Voyeurs And Vanities Part 2: Halloween free porn video

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Voyeurs Part 2 Things were quiet for the few months to follow. All of the boys remembered the horrible awkward period following their humiliation - as they removed the clothes and makeup, hardly looking at each other, their minds flooded with the thought that those pictures might get out. But come the next Monday morning, nothing had happened yet and it fortunately looked like they were in the clear. The girls, who they supposed had the power to ruin them, chose not to, which was a massive relief. The weeks following were notably less filled with shenanigans than the previous couple, and far less than normal on the overall. Things were, oddly, sort of calm, and while they could not ever forget what happened that night, they did forget Margaret's final threat. James and Margaret never spoke much usually, but now you wouldn't even know they were brother and sister. James was filled with emotions that he could and couldn't explain, that seemed to complement and yet contradict each other. He was angry, but also embarrassed, and sad, and nervous, and entertained by his friends' makeovers while knowing his own was so much worse. Most of all, he wanted to forget it had ever happened, and to his luck, apparently everyone else was perfectly comfortable pretending that was the case. None of Dylan, Cam, or Bobby would dare bring it up, especially in public. They had a silent accord that this would be a part of the past, and mostly, they would leave those girls alone with their antics for fear of facing something like that again. The girls, on the other hand, were perfectly comfortable discussing their work, at least among themselves. True to their word they retained, but didn't share the incriminating pictures. The way the boys had squirmed, helpless while their makeup was being applied was almost good enough by itself, but knowing that they'd have to dress up too really put them over the edge in that vanity chair. The clothes themselves weren't even the worst part (though certainly a bad one) but the anticipation was killer! Plus, they had all come out looking so much better than even the girls expected! Courtney's sense of style was top notch in guiding their outfits, Margaret was a natural with hair and all of them were very well trained with makeup, but still, no one thought they could look just so girly! Cam and Bobby could have passed for real girls in the right lighting, and Dylan and James weren't too far off after their relatively heavy makeup. Just imagine, reminisced Margaret, what they could do over the course of a whole Halloween day. Those boys had only gotten a taste of their punishment. Their behavior deserved something more, and she had already planned just how they would get it. Halloween fell on a Saturday that year, and as October began the school and all of the local teens were abuzz with talk of parties, costumes, you name it! Spooky season was a treasured time, and James, Bobby, Cam and Dylan were as excited as anyone, thinking about how they might dress up and whether they might actually get invited to a party this year, rather than sitting around one of their houses playing video games and eating candy like the last year. Ever since they got too old to really trick or treat, there wasn't much to do for a less-than-popular guy their age. It was 3:00 in the afternoon on October 16th, a Friday, when they got the texts from a number none of them recognized. The boys were together, gathered by their lockers ready to head home, when each of them was sent more than a couple pictures of themselves and the others at the vanities, in makeup, and of course in their full outfits. To make it worse, the way the shots were timed and posed, you could clearly see who they were. Worse yet, they also almost looked like they were enjoying it! The girls had found quick flashes of broken smiles and laughs at each other, as they got their nails and hair done, during the reveals, and afterward, that made it seem like the boys were willing participants. James even saw one picture of himself in the other room, in just pink panties and a bra! Margaret had used HER DAMN CAMERA to spy on him while he changed, the same crime he was being punished for! Like clockwork they closed their phones in a flash and looked at each other, checking to see if anyone was around. This was the last thing they ever wanted to happen, especially now. Their phones buzzed one more time. They all carefully checked the messages, which all read the same thing: "Hey girls! Halloween is coming up and I hope you haven't forgotten our little deal! Meet us at 5 by the library and we can talk!" "What do we do?" asked Cam. "I can't let those pictures get out, my dad will kill me!" "You're telling me!" grumbled Bobby. "We're fucked." "Guys, guys, chill," answered James. "They can't do anything, it will be alright, just relax." "RELAX!?" Dylan exclaimed. "You're the reason we're in this mess." I don't know where you guys are, but I'm going to fucking library, if they release your pics that's not on me. "Well actually, Dylan," said James. "We have your pics too, not just the girls. If I go down, you do too. No question." "Fuck," whispered Bobby. James continued. "We'll go to the library, we'll see what they want. We can be reasonable, maybe they just want to see if we comply." No one really wanted to go, but no one really had any better ideas either. They decided to stay at Dylan's house for about an hour before heading into town to meet their blackmailer. As they walked up to the storefront, it was both a terror and a relief to see Margaret, Courtney, Maddie, and Becca, four of their prior assailants. Rachel and Emily, apparently, weren't around. "Hello boys!" Maddie spoke first. "Glad you decided to join us" "Oh, we are too!" James answered sarcastically. "And to what do we owe you lovely ladies the pleasure?" He looked at Courtney while he said it; Margaret rolled her eyes at her little brother. "I think you might have a good idea why we're here James!" Margaret replied. "And let's be super clear - you are free to leave at any time you want! We aren't forcing you do to anything, I just can't guarantee what happens to those beautiful pictures if you don't listen to us." "You wouldn't." James answered. "Try me," she rebutted. "What is it? You just want to make fun of us?" chimed in Cam, his voice shaking and his face flushed. Knowing Cam, he might have been close to tears. "Simple, boys," Becca spoke this time. "We want one more thing from you, and that's to take our favorite little brother and his friends trick-or treating on Halloween! It's going to be so much fun!" On the surface, there's nothing any of those boys would have rather done than spend Halloween with four of the most beautiful girls in the school, two years their elders (except for James, who would be there with his sister - yuck). They knew, however, there was something more insidious going on. "We had so much fun last time with you fellas that we just couldn't pass up a chance to hang out again! How great!" said Becca. "We're gonna have a costume contest! Each of us is going to help one of you with your costume and whoever has the best one will win!" Margaret interrupted. "Here's the deal guys. You do what we say up until and on Halloween, and we'll delete the pictures, swear on everything I have. You can also refuse, but don't get mad when everyone learns about the little pansy sophomore boys who tried spying on the hottest girls in school. That will go over greaaattt." The funny part was, they only intended to punish the boys who failed to comply. Unfortunately, the boys' pride rested on mutually assured destruction, and so none of them could allow any of the others to leave - they either failed together or succeeded together, and by the sound of it, they wouldn't accept failure if it meant those pictures going live online. "But Margs, how are we gonna pick teams?" Becca asked and playfully pouted. "We could let the boys pick?" said Maddie. Cam's ears perked up at that suggestion. Now if you're a 15 year old boy, and you're going to have to let a 17 year old girl pick your Halloween costume, and by virtue of experience you expect it to be embarrassing, do you pick your crush, or anyone but your crush? On the one hand, you probably get to spend time alone with the girl of your dreams doting on you - incredible. On the other hand, you're watching your pride melt away, and possibly your masculinity too, at the hands of the girl you most want to be with, who sees you as a girly doll just as much or more than a man - highly not incredible. The calculus for Cam was simple - Maddie was going to see him dressed up whether she was doing it, or whether she just saw him afterward. That made it obvious - and he very quickly interjected. "Yeah we can pick that's fine," he said so quickly that the words seemed to fall out of his mouth. "Cam we all know you want Maddie, right?" said Courtney. "Uhhh..." Margaret turned to Maddie, who nodded slightly. "Yeah that's fine, Cam and Maddie for the first team," she said. Becca spoke next. "Before any of them pick can I take Dylan? I think he liked how I did his makeup last time." Dylan blushed. Truth is, none of the boys knew which girls were doing what at any time, but if that's what got him on a team with Becca then so be it. His nod through blushing cheeks signaled his assent and team 2 was formed. That left Margaret and Courtney with either James or Bobby. Margaret recognized what was happening (she knew all of the boys and their crushes well) and said: "Well I don't want James. So I guess it's me and Bobby. Courtney, James is all yours." That sealed the deal, and strangely enough everyone left the meeting pretty satisfied. The boys were understandably nervous for what was to come, and disappointed to curb their own Halloween plans in favor of the girl's plans for them, but at least they had a way out of their pictures predicament (assuming the girls told the truth about deleting them). Each of the boys received a text later from their "teammate," confirming contact information and whatnot. Turns out the number that texted them all was Courtney's - Margaret knew that none of the boys would have her number already so it worked out well. And she was unsurprised but glad that all of them showed up. After all, she didn't really want to release the pictures, she wanted to do another dress up session, this time where they would have more time to work on their boys, and get to take them outside. That, surely, would teach them not to mess with her, and she would get the satisfaction of seeing James emasculated again. She reckoned that for these kinds of punishments, once really isn't enough. The first time is an appetizer, the second time is the entree. Maybe there would even be dessert? She hadn't decided yet. For the next week or so the girls made preparations and the boys didn't have much to do, so there wasn't much contact. The next Friday, now a week before Halloween, James and Bobby got a group message from Margaret and Courtney. They were to meet at the Halloween store a town over at 10:00 the next morning for further instructions. Anxieties high, James and Bobby knew they had a real day ahead of them for sure. When the boys arrived, Courtney and Margaret were already there, waiting outside. James and Bobby approached them sheepishly, the anticipation slowly killing them. They didn't know whether it was better to know their costume and get accustomed to the thought, but fear it, or if it was better to be surprised. In that case, they'd sacrifice their anxious build up for uncertainty, which also carried a weight to it. Courtney spoke up. "So gents, you've noticed that we're here as a big group! All four of us together, how sweet! Well, we heard the Maddie and Becca already chose costumes for your other friends, and we thought it might be more fun to do things a little differently. But first, let's establish some rules." She continued. "From this point on, you may not speak to each other until everyone has left the store vicinity. At that point, you may not discuss what happened here until Halloween day. Clear?" Confused, they both nodded. Margaret picked up from there. "We both realized that we had so many good ideas and didn't know how to pick one, so instead we thought of a little game. You two are going to pick each other's costumes!" "How cute!!!" chimed in Courtney. Margaret kept going. "Bobby you can go first. Go ahead and head into the store and pick out something for James to wear this Halloween. Your budget is $50, but you can go a little over if we really like what you've selected. You will make your selection, meet Courtney by the register to pay, and give her James' outfit. You may not tell James what you are picking at any time. We'll check your phones if you act suspiciously, and don't think it will be good for you if we find out you shared information. Also remember that what you pick is not the whole outfit - just the start, and we will fill in the rest later! Bobby, go ahead!" Bobby entered the store, observing all of the classic scary decorations and moving pieces no one ever actually bought, but were fun nonetheless. Aisles of wigs and masks and costumes filled the usually vacant storefront, which became everyone's favorite place this time of year. He had a decision to make. A few thoughts entered Bobby's head as he thought about his decision. He seemed to have pretty much free reign, which meant he could go real easy on James if he wanted. Maybe a ninja? Firefighter? Some standard men's costume? But would James be so kind back? After the last adventure with the girls, he expected they probably wanted to get the boys in dresses again somehow. Given that, could he really allow James to be the only one not embarrassed? No way. He knew how people saw things like this. If they noticed two boys dressed up as girls, but one waaayyy more girly than the other, which would they remember? Bobby decided his best bet was to make sure he was not the worst looking one of the bunch, the others be damned. Second worst, fine, third worst, better. But he would not be the one hit hardest, and by God Almighty, James would not be the one, if anyone, to get off easy here. He, after all, put them in this mess in the first place, and Bobby supposed James would not be generous back. Bobby headed, just as the girls hoped, straight to the women's sections. Bobby was surrounded by pure femininity and sex appeal, with costumes displayed by blond, long legged models on all sides. He took a good look at ladybugs, bumblebees, fairies, nurses, princesses, greek goddesses, the works, before his eyes finally met the object of his affection. He quickly grabbed the bag containing James' prize and headed towards the counter, where he handed it to Courtney. Her eyes beamed as she saw Bobby's selection, thrilled both that he picked a women's costume and that it was such a great one. She paid, stuffed it in a bag so James couldn't see, and walked out. Bobby and Courtney exited the store together, as Bobby looked down at the ground to avoid eye contact with James. James couldn't get much of a read from Bobby's face, but from his behavior he could only assume the boy did him dirty. That was fine, he could play dirty right back. Courtney and Bobby left to head back home while James and his sister remained. James found the costume he knew would make Bobby the biggest sissy around, or so he imagined. He still had no idea what Bobby chose for him, but he sure as hell knew Bobby was in for something sweet. "Got him good!" said Margaret when he handed her his choice. "Hell yeah I did," he said with misplaced pride. In the moment it felt like just another prank - for a split second he forgot it was coming right back to him. A small consolation, at least, was that his was coming from Courtney. With the decision made, Courtney and Margaret began planning around what they had been given, and boy were they satisfied with the results of their little game. Courtney suspected that by putting the choice into their hands, they each picked something more embarrassing than she ever could, because she didn't know precisely what boys would be most sensitive to. Margaret's sick idea worked like a charm. Friday night, as the girls were getting ready for their first party of the weekend, they messaged the boys. Each of them would report to their teammates house to get ready beginning at 4:00, and they would plan to hit the streets by 7. That gave everyone lots of time to get dressed and ready, and it gave the girls a chance to get the most of the torture they were going to dole out. Each boy arrived at his teammate's house right about on time, though James made a point to arrive early and see if he could get some time watching Courtney get ready. Halloween had finally arrived, and it was time to settle up on all of their debts. _ _ _ _ _ Note to the reader: the following sections may be read in any order, as they occur concurrently. JAMES James arrived at Courtney's, and after answering the door she guided him up to her room, saying hello to her parents along the way. James and Courtney's families were friends since she and Margaret had known each other since they were 5, and Courtney's parents knew James well and greeted him warmly, though unsure of why he was unaccompanied by Margaret. Nevertheless, they brushed it off. Frankly, knowing both James and their daughter, they were completely unconcerned with them having sex or anything like that. Courtney would never, not with him. James may have been the one boy that they most doubted Courtney would ever seek out, and they were right. James was of course there for another reason, and while he held onto hope that he might get a chance to charm sweet Courtney in the process, those chances seemed to evaporate as he entered her room and she got down to business. With a sly grin she closed the door and sized up the boy, looking him over for any imperfections she might have to fix. She had the upper hand in every way - she was stronger, taller, more trusted, and better loved, and most of all, James was smitten with her while she didn't care for him one bit. He would do whatever she said - either because he wanted her, or because he feared her. If she did her job well, she'd get both. "So are you ready to see what Bobby picked for you? It's just so adorable I can't bear it!" That wasn't a good sign. If Bobby thought the same way that he did in that store, this was bound to be something embarrassing. Still keeping the mysterious costume in the bag now held in front of her, she continued. "Your friend has such good taste! I hope you were as kind back! Ready to get started?" "Yeah, I guess," he muttered. He saw no way out, and if that was the case he guessed doing it alone with Courtney wasn't the worst situation ever. After all, it could've been someone less hot, or god forbid, his sister. The last time they got him it was a group effort, and despite his predicament James noticed who really knew what they were doing with his makeup, and who didn't. Courtney was one of the few who seemed interested in making James look somewhat presentable, if girly. Her influence lost out to the other voices who wanted a more extreme look on that one, he recalled, but even so, whatever came next he trusted her to at least do it well. She handed him the bag. "Go ahead! Open it!" He reached in. Like the sword from the stone he removed the prepackaged costume from its plastic home and gasped a sigh of despair as he got his first look at it. "Strawberry Sweetie," was clearly a pseudonym for a certain little girl's toy brand, and today, it would be another name for James. "Let's do your makeup first!" Courtney exclaimed to a dumbfounded James. I have so much in mind and I just can't can't can't wait to see it!" Her bubbly fa?ade was annoying. He was head over heels for her, but that didn't mean her obviously fake, over the top enjoyment was something he particularly liked. On the inside, she was still mad about the camera incident that began this whole thing, and without the other girls to hold her back she would make James the girliest thing he could be. She took him over to her makeup desk and placed him facing the mirror. She told him to take off his shirt and slowly he acceded to the demand, preparing himself for another miserable evening dressed up. She took his nails in her hand first, since they would need time to dry. "Now James, I need you to keep your hands still and not touch anything while they dry. I swear if you mess up one of them I'll just remove it and restart and you'll waste all of our time. I'm not sending you out there without looking perfect, and frankly you should thank me for that." James considered this whole event a curse, but Courtney's words resonated with him, and he found new perspective on the night ahead. He had only a few options for how to play this off, and they all depended on how good he actually looked. If he looked terrible, he could claim that he lost a bet and had to do everything himself. Weird, and embarrassing, but some social karma could be salvaged that way if he seems like someone who sticks to his bets. Trouble is, if it was a little too much and he looked a little too good, that excuse wouldn't work. Everyone would be able to see that he tried to look cute and girly in a non-ironic way and that was by far the worst thing that could happen. But in the final case, if he looked so good that he actually passed as a girl, then it was possible that people might not recognize him at all. It would be embarrassing to be there, but if nobody knew then nobody could care. Bizarrely, he reckoned, the best case scenario that wasn't "don't dress in a girl's costume," was "look so good they think you're a real girl." Ironic, almost. When James snapped out of his little calculation daydream he saw that Courtney was finishing up his fingernails, and she was quite the talent. Each nail was painted a shiny red-pink color, and Courtney added a number of little black dots to each one to replicate strawberry seeds. It was very cute, even he could admit. For a girl, that is. Courtney watched his hands to make sure they were kept still. Strictly speaking, she overstated how important it was that he not move - really, as long as he didn't touch his nails to anything it should be ok. But telling him not to move had the positive side effect of keeping him from messing around with his makeup while she applied it, and made the whole process a little less annoying. She got to work on his face, which was much easier said than done. James had shaved the day prior so his face was mostly hairless, although it took a good bit of foundation and concealer to cover some of the more shadowy spots and even out his complexion, as well as provide a base for the rest of the makeup she'd apply. She told him to close his eyes as she applied a succession of pinks to his eyelids, first a very light shade in the inner corners and then darker hues at center which she blended outward. She then took a green glittery liquid eyeliner, and just along his upper lash lines drew a thin strip of the shimmering substance, covering the entire length of his eyes. A very thick coat of mascara was applied to his eyelashes, extending them out into the forefront of his face, drawing all of the attention to his newly made up eyes. With an eyebrow pencil, Courtney first filled in James' brown eyebrows and guided them into a slightly more feminine shape, and then she seemed to polka dot the pencil onto his cheeks and over his nose and forehead. When she finished, James was bearing an adorable set of new freckles, which she anticipated would later bring together the whole look. It was the little details that made the difference, of course. Courtney wasn't in a rush, and took moments of pause as she went to examine, think, and readjust her plan for him. She pulled open one of the desk drawers, reveling an apparent mountain of all kinds of lipsticks and glosses and tints, and combed her way through until she found the perfect shade. It was a delicate pink liquid lip with strawberry overtones, perfectly matching the color of the wig he was about to put on later. "Look at me," she said forcefully, and James tuned his head to face hers, where she had her weapon drawn. She very carefully traced the edges of James' lips before gently filling in that outline with the sweet smelling substance. James' lips were matte and just as she wanted them - it was clear as day that he was wearing lipstick, and a very cute one at that, but they didn't draw attention away from his eyes and new freckles which were the real show. She finished with a light pink blush that was hardly visible at the moment over James' reddened face from embarrassment, but would make a deceptively big difference in the overall cohesion of the look. "Now let's get you dressed!" Courtney announced. Apart from a few "oohs," and "ows," James had been pretty much silent up to this point. He tried to take his mind off of the torture, and while he could distract himself for a few moments at a time there was no getting over the fact that Courtney was doing his makeup and about to dress him up as a Strawberry Sweetie for the whole world to see. Maybe he should have just let those pictures come out - at least then he wouldn't have to show it live for anyone to see. Of course, if he saw anyone he knew he had one potential excuse, that being that it was Halloween night, and in the long run you could get away with dressing weird on Halloween, even if people give you hell for it in the short term. Those other pictures were from some random day in the middle of the year, and if people saw him dressed up then, he'd never shed the pansy label until college. Courtney commanded James to strip down to his underwear, and he did, revealing boxers with hearts on them that he clearly intended and planned for Courtney to see. She giggled and handed him a pair of bright pink panties with white lace trim around the edges and leg holes, and frills all over. "Put these on first," she said. James looked reluctant. "Nobody is going to see my underwear, why can't I just wear mine?" he requested. "Oh but James, you're forgetting that this is a punishment aren't you? You got so caught up in your beautiful makeup you forgot the point of this isn't for you to have fun, it's for me to have fun at your expense! I know when I'm getting all glammed I can forget things too so I'll forgive you. Now put the panties on." That last sentence wasn't a request, it was a demand. James slowly obeyed and she turned around, and when their eyes met again, James was wearing nothing but a face full of makeup and some pink frilly panties. "Maybe we can go out just like this! Wouldn't that be fun?" she chided. "But then Bobby would be disappointed he didn't get to see the whole costume he picked out. I guess we have to continue." "Fucking Bobby," thought James, remembering that he was the one who actually picked out this outfit for him. "I have just the bra to match!" Said Courtney as she tossed him an impossibly soft garment. Around the each of the cups were soft frills of fabric that seemed to just hug James' chest as he put it on, securing it backwards in the front first and then turning it around and putting his arms through the straps. Adorable. "Now put on the tights in the package. Go ahead." James actually knew how to put on tights from a peter pan costume he wore in elementary school, but not wanting to give away that he could, he asked Courtney to help him. Like a mother to a small child she bunched up the tights at each legs, put them on James? feet and unrolled the whole ensemble back up his legs, where James took over for himself. He watched as his legs became encased all the way up in green and white horizontal stripes, each color alternatingly wrapped in rings around his slender calves and thighs. The dress came next, and James slipped it on without too much trouble even though it was a bit tight. At the top, a green plaid patterned chest section bloomed outward like an Oktoberfest dress would, making room for his unfilled bra below. The short sleeved pink garment was tight above its high waist, but the beautiful reddish-pink skirt blossomed outward, supported by a built in petticoat. The dress fell right about to James? knees, and matched his makeup perfectly, just as Courtney expected. She told him to sit down. She slid the shoes she had chosen onto James? feet, and told him to walk around for a minute. The were 3 inch matte pink pumps, and James had a hard time navigating at first, even though they fit perfectly. He?d have to walk around quite a bit later that night, and it was prudent to get used to them early. She had him put on a pair of pure white polyester fingerless gloves that came with the costume, hiding his hands but still revealing his strawberry fingertips out the ends. Finally, Courtney brought the 24 inch strawberry pink wig over to James? head and placed it on, letting the hair fall straight down in front of his shoulders, split at the middle. The last touch was an included signature strawberry hat, a large and poofy bonnet-type thing which rested at a slight angle on his head, secured to the wig with a few well-placed and well-hidden bobby pins. James no longer resembled anything masculine at all ? one could hardly tell if he ever really had any rugged qualities about him. His outfit was an abundance of color, which his makeup didn?t help to dampen. As he blinked he saw quick flashes of green from his eyeliner in the mirror, peeking out from behind his newly long and full lashes. "Give me just a few to get ready, and we?ll get going to meet the others," said Courtney, as she escaped into another room to change. When she returned, Courtney was wearing an Alice in Wonderland costume, which showed off her perfect yellow-blonde hair as well as anything ever could. The dress was actually a fairly similar style to James?, with white puffed short sleeves and flared out skirt falling just above the knee. She wore black fishnets underneath, and shiny black heels that quite literally elevated her beauty, and though she seemed to finish her makeup in just five minutes, it came out flawlessly as ever, with blue eyeshadow, red lips, perfect eyeliner and all. Courtney really knew what she was doing, and that was evident in both of their get-ups. They walked downstairs, said goodbye to Mom and Dad, and headed to James and Margaret?s house to meet the others. Courtney?s parents wondered who the adorable girl that left their house in the pink and green was. They didn?t remember a girl entering, but Courtney had a lot of friends so maybe they just missed it. DYLAN Just like the first time around, Dylan may have been the most reluctant to actually go through with this stupid idea, but he had so much on the line that the choice was obvious. He arrived at Becca?s on time and followed her upstairs, where she brought him into her moved-out older sister Sadie?s room. Apparently, it was a bit bigger and more than a bit cleaner than Becca?s, and would give Dylan some privacy when he needed to change, or better yet, privacy for her when she needed to change in her own room. Becca beamed with excitement. She had been the one to enjoy the boys? last makeover the most, and she was the one who whispered in Margaret?s ear that they might want to do Halloween too, just to drive the point home. Becca wasted no time playing on Dylan?s anxieties ? he had not gone into the first makeover very willingly, nor this one, but nonetheless he was there and they both knew what was about to happen. Dylan didn?t know the costume, but based on the conversations so far he saw no circumstance where he wouldn?t be dressed up in girl?s clothes again. Part of him just wanted it over with, though part of him hoped it would never start. Becca closed the door, ready to begin. "You must be wondering what?s in store for you! I picked you myself, remember?" "Yeah, I remember," responded Dylan. He didn?t know why she wanted him specifically but that may have been the one thing about this shit he didn?t hate. Becca was a stunner, by her face, her hair, her body, her fashion sense ? you could hardly find a guy that didn?t think she was hot as can be. Dylan was no different, although he had written off any chance of talking to her, letting alone actually spending any time with the girl, and especially alone. "I had a lot of fun with you and your three friends that other night, I must admit. I couldn?t be happier that you tried to spy on us." She paused. "You know what that felt like, Dylan? It felt like I was playing with a doll all my own, that?s what you were just my little pretty doll that I got to dress up and do her hair and her makeup, and there wasn?t shit you could do about it, was there?" Dylan gulped. She was on the loose and he would be her next victim, whatever that meant. "And now I get another chance!" she said, turning to him with a classic evil grin. The prettiest evil grin in the world, but evil for sure. "Dylan, I picked you because you were the most fun. You hated it even more than the other boys and I could tell, and I loved it even more for that. You even got off easy with the outfit last time because we had already decided on the best stuff for Cam and James, and Bobby?s top wouldn?t have fit you. But now, rest assured that you are mine and I?m going to make you squirm. I?m really glad you came, Dylan. This is so much more fun than just releasing those pictures would have been." The way she said ?squirm? sent shivers down Dylan?s spine, and even the black hair on his head seemed to stand on end. "Get naked," she commanded. She didn?t look away as Dylan timidly obeyed her order. She retrieved a pair of black satin panties with violet trim from the bag of clothes she had carried into the room, and threw them at Dylan?s face. He knew what that meant, and wearing panties was better than wearing nothing. "You know, your legs are a bit hairy. We can?t have that, can we?" Dylan said nothing. "Can we?" she reiterated, angrier this time. Dylan answered a quiet "no". "Smart girl Daisy! Now go in the bathroom and shave your legs and chest and come back quick. You have 10 minutes." Dylan presumed that Daisy was now the name she?d be calling him, and he didn?t know his penalty for running out of time, but he didn?t want to find out. She had set out a razor and shaving cream and he got to it, cursing his own life the whole time. How the hell did James get him into this? When he finished, Becca was there waiting. She had a black bra in her hand, dangling down in a way that could only mean "I can?t wait until you put this on." Again she handed it to him and he tried his best the secure it in the back before giving up. Becca approached him from behind and secured the strap, lightly slapping his ass as she retreated back again. He turned around to face her, and revealed a small pink bow between the cups, and a bright pink complexion to match. "Gosh aren?t you just precious!" Becca exclaimed. "I?m having so much fun, aren?t you having fun?" Dylan didn?t answer. She went around to his back and snapped his bra strap, send a stinging pain across Dylan?s back. "Having fun?" she reiterated. "Yeah, so much fun," he said with little enthusiasm. "Try that again Daisy, for a moment there your voice sounded low and masculine, and you seemed so unexcited. Let?s fix that." Dylan looked at her with a silent rage in his eyes. "I?m serious, Dylan. Don?t? test me," Becca said intensely. He acquiesced. In a gross falsetto he spoke with a lying excitement "I?m having so much fun Becca!" "Great to hear! Now Daisy, I don?t want to tell you what to do all day ? I want you to have some choices too! I have your costume all picked out, but do you want to do the clothes first, or the makeup? Your choice!" Dylan felt naked in the tiny black bra and panties he wore, and considering the makeup was the worst part he figured he ought to save that for last. "The costume, I guess," he answered, still maintaining his high tone while he did so. Becca was pleased with her progress, and so quickly he was already following her orders. This was going to be fun. "Ok! We?re ready to see it then! I told you that I just loved how you were my precious little doll last time, well this time you?re going to be...exactly that! A little girly doll that I get to play with." She pulled out a costume dress that made Dylan nearly gag. It was a mostly white little girl?s party style thing with a wide puffing skirt, covered all over in different sized purple polka dots. A matching solid sash wrapped around the waste, and visible lace at all of the openings seemed to only exaggerate the girlishness of this thing. Before he could put on the dress though, she gave him a few other items to put on. First, she told him to pull up some extremely sheer, slightly white-tinted pantyhose that gave his legs a shiny porcelain glow. Over the hose she had him slide on some adorable lace frilly socks that delicately encased his feet, every tiny motion reminding him of his lacy, girly predicament. Finally she gave him a pair of black Mary Jane shoes with buckles over the top to wear. They glided over his socks as he slipped them on, and he noticed that the ruffles at the top of his socks at the ankle stayed prominently visible above his shiny shoes. He stood up as she slipped the garish dress over his head, and as his head popped up through the center and his arms found the right holes, a look of total despair fell over Dylan?s face. He struggled to conceive of how this could ever happen, and worst of all, at the hands of the hottest girl in school! She was crazy! Becca saw his expression turn demure, and laid it on even harder. "Don?t be sad Daisy, we haven?t even gotten to your makeup yet! That?s the best part!" Apparently for Dylan, the worst was yet to come. She waltzed her little doll over to the vanity and sat him down, making sure he brushed his puffy skirt underneath his bottom as he sat. "First, Daisy, we?re going to get your face looking all perfect and dollish. I?ll do this part since it?s a bit tricky, but you can help with the next one." It took a while before she finished with the super pale foundation and powder, but when Becca was done Dylan?s face looked both perfectly smooth and delicately fair and pale, exactly how she wanted it. She took an eyeliner pencil and drew a few cracks around the edges of his face, as if the doll was slightly broken, like an antique. "Now we can do your eyes! I think part of this look is that you?re a little girl doll and don?t really know how to choose makeup yet, so let?s do some fun colors. Pick one from this palette." Becca showed him a seemingly endless selection of colors, all of which were vibrant shades of rainbow colors, nothing even slightly natural. Dylan wanted no part of this decision - why couldn?t she just torture him normally instead of making him participate? Becca?s cruel game was working perfectly. Dylan did the only thing he could think of. He closed his eyes, moved his finger around in front of him, and finally pointed at some square without looking. He landed on a lilac shade and Becca just gushed at the selection since he actually picked one that would match his purple outfit! She not so carefully swiped it over his eyelids, leaving it slightly imperfect as you?d expect a little girl?s makeup to be if she did it herself. With liquid eyeliner, she drew a thin line outward from the halfway point of both his upper and lower lids, creating bold dimension, and on the inner corners she placed a small dot of bright white highlighter. Becca took out a pair of false lashes and told Dylan to close his eyes. She applied a thin line of glue to each one, and after letting it dry for just a moment, stuck them perfectly in place on Dylan?s upper lashes. The falsies brought the doll imagery to life, and even more so as Becca curled his real lashes into the fake ones, making the whole thing appear even more dramatic. She then applied a bright pink blush to his face with a heavy hand, leaving him permanently flushed in the cheeks. Finally, Daisy was ready for some lipstick. Becca found a light violet shade that matched his dress very well, a light but bright pink that took feminine to the max, and a vibrant red in case Dylan was leaning that way. She placed them upright on the vanity in front of him. "Pick one," she commanded. Dylan wanted to do nothing more than scream ?None of them!? and run out the door. Unfortunately, in the Mary Janes he would have a hard time running, and if he bailed now then he would have let her do this to him for absolutely nothing. The red and the purple both scared him, so he pointed to the pink. "Put it on," Becca demanded. "Why don?t you just put it on me? I don?t want to do this at all, let alone do it myself." Dylan spoke up in a rare rebuttal. "Daisy, a girl needs to learn how to put on lipstick and you need practice. Go ahead. You know what happens if you don?t." Dylan had no choice, no moves, and no escape. As he reached for the bright pink plastic tube it wasn?t like he was moving his own body ? it was like he dissociated from himself and watched some demon possessing his own body take the lipstick and slightly lean forward towards the mirror so he could see better. Dylan carefully drew the chocolate-scented stick across his upper and lower lips, missing no spots at all. When he finished, like an instinct he pressed his lips together and popped them in a kiss as he released. Becca came over to the now almost fully feminized boy, and over his new bubblegum pink lips she added a few subtle details with the same eyeliner pencil as before to enhance his broken doll look. "Time to do your nails! You get to pick again ? here are a few, go ahead and apply the one you like best." Dylan didn?t even argue this time. After doing his own lipstick his ego was destroyed, and there was nothing left to save by wasting time. He chose purple to match his eyes and dress, and when he finished painting his nails the look was almost complete. Becca came up behind him with a black medium- length wig to match his natural hair color. She pulled it back into a Lolita style with a large ponytail on each side of his head, securing them with purple ribbons tied into bows which fell over Dylan?s ears and tickled his neck. For the final touch, she procured a black choker with a small rhinestone pendant in the center. She placed it around his neck, and secured it in the back. When Dylan looked in the mirror, he brought his hands to his face in surprise, even further emphasizing his feminine image as his purple nails cupped his lilac eyes and bright pink lips. His face was pale, and the white dress and pantyhose emphasized his porcelain appearance. Becca escaped the room briefly to change into her own costume, more than satisfied with the work she did on Dylan. For the next few minutes Dylan could only dwell in the room and think of what had just become of him. He didn?t even just look like a girl like last time; he looked like the girl to end all girls. He was, now, at the peak of sissy and Becca wouldn?t have done it any other way. When she eventually returned she was wearing a sexy Minnie Mouse costume, consisting of extremely short red romper-style shorts with white polka dots, and a similar colored crop top. Between them, she was wearing a fishnet bodysuit visible across her midriff, and up on her head she wore classic mouse ears over her gorgeous red hair, and the brightest red lip Dylan had ever seen. At that point, it was time to go and meet the others. Becca led the way down the stairs and outside, little dolly Daisy in tow. BOBBY When Bobby arrived at James? house (Margaret?s, but he thought of it as James?), Margaret greeted him with a smirk. Grabbing him by the wrist she guided him downstairs, back to the place where their first makeover had occurred. The scene of the crime, in his eyes. Bobby noticed that she had set up the room almost exactly as it had been that fateful night, which must have taken some work, since he was there to visit James earlier in the week and the furniture hadn?t been moved yet. It was like Margaret was trying to trigger his memories of the previous encounter, and if that were true, she had succeeded. Bobby?s long held affection for Margaret had fallen that day, and ever since he was hardly able to look at her. He never had a chance with her, but it still felt like a love lost. Now he was back, and of all things, had to let her do it to him again. Compared to his friends, Bobby felt he might have gotten comparatively lucky last time, although that wasn?t saying much. This time, with all of Margaret?s evil attention on him, he was more vulnerable than even before. "Remember, Bobby," Margaret said with a nefarious grin. "I didn?t pick this for you, James did! So if you don?t like it, you can blame him." But don?t worry, I think you?ll like it, after all, I love it!" Bobby winced hearing all of that. This was so reminiscent of his first torture, and it sounded like round two wouldn?t be any less terrible. If anything, the first time she had to divide her focus between the four of them. This time, she only had to worry about him. At this time, Margaret was wearing just sweatpants and a comfortable tee, but even at her least put together she was still incredibly beautiful. She spent so much time next to the only girls in school prettier than she was, that it was easy to forget how much she stood out on her own. Bobby was suddenly overcome with a rush of emotions as his eternal crush on her returned suddenly in full force. The way she spoke was intoxicating, and for a split second he almost forgot that her words were hardly a palliative for what she was about to do. She had been really pissed that day with the camera, and while she seemed excited, Bobby definitely got the sense that she still wasn?t over his and his friend?s little crime. "Ok Bobby, I suppose you know the drill by now, right? Remember?" Bobby sighed and slowly approached the vanity in the center of the room. Still in all of his boy clothes, he sat down gently, and faced himself in the mirror. The person looking back across the glass was visibly afraid. "I?m not going to show you your costume until you actually put it on ? I think it?s more fun that way." She apparently liked that method for doing this kind of thing, based on her choice of order last time. Margaret was intent on keeping Bobby?s natural freckles visible and at the center of the show, so just like last time she applied a low coverage foundation and concealer very lightly, to keep his skin looking as natural as possible. Some powder evened out his complexion, and with a very soft large brush she applied some contour and bronzer to shape his face into a more feminine pointed chin and high cheekbones. Bobby stirred in his seat, not knowing whether to sit still and take it or try ever so slightly to resist, to show that he wasn?t enjoying himself. After a few minutes of Margaret telling him to stop fidgeting, he finally calmed down. Once he had makeup on, it didn?t really matter anymore, did it? She turned his chair around away from the mirror for the next steps, since they required a bit more attention on her part. She decided to start with his eyes, and after a quick coat of primer she began to brush a glittery gold eyeshadow onto his lids. Bobby could see the glisten on the brush as she brought it to his face, slowly painting her masterpiece. She followed with a thin line of eyeliner, which she very carefully applied to each of his upper eyelids, choosing not to add a wing. She took out another eyeliner, this one in white, and very carefully applied it to his waterline, a process that Bobby enjoyed the least, but did give his eyes a vibrant quality that Margaret really liked using for her own makeup. Margaret decided to curl his lashes, to Bobby?s discomfort, only to later decide that fakes were the way to go for his costume. She carefully took a pair of beautiful long lack false lashes from their packaging, and with the greatest of skill glued them onto Bobby?s upper lash line. After a quick adjustment to make sure that everything was in place, Bobby was the new owner of lashes that seemed to cover his peripheral vision like horse blinders. He felt their physical weight on his eyelids, and could not believe how far they extended out when he brought his hand near his face. As he did so, Margaret almost shouted: "We totally forgot your nails! Ugh Bobby, why didn?t you remind me? We need to do them now so they dry in time for you to put on the costume, come on!" She chose a brilliant shade of iridescent emerald green that brought his hands to life and would make a supermodel jealous, as she generously applied two coats and finished with a clear coat on top. Bobby could not help but examine his newly feminized hands, and frequently curled and uncurled his fingers, examining how the light flickered and glimmered off of his new nails. They distracted him slightly from what was to come, even though they were part of the makeover itself. Margaret applied a shiny highlighter to the tops of his cheeks bones, just under his eyes, which was bright and visible whenever Bobby turned his head and let the light cast across it. She chose to use a very small amount of a very natural blush to keep from overblushing and distracting from his eyes and natural freckles. At last, she moved on to his lips. She turned Bobby away from the mirror again (he had been sneaking glances) and while holding his chin steady with her left hand she brought a wand covered in light pink liquid lipstick up to his mouth, and generously but carefully applied it all over the boy?s soft virginal lips. She gave it a minute to dry, and brought his face up to hers again. With a red lip liner, she traced the outline of a heart in the center of his now pink lips, and using a bright red liquid lipstick, filled in her artwork leaving a perfect kissable heart at the focal point of Bobby?s face. "Good. Now press your lips together and rub them a little bit." Bobby was initially nervous to do so for fear of ruining his lovely little heart, but that feeling quickly passed when he remembered he was, in fact, a boy who shouldn?t be wearing lipstick, hearts or otherwise. He did as he was told, and as he pulled his lips apart he noticed that the red heart in the center of his lips had kept its shape, but now lit up in sparkles of red glitter, which he could feel. "Like that trick?" said Margaret. "It?s called a glitter-flip lipstick ? really blows people?s minds in the right situations." Bobby would have admitted he was impressed, if he wasn?t the one wearing it. Margaret moved on to his hair, and as she combed through his brown locks he noticed her adding extensions that blended into his existing cut, turning his hair from 4 inches to a realistic 18. When she was finished attaching the extensions, Margaret split his new hair down the middle in back, separated the two parts, and braided each one. As she braided, Bobby watched as she took a long red ribbon and skillfully weaved it into and through the braids, leaving two long bright red streaks goingn down the back of his head. His new braids traced down the back of his head and fell just in front of his shoulders, where Margaret secured each one at the end with a red bow, matching the ribbons. In the front, she left a thin curled strand of hair on each side of his face, one a bit longer than the other, seductively framing his newly beautiful visage. "Time for your outfit!! Are you excited to see what your friend chose for you?" "Thrilled," Bobby replied sarcastically. Margaret laughed, it seemed like she was having a lot of fun with this, especially doing his hair. She had the prettiest laugh, and Bobby was enamored again. "Take everything off and put on these," she said, handing him a pair of red panties and black thigh highs with red bows in the front. Bobby started to walk towards the side room to change. Margaret interrupted his attempt at privacy with a curt "ahem...right here." He looked at her in disbelief; there was no chance he was about to change in front of her. "Please?" He begged. "Fine. You can put on the panties in there so I don?t need to see your tiny little thing, but come back out right after. You?ll put the thigh highs on in here," she decided. Never before was Bobby grateful to be told he could go put on his panties but off he went, pleased that she entertained his request for the smallest bit of privacy. As he stripped down he felt anything but naked, wearing what felt like an extra pound of makeup and hair on his head. He slipped the red satin garment on, disbelieving that he was doing this here, again, and headed back out. "Wow, look at you cutie pie!" Margaret tauntingly gushed. "Now let?s see you in these!" Bobby sat down and raised one foot at a time off the ground as Margaret took the thigh highs and rolled them up his thin legs ? they were opaque enough to cover what little leg hair he had. The pop of color in the bow at the top of each one paired with his hair accessories very nicely. Margaret finally brought out his costume, and Bobby couldn?t believe what he saw, or rather, what he didn?t see. The schoolgirl costume had almost nothing to it! A teeny tiny skirt and a small bra-style top, plus a few accessories. Bobby would be half naked out there by the looks of it! "Cute huh?" she goaded. "I might have even worn something similar if James didn?t pick this for you!" There?s nothing Bobby would have wanted more than to see Margaret dressed up just as he was going to be, with perfect makeup and a sexy, nothing little outfit. She put the miniscule crop top over his chest, which was basically just a black fabric glorified bra which tied in the middle. It was trimmed with red plaid, which matched the incredibly short skirt he would be wearing next. He stepped into the skirt and it barely covered his ass, let alone any of his legs! The red tartan plaid pattern said ?catholic school?, but the tiny length said ?porn star?. If Bobby leaned over just a bit too far, anyone looking could get a clear view of his panty clad bottom. "You know what Bobby, I?ve changed my mind. Those panties are a little too boring ? wear these ones instead." There?s no way Margaret didn?t have this planned form the beginning. Not only was he going to have to wear panties, and put them on twice, but he was lulled into the false security that somehow, this wasn?t going to be the worst thing in the world. Oh it was. The new pair she gave him was pure white hipster panty with pink trim, and a plethora different sized pink hearts all over. "See! It matches your lipstick! How precious!" Bobby started to lightly cry through his heavily made up eyes. This was too much to handle, and he had nothing he could do about it. The only thing worse than being dressed up was having everyone know it, which would happen if those pictures were released. "Oh Bobby, come on. Come here," Margaret said tenderly. Bobby never heard her say anything tender in her life ? Margaret wasn?t exactly a sentimental type. She reached around him in a sweet embrace, and she lightly caressed the back of his head as he sobbed. "Ok Bobby, maybe that was too much. You don?t have to wear the panties if you don?t want to. But if you did, it would make me really happy. After all, you?re already in panties, this is just a little bit different." She thought quickly, and made him an offer. "Tell you what Bobby, if you put these on then I?ll let you watch me dress up in my own costume, the whole thing. Would that make you happy?" Considering that?s pretty much exactly what he had hoped to get out of the whole camera incident, this was a game changer. Margaret knew he had a crush on her, and he knew it would never really be reciprocated, but now he had a chance to watch the most beautiful girl in the world change in front of him? Maybe this whole thing had a glimmer of hope to it, beyond the glimmer of his eyeshadow. Bobby silently and slowly reached out for the garment, hiding his still teary face (luckily, his makeup was totally intact). Standing in place he reached under his tiny skirt to remove the red panties he was already wearing, and turning away he slid up the new white and hearted one. Margaret smiled, and Bobby?s look was all but complete. She took a couple dangly red-heart shaped clip on earrings and secured them to his earlobes, and added a black choker around his neck. She found a temporary tattoo of a blue dog paw college logo and stamped it to his cheek, and as she pulled away, very lightly kissed him on the other cheek. Bobby?s heart pounded and his blush intensified. Margaret upheld her deal, and Bobby watched her first apply her own makeup, which was more erotic than he expected. He watched her transform from a 10 to an 11 before his eyes, as she applied a reddish red brown lipstick and added a bow to the back of her auburn hair. She stripped down to her underwear and Bobby didn?t blink once as she covered her sexy blue lingerie set with a tiny cheerleaders crop top and miniskirt in blue and yellow, matching the oversized bow she wore above a perfect high ponytail. ?Go bulldogs!? read the temporary tattoo she applied to her own face, obviously matching Bobby?s. "Ok Bella, let?s wait for the others, they should be arriving soon. I can?t wait to see your friends!" CAM Cam arrived at Maddie?s, and rang the doorbell. Maddie answered the door with a grin, dressed in normal clothes but eager for the afternoon and evening to begin. She was the only one home, and took Cam by the wrist as she led him upstairs to her room. Maddie?s house was pretty big, and her room was something to gawk at. Her room was nothing less than that of a low-tier celebrity, complete with a large walk in closet, beautiful white furniture, and her own bathroom too! Her bed was four-post style with a canopy and drapes, almost comically similar to the most stereotypical rich-person-bed Cam had ever seen. He was impressed with his surroundings, but moreover, amazed at the fact that he was in MADDIE?S ROOM! More than a few of his fantasies began with something like getting in here, and now that he was there, unsure of what was to happen next, his emotions swirled. Maddie turned to him. "So you must be so excited to find out what you?re going to be this year! Actually, I decided we would do a couples costume ? Angel and devil! Sound good? A million thoughts rushed through Cam?s head. This wasn?t so bad at all! He could be a charming devil with a stunner like Maddie dressed as an angel by his side? This was a dream! Of course, that couldn?t be it. Maybe the devil costume would be super embarrassing or something, like him just painted all red. That wouldn?t be great. Maddie escaped to the bathroom for just a moment, and came out wearing a cute red headband with devil horns on top. "How do I look my angel?" "Uhh..great!" Cam stammered. She was so pretty. So off the chart cute he couldn?t even comprehend. The way black her framed her face, her beautiful Asian eyes and perfect skin, her body, everything about her Cam loved. He hardly registered what she had really said, and it took a moment before it clicked. "Oh ok, I?m the angel," he thought. "That?s fine, I guess I can wear all white or something, She?s going to be so hot. She is going to be sooooo hot." "Get undressed," she instructed, and the small boy followed her instructions, down to his underwear. "hmm...yeah, just what I thought,," she spoke. "You?re gonna need to shave your legs and underarms. You don?t have much body hair but it?s enough to show. The bathroom is over there, get going. Clean yourself up while you?re at it." "Wait, what? Really? What do I need to shave for?" "Well the dress won?t cover your armpits so that has to go, and obviously your legs will show so that has to go too. You don?t have enough on your arms to notice so you can leave those alone I guess." A dress. Fuck. He knew it couldn?t be this good, it was a couples costume but apparently he still had to be a girl. Just lovely. This wasn?t a dream, it was a nightmare, as if the first time around hadn?t been bad enough. He also knew that he wasn?t getting out of it, and frankly he was so enamored with Maddie that it didn?t matter. At this point, he?d do anything for her if she asked. He entered the bathroom, where a run bath, shaving cream, and razor waited for him. She had prepared, apparently. Without much delay the boy entered the bath and, unbelievably to him, watched himself remove all of the hair he?d spent 15 years trying, and barely succeeding, to grow. Still somehow, as he exited the water and dried himself off, he noticed how much colder and softer his legs felt ? turns out that small amount of hair actually makes a big difference! He felt cold, and vulnerable in a way that he didn?t expect and as he exited the bathroom, Maddie was there waiting, starting to get ready herself ? in just a black lacy bra and panties. Cam nearly fainted at the sight, overcome with pure hormones and absolute infatuation with this girl. And best of all, she seemed not to mind! She was fine with him seeing her this way ? this was 100 times the payoff they ever expected to get with that stupid camera! Maybe, just maybe, it was even worth the humiliation he was about to endure. She told him to sit down on the bed and he did. Put these on, she said, and looked away. Cam reached out and took a pair of pure white, super lacy panties and reluctantly slipped them over his newly shaved legs. His mind was a slurry of conflicted emotions ? embarrassed, thrilled, even dissociated almost as he could barely comprehend that this whole crazy mess was happening. "Ok, I?m ready" She turned to face the newly shaved, panty-clad boy with a smile that knew things were going just according to plan. "Great, now the bra." She drew out a matching, beautifully white lacy thing and slipped it over Cam?s shoulders, securing it tightly in the back. She grabbed some kind of fabric from her drawer and gently filled in the cups between cam?s chest and the garment to give him some amount of cleavage, and took out a makeup brush and palette as well, with which she contoured around where his boobs would be and created a surprisingly realistic looking set of breasts, especially from a distance. Cam couldn?t believe she gave him tits. She pulled out another small, lacy garment, which Cam didn?t recognize. "Do you know what this is?" She asked He shook his head. "This is a garter belt, it holds up your stocking and looks just oh so sexy. Turn around." Cam turned to face away from Maddie and she wrapped the belt around his front, and secured it with the hooks in back. She threaded the garters under his panties, and told cam to sit on the bed. He obliged. "Now Cami, I don?t want you damaging my stockings, so I?m going to show you how and do the first one for you, then you can do the second, ok? Watch me first." She took a slightly opaque but still seductively sheer, pure white stocking and bunched it up into her hand before gently inserting Cam?s left foot and rolling it back up his leg. Cam felt waves of intense shivers move up his body as she finished drawing the stocking top up his thigh, and clipped it to his front and back garters on that side. He noticed the stocking tops were a beautiful white lace with a number of shiny clear and silver rhinestones expertly stitched into them, and the whole stocking had a shine to it that looked as sexy as it felt. He took the other stocking, and this time, following her example, rolled it up himself and secured it to his garter belt, and stood up. Dressed in all women?s underwear too mature for even the girls his age, Cam felt unbelievably turned on, and sexy, and mortified that he was in all women?s underwear! As he took a few steps he felt the slight tugs on his thighs of the straps holding his stockings up, and as his newly shaven legs rubbed together, he felt an intense but incredible reminder of his feminine predicament. In this time, Maddie had put on her own belt and stockings, and looked at Cam like a mirror image in all lacy black. "Sit down," she said again, and pushed him gently to the bed. She entered her closet, and returned with a pair of 4 inch bright white pumps, each with double crossing straps and adorable buckles at the ankle. She took his newly stocking-draped feet and slid each one into the high heels, making sure the strap was secure and the fit was right. They fit perfectly. Cam stood and nearly fell, but after a few steps started to regain his balance and walk in the heels. Maddie chuckled as he moved so inelegantly, but they could iron that out with time. She retrieved his and her dresses and laid his down next to him. His dress was, not unexpectedly, bright white, with halter straps reaching up from a sweetheart neck beaded at the hem with silver and translucent rhinestones. The skirt was a bodycon mini style down to his very upper thigh, where it became a small tutu reaching out in all directions. As he struggled to slip it on, Cam noticed the tight dress holding his legs closer together, and cupping his (almost) bare ass in a way no boy?s clothing ever did. He felt constricted, and exposed, and yet he almost didn?t care, because all he wanted to notice was Maddie, who put on her red satin minidress which shined in just the hottest way imaginable. "Normally," said Maddie, I?d do your makeup first, especially because you?re wearing white. But this time, something felt better about doing it last. Come on up!" She beckoned to the vanity, and as he approached, visions of his past encounter suddenly filled his mind, the way the girls swarmed on him with makeup, and he stopped in his tracks, almost unaware of it. "Hey, come on...you look great! She coaxed. He slowly began moving again, and got his first glance in the mirror. He couldn?t believe what he saw. There in front of him, below the neck, was a beautiful girl, one he would be unambiguously attracted to if he saw anywhere else. She wore a sexy short dress and high stockings, the tops of which were almost fully visible, not reaching high enough to be concealed by the very short skirt. He sat down and looked at his face, stilly fully masculine (at least to the extent it was when he came in). The juxtaposition was glaring. Maddie came up from behind him, and reaching over his body, one arm on each side, she clipped a small white barrette in his hair, pushing his blonde bangs out of the way. Rather than a wig or extensions, she saw a way to ease his medium length blonde locks into a feminine style by pulling it all back and sweeping it over the top, and though it was shorter than most girls, the style she managed with a few bobby pins and some hairspray was no different than a short-haired girl might wear it. There was something almost more feminine about the pixy style that Maddie really liked. "Give me your hands," she said, and guided his hands in front of him, laying his palms down on the vanity. She began to apply white nail polish to each of his fingernails, except his ring fingers, on which she applied a glittery silver. She finished with a top coat to give the shine she wanted, and told Cam to keep his hands there while they dried. That gave her all the time she needed to do his makeup. She started with a pale foundation to match his fair skin, and set it with a powder to eliminate any shine. Cam knew she was a face makeup expert, and while she skipped a few steps she might take for herself, Cam already began to look more feminine. A few strokes of bronzer to contour his cheekbones and chin gave his face a more girly shape, and finally she could begin on his eyes. After priming, Maddie started at the inner part of Cam?s eyelids and worked out, beginning with a very light shimmery silver and becoming a slightly darker grey. On the very inner corner of each eye she applied a super white eyeliner pencil and covered it with a small dab of silver glitter. She turned to eyeliner next, and drew a solid black line on each of his upper eyelids, reaching out to a very cute double wing at each end. She curled his lashes next, and then applied mascara, and Cam did his best to stay still as she applied the deep black liquid, slowly transforming his subtle blond eyelashes into bold, beautiful black lashes. Cam looked stunning. Finally, she turned him around away from the mirror towards her, and she took out his final makeup item, a brilliant red lipstick that he noticed she was wearing herself. "Even an angel needs a pop of color," she said matter-of-factly. As she unsheathed the tube and watched as she drew it upwards, he shuddered with fear and delight. She slowly brought the silver tube up to his lips, and he stared into her beautiful eyes as he felt her slowly and gently apply the brilliant red back and forth across his upper, then lower lips. She covered the tube, pleased with her work, and before Cam could begin to turn toward the mirror she caressed his neck in her left hand and the back of his head in her right as she brought her lips onto his, pressing in a deep kiss Cam wasn?t ready for. She pulled away like nothing happened. "Sorry Cami, you just look so damn cute I couldn?t help myself!" She said. "Cami," was stunned. He felt what only some girls, and far fewer boys ever did ? a lipstick-on-lipstick kiss, and with the girl of his dreams. Best, or worst, of all ? it was his first real kiss ever. He?d remember Maddie and this moment for the rest of his life, although he?d have to remember also being dressed completely as a girl while it happened. Cam silently turned back to the mirror to see Maddie?s work, and he was in utter disbelief. Looking back at him was not the boy that walked into Maddie?s room, but a stunning girl with an uncanny resemblance to that boy, if someone really cared to look. His red lips broke out of a sea of white and silver, from his nails to his eyes to his heels, and the girl in the mirror gasped, incredulous at how she came out. "She," turned to Maddie, who was all dressed herself in her red minidress, flirtatious makeup and black lingerie, red heels and a trickle of fake glittery red blood coming from the corner of her mouth. "A few last things and we?re done," she said, as she secured a headband supporting a halo on top of his head, and clipped some hoop earrings to each of his earlobes. Some small, fluffy angel wings were secured over his shoulders like a backpack, and he was done. "That should do it! And look, its right about 6:30 ? time to get going! _ _ _ _ _ As all of the girls and their boys arrived at Margaret?s, gasps and ?ooh?s and ?ah?s filled the air. The girls all couldn?t believe what the others had managed to pull off with their own costumes, but more importantly with their little partner?s. James and Bobby couldn?t help but laugh at each other, James in the little girl?s costume Bobby picked and Bobby in the slutty schoolgirl outfit James found. Cam stayed fairly quiet the whole time, although he was relieved to see his outfit wasn?t the most revealing of the group ? that was Bobby, and Dylan arguably had the worst situation overall. Most of all, they noticed how awfully unlike themselves they looked. Disconcertingly, if any of them saw the others at a party they would probably think the other boy was really cute, maybe even try to talk to her/him! Margaret decided that they would all take a walk around the block together! The boys dreaded going out in public, but at least it was only 7. Outside, they were all conspicuously overdressed given that most of the neighborhood trick or treaters were under 13, and their parents probably didn?t appreciate the promiscuous group of 8 girls walking around their wholesome community in those outfits. The gang met with Rachel and Emily, who couldn?t believe what the other four had managed to do with the boys. They returned to the house, but on the way one of the local high school senior boys called out to Courtney. "Hey, you guys are coming tonight right? Bring your cute friends!" That was Jack Jackson, and Courtney responded with an affirmative "we?ll be there!" The boys didn?t expect to go to a party and didn?t want to, but having gotten this far there was only one way to go from here. In a few short hours, those photos would be gone and they could stop treading in fear all the time. Around 10 all of them went to the party at Jack?s house, where the boys got their first real glimpse of a wild high school party. None of them had drank before but each had a cup of beer given to them by an upperclassman guy. Smartly, none of them drank it ? they knew what happened to girls at these parties and wanted no chance of being roofied and discovered for what they really were, in the worst way possible. The gang stayed close together, talking and counting down the hours while the girls mingled. Dylan commented on Bobby?s hair ribbons and Bobby kept flicking Cam?s halo even though Cam told him to stop. None of them really knew quite what to do, but besides denying the few boys that approached them with the most feminine "no," they could muster, the night was fairly uneventful, much to their pleasure. As the girls started getting ready to end their appearance, Margaret approached Jack and pointed to the four newest girls in the room. "Hey Jack, quick question for you, which one of those girls do you think is the cutest?" Jack thought about it for just a second before confidently responding "The Angel. What?s her name?" Margaret replied "Cami, but she doesn?t live around here so don?t try anything. Thanks!" All ten of the gang gathered up in a circle for Margaret to announce the news. "Thank you all for participating in this year?s costume competition, except Rachel and Emily, who thought this idea was too mean. Our winner is...Team 1! Maddie and Cami!" Maddie?s face lit up with excitement, and she turned to her feminized little angel and planted a big kiss on his lips, which he happily reciprocated. The others were shocked, but as he pulled away a giant permanent smile remained on both of the couple?s faces. That gave everyone the adieu they needed, and full clearance to head back to Margaret?s where everyone got undressed, took off their makeup, and ate some candy. The girl?s lingered to tell each other all of the juicy details of how their boys handled the makeovers, while the boys got ready to go. James approached Margaret about the pictures. "They?re good as gone," she told him. James watched her delete the offending images from her laptop, and phone, and took her assurance that they weren?t to be found anywhere else, besides the boys? own phones (which they deleted quickly and in front of one another). Margaret was mean, but she didn?t lie, and James felt a wave of relief as their little mistake was finally paid for, by far more than it was worth. "Thanks for being a good sport," Margaret told him. "I know this was a punishment but I hope it wasn?t all bad. After all, you got Courtney." In retrospect, having Courtney as his partner really wasn?t the best thing, but he kept his mouth shut and nodded. The boys went home, with the events of the last day and weeks feeling more like a bad dream than a reality. They all found bits of glitter on their faces over the next few days because that stuff just never comes off, but besides that it was clear in school that no one had recognized or seen them. To Cam?s dismay, Maddie didn?t talk to him much like he?d hoped, even though her texted her a couple times to see if they could date for real. She didn?t answer, until she approached him in the hall one day a few weeks later. "Hey," she started, looking over her shoulder to see if anyone could see or hear her. "Hey," responded Cam, anxiously wondering what she could be there for. "Ummm.. well I guess I?ll cut to the chase. I had a lot of fun on Halloween and I was wondering...would you want to do that again sometime, like, be Cami for me? I just think you looked sooo incredible as a girl and I?ve been thinking about it a lot and I know it?s embarrassing but...." Cam interrupted her with a kiss she wasn?t expecting, and without saying anything he began to walk backwards away, towards his next class. After a few steps, he answered, "You have my number....!" and as he turned away, shot her a wink.

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My Best Halloween

I just love Halloween. To me it’s the time of year where grown-ups can play dress up, with masks. I love the idea of hiding my identity behind a mask, because my inhibitions seem to disappear and my whole body quivers with lust. I remember one Halloween where my husband and I were invited to a swingers costume party. This couple was close friends of ours, and even though the event was a month away, I could hardly wait. Nothing says Halloween like a costume with near nudity. So we went online in...

Straight Sex
4 years ago
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The Witches come visiting on Halloween

Halloween Night The Witches Come Visiting on HalloweenAn erotic fable By Alfamann Part 1  It was the evening of Halloween and 33 year old Rachel sat alone in front of her television. As she glanced outside through the lounge window of her small, one bedroom Annapolis apartment she could see the sun beginning to set on yet another day. She felt thoroughly miserable. In fact, she didn?t think she had ever felt more alone and miserable in her whole life. Her 12 year marriage had broken up...

2 years ago
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I fucked a grandma that was my grandpas whore

There was a 70 year old grandma that moved in right next to my apartment, I was 18 at the time and my grandpa was 74. I lived with my grandpa at the time. The old grandma would come to talk to my grandpa each day, she would keep teasing him, she would flirt with him, she tried to seduce him. My grandpa ignored her at first but then he started flirting with her after a couple days. I once came out of my apartment only to see her sucking his dick outside on the porch while he was touching her...

2 years ago
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I Hate Halloween

‘I hate Halloween,’ repeating it louder the second time hoping it will shut Diana up. Walking next to me she replies in a sarcastic voice, ‘You are hopeless. Your parents named you Rhiannon, after a Celtic fairy. The fairies are supposed to come out of their world and into ours, to do all that fairy stuff during their one night on earth, Halloween night.’ She waves her hands in the air with a look of disgust on her face. ‘So come out of your world little fairy, it is the night of goblins,...

4 years ago
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The damndest things can happen on Halloween

I was at a Halloween party with a bunch of people I didn't know after my girlfriend got pissy because I looked better then she did and left. Let's back this up two days !!! We've been invited to Tammy's Halloween party Saturday night, my girlfriend Carol told me. It's a maskarade party. We gotta get costumes. Oh great I said. Tammy is the rich bitch that's been after my dick since grade 9. I'm not into her. Way to snobby for my liking. Carol on the other had is the complete...

3 years ago
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Percys Halloween

This is my first story. Comment if you like it, or if you figure out the refrence! :D *** "No!" Percy refused. He crossed his arms and glared at his friends. "I'm not doing it!" "C'mon, Percy," Grover pleaded. "Connor, Travis, and I are doing it, so you have to too!" "Yeah," Connor butted in. "You said you would be in our Halloween group, so you have to dress up in the same theme we do!" "That was before I knew what it was!" Percy argued. "I am NOT doing it!" "I didn't...

2 years ago
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Der Geist von Halloween

Vorbemerkung: Ich schreibe keine Geschichten, ich erz?hle nur von meinen Phantasien... Heute versuche ich mich erstmals, etwas in meiner Muttersprache zu schreiben. Ich versuche zeitnah eine englische Version nachzulegen. Inspiriert wurde ich von folgender Comicsequenz http://diggerman.deviantart.com/art/Date-Night-Drag-Queen-Girlfriend- 504719679, habe allerdings auf Grund pers?nlicher Pr?ferenzen die homosexuelle Komponente entfernt. Wer Schreibfehler findet, darf sie behalten. Ich gel...

3 years ago
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The Strawberry Patch Book 3 Life On The SavannahChapter 15 The Holiday Stories Halloween

Halloween is a silly holiday. People dress up in silly outfits and beg for candy. We live in a spread-out neighborhood that is part up-scale homes and part farm homes. Any trick or treating to be done had to be done using transportation. Several of our neighbors had a golf cart that they used to haul garden stuff around their property, they didn’t make golf carts big enough for the Herd, so we used the 16-passenger van we had decided to buy, and we drove the Herd from house to house in...

3 years ago
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Island of Hernando Rodriguez

He watched them as they sat sipping their colorful drinks and flirting with male guests and hotel employees alike at the Garden Cloud Lounge. They were undoubtedly four sisters, all in their late twenties and thirties, and attractive. They were obviously American, and they laughed as they tried what little Spanish they knew on the young waiters. He had seen groups like this many times. Their often affluent husbands allowed them to have "Girl's Time Off" now and then. It worked out on both...

4 years ago
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No Escape Chapter One Halloween

large mass of muscle, though having a six pack and noticeably worked arms. Seth had medium length black hair that hung barely past his ears. Nice blue eyes, and very distant freckles on his face. Seth was at his home, but was planning on going to get a drink at the bar. It was 6:33pm. The day was Saturday, and Seth didn’t have to go to work tomorrow. What he didn’t realize is, today was October 30th. When Seth went outside to his car, he say Halloween decorations all across the block. He...

4 years ago
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My Best Halloween

Nothing says Halloween like a costume with near nudity. So we went online in search of just the right outfits. I of course would love to go as a sultry vampire, with hubby as Count Dracula. Oh God, the mere thought of that sends shivers through my whole body! It wasn’t long until we found the perfect attire. My name is Kandy, and my costume was an “Elvira” one. The “Mistress of the Dark,” who hypnotizes any man and can make their deepest wishes a reality. It doesn't get any sexier...

4 years ago
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I Remember Halloween

Written by Jimmmy D. Halloween night, Samhain, the day before All Saints Day, a day when the demons are suppose to pounce from the ethereal planes to our materal planes. We wear masks to hide who we are, and to scare the demons away, but if you hde yourself for too long will you become your costume? Benjamin Bradley as a young man, abouty 17 years old, a slender young man, but strong never-the-less. His ratty unkempt hair hd his face from passers-by, and his punk attitude scared...

3 years ago
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Leons Halloween

Despite it being Halloween night Leon wasn't too happy. His plans of attending the Halloween party put on by some friends were ruined when his wife was called into work. It was one of the small annoyances at being married to Doctor who was on call.The outside of their house had been decorated with lights, giant spider webs, gravestones and eerie figures. A soundtrack of scary organ music emanated from hidden speakers and it was plain to everyone that Halloween was his favourite holiday.The warm...

Taboo
2 years ago
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Halloween

I sat at the back of the 127 bus to Wakefield. The infamous blocks of flats along with the cathedral’s spire scraped the night’s sky. The glowing signs of numerous fast food joints whizzed by as the bus sped up Westgate. I watched the groups of people starting their journey on the ‘Westgate run.’ I smirked as I saw some pretty lame Halloween costumes amongst them. “What are you laughing at?” Chris, my boyfriend, asked. “Just the costumes,” I replied as I turned to him. “I can see why,” he...

Straight Sex
2 years ago
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Halloween

(C) 2006 Nick B - All rights reserved Chapter I The thing with Halloween is that it's unpredictable; predictably so. Last year for instance, was not what Chris Burton would have expected even if he had been told it would happen beforehand. Chris owned and ran a software company and business was a little down at that particular time. He had started the company in October of 1999, just when everyone was panicking about the Millennium Bug. You know, it was just prior to that time...

2 years ago
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Rocky Horror Halloween

Rocky Horror Bet "Come on Lisa, don't you think this is going too far?" I asked nervously. "Tom, a bet is a bet. And you lost fair and square...besides, this is my final, and we need to have you ready for the show tonight." I swallowed again and shut up. It was no use whining, I had lost the bet. I wiggled in the chair in the beauty school as she worked on me. Part 1 It all started last week as my Jets faced off against her Giants. It was one of those rare times in...

3 years ago
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TGS Surrounded On Halloween

Surrounded On Halloween A Timber Grove Story by Trinity CHAPTER -ONE- William walked alone through the City Park, the sounds of laughter and cheers in the distance causing him no merriment at all. With each step his hiking boots seemed to drag a little more, with his jeans and jacket becoming more heavy as well. A sudden wind picked up, causing him to pull his jacket closer. It was rather mild for late October, but mild in Timber Grove was cold just about anywhere...

3 years ago
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A Katie R Halloween

"Hey, Claudette, let's play a trick on the new Librarian from Australia. Them foreign babes are willing to do just about anything if you put it to 'em right." Every year Del Rio, Texas and Wallaby, Australia trade librarians. No one knows exactly why this is done, but once two governments start something they never seem able to stop. This year's Aussie babe is the hottest one yet. Looks like a natural blonde to me and so tiny and cute. She can't be more than 5' 1" at the most, but no...

4 years ago
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I Love Halloween

I love Halloween, not just the day, but the whole season. I go to as many costume parties as I can. I sometimes have to crash the parties, but with everyone wearing a mask no one notices me. That's the benefit of costume parties, no one notices me. The rest of the year everyone tries to avoid me, ever since the accident. Ten years ago I was riding my bicycle to school. I was sixteen and could not drive yet. There was a big hill just down from the apartment mom and I lived in. It was great for...

3 years ago
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Full Circle Halloween

So, there I was, at a party going stag, a Halloween bash, of all things! Now, bear in mind that Halloween itself is my birthday and it happened to fall on a Saturday that year. I had just broken up with Selina, my girlfriend of two months, over something that I thought was petty, but she deemed a catastrophe. She had seriously overreacted and committed the unpardonable sin when dating me: physical violence. She had slapped me, I considered that to be abuse, and I told her so as I walked out on...

4 years ago
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Tanya Blows Halloween

A friend, our sometimes shy and always tiny Tanya, arrived at our post-Halloween brunch with her beau and two strangers, Chuck and Carol. After introductions, Mario asked how she met her new friends. The four of them burst out in giggles and blushing grins. “Oh, this should be interesting,” Mario smiled at his wife, Maria. Sue brought out a pitcher of frosty Marguerites and poured as Tanya hung a black trench coat and a black, long-feathered mask on a chair then began her embarrassing...

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