5 comments/ 17093 views/ 7 favorites My Pain Slut Penny Pt. 01 By: no1mrboots Waking up from an insistent ringing of my telephone, I grab it and answer with a sullen "hello." "Is this MrBoots?" "Yes it is who is this?" "My name is Penny, Sir," says a very timid voice on the other end. "My friend Janice W. said I should contact you, because you would be able to help me?" Still being in a haze from not enough sleep, I tell her "girl you have caught me completely off guard, your call woke me up and I need to get my head together, can you call back in 15 minutes so I can get some coffee first?" Swinging my legs over the side of the bed and sliding into my leans, I go to the kitchen, make me some coffee, and wonder whom that was calling? Just as I sit down with my coffee, in exactly 15 minutes the telephone rings again. Saying "hello" again, it is the same timid voice saying" this is Penny again Sir" "OK, I'm wake now" I tell her "what can I do for you Penny?" "Sir, Janice told me if anyone can help me, you can, you see Sir, I am a submissive who is in desperate need of a Master, and I wonder if I could get you to take me on." Having no idea, who this woman is, what she looks like or anything else about her, but knowing Janice referred her to me, I have a good idea what she is looking for. I tell her" If you wish to deal with me, you get your ass over here to my house within the next hour, you will present yourself at my door wearing a very short skirt and a sheer top, nylons and heels" Confirming my address, she goes on to ask me" Does that mean I wear only that Sir?' "It means exactly what I said girl, if I had wanted you to wear anything else I would have told you!" "Yes Sir, I will do as you say and come to you right away" She replied and hung up. Just as I get out of the shower, I hear the door bell, grab my robe and put it on, opening the door, a short maybe 10 lbs. over weight but extremely pretty looking lady, tells me "I am Penny Sir and I have been looking forward to meeting you for almost 2 weeks" "Come in I tell her, you can take a seat at the kitchen table and give me a few minutes to get dressed!" Heading towards my bedroom, I tell her "I just made a fresh pot of coffee, help yourself while i get dressed" Walking back into the kitchen I find her standing at the kitchen counter, with a very excited and flushed look on her face. Pouring myself another coffee, I tell her "sit down and tell me all about Penny, who is she, what is she looking for, what does she need and require, does she know what she wants and needs?" Sitting down crossing her legs, she stammers, "should I sit like this Sir or should I show you what is under my skirt?" "Seeing as how I see a very inviting set of tits thanks to the see through top you have on, I think you should not only show me what is under that skirt, but take it off, so I can see all of it!" Jumping up, she instantly unzipped her skirt slides it down and steps out of it, exposing a very hairy pussy, "I hope you don't mind the hair Sir, my husband doesn't want me to shave it off" "I have to say, I kind of like the looks of it like that" I tell her, "have a seat and tell me all about Penny" No sooner has she sat down and everything comes gushing out. "Sir I am a married woman, have been for the past four years and I am at my wits end, You see Sir I desperately need a strong demanding Master who will use me the way I desperately need to be used." "I very much need to be used, abused, humiliated, and treated like a slut and whore; pain is an absolute must for me" "My husband is very vanilla and as it stands right now, we haven't even had sex for more than six months, but even when we do it is all about him, he uses me just long enough to get off and leaves me wanting every time" "Having said that Sir, I'm not even sure why, but I still love him and don't want to leave him" "He knows that I was going to come and see you and ask you to take me on, he is not very happy about it, but I told him in no uncertain terms, I was doing this, and if he didn't like it, he could move out!" "In the four years we have been together, he spanked me half-heartedly one time and I had to make him mad to do that! Sir I desperately need to be abused, I need someone to physically abuse and hurt me, I desperately want my ass spanked and slapped hard enough to make me cry?" As I am sitting there looking at her, I cannot help but notice how she is being turned on and getting excited, her nipples are just about as hard and puckered as they could possibly get and it is impossible to miss the big wet spot on the chair between her legs. "Get up and stand right here in front of me," I tell her. Standing in front of me, I slide my fingers over her soaking wet pussy soaking them in her juices, putting my hand in front of her face, I tell her" lick it off" Seeing the look of hesitation on her face, I grab her tit yank on it and twist it at the same time making her yelp and try to pull away, only to hold it firmly, and yank even harder. Letting go I slap her tit hard enough that it bring tears to her eyes, "when I fucking tell you to do something, you do it! You do not hesitate, you do as I say!" "Now sit your ass down on that chair and think about what just happened" Walking away I go into my bedroom and give her a few minutes to digest what just happened. I come out with a leather collar, handing it to her, I tell her "read what the tag says and if you want me to take you on, put that on tight now" Having read the tag, with a big grin on her face she wasted no time in putting the collar around her neck and begged me "to fasten it around her neck and make me her personal slut like the tag says" "Under no circumstances do you remove that except to have a shower, any other time that stays around your neck for the whole world to see and that includes your husband!" As I am telling her this, she begins to shake and her eyes get a glazed look, grabbing my arm because her knees are giving out, she looks at me and moans, "I'm coming Sir Oh my God I'm coming, oh shit I'm coming" Sinking down on her knees in front of me looking completely overwhelmed, I tell her "seeing as how you are down there anyways, you may just as well take care of your Masters needs right now, show me how good you are at sucking my cock, and show me you deserve that collar" Instantly she sits up on her knees and undoes my jeans, pulls the down, reaching for my cock, she looks into my eyes and asks me "May I Sir?" "Yes you may" I tell her and she instantly has her hands on my cock, holding it up so she can slide her tongue over the head of it, making me swell to my full size. "If I may say so Sir, Janice was right, seeing your beautiful cock for the first time is scary, God it is so big and thick!" At that she started licking the head all over and holding it with both hands started sliding up and down on it, grabbing her by her hair, pulled her into me and told her" suck it bitch, suck it, you're going to learn to swallow the whole thing, so you may just as well start right now!" At that she promptly engulfed the head and proceeded to start sliding back and forth on it getting a little more of it in each time, holding her head tight with my hands full of her hair, I kept pumping my cock a little deeper with each thrust, only to have her suddenly start choking and gagging, Rereleasing her, allowing her to catch her breath, I told her "you're not done yet girl, you will learn to swallow all of it, so I can fuck your throat!" To be continued? My Pain Slut Penny Pt. 02 Having spent most of the day with Penny, at our first meeting, I told her to "stop at the adult store, find a soft dildo the size of my cock, and take it home so she can practise swallowing it down her throat." "I ordered her to go next door and introduce herself to Shell my neighbor, explain to her that she was my new sub. That her Master had ordered her to ask Shell if she would teach how to swallow my cock down her throat." Seeing the look of bewilderment on her face, left little doubt in my mind as to her mindset. The horror of asking a complete stranger," how to swallow a cock?" "Get used to seeing her and having a lot of contact with her, Shell and I are fuck buddies and at times we will be enjoying each other's company" I told her. "Call me as soon as you get home, so I can tell you what you are going to do next," I told her as she headed next door. As she walked a crossed the yard, I speed dialed Shell and told her," there is someone at your door that needs your help," hearing her doorbell chime as I told her. Watching the two of them at Shell's door, the embarrassed look on Penny's face and her pointing towards my house and Shell smiling, step back to invite her inside. Having just finished my dinner, Shell walked in and informed me, "That girl is a natural; it took no time at all to teach her how to swallow." Getting up Shell poured us some coffee and sat down again, "where did you find her?" she asked. I explained that Penny had telephoned me and asked for help, how Janice had told her to contact me, and I told her she should come over and introduce herself. Shortly after Shell went back home, the telephone rang, and Penny informed me," she was home and dying to learn what her master wanted her to do next?" "Before you do anything else, you can put the telephone down and strip naked right now," I ordered her. Hearing the clunk of the phone as she put it down, it was no time at all, and she picked it up again, informing me, I am as naked as the day I was born except for my collar Master" "How does that make you feel?" I asked her. "To be honest, it makes me feel excited and slutty and very turned on because I am doing what you want me to do, if I may say so Master, it is makes me horny and soaking wet." "What will happen when your husband comes home and sees you like that?" I asked her. " He will probably demand that I put some clothes on and take my collar off, but Master I have already made up my mind, that no one tells me what to do except for you Sir!" "OK, you do what you have to do and be here at 7.00 am, wearing your sexiest underwear underneath a overcoat, when you get here, you walk in and make my breakfast for me, call me when it is on the table ready for me to eat it!" Just after 6.00 am, my dog alerted letting me know we have an intruder, telling him it was OK he jumped off the bed and joined Penny in the kitchen. Lying in bed I pondered, what course to take with her today? Concluding that not knowing anything about her yet, I will simply play this by ear, push her buttons, and learn how to proceed. After some time, she sashayed into my bedroom, dressed in some conservative underwear, with a big smile on her face, she asked, "would you like to have your breakfast in bed, Master?" "No I'll have it in the kitchen" Swinging my legs out of the bed, I told her "Come here girl "She came and stood in front of me and I grabbed a hold of her bra, ripped it off, and did the same with her panties," What the fuck you call this?" I asked her. "I thought I told you wear your sexiest underwear?" Seeing the look of shock and bewilderment on her face, I knew I would have to begin at the beginning with this girl. "Master I am sorry to say, that is the sexiest underwear I own, my husband would not allow me to spend money on anything else." "In other words, we have to go shopping and get you some suitable stuff before we do anything else today!" She light up and broke into a big grin, "I would love that Master; I desperately want to dress in any way that pleases you?" Going into the kitchen and sitting down at the table in front of a big plate of bacon, eggs and fried potatoes, I told her" get down here under the table and show me what you learned yesterday!" Getting down on her knees under the table she grabbed my cock, started to stroke it and stopped, "should I make it hard with my hands Master or would master like it better if I used my mouth?" "Use whatever means you think are going to accomplish your job," I told her. At that she did just that, she used her hands and pumped it, at the same time sliding her tongue over it and put suction on the head, making me rock hard and feel her swallow my cock down her throat, only to start gagging just as she had most of it down. Realizing that sitting the way I was made it awkward, I told her," just wait until I finish eating and you can try again, just get me some more coffee for now" Still hanging onto my cock and keeping her lips wrapped around it, I reached down grabbing her hair and yanked her head back. "When I tell you to do something, you do so right them and there!" Getting up from the table, I ordered her to go into the living room and lay down on the ottoman with her ass up. Much to her credit she did so instantly. Pulling the throw rug out of the way and exposing the fold down rings in the floor, I removed the leather cuffs from their box and secured her wrist and ankles. Taking the riding crop of the wall, I snaked it down hard enough to break the skin on her ass cheek and make her scream with the shock and pain. "when I fucking tell you to do something, you do it "once gain bringing it down on the other cheek, leaving a similar cut on it, making her howl and scream, promising to do better next time. "Sorry girl "I said but I have no choice but to make sure you do as I say, when I say it, You have brought this on yourself, so just remember. You are here for your Masters pleasure!" Giving her four more on each cheek and making her howl with pain, sobbing and crying, screaming with each stroke. Putting down my crop I knelt in front of her lifted her head up by her chin and ordered her to look me in the eye, with tears streaming down her face she did. "I am sorry girl, but you left me no choice. you wanted to be my personal slut so I have to teach you the proper way of being just that " "Now tell me girl, who are you and what are you?" In between the sobs and tears, she told me "I am your personal slut Master, I am here for you to use and do with as you like" Removing her cuffs I told her stay where you are, grabbing a jar of ointment I proceeded to spread it over her ass cheeks making her squirm with the initial sting, "this will help sooth it and help reduce the swelling" I told her." "Now. before we do anything else we need to establish a safe word for you, a word you will use when you feel Master has gone beyond your limits, So remember it is only to be used when Master has gone passed your tolerance, the word will be, Black, If you use it at any time I will stop immediately, but if you ever use it when you know very well, you shouldn't have, I will punish you like you can't possibly reprehend!" "At this point, do you have any questions for me?" "Master, if I may say so, my mind is going a hundred miles per hour, everything being new and unknown to me, it simply doesn't stop" The only thing I know is that I will do anything to please you, and Master I think I need to confess that when you lashed me, I had a violent orgasm, I tried to stop it because I knew I was being punished, but I couldn't prevent it from happening Master." "Seeing as how you told me without having to be prompted, I'll let that go, but obviously we have to teach you how to edge!" "What is edging Master?" Grabbing her by her hair and pulling her face directly in front of mine "When you wish to speak to me or ask a question, you will address me with, Master may this slut have permission to speak?" Obviously getting my message she said, "Master may this slut have permission to speak?" "Yes you may" "What is edging Master?" "Edging is leaning to stop your orgasm just before it happens, it is learning to control it so the only time you have an orgasm is when I say you may!" "Master, you know that pain is a must for me and it makes me cum" Grabbing both of her tits I squeezed them mercilessly, twisting them hard, "What the fuck did I just finish telling you, you dumb cunt?"I told you to only address me with asking for permission to speak!" With a sob escaping her throat she said, Master may this slut have permission to speak?" "Yes you have permission, what is it?" "Master you already know that pain makes me cum, how do I stop that?" "Slut our brain is our biggest and best sex organ we have and the best part of it is that we can control it, we can use it in any way we decide" "As a matter of fact, this as good a time as any for you to practise that, get over here and show me how you can swallow my cock down your throat!" Instantly she dropped on her knees in front of me and looking up at me she asked, May this slut have permission to speak Master?" "Yes you may" May I make my Master cum and explode in my mouth and swallow his cock juices?" Knowing I would heighten her need and senses, I grabbed and pulled her hair again and informed her, "That goes without saying, unless I tell you otherwise, you swallow it every time!" At that she started working on my cock, sliding her tongue all over and around it, sucking the head a little deeper into her mouth each time she came to it, as it started going farther down her throat, I could feel her gag reflexes working and bring tears to her eyes. But much to her credit, she persisted and worked past them taking all of my thick 9.5 "down her throat, once she mastered that she started to piston up and down on my cock obviously determines to make me explode down her throat. In less than five minutes, she managed to make me cum and shoot a large load, making her gag once more, but much to her credit she persisted and swallowed all of it. Seeing the look of pleasure and satisfaction in her eyes, I told her, "you are doing a wonderful job of pleasing your master, slut!" "Now go and get dressed so we can go shopping and get you some slut underwear" "May this slut have permission to speak Master?' "Yes you may slut" "Does Master wish to pick out what I should wear to go shopping?" "No I already know what you're going to wear, put on that yellow dress that you brought, it is just sheer enough that your nipples will show and possibly your bush as well" Asking for permission to speak and be excused, she went and got ready. Just as I finished the dishes and cleaning up, she returned all done up and her long hair brushed to glisten. "You look very nice slut, I like it!" I told her. Much to my pleasure the material in her dress being sheer enough to show her proud nipples and a hint of her bush as well as showing the crack of her ass when she turned around, "Not only are you my slut, but you look the part as well, I a proof" "Very nice indeed" At that we went on our way to get her suitable underwear as a slut. My Pain Slut Penny Pt. 03 I am doing this installment with Penny's, side of what is happening. I will write what she wants and needs to say, for her. Master, ordered me to tell what is, and has happened from my side of this relationship. "He insist that I be transparent and truthful, in the hopes that others get a better understanding about people like ourselves (the B&D and S&M lifestyle and variations there off)" "To start with, I want it known that I am here of my own free will! Yes I am a married woman, and to be honest, until I met master, I thought I was very much in love with my husband, unfortunately, we lived a very vanilla hum drum life, sex was almost none existent and when it did take place, it was for him to get off and leave me wanting most of the time. To maintain my sanity and not be so frustrated all the time, I turned to porn on the internet and would use my fingers on myself almost daily. I discovered a completely new world on the internet, searching the various porn sites; I discovered B&D and S&M, it intrigued me to ne end, it helped me get off like never before. Watching some, what at the time I thought was pretty disgusting stuff, seeing woman get abused and beaten, seeing them get thrust up in all sorts of strange positions, being forced to do things so unnatural. Yet every time I turned, my computer on that was where I went and every time I did, my pussy got soaked always culminating in my fingers in my panties. It played hell with my mind, was I some sort of weirdo, was I sick in the head? Knowing that my friend Janice was involved in something along these lines, I called her and asked if I could come and talk with her about her secret life? No sooner had I walked into her house and my dam burst, my verbal diarrhea flowed none stop, when I finally did stop, she gave me a great big hug. "Welcome to my world girlfriend," she said. I don't know anything about this stuff, the only thing I know is that I get horny and turned on looking at it and yes I admit that using things to hurt myself, help me get off, when I do that it makes my orgasms so much stronger and oh so much more satisfying. Janice, said that we could find out for sure, right here and right now, if I wanted to. Take your clothes off she ordered , get your fucking ass naked for me right now! Not sure, what was going to happen but having been intimate with her before and getting oh so turned on from the way she talked. I stripped naked and the second my panties came off, she hit my ass so hard, I jumped and yelled at the same time and almost hit her back, who the fuck did she think she was? She removed her own clothes and took my hand, leading me to her bedroom, pushed me onto her bed and drooped down on her knees between my legs, spreading them wide open exposing my pussy and started showering me with kisses, leading to fingering my pussy and telling me over and over, you really are a fucking slut aren't you? In no time at all she had me aching for release, only she would stop and start, talking about anything and everything unrelated, only to start all over again and bring me to the very edge of orgasm, she literally had me vibrating on the bed. Suddenly she hit my pussy so hard it made me scream from the pain and at the same time my flood gates opened and I orgasm like never before and for the first time in my life, I squirted, soaking her and her bed. Standing up looking down on me she said, "I guess I proofed my point, didn't I?" I could not belief what had just happened, feeling so overwhelmingly drained, satisfied, and my pussy still hurting from that stinging slap. "Turn over on your stomach you stupid cunt", she ordered, hearing her order me like that sent chills down my spine and made me feel all happy at the same time. No sooner had I turned over and something hit my ass so hard I was on my feet instantly, Janice was standing in front of me with a belt and told me, "If you don't want this someplace else get your fucking dumb ass down there right now" Not understanding what was happening, I hesitated long enough that she flicked that belt in such a way that the end of it flicked my nipple, shooting pain all over and make me cum violently. "You my girl, are a pain slut deluxe and need to meet Master Boots" She informed me. That is how I learned about Master. Janice spent hours helping me understand to the best of her ability, what the lifestyle was all about, and how each person is different and that a true Master would take his time to get to know and understand her. That was the beginning of contacting Master and if it had not been for Janice doing what she did to me, I would probably have run off shortly after meeting Master. I had never been with anyone other than my husband and out of desperation Janice, yes, she used me and took advantage when I was very vulnerable, but I'm sure it helped keep me sane. When I first met Master, the minute I laid eyes on him, I knew I wanted to do anything and everything in my power to please him. I guess the best way I can explain it, is to say, He looked like a montage put together of all the Dom Masters I had seen on the internet, all of them rolled into one. My hero, my saviour if you will. When he grabbed and twisted my tits, making me see stars and make my pussy cream at that moment, I knew I had found the man that understood my needs and me. I know and understand I have a long journey ahead of me, I also know and understand, I am here strictly of my own free will, and am My Masters slut and slave, to do with as he sees fit. (That above anything is what I desperately need and want!) I am not even sure I know how to begin to explain, how crucial it is for me to make my Master happy and satisfied. At this very moment I have a sore ass from the lashing he gave me and the skin on my ass being as tender as it is, he broke the skin a little bit with the first stroke of the riding crop, the rest are just nice big red welts," Ooohh they hurt so good!" I know I will get many, many more lashings and beatings in the future (I pray that I will) I also know that if I displease my Master I will get a severe punishment and will be made to control myself and will not be allowed to cum,(that is twice the torture) Having spent a large amount of time, talking with Master, telling him everything about myself, I mean everything, even my most intimate and secret thoughts, stuff that no one else knows about, things i would never say to any one because they might think I was insane or perverted or just plain weird. That has made me feel so unburdened and free, that I feel like a new person and in truth, today is the first day of my brand new life! Yes, I have had some serious talks with my husband and chances are we will be going our separate ways. As far as he is concerned, our marriage was what It should be, me at home like a good little wife, not going anywhere, just keep house and be available when and if he wants me,(maybe twice a month for a cum dump, stick it in, get it off and go to sleep) I explained to him that was no longer acceptable and told him I would be going to see master and that if Master would accept me, I would be willing and ready for whatever he wanted. Master is the one who suggested that I stay with my husband for now and see what happens. Unfortunately, having been with my Master for a while now, I have become very disappointed and disgusted in the way my husband treats me, the same as always, no love, no consideration, no interest, no compassion, no anything! Yet when I am with Master, or for that matter, even if I am not, I feel very loved and wanted! "Oh and by the way anonymous, I am here of my own free will and would not change a thing!" "Just because you do not understand, does not make this wrong!" "In addition, when and if a woman tries on panties or bathing suits, it is done over a clean pair of panties, never without!" (Just saying) I am very aware I am not the only woman in his life, but i am happy to take what I can get and sharing him with other woman could proof very interesting and rewarding! Am I in love with my Master? I honestly can't say, I am certainly very much in lust with him and trust him completely, even though I have only had his beautiful big cock in my mouth, I can't wait for him to use it on me and in me in any way he wants, I already know, it is going to be special! As the tag on my collar states, "this slut belongs to Master Boots" and unless my Master says to take it off, it is staying on except for when I have my shower! I am proud to be Masters slut and slave!