11 comments/ 172040 views/ 42 favorites Doretta's Mistake Ch. 01 By: amasterfound Thank you, SEVERUSMAX, my Lover, my Master, for helping me write this story. * She sat at the table and thought that she had really done it this time. What was she going to do? She had to come up with five thousand bucks and fast; otherwise she was in hot water- literally! Why had she ever borrowed that kind of money from loan sharks in the first place? Damn, she thought it was a sure win when she bet on that horse! Then, in the last lap, it had to stumble and break his leg! Shit- of all the luck! If it weren't for bad luck, she would have no luck at all! Doretta was trying to see how she could get out of this newest jam! FUCK, why didn't she learn her lesson the last time? She dreaded going to him again! He warned her the last time around what would happen if she got herself into another such jam, and he had to bail her out. Why did her father have to put that fucking clause in his will! When she was 16, and that drunk driver killed her parents, she had found out that her brother was to be her guardian. Anton was 5 years older than she was, and she resented the fact that she could not touch her part of the millions that were left to them without his consent. DAMN! Why did her father have to be so OLD WORLD! Even her brother had the same Old World attitude as him. She could understand her father, since he was raised in Greece and that was the way his family had lived for centuries. They felt that a woman had to be under a man's influence throughout her entire life, and when he and his bride moved to America, his beliefs had not changed. Worse still, her brother believed the same thing! He had threatened the last time she had messed up that if it happened again she would no longer be a single woman and would fall under the complete authority of a man. Even worse, he claimed to know which man would be ruling her, and he refused to tell her his identity. She did not mind the Old World manners; she just did not agree with their beliefs that a woman must be under a man's absolute control. The very concept of being dominated by a man terrified Doretta. She was afraid that it would cost her the individuality that she had worked so hard to achieve. That was not an easy job, given her family's way of life. While still a virgin at the age of 24, she was not narrow-minded or vanilla. She had simply not found the sort of man who interested her enough to give him her cherry. Her brother also made this difficult for her. He constantly "discouraged" any male attention, including from his own friends. He was extremely over-protective of his sister, especially since they had lost both of their parents and she was his closest relative left. The ringing of the telephone startled Doretta. She knew, without looking at the caller ID, whom it would be: it had to be "Big Ed", wanting his money immediately. She contemplated not answering the phone, but knew that this tactic would only infuriate him further. She had put him off for too long already. "Hello?" She answered. "Ya got the money, sweet cheeks?" "Big Ed" asked impatiently, in a patronizing tone. "Um...not yet. I'm having problems getting it. Can you give me a couple more weeks?" She begged. "That's what you said 2 weeks ago. I told you then that it was your last chance. Time's up. I'm getting my money, one way or the other!" He warned her. "What do you mean by 'one way or the other'?" She asked fearfully. "If I don't get my money within the hour, you'll find out, Missy. The clock is ticking, now!" He declared and hung up the phone, without saying another word. Petrified, Doretta looked at the phone, realizing that she was in deep shit. There was no way she could get $5,000 in less than an hour, without going to Anton. What was she going to do? What would "Big Ed" do? She feared what her older brother would do even more than she was afraid of the loan shark. Should she call him? She picked up the phone and decided to ask him if she could have $5,000 to "gamble" with; that might just work, she thought to herself. She dialed his phone number, waiting anxiously for him to answer it. Anton looked at his caller ID, noticing that it was Doretta's phone number that was displayed there. His sister seldom called unless she needed something, or was in trouble again. He knew that she disliked the idea of his being in charge of the money. He was not going to give his sister her share of the inheritance yet. She had yet to prove enough maturity in financial matters: in fact, just the opposite. He only hoped that this time she had not gotten herself in serious trouble, but he had a negative gut feeling that she had. "Yes, Doretta, what is it?" He answered. "Hi, Bro, why do I have to want something to call my favorite brother?" She buttered him up. "Any time you start to butter me up, you want 'something'. Now, what is it? How much money do you owe this time, and to whom, or is it that you want to gamble away money again?" He asked her, getting very close to the truth: too close for her comfort. He had always disapproved of her gambling habit. "Uh, I wanted five grand to take Candy to the casinos for a girls' night out? She's been kind of depressed lately, and I wanted to cheer her up." Doretta requested. Anton objected to Doretta's friendship with Candy, who always seemed to get her into trouble. Candy was also, unfortunately in Anton's opinion, a very modern, "liberated" woman. She was notorious in high school and ever since as indiscriminate with her sexual partners, which was something that Anton frowned upon. He did not hold to the "abstinence until marriage" school of thought, but neither did he like the whole promiscuity business. Candy seemed to have a LOT of "one-night stands". "No, I'm not going to give you and your 'friend' cash to fritter away on slot machines and alcohol! You're both liable to lose it all, get drunk, and find yourselves 'knocked up' by some irresponsible jackass! If she's so 'depressed', go over there and find an alternative way to cheer her up without blowing a shit load of money and being wasted. That is my FINAL word on the matter! Understand me?" He adamantly declared. "But..." She started to say. He interrupted her, saying, "NO, that is my final word! Or is there another reason you need this money so bad as to ask me after you know I already have put my foot down?" He asked her, getting increasingly suspicious. "No, no not at all. I was just hoping that you would let me do it this one time, since I have been good lately?" She implored. "You ask me again and I will take you over my knee! I am the head of this family and you will continue to be in my hand until I give you over into marriage! Now, do you want to continue pressing your luck? You are way overdue for a serious spanking, you know." He stated. "I'm 24 years old, and this is 21st America, not ancient Athens! I'm far too old for a spanking from my BROTHER! I just want to spend time with my best friend! Why do you have to be such a male chauvinist...?" She replied angrily. "If you say 'pig', I will show you how much of a chauvinist I can be! Feminist slogans are no way of getting money out of me! Like it or not, Dad left me in charge of this family and your money, so get over it! If you want anything, ask me with the right kind of attitude, and with a legitimate reason, not some silly request and a defiant attitude! Now, if you want to continue this conversation, I suggest that you walk up to the main house, and talk to me in person without being a smart-ass!" He interrupted her. "I'm sorry, Anton! I didn't mean to be defiant and rebellious! I'm just somewhat embarrassed at being treated as a child when I'm in my mid-20s, and most of my friends can do as they please. They control their own finances, but I have to depend on my brother's approval. It's just so old-fashioned." She acted contrite. "Your friends also get themselves into more trouble than they can handle, especially that Candy! Old-fashioned or not, that's the way we were brought up, and that's the way I will remain! I don't approve of the "modern, feminist" attitude that women have these days. The old ways worked well for Mom. She had a great husband and provider. She never once complained either! Like it or not, that's the way this family will be ruled. We are Greeks, not silly WASPs with more money than common sense!" He stated authoritatively. "Now, come up here for dinner in an hour and a half, and we'll discuss any other requests of yours at that point. Cora will have supper ready at that time." "Yes, Sir. I'll be up there within 90 minutes. Bye for now." She replied, hanging up the phone when she heard his response. Now, what is she going to do? She thought to herself. She would just have to tell her brother the truth, and face the consequences. She knew that he would be furious over her initial deceit, not to mention her waste of money, but he would be even angrier if he found out what was going on through another source. She looked at the clock, and realized that forty minutes had passed since she had talked with "Big Ed". Doretta decided to get ready to go up to the main house. She chose to wear a dress that her brother particularly liked. He was none too fond of pants on women, but he never actually forbade her to wear them. He picked his battles, but in this instance, she resolved to do his bidding. She did not want to unnecessarily upset him even more than she already had. She knew that he would angry enough when he learned the truth. She didn't want to make it worse. An hour and a half later, she walked from the guesthouse into the main house, letting herself in. She walked nervously toward his den. She could hear his raised voice on the phone, and she thought that she heard her name in the conversation. She heard the tail end of the less than pleasant discussion. "I will take care of Doretta shortly! You will have your money within the hour, Mr. Bancroft!" He hung up the phone furiously. Oh SHIT, Doretta thought as she heard him hang up the phone. How had "Big Ed" gotten a hold of her brother, and how did he know about her brother? She was in deep shit now. She should have told him the truth before now. She walked into her brother's office, saying "Hi", as if nothing was the matter. Anton turned around and looked at her. He was more than furious: she had never seen him this mad! She contemplated on turning around and hiding out for a few days until he calmed down to a dull growl. He must have seen what she was thinking about doing. "FREEZE right there, young lady! I have just gotten off the phone with a 'FRIEND' of yours, and I can tell you this: things are going to change right now! As of this moment, you will be living upstairs and no longer on your own in the guesthouse! All of your extra spending has been CUT OFF! I am going to cancel all of your credit cards and your store charge accounts! You will be getting the spanking of your life after we have eaten dinner! How could you think to get away with borrowing money from a loan shark? Did your brain quit working or something? I told you the last time you got into trouble you would not like the outcome! Now I find out that not even a week later you go and do something that reckless. Did you think that I would NOT find out? Not to mention, you LIED to me earlier when you told me that FUCKING story about wanting money to go gamble with Candy, when in actuality you needed it to pay off an earlier GAMBLING debt! That is the precise reason I do not like you to gamble. That is why I don't trust you, Doretta. You're too immature to run your own life. Basically, you are grounded for now, and you will live under a man's control from this moment forward." He shouted at her. Doretta was at a loss for words. He had even found out that she had broken her word within the week of her promising not to get into trouble again. She turned around and started to run for the door, but he was quicker than she was and stopped her in her tracks! "Where do you think that you are going? Shall we begin the paddling now? I can make sure that you won't be able to sit down at the dining table. Think of how the servants will view that? Of course, they will be hearing your cries later, when you are in my suite getting your punishment! They won't come to your rescue though, no matter what happens! They are loyal help, and come from a long line of servants, back as far as our great-great grandparents, before Mom and Dad arrived in America. Now, I believe that Cora has dinner waiting for us. I don't like eating a cold supper." He announced. "Yes, Sir." she said meekly He took his sister's arm and led her to the dinning room. Just as he had said, Cora had dinner waiting on them. He sat his sister at his right side as he sat at the head of the table and Cora served them their food. Doretta sat there and said very little, while she ate her dinner. She was fearful of what was to come. What did he mean that she was to be under a man control now? She was not ready to marry. She didn't even have a steady boyfriend. Whom did he have in mind? She was also afraid of his paddling her. Was he going to do it on her bare bottom like her Dad had always insisted on doing, or was he going to do it over her dress and panties? Damn, she thought, she should have put on a regular pair of panties, not these thongs that she had decided to wear. They would add no padding whatsoever. If he decided that she was to be bare, what would he say about her thongs and the fact that she shaved? She shuddered at that thought. She was jolted out of her thoughts by his next statement. "Since it appears that you are no longer hungry, we shall adjourn to my suite. Cora that was a very pleasant dinner you made. Good as always! My sister does not seem to be very hungry, as she is about to be punished severely for a few mistakes she has made. Can you please have all of her things packed and brought up from the guesthouse? She will be using our mother's sitting room and bedroom, connected to my master suite." "Yes, Sir!" Cora replied, not at all surprised at what was going on. She had heard the previous master discipline his wife. Her mother had told her that was how this family handled their wives' disobedience and wrongdoings. It was about time, she thought to herself. That girl had needed a serious spanking for a long time to come. He led them up to their parents' suites, into which he had moved after their untimely deaths. "I'm glad that you chose to wear a dress, though, of course, it will be removed for your bare-bottom spanking. You will like the changes I made to Dad's old study. I haven't had the opportunity to use it since the renovation. Tonight is the perfect moment to put it to use." He laughed wickedly at his hidden meaning. "What kind of changes did you make? Why do you have to spank me on my bare bottom? Can't I just wear my dress? I'm sure it's not proper for me to be nude in my brother's presence. What would Dad and Mom say?" She asked nervously. "As to the changes, you will soon see them for yourself. As to the bare-bottom spanking, that is the 'proper' way to do a spanking, period. As to the nudity issue, I am the master of this house, and like Dad during his reign saw you naked, so will I. I want to make sure that you don't have any silly piercing or tattoos that you might have hidden from me. As to what our parents would say, they wouldn't have a problem with you getting your bare ass whipped." He firmly replied. At this point, they had reached the master suite. He led her through the sitting room, into his new and improved study. She was, to say it mildly, "taken aback" by the changes she saw. It appeared that her brother was heavily into the BDSM scene. Why, it looked like a torture chamber in there! Their father's old desk and couch were gone, and in their place was what appeared to be a spank bench similar to what she had seen in her internet surfing one time with a small table near it. She had a good idea that it was for him to lay his weapons of choice on it, while the victim was being prepared or punished. The walls were lined with paddles, whips, and floggers of all shapes and sizes. There was a metal table set against one wall that had various handcuffs, chains, butt plugs, dildos, and vibrators on it. She also spotted what appeared to be a collar of some sort. There were also bolts mounted to the ceiling and on the floor. He stood there, watching her take in the new look of his STUDY. There was also a large "spreader bar" that would allow the master to place the victim in such a way as to do the intended job of restraining and spreading a person's legs for any reason. The biggest shock of all, in the middle of the room, was a large bondage bench that enabled a victim to be bound to it in any position that the dominant partner wished. "What do you think of my remodeling? Now, do you see my spanking bench? You will soon be turned over it and strapped in it, BUT first we need to remove your clothes- every last stitch! I suggest you do it now, or I will do it for you!" Anton demanded of her. "I... Uh... When did you do all of this? I did not know that you were into the BDSM scene. What are you planning on doing to me?" She stalled for time. "Enough stalling! Get those clothes off NOW!" He reiterated. Doretta quickly started to remove her dress while her brother watched with hidden but growing excitement. Once the dress was off, she was reluctant to remove her under garments. "The panties and bra too, Sis." He instructed. She removed her bra first, and then slowly removed her thongs, unaware of the fact that by doing so, she was turning her brother on more. How long had he wanted her in such a position? It had been way too long and he finally had her there. He would not let her get away from him either! That was his major reason for chasing off the other men; no potential husband was going to steal his sister before he could take her for himself. He had been planning this for several years, seeking the opportunity to take what society denied him by its taboos. In his own way, he was as much a rebel as his sister. As he had remodeled the room, and bought everything in it, he pictured his sister on or in every piece of furniture. He imagined every toy being used on her. Every whip, paddle, and flogger he had handpicked to re-train his sister into the proper role Nature had assigned her. While he planned to correct her misbehavior, he would so without damaging or maiming her perfect olive skin. He was stunned to see that his virginal sister had shaved her pussy bald, after she had removed her underwear. He watched his younger sister stand in front of him, naked as the day she was born. He was pleased to see the absence of any piercing or tattoos on her smooth flesh. He instructed her to remain still, hands down by her side, as he circled her, inspecting her entire body. He ran his hand over her bottom, which would soon be red from a serious assault with a whip. She did not seem to realize the severe danger that she could have brought upon herself by going to low-life scumbag like "Big Ed" Bancroft to borrow money. The loan shark was notorious for taking payment from women in the form of brutal rape and sodomy. She was lucky that "Big Ed" wanted his money more than he wanted sex this time, and in this situation, the loan shark knew how to get what he wanted most. Anton also made it clear that he had better leave Doretta completely alone in the future, neither lending nor "collecting" any other loans. He was determined to inform his dear "Sis" of the truth behind the gangster's vague threats. The brother had found out the ugly facts about Bancroft after his friend's girlfriend had been sexually assaulted for failure to pay up. He remembered the man's name after the frightened woman told her beau and refused to go to the police about it. That was when he especially started cracking on his sister's gambling habits and became even more protective of her in general. There were too many "Bancrofts" in the world, looking for an easy victim like his sister's and his buddy's girlfriend. Doretta's Mistake Ch. 01 He suddenly smacked her bare ass with his hands, repeating the action twice. "Why do you need to shave your pussy, Doretta? You're a fucking virgin, for God's sake, or at least, you'd better be! I want to be the one to take your cherries! You're my sister, and you will remain MINE! You'll be under my control! The only man in your life will be ME! Like I said before, I am the head of the house, and I will REMAIN the head of everything in it. That includes YOU, my dear sister." He said, shocking her. "Everybody does it! Candy does it all of the time! She says it turns men on!" She replied with mock innocence. "Well, your friendship with 'Candy' is soon to be quite restricted for the time being, since you're grounded. It will also be limited until you start behaving like a TRUE lady, not a tramp like Candy! Anyway, if Candy stuck a needle in her veins and shot herself up with smack, would you?" He responded. "NO, of course I wouldn't! Besides, Candy is my best friend and she does not get me into trouble! I do what I want to do! In addition, Candy is NOT a tramp! She just likes men. You have NO RIGHT to ground me, anyway! I'm a grown woman!" She retorted. "I have EVERY right to ground you! I am the master of the house, I control your finances, and Dad intended that I be in charge of you, just as he was in charge of Mom. Moreover, Candy is TOO a tramp! She doesn't just like MEN; she likes EVERY man she has ever seen! And that will be the END of this discussion! Understood?" He demanded. Anton grabbed Doretta's arm and led her over to the spank bench. He bound her to it, legs spread wide, bending her over it and securing her arms into place. This left her ass and sex open to his assault. He walked in front, to where she could see him, and disrobed himself swiftly. As he removed his pants, his hard, well-endowed cock jumped out into her view, stunning her at its sheer size and stiffness. He appeared quite aroused at what was about to happen to her. "After your whipping, your throat will be the first hole that I take. You better not resist or harm me in any way, shape, or form or the next hole will be taken less gently and without any lube!" He ordered her. He walked to the wall in front of her, where he kept all of his paddles, whips, and floggers. He selected a whip that would hurt like hell without causing any permanent harm. He also selected a "Pussy" whip to be used. "For this offense, you'll be receiving your correction with a whip, not a paddle. Because the seriousness of your actions could have possibly cost you your life, health, and safety, a whip is in order here. Most of your minor corrections will use either my hand or a paddle. Penalties that are more serious will require a whip or strap. Floggers will be used for outright defiance or constant repetition of a lesser infraction. I had better not have to use a flogger on you very often, if at all." He forewarned her. He walked behind her with the two whips he had picked out. He laid the smaller one down on the table near him and raised his arm to begin her spanking. "You will receive 25 swats from both whips; one on your ass and the other on your pussy. I know you may think that this is a harsh punishment, but it is necessary to teach you the errors of what could have happened to you! After each swat, you will count and ask for the next one saying 'One, Master. Thank you. Can I have the next one please?' You will do this so that you don't 'tune out' the spanking, and have to pay attention to what is going on." He directed her. He lowered his arm with force, striking both ass cheeks at once. She was unprepared for the force with which it hit her, and she cried out. After this, she counted as he had instructed her. After the 10th swat, she was having a hard time counting, but she did for fear that it would get worse if she didn't. By the time that the 25 swats were over, she was sobbing hard and begging for his forgiveness. "I will never do something so stupid again! I'm sorry! I'll be good from now on! Please, no more! I can't take any more! Don't whip my pussy! Why did you tell me to call you 'Master'? I'm confused as to the reason. Is it just a role-play for the whipping? " She sobbed. "You can take it, and will take more! I am your Master from now on, and you will call me that, especially while you are acting in the role of my slave. Now, just as before, you will count and repeat what I said before. This will be done any time that I put you on the spank bench. If you are over my knee, that will not be necessary. It will be only for major punishments that require me to put you on the spank bench." He informed her. Anton laid down the whip in his hand, picked up the pussy-whip, and began to mercilessly whip her pussy with it. Doretta counted the lashes and, after 15 of them, she was extremely wet. She started noticing that the more he whipped her, the more she became turned-on by it. Her brother noticed the fact that she was beginning to derive pleasure from her punishment. This fact made him harder than he had already become, to think that his little sister was a pain-slut! Knowing her true nature, he realized that both of them could enhance their pleasure by meeting both of their carnal needs. As she received her 25th swat, Doretta was ready to climax, but she was unsure whether or not Anton would allow her to orgasm. He laid down the 2nd whip, walked over to the table against the wall that held his collection of "toys", and wondered which one to use to start training her ass. He wanted to have one in her ass as he relieved his aching balls and cock in her mouth. He chose a beginner's training butt-plug and some lube to go with it. He then walked back to her, noticing that she was watching his every move. She was still crying from her ass and pussy being thoroughly punished. She seemed afraid to say much, not wanting to provoke his anger more than she already had. She also wanted some relief, and figured that silence was the best way to achieve it. She timidly asked what he was going to do to her next. "I'm going to train your ass to accept my cock, while you suck me off. Due to the extra large size of my cock, I do not want to damage your ass with it. Your pussy will have an easier time accepting it than your sphincter, which is not used to being an entrance rather than merely an exit. That was something that we will DEFINITELY correct. You'll be taking it in that hole several times each week! "You will also learn to take my extra long manhood down your throat, WITHOUT gagging! And if you don't like the taste of cum, you WILL soon learn to appreciate it. It will be part of your diet each day. I expect to have a blowjob every morning, and I WILL cum down your throat, like it or not! There will be NO 'headaches' or any such excuses for not putting out! If need be, I will take it without your permission. It's not your choice, but MY PLEASURE, that will decide whether or not you are fucked! "Your main pleasure will be to see to it that MY needs are met FIRST. If I need relief, you are to give it to me IMMEDIATELY, especially when we're in the mansion! No matter who is around, you will instantly offer me ANY hole that I desire. You will make sure that your ass is cleaned out every morning and ready to be taken whenever I please. "I abhor the very idea of getting shit on my cock! If I at any point find some on my dick, because you didn't properly clean yourself, there will be DIRE consequences! And you will NOT be receiving any pleasure afterward, but rather mounted to the bolts in the ceiling and floor until I decide otherwise! And if you noticed, the bolts will spread your legs as wide apart as I get them, and the same will be true of your hands and arms. You will receive more instructions later. This WILL be a Master/slave relationship from now on. You will be my SLAVE, not merely a submissive. In time, I expect you to submit to me more willingly and eagerly. I am not trying to BREAK you, merely to get you to accept your new role, and find that you will have more pleasure by coming to me of your own free will." He announced to her. "Why are you doing this to me? Don't you love me? What if I get pregnant? What would Dad say about our relationship? I love you, and this is rather exciting, but I don't think that society would approve of this: our relationship and BDSM? True, I admit that I am out of control. I want to be good so bad! I just do it anyway, without thinking about what will happen. I just get this urge that I can't control to go and gamble. Then, when my money is all gone, I go and borrow, hoping to win back what I lost and borrowed. Before I know it, I have lost thousands of dollars. Then, Candy has gone off with another beau for the night, leaving me with no idea of how to get myself out of the new jam that I have brought upon myself. I will try harder, I promise. Just please, don't make me your SLAVE! I will consent to anything, but I don't want to be a slave or married! I am not ready for that. I will live up here in the big house and do anything else you ask of me. Please, I am begging you!" She implored him. "Beg all you want, but you will be my slave. I know that you try; that is why I have decided to help you try harder. You know that I love you. That is why I am taking the time to do this: to help you. If I did not love you, I would not be wasting my time with you. As to what will happen if you get pregnant, I will raise the kid as my son or daughter just like Dad did with us. "Dad would not have a problem with our relationship, as he and Mom were first cousins, though I know that you weren't aware of that fact. I was in my teens before Dad told me that. He took control of Mom for basically the same reason that I am taking control of you. She was a very wild and out-of-control until Dad took charge of her with his uncle's encouragement. After several years, Mom began to embrace her servitude with Dad, just as in time you will." He informed her. He walked behind her, applied the lube to the anal trainer, and began to forcefully insert it into her ass. He reached down and touched her pussy, finding it dripping wet. When she pushed his pussy onto his hand, he pulled it away and said it wasn't time yet. He then walked in front of her and moved up to her mouth. "Suck my cock! Watch out for the teeth." He told her. He grabbed her head, inserting his cock into his mouth. She began sucking him. His cock filled every inch of her mouth, stretching it wide. He started moving in and out of her mouth, going a little deeper with each move. He soon had the tip of his cock at the entrance to her throat. When she gagged and tried to pull back, he held her head tight and pushed all the way into her throat. He started fucking her throat, not giving it any rest. He kept it buried in there. Anton continued to fuck her face ruthlessly, pulling her hair as he did so. This kept up the rhythm of his penetration, while making her gag reflex act up again. Doretta wanted to let him know that he was being a bit rough, but she couldn't say a word with her throat and mouth full of his gigantic cock. She had nothing that she could do but simply take the enormous member into her mouth. Her nose was even buried in his pubic hair. She was relieved that he kept himself extremely clean, so that she could smell no unpleasant odors. His balls were rather huge, just like his cock, and kept bouncing off her chin. She felt his cock swell and grow even bigger, if in fact that was even possible. She noticed that he was twitching, which she assumed to indicate that he was about ready to cum down her throat. "Be sure to swallow this load! I don't want any of my cum going to waste. This may be unpleasant the first time around, but you will soon learn to like the taste. I'm cumming now! Oh, fuck!" He declared. Doretta felt Anton empty his load into her mouth and throat, and found that she liked the taste, although it was a bit salty. She continued sucking him after he finished cumming, cleaning his cock of any remaining spunk. She was surprised to find that he remained hard. Candy had told her that after a man came, he shrank immediately. She was not sure whether Candy had lied to her, her brother was a rare exception, or a combination of both. As soon as he pulled out of her mouth, she asked him about this issue. "Candy said that men shrink right after they cum, but you're still hard. Was she lying about that, or are you different?" She inquired of him. "She probably embellished things a bit to make them seem universal, but a lot of men DO shrink. I, however, do NOT. Does that answer your question, Sis?" He clarified. "Yes, it does answer that question. My next one is what do you do to make it go down?" She impishly asked him. "You're being a tad bit impish, aren't you, but to answer your question, if I remain hard I take care of it as often as I need until I'm satisfied. Now that I've taken your virgin throat, I'm going to take your cherry itself. The ass will wait until you are properly cleaned out. You will do that first thing tomorrow morning. I will be taking that before we so much as eat breakfast." He instructed her. "Won't that cause a lot of pain? Will you use any lube? Why do you like to fuck women in the ass? Isn't that area dirty?" she asked him. "Don't worry about the pain or lube. I'll use plenty of lube, UNLESS it's being done as a punishment. As for why I enjoy it, that's simple. It's tight and hot. It's not all that dirty after you clean yourself out. As long as I pee shortly after that, everything will be fine," he reassured her. "What does peeing have to do with it?" she inquired, clearly confused. "Piss is a burning fluid that will flush out any bacteria that may be present. Enough with the questions. You will learn as we go," he replied, getting a little annoyed at her delaying tactics. Impatient with Doretta by this point, Anton decided that it was time to deflower her immediately. He walked around her, going behind her to take her doggie-style. Not requiring any lube or foreplay, as she was already aroused, he proceeded to break her hymen, shoving forcefully into her. She indicated the sharp, tearing pain by screaming at the shock of how much it hurt. He held still once he was in her to the hilt, allowing her to adjust to his considerable size. "Oh, fuck, you're tight! I'm looking forward to stretching you out, though. Very soon, in fact. I can really feel that butt-plug in your virgin ass. It's going to really be fun to take that hole too. Of course, you won't enjoy it as much the first time around. I like seeing the plug up your butt, since it reminds me of how much I'm going to use your ass in the future. Your bottom will be thoroughly trained in a short amount of time. Who knows, I may have you wear a remote-control vibrating butt-plug in your ass whenever we go out in public. That should remind you of your new role in life," he said. "Oh, please, don't make me do that. It will make me feel like a slut! It's too tight! Take it out, please! I can't take both your cock and the butt-plug in me at once!" she pleaded. "Stop complaining! The butt-plug is necessary to train your ass, and you'll learn to take it at the same time as a number of things! It's just something that you'll have to accept. You are MY slut, and you will dress accordingly, including a butt-plug in your ass, if it pleases me to put one there! Is that clear? "Moreover, you'll no longer be allowed to wear panties or bras, so I can take either of your holes, whenever I wish, without fooling with underwear. You will also not be permitted to wear any clothes at all around the house, unless we have company. Sometimes, however, even with company, I may command you to be naked as well, in order for them to see you, I don't care whether or not the staff sees you naked." he demanded. "But I can't stay naked in front of the help! A lady is always supposed to wear panties!" she implored. "If you want to be a lady, don't hang around girls like Candy so much! Besides that, you're no longer a normal lady. You're my slut and slave, and you'll dress accordingly!" he retorted, ramming her newly deflowered fuck hole as hard as he could. Anton began to brutally ream Doretta's pussy, not caring whether it hurt her. His only concern at this point was his own satisfaction. He would always get off before she did, and she would have to just accept it. He would even deny her an orgasm, but only as a punishment for more serious offenses. He feels her getting more aroused, so he shoved deeper and harder into her sex, hitting her cervix. This caused her to wince yet again, making her pussy tighten up around his cock. He grabbed the butt-plug and pulled it out slightly, then slammed it back in hard, causing her to tighten even more. As he fucked her pussy, he also began using the butt-plug to fuck her ass. He could tell she was getting close to cumming, and forbade her to do so until after he came. "You are not going to be allowed any mercy when it comes to anal or vaginal sex with me. Your ass and pussy are mine, slave," he declared while increasing the rhythm of his penetration. After several more minutes of this brutal, relentless screwing, Anton was about to blow his load deep inside Doretta's unprotected womb. He could tell that she was in agony, due to not being able to cum. With a loud roar, he came forcefully, shooting his load deep into her cunt. As his own needs had been fulfilled, he showed some compassion on her, playing with her clit to help her finally climax. She proved to be as loud in her orgasm as he was. Anton released Doretta from the spank bench, also removing the butt-plug with a loud pop. Her asshole gaped open for several minutes, reminding her that it had just been thoroughly used with a sex toy. He led her to their bathroom and washed her body himself. He enjoyed the feel of his hands as they explored every inch of her body. After he made sure that she was totally clean, he ordered her to wash him as well. "Now, my slave, I want you to spread my cheeks and rim my ass." he instructed her. "Eeewww...I can't! That's gross! I don't want to lick your ass! There where shit comes out!" she complained. "You can and you will, slave! If you properly cleaned my ass, there is no reason to worry about what comes out of it. Now, lick my ass! Your tongue belongs to me too! I want you to stick your tongue in there as well!" he commanded. She reluctantly complied, surprised at how much she actually liked it. Since she had just washed it, there was not even a bad taste to it. She stuck her tongue in and out of it, fucking it eagerly. As she was doing this, he was busy masturbating. Since they were still in the shower, he planned to cum on her face. When he got closer to cumming, he commanded her to stop, then turned around and shot his load across her shocked face. He had not warned her of his plan to do that. He saw his cum drip off her chin onto her massive tits. He instructed her to rub the cum onto them. He washed her off once more. When they were finished, they stepped out of the shower and dried off. "Let's go to the bedroom. I have other stuff for us to do, before I let you go to sleep tonight. I plan to introduce you to a few other sex acts tonight. Some of them, I will probably enjoy more than you the first couple of times," he instructed her. Anton led Doretta to his bedroom, where she found his queen-size, four-poster bed. He directed her to lie down in the middle of the bed, on her back. After she did so, he brought out some Velcro straps and started tying her hands to each of the top posts. He also tied her feet to the same top head posts, thereby giving him unimpeded access to her pussy and ass. "Have you ever heard of fisting? Do you know what it is?" he asked her. Doretta's Mistake Ch. 01 "I've heard the term, but I'm not sure what it means," she replied. "It's when someone puts a hand inside someone else's pussy or ass. After the hand is inside, they make a fist with their hand and begin fucking them with their fist," he informed her. With a shocked look on her face, she said, "You're not gonna do that to me, are you? Your whole hand will not fit inside of me. It will split me in half!" "With enough lube, I can and WILL get my hand inside of both of your holes, whether you like it or not! If a woman can give birth, she can damn well take a fist inside of her!" he exclaimed. She knew better than to argue with him anymore. Anytime she argued, once he told he was going to do something, it only got her into more trouble. She was learning that if he told her to do something, she should do it without arguing or asking a bunch of questions. He usually told her what he was going to do and/or why anyway. She was coming to terms with her new role in his life, which was not only that of his sister, but also that of his slave. She was realizing that she craved his control over her life. She would try hard to obey his every word without question, though she knew this latter part would be hard. She was already making great strides in not questioning everything he asked of her. He brought out the lube that he had put in a nightstand drawer, and lubed up both her pussy and his hand well. He gently eased first one finger, and then slowly added more fingers, slipping them into her vagina. When he had all four fingers inside of her, he started rhythmically fucking her pussy with them, stretching her open. He was training her pussy to accept his entire hand. She was moaning in pleasure, enjoying this part of her new adventure. Doretta replied with pleasure, "Oh, yes, that feels so good; please don't stop." "Don't worry, I am not planning on it; not until I have my total hand inside of your pussy and am fisting it!" he enlightened her. He continued this for a few more minutes until he was satisfied with how open she was and finally added his thumb into her pussy. With his thumb folded under his hand, he eased it in and out of her fuck hole. She was opening up nicely to his hand. In a little bit, he was sure that he would be able to have the entire thing inside her and then he would start to "fist" her. He couldn't wait until he saw the look of pleasure/pain on her face when he was doing that. He was trying to see if he could make her "squirt". He loved to see a woman squirt when she came. "Are you enjoying this?" he asked her, already knowing that she was. He just wanted to have her admit it. "Yes, I was afraid that I would not like it, but I find that I am! I have never been able to make myself feel this good when I took care of myself!" she cried out. "You are accepting this much quicker than most women can the first time. For some people, it takes a few times for them to accept an entire hand or fist inside of them. However, I had planned on forcing it into you if I had to do so. Although, I am glad that I do not have to do that. I would prefer to do things gently when it is possible, but sometimes I will not be able to be gentle," he informed her lovingly. She ached to reach down and help him. Her legs were starting to feel a little uncomfortable in their current position, but not enough to make her ask him to set them loose. She never in her life thought that she would be enjoying something this extreme, but he had awakened a darker side that she had not known existed within her. She was both frightened and excited at the fantasies that were going through her mind. Doretta had always assumed that she was more vanilla and conservative than that. She had always planned to wait for the perfect moment with Mr. Right, not by her brother taking her cherry over a spank bench. She never thought of herself as a person into BDSM, but the more he did these things to her, the more she believed otherwise. Anton decided that it was time to advance to the next and last step of fisting his lovely sister. He pushed his hand slowly all the way into her wide-open cunt, watching the whole time for any signs of distress. Once inside, he made a fist out of his hand and began fisting her. When he was sure that she could handle more, he thrust his hand harder and faster. Doretta cried out, "Anton, faster please! I am so close to having the biggest orgasm I have ever had. Oh God, I did not know it would feel this good! It hurts so bad, but at the same time, it feels like the best time that has ever happened to me. Damn, it feels like I need to pee!" "No, you don't need to pee Doretta. You are about the squirt. Just let it happen. I promise you will like it. If you could only see it from my view, with your pussy swallowing up my hand all the way to the wrist! Next time I will have to make sure that, I record it. You will love it!" he exclaimed. Anton was in seventh heaven at watching his slave's pussy swallow his fist. God, how he loved seeing that! That is one sight he would never tire of seeing; his fist buried up a woman's cunt! He could not wait to see it buried up Doretta's ass next; now that would be a sight! He was positive that he could get it up even further into her than he had been able into her cunt. After training both holes for his fist, he planned on fisting both at the same time. He realized that it was now time to let her cum. As severe as he could be sometimes, he was not cruel enough to make her wait any longer. He helped her cum at last, playing with her clit in order to send her over the edge. It worked even better than he thought. He had never seen a woman so far and so much, and he told her as much. "Damn, Sis, you've squirted more than any woman that I have ever seen before! I really love watching you orgasm! You turned out to be a real squirter! Just wait until I fist your ass tomorrow! You'd better make sure that you're good and cleaned out in the morning. I plan on giving your ass a good workout tomorrow!" he informed her. "Wow, I've never had an orgasm that wonderful before! Will you use as much lube tomorrow on my ass as you did tonight on my pussy? Your fist is really starting to hurt my pussy more than it has been! Might I ask when you're going to take it out?" she inquired of him. "Yes, I'll use plenty of lube on your ass! And since you asked nicely, I'll remove my fist as gently as I can from your cunt. Thank you for asking me politely instead of ordering me. I am pleased that you are realizing that I am the head of the house, as well as your master," he replied. Anton unclenched his fist. He folded his fingers together as far as he could, tucking his thumb underneath them. He then withdrew his hand, as slowly as he had inserted it. Once his hand was out of her pussy, he saw that she was gaping open. He released her legs from the headboard, and then loosened her hands as well. He folded down the comforter and had her get underneath the sheets and blanket. Then he climbed in beside her and held her for a few minutes. Once her heartbeat had slowed back to normal, he moved up into position for her to suck his cock. He had been extremely hard, but knew that her pussy needed a break from any further action tonight. He was also not willing to take her back door until he was sure that it was clean. "Alright, now, it's time to service my cock, Sis. I think it's more than fair, considering that I am your master and took care of you first this time. Since you have just lost your virginity and had your first fisting, I am giving your cunt a break for now, but do not expect this to happen every time," he told her. Doretta began sucking Anton's cock like he had shown her earlier. She was able to deep-throat him without gagging, proving to be a natural cocksucker. She found that she enjoyed pleasuring her brother/Master. She couldn't wait until he came down her throat. Instinctively, she reached her hand upward and started massaging his balls. With her other hand, she reached around him and grabbed his ass, pulling him closer to her. Anton grasped Doretta's head and began helping her with the rhythm that he was seeking this time. He could not believe that she was this talented at sucking cock. If he didn't know better, he would have sworn that she did this all of the time. He was not going to last very long this time. Seeing his sister get her fisting earlier and climax had kept him hard the whole time. Damn, her hands were manipulating the cum right out of his balls! She was definitely a natural! "Holy fucking shit, I'm gonna blow! Do you want me to cum in your throat this time, or on your face?" he said. "In my mouth! I don't want your cum going to waste this time. I find that I have acquired the taste for it," she asked of him. He granted her request within a minute of her making it. He came with such force, that one would have thought that he hadn't cum in a week. He pumped wad after wad into her waiting throat. She eagerly swallowed every drop of it. As soon as he was done, he slid back down into the bed, laying beside her. He pulled her into his arms. "That felt incredible! I have been dreaming for a long time of having you in my arms as we go to sleep. I love you very much; always have, and always will," he declared. "I loved it when you came down my throat! Furthermore, I do believe that I am going to enjoy sleeping in your arms tonight, even though my ass cheeks and pussy are still sore from all of the action. I won't have a problem getting sleep at all. I love you too, Bro!" she replied with a big yawn and drifted off into sleep. Anton clapped his hands twice to turn off the lights and saw his sister sleep in his arms, from the moonlight that spilled through the windows. He knew that they would have a great relationship. He was also eager to see her belly grow big with his child. After watching her for several minutes, assuring himself that she was asleep, he allowed himself to fall asleep too. Doretta's Mistake Ch. 02 The Sun from the window woke her up the next morning. Doretta opened her eyes and tried to remember where she was. It all came back at once when she rolled onto her back and her ass stung. She recalled the severe beating that her ass took and all that had transpired. She was shocked at the way she felt about it. How could she enjoy it so much? She had never thought of herself as submissive or being anybody's slave. There were so many things and so many questions running through her head. She wasn't ignorant about BDSM and sex. She had read a lot about both. She even knew what fisting was when he asked her. She had just decided to appear unaware of it, because of his attitude toward her shaved pussy. She glanced over at him and saw that he appeared to be still asleep. He had rolled onto his back and uncovered. She took this time to get a better look at his naked body. He had the same deep brown hair on his privates as everywhere else. His cock in its flaccid state appeared to be about 5 or 6 inches long. The hair on his chest was curly and he had a strip of hair that pointed down to his cock. The hair on his legs was very thin and was a lighter brown. She rolled onto her side and took in the view of his body. She had never seen a naked man before, except in pictures and movies. She wanted to memorize what he looked like. She took her time looking, and then glanced back at his face. She wanted to make sure that he was still asleep. Anton had been awake for some time and lay there thinking about his little sister. He had known when she awoke. He decided to pretend that he was still asleep, in order to see what she would do. He watched her through the slits in his eyes. It amused him that she was looking at his body. He saw her eyes glance at his manhood. He wondered if she knew that his exact length was 10 inches fully erect. It scared a few girls that he was so huge. The big size ran in his family. His dad had told him that when Anton was a teen and had broached the subject with his dad about his impressive dick size. He opened his eyes when she turned on her side and gazed at his massive package. She wasn't paying attention to whether he was asleep or not. He laughed when she glanced at his face and saw he was awake. "Did you enjoy the view, dear sister? My size doesn't seem to have scared you," Anton teased her. "Uh... um... yeah I guess I did. I'm not scared, just a little fascinated. It's not as if I am familiar with a man's average length. Most of the men I've seen in porn have cocks that large," she blushed as she answered him. "Well, the average dick is around 7 inches long. I am well above average. I want my morning blowjob. Then you will go into my private bath and prepare yourself for me. I'll have Cora prepare a light breakfast of fruit and muffins for us," Anton announced. "Yes, Sir," she replied, blushing even more. She was shocked at how easily she called him 'Sir'. Doretta quickly got on her hands and knees and began sucking his cock. He was hard within a few seconds. This did not surprise her. She had grown to enjoy sucking him. She found that she loved the taste and texture of his cock. What amazed her even more was that she liked him being forceful with her. She decided to see if she could get him to be forceful with her right now. She sucked lightly, but did not go down on him, as she knew he wanted. He lifted his hips to indicate that he wanted more. She pretended not to understand. Anton knew exactly what his sister wanted. He had figured her out last night. She was a pain slut, who liked it when he was forceful with her. She wanted someone to control her. She was exactly like their mom. She had been the same way. He saw the same defiance that he had caught in Mom's eyes when Dad had told her what or what not to do. He decided to give her what she wanted; after all, he enjoyed it too. He put his hands on the back of her head and forced her head all the way down onto his cock. He kept pushing until he buried her nose in his pubic hair. If she wanted it rough, he would give it to her forcefully. He gasped as his cock slid into her throat. Damn that felt good, Anton thought. He never tired of it. He pumped his hips up and down in tune with the way he controlled her head. He didn't know how long he would last before he spewed his cum down her throat. It didn't surprise Doretta to find herself wet when he fucked her face with force. She ached to play with herself and cum, but wisely refrained until he gave her his consent. What did surprise her was how fast she came to terms with her new way of life. Was that why she kept pushing him when she knew what he would do? Was she really a pain slut? She had gotten wet when he whipped her pussy last night. She sucked him in deep and knew he was close to blowing. She quickly grabbed his balls and played with them. She had read that it helped men cum faster and added to their enjoyment. Anton gasped and groaned as he neared the point of no return. He felt his balls contract and his cum stir in them. His cock twitched and jerked as he emptied his load down her waiting throat. He roared with such force that he was sure that the whole house had heard. He pushed her head down as far as he could get it and held it there. Once he was done, he pulled her off, pulled her up, and kissed her full on the lips. "Damn, that was good! Now, go prepare that ass. You will find everything you need in the linen closet behind the door," he told her, swatting her ass hard. Doretta complied, scurrying from the bed and running toward the bathroom. Just as she was about to close the door, he told her that she was not to close the door or to even play with herself. That was off-limits, unless he gave her his permission. He now controlled all her orgasms. Hell, he controlled everything. If he could control her breathing, he would! Anton lay on the bed and decided that he would make her earn each and every orgasm. That was part of his domineering, traditional Greek view on men and women. He would especially control her sex life. He wouldn't even let her fuck whomever she wanted. He could screw any woman who caught his eye. He knew that he was sadistic, but he had no guilt or shame about that. After all, he could sense that she was a masochist, only in denial about it. He stood up, crossed the room to the intercom on the wall, and buzzed Cora. "Cora, prepare a breakfast of fruit and muffins for breakfast. Have it done and served in the breakfast room in 45 minutes. I want the curtains wide open and the patio doors open as well. You are to serve us this morning," Anton decided with a devious grin. "Yes, Sir, I'll have it prepared and served," Cora responded, wondering why he wanted her to open the curtains and to serve him. Usually he served himself. He also liked his privacy in the mornings, knowing that the gardeners would work in the garden this early. It must have something to do with his sister. She stood outside his suite of rooms and listened to them last night. He had really given it to her. Her pussy got wet just thinking about it now. "Doretta, you have exactly 30 minutes to be cleaned out, showered, and out here," he ordered. "Yes, Sir I'll be finished by then," she responded. Anton walked into his "office" and readied it for their next session in there. He felt that it was time to turn part of the basement into another dungeon, with heavier BDSM furniture. The basement provided more room and a better dungeon atmosphere. He then walked back into his room and pulled his robe on. He would not wear anything under it. He had plans for his dear sister at breakfast, before she got to eat. He intended to start right now and show her that he was boss. He would use her holes anywhere he wanted. He didn't care who watched or saw. Besides, he promised her that before breakfast he would use her ass. Doretta was finished and cleaned within 30 minutes. She had made sure that she cleaned out fully. She wanted no punishment and didn't want to know what would happen if she wasn't. She suspected that it would be even worse than she had already received. She walked into the bedroom and presented herself to his view. She stood there as he inspected every inch. He bent her over and even examined her ass. He roughly pushed his finger up her ass. Once he was satisfied with her, he told her to follow him downstairs. He reminded her that she was to be nude unless he told her otherwise. Gulping, she meekly followed him. "Go stand beside the table and wait for me," he turned to Cora, "Start with juice and coffee please." Doretta was not pleased to see that Cora stood there with a grin, knowing what was up. She was even less thrilled to see that the curtains were open and even the glass doors were open, allowing the gardeners to view them. She wisely held her tongue. Anton walked over to the windows and peered out, "The roses look fantastic, John." He walked over to his sister and told her, "Get on your knees and suck me, while I sip my coffee." It was on the tip of her tongue to tell him to fuck himself, but she refrained at the last minute. Instead, she waited until he sat down, knelt, and began to suck him. He pushed her head down further and fucked her throat. He pulled his sister to her feet and bent her over the table. "I will now show you what Bancroft does to girls who don't pay him. I'll do it just like he does, which means no lube," Anton decided. He spread her ass cheeks and shoved his cock deep inside her. He didn't ease it in or do it gently. This was to teach her a lesson. It was punishment. He wanted her to learn what she could expect from a vicious loan shark. He also wanted her to know that he could be as harsh if he wished to be. She also needed to know that he was in control of her, which meant that he could take any hole that he wished, even her asshole. He could and would even take it in front of the help. She screamed when he pushed every inch in all the way to the hilt. He didn't even give her time to adjust, since "Big Ed" would not have. He wanted her to understand what exactly could have happened. He raped her ass. He violated it. He picked up the small, paddle-looking cutting board that Cora left on the table and began spanking Doretta ass with it. Her ass was even tighter than he thought it would be. Doretta was surprised that that he would fuck her ass here in the breakfast room where anyone could see. She was even more shocked that he didn't even use lube. Damn, her ass felt like he ripped it open! He had not given her time to adjust. She had hoped he would use lube the first time, but instead he wanted her to feel what Big Ed would have done to her. Wouldn't telling her have worked? Damn, her ass hurt, she thought again. She began to believe that he was a sadist. He then started to spank her ass. Damn, that son of a bitch hit hard, she thought. Her ass was already sore from last night. She pleaded for him to stop, but her begging fell on deaf ears. He wasn't listening to her. This was part of her punishment. Boy, did she ever regret disobeying him! She should have gone to him and confessed a month ago. She should have admitted it when she first got into this trouble. Hell, she should have done as she promised and not gotten into trouble the very next day. She knew for sure that if she ever got any of her freedom back, she would never do that again. He finally stopped paddling her. After what seemed like forever, she began to feel some enjoyment. Her ass didn't hurt quite so bad. She even moaned a few times out of pleasure. By that time, she had forgotten where they were and that the staff could see them if they so chose. She no longer cared about that. All she wanted was to cum. She had been horny all morning and had not yet received permission. Anton had certainly turned her into his slut. She only hoped he kept it limited to only the staff knowing, but somehow she doubted this. Oh God, she had better warn Candy not to come over. She did not want her to see this. Then again, Anton didn't care for her, so that might not be a problem. She didn't see him allowing Candy over anyway. Besides, there was no predicting what he would do to Candy, given how he felt about her. "Oh yeah, I'm fixing to cum again! This time, I will unload in your ass. No cleaning it up either, I want it running down your thighs. Oh, YES, FUUUUCK," Anton screamed as he came in her ass. After he came, he pulled out and saw her ass gaping open. He also saw that she had indeed cleaned out good. Her ass was a nice shade of red. He intended to keep it that way for a few days. She would never make that mistake again! "Okay, you may sit and have juice, but I want you to keep your legs spread, so your pussy is open for display. John will enjoy seeing it," he taunted her. She sat down. Her face flamed red. She sipped her juice, hoping to end the humiliation soon. Anton, on the other hand, had different plans. "Are you still horny, dear sister?" he asked, knowing full well that she was. "Yes," she replied. "Then pull your chair over here so I can see and play with yourself for me and everyone," he ordered her. She did as he asked, while she pleaded with him not to make her do that. He said nothing, simply pointing his finger to where he wanted her to place her chair. "Cora, please serve us the fruit and muffins," Anton asked. "Right away, Sir" Cora said, hurrying to do as he requested. Cora served the fruit and watched the view. She noticed that John had stopped working and started watching from the door, knowing that he could see everything. Doretta was embarrassed with having everyone watch, but at the same time turned on. She played with her clit and inserted a finger. When her brother ordered 3, she added 2 more. She was very wet, though she didn't wish to admit that being exposed aroused her. "Suck all your juices from your fingers, and then eat your fruit," Anton ordered. "Yes, Sir," she replied. Anton watched her eat and stroked his hard dick. He popped a butter muffin into his mouth and ate it. When he was done, he watched his sister and wondered what to do to her next. "That will be all, Cora," Anton announced. "Follow me to my office. I need to make sure that Big Ed got my bank draft for your loan. While I do that, you will stand in the corner like the naughty girl you are," Anton instructed. He led the way to his office, went around, and sat at his desk. Logging onto his computer, he went online and checked his bank drafts. Yep, one bank draft to Edward Bancroft showed on his banking info. He looked up and saw his sister standing there as she rubbed her ass. "Stop that! There will be no rubbing your ass after you are punished!" he ordered. Once she stopped, he decided to take care of her credit cards and close her banking account. She would have to earn it back; then and only then would he give her partial control of her money. It would be a LONG time before he ever gave her credit cards, though. He looked at the balance. She had maxed out every single one with cash advances. Why had he not thought to look at those last month, when she had that last debt? Damn, well he had only himself to blame for that. He knew better than to trust her. "Looks like you have some explaining to do about your credit cards. When were you going to tell me you used all them up? No wonder you borrowed money instead of using them. That should have been a hint to check out your credit, when you got into that trouble last month," he asked. "I was afraid to tell you. You were already mad last month about my debt. I was scared to tell you about the cards. That was why I had gone to the tracks. I had hoped to win enough money to pay them before you found out," she confessed. "Well, if you had been honest then, you would not be in trouble now. Are there any other secret debts I need to know? If there are, now is your last chance to tell me before I really get pissed off! I have cancelled all the cards and paid them, using your part of the money again. I have closed your bank account. It will be a LONG time before you have any control over your money again!" Anton stated. "Yes, Master. I have borrowed 5 grand from Candy's father. That is it, however. You have found out about them all. I am deeply sorry for not taking better care of them. I should have come to you when I maxed out my credit cards, instead of gambling more to try to pay them off. I have learned my lesson; I will take my punishment like a big girl," she answered, not turning out of the corner, because he had to told her too. "I am pleased that you called me Master, but there is this new secret that will need to be taken care of. What is her dad's name? I'll call him up and pay that off too. I do not like having any debts whatsoever. That's why I only have one credit card, which I always have paid off monthly," he insisted. Doretta reluctantly gave her brother the requested information. She felt ashamed at having yet another debt that she owed. However, it was a relief that everything got out into the open and Anton would pay it immediately. Anton called Candy's father and sent him the bank draft for the $5,000. He paid another $2,000 to the man, simply because it was long overdue. He felt awful that the man lived on a fixed income and needed the money, which he was simply reluctant to badger Doretta about, since Candy and she were best friends. "Go up to my other office and prepare for your next punishment. You will strap yourself onto the spanking bench as firmly as you can. You can at least do your feet, legs, and one hand. I will do the other once I come up, now GO!" he demanded. Doretta wasted no time doing as he commanded her. She was already in enough trouble without adding to it. She walked into his suite and into the BDSM room, where she looked regretfully at the spanking bench. She glanced at all of his spanking devices and wondered if he was going to use a strap or flogger this time. She then spotted what appeared to be a cane and cringed at the idea of him using that. He had not told her when he would use it; she hoped she would not find out. She listened for a moment to see if she could hear him coming. When she was sure that he wasn't yet, she walked over to the wall and ran her hands over the paddles. She then touched the straps. Those looked lethal. Next were the floggers: he had them in all shapes and sizes. She paused to listen again; nope, he still wasn't coming. She walked over to the cane and started to touch it. It scared her way too much to do so. Instead, she walked over to the butt plugs and saw some larger than his cock. She then noticed a vibrator that looked a lot like his cock. She was positive that he had it made from his dick. She picked it up and rubbed it. She felt its weight and was positive that someone had molded it from him. She carefully set it back down and walked over to the spanking bench. She strapped her feet and legs in, bent over, and strapped her other arm and hand in. She inspected the last strap and wondered if she could do that one. Nope, he would have to do it. She adjusted the straps. She put her arm and hand in them. All he had to do was tighten them. Anton viewed her on his computer. He had installed a camera and hooked it up to all of his computers. He had known that she would inspect his "toys." He would not punish her for that. It was natural for her to want to know more about them. He watched her run her hands over all of them. He then saw her spot his favorite vibrator. He had that one made special for her. It was an exact replica of his cock. He had a special harness made, so he could have it inserted in either hole. It would not come out or go deeper than he wanted in her ass. He would use this one when he took her out to the restaurant soon. When he saw her strap herself in, he turned off his PC and walked upstairs. Doretta's Mistake Ch. 02 He passed Cora in the hall, "Cora why don't you and John take the rest of the day off. I can handle everything else. See you in the morning." "Thank you, Sir. There is a casserole in the oven for dinner. It is set to go off after it is finished cooking. Please don't worry about the dishes. I'll take care of that myself," Cora replied. "Cora, I have cooked and done dishes before, but I'll humor you and let them be. Have fun, I know I intend to," Anton laughed as he went up stairs and entered his suite. Anton entered his playroom and looked at his sister. His cock hardened at the thoughts going through his brain. Oh, how he loved the sight of a woman tied and waiting. He stroked his dick a few times, then walked over to Doretta and strapped her other arm in. He was saddened at having to punish her again. While he did loved spanking and whipping lovely asses, he hated to do it as a penalty. She could have avoided it if she had only come to him first. This was not the first time that she had maxed out her cards and got into debt problems. Well, he thought this would be the last time at least. She had made it clear that he could not trust her. He was mad at her lying above all else. He would take care of that later. Right now was the newest debt she had revealed. He had yet to speak to her. He was too pissed to say anything. He walked over to the radio to turn on some music. The quietness of the room was deafening. He needed a little music. He turned to his classic rock station and turned it on low. He wanted to her cry out as he spanked her. Walking over to the wall of punishment devices, he tried to figure out which one to use. This severe infraction called for a severe chastisement. He had a hard time choosing, part of him wanted to go easy on her. She had bruises from last night on her ass now, but he knew that if he went easy this time, she would never learn. The thing was to lay down the law and stick to your guns. Putting his feelings aside, he walked over to look at the floggers. No, this needed something even more severe. He looked over at his royal blue fiberglass cane. He had just bought it last week. His buddy, Frank, and he had gone to the local BDSM store to buy more supplies. He saw the cane and instantly knew he needed it. Frank wanted to buy more floggers to use on his girlfriend after he had found out about her dealings with Bancroft. Anton had agreed that she needed a severe punishment to remind her not to do it again. Frank had waited until after Crissy healed from the attack before punishing her. Frank had bought a cat of nine tails that he saw Anton had and knew that it would be perfect. It would have a nice sting with neat markers left. He looked at his copy of the cat of nine tails and decided that he would use the cane. He wanted to leave a nice impression on her ass for her to remember. Glancing at Doretta from the corner of his eyes told him she was watching his every move. He walked over and picked up the cane that she had refused to touch. Then he walked in front of his sister and showed it to her. "Doretta, it pains me to use this on you, but you are going to learn that what you did is wrong. Not only did you borrow money against my orders, you lied to me. You have made a mess of your credit. I will have Cora take back all clothes that still have tags on them. That money the will be used for my new dungeon. I think it is only fair that you help pay for it since you will be using it too, though not as I will be. You will be finding yourself on the receiving end. While I do like to whip lovely asses, I loathe doing it for correction measures. I won't lie to you and say it will hurt me more than you will. It will hurt you more," replied Anton. "Please, Anton; I beg you, don't use the cane. Anything but that; I promise to be good," pleaded Doretta. "NO! It will be the cane. You must learn your lesson! It is very evident that you didn't last night or you would have confessed then. I have given the day off to the staff. Frank will be coming by in an hour. He is starting work on our new dungeon tomorrow. Today, he will help me in your training. If you thought my cock hurt in your ass, wait till you see his. It is not as long as mine is, but it is twice as fat. First, however, you need to get a caning. You will receive 10 hard swats from the cane," Anton told her. He removed his robe and hung it on the peg by the door. He walked over to face her ass and raised his hand, waiting for her to start counting. When the first swat didn't fall, Doretta wondered why. She then remembered that she was supposed to count. After asking for the first one, she heard the cane swoosh in the air. The time seemed to go in slow motion until she felt the first sting. She cried out from the pain. She had no idea it would hurt this bad. Catching her breath, she asked for the second one. It hurt even worse. Anton made sure that he applied each whack of the cane to a different area of her ass. He wanted her to feel each one. She breathed harder and howled from the pain by the 9th swat. She had a hard time asking for the last one. Anton reared his arm back and made sure that the final one was the hardest of all. When she asked for the 10th swat, he swung as hard as he could, and made contact with her ass right at the bend under her ass above the thighs. He watched the red welt appear instantaneously. Laying down his cane, he walked around to her head and wiped away her tears. He lovingly stroked her cheek. "Doretta, I love you with all of my heart. I would hate for something to happen to you. That is why I am so hard on you. It would tear me up if he had hurt you instead of asking me for his money. Do you realize what could have happened?" Anton knelt in front of Doretta, "You could have been killed. Hell, he could have come after me instead of asking me for the money. That kind of people will also go after the family too, not just the ones that borrowed the money." Doretta saw the look of fear in her brother's eyes and knew that he loved her. She was shocked that he was so afraid. She had never seen him afraid of anything. She then saw that he had tears in his eyes. Anton was crying. He never cried, not even when their parents died. He was always the strong one, the one who showed no emotion. It hurt her that she had put those tears in his eyes. The disappointment and hurt in his eyes hurt her more than any punishment he could have given her. She had never even considered that he could have been hurt. After she finally caught her breath she replied, "I am very sorry Anton. I wasn't thinking when I did that. I should have known what chances I was taking. I can promise that it will never happen again," she replied, and then added, "Thank you for showing me the error of my ways. I am sorry I put both your life and mine in danger." Anton stood up, walked over to the table, and grabbed some napkins. He walked back over to Doretta, knelt again, and wiped her face clean. He then gave her a big kiss. "You are forgiven. I know you have learned your lesson, but you will not be getting back any credit cards ever! I have learned that you can't handle that kind of temptation. I will rub some salve on your ass. That should help it to heal with no marks. You will have a hard time sitting for the next few days, but I don't want you to use any pillows to cushion it. The pain will remind you of your errors," Anton told her. He walked over, grabbed the ointment, and rubbed it on her bruised ass. He was careful not to hurt her any more than needed. After he was finished, his cock was harder than ever. Not only had the caning gotten him hard, but rubbing her ass had also ensured that he needed some relief. He walked over to Doretta's mouth and pushed his cock at it. She took the hint without fighting. She opened her mouth as wide as she could and swallowed his cock. He pumped in and out of her mouth with force. He was so horny that he could blow any second. He tried his best not to come too soon, but knew that he would not last as long as he wanted. No matter how much he tried not to, he kept picturing her taking it from him and Frank. Frank was even more sadistic than he was. He pictured Frank's cock opening her ass. His cock was as fat as a soda can. He knew it would hurt. He couldn't wait to see her take it. Thinking about that brought the images of girls on the net and past girlfriends taking baseball bats into their ass and pussy. This sent him over the edge. He grabbed her head, buried his length as far down her throat as he could, and blasted his load, shot after shot, down into her mouth. After he finished, he pulled out of her mouth and kissed her again. He had no problem with the taste of a guy's semen or even his own. Looking at the clock, he noticed that Frank should be arriving soon. "Frank will be here soon. I am leaving you strapped in, so that you think about what just happened, and for you to compose yourself. We'll be up to get you shortly," Anton informed her, walking out without waiting for a reply. Anton enjoyed going around nude. He decided not to put any clothes or robe on. Frank had seen him naked before. He walked down the stairs and entered his office, when the security monitors informed him he wad a guest. He looked at the screen and saw it was Frank. He buzzed him in and walked to the side door to let Frank in. "Hey, Frank. I am glad that you could come over on just short notice. Doretta is upstairs, strapped into the spanking bench. After I talked to you this morning, she revealed yet another debt. This one, I think, is the last. I would like to get started on the dungeon tomorrow, if you are still open. I need to start her training ASAP," Anton greeted Frank. "Hey. Yeah, I don't have any jobs right now, so I can start on your basement tomorrow. I'll come over, measure, and see what I need in the morning. Then I'll pick up the supplies. My crew and I should be able to start on it by lunchtime. I can't wait to see how Doretta's ass looks like now. What did you use this time?" Frank responded, following Anton to his office. "I used my new cane that I bought last week. It left some nice welts on her ass. I dare say that she won't sit down comfortably for a couple of weeks. I'll turn on the screen so you can view it. I taped the whole session this time, though," responded Anton. Anton turned on the computer monitor and brought up the camera, so Frank could view Doretta. He turned on the sound, so they could hear in case she said anything. Frank sat there and watched Doretta. He had wanted to take her over his knee many times since they were children. He knew her since they were children and was 5 years older. He had even asked Anton's permission to turn her ass red, but Anton said he wanted to be the first. His cock hardened at the thought of finally being able to fuck her and spank her. He loved the work that Anton did on her ass. "Dang, Anton, you did a fabulous job on her ass. I couldn't have done better. So, how is the anal coming along? You said this morning that you were going to fuck her at the breakfast table. How was it? Was she as tight as you hoped?" Frank replied to the scene. "Thanks, I thought so too. To answer your question, yes it was tight, even tighter. You are going to love opening that hole today. I want to have several different cages specially made for her. I thought of a St. Andrew's cross, a sawhorse spanking bench, a bondage chair, and several fucking devices for me to use on her. I also want lots of restraint points added to the ceiling and floor. I also thought of adding some hoods and masks too," Anton told him. "That can be done. I'll have Jeff come over to get the measurements for the cages. He is also making hoods and masks and special head cages now, so I would talk to him before buying them online. As for the furniture, I can build those too. If you want any made out of iron or steel, you'll need to talk to Jeff. He did all of mine. Do you want your cross free standing and movable or mounted to the wall?" Frank replied. "I'll call Jeff tomorrow. I think I want the cross mounted to the wall and, of course, you will build the furniture for me. You did a wonderful job on the bench. Do you want to go and have fun? It appears that she has recovered enough from the caning. I am hard again and need some relief. Of course, I always need relief these days," Anton announced. Anton turned off the monitor and led the way upstairs. He could not wait to watch Frank bury his cock into Doretta's ass and pussy. He even thought about her getting 2 cocks up her ass and in her pussy. From his experience with Frank, he knew Frank would be up for that. Frank laughed at what Anton said and replied, "Buddy, you are always needing relief." "True, but lately it has gotten worse. I don't know how much longer I would have been able to hold out, if she had not messed up. I was tempted to take her ass last week, when she bent over in front of me. Her dress was short and when she bent over, it showed her pussy and ass. I knew then that she shaved her cunt. She didn't know I saw her, though. I have wanted to watch her get her ass and pussy fucked by whomever I wanted to for quite a while. Though I will never let another guy have her, I will loan her out," Anton answered back. "She will make an excellent little toy. I can't wait to watch her gag on my cock straight from her ass. I hope she washed out good, because if she didn't, she won't like what happens," "She cleaned out good. I tested that earlier. I think she was afraid of what would happen. So, what do you want to do first to her? Should we move her to my bedroom or keep her in the playroom?" Anton inquired, as they passed outside of the door leading to his suite of rooms. "Why don't we move her to the bedroom? I am excited about double-teaming her," Frank replied. Before they entered the playroom, Frank removed his clothes and hung them on a hook outside of the door. Anton walked in first, and then Frank walked in. Frank's cock was very hard. Damn, Doretta thought to herself, I am in for it now. She had no idea how she was going to take that monster. She wisely held her tongue. The look on Frank's face said enough for her to know what would happen if she did or said anything.