Doretta's Mistake

*** Thank you SEVERUSMAX My Lover, My master for helping me with this story.

Note : This story is completely fictional!

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.

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.

“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.