'
'Yes ma'am but I don't know if I will be able to perform my duties properly. The sounds of Mr Phil making love to you will drive me mad and the spikes!....oh please ma'am.....the spikes!'
'Sweetheart, this is not open to negotiation. You know how Mr Phil is. Would you like me to inform him that you refuse to wear the headphones?'
'No.....no....please, I'll wear them, but.....I'll wear them as long as I can'.
'No baby, you won't,' Michelle smiled. 'You'll wear them when I tell you to for however long I tell you to. I was thinking two hours a day but, perhaps you need longer. Make no mistake sissy, I'm not asking, I'm telling you. If you switch the mp3 off or remove the headphones without permission I will have to tie you down and give you one hundred strokes of the cane. Do you think that will be better than the spikes? I will also add another three months to your chastity'.
Fuck! She was serious about this!
'And I imagine that my punishment will pale into insignificance when you have to tell Mr Phil what you've done. So let's hear no more about it. Put these on now and you can do a couple of hours before bedtime'.
It was mind bogglingly cruel. Listening to my darling wife moaning and begging for Mr Phil's cock made my own little penis try desperately to get hard, only to be met by the unrelenting spikes that filled the head of the tiny cage. Then would follow a few awful, pa1n filled minutes until my desperate penis shrivelled back down, only to be triggered again moments later.
I must have made quite a noise myself that first time of wearing the headphones because, for future sessions Michelle fitted my with a ball gag.
'Your sissy crying is getting annoying, I'm trying to watch tv here,' my mistress wife admonished me.
The noise may have been reduced after that but the pa1n certainly wasn't! It became obvious that the recordings had been made with this cruel t0rture in mind. Hearing my wife say things to her lover like, 'Fuck me baby, fuck me like that looser never could,' had me on my knees in agony.
Over the next couple of weeks, whilst the emotional sting never lessened, my sissy penis actually started to learn remarkably well. As the days ticked by I was able to listen to large parts of the recordings without crying, my deprived clitty fearing any attempt to assert itself.
blue179

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#29
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I crossed my arms behind my back, the weight of my torso resting on the dining room table.
'Legs wider slut,' Michelle said in a businesslike tone.
Quickly I obeyed, my heels clicking on the wood flooring as I adjusted my stance. I'd worked so hard to please my mistress since the departure of her lover. Apparently though, not hard enough to avoid the pa1n and embarra88ment of another beating. My poor bruised backside was now constantly sore from the nightly maintenance beat1ngs I received as a matter of course every night before bedtime. Michelle had taken to using a wooden paddle with holes drilled through it. She said the cane and the crop produced excellent results but could only be used for a limited amount of time before the skin split necessitating a halt to the proceedings.
'I want to cause you as much pa1n as possible sweetheart, but without permanent damage,' my mistress had explained. 'The belt and now the new paddle might not be quite as pa1nful to begin with but I'll be able to beat you for far longer, which is in both our interests. Yours because you need to learn your place, mine because I love beating my maid and the longer I can do it for the longer my enjoyment lasts'.
As I lay there subm1ssively, my mistress wife flipped up the skirt of my uniform, the frills bouncing as they exposed my sissy little bottom with its covering of fine white silk knickers.
I closed my eyes tightly, tensed for the first stroke. I squealed like a girl as the first stroke snapped solidly across my upper thigh, taking my breath away. She was using the cane. My thin silk knickers were not going to afford me the slightest protection from that. Now I knew why Michelle had not insisted on their removal as was normally the case for a beating. Although insubstantial, the silk french knickers would slightly reduce the likelihood of the thin rattan breaking my skin.
A second mean slice followed almost immediately, making me jump and bite my lip determined not to cry. My mistress got angry if I cried too easily, robbing her of the challenge of ******* my tears from me.
I jumped again as I felt Michell's finger lightly tracing along the red stripe she had just created.
'Funny how your thighs can take more than your little sissy ass before they ******' she mused. 'I suppose it's because the skin is more tightly stretched over your ass isn't it?'
A rhetorical question I presumed.
I heard her slippers sliding against the wooden floor as she moved back then crack! Then a pause while I struggled to draw in a breath before, crack! Two solid strokes to the centre of my quivering globes.
'So tell me sissy,' Michelle laughed, 'which do you like the best? The cane on your thighs or your bottom?'
'Please ma'am it's not for me to say,' I replied cringingly. This had to be a trap. It wouldn't be the first time she had tricked me into earning extra punishment. 'I'm happy to endure any pun1shment that pleases you,' I finished lamely.
'Good answer slut,' she laughed. 'It makes me happy when you show me that you know your place'.
As usual when my mistress addressed me as 'slut' I was struck by the irony of it. In my sex starved condition I was anything but a slut. But then, that was probably her point.
'You do want me to be happy don't you sweety?' she asked coyly.
'Yes ma'am, of course I do,' I answered quickly, wondering where this was going.
'Ass up!' she ordered before giving me three more cuts of her cane. I managed to keep my back arched and ass raised for all three, though I seriously doubt I could have lasted to four. My mistress liked her target presented properly and I felt a responsibility to perform for her. It was one of the few avenues left to me to show my love for her. I did cry this time, by I tried hard to stifle it.
She went back to stroking my tender ass while I struggled to gain some composure.
'I've found myself craving something sissy. Do you think you can guess what it is?' she asked me softly.
I couldn't but I doubted it would be anything that would make my life easier. Of course I didn't say that. Instead I sighed and squeezed my eyes shut in desperate longing as my mistress reached further down, creeping her delicate fingers closer to my swollen little balls.
'I've been craving a baby, honey'
She gave a pause for her words to sink in. I had felt the ***** drain from my face. We hadn't talked about having kids for years. I'd assumed we were past such things.
'I think you'd be good with ********, sweety,' Michelle soothed. 'Don't you think so too?'
I didn't know what to say. In shock I just nodded mutely.
Her fingers had found my little shaved testicles and she started lightly scratching her perfectly manicured brightly painted nails along them.
'The problem is,' she continued, 'I don't think it would make any sense for my little maid to try and impregnate me, do you?'
Actually that sounded incredible. I couldn't even remember what it felt like to be inside a pussy.
I felt her squeeze my aching balls as she taunted me, 'Do you think these little things should be used to make a baby?'
I looked at the reflection of myself in a pretty little maids outfit in the glass of the french doors to the garden. Of course it wouldn't be right for any kid to have a ****** as weak as me.
'No ma'am, I don't think that would be right'.
'Good girl,' she said, giving my balls a playful slap. 'I doubt if a watery drop of sissy slime from these could do the job anyway. That is, assuming you could manage to get that little clit of yours hard enough to do the job', she added cruelly.
'So who do you think I should have a baby with then sissy?' she asked me coyly.
I didn't like where this was going at all. I was quiet for a few moments. I started to cry. Real tears of defeat making my mascara run in black rivers across my face as I heard myself say, 'Please ma'am, I think you should have a baby with Mr Phil'.
kennyboy82

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#30 
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Excellent! A Hotwife breeding with her Bull, but ensuring her cuck is aware of it.
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Rating: 34, 13 votes.
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