Crowd Sourced Sissy Spin Off-Mother's Milk free porn video

NOTE: This story stems from an incidental bit in the "Crowd Sources Sissy" story that a couple of readers seemed to be interested in having me explore further. It's just a starting off point. You do not need to read that story first to understand this new work, but of course feel free to read it to get the full effect. Enjoy! Crowd Sourced Sissy--Mothers Milk I knew that my husband had a sissy fetish long before I married him. For many, that would have been a bridge too far, but I found it to be a harmless pastime, something that might occasionally spice things up in the bedroom. Never in my wildest dreams did I ever think that my Husband's secret "hobby" might one day consume both of our lives. This all began one night after James and I had been dating for about a year. I had fallen asleep after our lovemaking, contentedly wrapped up in my boyfriend's arms. I was roused out of my sleep when I felt James moving around behind me. I tried to dismiss it and fall back to sleep, but the repeated motion coupled with his heavy breathing made that impossible. I started to ask him what was going on. It almost sounded like... Oh my God! I realized that James was using my satin nightgown to masturbate--and I was right there in the bed next to him! I don't know how he thought he would get away with it, rubbing my gown over his cock while I was supposed to be asleep. Apparently I had been dating an idiot. I started to say something, but I froze up when James picked up his pace and began to grunt. A few seconds later, I felt a wet puddle soaking through my gown. What's do you say when your boyfriend would rather jerk off into your lingerie than make love to the real-life woman laying in bed next to him? I couldn't decide if I was angry about it, or maybe just a little bit turned on. I decided to break the silence after James' breathing had finally calmed down. "What the fuck was that?" I asked without even turning over. It took a while for James to gather the nerve to respond. "I'm sorry, honey," he said. "Your teddy felt so good rubbing against my cock. I couldn't help myself." "Boys!? I thought as I rolled my eyes at his action. I told him that, ?You need to clean up this mess and let me get back to sleep.? ?Next time, just ask and I?ll loan you a nightgown so you won?t wake me up.? It was a joke, but one that made James? cock twitch. I knew then and there that James had a thing for women?s lingerie. I also knew that I?d probably have some fun dreams in a few minutes, and that some of those dreams might come true in the future if James, or should I say, Jenny (would that be his sissy name?) was a good girl. James went to the bathroom and came back with a warm, wet washcloth and a new nightgown for me. He lovingly re-dressed me and cleaned up his mess. I fell back asleep to the sounds of him hand-washing my nightgown in the bathroom. I was thinking about Jenny the maid as I drifted off to sleep. I woke the next morning to the smell of fresh coffee coming from the kitchen. Staggering out of bed, I found James wearing one of my aprons and setting the table with a low fat omelet, fresh fruit and some much- needed coffee. He?d even made a little heart in the steamed milk. I smiled as I sat and started in on my breakfast. James hovered around me like an anxious bird. It was a little annoying for so early in the morning, so I finally told him to sit his cute little butt down. He did as he was told and we ate in silence. Finally, when he could tell that I had enough caffeine in me to have a conversation, he said ?Sorry about last night. I just couldn?t help myself.? I looked him straight in the eyes and asked if he was going to ?turn into a little pervert anytime I put on some sexy lingerie.? ?No, Honey, it was just this one time,? he replied but the blush that spread across his face revealed that maybe this wasn?t actually true.? Well, that was a fun tidbit of information. Information that would be useful as our relationship progressed, and if I?m being honest with myself, information that was making me a little wet. And so I decided to take a chance. ?I looked him dead in the eye and told him that he could make it up to me. I lasciviously spread my legs and motioned for him to crawl underneath the table. James got a naughty look on his face and quickly did as he was ordered. James started lapping at my sex. They boy always had been very good at oral sex. I finished my breakfast while James brought me to two thundering orgasms. When he could tell that I was finished, he came up for air and carried me into the bathroom, where he lovingly washed me in a hot shower, keeping me supported while I came down from my post- orgasmic high. ?Damn,? I murmured in appreciation, ?if this is how you treat me the next morning, I will let you jerk off into my lingerie every night.? We both laughed at this, although the comment obviously made James nervous. Things returned to normal after that, but it was strained. James would change the topic whenever I wanted to talk about that night. He pretended that nothing had happened, while I found myself getting excited whenever I starting thinking about my boyfriend?s lingerie fetish. I decided to do something about it. I usually sleep in a cotton camisole and shorts on weeknights, but I found myself putting on perfume and stepping in sexy lingerie each evening, hoping to temp James into a repeat performance. He finally called my bluff one night, asking if I was trying to make him go mad? ?Would that be so bad?? I asked with a sexy pout on my face. ?Don?t you want to play with my sexy nightgown?? I had taken things too far. James got up and left the room, preferring to sleep on the couch rather than be tempted by my lingerie. Now I was the one who felt bad. I changed into my cotton outfit and padded out to the living room. I crawled onto the couch and snuggled up to my man, apologizing for misreading the situation. I thought I was apologizing. I didn?t expect him to fall apart and start crying. He broke down and told me that I hadn?t misread anything, and that his lingerie fetish was something that he had battled for years. What followed was one of the most intimate conversations I?ve ever had. It?s also when I first truly started to fall in love with James. He was at the point of tears when he revealed that he used to steal his sisters? panties when he was younger, and that he had a large stash of girl clothes hidden in his bedroom when he was in high school. He would come home from school, put on his sister?s dirty panties and jerk off over and over again like only a teenage boy can. His secret jerk off session didn?t stay secret for very long as his mom found the crusted over panties when she went to do the wash that weekend. I?d met her once before, and known that she was one of those free-love hippy types, so I guess I understood it when he told me that she didn?t freak out about the cum-dried panties in the hamper. Mommy didn?t say anything, but on Monday morning James found a small selection of satin panties in his underwear drawer, as well as a long satin nightgown. I felt his cock stiffen at the memory. It became an open family secret. His mom was divorced and struggling to raise two teenage kids. They didn?t have a lot of money, but there was somehow enough to buy James a ?special? present that would magically appear in his drawer each Christmas or on his birthday. It came out into the open one Christmas morning when James opened a gift and was shocked to see that it was a bra and panty set. ?Um,? James stammered as he shoved the gift towards his sister, Alison, ?I think this is supposed to be yours.? Alison told him not to be stupid. ?Mom got me a matching set!? James sat there with his mouth agape, unmoving until he was instructed to go try them on, and he was in enough of a shock to obey his mother. Up in his room, James admired himself in the mirror. He looked like a hot young woman in super-sexy lingerie, although the obvious bulge in the panties was a dead giveaway. It only took a few rubs before James shot his load, although he made sure to catch it all in his hand so that he didn?t stain his Christmas present. And then, because he looked and felt like a girl, James took the next step and licked up the cum that was dripping from his hand. He knew that he should have felt shame, but he was still turned on. The feel of the lingerie was just too intense to resist. James realized then and there that he wanted to live in panties everyday. So he tucked himself away and headed back downstairs wearing his Christmas bra and panty set underneath his normal jeans and t-shirt. Mom came over and gave him a kiss on the cheek, saying, ?I knew you?d like them.? Alison gave him a knowing smile and added that it was ?Hot? having a secret sister. And so James started wearing panties every day under his clothes when he went to school. He saved the bras for when he returned home, and frequently daydreamed during his classes about how good it would feel to get fully dressed up, and maybe even growing some breasts of his own one-day to fill out his bra cups. James was in heaven. His family was supportive of his lingerie obsession. Unfortunately, his girlfriend, Mary was not. She was the one who first noticed that James was wearing panties under his clothes at school. She freaked out and immediately broke up with him. What?s more, she told the entire school that she had been dating a sissy faggot. Kids can be mean, and it didn?t take long before the whole school was pointing and laughing at the ?sissy faggot.? The girls wouldn?t talk to him and the boys would push him around and threaten to come over and ?turn him into a real girl.? Things got so bad that James was called into the principal?s office. Instead of finding a sympathetic ear, James was reprimanded for causing a disruptive environment at school. He tried to deny the panty story, but his mother became angry and told the principal that it was nobody?s business what her son was wearing under his clothes. ?If he wants to wear a sequined leotard and tights,? she seethed, ?who the fuck cares?? It was the first time James had ever heard his mother swear at another adult. It felt awesome to see her go into battle to protect her child. The administration wasn?t so impressed. The refused to let James back into school, saying that they were worried about his safety. Mom scoffed at this, but that changed when Alison came home from school one day with a black eye. Deprived of their prey, the bullies in school had decided to punish his sister instead. Two things happened after that. First off, it was agreed that James and Alison would transfer to a private school a few towns over. The family agreed not to sue the school district in exchange for tuition payments and some money to help them move. Secondly, the family also had a come to Jesus meeting where it was decided that James needed to start wearing boy underwear from then on. James agreed, having been ?scared straight? by the whole experience. The family moved and James became a committed, all American ?normal? boy. He stuck to it, only cheating once while he was in college when he found a pair of panties left in the dorm laundry room. He couldn?t help himself. They were a much-sexier style than his mother had ever given him. They practically called out to him. James quickly shoved the panties in his pocket and walked back to his room, his heart pounding in his chest. His stupid roommate was there, so James tried to put the panties out of his mind. He couldn?t do it. They were so close. James ultimately announced that he was going to take a shower. No sooner did he close the shower curtain than he had the panties out and started jacking off, moaning in pleasure under the sound of the water spray. Did he hear somebody laughing? Fuck, was there somebody in one of the stalls who had heard what he was doing? James deflated immediately. Sure enough, he heard a toilet flush and out there and then somebody washing his hands. It seemed like he was taking forever! Lingering just to catch the sissy masturbator in the shower! James hid in the shower until he was sure the dude was gone. He stayed in the shower another 15 minutes just in case he was waiting just outside the bathroom door. He stayed another 15 minutes after that, just to be sure. When he was sure that the coast was clear, he dressed and headed back to his room. But scared that things might go wrong again, he stuffed the panties deep into the garbage can before he left the bathroom. He couldn?t sleep that night. His mind kept telling him to go back and get his panties out of the garbage can. It wasn?t until the next morning when he heard the maintenance crew passing through to collect the trash that he finally relaxed, knowing that the panties were gone for good. I lay there, listening to James? story, pulling his arms tightly around me so that he knew I was there and that I supported him. When his voice finally trailed off, I told him that it was okay. I told him that I loved him, and didn?t care if he got turned on by my panties or not. I told him that sexy lingerie turned me on too, which is why I had such a nice collection. Not only that, but once when I was in college and my roommate Brenda asked me what I thought of a new bra that she?d bought for a guy she liked, I pretended to be hypnotized and staggered toward her like a Frankenstein monster. "Bra, so, sexy,? I teased as I reached out to grab her tits. ?Must, have, boobies!? She laughed and slapped my hands away, but we both recognized that there was a spark of sexual energy in the air. Brenda?s date was a bust, but the seed was planted. From then on, she would occasionally prance around the room wearing nothing but her bra and panties. I would growl at her like a monster in heat. It made us laugh. It was just a joke between roommates. It was just a just a joke right up to the night she let me catch her titties. I suddenly hand a handful of Brenda?s boobs, and was happy to find that she had found my boobs as well. Things got quiet as we fell into bed, just two girls making out wearing our sexy underwear. Damn, I loved it! I paused a minute to let the memory wash over me. Then I led my boyfriend?s hand down to my crotch so that he could see I was telling the truth. ?Ever since then,? I said as my breath started to catch in my throat, ?I?ve always been attracted to hot lingerie. If you want to wear it from time to time, I wouldn?t say no.? And so I began my campaign to coax ?Jenny? out of the closet. I knew that my boyfriend was still pretty skittish about everything, so I took it slow and promised that it would be something secret that we only did when we were at home along. It began when I purchased two matching red silk nightgowns that came with matching bra and panty sets. My cotton nightwear went in the trash and James and I quickly started retiring to bed every night in matching lingerie. It got us both worked up, and I attacked him as frequently as he went mad over me. It was a shame when the morning sun rose through our apartment window and we had to get changed for our boring outside clothes. I decided to step things up one weekend when we had nothing scheduled to do. We were just going to hang around the apartment and do some chores, so I sat Jenny down and asked him if he?d let me give him a full makeover. Tears came to his eyes when he smiled and said yes. It?s a good thing because I had already spent a lot of money in anticipation for the weekend. I dragged him into the bathroom where I proceeded to shave him from head to toe. I ran my hands up and down his body, making sure that I hadn?t missed a spot. Then we stepping into the shower to wash everything off. His poor cock was throbbing with every beat of his heart, so I gave him a quick soapy hand job, just to make sure that we could get him stuffed into his panties later on. I dried him off and doused him with some of my perfumes and powders before taking him into the bedroom. I made him sit on the chair and close his eyes. I tied a silk scarf around them so he wouldn?t peak. Then I rolled queen-sized stockings up his legs, mentally kicking myself for not having painted his toenails first. The stockings would stay up by themselves, but I added a garter belt because it looked super hot. Then I had him step into a cherry red bra and panty set and slipped breast forms into the cups. Did you know that you can get huge mastectomy inserts on Amazon for just $30? Trust me, they look amazing when filling out the cups on your boyfriend?s new bra. You can also buy corsets on Amazon. They were kind of cheap, and started to rip a bit when I started pulling the laces closed. I made a mental note to get Jenny a serious corset later on, but this cheap version would work well enough for now. By the way, it turns out that Jenny really liked the idea of being corseted as well. I had to take a break at this point to relieve her of her erection, lest she stain everything before I got her fully dressed. A sexy red dress came next, followed by some clip on earrings, a necklace and other costume jewelry. Finally, a 4? chunky heel that Jenny would be able to walk in, but still looked sexy as hell. I took off the blindfold and began to work on Jenny?s makeup. It was just a basic face, but I was getting too worked up by this point to concentrate myself. I finished everything with a long blonde wig and then sat Jenny back down in front of a mirror and told her to just sit and look at herself while I went to get myself ready. I had purchased a matching ensemble for myself, except in my size. I found Jenny crying when I returned?tears messing up her makeup. I tried to ask what was wrong. She just came into my arms and said ?thank you. I?ve waited so long for this.? We held each other like that for a long time. Finally, I told her that we needed to get some work done. I handed her an apron made her go wash the dishes. Then I made her vacuum and dust?basically I made her into my new little housemaid. I would stop by occasionally and give her ass a playful squeeze, promising that I could get her a French Maid?s outfit if she liked doing housework so much. I eventually had her take off her dress so that she didn?t ruin it when she was scrubbing the bathroom. I solidarity, I told her that I would take off my dress as well. Jenny?s eyes practically popped out of her head when she saw that I was hiding a strap on cock under my clothes. ?Maybe if you do a good job with all of your chores,? I said with a pronounced leer in my voice, ?I?ll let you taste my big fat cock as a reward.? I feared that I had once again gone too far, but was happy to see Jenny get down on her knees and start scrubbing. I left the bathroom to do some of my own work, but I stopped by to check in on my girl. Every time I came into the room, Jenny?s eyes went straight to my cock before she?d blush and lower her gaze to the floor. I knew that reaction. I?d done the same thing myself on occasion when I didn?t want a man to know how badly I wanted his cock inside me. I laughed, thinking that this must be what it?s like being a man and having all the girls going crazy for your cock, Don?t worry, Jenny. Daddy?s got a reward for you. I took things slow that first night. Well, first afternoon because we never made it to the night. It wasn?t long before we had tumbled into bed in a 69. The strap on had a nub that rubbed up against my clit, so Jenny sucked my cock and brought me to several orgasms while I did the same for her. We were quickly exhausted and spent the rest of the day napping in each other?s arms. Well, napping, waking for another round of sex, napping, then sex, nap and more sex. What can I say, we were both in our twenties and pretty insatiable. I didn?t fuck Jenny that night. I promised that I wouldn?t ask her to do that until she felt ready. I was taking it slow, but when I felt how strongly she was pounding into my own pussy later that night, I could tell that she was thinking about it. She was obviously very excited by the idea. I was too. Three weekends later (this had become of weekend ritual) Jenny brought me breakfast in bed. She had gone out and purchased a French Maid?s outfit on her own (Once again, kudos to Amazon) and appeared in the doorway with coffee and eggs and my strap on dildo and a bottle of lube on the breakfast tray. She asked me to ?go slow? and then went out into the living room to prepare herself. I didn?t need coffee to wake up. I strapped on my monster cock and came out into the living room to find Jenny on her knees, slowly slipping a greased butt plug in and out of her ass. ?I?ve been wearing this all week,? she explained, ?just to make sure that I?d be ready for you to take my cherry.? I put some extra lube on my cock, although she was so greased up that it was overkill. I removed her butt plug and told Jenny that I loved her. Then I slowly pressed my rubber cock into her virgin hole. A full body tremor coursed through Jenny as I began to make her into a real woman. Things only got better from there. Our friends started complaining, asking why we were never free on the weekends any more. We just laughed and said that we had spending time with a dear friend named Jenny. Then Wednesdays were taken off the social calendar as well. We had to sit down and officially restrict our full Jenny days to just Saturday, Sunday and Wednesday, out of fear that things would spiral completely out of control. Little did we know that it already had. It was around this time that we started searching of transgender porn stars, and found this guy who was letting his fans turn him into the ?biggest sissy on the internet.? They would tell her what to do and she would do it, not matter what. We immediately subscribed to her page. At first it was just a series of videos where she was practicing sucking cock or being fucked. She would attach two dildos to each wall in her hallway and the get on her hands and knees and maneuver both cocks into her ?sissy holes.? There was just enough space in the hall for her to bounce back and forth on the two cocks. She would stay there, spit-roasted and happy and exposed for the whole world to see for hours and hours at a time. The sissy?she hadn?t earned a girl?s name yet?would do anything that her fans demanded. We were just basic subscribers, so we didn?t feel that we deserved to give her any specific tasks, but we watched all of her videos and would frequently copy them in our own lovemaking. For example, we also bought two suction cup dildos, and then stuck them to the wall in our hallway. Jenny crawled into position and began rocking back and forth, taking both rubber poles deep into her sissy holes. She managed twenty minutes of this before she had to stop. Then it was my turn. I?m not as tall, so the cocks would pop out every time I leaned forward or back. Jenny found a box to help shorten the distance and I was now able to slam back on forth on these cocks in earnest. It was so hot that my hands immediately snaked down to my clit. Jenny saw and quickly put a stop to that. She handcuffed my hands behind my back and told me to let her know when she needed to stop. There was no way I was going to stop. I pounded myself for over an hour. I had three orgasms just from the dildo going into my pussy. And when I finally collapsed in exhaustion, I was still horny and ready for more cock, even though I could barely move. I just lay there like a rock when Jenny took me to bed and fucked me. I didn?t even move when she crawled down to lick up her mess and bring me to yet another orgasm. It became our thing to watch these sissy videos and start trying to recreate them at home. When the sissy started doing piss play, we bought a dildo that squirts and would follow her example. When somebody brought a dog over to knot her up, we went out and bought a dog-shaped dildo. I swear, if we had been living in a house instead of an apartment, we would have started to look for a dog of our own. A few masked men started appearing is the sissy?s videos. She would usually be tied up when they appeared, and they would use her like a sex doll for hours at a time, leaving her still tied up and covered from head to toe with piss and cum. Jenny asked me if that was something I would ever consider doing? I told him honestly that I thought it would be a huge turn on. Jenny smiled sheepishly at this and admitted, ?Me, too.? It was about this time that the sissy took her trip to New York, and Jenny and I became obsessed with her adventure! The sissy had boarded a train and there was a guy there who recorded her cross-country adventure. She was kept naked and covered in cum during the whole trip. We both called in sick to work during the entire trip because we didn?t dare miss a minute of the live-streamed action. We weren?t the only ones watching the show. The sissy had several hundreds of subscribers at this point, most of them being sadistic domes who just wanted to see the sissy suffer. Their comments were almost as hot as the videos themselves. At some point, one of them noticed that there were two ?women? watching the action, and that one of the girls was also a sissy. We got a private message from a man who lived a few states away, asking if we?d like to chat outside of the website some time. Jenny was scared to death of this, even though it was obvious that I was interested in meeting the man. She even spent the next weekend dressed as James, saying that she wasn?t feeling well. I feared that once again I had taken things too far, and so I was genuinely surprised when Jenny reappeared that Sunday night and suggested that we send the man an email. I let Jenny compose the letter, lest I push her too far. ?Dear Master David,? she began. We apologize for the delay in responding to your message. This is new for us, and it?s a little scary.? ?My name is Jenny, and I am a sissy just like the one in the videos. My girlfriend and I like to try and recreate some of the sissy?s videos. We have a hard time keeping up, but it?s a lot of fun trying.? Jenny took a pause before she typed out the next line. ?I see that you live two states away from us. That?s far, but would you be interested in meeting sometime so that you could help us make some videos of our own? If so, please let us know. We?d love to meet you.? Jenny looked at me with questioning eyes. She wanted to know if I was okay with this. I smiled and reached over to press ?send.? The reply came a few days later, Master David said that he?d love to meet, but didn?t want to move too fast as we were obviously novices. We agreed to chat later on in the evening. Jenny and I were both dressed to the nines several hours before we were to chat. What?s more, as had become our new escalation, we both had large plugs shoved into our asses, and a vibrating egg humming away in our panties. By this time, Jenny had locked herself into a steel chastity cage (Amazon, again with the kinky supplies) and you could hear the egg rattling against the metal. We also had electro-tens pads attached to our nipples. The cables ran into the same box, so we would both tense in pleasure from the shocks at the same time. Master David noticed this immediately when we began video chatting. All of a sudden, we both arched our backs as the tens machine poured electricity into our nipples. When he asked for an explanation, be both lowered our dresses to reveal the hidden wires. ?Oh, yes,? he laughed. ?We need to get together soon.? But in the meanwhile, you should meet one of my friends who lives there in your town. That?s how we met Master Mark and his friends! We had already decided to find a local guy and invite him to come use Jenny as a sissy slut, and me as just a regular slut. The fantasy of that kept us going for a few weeks, but we eventually decided to make the fantasy come true. We reached out to Mark and invited him over to play. The deal was that one of us would be the bondage sex doll for the night, while the other stayed untied as a precaution. I was the first sex doll. Jenny stuffed all of my holes with rubber cocks and tied me into a tight hogtie. The bitch secured me to the top of our coffee table and left me there, squirming in frustration for the next four hours. We had invited a man named Mark over for the evening, and by the time he arrived Jenny was fully dressed and looked sexy as fuck. I couldn?t do anything but watch and moan in frustration as Jenny invited him in and immediately dropped to her knees. She sucked him off and then invited him to sit down and have a beer. Remember, I was right there, inches away from him and desperate to be touched. But Jenny told him to ignore me. They cuddled on the couch and watched TV, stopping only when Mark was ready for more fun. Jenny lay down on the couch and opened her legs. She had developed this tape system where she could tuck her sissy balls and shaft up into her abdominal cavity, leaving her without any masculine bulges ?down there.? Mark must have liked it because he lifted her legs up over her head and proceeded to give her a deep dick pounding that left me panting. All the while I was moaning in dismay over missing out on the fun. Jenny took pity on me and reached over to give my titties some attention. And when Mark was finished with Jenny, he allowed me to suck his cock clean (good thing Jenny douched beforehand). Jenny gave him a kiss at the door and invited him to come back next weekend. Mark said yes, and suggested that since we obviously needed more dick, that he bring a friend. ?Bring two,? came Jenny?s immediate response. Jenny untied me, but only after making me suck the cum out of her pussy first. And then, knowing that I would be angry that she hogged all the dick, she began eating my pussy while I stayed tied up on the coffee table. She brought me to a quick orgasm, but kept at it. I had forgiven her after the third time I came. I was ready to marry the bitch after orgasms number 5 and 6. I was starting to get angry as she left me tied up all the way through numbers 7 and 8. A girl can only take so much before she starts to go a little bit crazy. She finally untied me and carried my aching body to the tub, where she lovingly washed me and then took me to bed. I could barely move, so Jenny held me until we fell asleep. James woke me up the next morning with breakfast in bed. He apologized and teased that I would be able to get my revenge next Saturday. I was stilled pissed and told him to get under the table while I started making my plans for revenge. I took his credit card out of his wallet. I told James that not only was he going to pay for last night, but he was going to actually pay for next Saturday as well. James noticed all of the boxes that arrived at the apartment during the week, but I told him that he?d just have to wait and see what kinky plans I had in mind. He was ready to pop by Friday night. I sent him off to do a double enema and then to take a long bubble bath and to shave his body, just an case any of the yucky hair had grown back. It hadn?t. Jenny was always shaved and ready to play, but I enjoyed making her go through the routine anyway. She came out of the bathroom to find a new toy mounted to a stool in the living room. It was as thick as a soda can and 14? long. It was by far the biggest dildo she?d ever tried. I didn?t care. I tossed her a bottle of lube and told her to ?Mount up, slut.? I went into the other room, leaving Jenny to her task. I didn?t mention that I had mounted a ring doorbell camera in the corner of the room, and that I was watching everything live streamed to my phone, and furiously rubbing my clitty in approval. That little slut climbed onto the cock like it was no big deal. She?d obviously been stretching herself out all week in anticipation. Well, good for her, but that was just step one. Step two involved some of that sissy hypnosis training that seemed to be working so well for the sissy ion the website. I handcuffed Jenny?s hands behind her back and then, tying a rope around her sissy balls, I tied it tightly to one of the stool?s rungs. I lifted her feet and tied each ankle to the back rungs, leaving Jenny fully impaled on the monster cock with no way to lift herself off. I brought a bottle of water to her lips. I told her that it had been drugged to make her a compliant to whatever was about to happen. Mark sent over the pills earlier in the week. I prayed to God that I wasn?t about to poison my boyfriend, but the bitch was getting so worked up that she swallowed down the entire bottle in just a few swigs. I put ear buds into each ear and instructed her to follow the instructions. I pressed play on a looping audio recording and left Jenny alone in the room. No sooner did I leave than Mark called me. I had given him the password to the camera, so he was watching it all. He introduced me to his friend, Tyrone, who was also watching. ?We?ve both been saving up our loads all week so we have plenty to feed you two sluts when we get there.? I quietly walked into the room, took off my bra and waved my tits toward the camera. I blew the boys a kiss and whispered into the phone, ?I can?t wait to meet you and your cocks.? The boys watched James wiggle around on his perch for two hours, dutifully murmuring whatever the recording instructed him to say. When I came to release him so we could get ready for our date, I noticed that James was already in Jenny headspace. I wondered if it was the drugs or the hypnosis training. I didn?t have time to figure it out. I gave her a quick sponge bath and then laid her down on the bed. I had purchased a set of EEE breast forms and a bottle of medical adhesive. I used most of the bottle giving Jenny her new tits, making certain that they would remain in place all weekend long, maybe even the next week as well. The rest of the bottle was reserved for a vagina panty. I pressed her balls up into her cavity and used a metal clip and a lot of glue to make sure that they would stay in place. Jenny?s sissy stick was then fed into a rubber pouch and glued in place. Then the panties we pulled up and I glued down the edges. Despite wearing rubber gloves for this, I?d spilled some on my wrist. I spent the next 20 minutes trying to get the glue off of me, and laughing at how much trouble Jenny would have getting back to James. I should have realized that she was never going back. I came back into the room to find that Jenny had started to listen to the audio recording again. Apparently one of its first instructions was to train the listener to crave more and more hypnosis training. She found my phone and started the recording again like the obedient sissy slut she was becoming. I told her to go get ready for our date. She did so, never taking the ear buds out of her ears, and barely noticing the massive boobs that were now glued onto her chest. She only stopped when she couldn?t get those monsters into her bra. I told her that she should try the new bra on her bed. It wasn?t a bra as much as a series of ropes and laces that framed her tits. Jenny loved it and said it looked perfect. She bounced back into the bathroom to do her hair and makeup. She went in as my quickly disappearing boyfriend James and returned as the sex goddess Jenny. Her massive tits looked amazing in her new dress, plus Jenny had taken some makeup and covered over the seams. Anyone looking at her would think that those tits were real. I did notice that she was walking funny. 6? heels will do that to the best of us, but it turned out that the little slut snuck back into the bedroom to insert the 14? dildo back into her sissy hole! My final surprise for her was an outfit that consisted of a series of leather straps attached to a spine that ran down the back. Basically, using this get up, I could wrap belts around Jenny at 4? intervals, from her ankles all the way up to the top of her head. There was a separate arm binder portion that isolated her arms behind her back. When it was all tightened up, poor Jenny couldn?t bend or move an inch, so I lowered her to the ground and let here lay right there in the middle of the room. There was a knock at the door. It was Mark and Tyrone. And a third man names Estefano! They walked in as if they owned the place. ?Sorry we?re early,? Mark said, ?but we?ve been watching your cameras all night and figured it was time to get this started.? I gave each of them a long deep kiss as a way of saying that they were forgiven. And then, as added proof, I sank to my knees and fished out their cocks for a proper welcome. After I?d swallowed their three loads of cum, Mark told me to go put on my sexiest dress. We?re were going out! Tyrone would stay behind and babysit Jenny. I have a very short dress that barely covers my ass. It?s the sexiest thing I own?and it became even sexier when Mark convinced me to lose my bra and panties. ?You won?t need them tonight.? I was so caught up by the sexual energy that I barely noticed that Tyrone had lowered Jenny onto the coffee table, and had put a new audio recording into her ears. He smiled at me when I got a funny look on my face. ?Don?t worry, mama,? he said. I?ll take good care of your girl. And you can check up on us anytime on your phone.? I was still a little hesitant, but Estefano put his arm around my waist and started leading me to the door. ?I think we need to go out dancing,? he said and didn?t wait for my response. He took me to his car and buckled me in place. He added a few extra straps that left me unable to resist. ?You can never be too careful,? he said. Mark reached over and hiked up my dress, exposing my sex to anybody who might look in the window. He put a big vibrating egg at the entrance to my pussy and then pulled out a flask. ?Here?s to a fucking awesome night,? he said and offered me the flask. As my arms were tied down, he lifted the flask to my lips and poured a hefty swallow down my throat. I coughed, so he gave me another swallow. He and Estefano also toasted, but I noticed that they were drinking out of a different flask. Then I was blindfolded and I felt ear buds going into my ears. Everything went a little fuzzy after that. I remember bits and pieces of the evening. Plus, there was plenty of video taken that night, so I could jog my memory later. We did go to a club. I danced like my pussy was on fire. It was everything Mark could do to keep me from tearing off my dress and dancing naked in the middle of the club. I had to console myself by dancing sandwiched in between my two dates. I was rubbing myself against them, while one of them would snake his hand under my dress and into my pussy. At some point in the evening I was passed off to two other men. And then later two more. It all ended up in the alley behind the club with me down on my knees greedily taking all six of these men and loving every single moment. Now look, I realize that this isn?t cool. I had been drugged and my first hypnotic training had turned my slut level up to 11. I should be angry, but I?m not. No matter how they did it, I was having the time of my life. I felt sorry for poor Jenny, stuck at home with just one man. I don?t remember how the evening ended. I only know that I woke up the next morning lying in bed next to Jenny. We both had audio hypnosis files playing in our ears. We got up, made some breakfast using the special pills that Mark had left us, and since we didn?t have anything planned that day, we decided to play our special recordings and go back to bed. Mark and Tyrone came to check on us later that afternoon?apparently I had given them the key to our apartment. Jenny and I were so happy to see them that we practically jumped out of bed and ripped off their clothes. We fucked those two men like drunken frat boys! Yes, I know that technically they fucked us, but we were the ones slamming our pussies down on them like we were bitches in heat! I remember Mark saying that they were going to have to recruit some more cocks to take care of us. I moaned in appreciation when I heard the words, ?More cocks.? They tied us back up in bed when they were done. I didn?t know that we had straps attached to our bed, but it felt right to be tied down so we couldn?t get into any trouble. Master Mark is always thinking of things like that to take care of us. He gave us both or nighttime drink and the put on or special training music. We were both asleep in no time. Master Tyrone showed up Monday morning to release us. It was sad because he only brought one cock, so Jenny and I had to share! Then we got dressed to go to work, all the while thinking about what fun we would have after we got back home. But there was a problem. I went into my job wearing my LBD with no bra or panties. I didn?t understand what the problem was. Several of them men at my work seemed very happy with my choice of clothing. Nevertheless, I was sent home with a warning, although not before I arranged to meet two of the guys in my department for a little bit of lunch time fun. How does the old saying go? ?A cock in the mouth beats a bird in the bush?? No, wait, that sounds just as good. I guess it doesn?t matter, just as long as somebody?s cock goes into my mouth. Jenny?s day was even worse. She strutted into her job wearing a dress that barely covered the massive tits that were still glued in place. When she was called into human resources, she practically attached the director, saying that she would suck his cock if he wanted. She was fired right there on the spot. Instead of being sad, Jenny was happy. Not having a job left here more time to hunt down yummy cocks! She called Master Tyrone, who admitted that he knew a guy who could use a good sissy whore. That bitch had a new job 15 minutes after she had been fired! Not to be outdone, I called Master Tyrone and begged him to get me a job as well. He did! And later that night, sissy Jenny and I held hands as we turned our first tricks! We didn?t have jobs, but Master Tyrone said that he?d take care of us. So, without a care in the world, we spent our days watching the sissy channel videos and our nights working as escorts for some of the kinkiest men in town. We?d usually get home around 5am, tie ourselves up in bed and drift off to sleep listening to our training tapes and dreaming about what kinky adventures would happen to us in the morning! The next kinky adventure happened one day when we were watching the sissy video channel. She had been taking these experimental hormones that were making her tits grow. I was jealous because my little C cups seemed way too small, but poor Jenny really wanted massive breasts for real! She had been taking hormones for a few months now, but couldn?t wait for her little B cups to really start growing. Master Mark noticed our titty envy and offered to bid on some ?mother?s milk.? That was the milk was being milked out of the sissy and now sold to her best fans. Master warned us that the milk was filled with the experimental drug. It might make our tits grow out, but nobody knew what the side effects were. We didn?t care about any of that. We just wanted huge boobies and lots and lots of tasty mother?s milk! Three weeks later the milk arrived. There were two pints packed in dry ice. By this time they?d learned that the milk not only stimulated massive breast growth in the drinkers, but also produced highly addictive behavior in whoever drank it. That was perfect! We would both drink and then nurse from each other when our own sissy milk came in! It was the perfect plan. We gulped down our milk like it was the greatest treat in the world. Master Mark made us rinse out our mouths before we were allowed to properly thank him for our present. That makes sense?huge boobies on Master Mark would look so silly! We were really busy over the next few months. Tons of guys wanted to use the two new milk sluts. That was especially true when small drops began to form at our nipples. Suddenly a whole new crop of clients were paying top dollar to fuck and nurse on us. Just to make sure that it was working, Master Mark bought us three more servings of mother?s milk. By the end of the month I had gained two cup sizes, and Jenny was up three. Most importantly, we were both lactating constantly. Now when we woke up in the morning, we didn?t need coffee. Instead we slid into a 69 and nursed on each other. One of the side effects was that our titties had become very sensitive, so it we usually came several times every morning. The problem was that we quickly lost any interest in anything other than sucking on each other?s titties. We were moved into an apartment somewhere downtown where we could stay in bed and suckle each other 24/7. Men would come in and beg to be allowed to taste our milk as well. That was okay, we each had two teats. One for Jenny and one for the guy on his knees paying lots of money to taste our milk. I could have lived like that for the rest of my life, but Master Mark thought that we were at the end of our days, whore-wise. One night he asked us if we?d ever thought about becoming hu-cows. We?d never heard of this, but he explained that there are these special dairies where sissies are turned into milking cows. They spend their days hooked up to milking machines and being fucked by bulls. ?They don?t have a care in the world,? he explained, ?except to be milked and fucked.? That sounded so good to us that we both took our mouths off each other?s teats to say ?yes.? Master Mark said that we were ?good sluts.? He then took out his phone and sold us to a dairy somewhere up North. Apparently a good hu-cow was worth a lot of money. A large crate was delivered the next day. It was just big enough to fit two horny sluts, strapped mouth to tit. There were also two poles mounted on the sides, in order to keep our asses locked in place. And then the crate was sealed up and we were loaded on a truck. We made our way to the farm in four trips. We would ride for most of the day, then uncrated and set to work servicing (and feeding) the horny men in some unknown city. Then it was back in the crate and back on the road. We finally arrived and were permanently collared and led out into a pasture. We were told that we were now cows, so we wouldn?t need to ever speak again. That sounded about right. The collars had a shock unit that would punish us if we ever said anything other than ?moo,? but why would a cow ever say anything other than ?moo?? To make it even harder to talk, we both had our tongues pierced and a heavy cowbell was attached. The result was that our tongues would now permanently loll outside of our mouths, with the cowbell pealing constantly and announcing our every move. Our hands and feet were then forced into hollow hooves and then it was all filled in with a biomedical epoxy that would harden into a permanent hoof. After all, Cows don?t have fingers or toes. Then we were led to the stables. There were already hundreds of cows there. We?d now spend our days down on all fours with our heads stuck in the stocks, and a greedy milking machine sucking out our hormone-laden milk 24/7. During this time, a new set of audio files played constantly in our ears. The message of this file was simple. We were cows. Cows only want to be milked and fucked by bulls. Well, duh! Any dumb cow knew that! We would occasionally be let out for some body modification. After a new weeks we both sported full-body tattoos of brown and white cow patches. Plus there was some cream rubbed into our pelts that eventually made us grow hair all over our bodies. We were also given some surgical modifications. Cartilage pads were sutured onto our foreheads, which eventually grew into the cutest little horns. Plus our ears were modified so that they became long and floppy?the better to hold in the Wi-Fi speakers which were now surgically implanted in place. The final step was to close up our sex. Heavy-gauge rings were pierced along my vaginal lips and then padlocked closed forever. I saw that Jenny had a super-small rubber band stretched around her balls. She jumped as it obviously hurt when it snapped closed. Her sissy balls tuned blue and started to swell up. After a couple of weeks they simply shriveled up and dropped off. I don?t think Jenney even noticed. And that brings us up to the present. I haven?t seen Jenny cow for months now, but I?m sure that she?s okay. We have doctors who check on us every few day, giving us injection to make sure that we are the best hu-cows we can be. For me that means that my udders have grown so large that my teats now rest on the ground. I?ll bet that half of my body weight is tied up in my milk-filled udders. A tube had been permanently inserted into my throat to make sure that I?m getting enough nutrients. I know that I?m now producing 6 gallons of mother?s milk a day, which is just about the best a hu-cow can do. As a reward, a bull is led over to breed me each night. There?s nothing better than falling asleep with an ass full of bull semen, a hu-cow training tape playing in your ears and two non-stop milking cups suckling on your teats and sending you into a series on non-stop orgasms. There are times when I wonder about what happed to cow-Jenny, but I?m sure that she?s in a pasture somewhere, just as happy as me! AUTHOR?S NOTE. I hope you enjoyed this tangential flight of fancy. As I said, it was initiated by a few reader?s comments/emails. And note that I cut way back on the bestiality and piss play, although I?ll probably get emails telling me to put it all back in my next story. Y?all are a fickle lot. I hope some of you enjoy the longer-character building style of this story. If you like it, please comment and feel free to contact me at [email protected]. Or if you prefer my shorter and straight to the point sissy stories, please comment and let me know that as well. Until then, Enjoy! xoxox Emshoninque, aka Sissy Michelle. PS. I?m thinking of writing a sissy training manual. Any other sissy fiction writers want to join me in this project?