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The rest of our week at the nudist resort was more of the same, I swallowed gallons of cum and piss all week and took cock after cock up the ass and ate pussy and ass of every shapes and size. We returned home and Cheri left for her home.
I returned to work the following day and within the first hour I got a message to report to me Kelly's office, I figured this was going to be an everyday thing from now on, sucking his cock or being fucked by him, I entered his office, he pulled out his cock and I stripped and immediately got down in front of it and began sucking it, he then pulled out and shoved it up my ass, when he was about to cum he pulled out and shot his load all over my face, he smeared it all over with his cock, rubbing it into my skin, he put his cock back in his pants, "leave my cum on your face to dry for the rest of the day, you'll check with me before you leave for the day to show me you didn't wash it off, understood?" Yes sir, I replied.
I left his office, his cum beginning to dry on my face, every time someone walked past I looked down or looked away trying to hide my face, hoping no one would notice the shiny glaze on my face, but with all my efforts, I had to come face to face with quite a few of them. A few asked why my face was so shiny, and I came up with the excuse that it was a medication I had to wear for my complexion, a few guys remarked, "it looks like dried cum" I nervously laughed with them.
I returned home from work and Janet said "I see you visited Mr Kelly today, strip down and go clean yourself up including your ass, I got a new toy today delivered for you". I went and gave myself an enema and showered, when I returned there was a Machine setting in the middle of the living room, she explained to me it was a fuck machine, it had a long rod protruding from it with a 12" dildo at the end of it. She made me kneel on my hands and knees with my asshole touching the dildo, she turned on one switch and lube began dripping on the end of the dildo, she then made me back up forcing the huge dildo into my ass, it was tight but my asshole stretched around it and took the full 12" of it. It had shackles on it which she clamped to my legs that kept me from moving, she then turned on another switch which caused the dildo to start fucking my ass, she started it slowly, then increased the speed so it was at a constant in and out motion, she put a bowl under my caged cock and left the room. I could hear her showering and when she returned she said "I invited some guys over from the website we posted on, they'll be here any minute". She had on a little black see through top on with black see through panties. There was a knock on the door, she answered it and 3 large black men walked in, all around 40 yrs old, they all watched as the machine fucked my ass. Janet said "this is my husband, he'll be there all night to get your cocks hard, clean your cocks and assholes if you'd like or to drink from your cocks if you need to pee.
Before long they were all naked laying on the floor in front of me fondling my wife, all three of them had enormous cocks and Janet was stroking and sucking all of them, she climbed on top of one of them and sat on his cock, then another got on top of her and shoved his cock into her ass, the third kneeled in front of her and stuck his cock in her mouth, as I watched my cock was straining in the cage trying to get hard, cum was pouring out of it as the dildo was milking my prostrate. I could hear Janet having multiple orgasms as they continued to fuck her, when they were done they all got up and walked over to me, one of them pissed in my mouth, then made me lick him clean, the other 2 made me clean their cocks, then my wife walked over and made me lick the cum from her dripping pussy and her asshole. They then sat on the couch and smoked a joint while watching me being fucked by the machine, after a while Janet got down and gave each of them a blowjob, taking each load into her mouth, then walking over and dumping it into my mouth.
The 3 men left shortly after and Janet let the machine continue fucking my ass for another hour or so, cum continued to pour out of my cock with each stroke in my ass. She finally came back in the room, turned the machine off and took the bowl filled with my cum and put it on the floor in front of me, and told me to drink up, I lapped up my cum licking the bowl clean. She then put the bowl back under my cock and said "just in case you need to pee during the night," she threw a pillow on the ground and said goodnight, my legs were still strapped to the machine with my ass raised and the dildo still buried in my ass. I took the pillow and laid my head on it and tried to fall asleep with my ass packed tight with the dildo. I pissed into the bowl sometime during the night and fell back to sleep. In the morning I was awaken by the dildo pumping in my ass again, Janet had turned it back on, she took my bowl of piss and squatted down and drained her bladder into it. She then put it and front of me and told me to drink up. "Mr Kelly called this morning and said not to report to work today, but to report to his house, he left his address". She unhooked me from the machine and sent me to clean up, my asshole was stretched out so much the enema nozzle loosely went in and I had a hard time holding the water in.
Once I was recaged and plugged Janet drove me to mr Kelly's house and dropped me off, she handed me the key to my cock cage and said mr Kelly said for you to bring it, she said she was spending the day with friends and she'd pick me up later. I walked up to his door and knocked, there were about 20 cars parked in front of his house which looked like a mansion. A young woman answered the door, she was completely naked other than a collar around her neck and when she turned I noticed a butt plug with a horse tail in her ass, she told me to strip and put my clothes into a bag she was holding including my butt plug and cage, she then put a collar around my neck and bent me over and put a plug in my ass that matched hers with the tail on it. She led me through the house and out the back door to a big backyard with a swimming pool, there was a crowd of people mingling, I recognized a lot of the people there as executives from work, all naked, they each had a slave kneeling next to them, some women and some men. I walked over to mr Kelly, he was talking to a few other men, he looked at me and said "get on your knees and lick my asshole" I got down and did as told, spreading his asscheeks and pushing my tongue into his hole, he continued talking as I probed his hole. Another sub was called over by him and he told him to suck how cock, the male sub instantly knelt down and took his cock in his mouth.
From what I could see, none of the subs were from work, thankfully, but it seemed all the doms were, but most of them were executives who I rarely talked to at work. As I worked on mr Kelly's asshole I suddenly heard a familiar voice, "hi mr Kelly, thanks for the invite", it was the voice of my best friend and coworker, John. I was so embarrassed I kept my face buried in mr Kelly's ass hoping John wouldn't see me. Mr Kelly said "glad you could make it John, all my female slaves are already taken by my executive friends, but I have saved a male slave for you, he's just as good as a female minus the tits and pussy" they both laughed, "Rick get out of my ass and meet your master for the day", I hesitated, thinking this can't be happening, I can't let my best friend see me like this, we work together daily, go fishing together, bar hopping, and just hang out together all the time, we thought of each other as normal straight Married men. Mr Kelly saw that I was trying to hide my face and he reached behind and grabbed me by the hair and said "this is your master for the day, now get at his feet!" John saw my face as I crawled to his feet, "Holy shit Rick! What the fuck!" I knew I wasn't allowed to talk in front of me Kelly so I just stayed kneeled at Johns feet with my head bowed in embarrassment. Mr Kelly laughed "so you didn't know your coworker was a submissive cock slut?" John replied "I had no idea, but now I have an idea what that skin condition lotion he had on his face yesterday was, your cum?" Mr Kelly replied "you guessed right, Rick here comes to my office daily and takes my load, I'm thinking about making his new job just going from office to office taking cum from each executive in the building, helps relieve tension and be more productive." Mr Kelly then said "make good use of him" and walked away.
John walked to a chair and sat down as I crawled behind him and kneeled before him, "What the fuck Rick, how did this happen? Does Janet know about this? Are you totally gay now?" I began explaining to him how all this came about, John was had about the same build as me, but had a bigger and fatter cock than me, and as I explained myself, I noticed his cock begin to rise a little, John said "so you let Janet fuck whoever she wants, and you do whatever she says?" "Yes" I replied, "and you do whatever anyone tells you to do, no questions asked?" I again replied "yes". "Wow, this blows my mind" John said "here I thought I was coming here today to get my cock sucked and fuck a tight ass, but who knew it would be my best friend I would be doing it with". "I always thought Janet was hot as hell, do you think she'd let me fuck her?" "I'm not sure" I said, "well, we'll find out next time I come over" John replied. He then grabbed his cock and said "let's see how good you suck buddy," I took his now growing cock into my mouth and began sucking it, I couldn't believe I was actually going do on my best friend. Around the pool all the slaves were either going down on someone or getting fucked by someone, I continued sucking Johns now fully erect cock, he then said, "pull that horse tail out of your ass and sit on my cock and fuck it, I pulled the buttplug out and sat on his cock and began riding it, "you like that boy?" "Yes" I replied, "yes what?", "yes sir" I replied, John shot his load into my ass and gave me the plug to put back in, "clean my cock off" I took his cock into my mouth and licked the cum off it. He made me suck him off a few more times as as the day went on. Toward the end of the day as I was sitting at Johns feet, Janet entered to pick me up, she walked up to us and said hi to John, completely ignoring me. "So did my sissy take good care of you today?" "He did very good, best blowjob I've had in a long time" John replied. Janet said "good, you have enough left to fuck me?" John replied "oh hell yes". She stripped down and sat on Johns cock and began riding his cock, she then turned to me and said "ass", I immediately put my face into her ass and began licking her hole as she rode Johns cock, when he came in her she lifted off him and said "clean it up" I buried my face into her pussy and licked the cum from it, then cleaned Johns cock. She told John "see you around and make sure you tell all your coworkers what a good cocksucker Rick is".
My life was now nothing but being a cum dump and slave to anyone who wanted it, I sucked cock, took cock in my ass, licked assholes, pussy, used as a human toilet daily. Everyone one who knew me, used me as they pleased and I thought back wondering if I would have told Janet that day about my fantasies, something different, and I knew I wouldn't change a thing, I was now living my fantasy and then some. The end
I hope you enjoyed my fantasy as Janets sissy, though most of it is fiction, some of it is reality, I do wear a chastity device on a daily basis and I do serve my wife as her slave, but only to her, she had yet to bring anyone else into our sex life, though I fantasize about it regularly. If you enjoyed my story, please let me know and if you have any ideas for my next story, please give me some ideas, thanks!