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This menu's updates are based on your activity. The data is only saved locally (on your computer) and never transferred to us. You can click these links to clear your history or disable it .
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A submissive, cuckold couple meet their Master

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After only sa few months from meeting Helen’s new boss at work, he had quickly recognised our submissive natures and it was not long before he had become our Master and we were now totally under the his control.
During this time Helen had gone from being his secretary to become his fuck toy and he had turned me into his cross dressing sissy maid.
I was paraded in front of him for inspection. “Oh yes, look at that cucky tramp. Lift your skirt and turn round. Good seams are straight, the suspender straps match to the seams. That maids uniform suits you, heels could be higher, but that can be worked on. See with the correct motivation its amazing what you can do.” I jumped as he slapped me hard on my knicker covered bottom.
More sessions meant more pictures and videos, which meant he had more leverage. The plastic chastity cage had been replaced by a stainless steel one, this came off once a fortnight for cleaning and I had, had to develop a method of keeping it clean in-between. The removal however wasn’t quite the relief I needed when it did happen. As the cage was taken off when he was in attendance and Helen wore rough, rubber washing up gloves, so minimum enjoyment was experienced. and it has been many months since I had had an orgasm. Now I just produce a near constant flow of pre-cum.
He had also increased my frustration by letting me fuck her. This wasn’t as good as it sounded. I now had a strap on dildo that once put on, was positioned just above my caged cock. This let me experience being between her legs, seeing that look on her face as I fucked her with the plastic cock. I watch not feeling anything in my caged cock as the thick, pliable didlo plunges in and out of her wet , swollen pussy. She whimpers as her orgasm approaches and I am encouraged to ‘fuck’ her taste by Master as he uses the crop on my bottom.
“Fuck that slut, lucky. She likes her plastic cok better than your pathetic little knob.” I start to ream her hard and fast, the pain building on my buttocks as Im whipped unmercifully. Eventually, her legs quiver and she starts to orgasm, squirting fluid all over the mighty dildo and soaking my knickers. But I get absolutely no satisfaction except master at last stops whipping me. The dildo plus out of her cunt and she collapses , as the post orgasm waves of pleasure die down in her.
Im left to clean the dildo with my mouth. I can taste her cum on the plastic and also detect the faint taste of masters seed mixed in with his cuckold couples juices
Helen had also had a move at work, and was now required to work more closely with him. This had resulted in her attending client meetings with him and on a couple of occasions working late to help secure the contract by being offered as a sex toy.
She came home exhausted from those sessions. Her lipstick had disappeared and her pussy and ass were red raw and dripping with the spunk of strangers from being used and abused.
So that brings us up to now. Helen was stood facing the corner of his living room with her hands behind her back. She had been freshly showered. Her arse was still bright red and framed by her stocking tops, and suspender belt. She had been spanked and caned by one of Master’s clients at the office that afternoon. Master had insisted that the client was allowed to beat her was hard as he wished and her mascara showed the results of her the tears that had flowed as she was punished.
I knew out of sight her nipples were clamped tightly giving her a relentless pain. Master had warned me that Helen’s treatment would be much harsher in future unless I had agreed to become his sissy bitch. This had been the motivation needed to get me to dress in this maids outfit. So the question was, now he had me dressed like this, what was he going to do with me?
“Slut, Slut come here and have a look at cuckys new uniform.” Helen turned round and despite her pain, I could see the flash of amusement and pity on her face, before she reverted to her deadpan face. I felt my cock twitch in my cage at the humiliation of having my wife seeing me dressed and caged. “Get over here and join cucky.” I looked at her breasts, each nipple bright red, and engorged by the painful clover clamps. The chain between them bouncing as she walked. “Now now, what a lovely pair you make. You have both exceeded my expectations.”
“To be honest I thought you would have both taken the mild embarrassment at the very start and avoided this. However I am very very pleased you have overcome your feelings. Slut is so compliant now she does what ever she’s told and with whoever I choose. Her blowjobs have become outstanding and her anal skills are developing nicely. But its all denied to you, cucky, you’re not going to find out for a long time. Right, both of you upstairs now.”
Both of us had been blushing a little as his little speech, but we dutifully headed upstairs. Having her reddened arse just in front of me as I climbed the stair, was more than a little frustrating. I also had to get used to the suspender straps pulling tight across my arse at each step. As we entered our bedroom we both waited nervously, he walked in after us, bag in hand.
“You Slut, cuff cuckys hand behind his back, then cucky get on the bed, and get your head hanging off the side” Helen rummaged in the back and fastened leather cuffs round each wrists and then clipped the padlock between each D ring. I struggled onto the bed, feeling very hot in the nylon maids uniform. Rolling into position I could kind of half guess what was coming, as I used to put Helen in this position. He was stripping off and his large cock was already erect and bouncing like a meat truncheon in front of him.
“Slut bend over the side of the bed next to cucky. Legs apart arse up…you know the position you dirty slut.” She did as she was told, not looking at me as she assumed the position. He walked over and looking down at me, said “Well this should be fun…for me” Grabbing a hold of her hips, he guided his monster cock into her waiting pussy. Over the next five minutes he fucked and screwed her, pulling on her clamped nipples to make her squeal and buck back against him. Then he pulled out, and moved over to me.
“Open wide cucky, time to start your education.” I was about to say something when he pushed my head back and guided his cock into my mouth.I gagged and squirmed and i could taste the mix of her pussy and his precum invading my mouth.
“Just like slutty was, you just don’t know your place yet…you soon will.” He started to fuck his cock in and out of my mouth, over and over, deeper and deeper. I found myself relaxing as he refused to stop, at times he would stop, cock deep in my mouth, tell me to push my tongue forward and then slid deeper until I gagged.
It was at one of these, when it felt like he had suddenly entered my throat. I could feel his balls against my nose and this seemed to push him over the edge. “Fuck fuck yes, you dirty dirty cuck…oh fuck yes.” Thick streams of hot cum shot down my throat. I couldn’t believe it, I had no choice but to swallow as he pumped jet after jet down my throat and when he pulled out I was like a gasping whore. He stood, looking at both of us…”Oh yes this makes things sooo much more interesting”
The rest of the night was spent in the spare room with me bound and secured to the bed. This is not as erotic as it first appears. Oh I could certainly hear what was happening next door, the slaps, gasps, moans, screams and pleadings. However after a while you find you just can’t get comfortable, the maids uniform was all rucked up, the thong was cutting painfully between my cheeks and my hands were numb, yet somehow I nodded off.
By the time I woke he had gone and Helen had come through to release me. She was giggling as I stood up, “I’ve got to buy knickers for you now…” “Seriously” I replied. “Do you want thongs or lacey knickers? You have to wear them all the time now?” I walked off shaking my head leaving her to sort it out. A few days later I came home to find my boxer shorts replaced with a range of thongs and panties.
“He said you’re to start wearing them immediately.” I looked at her and sighed “Come on you know what’s going to happen if you don’t.” So I undressed, removed my boxers and pulled on the pair of black lace knickers. I’m ashamed to say there was a little shudder when I snugged then into place. Helen walked over and let her hands run over my bum and cup my caged cock.” They don’t look too bad on you, though rather than waiting to be told, I would shave your legs and I can help wax your bikini line…or I could wax it all…” I knew it was inevitable, and nodded in resignation.
A couple of days later we had been summoned. I had been dropped at one of his clients and was told to do whatever the client wanted while Master used Helen at his place.
“Relax slut…it’ll hurt more if you don’t…oh yes, yes thats it, yes take it all. Oh you are a good sissy cock slut aren’t you” I was tied on all fours, fully waxed, cock locked and dressed. He was just easing his cock into me, after he had spent a good half an hour fucking my face and getting me to edge him. When he couldn’t take anymore he had tied me to the bed and in full view of his gopro was introducing me to being a slut.
“I’ve had your wife as well, you know….stop clenching .. oh she’s a good slut so obedient and willing…hmm yes…oh that’s it relax..take it all like a good slut”
With his hands gripping my hips I took my first fucking as he told me how he’d been offered Helen to help close a deal but he’d chosen me instead. I helplessly moaned and groaned into the ball gag that filled my mouth as he filled my sissy cunt with his hot throbbing cock. It had been painful at first, but as I relaxed I started to enjoy the feeling of a cock sliding in and out of me. My caged cock jiggled back and forth at each thrust dripping the inevitable pre-cum. A few days earlier it had been changed, during a cleaning session it had been pointed out that my cock was looking a lot smaller and the cage was now too big for it.
So now I had a shorter one which I filled again. Even though I couldn’t get hard, I could feel precum oozing out and knew it would be dripping out the slit at the end of the cage. He pulled out and I could feel myself gaping and wondered if this was what Helen felt like during sex? I watched as he repositioned the camera and then climbed back on the bed and started to slide back into me. “Got to capture it all cucky….now let’s see if we can ruin you on the first night”
With that he spred my cheeks and stretched my hole wide before slamming his engorged cock deep inside me. This time he was not interested in just fucking me, he wanted to destroy my sissy cunt. He pounded into me and his fingers were digging into my hips. There was no escape. This was a cruel, brutal fucking as he continued to ram his cock hard into me. I almost lost consciousness as I felt him grip my hips even tighter and his cock started to full my poor stretched pussy with his seed. There was so much spunk it started to squeeze out the sides and down my thighs onto my stockings.
Tears were pouring down my face from the pain in my sissy cunt and yet my cock was stiff and fighting against the steel bars of the cage as I orgasmed for the first time in months. In disgrace and despair I drifted into the welcome blackness of sleep.
I woke the next morning, for that blissful couple of seconds all was peaceful and then I moved, oh god I ached. My cunt was throwing and I felt opened. I threw back the covers and looked down, the ever present lock glinted, the stockings were still on though looked distinctly second hand, all laddered and stained with dried cum from the client. Slumping back my brain flashed through the previous night events. He’d stated he was going to ruin me and he had certainly done that.
The main memory was being on my back, legs splayed apart as he screwed me in the missionary position. My ankles waving in the air with each thrust and the helpless moaning, more embarrassing was feeling my cock leaking pre-cum onto my stomach. And then going onto my stomach for the brutal pounding that followed.
Eventually I swung my legs out of bed and peeled down each stocking. Helen still wasn’t home, I checked my mobile and there was no message. It was only 8:30 so there was plenty of time. I made it to the shower, and let the water play over my body. All I wanted was some normality, but as soon as I dried and opened the underwear draw, I had the choice.
Lace knickers or thong… knickers it was. Mid-morning my phone beeped, “The slut will not be home today as you can see she is doing some gym exercises”
Attached was a short video of her, standing with legs either side of a stool. She was squatting up and down forcing a large dildo which was suction cupped to the top of it, in and out of her pussy. The phone beeped again, “Your job for the afternoon is to get dressed in your sissy maids outfit, insert the love balls into your pussy and you are to send a pic every 30 mins to prove you are still dressed”
The afternoon wore on and dutifully I sent a pic every half hour. It was getting late, when I heard a car pull up. Already I was nervous, even more so when I heard two car doors closing. I got up and was heading to the door when it opened and Helen and he walked in. She looked smart though tired, a little less slutty than he usually had her dressed. The dress was mid thigh and her legs, god they looked good in her black nylon stockings. He looked at her, “You know what you need to do” she headed upstairs as he guided me back into the living room.
“Now I hear you were an accommodating slut last night. However the fact that today you’ve been…functioning shall we say, tells me that you didn’t give your all. So if you didn’t give your all…then I will make sure to take it all. Now take your knickers off and get on your back, slut, legs in the air”
I obeyed nervously, he pulled the ball out which had me groaning a little. Hearing Helen coming down the stairs I turned my head the best I could, and was surprised to see her stripped to her lingerie with a very large strap on jutting out from her groin.
“Excellent, it suits you…now show lucky what you’ve been doing for the last 24 hours.” Helens warm hands grasped my ankles as she pulled my legs higher and guided the dildo into my red raw pussy, she whispered “Just relax”.
I gasped out “No, no more, please, my pussy can’t take any more” Master just laughed and nodded to Helen. Hellen pushed the strop to my holes entrance and started to slide it into me. It seemed easier to take after last nights session. She started fucking me and with every thrust I found myself angling my hips and … oh god that slipped deeper. “Oh fuck….oh fuuuucck” I groaned as she hit the sweet spot in my hole and the spunk just poured out of my still soft cock. She didn’t stop, she didn’t stop for a very long time. Maybe it was pent up frustration, or payback, but she ploughed in and out of me long after I had been reduced to a sweating gasping mess.
My cock bounced back and forth between my legs, the padlock clinking against the stainless steel cage. At one point he had come over to video a close up of my face, asking me questions as he wanked his cock in front of me. and then came over my face. His seed spraying my cheeks, forehead, hair and finally his cock offered to my mouth to be sucked clean.
I have no idea where I had gone mentally, but when Helen eventually stopped fucking me everything was just a blur. I lay slumped on my side as I looked through a haze. In the door way she stood silouhetted with her back to me as she stood on tip toes to kiss him as his hand grabbed her arse cheek possessively.
Melanie the Maid 27/01/2021 In "cane"
Some sissies have all the luck, great story
OMG That was so HOT!!!
It lights the fire in my fantasy place

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