My Sissy Calling free porn video

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I did find a calling of sorts, but it wasn't exactly something I could do for my career. You see, my second year at university, I was surprised one night to find that somebody's pair of black lace panties had mysteriously migrated into my wash. It was probably left by accident in the dryer, and then mixed into my load when I next used the machine. It doesn't really matter how the panties got mixed in with my clothes, only that they did, and this serendipitous mistake completely changed my life. I didn't notice the panties until I got back to my dorm. In fact, it was my roommate, Drew, who first spied the lacy material mixed in with the boy clothes in my laundry basket. "Dude," he said with an evil grin spreading across his face, "Is there something you want to tell me?" I immediately went beet red. I denied knowing how the panties made it in with my clothes. It was all true, but Drew could see that it was bothering me, and he took pleasure in teasing me about being a closet sissy. As I became more and more embarrassed, Drew kept saying increasingly filthy things to me, obviously enjoying how his comments made me uneasy. I was also getting turned on, and I think that Drew knew it. That's probably why he kept pressing me about being his sissy. He was trying to see if I was open to the idea. I denied it, but I can still remember the last thing he said to me before leaving for his evening class. "Such a shame," he teased, "I would have loved to have a sissy roommate." His comments had stirred something inside me. I couldn't stop thinking about what it would be like to be Drew's sissy. I had seen him getting out of the shower and I knew that he had a huge cock, and it wasn't long before I was fantasizing about being thrown over the back of our couch while he fucked me like a true slut. I was overwhelmed by the idea that I should become a sissy faggot. I was already short and slim, and with my longish hair, I'd been mistaken for a woman on occasion. It all seemed to add up--I knew in my heart that I was destined to be a sissy. You can probably guess what happened from that point on. I was so horny that I quickly stripped and slid those tantalizing panties up my legs. I was immediately rock hard and I knew that I would flood my panties the second I touched my cock. Hell, looking down I felt like I could cum even if I didn't touch myself. Then again, something just didn't seem right. The sight of my hairy legs was just wrong. I found myself grabbing my razor and shaving cream and heading to the shower. The dorm had one shower to serve the entire floor, so I was a bit nervous, but not too scared to stop me from doing what needed to be done. I lathered up my entire body and shaved everything from my neck down. It took some time as my razor kept getting clogged with hair, but I eventually got myself completely denuded. Running my hands across my newly hair-free skin I was struck by the certainty that I would never let my hair grow out ever again. On a whim I wrapped my towel around my chest, like women do, and pranced back to my room. No sooner was I back inside than I slid the panties on and moaned at how perfect they looked on me. Sure enough, it only took a moment before my cock started twitching. There's no hotter sight than watching my creamy sissy juice oozing out through the sheer lace of the panties. I couldn't help myself. I had to taste it. I dipped my fingers in the messy goo and then brought them to my lips. It wasn't so much that I liked the taste of cum, but more that I found myself getting turned on by the sheer decadence of slurping up everything that was spilling out of my panties. Since I was still hard, I decided to check out some sissy porn and was thrilled to find that there were entire sections devoted to sissy training hypnosis videos. I realized that I needed a dildo to do this correctly, but settled for the neck of a beer bottle as it was the only thing that I had handy. I rubbed myself to orgasm three more times that night as I watched one sissy trainer after another. Eventually I fell asleep on the couch watching sissy porn while my panties kept the neck of the beer bottle lodged firmly up my ass. That's how Drew found me when he came home from class. To his credit, he didn't freak out. He was turned on. He had been serious about having a sissy roommate and wasted no time shoving his cock down my throat. That's how I found my sissy calling. I spent the rest of the year serving Drew whenever he was horny. I generally took care of his morning wood with a slow-and-sloppy in-bed blowjob. It wasn't too long before I started swallowing his morning piss as well. Once again, it wasn't because I like the taste of piss, but because I couldn't imagine anything hotter that a sissy slut who would swallow anything that came out of a man's cock. I say that I generally woke Drew up like this because he soon introduced me to the idea of overnight bondage. He loved having me slide under his bed where he would tie me spread eagle to the bed's legs. He would also wrap some rope around my "sissy balls and keep the other end in bed with him. Most nights I would wake several times as Drew yanked sharply on the rope. I had yelped, so Drew decided to gag me each night as he slept. It wasn't long before he added a blindfold and then a full hood to my sleep outfits, along with my increasing collection of panties, bras and nighties. Occasionally he would tie me up under the bed and tell me to keep quiet or else he would "beat my ass raw." I knew that on those nights Drew would return to the dorm with his date. It might have been my imagination, but he seemed to take great delight in fucking her as roughly as possible, knowing full well that his sissy slut hidden under the bed was getting smashed by every thrust. Drew seemed to take delight in coming up with new ways to assert his dominance over me. I had become addicted to watching sissy hypnosis videos whenever Drew was out, and he actively encouraged me. It got to the point where he would tie me up in front of my computer screen, start a sissy hypno playlist and then leave me watching in the dark for the next four or five hours. The chastity cage came next. He gave it to me as a Christmas gift. Drew locked me up tight and then left to fly home for the holidays. I was throbbing inside of my cage, but unable to do anything about it--something that made me even hornier and desperate to find some relief. Eventually, I drove the ten hours home to see my parents. It was probably just in my sissy head, but I was certain that my mother could see the outline of my cage underneath my pants. I spent the rest of the holidays completely horny and unable to scratch my "sissy itch." That's why I spent New Years Eve driving around my hometown, responding to those who had answered my Craigslist ad for a "Sissy Cock Slut Looking to Ring in the New Year Right." I dressed in my best sissy outfit (under a trench coat) and drove to three apartments where strange men let me inside and immediately put me down on my knees and stuffed my mouth full of their cocks. I was shocked when the third man turned out to be my old high school English teacher, Mr. Davis. He chuckled when he recognized me as one of his former students, and immediately dragged me inside and fucked me roughly right there in the entryway. He had used a condom, but noticed that it was sticky all over when he pulled out of me. "Such a bad gurl," he noted as he took off the condom and proceeded to stuff it into my mouth so I could taste everything that had happened that evening. I started to get up, but Mr. Davis told me to "Stay on the ground, slut." I started to protest that I had a few more stops to make, and was genuinely surprised when my mild-mannered former English teacher took out a roll of duct tape and proceeded to truss me up tight. Using my thumbprint, he opened up my phone and quickly found the email responses to my ad. He responded to each of these men with a picture of me tied up in his floor, saying that the sissy is "tied up at the moment," and then inviting my Craigslist callers over to his house to help "Spit roast this slut." Four men did come over and I spent the rest of the night being pounded from both ends and swallowing multiple loads of cum. Mr. Davis made two other calls that night. While browsing through my phone he found the contact for Master Drew, so he texted him to report that his sissy was behaving like a naughty whore. He sent photographic proof and Drew told him to punish me as he saw fit. That's when Mr. Davis called "Garrett." I only knew one other person named Garrett--the high school PE coach who terrorized me for four years. My suspicions were confirmed when he identified me by name and revealed that college had turned me into "the biggest sissy cock slut" that he had ever seen. He into the next room so I couldn't hear the rest of his conversation, but I could see his cock getting hard once again, so I knew that it would be something interesting. Mr. Davis saw me eyeing his cock and decided to drag me out onto the balcony. I spent the next hour, shivering in the cold, tied up on an apartment balcony in full view of anybody who might have happened to pass by. I was dragged back inside when the coach arrived and the two men proceeded to shove their cocks into both of my sissy holes. They would pound into me for a few minutes and then switch places. They took great pleasure when they both managed to orgasm at the same time, flooding me on both ends. It wasn't over. As I lay panting on the floor, I suddenly felt a rough tongue licking me from behind and realized that coach had brought his German Shepherd with him. Mr. Davis leaned down and whispered in my ear, "You're in for a treat now, sissy." As if on cue, the dog mounted me and proceeded to make me into his bitch. I had never been fucked with such fury, and found myself building to an orgasm even though I was still locked in my cage. Coach was impressed when he saw my cum splattered on the floor below me. He made me lick it all up while I was knotted with the dog, and then decided that I should spend the rest of my life in my sissy cage. The two men laughed as they went to the kitchen and retrieved a tube of Gorilla Glue. To their credit, they texted Master Drew to ask permission before filling the lock of my chastity full of toothpicks covered in glue, effectively rendering the padlock closed forever. They had been Facetiming with Drew the entire time, so he watched and approved my entire sissy adventure. I would later learn that he had been the one to suggest gluing my padlock closed. The dog was a surprise, but one that gave Drew plenty of ideas about how to use me when I returned to school the next week. I would find myself sleeping in a kennel at least once a week when the school year resumed. Sometime around 7am, the two teachers untied me and let me return home. They would not give me my trench coat, making me walk out to my car in my ruined sissy outfit. I looked like a hooker heading back to my pimp after a very lucrative night of turning tricks. Just before I got into my car, coach yelled out from the doorway at the top of his lungs, "Look at that slutty sissy whore!" In my mind, every one in the apartment complex peaked out their window to laugh at me. I managed to make it home and sneak into the shower before my parent woke. I spent a full hour washing the night's debauchery off of my skin. I went to my room and slept for twelve hours straight. Apparently my slumber was filled with very kinky dreams, because my mother told me she heard me crying out in my sleep. I suspect that she knew they were sex dreams, but probably didn't know that I was a sissy slut in all of these fantasies. Fast forward a few days and it was time to head back to school. Master Drew and I had been discussing my New Year adventures, and he told me to stop by and thank Mr. Davis before I got on the road. I did as I was instructed, and was surprised to find twelve men and two women waiting for me when I walked in the room. There was also a webcam that started to record as soon as I entered. The men were already drinking, and the women pulled me aside and proceeded to give me a "full slut makeover." I was already body- shaved, but somebody thought that it would be fun to remove the hair on my head and my eyebrows. Everyone laughed as the women drew highly arched brows on my face and glued a long blonde wig to my head. They glued on some false nails and used semi-permanent makeup to do my lips and eyelashes. I was kitted out with stockings, heels and a skimpy tube of fabric that was supposed to be a dress, and then I was paraded back into the living room as the assembled crowd cheered. Drew had been watching the whole thing on his phone, and I recognized his laugh as the men proceeded to attack me. I was stuffed full of cock for the next five hours. The ladies would fluff them up, but the men saved all of their cum for me. It was all broadcast and recorded. I lost count of how many men shot their loads into me. All I knew was that I was being a good sissy slut, and serving horny guys is what sissy sluts do. When everything was said and done, Mr. Davis pulled out the biggest butt plug I had ever seen. I had been well-stretched out, so it wasn't difficult to impale me with the plug. It was then locked in place with a chain that wrapped around my waist and between my legs. As the padlock clicked shut, Mr. Davis assured me that he would give me the key. He returned with a five-gallon bucket that was frozen solid. They key was in the middle. Mr. Davis grabbed me by the neck and dragged me out to my car. He put the frozen bucket in my trunk, saying that it should "thaw out in about 15 hours or so." I thought that I could thaw it out faster by putting in the passenger seat, but Mr. Davis anticipated this and used another padlock to make sure that the bucket would stay in place until all of the ice melted. Then he slapped me on the ass and sent me on my way, saying that he'd be sure to check up on me the next time he was in the city. As a final insult, he hooked my phone to my car speaker and set it to play. He had recorded everything as an audio file, and told me that I should listen to it at full volume all the way on the drive home. That's exactly what I did. I made the ten hour trip dressed as a hooker, with a giant plug stretching out my ass and listening to the sounds of my moans all the way back. They only break came when Drew called to check up on me. I was touched that he cared so much, but was also excited when he told me to pull off at a truck stop halfway into the trip. He had posted another Craigslist ad, which is how I found myself kneeling in a filthy bathroom, slurping down several hours worth of horny trucker cocks. At some point, one of the truckers got tired of waiting for my mouth, so he took bolt cutters and snipped the chain holding my plug inside. He immediately started to fuck me, but I was so stretched out that he said it was like "jacking off into thin air. Another man joined him and they began double teaming my hole. They pulled out after they had both shot their loads into me. Gravity made everything dribble out because I couldn't close my sphincter. They took pity on me and shoved the giant plug back inside and sent me on my way. The rest of the trip back to school was uneventful, other than my clitty throbbing in its cage, me being dressed as a streetwalker and a giant plug hitting my prostrate every time I hit a bump in the road. I must admit that I hit a few of those potholes on purpose. I made it back to campus sometime after 2am and staggered to my dorm. It was late, so I didn't think that anybody saw me walk in, but I was so tired that I didn't care if they had seen me or not. I stripped and crawled into my bed. I laughed because I hadn't slept in a bed for the last two months. It felt wrong. I went to Drew's room and crawled under his bed and immediately fell asleep. I woke the next day when Drew returned home and sat on the bed. "You down there, sissy?" he asked and I said yes as I tried to shake the cobwebs out of my head. I crawled out and did my best to look sexy as I went for his cock, but Drew pushed me away in disgust. "Jesus," he said, "you smell like a whore." It was at that point that he noticed the huge puddle of cum that had leaked out of my sissy pussy. "Clean this up," he shouted as he stormed out of the room. I went to get some rags but he suddenly stormed back in. "With your mouth," he screamed as he shoved my face into the pool of cum. I started to cry at the abuse, but I did as I was told. That marked a turning point in our relationship. Drew still fucked me several times a week, but he started loaning me out to his friends so he wouldn't have to deal with me on a daily basis. My grades started to suffer, although I was saved when I was loaned out to David, another English major. I soon started doing his homework in between bouts of serving his cock. At least my grades improved as we were in the same classes. More importantly, I knew that if I messed up one of Master David's assignments, I would be beaten within an inch of my life. Truth be told, I would probably be beaten either way, and Master David was going out of his way to train me to love the pain he would inflict on me on a regular basis. He had me watching sissy hypnosis for hours each day, and had begun selecting files that would make me into a true pain slut. It worked. I found that I was unable to get hard unless I had been whipped or beaten before I was used as a slut. I purchased several yard sticks and began beating myself with them whenever Master David was away. No matter what I did to myself, I knew that Master would hurt me even more when he came home. Like a broken slut, I craved this abuse. It all came to a head just before the summer break. Master David had been at a bar drinking when he got into a fight. He pulled a knife and probably would have killed the other guy had the police not shown up. Master David was arrested and charged with assault. The police had no way of knowing that I was mummified by several rolls of duct tape, tied up and stuffed in his apartment closet for two days straight while he worked out his bail. Master David finally came home. He pulled out a knife and cut a slit in the tape so that he could put two days of "Baby seed" into my sissy cunt. Then he cut me free of my bonds and shoved me out into the street, telling me that he'd kill me if I ever came back. I hid in the bushes, crying until he finally threw some clothes down to me. I got dressed (once again looking like a cheap whore) and tottered my way back to campus. Master Drew answered the door and told me that I couldn't stay with him, even though I had paid rent up though then end of the month. He told me that he would do one last thing for me, which is how I found myself spending the summer working for a pimp named Hector. I fucked and sucked my way through the next three months, and I must admit that Hector was very good to me. He gave me a place to stay and filled my summer with a never-ending parade of hard cocks. He even used a hacksaw to cut off my sissy chastity on my birthday and give me my first sissygasm in 6 months. Of course he replaced it with a solid steel cage immediately after that, but that was okay because it felt weird to have my sissy clitty dangling free in my panties. Hector was fascinated by my sissy hypnosis training and decided it would be a good way to keep his girls in line. He purchased legitimate manuals on hypnosis began experimenting on me. My mind was open to being controlled, so it wasn't long before I became Hector's party trick. With a simple command Hector convinced me that I was an illegal immigrant, unable to understand a word of English and desperate to do anything to keep then from turning me over to Immigration Enforcement. He also had a bondage command, where I imagined that I was completely wrapped in the tightest ropes ever. I would stay in a ball on the ground for hours, unable to move until Hector released me. He had a cock crazy command. I'm told I was hilarious as I ran around a room, begging men to let me swallow their loads. At one point a frat house rented my services. I was dropped off at the door, given my cock crazy suggestion, and then spent the rest of the night serving every brother in the fraternity. Every brother but one. Drew was a member, but he didn't want to have anything to do with his former roommate. Hector took pity on me and came up with a special Drew command. Now every man who fucked me would magically transform into my former roommate/Master. I loved having Drew back, even if it was all a hypnosis trick. Hector kept finding new ways to use me as his hypnotized sissy slut. He would turn me into a sex doll and drop me off to be abused by dolly perverts. He would turn me into a dog and laugh as I went into heat whenever I was taken to the kennel. He didn't know that I would have been his kennel bitch with or without the hypnosis. Hector also got me my first dose of hormones, but made it so that I didn't realize my body was changing until he would give me a command and I would suddenly be shocked to see that I had grown tiny little breasts. Another command and I would spend the rest of the night fondling my nipples, writhing on the ground in ecstasy. I was being abused, but I loved every minute of it. By the time that school was ready to start up again in the fall, I was pretty much resigned to dropping out and committing to being one of Hector's sissy sluts for the rest of my life. Fate stepped in again when a rival pimp came after Hector. I was in the other room when I heard the gunshots, but couldn't move as I had been given a frozen command. Hector was killed that night, along with two of my sissy sisters. If I had been able to move, I probably would have died as well. One of my sisters who survived came to my rescue. She had known all about my hypno-training, and she found me and erased all of my hidden commands before she got out of town. If there was a silver lining to all of this (and there really wasn't), Hector has a little money stashed away and I knew how to find it. I rented a hotel room and spent the next two weeks hiding behind the blackout drapes. This calling of mine was getting out of hand. I came to the realization that life as a sissy whore wasn't for me, and I decided to go straight, so to speak. I had enough money to re-enroll in college. I knew that I wouldn't be able to get an apartment on my own, but I was fortunate enough to have met a man who was a landlord during my summer on the streets. We made a deal. He would rent an apartment to me, but I would have to serve him any weekend that he wanted to use me "for old times sake." It was the best version of going straight that I could arrange. Using the rest of Hector's stash, a meaningless job at a fast food place and some student loans, I managed to scrape by for the next few years. I did pretty well back in school as I was able to concentrate on my studies. I went back to being a boy, except for those times when my landlord decided to stop by, or the few times when Mr. Davis happened to be in town. He had all of those incriminating photos and threatened to send them to my parents if I didn't agree to be his sissy slut whenever he needed a whore to abuse. I told him that I didn't care, but Mr. Davis made good on his threats. He sent photographic proof (anonymously) to my parents who promptly disowned their "faggot son." Mr. Davis reminded me that he also had pictures of me being bred by a dog. He told me he was going to send them to the police. I gave in and started servicing him whenever he wanted, doing anything he wanted. All of this was recorded, which gave Davis an increasing pile of blackmail material to use against me. I know. Poor me. But the truth is that I enjoyed the arrangement. I was still addicted to being a sissy and sucking cock, just not full time. I got enough of my sissy calling to keep me satisfied on the weekends so I could concentrate on school during the week. I had a few other men that I met over the next few years, so I could pretty much count on being stuffed by several cocks each and every weekend, but my slutty behavior no longer threatened to take over my life. I let my hair grow out and I had lost enough weight that I could easily pass as female. I had also kept taking hormones, so I had budding B cup titties hiding under the boy clothes that I wore during the week. My sissy clitty was also shrinking down to nothing, but as I still kept it locked away in a cage, I didn't really care. I had the key by this time, and would only let myself out for a birthday sissygasm once every year in remembrance on the life that almost was. I was shocked to hear that Mr. Davis passed away. He died under mysterious circumstances, but tongues were wagging that he was doing strange sex stuff that got him killed. I decided to go to his funeral, but his sister stopped me at the door. She threw an envelope of filthy pictures at me and told me I wasn't welcome at the service. I went to my car and cried. I heard a knock on my window and looked up to see coach. He invited me to join him for a drink. At the King's Claim pub, we spent the night toasting the memory of Mr. Davis. He and coach had been a secret couple for the last ten years, and I was one of the few people who knew what had been happening behind closed doors. I went home with coach that night. He fucked me with so much tenderness that I started to cry. I had done a lot of fucking, but this was the first time I had made love. I fell asleep in coaches' strong arms that night, with his cock still buried in my pussy. It was delightful. I returned to the city. Graduation day came and I walked the stage wearing a dress under my gown. I was also stuffed full with my favorite locking butt plug--you know, for old time's sake. I started the search for a real job. Once again, nothing was calling out to me. Once again my sissy side helped me out. One of the men I had been dating on the weekends told me that he knew somebody who was looking to hire an entry-level sales assistant. He knew the general manager and would put in a good word for me. "Best of all," he said, "they offer great benefits, just in case you want to become a full woman one day." It was better than any lead I had, so I applied for the job and soon found myself meeting with the hiring manager. I was very self- conscious, as I thought that he would be able to see though my cheap business suit and realize that I was nothing but a former sissy prostitute. My tits seemed far too obvious. My chastity device seemed to show through my pants. I was wearing stockings and a garter belt because it felt wrong to not do so, but I was suddenly worried that the straps were visible under my clothes as well. I know that I should have worn boy underwear under my boy clothes, but it felt so strange to wear anything other than lacy lingerie that I just knew I would squirm in discomfort and ruin the interview. This was all in my mind, but somehow I impressed the hiring manager. Within a week I found myself working for a team of some of the most alpha-male sales reps that I had ever met. I did my best to stay in full hetero-boy mode at work, but I would occasionally fantasize about what it would be like to be a sissy slut for any or all of these men. From time to time I thought that I caught them checking me out as well. It was a good thing that I was still locked in my chastity, or I would have spent most of my time jerking off in the restroom, thinking about the hot studs I worked with on a daily basis. Robert loomed especially large in my fantasies. He was the top salesman on the floor. He was far and away the best man and he knew it. The other guys gave him grudging respect. I was just a lowly sales assistant, so he knew that he could boss me around and took great pleasure in doing so. It started off with little tasks that he would make me do over whenever there was a minor error. Sometimes I would spend my evenings redoing my work on one of his whims, saying that he had decided a report should be printed in a different font or paper stock. The general manager didn't care because Robert was the top guy, and I didn't mind because his increasingly-difficult orders set my clitty twitching in my panties. Robert knew he was having an effect on me, and even though he was dating several supermodel hot women, he seemed to take pleasure in teasing me. Once he bumped into me in the breakroom, and although he apologized, I swear his hands felt my panties underneath my work clothes. I probably should have gone to HR. I didn't because I would have preferred to have been groped instead. A few weeks later, I was called into the general manager's office. Robert was going to speak at the national sales convention in Las Vegas, and he wanted me to come along as his assistant. I was thrilled. Not only was this a great work opportunity, but I would be getting the chance to spend a full week with Robert. I knew that it was a crazy fantasy, but I immediately started dreaming about what it would be like to spend the weekend as Robert's sissy slut. Wow. I thought that I had put this life behind me. I was wrong. I met Robert at the airport the following Monday morning. I was out of my chastity for the first time in several months as I didn't want to set off the metal detectors at TSA. I was still fully kitted out in panties, garter belt and hose under my traveling clothes. I was even wearing a camisole under sweater. Robert told me to get him a coffee while he checked our bags. I shuddered in delight at the way he was already bossing me around. I would have been even more aroused if I had known that he opened my suitcase and threw all of my clothes in the garbage, leaving only the few sissy outfits that I had hidden at the bottom of my pack. We made our way to the gate and Robert started opening up to me about his multiple girlfriends. He loved plowing his sluts, but sometimes he just wanted somebody who would "suck his cock and then shut the fuck up." I didn't know how to respond to that, so I just smiled and nodded. Robert pulled out his phone and proceeded to scroll through pages of pictures of him having sex. I suppose that I should have been rock hard looking at all the female flesh on display. Instead, I found myself fantasizing about being one of Robert's sluts. Robert seemed to draw me in with his comments, and I was reminded of how Drew got me so aroused all those years ago. Robert kept talking, smiling as I struggled to concentrate. The flight began to board. Our seats were on the very last row, which was odd because the flight wasn't full and Robert had enough points to sit in first class. The gate attendant asked if he wanted an upgrade. Robert declined. I got the window and Robert took the middle seat, even though the aisle was vacant. He continued to talk to me about his girlfriends right up until we took off. He seemed to laugh at times when he noticed how his sex talk was making me hot and bothered. Suddenly his demeanor changed. He pulled out his phone and called up several pictures of a sissy stuffed full of multiple cocks. They were pictures of me from years ago. My breath caught in my throat as Robert laughed and said, "you're quite the slut, aren't you?" I could barely squeak out a reply of "yes." Robert slapped me across the face even though we were on a public flight. "Yes, what?" he hissed. Instinctively I knew the answer. "Yes, Master," I replied with a mix of titillation and dread. The flight wasn't long, so following my new Master's commands, I only had a few hours to snake my hands into Roberts pants and jerk him off. I'm sure that passengers waiting for the bathroom could tell what was going on, but nobody said anything. Robert came and I reached for a tissue that I had in my bag. He stopped me and made me scoop all of his semen with my hands and then lick everything clean, even while the flight attendants kept walking up and down the aisles. Proof that they knew what was going on came a few minutes later when Robert pulled two boxes of golf balls out of his bag. He told me in no uncertain terms that I was to go to the bathroom and place them into my sissy pussy. I noticed that there was a smell coming from the packages and Robert laughed as he explained that the balls had been soaking in a cayenne and ginger solution. "Just to keep me entertained for the rest of the flight." He smiled as he sent me off to complete my task. I caught the eye of one of the flight attendants as I waited for the bathroom to free up. "Your boyfriend's cute," she said with a wink. I tried to protest, but she handed me a blanket and told me not to worry. "Take care of your man," she said before leaving to attend some other passengers. That's exactly what I did. It took some effort getting all six golf balls firmly in place, and the spices certainly made me walk funny when I returned to my seat, but Robert's smile made all of my discomfort worthwhile. He pushed my head down to his lap and covered me with the blanket. I didn't question anything--I just did what came naturally. His cock was quickly lodged down my throat and that's where it stayed until our flight attendant stopped by tell us that we needed to prepare for landing. I sheepishly came up for air, and the flight attendant noticed that there was a dribble of cum on my cheek. She reached over to wipe it off. "Missed a bit, sweetie," she said as she stuck her finger in my mouth. I moaned audibly as I sucked that last drop of cum off her finger. We landed and Master handed me his bags and commanded me follow him. The crowd seemed to part as he strode down the concourse. I had a much more difficult time as I was laden with two bags and struggled to keep up. Robert suddenly stopped at a gift shop and pointed out a bright pink tee-shirt that read "Girls Just Want to Have fun." He ordered me to go buy the shirt, and then had me put in on while passengers stopped and sniggered. I also purchased some bright pink flip flops with flowers across the straps. He led me out of the airport and we waited for the car service to arrive. I kept my head down and wondered what would come next. Robert could sense my discomfort, and in an act of kindness, he turned me and lifted my face to look at him. "You don't remember me," he began, "but I sure as hell remember you." My eyes went wide as he continued. "Three years ago I got a call from a guy who said he had a sissy slut at his apartment. Basically, he just needed a bunch of cocks to stop by and breed the bitch." That was you, and I was more than happy to help," he continued. I fucked you three times and was ready to go again when that dog mounted you. Believe it or not, but you changed my life that night. I knew that I needed to get my own sissy slut." I said the most intelligent thing I could muster up at the moment. "Um," I croaked. "I came back to the city and plowed my way though one sissy after another. None of them were as fucked up as you. I wasn't going to settle for anything less than the perfect sissy whore." "I found you again when you were working as a prostitute," he continued. "I paid extra so I could use your hypnosis commands. You did things for me that made me want to have you for real, even though you kept calling me Drew." "Under hypnosis, I asked you what your biggest desire was, and you were practically crying when you said that you wanted to be a sissy for life. I asked if you wanted surgery and everything. I watched as you came without touching yourself while I explained how I could turn you into a top shelf sissy." "I started making plans. I was going to buy you from your pimp and make all of our fantasies come true, but then that gang shooting happened. The police were everywhere and you just disappeared into thin air." "I went looking for you, even paid a few whores to let me know if you returned to the streets," he said, shaking his head in regret. "It was like I had a calling to find you and sculpt you into some fantasy creature." "Just when I was about to give up, you walked in and applied for a job." He started to laugh. "Luckiest day of my life, he said. "It was the luckiest day for you too. You had changed so I needed some time to make sure that my sissy was still in you, and that you still want everything you told me about all those years ago." Words poured out of me. "Yes," I cried. "Please make me your sissy! Make me your fantasy gurl!" It's a good thing the back of the airplane was empty because I wouldn't have cared who heard me. He then explained what would happen over the course of the next week. I would be turned into a complete sissy, with no way to deny who I truly was inside ever again. "We're talking full sissy makeover," he explained. "Hair, permanent makeup, some piercings that I know you'll love. And that's just day one." He pulled out his phone and showed me an email to a plastic surgeon. "I can see that you've already got your titties growing, but it's time to make them a lot bigger. You have a procedure scheduled for tomorrow morning. I took the liberty of forging your name on the paperwork, so you can just relax and enjoy the transformation." "Also," he continued, "Dr Ahkter will be doing a couple of other modifications to help bring your sissy side out." He grabbed my balls right there on the street. "These will have to go." I closed my eyes in ecstasy and moaned my response. "You'll spend the rest of the trip recovering," he stated as if there was no question that this would be happening. "It may take some time, but make no mistake," he continued. By the time we get home, you will be a woman--a full slut that I will use and abuse anyway that I see fit." He grabbed me by the throat. "That dog gave me ideas. I have three huge dogs that I haven't neutered because I knew sooner or later I would find you--you're going to be their bitch. Won't that be fun?" he leered. Just then a car pulled up and the driver stepped forward to collect our bags. "Welcome back, Mr. Robert," he said as he loaded the luggage into the trunk. "This must be your new slut," he asked without ever addressing me. He took me firmly by the arm and also loaded me into the trunk. There were straps inside, and I was quickly secured for the ride. I wondered if anybody had seen me being dumped into the back of the car. We drove to the hotel. The luggage had fallen over and was slamming into my face with every bump in the road. We stopped and the trunk was opened and the luggage was removed. I stayed tied in place. Robert looked in at my helpless form. "This is Aldo," he said. "He will be taking you to your appointments, so obey him like your life depends on it." He closed the trunk and I waited until the car began to move. About fifteen minutes later I heard a garage door open and a group of men approached the car. Aldo popped the trunk and helped me out. I was sweaty and my ass was on fire, but the men who surrounded me didn't seem to care. They had been told that a sissy slut was coming to Vegas and they were determined to get their nut off. They dragged me into the rear of the shop and ripped the clothes off my body. They laughed when all six golf balls suddenly popped out of my ass and rolled across the room. It was a mechanic's shop, so they had an engine hoist, which was used to lift me into the air by a belt that was wrapped around my waist. I floated there with a cock in my mouth, another in my ass and two more getting hard in each hand. Then men used me all morning. I was left dangling whenever they had to go do their work, but they all came back for round two a few hours later. I was ultimately taken to a station and ordered to hold on to a sheet of plastic pallet wrap. I held on as the pallet started to spin and I soon found myself completely wrapped in plastic. I tried to squirm and indicate that I couldn't breath, but they all laughed at me as I started to pass out. Finally, one of the men pulled out a knife and cut a hole through to my mouth. Then I was lifted into the air and carried back to Aldo's car, like a group of hunters carrying their kill on a pole back to camp. They shoved me into the backseat (I couldn't bend to fit in the trunk) and we were soon off. The car slowed some time later and Aldo pulled into an alleyway. He opened the doors and dragged me out, dropping me hard on the pavement. I was so wrapped up in cushioning plastic that I could barely feel it when I hit. He knocked on the door and a woman answered. "You're early," she said while Aldo shrugged. "Leave her here and we'll get to her after we close up." She had her assistants drag me off behind the dumpster and then covered me with a tarp and went back inside. I lay there unable to move for the next hour or so. Occasionally I would hear somebody checking up on me, and once they even noticed that I was covered in sweat, so a young woman took pity on me. She lifted her skirt and filled my mouth with her piss. I was so parched that I thanked her for the liquid. I fell asleep. It was dark when I suddenly felt myself being carried into the shop. I was propped up against a wall while two women used mini-torches to melt away the plastic that held me. I collapsed to the ground and was immediately taken into a back room and hosed off. I was taken back into the room and plopped down into a chair. The woman from earlier came into my field of vision. "Honey," she cooed with a mix of concern and disgust. "You're about to start this adventure. It's nothing I would ever do, but to each their own, I always say." I just stared at her, unable to speak. The woman noticed that I was shaking and put a hand on my shoulder before continuing. "Your man is paying me a lot of money to make you into the perfect sissy, but I won't do anything if it's not what you want." I still couldn't say anything. "None of this is too terrible," she continued. "Just hair and nails for now, we'll get to the tattoos and piercings after your surgery. "Just say the word and we'll begin," she said, "or tell me to stop and I'll set you free." I finally found my voice. "Please," I croaked. "Make me into Master Robert's sissy toy." And so it began. The woman's name was Miss Hattie, and she and her staff proceeded to turn me into a complete Cinderella. My hair was already long, but it was colored and styled into a giant blonde mane. I was given long nail extensions, which were painted with a glittery pink polish. It looked like something that a Barbie doll would wear. They set about doing my makeup and explained that eventually much of this would be tattooed in place, but I'd have to settle for semi- permanent makeup until then. I had arrived without any clothes, but I was quickly fitted with a bra and a pair of breast forms were glued in place. "You've got a nice start going, sissy," the woman noted, but you might as well start getting use to something bigger. These are double Ds, but I think you'll want to go a little bigger." One of the women dropped to her knees and began pushing my balls up into my body cavity. I started to get aroused, but that all went away when I felt a searing pain in my groin. They were using a needle and thread to sew up my sack so my balls wouldn't come back down. A medical adhesive was then applied to the underside of my penis, which was bent back and stuck between my cheeks. "There," the woman said as she had me step into a pair of panties. "No more sissy bulge in your skirt." I was corseted. I thought that I already had a good figure, but the corset gave me an impossibly small waist. I could barely breathe, but my knockout figure made the discomfort worth the pain. I couldn't bend over to step into my heels, so the ladies helped me slip into stockings and my new shoes, which were basically shiny red stilts. A dress came next, followed by jewelry and perfume. I was led over to a full-length mirror and was shocked by what I saw. I was beautiful. I looked like a goddess and reeked of sex and femininity. The woman beamed as they looked at their creation. "You're going to make Mr. Robert very happy," Miss Hattie said as I was escorted out the front door where Aldo was waiting for me. He treated me like a lady, holding the door open as I sat in the back seat, trying my best to be demure. He stopped to tell me that I looked beautiful before taking me to meet Master for dinner. Aldo drove to a fancy restaurant on the strip. I was very hungry, but didn't know if I could eat anything in my corset. I was also getting nervous, and worried that my nerves might make it difficult to keep my food down. My nerves evaporated when Robert met us out in front of the restaurant. I could see the lust in his eyes, but also a sense of pride because he was on a date with a beautiful woman. The eyes of the diners turned o watch as we were escorted to a private dining room. It was like something out of a fairy tale. That is until the waiter pulled out my chair and revealed a massive dildo strapped down on the seat. The fairytale fantasy evaporated, but I was happy. My sissy hole had been empty for far too long. The waiter helped me arrange my dress so that it wouldn't get ruined by the phallus that was quickly rammed home. He smiled at me as he forced me all the way down, and then proceeded to tie me securely to the chair so that I was unable to rise up or lean forward. Another rope went around each ankle, preventing them from reaching the ground. "Thank you, Tyrese," Master Robert said as he snuck some folded bills into his palm. "Come back in after we finish so she can give you a tip." And then he was gone. We ate dinner as if we were two normal people on a fancy date. Robert had a steak and a very expensive bottle of wine. I had soup. Robert informed me that I couldn't eat anything solid until the doctor was through with me. That wasn't completely true. Tyrese's cock was very solid, and no sooner had we finished than he returned and locked the door to our private dining suite. Tied up as I was, it was hard to get a good angle on his cock, so the two men lifted my chair up and lay me on my back on one of the other tables. With my head dangling off the edge of the table, it was easy for Tyrese to assault my throat. Several splashes of his liquid soon joined the soup in my stomach. I was untied and Tyrese helped lift me off the dildo that had anchored me to my chair. Master Robert had me clean it with my tongue before instructing me to put in my purse and follow him back to the hotel. I only had a small clutch. There was no way the monster phallus would fit and I'm sure that several people noticed the head of a rubber cock poking out of my bag as we exited the restaurant. The hotel wasn't far, so we walked back along the strip. I did my best to keep up, but the heels were much higher than anything I had ever worn before. Master Robert pulled me close as he grabbed my ass and said, "Don't worry, we'll have you walking in ballet boots before you know it. 6" heels will seem like nothing after that." We made it back to the hotel and I was told to hang up my clothes and go draw Master a bath. I stripped naked, although my breast forms had been glued on and my sissy clitty was also stuck out of sight. I knelt by the tub as it filled with water. I informed Master that his bath was ready. He told me to wait until he was ready. I did as I was told. Master made phone calls. The TV came on. I stayed on my knees while the water cooled. At some point, Master reached in and turned off the lights. I stayed on my knees. When the water was cold, I drained the tub and proceeded to fill it up again. I stayed on my knees in the dark while I wondered if Master would be coming. I must have fallen asleep, but I was immediately awake when the lights suddenly flared to life. Master strode in and was surprised to find that the water in the tub was still hot (I'd refilled several times while I waited). "Good sissy," he said as he unzipped and proceeded to give me a reward. I thought that he wanted me to suck his cock, so I choked a bit when my throat started filling with his piss. I swallowed it all down, but Master dragged me out into the room and laid me out across the bed. Taking off his belt, be began to punish me for not being prepared for whatever he wanted to pump down my "slutty throat." I was soon crying as the belt tore into my ass, but I remembered to thank him for each stroke and promised to be a better sissy from here on out. Suddenly Master was on me, his cock rammed inside my sissy hole and filling me with his baby batter after just a few strokes. Without saying a word, he dragged me out on to the balcony. He threw a blanket at me and said, "Sweet dreams, sissy." I heard him lock the door. I didn't sleep much that night. I wasn't particularly cold, but Las Vegas is a loud city, even from 16 stories up. And there are mosquitoes. I tried to scrunch up and hide under the blanket, but it was too small and the tiny bloodsuckers were persistent. I woke as the sun came up. The door was still locked, so I tried to stay as inconspicuous as possible, just in case somebody might wander out onto their balcony and see a naked sissy laying there. Master woke up. He turned on the TV, took a shower, made some calls and got dressed. He did not unlock the door. I started to panic when he grabbed his briefcase and left the room. I suppose that the maid would eventually find me, but I worried that they would also call hotel security. There was nothing to fear. Master returned a few minutes later with a cup of coffee and a bagel. He opened the door and told me to hurry, as Aldo would be picking me up in 15 minutes. I fixed my hair and makeup and then shimmied into the sundress that was hanging over the door. My tits were still glued in place, and the dress had a shelf bra that held them up. I was just strapping up my wedge sandals when phone rang. Aldo was downstairs. I took a deep breath and started for the door. Master stopped me and gave me a deep kiss that made my knees buckle. "I can't wait to see my new slut in a few days, and then sent me on my way. My nerves were starting to build as I rode down to the lobby. The elevator stopped and a group of German men got on. I stared straight ahead as they eyed me. One of them grabbed my ass as they got off the elevator. "Pardon me, ma'am," he said as he passed, sniggering as they walked away. Aldo met me at the curb. He was once again very polite as he helped me into the car. "You must be excited about your big day," he said as he pulled away from the hotel. I mumbled something about looking forward to it, but I was scared because I didn't really know what I was signing up for. We drove in silence until we arrived at a plastic surgeon's office on the outskirts of town. A nurse ushered me into a waiting room and told me to disrobe. She handed me a bottle of solvent and told me to remove my breast forms and let Mr. Happy free. This was easier said than done, as the glue was medical grade and didn't come off without a fight. My penis was just as stuck, and I had the added pain of the solvent burning as it made contact with where my nut sack had been sewn shut. The nurse came in when I was finally ready. She had a clipboard with paperwork explaining that it was a release for "all the procedures you requested." When I hesitated before signing because I didn't know what was on the paper, she told me not to worry, because "the doctor is one of the best plastic surgeons in the world. It's expensive, but you're going to love the new you!" I probably should have grabbed my things and fled out of the room. I probably should have done a lot of things differently with my life. Instead I started signing the papers. Within the hour I was sedated and heading into surgery. I woke up with pain coursing through my body. There wasn't any part of me that didn't ache. The nurse came in and gave me a sedative and I drifted back to sleep. A few days passed before I was finally ready to meet the new me. She was a very different girl from what I was expecting to see. The biggest change was obviously my new breast implants. Even hiding under all of the bandages, I could tell that they were massive. I instinctively reached up to give them a squeeze and immediately regretted the decision as all of my nerves lit up with pain. It wasn't just my tits. The doctor had removed several ribs and put implants into my ass so that I now had a perfect hourglass figure. While I was out, the staff had done a round of laser hair removal. I would need several more sessions before I was hair free, but it was a start. The reason I couldn't move my feet was that the doctor had shortened my Achilles tendon, which would force me to walk on my toes for ever after. I couldn't complain because the tracheal shave, neck lift and collagen injections in my lips would keep me quiet for weeks to come. Ironically, my sissy clit didn't really hurt. I had been castrated and all of the erectile tissue had been removed my penis. I was left with my clitty head reattached directly to my groin. I didn't have a vagina, but the world's biggest clit was the next best thing. Finally, my face had been completely overhauled. The doctor came in to explain all of this to me, and was practically beaming with pride when he informed me that I would be "absolutely stunning when all of the swelling came down." He prescribed plenty of bed rest and the nurses immediately put me back into a deep, drug-induced slumber. I barely remember when Robert came to visit me. He was also grinning lecherously as he surveyed my new body. I winced as he kissed me on the forehead. "Beauty is pain," he said, "and you are going to be very beautiful. I'll be back in three weeks to try all your new parts out. Just stay here and think pretty sissy thoughts until then." He blew me a kiss and left to go back home. I spent the next few weeks recovering. Nurses would pop in and check my bandages and empty my cath bags. Eventually they helped me to stand and walk a little bit around the compound. I looked very foolish because I had to wear high heels while I tottered around in my hospital gown and IV drip. My recovery seemed to take forever, but eventually the doctor said that I was ready to go home. Aldo showed up on cue and helped me to the car. I was still bruised and walking slowly, but I could tell that he liked what he was seeing. I felt bad that my mouth was still too sore to thank him for his troubles with a nice blowjob. I made a mental note to hook him up at some later trip. I was taken to see Miss Hattie, who practically squealed in delight when she saw me. She had her girls strip me down so that they could see everything the doctor had done to me. I had to keep my heels on, but I was naked otherwise as the women circled round me, passing judgment on every inch of my body. They adored my tits and quickly put me back into my bra when they saw that they were still very painful. Miss Hattie laughed and said that my "Titties always were the best and the worst things in the world for a girl like you." I heard a gasp from below as two of the girls were examining my crotch. "She doesn't have a dick or a slit, just this little nub" "She's like a Barbie doll down here," she said as she went in for a closer look. She barely touched my clitty and I nearly collapsed in sexual pleasure. "Yeah, nympho street whore Barbie," she quipped and the room filled with laughter. Miss Hattie escorted me to the chair where she gave me a makeup tutorial on how to cover the bruising on my face. She also gave me some tips for makeup after I was fully healed, "although a pretty bitch like you probably won't need to do more than just pout her lips and bat her lashes and all the boys will come running." The ladies touched up my hair and makeup. I was nearly redressed when the front door opened and Master Robert walked in. The room fell silent as he circled me like a shark eyeing his prey. I absolutely loved the attention, and was wondering how long it would take before I would be healed enough to properly thank him for everything he'd done for me. Master Robert was visibly excited by what he was seeing, and Miss Hattie had one of her girls get down and take care of him while I slowly twirled for his pleasure. She even had one of the girls go get Aldo so he could enjoy a nice blowjob as well. Not to be left out, miss Hattie sat in her chair and had the youngest of the shop assistants crawl up under her skirt. "Girl," she moaned as the assistant lapped at her sex, " you've got my motor revving something fierce." I was still too sore to touch, but I was overcome with a tingling sensation that masked out all of the pain. I reached down and ran a finger over my new clitty. Master Robert started laughing as I nearly fell to the floor. "The good doctor re-wired your new clitty bump. He says it will ultimately be 20 times more sensitive that it ever was. I can't wait to see if he's right." Neither could I. It was time to go. I gave everyone a sincere, but gentle hug goodbye. Aldo drove us to the airport where an attendant put me in a wheelchair and wheeled me to the gate. We were able to board first because of my condition, but also because we were flying home in the first class cabin. The flight attendant popped over to see if we needed anything. It was the same woman from our flight to Vegas. She smiled knowingly when she recognized Robert and cried out loud when she recognized me as the sissy boyfriend from the first trip. "Damn, girl," she said. "I see you had quite a vacation." I began to laugh and cry at the same time as I nodded my head in agreement. It was quite a vacation indeed. Postscript: I eventually went back to work, although I was now sent downstairs to work as the receptionist. It was a demotion, but I didn't really need the money as Master Robert took care of all of my needs. The boss figured that I would be too much of a distraction to the salesmen if I stayed on their floor, so he had me greeting our customers as the walked in the door. They never knew that I was perched on my stool with a remote controlled dildo stuffed in my pussy. Every once and a while, Master Robert gives me a little electric shock to remind me that he's thinking about me. The sales staff knows all about this, and they have become the best team in our part of the company because Master Robert brings me up to his office at the end of each day and allows the man with the day's biggest sale to have his way with me. It's amazing how competitive these guys get when they haven't been able to fuck me for a week or so. I'm told that the salesman who wins the quarter will even get to take me home for a full week. I can't wait. I see that we've hired a new sales assistant. He is a slightly build kid, fresh out of college. I don't know for certain that he's going to be a new sissy destined for one of the other guys, but I certainly hope so. Having a sissy sister would be so much fun.