It was a usual Tuesday night for us, my wife was finishing up dinner, and I had just gotten home from work. I was sitting at the kitchen table using my laptop, chatting with her here and there. At one point, she turned around; looked at me with a smile and said: “drooling over chastity devices again?” There was a sudden pinch in my stomach. I couldn’t believe she had found what I had been looking at! I went into autopilot, making a weak attempt to protect my manhood. All I could do was respond with “what are you talking about?” She just grinned. I was really worried she found my stash of transsexual porn on my computer, but she didn’t mention anything, so I figured it was safe. That would have been more embarrassing I think then chastity devices. She has always been pretty open to anything sexual I brought up. Even she herself had had some perverted fantasies we have played out. Once, as an anniversary gift to me, she hired an escort we both fooled around with, and to boot she watched me fuck her by the end, at the request of my wife herself! So needless to say, there isn’t much she wouldn’t be ok with, as long as one of us was getting off on it. After the escort, we had signed up on a few swinger sites and were meeting couples for NSA swapping and other sexual activity about twice per month. Our sex life was really everything a married guy could want! I was getting to fuck a few different women every month, and my wife liked it. What more could a married guy ask for?

       Well, she told me I should just go ahead and order something, so I could quit jerking off over the idea at the computer every night after she went to bed. I obliged and settled on a device, entered in my credit card info, and presto, the next day I got a confirmation email saying it was on the way. Once it arrived, it didn’t get the immediate use I was hoping for, in fact the whole thing pretty much died off as far as I could tell with her. In the beginning, I played with it myself, and she began asking questions here and there, but nothing to serious. It then got to the point that she would put it on me for a few days before a Saturday night party or something. I never wore it more than 3-4 days. Our chastity play really never got much deeper than that for a few reasons. Male chastity to her was as much chastity for the guy as the girl. The teasing got her all hot and bothered, but she had to think twice before just letting me out to fuck her. After all, that would defeat the purpose. After a while, oral, fingers, vibes didn’t bring her to as intense a climax as regular intercourse, so that would take her out of the chastity game again. We eventually bought a strap on for me to wear and penetrate her, which got her off again and again, and sufficed her appetite. Unfortunately the strap on satisfaction didn’t last forever, and it seemed like she was giving up on chastity all the way around. 

One night, we were rounding day four of a lock up period, and I assumed this would be the last time I would be locked up. It just wasn’t working for her the way either of us had imagined. I expected to be released that night, but no… she left me in it. I could feel her masturbating in the bed lying next to me, which was odd, as she usually had to have something more to get off. She was laying there really trying to stifle the sounds. She was succeeding, which I am sure was difficult especially considering how quiet the bedroom was. Several more days went by, and still no release. The 1st few days were fun, but as we rounded day eight, I needed to cum, and didn’t think I was interested in this anymore.  The evening of day nine was incredibly difficult, and I was starting to miss my orgasms, especially my early morning shower jack-off sessions. The next day, I finally worked up the nerve to ask her about the extended time in it, and she just told me to come over and sit down.  She told me she figured out a way to keep me locked up like I wanted, but still satisfy her need for some 98.6 degree dick inside her from time to time. What if I didn’t want to be locked up anymore?, I quietly thought to myself. I was really stunned at where this might be going, so I just kept quiet and listened as she continued. She explained the strap on was ok, but didn’t satisfy her enough, and it had nothing to do with me at all. She said she decided to go ahead and start cuckolding me. She noticed my look of worry and immediately assured me it had nothing to with our love for each other, or my role as her husband, or anything, it was just sex. If she wasn’t having it with me, while locked up, she needed it somehow. She simply needed a flesh and blood filled cock to pound a few orgasms out of her every once in a while. She explained that to push this along, she had developed a sort of “conditioning regimen”. We dabbled in BDSM a little bit, but for the most part, it stayed in the bedroom.  The idea of “24/7” seemed like such an unrealistic fantasy, there was no way it was practical. Based on this, she preferred to call it “cuckold conditioning” instead of training. Let’s be honest, no grown adult is going to be “trained” to do anything they really don’t want to do. Conditioning on other hand, seemed to have a more voluntary connotation, which lent a bonus element of subservience as well.  Calling me her “slave” or anything like that to her made it seem like to much of a staged porno.

It was Sunday, and she told me that part of my conditioning would require her to take on 4 different lovers, and its better I remain in chastity for this duration to help me crave her sexual satisfaction.  She said the 1st part of my training required me to begin to learn what a clean pussy tasted like. She had me orally bring her to climax, while she told me how she loved to have a clean pussy, and it will be my job to clean it. She told me if I did a good job I would get relief next Sunday. The thought excited me to make love to her finally again in a week, even though I was worried, because I had already been locked up for ten days. She did something very new to remind me of my new roll in our relationship by taking my ass a few times during the week with the strap on. The first time was wonderful. She got on me missionary, and pressed her strap on up against my not so willing ass hole. She pushed a little harder, and the first pinching feeling was tough, but after that it felt kind of nice have my ass filled like that. The first time was the most romantic. She was rubbing my body, I could feel her tits sliding against my chest ever so slightly. She rubbed my face, and asked how it felt. Aside from the fact that my cock felt like it was going to blow the chastity device wide open, it was wonderful.  With each thrust, she fucked me harder and harder, and did it until she orgasmed leaving my manhood straining against its cage every time, with no relief in sight. My dick was pushing that damn cage so far out that I thought it was going to tear my balls off. She told me it was time to remind me what a clean pussy tasted like again, and I willingly complied, thinking of how it will be to feel it slide in next Sunday. Sunday was ever so slowly approaching, and I was really beginning to feel I couldn’t wait any longer. I was sitting on the couch watching television on Sunday and she peeked out from behind the bedroom door and told me to come in there. Unexpectedly she was dressed up with make up on, and told me to lie down on the bed.  She put ear buds in my ears, placed a hood on my head, handcuffed me, and tied my feet to the bed. Right when I thought she was going to leave me, she jammed the prostate massager in my ass, turned it on and walked out, shutting the door obnoxiously loud, making me aware of her departure. I heard her in the house and realized my earbuds were connected to my cell phone, and that she called my phone before she left the bedroom. She talked to me on the way to where she was going. She told me this was lover number 1, and that she surprised me with it because she didn’t want any anticipation to build up, and only wanted me to learn to accept her taking someone else. She told me how good it was going to feel to get fucked, knowing I am at home tied up. When she arrived was the last I talked to her until after her encounter.

The sounds were amazing, I could hear her moaning so loudly and uncontrollably I got butterflies thinking about the look on her face. I was slightly jealous of the pleasure she was giving but the thought I was next excited me. It was Sunday after all. That thought quickly faded as a wave of orgasms hit her. I hadn’t experienced her cumming that hard in years. Before I knew it, it was over. She got in the car and headed home and told me how much she loved when sex came to a… eh,… more… “natural completion”, but she hated the mess, but that’s why she loved our new arrangement. I was scared and nervous, because I thought keeping her clean meant her punishing me by eating her sweaty pussy after work or something. By this time, I didn’t care long because all I could think of is feeling myself slide inside her for the first time in 17 days, and getting the relief I needed so much. She hung up the phone and I was alone until I heard the front door open. My mind was racing the whole time. She came in the bedroom and immediately got on my face and let the giant glob of semen drip into my mouth. I can vividly remember what she said: “do you like the taste of my extracted seed, sweetheart? I need you to clean my pussy so bad for me; you are doing a good job. Now, sweetie, get all the nooks and crannies, ahh, there you go… clean it real good for me honey” she dismounted and told me it was time for my release. I was so excited and I raised my lock towards her for removal. She laughed and told me she said “release” not sex! She told me to get on all 4’s. The prostate massager had been running the whole time, and my balls ached with a fury. She snapped a glove on and placed a Styrofoam cup under the cage. She inserted her finger and began to hit my prostate. She told me that it was 9:30, and I needed to understand routine, and I would get milked every Sunday at 9:30. Before I knew it, I was involuntarily leaking my seed in the cup; there was NO orgasm, just my fluid draining out. Once I was drained, she said “damn it, more mess, I hate mess sweetie, and you will have to learn to clean it ALL up”. She sat me up, and held my nose and pushed the cup to my mouth, encouraging me, to help me swallow it all. I couldn’t believe how much cum I had just swallowed, just to be in chastity, I felt I needed my head examined.  She fucked me feverishly with a strap on, but I laid there limp, and spent, knowing only that she was using me as a fuck hole to exert her dominance at that point. She came again, released me from my restraints, and laid down for rest. She rubbed my balls before she dozed off, reminding me to thank her for my relief.

Week 2 of my conditioning went off without event, similar to before. I was adjusting well to my new role, being primarily subject to pussy cleaning conditioning and strap on conditioning. She told me a few times during the week, that she has to have penetration and made me wear the strap on to pleasure her. She even woke me up in the middle of the night a few times to make me pleasure her right then. This was the first time I heard her scream out someone else’s name, and it made me pump much more feverishly! As she slept, I couldn’t wait for Sunday again. I was coming to terms with my role, and I even understood that I had to wait for her to satisfy lover #2 before I would get the relief I crave again. Sunday came fairly quick that week, but that time she made me email her lover and ask what he wanted her to wear. She made me do it under her email, so he didn’t know who he was talking to, which she got a kick out of. She made me pick out the clothes that were closest to his request, but this time she told me she wanted me waiting in the driveway while she was fucking him, to know I am so close, but wouldn’t be able to participate. She took out some frilly girly panties and made me put them on, I protested and out of nowhere she pulled out a belt and smacked me with it on the ass. She told me she wasn’t really looking for my opinion on the matter. We got in the car and she tied me down. She asked me how my panties were and I was too embarrassed to answer. I felt the shreds of dignity fading away. She let me put my head phones in again for my cell phone, and once inside, she knew how the situation worked, and she got right down to business. After wave of orgasms, I could tell by her rapidly dropping level of enthusiasm that she was ready to leave but her lover hadn’t come yet. I heard through the phone when she told him to fuck her married pussy like he owned it, which made him cum within seconds. On the ride home, I had a sinking feeling in my stomach, because I knew what was coming, but it turned me on too, and by then I just needed relief.

At this point, let me recap my position you:

I was sitting tied in the back seat of my own car, wearing women’s panties, hadn’t had orgasm in 24 days, my wife’s pussy was filled with her lovers cum, of which I was going to clean out when we get home with no reward, except to have my balls drained with no orgasm.  After cleaning her, she held me to the same pattern as the previous week, and made sure I was milked again at 9:30 on the dot. My penis almost responded to this involuntarily and started dripping around that time anyway.

Week 3 brought more adjustment to my routine, and I continued my pussy cleaning conditioning, my strap on reception conditioning, and using the strap on to please her. I became just a little scared, because it seemed for a minute that I was psychologically accepting all of this conditioning, as if being institutionalized. My weekly conditioning was really turning into a routine now, but my milking effects didn’t seem to be lasting as long, and I was desperate for her to take her 3rd lover already by Wednesday. The other weeks, thinking about her lovers pounding her to a tearful orgasm made my stomach turn just a little, but with the initial 10 days, plus 2 weeks and some change into this, I would have gone out and found a guy myself, if it meant relief. I was fearful to tell her this, to tell her how bad I needed it. I wanted chastity so bad, and didn’t want her to stop because I showed just a little resistance. Or, did I even want it anymore? I really didn’t know, I was really being broken down with this scenario. Nonetheless, I wanted to share my feelings. When I did, she giggled and told me I may feel differently when I knew that lover #3 was coming into our bed, and this would be the 1st time I would watch in person. She was right, I did all of a sudden want to backtrack, I did want this to come later rather than sooner. Her routine was slightly different during the 3rd week, with one addition to her “regimen”. Just like the first 2 weeks, she was waking me up in the middle of the night, either for me to fuck her with the strap on, or vice versa. It was just a little different this time though. I woke up one night and found her standing at the end of our bed and she told me to get out of bed and come kneel on the floor in front of her. When I did, she looked down at me and said, the only lube I was going to get this time was how well I applied my saliva, and how gentle she was would be determined by how well I gave a blow job to the strap on. Every piece of me wanted to get up and do everything I could to stop all of it, but with my huge mix of feelings, I opened up and took that pink rubber dick in my mouth. She told me I was doing pretty good, and rubbed my cheek a little bit in encouragement. I didn’t really have any frame of reference, because it wasn’t real, with someone actually feeling what I was doing and giving me feedback. She told me it was good for everyone to get familiar with the cock they were about to get pounded with, it made the experience more fulfilling. (All I could think was, yeah, maybe for women). I didn’t realize, but she had an egg in her pussy, and I heard it turn on as I was sucking the strap on. As soon as it came on, she immediately started to shake. She told me it turned her on so much to see me on my knees in front of her sucking that fake cock. She barely got that sentence out before she experienced one of the most intense non intercourse orgasms I had ever seen her have. I reach out to catch her because was about to fall over, but and she told me not to stop, so I was trying to hold her up and keep sucking on the strap on.  On Friday, I had email communications with the third lover, but this time he knew it was me emailing, making it a little more humiliating. I had the entire preparations ready according to his instructions, and was ready for a mid day arrival on Saturday. I was just putting some finishing touches on my wife’s attire (lacing up her corset, helping with her stockings) when the doorbell rang. She told me to assume my position by the door, so I went there and kneeled. It was only after he came in, that I had the chance to look up to see what was going on. The person that walked in was not a man (at least not completely) it was a transsexual. Instantly my mind raced to my porn on the computer, had she found it? I liked fantasizing about such an encounter, but to have the nerve to act on it? I didn’t know if I could. My wife told me that she had brought Nikki here to break me down a little bit and teach me some new things. I really couldn’t figure out what all was going to happen. We went it the bedroom and Nikki pulled out a pink mid-rift t-shirt, a pink pillow, and pink boy short panties with lace around the legs and waistband. She put the pillow on the floor, and had me get into the shirt and underwear. After I got the shirt on, it was then that I realized it said “Fluffer”. She told me to kneel on the pillow if I choose. Even the pink pillow said “Fluffer” on it, and of course, much to my chagrin, the whole ensemble wouldn’t be complete unless the underwear said “Fluffer” across the ass. I was mortified with all of this. What was it she intended me to do? I tried to look at my wife with a pleading in my eyes. She noticed, and asked Nikki to leave the room for a minute. Once she did, she kneeled down in front of me, and said: “let me explain the situation.” She told me I was a tall, strong, muscular man, and many guys she would want to have come over and fuck her would be incredibly intimidated by me, and wouldn’t want to touch this guy’s wife.  She said if you fluff them a little, suck their cocks real good, and get them hard for me, it will help them establish their dominant role easier and help get [me] into my role. She said after all, if this woman’s husband is sucking their cock, then it must be ok? I told her NO, I was NOT taking a cock in my mouth. She told me that’s what Nikki was here for. She was a transitional instrument to get me down that road. She said she found ALL the porn on my computer, and got the idea from that, so it shouldn’t be such a big deal. Nikki was indeed a beautiful woman. She had long blond hair, soft facial features, beautiful tits, wide voluptuous hips, very smooth feminine athletic legs. It was hard to believe she was hiding a cock under there. Nikki came back in and stood in front of me. She asked me if I was ready to watch her fuck my wife and I nodded. She pulled her 9 inch cock out as she slid her form fitting red skirt up. She said if she was going to fuck my wife, I had to get her hard first. She put the limp cock in front of my face and I froze. I simply COULD NOT do anything else. Since I was transfixed on it, I didn’t even realize that my wife reached down and took my cage off. The reason I noticed, was because I felt a ton of air down there all of a sudden. My wife gave one stroke, and it was hard. It was the first time I had been out in 31 days. It was incredible and I almost melted at the freedom. Before I realized it, she had my hands cuffed behind my back, because she said didn’t want me getting fresh with my own cock. Nikki started rubbing the tip of her cock on my face, across my lips, and around my chin. While she did that, my wife started stroking my cock, and then it all of a sudden stopped. I begged her not to stop stroking it, and almost had tears of desperation in my eyes. Nikki told me that if I wanted my cock stroked anymore, I was going to have to take her in my mouth. I needed to cum SO bad by this time, that I didn’t care, I opened up, and before I knew what happened, she had every inch of her flaccid cock in my mouth. After just a couple thrusts she was hard. I bobbed on it twice, and she yanked it out of my mouth smacked me hard across the face. She said if I was going to be a good sissy fagot fluffer I needed to learn not to use my teeth, or let them rub on the cock at all. My wife got down there with me and showed me how to do it. She showed me how to stroke the balls and get coverage all over the shaft. She held it for me and controlled the depth, since it was my first time. While this went on, she was feverishly stroking my cock still, but she and I shared Nikki’s cock like school friends with one Ice Cream cone. My wife said she couldn’t take it anymore, and got up on the bed. I was so aggravated; I thought at that point I would get release for sure. Nikki got on the bed as well and the two of them went at it like they were the last ones to repopulate the planet. They left me kneeling for hours in my new fluffer ensemble at the end of the bed. I really didn’t mind it, because all I saw was smooth skin, curves, tits and long hair going everywhere.  It looked like two women with a strap on from my vantage point. By this time, my cock was just oozing seminal fluid from the overload.  After they finished, I performed my usual clean up duties, in addition to sucking my wife’s juices off of Nikki’s flaccid cock. They left me to sleep at the end of the bed, while they shared our bed together. I was awoken in the morning out of nowhere by Nikki grabbing my hair and telling me to get her hard. I realized after I had finally fallen asleep that they had removed the cuffs and replaced my chastity device. I hadn’t even gotten to cum! I got on my knees and started giving the best blowjob I was conditioned to give. I was using both hands, stroking her shaft, cupping her balls, and focusing on maintaining good submissive eye contact. I could feel her tensing up, and I knew what was coming, because I too knew how I reacted when I was getting a blow job and was so close orgasm. Just before she exploded, she took it out, and got behind me. She pushed me down, face first. I was on my knees with my ass still in the air, and my face was resting on the floor. She fucked my ass so hard, I was about to black out. I was laying there looking at the wall, while every piece of my heterosexuality was being taken, thinking about what my overwhelming need to cum and get some relief had pushed me to do. I plummeted back to reality quickly as Nikki gave me one hard slap on the ass as I felt her cock inflate in size as she was cumming. She stood up, and left me laying there at the foot of the bed while her and my wife took a long hot shower together, then she was gone before I knew it. I went about some household chores, to keep my mind off of my situation, and looked at the clock and it was 9:30 before I knew it. My cock instantly started dripping before I even got up on the bed and she got that gloved finger in again. She drained me into the cup, expertly keeping me from orgasm. My balls ached again, because they were empty, and so much confusion was running through my head, because I was desperate for sex, but my libido was gone from the milking. I was about to stand and pull those humiliating panties off and she slapped my ass and told me to pull them up. She said “that reminds me…” and she pulled a nicely wrapped present from her dresser and gave it to me. It was 7 pairs of panties all wrapped up, and she said in such a cute voice: “one for each day of the week.” I really was in denial about her making me wear those damn things to work, and was desperate to find a way out, but as the cuckold I was becoming, it was not my decision, and I accepted that. She told me the reason was, she needed a chamber maid next weekend, and she wanted to start helping me understand that role.

Week 4 of my conditioning brought more pussy worship, and more blowjob training. I really couldn’t believe what was happening, but I knew it was for my better understanding and I complied. She told me that lover #4 was quickly approaching, and I needed to start liaising with them to make arrangements. My look of shock made her realize that I heard her say, “them” and she giggled and told me it’s a dominant couple, and the arrangements needed to be perfect. She told me to make contact with her 4th lover(s) on Tuesday. I sent them an email before I left for work, and while at work they replied, quickly letting me know their role and that I start all emails to them referring to them as Sir and Madam. They tell me that a cuckold’s hotwife enjoys an experience more if she is pampered and relaxed before hand, and they told me certain things to prepare before the meeting. Things like: they like the bed sheets turned ½ way down, they like flowers on the pillows, I needed to be on my knees when they walk in, and so forth. I couldn’t believe what was going on, I was taking orders about how to prepare for a couple to come fuck my wife! The week passed with some difficulty, as the burning was no longer in my balls, but in my abdomen. Forget cumming, I needed an orgasm so bad. Luckily my conditioning had helped me cope so far, and I realized I was lucky to have such a good wife who saw a need for regular milkings. As the weekend arrived we had the house to ourselves, and on Saturday morning I started making the necessary preparations for the evening. She told me she was taking her 4th lover on Saturday because she told me of a debriefing for Sunday at the end of our 4 weeks. During the morning, she made sure I was up to par with my strap on sucking and pussy eating a few times. I drove her to get a pedicure, and around noon I drew her a warm bath with lavender and candles.  I bathed her and wrapped her in a warm towel once she was ready to get out.  I lotioned up her skin, and rubbed her shoulders while she sat and fixed her hair. I had picked out the exact clothes her lover wished, and laid them out. I helped her get dressed and buttoned every button and cinched every lace and rubbed my hands slowly over her body with hers as I got her ready. She asked me how it felt to prepare my wife for a fucking and the only response I could muster was for my cock to strain against its cage again. About the time they were supposed to arrive she had me (reluctantly) put my fluffer’s uniform back on, and then she knelt me down in the corner of the bedroom. She bound me in a strict way, which left little room for movement. I had my hands joined together behind my back, with locking leather cuffs. I had a spreader bar in between my ankles, and attached to them with pad locks. My wrist cuffs were joined to the middle of the spreader bar with a 3 inch length of chain. I had a chain going from the back of my collar through an eye bolt on the spreader bar, to clamps that were securely fastened to my scrotum. If I tried to leave the kneeling position, the chain would yank my balls backwards leaving me in agony. The doorbell rang and she went to let them in. The 3 of them aggressively fondled each other in the living room before coming into the bedroom. They came in and said hi to me, but I couldn’t respond. Madam slapped me and told me to address them properly. I said good evening Sir and Madam, please enjoy fucking my wife, as I hung my head. My stubborn erection and my need for orgasm said a different story, and I was almost in a parallel universe. My wife pulled out Sirs cock right in front of my face taking it into her mouth feverishly sucking and taunting me with her looks. She knew he was close so she backed off and asked him to sit on the bed. She snuck into the bathroom and Madam took her place on the bed as well. She emerged with her strap on, and as she neared the bed, Madam asked her if she had any lube, my Wife told her she had been working on that for a couple weeks, because she felt it her cuckold’s duty to lube up her strap on. She came over to me, and almost as if was as simple as hitting a light switch, I took it in and began to lube it up with my saliva like it really was my role. She told Sir to take a place close to the end of the bed and stroke his cock in enjoyment while she and Madam played, She wanted me to get good and jealous seeing Sir was allowed to stroke his cock as much as he wanted right in front of me, and I knew I could not. Sir stood up and said jerking off wasn’t doing it for him anymore watching this hot girl on girl action. He pretty much dragged me over to the foot of the bed and left my back squarely facing the bed. My only enjoyment so far was being able watch my wife and this woman go at it, and he took that away. There wasn’t much I could do though because I was still tightly bound. He however could see the bed as he was standing facing it with his cock right in front of my face. He made it clear he wasn’t a faggot, but the scene on the bed was too hot to watch without a good blowjob. The two women shrugged off the laughter as he said that. He told me the outfit gave me away, and he figured he would put to god use. He grabbed my hair, as he said if I could suck the strap on, I could suck his cock, and he pushed it in my mouth. I couldn’t believe what I was thinking, but I was actually trying to do a good job. I was allowing myself to believe, that if I couldn’t pleasure my wife, that I should be good at sucking cock. I was getting harder when I felt a couple of moans come from Sir, and his cock starting to engorge. My Wife and Madam brought each other to several fierce fiery orgasms… and then I knew it was time for her to take the 4th lover of my training. I was nervous, because I had never seen this in person. Madam sensed this and placed herself behind me. I was not sure what to think of it, but my wife had Sir get behind her and take her from behind. He was thrusting very hard and right as I tried to look away Madam grabbed my head and held my gaze on my wife getting fucked like she had never been fucked before. The moans were coming from the depths of her insides, and I could tell her orgasm was going to be the most intense she had ever had. My wife asked if he was ready to cum, to which he said he was. She then asked if he came, could he keep going. He said he was bull, he could cum, and keep going all night. My wife turned around, and took his entire cock into her mouth, deeper than she had ever gone with me before, and he was bigger than I. She just barely touched his balls, and they sucked up inside his abdomen as his entire body turned to concrete in the midst of his jealousy invoking orgasm. She sucked every ounce of seed out of him, and turned around, as she backed herself up on his cock again. Sir didn’t skip a beat, he just kept pounding away. My wife looked at me with a longing in her eyes, and hung her head over the edge of the bed, as she told me to come over to her. Madam said quietly and softly as she tightened her grip on my head: “I am going to make sure you look your wife in the eye while she gets fucked by my husband.” I tried to drop my head but she tightened her grip on it, keeping me fixated on the event. My wife was over the edge and her impending orgasm was inevitable. As her eyes rolled back in her head, she reached out and touched my cheek, and told me to kiss her. Madam pushed me towards her and just as our lips touched, my wife started cumming. She bellowed from the depths of her soul, and as she did she pushed Sir’s entire load she had stored up into my mouth. Madam whispered into my ear, and said “you’re such a good cuckold, I hope you enjoy sucking my husband’s cum out of your wife’s mouth while your little dick hangs down, locked up all nice and tight.” That was all I needed to hear, I knew had become the cuckold my wife wanted to me to be. Sir wanted to finish a second time, but missionary, and my wife turned over and pulled him into her. The fact that she was grabbing his shoulders and pulling him into her, encouraging him to fuck her like a porn star made me know how comfortable with herself she was now. His orgasm filled the house, and as he came, so did she, a second time. Her head curled over the side of the bed, and she was clawing up handfuls of bed sheets like her life depended on it. I knew I had never fucked her like that and I was about to fall over from the visual stimuli. Madam kept me upright, giving no choice but to watch the whole thing. She said, “there, you didn’t think we would leave without making sure you had something to clean out of your wife’s pussy did you?” Just as quickly as they got there they packed their things and left. My wife unbound me, and tapped the bed. Like a perfectly trained cuckold I was, I knew my queue. I took my panty covered ass up on the bed and lay down. I was this time happy for her to lower her used up sex just above my face to allow me the joy of cleaning it up. It was warm this time, and Sir completely filled her with his seed. I took it all this time, but her words of encouragement helped me finish. “c’mon good cuck, take it all, take it out of my used pussy and make it clean, good boy you darling little cuckold!” that was all she could do, before she fell asleep. Needless to say, it was one of the most sleepless nights I had ever had, but she awoke feeling well rested. We fully enjoyed our day, and I was looking forward to getting back to our vanilla life, but I really needed the ache relieved from my abdomen, it was almost more than I could bear. It was 9:30 pm on the nose and she walked into the bedroom. Without thinking I followed her and again she tapped the bed. I couldn’t believe it, without knowing it; I was up on it on all fours. She put the cup under my cage, and once again robbed me of my seed, and left me black out frustrated without orgasm! Like a good kid knowing it was time to take his medicine, I sat on the edge of the bed, leaned my head back, opened my mouth, and she disposed of my juices. Everyone’s cum was becoming part of my regular diet at this point. I felt it was my responsibility. We sat down and she calmly explained that this conditioning was a really good indication that it was a good arrangement, and it would be for the better if we continued it. She said though, obviously she wouldn’t take lovers 4 times per month, but it would be at her discretion, sometimes in front of me, and sometimes on her own. I was so reprogrammed at that point that I gladly agreed. She told me it wouldn’t be that often, but she wouldn’t tell me either. Every once in a while, I would get to penetrate her and she knew she could condition me to perform without frequent intercourse, just as she had executed my other conditioning, but she told me if asked for it, she would take my regular, weekly milkings away and leave me in a world of denial hell. She led me back into the bedroom and asked me if I was ready to have the orgasm of my life. I almost fainted as she smiled and started to pull her bra off as she reached for my key…