2 comments/ 64655 views/ 18 favorites Maid Anna By: randomspaces Authors Note: I wrote this as an icebreaker on a dating website, it's the first story I've ever written with the intention of showing to someone else. Any reviews would be more than welcome. Oh, this should probably go without saying but not only is everyone in this story over 18, they also live in a wonderous fantasy land where pregnancies are always expected and there's no such thing as sexually transmitted diseases. Enjoy. CRASH!! She froze as she realised what she had done, her arm had alipped while dusrong and her elbow had knocked one of her new employers vases off the mantle where it had smashed. She knelt down, there was one large piece amd two small ones, maybe she could fix it before it was noticed. As she was gathering up the pieces, she heard a voice behind her. "What exactly is going on here?" She froze as she heard his voice, then blushed as she remembered how short her uniform was and realised that her employer could see her ass, with only a meagre black g string to preserve any modesty. She stood up amd turned around. "I'm sorry Sir, but my elbow accidently knocked the vase and I'm sure that it can be," she stopped talking as he held up a hand and looked at her. She blushed again, thinking about how her uniform put her on display. The top was so low cut that her breasts threatned to fall out with every step, and half a dozen petticoats flared her skirt out so much it was almost horizontal. All her lingerie was black lace with white satin trim, so even while getting changed she looked like a maid. The worst part was that walking around all day dressed like a sex toy was making her horny, she had already slipped back to her room once today to change her panties. Every time she caught a glimpse of herself she thought about how everything she wore was designed to advertise her body as being available to fuck, and what a relief it was that she didn't have to go out in public dressed like this. "I had thought you capable, but it seems that you need a refresher course on how to clean peoples possessions wirhout destroying them. Come with me." With that he turned and strode out of the room, with the young maid scurrying after him. He stopped at a locked door, she hadn't had oppurtunity to clean in there yet. She was curious about what lie ahead in the room, but was also dismayed that she was going to have to use her fingers again tonight. She wasn't sure she understood the man whose house she cleaned, why was he going to dress her like she belonged in a high class brothel if he wasn't going to fuck her? She shook her head, her disaster with the vase meant he was unlikely to satiate her tonight, then looked around the room she was in. Three walls had cupboards and drawers built into them, the fourth had the door and a number of eyebolts sticking out. "Face the wall and put your hands on your head," she turned quickly, from the tone of his voice he was really mad and the last thing she wanted was to make things worse. She could heard him moving around behind her, then she felt cold metal around her neck and heard a click. A collar! He'd put a collar around her neck, she moved one hand down to feel for a latch, but all she could feel was a raised section with a slot. "That's where the key goes, you'll wear that until you've learnt to be more careful." He clipped a short chain from her collar to the wall, then she heard him pick something up off the floor and walk back to her. She felt his hand around her wrist and pressed her thighs together, this was the first time he had touched her since shaking her hand when he first hired her all those weeks ago and she couldn't help the rush of moisture between her legs when she felt his grip. Her arms were placed behind her back, with her palms together, then she felt something sliding up them, when it was around her biceps it stopped and she felt pressure around her wrists restricting her movement further. She wiggled her fingers in their sheath and realised that He was standing close enough that if she leant forward slightly she could reach back with her hands and stroke his groin, were she was gratified to discover that he was hard while he was manhandling her. SMACK! She let out a yelp as she felt his hand sting her backside. "You need to learn to control your hands, young lady, that's why you're in this predicament in the first place." She gasped as she felt a strap tighten around her upper arms, drawing them together until her elbows were almost touching. "This will teach you that when you are allowed to use your hands, you will be careful where they go. Do you understand?" "Yes Sir," she responded, wondering how she was going to get any work done without her hands. She listened to him rummaging in one of the cupboards behind her and tried to slouch wondering what new punishment was going to come out of there, only to discover that the way her arms were pinioned kept her standing up straight. A door closing behind her told her that he had found what he had been looking for, then she felt his hand on her forehead, pushing it back slightly. "Open your mouth," he commanded and she did as a bulbous gag was pushed past her lips. It filled her mouth fairly completely, but wasn't that uncomfortable, she thought as the straps for the leather harness holding it in place were tightened around her head. A couple of the straps went near to her eyes, but they didn't block her vision that much so she could still see, even if the only thing she could see was the wall six inches in front of her. "Now, this is going to hurt, but it's what happens to bad maids who break things." She tensed as she wondered what was coming, then screamed into her gag as she felt a cane whip down and across the curve of her bum. She regained her breathing as she felt the cane resting near where she could feel a line of heat across her backside, them it lifted off and she heard it whistle through the air as it came down again on her thighs. She was still reeling from the second strike when the third one came and then all hope of counting was gone, as she squeeled and stamped her feet. After what felt like an eternity he stopped and she flinched while he traced the lines he had just made with the tip of his cane. "Now that you know the punishment for clumsiness, you should probably be disciplined for your impropriety before. I did not hire expect I hired a slut, eager for any cock that might come to hand. I expected you to clean and attend to any need I might have. Your needs have been judged and provided by me and your wants are immaterial. If you continue this behaviour I shall place you into chastity and be the sole source of any sexual gratification for you as well. At least that way I won't have to here your constant moaning as you frig yourself to sleep each night." Her cheeks burned as she realised that her nightly pleasure sessions hadn't exactly been private were outweighed by an almost fear that he would keep her in some form of chastity. It would be humiliating to know that she was dependent on him for an orgasm, she would probably have to earn the right for release, but he did say that he be her source of sexual gratification. That means that he would fuck her, even if not as often as she wanted. SMACK!! She yelped as she felt something come down on her ass again, not the cane this was more like his hand, but harder, a paddle she guessed. Knowing what it was didn't lessen the intensity, she yelped each time it struck, but it least it never came down where the cane had. She counted twenty blows on her ass before it stopped, then she stood there shifting her weight from one foot to the other like a naughty schoolgirl. After a few minutes he unclipped her leash from the wall and turned her around to face him. She glanced briefly at his face, then looked down to see the visible bulge in his pants. She kept her eyes fixed, hoping that he would read her intentions and hold her up so she could feel his cock slamming her against the wall. He grabbed her hair and jerked her gaze upwards, then pushed something onto the front of her gag. Feathers, it was something with feathers. "You still have a lot of dusting to do, make sure you do it properly, I feel like fucking tonight and I wouldn't want anything to spoil the mood." He opened the door and pushed her back out into the hallway where she stumbled slightly before regaining her footing. As she walked slowly down the hall, hampered somewhat by not being able to use her arms and her field of vision being taken up mostly by feathers, she stopped at a hall mirror and took in her appearence. Her mascara was streaked down her face, but it was mostly obscured by the leather straps and feather duster that had been fixed to the front of her gag. Her arms behind her back was forcing her to stick her chest out and her dress now rode just below her nipple line, which her flimsy bra did nothing to hide the fact that her nipples were to rock hard bullets pointing straight forward through the lace. When she turned she could see that her arms had been encased in a vinyl armbinder, with wide leather straps around her wrists and biceps holding them together. She turned more and saw that her skirt had been pulled up to accomodate her spanking and was a bright pink colour, further down she could see red stripes on her thighs that were starting to fade. She counted ten of them, she could have sworn he had been beating her for half an hour or more. When she turned back around she saw that the front of skirt had been pulled up as well, worse her pussy had sucked her, mostly insubstantial, g string into it's folds, leaving her glistening pussy on display. She pressed her thighs together and noticed that her wetness had started to run down her thighs and soak the satin frills at the tops of her stockings. As she looked at herself she realised that she was already in chastity, she had no way of making herself orgasm, except he did say he wanted to fuck tonight, as long as she didn't mess up her cleaning she should be able to get what she wanted. Anna gently waved her head back and forth in front of the mantelpiece, she cleaned every day and her master didn't seem to mind that she was just making a show of it. She could feel his gaze on her with every step she took, although every time she looked at him he seemed deeply engrossed in either the book he was reading or the text messages that he had been receiving with increasing frequency since she had resumed work after her punishment had finished. Well, she ammended, the first part of her punishment since her arms were still held tight behind her back by the armbinder and she was forced to clean with a duster attached to the front of her gag. She could feel the drool at the edge of her mouth collecting, then running down to her breasts to pool in her cleavage. Despite the discomfort that was starting to set in, the burning need between her legs kept her at her task because she was going to get fucked tonight, her master had said so and she had felt how her body had made him hard. The memory brought a fresh burst of heat to her aching pussy and she felt another rivulet of juice make it's way down her thigh to be caught by her stockings, she would have to throw away this uniform it was so stained with her own juices. "Come here, Anna," she turned and walked slowly over to him, she wanted to rush and show how obediant she was, but the armbinder changed her center of gravity so she had to take smaller steps. When she reached him she stopped and he walked behind her, then she felt hime loosen the strap around her upper arms. She winced as she moved her shoulders around slightly to encourage the blood to flow back into her muscles, but mostly held still as her master undid her wrists, then the armbinder slid off to the floor. She shook her hands slightly, then tugged at the hem and neckline of her uniform to regain her modesty, such as it was, then folded her hands in front of her, like she had been taught on her first day that a demure maid should. "Put your toys away, then make yourself presentable, my dinner will be here in half an hour and you have to collect it from the caterers." He had his dinner delivered from a caterering service every night, one of her daily tasks was to rearrange the meal onto his preferred china. Thirty minutes didn't give her much time though, she gave a small curtsey then turned and left the room, bending over to scoop up the armbinder as she left. As soon as she got to the hallway her hands raced to her pussy and she desperately thrust a finger in and out of her dripping folds, her other hand dropped the armbindeer and started to rub back and forth over her engorged clit. Barely thirty seconds had passed before her eyes rolled into her head as she orgasmed. Anna leant against the wall and wiped her hands on her apron, then started to fumble with the straps behind her head. Eventually she got them undone and spat the gag out, then moved her jaw around to work out the stiffness. She looked at the gag and thought that she was certainly quieter when she came and decided to get one, she really didn't want to be locked into a chastity belt and unable to cum unless Sir was standing over her. Her hands strayed up under the hem of her uniform again and she shook them clear, maybe she did want to cum with him watching her, but she didn't want to be locked up for who knows how long in between. She forced away those thoughts, according to the clock in the hall she only had twenty five minutes left to be at the back door to greet the caterers, if Sir found out she had been late because she was bringing herself off in the hall her fears would become a reality. As she approached the room she had been caned and spanked in she passed the same mirror again. Her face was a mess, the leather straps from her gag had rubbed back and forth, not enough to irritate the skin, but enough to smear her tear streaked mascara even more until she had two big black smudges on her cheeks. Her lipstick was mostly rubbed off and when she looked down she could see the red all over the black rubber from her gag, and there was a line of dried spit from the corner of her mouth to her chin. She looked closer at her collar, since the duster wasn't in her way now she could see a little medallion hanging on her collarbone. Maid Anna. Her eyes widened, she liked being a maid but now everyone was going to know that her status was 'servant' every where she went. Visitors to the house weren't many, but they all stared at her brief uniform that worked so hard at displaying her charms with a slightly proprietry air that made her cheeks flame and her pussy moisten. Now there was no hope for her to put on a pair of jeans and go the mall, Sir didn't seem the type to let her out of this just for a day off for shopping. She went into the room of her punishment and looked around, none of the cupboards or drawers were marked, but one of them was now open. She walked over and peered in to discover a cane, paddle and a ballgag. She looked at a note that had been pinned to the inside of the door. 'Maid Anna,' it read, 'this is where you shall keep the toys that I have deemed for your use. You are already familiar with a couple of them, the third is so I can sleep uninterrupted.' The note was unsigned, but it didn't really need to be. She wiped the gag she had been wearing clean, folded the armbinder and placed them back in her cupboard, retrieving her new gag as she did so, then closed the door and headed for her room. When she got there she looked briefly at her door, it was an old house which retained many of the original features, one of which she hadn't paid much attention to unitl now. The door had a small plaque that said 'Maids Quarters' on it, there were seven main bedrooms but she was still sleeping in the maids quarters. She pushed the door open and looked around, taking in details for the first time. She called it her room because there was noone else down here, it was actually a narrow corridor, much narrower than the halls upstairs, with half a dozen doors coming off each side. She remembered from her tour when she first arrived that there was an exit towards the end of the hall where the grounds staff could come and go without tracking the outdoors through the main house, there was also a small bathroom with a communal showerhead and line of sinks. Sir had told her that these would be her quarters alone until the house was brought up to staff again, but since then had seemed content to watch her prance around in her skimpy uniform. She walked down the hall and took the second door on the left, since she was alone down here she had reasoned that there was no point in taking up space in the room she slept with her clothes and things, so she had occupied one room for her bedroom with it's narrow bed and a small TV, and was using a second room as her walk in wardrobe. It had amused her at first that she had a walk in as big as some of those upstairs, but now as she looked around she realised that she had really just been given a large closet as a room. Worse, because the room had always been designed for human habitation, it was as if the designers had decided that these people didn't deserve or require the space of those upstairs. Anna stripped out of her ruined uniform quickly, fresh panties replaced the ones that glistened with juices from her snatch. These weren't a g string, but still matched the theme that all her underwear shared, black with flouncy white trim. She hurried won the hall in her fresh panties and quickly washed her face, then started to reapply her make up, thick like she was a porn star with dark mascara and bright red lipstick. Her face looked paler when she was finished, but she was understanding more now that she had been hired to be a sex toy as well as a maid, someone to be a constant visual stimulant and taken at will. She went back to her changing room and put on her garter belt and bra, then started pulling her petticoats over her hips, then squeezed herself into a fresh uniform and sat down to roll new stockings up her legs. She adjusted the stockings so that small bows were aligned properly, then clipped them onto her garter and slipped the 4 inch heels onto her feet. They were tall, moreso because of the platform soles, but the platforms made them much easier to walk in. She stood up, letting the dress fall over her lingerie and flounce out over her petticoats. She fastened the small, lace trimmed, white apron around her waist and used some pins to ensure her lacy cap stayed in place on her head, then checked the time. Three minutes left, just enough time to make it to the backdoor at the kitchen. Anna rushed through the house, arriving at the kitchen door just as the caterer started to knock. She opened the door and let him wheel the steaming trays in. "Dinner for two tonight, I see. The boss is having a ladyfriend 'round for dinner, is he?" the caterer asked as fiddled with a clipboard and pen for her to sign with. Dinner for two! She hadn't been permitted to eat with Sir even once since starting here, all her meals had been taken in the kitchen 'til now. She flushed as she thought of being allowed to sit and eat with him in the dining room, not having to stand at his shoulder and wait for him to finish his meal before she could take his dishes to the kitchen and start on her own. Anna mumbled something to the caterer about Sir having a new woman in his life, than thanked him as he took his cart and the previous days trays with him. Dinner for two! She arranged the meal onto two plates and carried them through the swing doors to the dining room where she placed them on the table, then arranged cutlery and glasses. She went to a sideboard and set two candles in the centre of the table, lit them then dimmed the lights. She wondered if she had enough time to change her panties again, as the thought of dinner followed by sex meant that her pussy was well lubricated. She decided against it, if her fingers got to close to her snatch she didn't think she would be able to stop herself from another round of self delight and she wanted to save her next orgasm for when Sir was thrusting his cock in and out of her. Maid Anna Anna went to the drawing room, where she expected to find Sir, and stopped. When the occupants of the room finally looked at her, she said "Sir, dinner is ready for you and your guest." She couldn't believe it, he had brought another girl here. He said that he wanted to fuck and instead of taking advantage of the girl he'd kept tied up for half the day, he'd gotten in some cheap looking slut. Anna looked closer at her competition, she was dressed in a blue minidress that barely covered her ass, skyhigh blue heels with chunky soles, big trashy blue earrings and a bunch of blue bangles on each wrist. Everything the girl was wearing was blue, even the thick eyeshadow and liner she was wearing. Anna sniffed in disgust, her makeup might look slutty, but it was a classier type of slut than the girl in front of her who looked like she was trying out hooker makeup for the first time. "This is Kate, she's been hoping for a chance to come here for quite sometime, haven't you?" The girl, Kate, looked up at Sir with adoring eyes and Anna felt another surge of jealousy as the girl responded. "Yes Sir, and thank you for considering me for this. When I got your text this afternoon I was so excited that you had considered me for a second chance." Anna was confused and looked at Sir with questioning eyes. "Kate was one of the other applicants for the position you currently fill, when I interviewed her she suggested very heavily that she would make herself available for sex, but you seemed to have a better grasp of what would be required from you on a daily basis. So, now I am going to test Kates conviction that she wants to whore herself for this job, you are going to observe so that you might better understand what is required of you if I decide to take your body, and Kate is going to receive the opportunity to see how a properly trained maid should behave. Anna, take her to the room where you will find a cupboard has been set aside for her. See that she is properly dressed with the items you find in there, then attach both her and yourself to the wall, as you were before. Do either of you have any questions?" "No Sir." "Yes Sir, what did you want me to do with dinner?" "You see Kate, that's why you failed to impress me in your interview. Anna, cover the food and place it in the warmer, there are other matters of importance tonight." "Yes Sir." Anna tried to force down disappointment as she realised that not only was she unlikely to get the chance to fuck tonight, instead Sir was going to fuck this trashy little whore and then call her a maid. Anna looked at Kate and decided that the best way to show Sir who the best maid for the job was, was to let this gutterslut try to pretend to be a maid and show her up at every opportunity. They quickly took the food from the dining room, pausing to blow out the candles as they passed through, then Anna led Kate to the punishment room. They walked in the door and Anna snapped out. "You stand there by the door, I'll get your things so I can get you ready. Hurry, if we're not ready by the time he gets here there'll be trouble." She was gratified when Kate didn't offer any argument, she just went and stood where she was told. Anna nodded in satisfaction, then turned to the open cupboard which was next to hers, and smiled when she saw what was inside. Kate stood next to the door and wondered about the source of the animosity the girl in the maids uniform had towards her. She was probably just jealous, not only was Kate going to get a job here as well, but their employer obviously thought that she was prettier than his servant. Kate had seen Anna nipples poking straight through the flimsy material of her dress, it was obvious that she was going to do everything she could to try to convince Sir to fuck her instead, but Kate wasn't so sure that he would be so easily swayed. Didn't he watch Anna prance around all day in a costume that looked like she was supposed to be cleaning the set of a porno? Yet he had called her over here specifically for sex. Sure, it was a little humiliating that he had called her a whore in front of the maid, but she had hinted in her interview that she would be more than happy to service him sexually, in addition to her other duties. She probably wouldn't have done that, but she had been out of work for months now, and she was due to be evicted from her apartment in less than two weeks. She was desperate and a job as a maid with some dirty sex thrown in was a much better alternative than working at a strip club or some seedy brothel, which were the only two other avenues for work she had found. She was so desperate to impress that she'd come here immediately from shopping, where she had walked into the mall wearing jeans and a t shirt and walked out dressed as she was. She had spent the money for her water and electricity bill and her lingerie had cost almost as much as the rest of her outfit combined, but she was sure that Anna would learn a lot more about sex tonight than Kate would about being a maid. She heard Anna finish with whatever she had been playing with and walk back over to her. "Hold your hair up, away from your neck," Kate followed the command, she didn't want Sir to decide not to fuck her, he would put her out on the street and she would have to blow her fat, sweaty landlord to keep her apartment. Kate felt a collar being placed around her neck and snapped shut. It was a little tight, but she could still breathe without any problems. A short chain followed and she shuffled forward to let Anna clip her to the wall, her nose was about six inches from the wall as she pulled back on the chain slightly. She stared at the wall and wondered if this was how Sir wanted to take her, standing with the side of her face pinned to the wall as he plowed into her from behind, the chain pulling her head down to the ground as he held her up and took her, again and again. "Put your arms down behind your back now," Kate dropped her hands, and as soon as her arms were out of the way Anna forced a ring gag into her mouth and buckled the strap behind her head. Kate felt her body being pressed towards the wall as Anna buckled leather cuffs around her wrists and elbows, then her left wrist was twisted up and attached to her right elbow and vice versa. Kate's nostrils flared as she struggled to free her arms, but her bonds were too tight and she could feel Anna crush her boobs against her back as she leant in and whispered in her ear. "Sir wants you to be ready for him and you will be, but you're not good enough to stay here and serve him. I'm the one that's supposed to get to do that, not you. You're just a cheap whore that doesn't want to serve, just to fuck, and once he's fucked you I'm going to make sure he sends you away. Maybe there's a whorehouse he can give you to, they'll find you customers, you'll fuck them and Sir and the brothel can split the money." Kates eyes widened as she thought about the possibility, she didn't want to be pimped out like some common slut. She shook her head to clear her thoughts, there was no way this maid had the sort of influence over Sir to do something like that to her, she couldn't even convince him to fuck her. She took a deep breath as Anna stepped away from her, then she felt the hem of her dress being pulled away from her ass and cold steel on her cheeks. She tensed, was Anna going to cut her? She twisted her head to identify the sound, then realised that Anna was cutting her dress off her. Kate couldn't believe it, she had just bought this whole outfit just for this night, and now it was just being cut off her to be thrown away as rags. She flinched as the shards of her dress were torn from her body, then stood there, shivering slightly, in her bra and panties. She could hear Anna moving behind her some more and wondered what was coming next, Sir had said she was to be dressed, but so far her clothes had been taken from her and she had been bound tightly, she couldn't imagine how this was supposed to be a prelude to her getting dressed. She thought she heard chain coiling in the background when Anna came and unhooked her chain from the wall. She pulled on Kates very short leash, her fist almost at her throat, and led her to the center of the room where there was a chain hanging down from the ceiling, ending about four feet from the floor. Anna took the chain and clipped it to the front of Kates collar, then dropped a pile of leather straps on the floor and brandished her scissors. "Wow, look at the tits on you," she exclaimed, "mine are good, but I guess Sir really wanted to fuck a massive pair. What size are they?" Anna waited for a second as Kate muttered something incomprehensible. "Oh, that's right, you can't talk because you've got that gag holding your mouth open, waiting for Sir to shove his cock in there and fuck your throat like the nasty slut that you are, I guess I'll just have to find out for myself." Anna leant forward and cut both shoulder straps on Kates bra, then snipped the center allowing Kate's breasts to spill out of their confinement. Anna tugged the lace from behind Kates arms and looked at the tag. "Hmm, DD, but you were really popping out of this thing, so I'd guess you were really an E. Hey, is this brand new? It is, you bought new underwear to fuck Sir, isn't that sweet? It's a matching set too!" Kate was dreading the excited tone to Anna's voice, she knew what was coming, but the maid that was tormenting her seemed to be taking far too much glee out of the circumstances, she thought. "At least it was a matching set before I got so busy with my scissors, let's fix that up, shall we?" Kate looked down and saw the blades cut through the thin lace at her hips, then her last piece of ruined clothing was taken from her. She looked ahead as she swore that she would do everything she needed to, to get the position here. She had no choice now, her utilities bills were laying in tatters at her feet. Anna held up the leather straps and turned them this way and that, Kate realised that it was a harness as it was fitted up under her boobs to display them with cups that came nowhere near her nipples. She looked away as Anna giggled that her tits told everyone around her that she was ready to be fucked, Kate desperately wanted to point out that Anna's nipples were at least as hard and tenting the satin fabric of her dress, but couldn't as the gag in her mouth was reducing her arguments to moans and groans. Anna finished threaded the straps behind Kates arms and tightened them up, Kate looked down and guessed that this is how she was supposed to be dressed, in a leather harness that put her tits on display and nothing around her waist. The only part of the clothes she had arrived in that hadn't been destroyed were here shoes, which was also the only part of her wrdrobe she had been permitted to keep. She watched Anna walk around the room, picking up the pieces of her ruined dress before she left the room. Kate started to panic, was she just going to be left here by herself? She was looking around the room when Anna walked back in, without Kates clothes. Kate stared, relieved, Anna must have just left to throw them away. The girl in the maids uniform walked over to Kate and looked at her for a moment, then walked over to where kate had left her handbag when they came into the room. Kate wanted to protest as Anna started to rummage through her bag, but she was only a few moments before she walked back to Kate with a small tube inher hand. Anna wiped a small line of drool from the corner of Kates mouth, then carefully reapplied her lipstick around the stainless steel ring and leather straps. "Well, I suppose the only thing left to do is make sure that you're ready for him, your nips are obviously hard," Kate winced as Anna punctuated her remark with a sharp crack on the soft underside of her breast then pulled hard on her nipple. Kate moaned into her gag as Anna's other hand started to trace the outside of her pussy before her thumb started to rub circles over her clit. Kate rocked her hips back and forth as Anna continued her ministrations, then let out a groan of frustration as Anna took her hands away. "Well, I think you're ready, I'm not supposed to put these on you, but we'll just leave them here, okay?" Kate hated the way Anna kept asking her questions while she couldn't talk, it just made her feel more helpless. Kate looked down as Anna placed two small metal clamps on the swell of her breasts, and moaned as she knew that they would be decorating her nipples before too long. She looked at Anna as she closed the door to the cupboard that had contained the nipple clamps, then opened another door and took some items out. Kate watched as Anna buckled a bright red ballgag into her own mouth, then reached behind her to cuff her hands behind her back. Anna then shuffled over to the corner, where she turned and faced the wall before leaning forward slightly and pulling her dress up to expose her ass. Kate stared at the maids ass as she wondered how long they would be waiting there. Kate stared at Anna as she listened to the other girl moan. She wasn't sure how long they had been waiting but she was sure it was close to an hour and Kate had been trying to distract herself from the incessant need between her legs by looking around the room. It didn't help, there was nothing for her to see except closed cupboards, the closed door that she knew Sir would be walking in through and Anna leaning forward slightly so that her nose was just brushing the wall, while her hands had pulled her short uniform up, exposing her ass. Kate had watched as she saw a damp patch grow on Anna's panties before the maid had grabbed the material on the back of her ass and was now pulling it tight and moaning as she felt the lace scrape over her clitoris and bunch between her cheeks. Kate tried to look away, she didn't really want to watch this girl masturbating in front of her, but there was nothing else to see and Anna's constant little moans and sighs were making her jealous at the lack of attention her own pussy was getting, all she could do to relieve the pressure she felt building was to squeeze her thighs together and all that did was make her think how good it would be to have something hard to squeeze her muscles around. Kate was watching Anna squirm against the wall, when suddenly she stopped. Kate thought she had orgasmed for a moment but she was too still as Anna started to pull at the edges of her panties. When they were even against her backside, Anna stopped and took some deep breaths, then the door opened and Sir walked in. Anna must have been able to hear him walking down the hall, Kate reasoned, so she could keep herself from being caught. Kate turned her head to stare at Sir as he walked around her body and moaned into her gag as she felt his hand caress her ass. The moan turned into a yelp as he brought his hand down hard to smack her cheek, then she felt his body pressing against her back as his hands came around to her boobs. Kate started to moan again as she felt her nipples being squeezed between her fingers, and she writhed against his body as she pushed her ass against the bulge she could feel in his trousers. "You are gorgeous, and I want to see you cum for me." Kate swooned when she felt his hot breath on her neck, she couldn't wait, her body was burning with need and all she could think about was how helpless she was to stop him from violating her body any way that he pleased. She pushed her ass hard back into him, to make clear her desire the only way she had available to her, then stopped when she felt him pick up the nipple clamp off her breasts. Crap, she had almost forgotten about them, a light sheen of sweat had stuck them slightly to her boobs and she was very aware of them being removed, Kate knew that the next time they came off would not be so pleasant. She whimpered slightly into her gag as she felt the cruel metal biting down on first on, then her second nipple. Sir moved around in front of her and Kate groaned as he lightly slapped her boobs and watched the reflection dance off her new decorations. Sir then produced a short fine chain from his pocket and attached it to one of the clamps, then threaded the chain through a ring on the front of her collar and attached it to her other clamp. She couldn't stop groaning now, her breasts where being pulled up somewhat by the chain and their own weight was pulling them down against the clamps as they held her nipples in a vice like grip. She watched as Sir went to a corner, and pulled a small folding chair from somewhere. He put the chair in front of Kate, then walked over to Anna and undid her gag. "Thankyou Sir, ahh," the maid panted, then squealed as Sir grabbed her by her hair and pulled her roughly over to Kate, where he forced the maid to her knees. "I want you to make her cum," Sir said, as he sat on his chair, "the whore is dripping wet, so it shouldn't take you long." Kate looked down at Anna, who was looking back at her with a look of pure venom, Kate wasn't thrilled about this either, she wanted to cum around Sirs cock, not on this maids face. She stepped back as Anna leant forward and quickly stepped forward again as she lost her footing, the chain from her collar to the ceiling didn't have much give to it and with her arms pinioned behind her back she didn't think she would be able to balance in the precarious position she had found herself in. She clamped her thighs together as she felt Anna's breath on her pussy and turned her hips to avoid the maids probing tongue. "Sir, she won't open her legs for me." Kate's head snapped up as she looked over at Sir. He was already standing and walking to a cupboard as she parted her legs slightly in a vain attempt to avoid whatever punishment she had just earnt. She moaned as she felt Anna's tongue snake into her folds and quest for her clit, then started as she felt Sirs hands on her ankles. She looked down and saw that he had fastened leather cuffs around both her ankles and was now attaching one end to a short bar. She felt his hand take her other ankle in a tight grip and it was forced to the other end of the bar and similary shackled into place. Now Kate stood there helpless, her feet nearly three feet apart as Anna swirled her tongue around her engorged clit. I don't want this, Kate thought as she thrust her hips forward and threw her head back in climax. Kate's eyes fluttered as she looked around her, she couldn't believe she had just cum while being eaten out by another girl. One who, it seemed, had no intention of stopping as she could still feel Anna's tongue tracing up and down the folds of her pussy. When she looked down she could see Anna looking back up at her, there was a definite smirk in her eyes that Kate wasn't sure she liked the look of. She yelped when she felt Sir's hand entangle it in her hair and jerk her gaze up to meet his. "Did I say you could orgasm? Did you ask me for permission to flood that slutty cunt with cum? You're here for my pleasure bitch, not too fill your own whorish desires." Kate flinched as she saw a riding crop in Sir's hands, then moaned and wished that Anna would stop her ministrations. She didn't think that was going to happen anytime soon, Anna had shown herself to be slavishly devoted to Sir, and absolutely dedicated to the idea of obedience. She stopped thinking about the maid when she fire erupt on her backside, then her groans got louder as again and again the crop struck. Before long it stopped. "Anna, stand up." Sir commanded. The maid was quickly on her feet, with a muttered "Yes Sir" as Kate watched him reach under Anna's dress. Anna's hips bucked slightly as Kate watched Sir run his hands over her, then he pulled her panties down to her ankles, where she stepped out of them. Kate's eyes widened slightly as Sir began to stuff the soaking lace through the ring that was holding her mouth open, she could clearly taste Anna's pussy they were so wet. When only a little bit was sticking out, Sir walked around behind her again. Maid Anna "That should keep you a little quieter," he said as he picked up the crop and resumed to rain blows down upon her ass and thighs. Every time the crop landed, Kate jumped slightly causing her boobs to pull and bounce against the clamps and chain that was holding them up. Kate changed her mind, she wished Anna would go back to licking her pussy so that she would have something to distract her from the pain. She looked at the maid, who was still standing where Sir had left her, and decided that despite the look of triumph in the other girls eyes, Kate hadn't lost yet. Kate stared at Anna's chest heave up and down as she watched Sir crop Kate's ass, the maid was obviously horny and watching Kate get punished was just making her more aroused. Kate thought she could see a way to get some revenge on Anna, but she had no idea when the opportunity was going to come. She tried to turn her head around when the crop broke rythym and didn't land, then screamed through the panties in her mouth as she felt it strike upwards and smack her tender pussy. She had lost count how many times the crop had landed on her ass, but there was a significant pause and she counted ten strikes to the sensitive juncture between her legs. After each strike she moaned as she felt the fire between her legs and ached to be held down against the floor and taken, over and over again. When the last blow had fallen she felt Sir's hands at her neck and leaned her head to his touch, like a puppy eager for more loving attention, and she sighed when she felt him unbuckle her gag and take it off. Anna's panties came out in a tangled heap, caught up in the gag, and Sir looked at Kate expectantly. "Thankyou, Sir, I'm sorry, I won't cum without permission again." The words tumbled out of Kate's mouth in a rush, and her face lit up when she saw Sir smile. "Very good, and since you didn't have to be told, I have another reward for you." Kate screamed when he undid her her nipple clamps, then moaned as her breast fell, no longer being pulled upwards by the chain. her scream turned into a moan as Sir leant his head forward and sucked her nipple into his mouth. Her head lolled in ecstasy and she whimpered as she felt him transfering attention back between her breasts, massaging one nipple while flicking his tongue over the other. Kate looked at Anna and wondered what was better, the feelings that Sir was providing to her aching boobs, or the look of jealousy on Anna's face. "Thankyou, Sir. Oh, thankyou, Sir." The words tumbled out of Kate like a mantra, she knew she should be saying them, the last time Sir had deigned to give her pleasure he had designated his maid to do it. Kate closed her eyes and wondered if she could cum just from the sensations in her boobs, when she felt Sir's mouth pull away. "Oh god, umm, I mean, thankyou, Sir." She panted as she looked at him through lidded eyes. "Do you have anything else to say for yourself?" Kate steadied herself as she looked at him, this was her chance. "Yes Sir. I know I'm a bad girl, but thankyou for punishing me so that I might learn to do better." Kate took a deep breath before continuing, "But I least I'm not pretending to be a good girl, while standing there with no panties on." Kate flicked her head to indicate Anna, who was staring back in shocked disbelief. Kate squirmed as Sir looked at her for a very long time, then he glanced at Anna and back to Kate. "Really? Well, I suppose I'll have to check and make sure my maid is still in uniform then, won't I?" Kate was gratified at the sardonic look on Sir's face, she had done it! Sir was going to punish Anna and Kate could pretend it was because the other girl was mean to her. She watched Anna take un unconcious step back as Sir approached her. "No, Sir, wait. You took them off me, remember?" Anna's pleas were in vain as Sir ignored her and grabbed the front of her skirt before roughly pulling it up. "Well, it looks like you were right, whore, she's not wearing any panties. After I punish her, though, it looks like you need some additional correction. Nobody likes a tattle tale." Kate's eyes widened, she was going to be punished again? She took some comfort in the fact that at least she would get to see Anna get what is coming to her first. "Yes Sir, I'm sorry Sir." She said as she watched him produce a short leather leash from somewhere and attach it to the front of Anna's collar. He led her over to a wall, where he tied the leash to an eyebolt so that Anna's head was forced down to the level of her waist, she tried to kneel, but a sharp slap to her backside kept her on her feet while Sir walked over to the cupboards on the wall. Kate wiggled around as she tried to see what he was getting, but his body blocked her view the whole time. As he walked back to Anna he stopped at Kate and she shuddered as she felt his finger slide into her pussy and probe her soaking depths. "I was just about to fuck you," he whispered in her ear, as his finger pistoned in and out of her, "I hope you enjoy the little show you're about to see." Kate moaned as he took his hand away from her, and watched him walk back to Anna, where he wiped his hand on the back of her uniform before taking a tube from his pocket. She watched squeeze a dollop of lubricant from the tube, then start to massage it into Anna's rear. "No, Sir, I'm not sure if you should," Anna's words were cut off in a yelp as Sir's thumb began to probe her back passage, Kate could here the maid moaning and watched as Sir slowly withdre his digit. "Sir, please put it back, please Sir." Anna panted and Kate watched in horror as Sir took a buttplug and began to tease it around her opening. She wondered if he would do that to her, and how she could possibly stop him while she was tied with her legs apart as she was. She saw the plug slide in to be stopped by it's flared base and wondered if Sir planned on putting one of those in her while he fucked her. She fidgeted in her bounds as she imagined the feeling of his cock thrusting in and out of her, and brushing the plug through the thin membrane that seperated her two channels. She listened to Anna's whimpering as Sir retrieved her ballgag and buckled it back into place around the maids head. Kate had nothing to distract her, so she was able to count as Sir caned Anna a total of ten times. She was surprised that there was such a big pause between each blow, they had seemed to be coming almost constantly for her, although she supposed that her judgement may have been somewhat clouded at the time. Each time the cane landed it produced a bright red line across Anna's pert cheeks and Kate felt an irrational surge of jealousy. She was supposed to be the one Sir was paying attention to, not the maid who was just there to make sure everything was available for them. She wished she hadn't had such a brilliant idea to get Anna punished, she could have been getting fucked right now and hearing Anna's moans kept adding to her frustrations, she was sure that if a light breeze were to pass through the room she would cum when it blew past her pussy. After the cane had struck for the tenth time, Sir placed it aside and lightly caressed Anna's striped rear, before flicking his finger against the base of the plug making Anna moan. He took a key from his pocket and undid the cuffs behind Anna's back, then buckled leather cuffs around each of them. He undid her leash from the wall, then clipped her hands together in front of her and used the leash to fasten her hands above her head to yet another eyebolt in the wall. Sir then fetched another spreader bar and pinioned Anna's feet apart, then Kate saw him take a pair of scissors and cut the middle of her uniform, leaving it hanging in tatters around her body. Kate looked at Anna and could see how turned on the other girl was, there was a steady line of lubrication running down her thighs to stain her stocking tops, Kate wondered how many pairs she ruined a day, she had a feeling that Sir had been keeping her in a highly sexed environment in the three weeks since her intial interview. She watched him go back to the cupboard, then turn towards her. He held a gag up to her face and she dutifully opened her mouth, she bit down on a piece of molded rubber and looked over the length of the rubber dildo that now protruded from her face. "I'm sure you can see how poor Anna reacts to punishment, it makes her pussy flood like a slut surronded by a football team. So, for your punishment, you're going to have to make her cum." Sir unhooked Kates chain from the ceiling and led her in front of Anna, where she was forced to her knees. She felt Sir's hand grab her hair and line the rubber cock up with the maids dripping snatch, then she felt sir behind her between her legs. She held her head steady as she felt his hands take hold of her arms and harness, then she screamed into her gag as she felt him thrust his whole length into her without preamble. As Kate's body jolted forward, she thrust the dildo into Anna's pussy and felt the other girls heat on her, as her face was pressed against the other girls skin. She felt Sir's cock pull out and then her world exploded into stars as she orgasmed violently on his cock. Her body shuddered as she came and she felt more boneless and helpless as she realised that Sir had barely paused while she had orgasmed and was continuing to ram his cock hard into her pussy. With each thrust she heard Anna moan as the dildo in Kates mouth would be forced into her slick folds. Above her, Anna stiffened and Kate shut her eyes as she felt a spray of warm juices splash around her mouth cock and gag to drench her face, she couldn't believe she had just made another girl cum. The thought caused her pussy to tighten around the cock that was inside it and Kate started to orgasm again. She was coming down from her second high of the night when she felt Sir stiffen behind her, then thrust his cock deep into her, where she felt him cumming inside of her. he started to pull out and she felt another spray of his cum splash across the outside of her pussy. Kate heard him stand behind her, then rolled her eyes up to see him freeing Anna's hands. Kate pulled her head back to pull the dildo out of Anna's pussy, and looked up at Sir to see if he was going to untie her as well. She got up onto her knees and looked at the cock that had so recently been fucking her disappeared back into his pants. "Neither of you bothered to ask for permission when you came just then. Anna, get her and yourself cleaned up for tomorrow. We'll see if either of you can learn your lessons then." With that, he turned and walked out of the room. Kate looked at Anna, who was undoing her legs from the spreader bar. She then straightened up and fiddled with the buckle behind her head before spitting the gag out and stripping the tattered remanent of her uniform form her body. Kate looked up at her and wished Sir had freed her from her damned harness, or at least removed her gag so she could talk, instead she was till helpless before Anna who was wearing distracting Kate from her high heels and stockings with the most evil smile she had ever seen. "Well now, it looks like I've got you all to myself, don't I?" Anna asked Kate as she wandered around the room, looking at some of the toys that were available. Kate shuddered as she saw her pick up a cat 'o' nine tails and swing it through the air. "You know, you got to have two more orgasms than me, one when I was eating you out and two when you were getting fucked. I only got to have one, so I think you should do something about fixing that, shouldn't you?" Anna turned and placed her hands on the wall and Kate shuffled over on her knees and started to thrust the rubber dildo in and out of Anna's pussy. As she moved her head back and forth she thought about what Sir had said, that he would be teaching her a lesson tomorrow and she wondered what time it was. Kate leaned against the wall and took deep breaths as the vibrations in her panties abruptly cut off, she was being tortured and she wasn't sure how much longer she would be able to hold out before she went to Sir and begged him to let her cum. The previous night, Anna had bounced up and down on the dildo strapped to her mouth until she had three more orgasms, then had finally released Kate from her bondage and led her by the leash that was still attached to her collar down to a narrow hallway where she had her hands cuffed to the bedhead of a narrow bed in a small room. She had fidgeted for a while vefore falling asleep, but it seemed her eyes had barely closed before Anna, once again immaculate in her maids uniform, was shaking her awake and leading her to a bathroom where her collar was removed and she was given fifteen minutes to make herself presentable. Kate had quickly gone to the toilet and washed before Anna walked back in with a large fluffy towel, and instructed Kate to powder her body with some talc that she gave her. Anna then helped Kate into a latex top with a high collar that held her breasts high on her chest, the top had long sleeves and cut off just under the line of her boobs, leaving her midriff bare. Kate's collar was buckled again around her throat and she was given a pair of 6 inch platform heels in shiny black to match her top. Kate sat down and let Anna do her makeup, she had done it slutty last night before she had shown up, but Anna made her look like a cheap streetwalker. She shrugged it off as they had gone to the kitchen for a quick breakfast, then put on a pair of latex gloves that left her arms completely covered and they started down the hall to Sir's study. Outside the door, they stopped and Kate looked at Anna. "Shouldn't I have panties? Am I just supposed to go in there naked like this?" "What are you talking about? Your tits are covered, and anyway we're not to be wearing any when we see him. I'm not either, see." Anna pulled up the frilly hem of her dress to reveal her shaved pussy, glistening already and framed by the straps of her garter belts. Kate dragged her view away, she had seen enough of Anna's pussy last night and was pretty sure she would be seeing it again before long. Still, she wished she could be more covered up like Anna was, she felt horribly exposed feeling the air on her snatch as she walked around, still getting used to the ridiculously high heels. They had gone into the study to be confronted by a wooden device with straps all over it, Kate could easily see how someone might be bent over it with the straps holding their arms and legs down with their bottom helplessly raised for whatever punishments might be inflicted upon it and felt a shiver run through her body to end between her legs. Kate couldn't help imagining herself being strapped down while Sir disciplined her and knew that her body would also be available to be fucked while she was on the punishment bench. She looked at Sir and shook herself free of her reverie as she took in the items on the desk. "Yesterday," he began without preamble, "both of you ladies showed that neither of you have the self control that is necessary to remain in my employment." Kate cast a quick glance to her side and was gratified to see a look of horror on Anna's face, that bitch was so sure of her position as housemaid that it refreshing to see her worldview rocked a little. She drew her attention back as Sir continued. "Today we're going to have a little competition," he continued, "the girl that comes and asks for permission to orgasm first loses, the winner will be taken to my bedroom to be fucked tonight. If you are the first to ask permission, you will be permitted to cum, then you will spend the next week locked in a chastity belt. If either of you cum without permission, you will be strapped to the wooden bench you can see behind you and punished, then you will be locked into a chastity belt for a week. Do either of you have any questions?" Kate looked back at him and considered her position, she didn't want to have to go a whole week without being able to touch herself, but would she be able to outlast Anna? The other girl had sated herself thoughly last night and even though Kate had already seen the evidence that Anna was already aroused, Kate had kept getting more turned on as the maid had continued to use her to cum last night and had been unable to pleasure herself afterwards. She looked up as she realised that Anna had already given her assent for the game and also quickly agreed. Both girls had been given a pair of latex panties and after Kate had pulled hers up her legs, she let out a small moan as she felt a small protrusion that brushed againt her clit start to buzz. It had shut itself off after a moment, but as Kate looked at Anna she could see that the new underwear had had a similar effect on the other girl. They had both been sent from the room, Anna had a day of cleaning in front of her and Kate had been told to move an endless series of boxes from one room to another. Kate picked up the box she had dropped when the vibrations had started again and tried to remember which room she was taking it to, for five hours now she had been wandering back and forth between rooms in a daze as the buzzing had started and stopped at random. For the past hour, every time she had felt the intruder in her panties buzz to life she had had to stop what she was doing and concentrate so that she didn't accidentally cum. She pictured Anna's face and imagined gloating over her in triumph as she served Sir for the second night in a row while Anna was forced to look on and steeled herself to keep going and not to let her body betray her, as it so clearly wanted to. She looked up as she realised Anna was walking towards her, down the hall. The maid had a glazed look on her face and her nipples were hard nubs clearly visible through her dress, Kate would have smirked if she hadn't seen a similar look in the mirror a few moments ago. As they met in the hallway, they stopped and Anna sneered at Kate. "You know, my job's hard enough without you smearing your makeup all over the walls every time you lean against them for a little rest break." "Maybe you should go and ask if Sir will make you orgasm, at least that way you know you'll have a job for another week." Kate smirked at the startled look on Anna's face. As she moved on she noticed Anna's brow furrow and gave a little internal cheer, she was thinking about it. Sir's earlier comments had rattled Anna more than Kate had thought, she was so worried about being kept on as a maid that she was considering being locked into a chastity belt as a means of ensuring her employment for another week. She bit her lip as she felt her panties start buzzing again, she didn't want Anna to see her stop, for all Kate knew Anna would start rubbing her pussy through her panties and make her cum, it would probably be against the rules but Sir had shown last night with the game with Anna's panties that he didn't mind breaking some rules if he thought it might be enjoyable. Kate sped up and retreated behind a door where she immediately leant back against the wooden frame and tried desperately not to think about how good it would feel to have Sir bending her over his desk and using his fingers to bring her slutty hole to climax, before locking it away until he decided he wanted to use her again. She sighed as the vibrations cut out, she was so close. Kate picked up another box and walked out of the room, she wondered if she was letting her ego get carried away. She wanted to cum, but she wanted Sir to make her cum, not to writhe and spasm in her panties, and if she did that she would be in chastity and she would be punished for the infraction. She tried to think about what she wanted to do when she noticed that Anna was still in the hallway, she hadn't been kidding, she was cleaning smudges of mascara and blush from the wall. As Kate got close, she saw Anna pause slightly and give out a low moan, then she shook her head and kept rubbing at the spot. That was hardly fair, Kate thought, her panties would be turned on to anything of up to a couple of minutes, but Anna's had been turned off after a couple of seconds. She stormed down the hall and put the box into the designated room then picked up another and wondered what the point of the work was, probably just something to keep her out of the way and busy until she finally broke down and begged Sir to attend her needy pussy. She walked back down the hall and looked at Anna, who was still cleaning the same spot, kind of. She was tugging at the neckline of her uniform and breathing heavily through her nose, Kate looked closer and realised that she was still cleaning the same spot she had been before. The wall was mostly clean now, Anna was just rubbing her cloth back and forth across the wall before she sighed and dropped her hands back to her side. Kate stared at her as Anna gave her distracted look before the maid disappeared down the hall. Her panties had been on the entire time, Kate realised, and she had been in far more control than Kate was when her's where activated. She looked up the hall where the maid had retreated and wondered if she should go and see Sir right now, it seemed that Anna would easily outlast her and Kate didn't think she could take much more from the random vibrations she was enduring, better to ask permission than to beg forgiveness, she supposed. Maid Anna Kate walked back down the hall to Sir's study and knocked on the door. After she heard him bade her enter, she opened it and went through, leaving the door open behind her. "Yes, Kate, what is it?" "Umm, Sir," she mumbled, looking at his feet, "could you please let me cum, Sir? Please?" "I'm sorry, what was that? You'll have to speak up." "Sir, can I have permission to cum, Sir, please?" The words were clearer this time, and Kate was surprised to feel her cheeks blush, after all she had been through so far she was surprised that she was embarassed by this. She watched as Sir stood up and walked around his desk, then she felt his hands on her shoulders as he forced her to bend over and held her face against the desk. Kate shuddered as she felt Sir's other hand strip her sodden panties away and she screamed as she felt his fingers enter her. She bucked back and forth on the desk, moaning as she climaxed, then kate realised she wasn't the only one who was moaning. She looked over her shoulder, and could see Sir doing the same, to see Anna bucking against the open doorframe as she pinched a nipple with one hand and thrust her hand inside her panties with the other. Kate felt groggy as she came down from her post orgasmic bliss, then cursed to herself as she realised what Anna must be doing here. The other girl had come to ask for permission as well, if Kate had been able to hold out for five mintues more she would have won, instead she was about to suffer for the next week. Her head came up and she looked back to smile at the growing look of dismay on Anna's face, she had orgasmed without permission, she was facing a week of chastity as well as punishment. Kate looked up at Sir and saw him looking at his dishelveled maid and decided to draw his attention to where she felt it should be. "Thankyou for letting me cum, Sir." Kate slid herself back onto Sir's fingers as she lisetened to him berate Anna for cumming without permission, it probably wasn't a good idea but she was still horny and she thought she might be able to sneak another orgasm in before Sir locked her pussy away. She rocked her hips until she started to moan again and regained Sir's attention. "What do you think you're doing, you little slut? You had your orgasm, you'll have to wait now." Kate whimpered slightly as she felt his hand withdraw from between her legs and felt him grab her arm and pull her upright. Kate's hands were cuffed behind her back and Sir led her to a wall and produced a leash, which he used to attach her collar to the wall. She stood there with her pussy dripping as she watched him command Anna to the center of the room where he bent her over the wooden bench and started to strap her down. First a broad leather strap passed over her back, holding her stomach to the bench while her breasts hung in front of her, then her wrists and ankles were fastened in a similar fashion. When she was secured, Sir flipped her short dress up and pulled her panties to her knees, exposing her ass and pussy. Kate watched him take a ballgag and slip it into Anna's mouth before he walked to his desk and took out a riding crop. Kate felt a brief pang of jealousy as she saw Sir admiring and rubbing his hand over Anna's ass before she heard the maid squeel as he brought the crop down on her quivering flesh. When Anna's ass was a bright pink, Sir stopped and Kate bite her tongue as she watched him take out Anna's gag and start to finger the maid, much as he had her before. She was furious at the attention he was giving her, but refrained from saying anything in case he decided that she should be bent over the bench as well. Kate wasn't sure if she would mind at the moment, she didn't really want her ass to be so bright, she suspected Anna wouldn't be able to sit down tomorrow, but she did want Sir to be running his hands over her body, to use her as he saw fit. She pushed the thought away, she had lost the contest, even if Anna had as well, so she would just have to put up with whatever was doled out to her until she got her next chance to prove herself. "Sir, please may I cum?" Anna's cry brought Kate's focus back to the rooms center. Kate wasn't surprised, she didn't think she would have been able to last as long as the other girl had so far. She grinned as Sir took his hand away and wiped it on the back of Anna's uniform. "You had your orgasm as well, remember? I'm pleased you remembered to ask for permission this time, but you still have the second part of your punishment." Kate watched him open a deep drawer in his desk and take out some leather straps, he placed them on his desk, then released Anna from the bench and cuffed her hands in front of her. Anna was then led to the wall next to Kate and her hands where lifted above her head and fastened to the wall. He then took up the device from the desk and fitted it around Anna's waist. It was a broad leather belt, with a narrower one coming off the center of it, the thinner belt was passed between Anna's legs and fastened at the front. When the belt was in place, Anna's hands were freed and she looked at her belt. "If you can make yourself cum, go ahead. Otherwise, stand in the corner and be quiet until you're dismissed." Kate watched Anna's hands fly to her waist where they tried in vain to find a way under the tight leather to her wet pussy. After a few minutes of trying to force her fingers into the narrow gap betweent the leather and her skin, then a few more trying to push hard against the leather to rub her clit straight through it, Anna gave up and took some deep breaths to try and get herself under control. She smoothed down her dress and Kate's eye's followed her to the corner of the room where she stood with her hands folded in front of her, and if it wasn't for the wild look in her eye's seemed to all the world like a proper demure maid. Kate swallowed as she saw Sir's gaze float back to her, and she immediately started to groan when she felt his fingers start to rub over her clit. "Sir, can I please cum?" Kate wanted him to stop, she didn't want to br brought as close to an orgasm as Anna was before having it denied, and she wasn't sure if she should be disappointed that her request only led to a finger slipping into her needy passage. "Sir, please, please can I cum, Sir, please?" God she wanted to cum, she wondered if she had beent to obvious before, Sir had stopped his ministrations to Anna almost immediately when she had asked to cum, Kate decided he must have seen through her and know she cursed herself as she tried to hold back the orgasm she could feel building in her core. She moaned with relief and frustration when his fingers withdrew and she shook her head to try and get her hair out of her face. She was still trying to regain her breathing when she felt Sir's hands around her waist, and leather, Sir was fitting her chastity belt. She winced slightly as she felt it pull tight against her pussy and clit, there was no movement and she could already tell that the leather was too thick for her to rub herself through. She heard a click and looked down to see a small padlock hanging off the buckle at the front of the belt, her eye's darted to where she could see Sir sliding a key into his pocket and wondered if she could come up with a plan to get herself free early. Maybe if she showed herself to be properly submissive and obediant, Sir might unlock her early, and fuck her in front of Anna who would still be trapped. Kate smiled to herself at the thought and decided that nothing would be better than seeing the look of frustration on Anna's face while she got to ride Sir's cock. Kate looked at Sir as he untied her leash from the wall and she smiled as she stepped forward at the tug on her leash. When she was directly in front of him, she felt the leash pull downwards at her neck and she obediantly dropped to her knees and watched as Sir took his cock from his pants. She looked up at him and saw him looking back at her patiently, as if he were waiting to see what she would do. Kate thought about her options for a moment, then extended her tongue and slowly ran it from the base of his cock to the tip, where she slid her lips around the swollen head. She swirled her tongue around briefly before leaning forward and sliding her lips down the shaft slightly before pulling back when she got halfway. She slowly bobbed her head up and down and felt a moment of gratification as she heard Sir start to moan, finally he got to know how it felt. Kate leaned her head back and started to decorate Sir's cock with little kisses as she flickered her tongue back and forth as she felt Sir's hands start to tangle in her hair. She continued to tease him when she felt his grip tighten and her head was pulled back so that Sir's cock was pointing straight at her face. "It's a good thing you won't be distracted by your pussy this week, you can spend the time learning how to cuck cock properly." Kate gagged as she felt his cock invading her mouth to brush her throat, before it was withdrawn and she took a moment to gasp before he thrust forward with his hips again. She breathed through her nose and struggled to contain her gag reflex as Sir continued to fuck her mouth before she felt his cock grow between her lips, then her mouth was flooded with his cum. Kate closed her eye's as she felt Sir withdraw, then felt another splash across her tits as cum spilt out the corners of her mouth. She opened her eye's and let the rest of the cum in her mouth slide down her chin as she leant forward and took Sir's softening cock into her mouth again, before he stepped back an pulled his pants back into place. She let her gaze flick up to his face and was dismayed to see that he was already looking towards Anna. "Take this filthy whore away and get her cleaned up, have her back here later this evening." With that he turned and walked from the room, while Kate looked down at the cum that was dripping from her tits to pool on her thigh and wondered if this was an indication of how her week was going to be.