Date: Mon, 23 Apr 2007 15:50:36 -0400 From: Turtleneck Sweater <turtleneckfan@hotmail.com> Subject: Halloween Humiliation (TG: Authoritarian) Halloween Humiliation turtleneckfan@hotmail.com Copyright 2007 All rights reserved Katie won our bet, and the winner got to pick out the other's Halloween costume for the annual bash that we both went to. I had won the year before, and she had been mortified at what I had her wear - a french maid uniform. As soon as she had won, she vowed to get me back. I had no idea what she had in store for me.... I arrived at her place and she immediately had me get undressed. She led me to the bathroom, and she had me hop in the shower to get rinsed off. She then proceeded to spread a thick layer of hair removal cream over my entire body from the neck down. She grinned wickedly as she spread it all over my crotch, and she even spread it up the crack of my ass. As the hair removal cream set in, she had me shave the stubble from my face. She then had me hop back in the shower, and I watched as all of the hair on my body swirled down the drain. I emerged from the shower pink and hairless. She then had me spread floral-scented lotion over my hairless body. She then produced a pair of D-size silicone breasts, complete with realistic nipples. She sprayed adhesive on them, let the adhesive set up for about five minutes, and then she attached them to my chest. She had me hold them in place until they were firmly secured. She led me to her bedroom, and she had me put on a pair of pink ruffled panties, a pair of sheer pink stockings, and a pair of white anklets with pink ruffles. She then had me place my hands above my head. She placed a corset around my waist, and she told me to inhale. Then she mercilessly tightened the garment, probably reducing my waist by a good four or five inches. She then attached garters from the corset to my stockings. She then had me put on a pair of pink mary-jane pumps with four-inch heels. These were apparently bondage heels, as they had an attached strap that wrapped around my ankles and were secured with tiny padlocks. You could not really tell they were locked, though, because the Katie placed the straps under my anklets, and the pink ruffles all but concealed the straps and the locks. Katie then pulled out a white ruffled petticoat, which she had me put on. She then pulled out a satin sissy dress. It had long puffy sleeves and tons of pink lace and frills. The neckline was almost like a turtleneck, and I quickly discovered that, to match my bondage heels, it was a bondage dress. The cuffs had built-in leather bands, largely concealed by the pink lace, and Katie locked them closed. The turtleneck was actually made up of another built-in leather band concealed by more pink lace, and Katie locked it closed, too. I noticed that a small D-ring was attached to the front of the collar, and it too was concealed by the pink lace. She finished off the dress by fastening a pink sash around my waist, complete with a large pink bow. Katie then disappeared to put on her costume. She re-appeared about 30 minutes later, and her costume blew me away. She was dressed head-to-toe as a dominatrix, complete with an open- faced mask with a hole in the top for her ponytail, a tight-fitting leather bodice, and thigh-high leather boots. She would be the dom tonight, and I would be her sissy slave. She shot me a wicked grin as she attached a short leather leash to the D-ring on my collar, and she led me out to her car. Much to my dismay, we did not head right to the party. Instead, Katie drove to a local mall. I initially balked at going in dressed as I was, but Katie talked me into it by noting that she would be going in as a dom, and the least I could do would be to get into the spirit and just go with my role for the night. Besides, she added, my costume was not complete yet, and she had a couple of appointments set up for me in the mall. My face turned beet-red at the looks we got as she led me down the mall on a pink leash. Our first stop was about as far away from the car as she could possibly get, and it seemed to take forever to get to the nail shop. She led me in and told the girl that I was here for my manicure. The girl could barely keep a straight face as she led me to a table right up next to the window to the mall, and everyone that passed by stopped and stared. Katie told the teen-aged manicurist to give me a full manicure, complete with extensions. The girl glued the extensions to each of my nails and then, barely suppressing a giggle, asked me what color I preferred for my nails. Katie picked the color for me, and the girl applied several coats of pink polish to my long nails, finishing each one off with a topcoat. Katie paid, and she then led me to our next stop, again at the far end of the mall. We reached a salon, and Katie told the girl I was here for my full make-over. This girl laughed out loud as she led me back to a chair, again in full view of anyone passing by in the mall. I then got a full make-over. The girl working on me asked Katie if it would be OK if she cleaned up my eyebrows first, and Katie told her no problem. I then had my eyebrows waxed into a feminine arch. She then gave me the full make-over - foundation, blue eye shadow, eyeliner, mascara, pink blush, lip liner, glossy pink lipstick, and finishing powder. I then had my long blond hair cut, curled and styled. Katie produced a huge pink satin bow, and it was affixed to the crown of my head. By the time my make-over was finished, I was totally stunned at the transformation. You could still tell I was a guy - there is only so much make-up can do, and although my masculine facial features were minimized, there is no way I could pass as a girl - but from a distance, I did look like a girl in a frilly dress. Katie then led me to our final stop - an accessory store. She led me over to where they did ear- piercing, and after a bit of negotiation, Katie got them to pierce each of my ears twice, but instead of keeping the starter studs in place, they inserted pink studs in the shape of a heart in each upper piercing, and large pink hoops in each lower piercing. With my make-over complete, Katie led me back out to the car, and we headed over to the party. Before we went in, Katie told me she had a couple more items for my grand entrance. She first attached a short six-inch chain to the locks on my bondage shoes, effectively hobbling me. She then had me put my hands behind my back and she attached another six-inch chain to the locks on my wrists. Finally, she then told me to open my mouth, and she inserted a large ball gag, which she tightened around my head. My costume was then complete, and I followed her helplessly as she led me by the leash into the party. Before we got to the front door, Katie unexpectedly led me to the side of the house, and my eyes opened wide as she dropped to her knees. She lifted my dress and petticoat, and she lowered my panties. She then started to lick and gently suck on my shaved balls. The then moved her tongue up and down my shaft, licking it like a popsicle. When I had gotten semi-hard, Katie pulled out small leather strap with seven progressively smaller metal rings attached to it. She placed them all around my shaft, with the largest towards the base of my cock. She carefully pulled my balls through the largest ring, and then she continued to lick my shaft. My cock swelled up within the metal rings, and soon they were so tightly constricted around my shaft, there is no way I could remove them unless I lost my hard- on. I knew from experience, though, that the constricting rings around my shaft ensured I would not be losing that hard-on any time soon. Katie then pulled out a tiny bullet vibrator and placed it directly under my engorged cock-head. She produced some pink ribbon and spent several minutes carefully wrapping the ribbon around both the vibrator and the head of my cock, finishing it off with a large pink bow. She wrapped it enough times and tied it tight enough that I knew it would not fall off. She then pressed a button on the vibrator, and it began to pulse. Thankfully, it did not make much noise, and I was pretty sure no one would know that it was on me. Satisfied, Katie pulled up my panties to cover my balls, but left my cock protruding from above the waistband. The combination of the cock-rings, pulled-up waistband, and vibrator tied to my cock-head ensured that my cock would be sticking straight out, probably for most of the night. Mercifully, the petticoat was very voluminous, and it did at least conceal my throbbing erection. Katie then led me to the front door and rang the doorbell. Sarah, a good friend of Katie's and the hostess for the party, answered the door, and her eyes grew wide at our costumes. She squealed with delight and ushered us in, taking us around so everyone could see us. Although it was Halloween, and everyone was dressed up, I was utterly humiliated as Katie led me around on the leash and introduced me as her sissy slave. My face turned beet red with embarrassment, particularly when Katie had me say hello to people, and all I could do was grunt through my ball gag. We ended up in the kitchen, and I saw Katie whisper something in Sarah's ear. Sarah's eyes got really big, and I heard her say "No way!" Katie nodded her head and said, "See for yourself - go ahead and give sissy boy a big hug." Sarah walked over to me and, as she wrapped her arms around me, she pressed her body against mine. She of course quickly discovered my little secret - my rock-hard vibrating erection. Sarah again squealed with delight, calling me a naughty, naughty sissy. Then, with a glint in her eye, Sarah whispered something in Katie's ear. Katie thought about it for a moment, and said, "Yeah, lets do it." Katie led me back to Sarah's bedroom and, as Sarah disappeared to get my "surprise", Katie suddenly pushed me, face first, onto the bed. She stepped on the chain locked to my ankles and kept me pressed down on the bed, and I could not get any leverage to wiggle out from under her. She lifted up my skirt and petticoat and pulled down my panties, exposing my ass. I grunted in shock as her finger, lubricated with something, suddenly penetrated my ass. Then Sarah appeared and showed me the surprise: a large vibrating dildo attached to a leather harness. I watched helplessly as she spread lubrication all over it, turned it on, and she stepped behind me. I felt her place the tip of the vibrating dildo against my sphincter, and she slowly but steadily pushed it into my ass. I let out a muffled cry through my ball gag as the enormous head of the dildo penetrated my ass, but the pain lessened a bit as its slightly narrower shaft slid in. She buried its entire length into my rectum, and then she fastened the attached harness around my waist and locked it in place. She then pulled a strap between my legs, placed my throbbing cock through an O-ring attached to the strap, and locked the strap to the harness around my waist. Satisfied that it was securely locked in place, Katie pulled my panties back up and allowed me to get up off of the bed. She quickly checked my hard-on, and she noticed pre-cum oozing from the tip of my cock. With a wicked grin, she wiped it off with her finger and spread it onto my lips, which where obscenely stretched around the ball gag. Sarah giggled at this, commenting that she never realized how wonderful semen worked as lip-gloss. Katie then pulled down my petticoat to cover my erection, and she led me back to the party. The sensations of the soft petticoat against my cock, the pulsations of the vibrator attached to my cock, and now the pulsations of the vibrator up my ass and stimulating my prostrate made my cock literally ache, and I don't think I've ever been so hard in my entire life. By now, the party was in full swing, and everyone was getting pretty drunk - everyone, that is, except me, because I still had the ball gag in my mouth. At one point, Katie and Sarah went off to the ladies room, and Katie handed my leash to a very drunk Jake. Jake pulled me across the room to his buddies - Austin and Tony - to show off the his new sissy. Before I knew what was happening, they had ushered me off to an empty bedroom, and as Tony closed the door, I knew I was in trouble. Jake ordered me onto my knees. When I did not immediately comply, he gave a fierce tug on my leash, forcing me down. He then told me that I had a pretty mouth, and he wanted to see my lips wrapped around his cock. Warning me that I was not to make a sound, he removed my ball gag. With his two buddies flanking me, and my ankles still hobbled by the short chain and my hands still locked behind my back, I was utterly trapped. Jake unzipped his pants and pulled out his semi-erect cock. Even semi-erect, it was enormous. He placed the tip of his cock against my lips, and he ordered me to show me what a good cock- sucking sissy I was. Seeing no escape, I opened my mouth and placed my pink lips around his shaft, tasting another man's cock for the very first time. He ordered me to work my tongue around his shaft, and I felt his cock swell up in my mouth. As soon as he was fully erect, he ordered me to suck. Horrified at the slurping and sucking sounds that I was involuntarily making, I proceeded to give Jake a blow job. At one point, he grabbed my head with both hands and essentially started to fuck my mouth. He pushed his cock deeper and deeper into my throat, and I gagged several times before I got my gag reflex under control. Eventually, Jake's was able to shove his entire cock into my mouth without me gagging. Jake ordered me to make sounds to show how much I was enjoying myself. I sucked on his cock for a long time, and at one point, I felt his cock twitch. Suddenly, cum flooded into my mouth. I had to swallow or choke, so I swallowed as much as I could. The rest leaked out of the corners of my mouth and dribbled down my chin. When he finally finished shooting his load into my mouth, he ordered me to lick his cock clean. Jake complimented me on my cock-sucking skills, and he told Austin and Tony that they should see for themselves. I then proceeded to give the second and third blow-jobs of my entire life. By the time I finished sucking them off, cum coated my lips and covered my chin. Jake then reinserted the ball-gag in my mouth and fastened it in place. With cum still on my lips and face, he led me back out to the party. Everyone was gathered around the big-screen TV, and to my utter horror, I saw myself on the TV, with my lips wrapped around Jake's cock, sucking away. Katie and Sarah noticed my arrival and started clapping, announcing to everyone that the sissy cocksucker had returned. I was led to a platform set up in the center of the room. Four manacles were bolted to the platform, along with a rod that had a collar attached to it that was between two of the manacles. Katie ordered me up onto the platform, and my ankles and wrists were first released from the short hobbling chains, and the re-locked into each manacle. Then my neck was locked into the collar perched atop the metal bar, essentially locking me into a doggie position. Katie placed an adjustable dildo attachment onto the rod holding my collar, removed my ball gag, and ordered me to open my mouth. She pushed the dildo deep into my mouth and fastened it in place, preventing me from pushing it out. The dildo was enormous, and my lips were stretched obscenely around it's shaft. The dildo was hollow and had a tube attached to one end, which in turn was attached to a funnel that was set up on a stand in front of me, slightly above my head. Katie then placed another rod onto the platform between my ankles. On top of the rod was a box with another large dildo sticking straight out of it. Katie pulled up my skirt and petticoat, unlocked and removed the vibrating dildo from my ass, and proceeded to push the dildo attached to the rod into my ass. I yelped in pain, but all that came out was a muffled squeal because of the dildo in my mouth. Katie shoved it all the way in. Katie then flipped a switch on the box, and to my horror, the dildo started to thrust in and out of my ass - she had hooked me up to a fucking machine! She fiddled with some adjustments to ensure that it would pull almost all of the way out before plunging all of the way back in. While my ass got reamed by the fucking machine, Katie had all remaining guys at the party jerk off into the funnel. She clamped the hose attached to the penis in my mouth shut while the funnel filled up. When everyone was finished, Katie released the clamp, and semen started to flood into my mouth. I had no choice but to swallow, and I must have swallowed a dozen times before the funnel emptied into my mouth. Katie then removed the penis from my mouth and ass and asked if there were any takers for the real thing. Two guys immediately took up position in front of me and behind me. The dildo up my ass was removed, and the guy behind me unceremoniously thrust his cock deep into my ass while the guy in front of me shoved his cock into my mouth. The proceeded to double-team me for what seemed like hours until they both had cum inside of me. As soon as they finished, two other guys took their place. This continued for at least an hour, and by the time every guy in the room was spent, at least ten of them had either fucked my ass or fucked my mouth. They decided that I should give everyone a live performance, and after releasing me from the manacles, Katie ordered me to kneel in the middle of everyone. Katie removed my ball gag and asked for volunteers. Craig stepped up, and Katie ordered me to beg Craig for the privilege of sucking his cock. I was totally humiliated as I begged Craig to let me suck him off. Katie finally relented, and I proceeded to suck Craig's cock as everyone watched. Katie and Sarah threw pointers at me, and I complied the best that I could. After a while, Craig said that he was going to cum soon. Katie told him that she wanted him to shoot his load into my open mouth, and she told me not to swallow until instructed to do so. Craig then pulled out and shot load after load of semen into my open mouth and onto my tongue. With my mouth still open and full of semen, Katie announced that she thought a circle jerk would be in order. Over the next hour, over 15 guys jerked off into my mouth and onto my face. Katie never permitted me to swallow as this was going on, and by the time they all finished, my mouth was overflowing with semen. Katie then gave me permission to swallow, and with a large gulp, the entire load of semen ended up in my belly. My face was literally dripping with semen, and Katie allowed me to stand up. She then pulled up my petticoat and dress to expose my own cock, still rock hard and throbbing. She placed a bowl at the tip of my cock, and she started to stroke me. After hours of having my prostrate stimulated by the vibrating dildo up my ass, and after hours of having the tip of my cock stimulated by the bullet vibrator, I was unavoidably close to orgasm, and it only took Katie literally five strokes before I started to cum. My orgasm was intensified exponentially by the involuntary contractions of my sphincter around the vibrating dildo, and I could help but moan with the sheer ecstacy of it. When I had finished shooting what I think was the largest load I had ever shot into the bowl, Katie lifted it to my lips and ordered me to lick the bowl clean. When I finished, she had me crawl on my hands and knees to every guy at the party and personally thank them for all of the yummy cum that they had permitted me to swallow. I was then put back up on the pedestal, and I was again locked into place. The fucking machine was set back up to fuck my ass, and a dildo was shoved into my mouth. Katie set up a laptop so I could see what she was doing, and to my horror, all of the events of the evening had been caught on tape. She proceeded to edit the film, and then she posted it, along with several hundred screen shots, to a sissy website. She used my real name on the post, and wrote that anyone interested in fucking a true sissy should contact her for an appointment.