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I Am a Slut
I am a slut. I started out to be Master's slut, but have become aware that being a slut is who and what I am. Even if, God forbid, I was no longer Master's submissive, I would still be a slut. A major part of women's liberation was the freedom for women to be who and what they want to be, I am and want to be a slut. It gives me great satisfaction that my physical being is appreciated, desired and craved. It is unfortunate that not everyone understands and appreciates the choice that I have made, but I have come to understand that is their issue, their hangup, their prejudice, and has nothing to do with me.
I was probably not too far from them when I discovered Master. He was unlike anyone else I had ever met or known. He saw and recognized who and what I was, even if I had not yet discovered my calling. He worked with me, bringing out my long suppressed sensuality and sexuality. It became important to me to change to please him, but the watershed was when I started to change to please myself. I don't know when or how my values about myself started to align with his. Not coincidentally it was about the time that I discovered my self-confidence, my self-awareness, and the time that I saw myself as something of value in and of myself. That was my Eureka moment, this mousy girl, full of self-doubt and self-denigration, became this confident, self-loving slut.
Master taught me the skills of a slut, but more importantly opened my mind and let me see myself in this whole new light. He made me aware of the cage I had created for myself to be a "good girl." My parents were rather liberal and most of my cage I created in pressure from other girls in school to not be "one of those girls" but to be a "good girl" as their clique defined it. Good girls dress this way, good girls don't do "that." To be one of the good girls my rules for myself were even more restrictive, I couldn't even allow myself to do what I knew other good girls were doing. No sex, I didn't even allow petting. A kiss on a rare date was no different than a good bye kiss with grandmother. I had to make things up to confess with the priest.
Then "Bad Boy" took an interest in me. He didn't push, at least I never felt that he was pushing, but as I spent time with him and his friends I saw a whole new accepting culture where personal freedom was more important than group conformity. The general attitude seemed to be, 'what you are doing isn't hurting anyone and seems to be making you happy.' They accepted my good girl behavior as my choice. They accepted me without comment or judgement. Even Bad Boy who obviously had other choices accepted my rules and limitations.
I knew he had another girl, Cheryl, though the relationship was unclear and unfamiliar to me. She was usually close to him and if he told her to do something, she immediately did it. But she was also hugging and kissing other boys and girls in the group. Her look was one thing that I definitely noticed. She was always in a short dress and heels and did not appear to ever wear a bra. I caught a couple of instances where there did not appear to be anything under her short skirt. She was the antithesis to my view of a good girl. Perhaps a bad girl to go with our mutual friend Bad Boy. I was captivated by her, she seemed so free, unencumbered and happy.
One day I saw a sundress in a shop that was really cute, and I really liked it until I tried it on and found that it only came down to the middle of my thighs. Way too short for a good girl to wear, but it was so cute, and I rationalized that other girls among my new friends wore dresses that short, and were accepted without prejudicial comments, so I bought it.
It sat in my closet for weeks, finally one hot sunny day when I was way behind on laundry, it was the only choice left in my closet, so I wore it. Bad Boy picked me up to go to a picnic with a bunch of his friends, and the smile he had when he saw me erased all my doubts. As we drove to the picnic in the front seat of his car, I must have tried to pull it lower on my thighs a dozen times. He finally smiled at me and told me, "your dress is fine, there is nothing wrong with what leg you are showing, but when you keep tugging at it is when people are going to pay attention and wonder why you think something is wrong. If you are going to wear anything be confident in it and people will accept it and you." It wasn't easy but I left the hem alone. For the four hours of the picnic, I got several comments about how good I looked and only one comment. Cheryl quietly told me privately in the restroom that the dress had its own built in bra and would look much better without me wearing one under it. She helped me slip my bra out from under the dress and looking in the mirror I had to admit that she was right. I bravely slipped my bra into my purse and walked back to the picnic. I could feel my breasts jiggle with every step. I was sure everyone at the picnic would notice and stare. I was almost disappointed that no one seemed to even notice. No one stared at my chest, people talked to me just like before. The only change was I didn't feel as hot, and I was physically more comfortable.
I finally couldn't stand it and quietly asked Bad Boy, "Do you notice anything different?"
He looked me over carefully, walked all the way around me, then looked me over again from head to toe. He finally smiled and told me, "No, you haven't changed a bit, perhaps a bit braver and more comfortable, but losing your breast security blanket didn't change you one single bit."
He kissed and hugged me and as he hugged me, I kept repeating in my mind, "your breast security blanket." I spent the next hour noticing around the picnic the almost total lack of 'breast security blankets.' A few of the larger women still wore support, but overall, on a hot summer day there was a definite trend to being cooler and more comfortable.
On the ride back home I told Bad Boy, "You were wrong, I did change. I now understand the freedom that women among your friends enjoy. They can be themselves, do what they want, wear what they want. No one judges them, not even the other women. They are confident in themselves, and don't seem to care what others think about them. I want that."
He smiled, reached over and squeezed my bare thigh right below my sundress. No one had ever done that to me before, a chill and a shiver went through my whole body and landed in my vagina. I felt the wetness in my underwear and a tingle in my nipples I'd never felt before.
When we got to my apartment building, he walked me home. When we got to my door I threw my arms around his neck and gave him a kiss like I had seen other girls kiss their boyfriends, not stiff closed mouth grandmother kiss, but a boyfriend kiss. When we broke he asked, "Where did that come from?"
I replied, "That came from the newly freed me. Please come in with me." As soon as the door closed my arms went around his neck again and an even longer deeper kiss, as I felt his hands hugging me back.
As the kiss broke he said, "I like the new you."
I smiled, "That kiss was a request. I want you to change me in a way that I will never go back."
He looked puzzled, "I would do that how?"
I kissed him again, "You would start by fucking me, taking a vCard, I'll never have again, making me officially your submissive to train and mold into what I should be and want to be."
He held me at arm's length, looked me straight in the eyes for what seemed like forever and said, "If you are sure that the new you is what you want, it would be my pleasure to take your vCard. We will discuss what it would mean for you to become my submissive, it would be a whole new world for you that I'm not sure you are ready to enter. Would you like to have that discussion first and then decide if it is a change you are ready for.
I answered by slipping off my sundress, "fuck first, talk later, when I'm cognizant again."
I didn't have to ask again, he picked me up in his arms, carried me to the bedroom, and dropped me on the bed. He shook his head at my granny panties, slid them down my legs and said, "We will talk later but I never want to see these on you again." He then folded them up with the wet crotch on the outside, and without warning shoved them into my mouth.
My mouth was full of my first taste of myself as I watched him remove his shirt and pants. I didn't know what to think when he pulled a rubber out of his pocket, unwrapped it and worked it onto his penis. I was thankful that he had one, but I'm not sure why. Was he expecting and waiting for me to ask him, or did he need one often enough to always carry one?
I had waited 24 years for this, why was I now so anxious for him to take me. He looked amazing naked, of course I had zero real experiences to judge a naked male body, the closest I had ever come was the swimming pool. A real penis was much larger than shown in the pictures in sex ed class, and this one seemed to still be growing. As I was studying him he stopped at the foot of the bed and was studying me. The first person besides my parents and a doctor that had ever seen me naked.
He reached down and grabbed my ankles and spread my legs apart. His smile got even wider as he continued to study me. I almost choked on my panties when he started to move up between my legs towards me, in my excitement I had forgotten I was gagged with them, and what did he mean by never wanting to see me in panties again?
I had to remind myself to breathe as his hands slid up my legs, past my knees and onto my thighs, spreading them even wider. He was looking at my vagina and still smiling, but for the most part he seemed to be watching me, my face and my eyes.
I felt his fingers on my vagina! I saw his head go down, is he kissing it? No! He is licking it. OMG! I had never felt anything like that before, even the one time that I tried to masturbate, I didn't feel anything like that before guilt made me stop. Just as my vagina started to clench, he moved up across my stomach, kissing all the way. He stopped at my breasts, licking and sucking on my nipples, I hadn't noticed how rigid and erect they were until he got to them. Suddenly the sound I heard was me moaning, where did that come from.
He reached up and pulled my panties out of my mouth and threw them towards the trash can. He shook his head no and then kissed me. I felt his tongue pass through my lips into my mouth. My reaction quickly went from 'how gross' to 'how intimate." His tongue found mine and seemed to play with it.
He ended the kiss, looked down and asked, "Are you sure you are ready for a new life?"
I smiled and replied, "Sure enough that I want you to fuck me and make me yours."
He smiled, gently kissed me and I felt him moving his cock up and down against my vagina, I learned later to get it wet before entering me. I felt myself being stretched as he started to enter me, a very new and strange sensation. I could feel him push into me and then seem to withdraw a bit before pushing again. He stopped and said, "I'm about to take your vCard, this may hurt a little bit, but not for long." I knew enough to understand that he was at my hymen, and about to tear it.
I nodded and felt him push harder. There was a small flash of pain, I've experienced worse through clumsiness. He saw me react, and asked, "I'm through, are you OK."
I looked him in the eyes and said, "I am more than OK, you have changed me, I am free of the Good Girl, and ready to be what you want me to be. Now please, fuck me."
He quickly complied, though the rest of it is a blur of new feelings, sensations, and my body reacting, like it had never done before. Bad Boy told me later that for the first time he went slow and easy. If that is true, I look forward to hard and fast with both anticipation and more than a bit of fear. Using the bathroom afterwards there was a small amount of blood on my thigh, I checked and used a warm washcloth to clean it off his penis too, which resulted in another round of sex and my first orgasm, which scared the heck out of me until Bad Boy told me what was happening to me.
Another milestone followed, he slept over!!! My first ever coed sleepover. When I woke up in the morning, he was lying there watching me and smiling. He kissed me nice and gentle, and then once again much harder and longer. He asked how I was feeling and whether I was sore. It occurred to me why he was asking so I lied and told him I wasn't sore at all. He frowned and said, "I have three cardinal rules for submissives, and you just broke two of them. I demand honesty, obedience, and that you take care of yourself. All three of those supersede ever telling me what you think I want to hear. Now once again, are you sore?"
I answered honestly, "Yes sir it is very tender and a bit sore but still wanting your penis to fuck it again."
Bad Boy laughed and said, "I will consider your request but first a language lesson. It is time you started using adult terms. The object you desire is called a cock, the place you want me to put it is called a cunt, and these things on your chest that I am playing with are called tits. Now what is it that you want?
It only took me a moment to answer, "Please fuck my tender cunt with your beautiful cock."
I didn't realize how tender and sore my vagina cunt was until his condom covered penis cock started parting my cunt and pushing in deeper. I realized that he was fucking me with the same slow gentle way that he used for my first time. He knew that I was sore and tender, but still did what he could to accommodate my request. As he slowly fucked me the sensations from my cunt became confusing. There was pleasure and there were twinges of discomfort, then it became difficult to determine which was which and shortly afterwards it just didn't matter, the mix of sensations as his cock moved in and out, stretching my cunt and letting it relax just became pleasure like I had never experienced before. I felt my cunt clench on his cock, ripples ran up and down it, I now knew what an orgasm felt like and knew that was what was happening. It took a moment to realize that the sounds, the moans and more that my ears were hearing were coming from me. I felt something I hadn't felt before, I felt his cock swell before I felt the spasms in his cock as he came deep inside me.
I watched as he pulled his cock out of my cunt. He removed his condom working to leave as much of his cum on his cock as he could. He moved up and sat on my tits, told me to open my mouth and slid his cock into my mouth and told me to lick and suck it clean. I was shocked, but did what I was told, exploring his cock with my tongue, swallowing what I found as I cleaned his cock. It tasted a bit salty, different, not unpleasant. He pushed his cock in even deeper hitting the entry to my throat and I gagged; he pulled back a bit and then made me gag again. That seemed to amuse him, and he did it a few more times before pulling his cock out of my mouth and laying stretched out on top of me.
He kissed me and told me, "You are too naïve to make a decision to serve me." He saw my look of disappointment and continued, "If you are willing, I will have Cheryl give you a crash weekend course on what serving me requires. By the end of the weekend, you will not only be transformed completely from being a good girl but will also know enough to make an informed decision about serving me." He watched for my reaction.
My mood changed rapidly. I was bitterly disappointed that he did not immediately accept me. He had already changed me and now was saying I wasn't ready. But the taste of him in my mouth told me that he was correct, there was a lot that I didn't know about him or what serving his actually meant. I finally asked, "What will she do, and what do I have to do?"
He thought a moment and replied, "She will teach you how to please me, what I like, how I will enjoy you sexually and in other ways, what I will expect from you, how you will dress, how you will act. You will obey at once and completely, with the same respect and obedience that you would give me. At any point you may ask her to leave and continue your life as you wish. Late Sunday when I am back in town, Cheryl will tell me if you learned what she was here to teach you, and if so, you will have the opportunity to beg to serve me. Otherwise, we will still be friends with benefits, but you won't be one of my submissives."
It dawned on me that he was offering me a crash course into his world, taught by someone already living there. It also occurred to me that I had no real idea what Cheryl's life was like serving Bad Boy. I suddenly knew that regardless of that outcome, I would be a long way from the good girl I was yesterday. I saw that he was waiting for my answer, "Please sir make the arrangements, I will do my best to learn everything she can teach me, that I may serve you as you desire me to."
He smiled and said, "I will arrange it expect her here Friday afternoon and she will stay until late Sunday afternoon when I expect to get back in town. But for now, it is time for your introduction to sex lesson."
As sore as my cunt was, that was not a welcome announcement, but he continued. "The female body has more sexual uses than its cunt. Her hands, mouth, ass, and tits are all made to please the male cock. It was obvious that you are not familiar with the joys that your mouth, lips, and tongue can bring to the male cock. That is not acceptable."
I was blindfolded, my hands tied behind my back, and I was kneeling on the floor between his legs as I learned how to use my tongue, lips, gag reflex and sucking. My tongue got to know the crown of his cock and the ridge and valley behind it as well as every vein and ridge in his cock. I learned how to use the tension in my lips, and the suction in my mouth to make him harder. I learned not to stop when I gagged but to continue worshiping the cock, knowing that he would return to that entry to my throat again to enjoy that feeling on the head of his cock. I felt him cum down my throat, and I learned to swallow instead of choke. He filled my mouth with his cum and made me hold it there, showing it to him on my tongue before I received the command to swallow.
Finally, my blindfold was removed, I saw the look in his eyes, how pleased he was with my efforts. He then had me show him everything I had learned while keeping eye contact. By watching his eyes, I got immediate feedback for everything I tried to please him. As I treasured the look of approval I was seeing in his eyes, I realized two things. My cunt was very wet, I could feel it on my thighs, and my knees were very sore.
He smiled and pulled me up onto the bed with him into a tight hug and a long kiss. I heard him say that we would save my anal lesson for another day, when my ass had been trained to accept him. The thought of that cock in my tight virgin ass sent a shiver through my body, I wasn't sure if that was excitement or dread, but I was starting to realize that serving Bad Boy meant that he decided what I did to please him. My arms were still bound behind my back, he moved my head down to his cock and told me it was my pacifier, to gently suck and tongue it while keeping it in my mouth. Doing that was incredibly calming and relaxing, I fell asleep nursing on Bad Boy's pacifier.
I woke up as Bad Boy was untying my arms. He worked some of the stiffness out of my shoulders and neck. He told me all was arranged for the coming weekend. I was to keep the weekend clear and have enough food that didn't require extensive preparation for the two of us. He made it clear that this was my chance to learn what would be required to serve him, but also a test of my obedience.
He checked and found my cunt was still puffy and tender. He put me back on my knees on the floor, hands held behind my back and told me, "Your cunt is still too tender, I am going to fuck your mouth. You keep sucking, massaging my cock with your tongue, keep eye contact, while I use and enjoy your new oral skills.
It was one of the most erotic things I had ever done. Watching the joy in his eyes as his cock slid in and out of my mouth. He had a double handful of my hair, not pulling, but holding me in place on my knees. I sucked gently on his cock, feeling its ridges, caressing it as it passed back and forth over my tongue. Occasionally he would push in deeper to feel my gag reflex constrict on the sensitive crown of his cock. He had something about going deeper into my throat, but said, "Not today."
I felt his cock swell in my mouth. As I watched his whole body went rigid, his eyes rolled back and his cock spasmed repeatedly in my mouth shooting stream after stream, filling my mouth thill it ran down my chin and dripped onto my tits. As his eyes returned to me, he smiled. As he pulled his cock out of my mouth I left it open, showing him what he had given me. He stroked my hair and said, "swallow". I had to swallow twice to get all of it. I took his cock back into my mouth and licked and sucked it clean as he continued to gently stroke my hair.
He pulled me up into a hug and a kiss. He reminded me that he would be out of town until sometime Sunday afternoon or evening. That Cheryl would be in touch, and my obedience was expected. I hugged him so tightly; I didn't want to let go. I didn't want him to leave. He managed to get dressed with me still holding him, and he walked the two of us to the door, me still naked with cum drying on my tits. He gave me a long deep kiss, slapped my butt hard, and left. My eyes were red and puffy by the time I stopped crying.
As promised, I got an email from Cheryl. It said that a box addressed to me would be delivered the next day or so and I was to open in. Among other things that I would need would be a set of butt plugs and lube. I was to start wearing the smallest one, either at night, or during the day, but not both. She also said that I should start wearing my highest heels as much as I could, since that would be my footwear for the weekend.
Deep in my closet I found the pair of four inch ankle strap stiletto heels I had bought for a formal event. As I looked at them I remembered how much my feet hurt by the end of the evening. I hadn't seen any reason to get dressed after Bad Boy left so I strapped the heels onto my naked body. It took four tries to get to my feet. I walked slowly through my apartment, keeping one hand on the wall for support. I wore them while fixing something to eat and by the time I had dinner ready I felt comfortable enough to move away from the walls. By the time I took them off for bed, I was moving confidently in them and my feet hurt. I didn't wear them to work, though I did wear shorter heels instead of my usual flats. I changed into the higher heels as soon as I got home each day that week.
The box was waiting for me in the complex office when I got home the next day. I opened it carefully and surveyed the contents. There were three butt plugs, the smallest about the width of my two fingers at the wide part, It had a narrow tip then got wider, before a narrow neck next to a wide flange, I guessed it was, so it didn't get lost in my ass. There were three suction cup dildos. The middle size was about the size of Bad Boy. There was a leather paddle, two sets of cuffs, two collars- one thin metal one thick leather, two gags, and several sets of clamps. There was also an enema kit and castile soap.
After I carefully examined everything, wondering what the various items would look and feel like, I put everything back in the box except the small plug and the lube. I lubed the plug and started to work it into my ass. It stung about halfway in, so I pulled it back out and added more lube. I failed on my second attempt, but on the third I managed to stand the pain until it literally popped the rest of the way into my ass. It gave me a full feeling like I needed to use the bathroom. That feeling eventually faded though I never stopped noticing that I had a piece of metal stuck in my ass. I changed into my higher heels, which surprisingly changed the way the plug felt.
The next morning was Thursday, I had decided to wear the plug during the day, since I wasn't sure I could sleep with it in. I got it back into my ass on the second try, it didn't sting quite as much that time. As I walked into the office I started to giggle. Good girl is wearing a plug in her ass in the office. Sitting in the office chair was a new experience, it pushed the plug in a little bit deeper, the outside flange pushing against the opening to my ass.
I got an email from Cheryl about midafternoon. More instructions for Friday. She would be at my apartment at five. I should eat before then. I should be naked except for my heels, the cuffs, the leather collar and my plug, and to save time, I should be shaved smooth everywhere below my neck. I could feel my panties getting wet and my ass clenching on the plug. I smiled and said to myself, it will be a new girl coming in to work on Monday.
I stopped by the store on my way home. I grabbed groceries for the weekend for the two of us. It was difficult not knowing what Cheryl liked, which suddenly had become quite important. I also grabbed a set of new razor blades and some lotion. A drive thru for a quick dinner. I had lots to do before Cheryl was there the next day.
As soon as I was home and put the groceries away I changed into the higher heels and started deep cleaning the apartment. On the plus side, all that work in the heels made me very stable on the heels, on the negative side it did make cleaning a bit more difficult, and by the time I finished, hours later my feet were protesting loudly.
I watched a vid on how to shave your cunt. I ran a hot bath and as recommended laid out the scissors and put new blades in my razor. I straddled my toilet and used the scissors to remove as much of my pubic hair as I could without cutting myself. I removed the plug from my ass and took a nice long bath and after drying off applied a thin layer of shaving cream and carefully shaved off everything around my cunt. After wiping it with a warm washcloth I went back and got the stray hairs I missed. It wasn't easy using the mirror to get the odd ones that I found on my ass but eventually got them all. Rubbing the lotion over the now new smooth me felt incredible. I spent half an hour examining and caressing the new bare me.
I stayed naked but put my higher heels back on. Being naked in heels with my new naked cunt just seemed so wicked, part of the new me. I did one more sweep through the apartment, making sure everything was ready. I was debating on putting everything in the new box out on the table or leaving it in the box, when something came over me. I buckled the heavy leather collar around my neck. I found that two of the cuffs were larger than the other two and bucked them around my ankles, the smaller ones around my wrists. I didn't have to feel my cunt to know how wet this had made me, but I did it anyway, running my fingers back and forth through my very wet horny cunt as I looked at the bound creature in the mirror. The shudder that went through my whole body as my cunt clenched in orgasm took me by surprise. I knew that I was turned on but hadn't expected my body to react so strongly. Even after the orgasm faded, touching my cunt sent a ripple up the length of it every single time.
Reluctantly I removed the collar and cuffs, leaving them out on the table. I did my nightly routine, removing my makeup, brushing my teeth, but somehow the lady in the mirror looked different. Her eyes were shining, her lips were smiling, her nipples were erect. I went to bed, afraid that I was too excited in anticipation to sleep, but the next thing I heard was the alarm clock waking me up. I laid there debating calling in sick at work but realized that would only make the day of anticipation drag on even more.
As I ate my breakfast my eyes kept being drawn to the stuff from the box laid out on the table. I eyed the next size up butt plug, and briefly debated giving it a try, but decided to wait for Cheryl to decide when I was ready. I wondered if she would have the largest of the plugs in my ass by the end of the weekend. I felt my ass clench, not sure if anticipation or dread. I lubed the smaller one I had been wearing, it now went into my ass much easier than the first few times, a couple of pushes and my ass would suck it the rest of the way in. I also remembered that Cheryl always wore a choker like the metal one on my table and wondered if that was to become my constant jewelry. I dressed and went to work. As I slipped on what Bad Boy called my granny panties and my tit security blankets, I wondered if I would ever wear them again to which a small corner of my mind asked "well why are you wearing them today?" I realized I didn't have an answer but finished dressing and left for work.
Fridays are always a bit slow, but today seemed especially slow, not enough to keep my mind off my 5PM appointment and the excitement to follow. I reminded myself a dozen times that whatever Cheryl told me to do; I would do at once without question. I realized I was working to convince myself. I left work a little early, went through the Wendy's drive through for a quick dinner and ate it as I drove home. Unfortunately, all that did was after I stripped naked and changed into my high heels, I was left with two hours to sit and look at the equipment laid out on the table for two hours before Cheryl was scheduled to arrive. I walked through the apartment looking for some details I had missed in my cleaning. I searched my cunt for any stray hair I might have missed, I even checked my ass in the mirror for the same. I redid my makeup, a bit darker than my normal, my lips a brighter red using a tube of lipstick I had once bought and never had the nerve to wear.
It finally got close to five. Should I kneel at the door for her arrival? Bad Boy hadn't said to, and nothing in her messages had mentioned it. I spent fifteen minutes looking out my window at the parking lot behind my building hoping to see her arrive. Somehow I missed her and heard a knock at my door. I rushed to the door and opened it before even thinking that I was naked and it might not be her.
Fortunately, it was her. She grabbed me into a tight hug and a deep tongue filled kiss, ignoring that I was naked standing in my doorway. I stepped back and she grabbed her suitcase and followed me in.
She sat in the chair by the table and motioned for me to kneel in front of her. She put the leather collar around my neck buckling it noticeably tighter than I had done. The same was true of the wrist and ankle cuffs. A pair of clamps went onto my very rigid nipples and extreme pain, my nipples had never experienced before. She used the chain connecting the clamps to pull me to her, enhancing the pain in my nipples and getting me close enough for her to take a fistful of my hair and control me into a deep long kiss. Her lips bruised mine as her tongue made a thorough inspection of my mouth and teased mine into playing with hers. By the time she broke the kiss and released my hair I was breathless. It took me a moment to recognize the pain in my nipples from the chain she was still holding tight.
Until she started talking, I hadn't realized that so far, she had not said a word. "Bad Boy has told me to train you to be the slut both he and you want you to be. This weekend you will do exactly what you are told to do, and on Sunday I will be able to tell him that you are worthy of being my sister in serving him. Before I waste this weekend tell me you want to be not only a slut, but Bad Boy's slut."
I answered truthfully, "I can no longer be the good girl I was before Bad Boy. I not only want to serve him, I now need to belong to him."
She smiled and said, "He does have that effect, doesn't he. Ok, first lesson kneeling, he has specific requirements on how he wants to be greeted by a kneeling submissive."
She released the clamps from my nipples, for my first scream of the weekend as the blood rushed back into the crushed nips. For the next half hour, she taught me how Bad Boy wanted to be greeted. My knees spread uncomfortably wide. My back very straight, head high, eyes down, mouth open, stomach in, hips rotated forward to show my cunt, hands together behind my waist or behind my head. He likes behind the head better, but for longer time kneeling, behind the waist is easier to hold, not that he really seems to care.
Next came crawling on a leash. Head kept even with his legs, do not lag behind, and never get in front of him. Always keep the leash taut, but do not pull it on or let it go slack. When the leash holder stops, legs go wide apart. Ass is always kept high. If he goes behind me I lower onto my elbows, arch my back and present my ass and cunt. Cheryl took this opportunity to finger my cunt, then work my ass with the resulting very wet fingers.
That led straight into the next lesson. Cheryl stripped off her dress revealing nothing underneath. We knelt facing each other and she showed me edging without insertion where I rubbed inside my labia and around my clit. She stressed repeatedly the need to be able to ride the edge, ready and needing to cum, but not going over that cliff.
To give my knees a rest we took a trash sack and went through my dressers. All my granny panties and bras went into the bag. She found none of them acceptable. All my comfortable baggy sweats filled the rest of the bag. She looked through the rest of my closet and just kept shaking her head. I had a feeling that they would be going into the next round of purging. She told me that we were going clothes shopping the next day and to get a clear view in my mind of what would be acceptable to Bad Boy, without getting me fired.
She had me lie on the bed and laid down beside me. She asked, "What experience have you had with sex with another woman?"
I giggled and told her, "That kiss with you earlier is the closest I have ever come.'
She shook her head and told me, "If Bad Boy accepts you as my sister we will be having sex with each other regularly. Sometimes because Bad Boy likes to watch and direct, and sometimes just because we can. Always remember Bad Boy's strictest rule, we don't cum unless he tells us to or gives us permission."
She had me lie om my back om the bed, a pillow under my head. She told me, "I am going to lie on top of you with my cunt in your face. I will work your cunt with my lips and tongue, and I want you to copy what I am doing as closely as you can in my cunt. Later you will get a chance to show me what you learned. Try not to cum, but we have permission this week, so no big deal if you do."
A moment later my world became her cunt covering my face. I stuck out my tongue and found her wet cunt. I felt he tongue on my cunt. It took me a moment or two to figure out what she was doing and a few tries before I was pretty sure that I was matching her, as her moans into my cunt matched mine into hers. Suddenly she flooded my face. She quickly spun around and started licking it off my face.
She smiled and told me, "you were a fast learner. What flooded your face was me squirting. That can happen when we sluts cum hard, and you made me cum hard." She kissed me and said, "good girl."
We laid there for the longest time. She moved my hands over her body allowing me to touch and explore another woman for the first time in my life. Then she ran her hands over me, touching, caressing, pinching and twisting my nipples, fingering my cunt, pulling and pushing the plug in my ass.
She blindfolded me and clipped my wrist cuffs together behind my back then pulled me on top of her and told me, "Now explore and learn me with only your tits, lips, and tongue. She guided me, starting with kisses on my lips, then the taste and smell of her neck. She had me spend a long time licking, kissing, sucking, and nibbling on her nipples before moving me down to tongue explore her navel. Her thighs trapped me at what I now knew was her cunt. I was trapped with the smell the taste, the feeling, the wetness. I explored her clit, her inner and outer lips and the wet fragrant hole there with my lips and tongue.
She rolled over still under me. I felt the firmness of her butt with my lips as I kissed and licked it. She used her hands to spread her butt cheeks and told me to explore the hole that I found there with my tongue, the taste, the texture the tightness of her ass. Then she told me to explore it deeper with my tongue, to drive my tongue deep into her, to fuck her ass with my tongue. The taste was earthy, but not at all what I expected. She told me several times, "deeper, you need to get that tongue much deeper to satisfy Bad Boy." It suddenly occurred to me that I was sticking my tongue up someone's ass, something I had never heard of, and wasn't sure I should be doing. But if Cheryl wanted my tongue deeper up her ass to satisfy Bad Boy, then I was going to do my best to get my tongue deeper in her ass.
I don't know how long I worked, trying to get my tongue deeper in her ass when I heard, "good girl." She rolled me onto my side and pulled me up into a tight hug. As she held me tight she told me, "Bad Boy expects instant obedience. Regardless of what he tells you to do, he expects you to do it. To do it at once, and with full enthusiasm, and to the best of your ability. My ass was clean, his may or may not be, but it doesn't matter. If he wants your tongue up his ass, and you want to be his, you will look happy doing what he tells you to do and will thank him afterwards."
I had seen Cheryl promptly do anything I had seen Bad Boy ask of her but hadn't made the connection that she was doing that because she was his submissive. She saw my reaction and explained, "Being Bad Boy's submissive means giving him control of everything. He can decide what you wear, what you do, and who you do it with. He may not always use it, but he has full control over your life. Make sure that is what you want."
While my mind wasn't sure that was what I wanted, a large part of it agreed with my cunt and my body that craved giving Bad Boy all of that and whatever else he wanted of me.
She unclipped my wrists cuffs and told me to crawl and get the slapper from the table. I crawled to the table picked up the slapper and held it as I crawled back to her. I started to hand it to her, and she shook her head and said, "If you are sent to get the slapper, carry it in your mouth without getting any teeth marks on it. When you are back simply hold it until it is taken from you. Now try again."
I crawled back to the table, placed it in my mouth and crawled back, gently holding it trying not to bite it. She sat on the side of the bed, took the slapper, inspected it, and motioned me across her lap. As a good girl I had never been spanked. I had no idea what it was going to feel like. She started rubbing the leather paddle across my butt and told me, "if Bad Boy ever tells you to get the paddle, you do it immediately, do not cry, beg or plead, it will only make it much worse. I am going to go light on you this time, but before I leave tomorrow you will know what it feels like when Bad Boy does it. He will do it if you disappoint him, he wants to remind you that you are his, or just because he likes to see the marks on your butt. Each stroke you will count and thank him. do not forget."
If she was going light on my butt I was starting to dread what Bad Boy would feel like. By ten strokes my butt was on fire, by twenty I was crying uncontrollably, by thirty I was no longer able to speak. Fortunately, she didn't start over due to my failure to continue counting and thanking her.
She announced bedtime. We cleaned our faces, used the toilet, and brushed our teeth but when I went to get my pajamas Cheryl stopped me. "Bad Boy's submissives always sleep naked in case he gets the urge during the night, and to help them become more aware and familiar with their bodies."
As we laid in bed holding and caressing each other she told me, "at exactly eight AM in the morning you will wake me up. There will be a hot cup of coffee on my nightstand, one sugar and you will be between my legs showing what you learned earlier. When you spend a night with Bad Boy that is how you will wake him, as you saw earlier, failing him is painful."
I didn't sleep well. I had only slept one time with another person, Bad Boy, and never with a woman. I felt her hands roaming and caressing my body. The worst was her dragging her nails across my still burning ass. Apparently she enjoyed the moan that elicited from me. I was also worried about how I was going to wake up in time to fix her coffee and be between her legs to wake her up. My butt couldn't take a punishment.
Somehow I was awake at five thirty. I have no clue why. I disentangled from Cheryl, got out of bed and slipped my heels on. I made a pot of coffee and since it was too early to wake her I sat at the table with my cup of coffee and one of the sweet rolls I had bought. The moment my butt hit my chair, I got a fresh reminder of how tender and bruised it was from her light spanking. As I sat there sipping my coffee I started to realize that I was changing from the good girl rules of the clique of the girls at school to the rules and expectations of Bad Boy. It only took a moment from the realization to also understand that his rules were leading me to be the slut that I wanted to be. I had seen in Cheryl, how serving and making him happy also fulfilled and pleased her.
I poured a hot cup of coffee and added a sugar. I placed it on the night stand, staring at Cheryl who seemed to be smiling peacefully in her sleep. I slid under the covers and followed the fragrant smell up between her legs. I gently parted her lower lips and lightly ran my tongue up between them, flicking lightly across her clit. Her taste was on my tongue while her musk filled my nose. I wanted to touch myself, but she hadn't given me permission. I ran my tongue up her again and once again lightly across her clit. Her thighs parted slightly, and she was noticeably wetter. I drove my tongue into her cunt as far as I could stretch it, then again ran it up her cunt and across her clit, heavier this time. I heard her moan, and her thighs clenched tight against my head, trapping me against her cunt.
I continued driving my tongue as deep into her cunt as I could stretch it and flicking it across her clit. She got wetter and wetter and started humping against my face. I held my tongue deep in her cunt and let her hump against it, until she suddenly squirted hard, flooding my face. I went back to gently licking her cunt and flicking across her clit as her thighs relaxed freeing my head.
Her hand reached down and grabbed a handful of my hair and used it to pull me up on top of her for a long deep tongue filled good morning kiss, and a "good girl" that I was learning I should appreciate and treasure.
We cuddled for a bit, and she sent me to the bathroom to use the toilet with instructions to just wait or her when I was done. As I was finishing she walked in with the enema kit. She asked if I had ever used one and I had to say that I hadn't. I watched as she put some soap in the bag from a small bottle, ran water over her wrist until the temperature was right and then filled the bag more than half full. She had me kneel on the floor with my ass high and my tits on the cold tile floor. A lubed finger went up my ass followed by a larger lubed nozzle. I heard a clicking sound and then felt the water flow into my ass. I kept hearing the clicking sound and started feeling uncomfortably full. The clicking stopped, I felt Cheryl pull the nozzle out of my ass and quickly insert the plug I had worn the day before. I wasn't cramping but had a hint of what being pregnant would feel like.
Cheryl pushed me into the shower and joined me. Despite my discomfort being washed by her and doing the same with her I felt wonderful. We made sure each other's tits and cunts were very clean. Out of the shower she quickly dried me off and as I sat onto the toilet she pulled the plug out of my ass. I didn't think the deluge coming out of my ass was ever going to end. What was in the toilet bowl was disgusting.
She then made me do the enema by myself. Checking the water temperature with my wrist, filling the bag, hanging it from the towel rack. The hardest part was pushing the nozzle up my ass and reaching back for the control valve. As soon as the flow meter stopped clicking, I pulled the nozzle out of my ass and used a finger to hold everything in until I made it to the toilet. Fortunately, it came out clear, so Cheryl said I didn't need to do another one once I had one come out clear.
Cheryl lubed the middle sized plug and worked it into my ass which was a bit raw from the two enemas. It stung quite a bit going in, but that stopped once the wide part was seated in my ass. The weight was noticeably heavier than the small one I had worn the day before. At first I was very aware of it with every step that I took, but that quickly passed though I could never forget that it was there.
The collar went back around my neck, and I put my heels back on. Cheryl announced that we were going clothes shopping. She went through my closet and found the short sundress that I had worn for the picnic. I went to my dresser for underwear only to remember that it had all gone into the trash bag the night before. Cheryl saw me look and reminded me that Bad Boy's submissives didn't wear any. I slipped the sundress on and still felt naked with nothing underneath.
Cheryl decided that we would go in her car. I was surprised and shocked when the leash was attached to my collar and she led me out through the complex to her car. Some of my neighbors had to have seen me being led in my very short dress on a leash. My body's reaction to that surprised me. My nipples got so rigid that they ached and I could feel my wetness on my thighs. When we got to her car, Cheryl's hand went under my skirt and her fingers into my cunt. "You are soaking wet," she announced rather loudly. She folded a towel and put it on the seat before pulling my dress up to my waist and allowing me to sit in her car.
We drove to a small business area that I had never visited before. From the shop windows much of it was what Cheryl informed me was Goth. The other new term she taught me was 'body conscious,' which I quickly learned meant that it was tight, short and didn't hide or conceal much of my body. I was grateful that she removed the leash, but the leather collar was still snug around my neck and quite obvious with the low cut sundress.
Cheryl and the sales lady wasted no time picking out my new wardrobe. My involvement was being a mute body to check for fit. They selected dresses and skirts that were mid-thigh or shorter, and either tight to show off my butt, or flared so they showed even more leg when I moved. Tops tended toward tight knits that molded to my tits, or low scooped or plunging necklines to simply show them.
I was surprised when she led me into a lingerie store. I got a couple of half cup bras that sat below my nipples and put my tits on a shelf to better show them off with the low necklines. I also got several work bras, simple low cut, unpadded bras that would make me less conspicuous at work. A shop for business wear found some tight skirts that fell only two inches above my knees and blouses that were proper only because of what the bras hid. While they were work legal, they would definitely get me noticed by the wolves and Karens in the office.
The last stop was for more heels. The older male clerk took his time helping place each shoe onto my feet while enjoying the peep show under my short skirt. I walked out in a new pair of five inch ankle strap heels that I was only able to manage with Cheryl's firm grip on my elbow.
We stopped for lunch. Cheryl picked one of the high top tables, so we put on a leg show for a nearby table of frat boys who made it clear that they liked the view. I could only follow Cheryl's lead and ignore them. She also explained Bad Boy's rule that crossing our legs at the knees was not allowed, we could only cross our ankles and keep out knees slightly parted.
It wasn't too long before a delegation of two boys came over to talk to us. I didn't catch what Cheryl said to them, but she reached over and grabbed the ring on my collar and pulled me over for a very long tongue filled kiss which I eagerly reciprocated. The look on the two boy's faces as they retreated to their table was priceless. There were a couple of crude comments from their table before the bar tender walked over and shut them down.
Back at the apartment complex, Cheryl again attached the leash to my collar and led me through the complex to my apartment as I carried an armload of my new wardrobe. I was grateful that she unclipped the leash before my trip back to the car to bring in the rest of the day's purchases.
As soon as I got back with the second load, Cheryl stripped the sundress from me and put my cuffs back on my wrists and ankles. My body did a quick shiver as I saw the paddle beside the chair in dining area. She told me, "time for your second paddling. This will be harder than your first one, but not the one like Bad Boy would give you. I'll save that for the morning." I knew from the mirrors in the dress shop that my butt still bore the markings from my first paddling, so I was dreading this second more severe one.
Once again I found myself lying across her lap with her rubbing the leather paddle across my butt. She was quite adamant, "this time I need you to count and thank me for everyone. I gave you a pass yesterday, know that there are no passes from Bad Boy, so none today."
That frightened me. Yesterday I reached a point where I couldn't speak and today was going to be harder. How could I succeed. True to her words, the first swat was noticeably harder than yesterday's. By the fifth swat my ass was again on fire. I held out until the twentieth swat to start crying, but something had already started to happen. The sound of the swats hadn't changed, but they didn't hurt as much and there was a start of a tingling sensation in my cunt. By the thirties I was still able to count and thank her, and I had stopped crying. By the fortieth, I was still counting and thanking her, but I wasn't sure why, I was floating, I couldn't really form words other than counting and thanking her. I was aware that my butt was on fire, and that my cunt was leaking all over Cheryl's lap, and that overall I felt good.
Cheryl pulled me up to her and held me tight as I returned to consciousness. I became more and more aware of the fire in my butt, but the overall feeling of being good didn't go away. Once I was able to understand, she explained the concept of endorphins when the body feels pain, very similar to what distance runners feel. It tends to block the pain and feed the pleasure centers in the brain.
She told me, "new lesson time, tits on the floor, ass high, reach back with both hands and take a firm grip on your burning butt and spread those cheeks wide for me." As I moved as she directed I saw her take something with several straps out of her bag and start fastening it around her waist and between her legs. I felt the plug pulled out of my ass, then something cool and wet, followed quickly by what I was sure was her finger working in and out. It felt strange, but not unpleasant. The only pain was my tight grip on my bruised and flaming butt cheeks.
I felt my ass stretched by something larger, I learned later that she had added a second finger to further stretch my ring. It stung a bit, still not as bad as my grip on my butt. Then something round and hard ran up down my labia. Then the fingers were gone, and the round hard thing was pressing against my ass. I stung as it passed through my ring. I heard, "good girl," though I wasn't sure why.
She told me to release my butt cheeks, which was a relief to my fingers, shoulders and especially my still flaming butt cheeks. I felt movement whatever was in my ass was being pushed in deeper. There was still a slight sting from my stretched ring, but the object sliding through and deeper into my ass felt surprisingly pleasant. Then I felt her hips press against my butt and heard, "good girl, you've got eight inches of dildo from my strap-on up your ass. It isn't ready for Bad Boy yet, but a major step."
As soon as she got through telling me what was in my ass, she started fucking me with it. At first all I could say was it felt different, pleasant, but different than anything I had ever experienced. It soon combined with everything else; my butt was still on fire, my ring was stinging as the dildo slid back and forth through it, and my pleasure senses were starting to run wild kicking out endorphins again with this new sensation of my ass getting fucked.
I felt her hands on my hips for leverage as she started fucking my ass harder. I wasn't sure how I felt about it until I realized that I was humping back into her almost as hard as she was driving the dildo into me. She started to slow down, still fucking me deep but not nearly as hard and slower and slower until she stopped with her hips against my butt and the dildo deep in my ass.
She checked to make sure that I was coherent and listening and then explained, "Every time Bad Boy fucks you in either hole, he will expect you to clean his cock. That is why you do the enema every morning to make sure that your ass is clean, because you will clean his cock whether your ass was clean or not, and believe me when I assure you that you want him fucking a clean ass. Now, to help you get past the hesitation to clean what just came out of your ass, you are going to clean my cock. Cleaning Bad Boy's cock is very similar to sucking it. You keep constant eye contact, keep your hands off his cock, just lips, tongue and suck. Lots of tongue to make sure you get it completely clean. He likes to feel your gag caress the head of his cock, and bonus points for swallowing it into your throat.
I felt the dildo slide out of my ass. Cheryl used a handful of my hair to turn me around. The dildo fresh from my ass was right in my face. I don't know where my response came from, I immediately made eye contact with her and started licking the head of the dildo clean. The dominant taste was the lube, but there was also an earthy taste that I knew was my ass. Once I finished cleaning the head of the dildo, I slid it across my tongue deep into my mouth until I gagged on it. I saw the smile in Cheryl's eyes, so as I licked and sucked on the shaft I pushed it deep enough occasionally to trigger my reflex. Once I was no longer getting much taste of the lube, I pushed past my reflex, swallowed and took at least some of the dildo into my throat, deep enough that my nose touched her harness and I got a strong sniff of her arousal. She smiled, stroked my hair and gave me a soft, "good girl."
As she unfasted the strap-on she said, "Bad Boy will expect you to know how to use this." She fasted the device onto my hips and showed me how to adjust it so it would stay in place, and the butt end of the dildo would ride on my clit for my stimulation. Then she put a much larger dildo in the harness and lightly lubed it. She shocked me by getting on all fours in front of me with her chest on the ground and her ass high and said, "now fuck me."
I was not only shocked but frankly had no idea how to do it. I knew that tab A goes into Slot A, C, or M. My only experience with a real male cock in my cunt were the two times that Bad Boy had fucked me, and I hadn't paid that much attention to how he did it only how it felt. I remembered he had run the head of his cock up and down my labia a few times, so I started with that, then her Cheryl's command, "I said fuck me."
So, I pushed the head of the dildo into her cunt and moved my hips forward watching the dildo disappear into her cunt. It was fascinating to watch, and I was rewarded with a moan from Cheryl. When my hips hit her butt I started to pull my hips back, again watching the dildo reappear with her inner lips clinging to it as I pulled it back. I wondered it my cunt did that too but realized that they probably did.
I started pushing my hips slowly forward again and immediately heard, "I said fuck me. faster, harder, and just as deep." I quickly started moving my hips faster, not pausing on either end of each stroke. My cunt was starting to react to impact of the butt end of the dildo on the harness, stimulating me on every stroke. The pitch of her moans increased as I sped my strokes up, so I was apparently doing it right. Then she started moving her hips both side to side and by arching her back. I wasn't sure what she wanted so I kept my hips moving in and out and followed her hip movements as well as I could. I remembered that Bad Boy had started fucking me faster towards the end, so I started pumping into Cheryl faster and harder. As I was driving hard and fast Cheryl suddenly screamed and fell forward flat on the floor, I lost my balance and fell forward with her. I wound up laying on top of her with the dildo still deep in her. I felt her body convulsing under me and was very concerned that I had badly hurt her. I asked, "are you ok?"
She moaned and then replied, "I am more than OK, you learned fast. I haven't cum that hard in some time, but don't tell Bad Boy that." We laid together for a few minutes before she said, "Now pull that straight out of my cunt, before you start rising onto your knees. Once I had the dildo out of her cunt, she removed it from the harness and handed it to me to clean. I didn't really realize how big it was until I tried to get it into my mouth to clean. I got the head in and that was all, but I licked and sucked it clean, realizing that her taste straight from her cunt was much better than when mixed with lube.
Cheryl ordered a pizza for lunch. While we were waiting she explained why she was moving her hips. "If you get a guy who knows what he is doing, he will be changing the angle that his cock is going in your cunt, which will hit the Gspot and press on other nice nerves in your cunt. If he isn't hitting the right nerves, help him and yourself by moving your hips and making it better for both of you. She leaned over and we exchanged a very long kiss as our hands caressed each other until she got a text that the pizza was on its way.
As soon as she read the text she connected my wrist and then my ankle cuffs with the short chains and then snapped the clamps onto my nipples with its chain crossing my wrist chain so I could only move my arms so far without pulling on my clamped nipples. She smiled, handed me ten dollar bill and told me, "the pizza is almost here. Answer the door, do not hide behind it, take the pizza, turn and put it on the table near the door, making sure to show off your nice red butt, and then thank and tip the delivery person."
I looked at her in shock and amazement. She continued, Bad Boy does not allow us any modesty and revels in showing us off, why we wear short skirts without bras and G-strings. This is part of your test, I will report on how well follow my instructions.
There was a knock at the door. I hesitated but realized this was another test that I could not fail. I shuffled towards the door as quickly as the hobble chain between my ankle cuffs allowed. There was a second knock just as I got to the door. I opened the door wide to make sure that the person would get a good lock. The young man in the Pizza World hat started to speak, "Pizza for" and then froze. His eyes got huge, and his mouth dropped open. To speed things up, I reached for the pizza painfully pulling on my clamped nipples as I reached a bit too far. He handed me the pizza, his mouth still hanging open. I took the pizza and turned further than really necessary to set it on the kitchen counter to make sure he got a good look at my bright red ass, although I was sure that my blushing cheeks were almost as red. By the time I turned back to tip him he had managed to close his mouth. I handed him the tip and thanked him. He just stood there staring at me, then reacted and accepted the tip and remembered his line, "Thank you for ordering from Pizza World." He was still frozen in place for a few seconds, then he blinked twice, turned and fled. I shut the door and started to breathe again.
Cheryl walked up behind me, reached around, tightly gripped and squeezed both of my tits. She whispered, "good girl." In my ear. Then she released both nipple clamps at the same time eliciting a sharp moan from me. She reached down and swiped a finger between my legs, showed me how wet I was, then gave it to me to lick and suck clean. I almost told her that it didn't mean anything, I had been wet since just before she got here on Friday. She didn't release my wrist or ankle chains, so we shared the pizza with my wrists still chained together while she told me more tales of her and Bad Boy. I was obvious that her obedience to him was both unquestionable and unquestioning. She told me that he would have noticed my hesitation before going to answer the door.
We got ready for bed. I removed my heels and plug but not my collar, cuffs, though she did remove their connecting chains. As we climbed into bed, naked, she reminded me of my wake up duties "at exactly eight AM in the morning you will wake me up. There will be a hot cup of coffee on my nightstand, one sugar and you will be between my legs showing what you learned yesterday. We cuddled together, hugging, kissing, and caressing each other. I fell asleep with her arms around me, my head on her shoulder and a hand on her tit.
I have no idea how I managed to wake up in the morning early enough to fix the coffee, have it on her nightstand and have my tongue deep in her cunt right at eight AM. I made it but with not much time to spare. I wasn't sure but it seemed her cunt was a bit softer, perhaps puffier, than the previous morning, I wondered if it was from the fucking I had given her with the strap on. When she woke up she trapped my head between her thighs again but released me and pulled me up into a hug before she came. She told me, "I'm going to rest a bit longer, go use the toilet, do your enema, shower and release it, then collar, cuffs, and heels then crawl back to me." As I got up to do as I was told I saw the paddle laying on her nightstand next to her coffee. She had told me that I was to be spanked like Bad Boy would spank me, something I was not looking forward to.
I knew that I was worried about the spanking, but it became an issue when I went to put the enema nozzle into my ass. I couldn't relax my ass to take it. With another shot of lube, and some work loosening it with my finger I got it inserted. I opened the valve a bit too far and it filled me quicker than before. That caused some mild cramping, but I worked through it by massaging my bulging abdomen during my shower. I released the enema afterwards with no issue. As I was releasing it, the thought running through my mind was, 'you have passed all of Bad Boy's tests, this is the last one and you will do it for what you want.'
I crawled back to Cheryl who was sitting on the edge of the bed. She pulled me into a hug and a long kiss. She stroked my cheek and told me, "you can do this, like yesterday, stay with me and ride the endorphins. I know it is going to be hard, but the more you can relax, the easier it will be." She kissed me again and helped me up and across her lap.
She simply rubbed the paddle across my butt and spoke softly to me, working to get me to relax and not clench my butt. But suddenly my right butt cheek erupted in pain. I managed to count and thank her before the same thing happened on my left butt cheek. I managed to count again and thank her. For some reason the counting and thanking became a mindless reaction that I didn't have to think about, only the growing heat and pain in my butt. She kept a steady rhythm, fast enough that I didn't anticipate the next swat, but slow enough for me to count and thank her.
Very quickly tears were running down my cheeks and I was sobbing, and my butt was on fire. Somehow my subconscious kept counting and thanking her. Then I started to float and disassociate from my body. It was strange, I was still hearing the paddle hit my butt and a voice counting and thanking her, but it was no longer me being hit. But something was happening to me because my cunt was getting on edge, and my nipples were getting so rigid that I could feel them reacting. Cheryl told me later she knew when I started to float because my sobs started to turn into moans. The burn was still building in my butt, but I was more aware of the fire that had been ignited in my cunt.
I was vaguely aware that Cheryl had stopped paddling my butt and was now just rubbing it with the paddle instead of striking it. I became much more aware when her fingernails started scratching across my burning butt. Then she stroked the fire in my cunt, running fingers up and down it and rubbing across and pinching my now erect clit. Fingers went up my cunt and her thumb pushed into my ass, and I exploded. I screamed, my back arched up, my cunt spasmed locking tight onto her fingers. Only her tight grip kept me on her lap and not falling onto the floor. Just when my body would stop shaking, she would pump her fingers and set me off again.
She eventually pulled her fingers out of my cunt and used my wetness as lube as she started to prep my ass for the big plug. As near as I could tell she started with the two fingers from my cunt and then lubed three fingers to finish stretching my ring. I was so wasted that she didn't even have to tell me to relax. I felt her pull her fingers out and something cold pushed against my ring. She worked it in and out several times before my ass let the wide part pass through my ring and sucked it the rest of the way in. It stung quite a bit as she worked that wide part past my ring, but that passed as soon as it was seated in my ass.
I laid on the bed as she put the salve on my bruised and burning butt. She commented, "I did a good job, no damage, but sitting for a few days will not be very comfortable. Of course, since you will be wearing the big plug from now on, it won't be very comfortable anyway until you get used to it." I hadn't thought about having to wear and then sit on the plug all day at work, a constant reminder that I am now a slut.
Cheryl sat down in front of me and then scooted down under my face. I knew from the smell under my nose what she wanted and started licking and sucking. She laughed and said, "someone has trained you well, Bad Boy will love that initiative." I blushed, but her words warmed everything in me except my still burning butt.
As my tongue worked her cunt and clit, I realized that I had learned to read her reactions to what I was doing. I started concentrating my tongue on the things that her cunt and her reacted to. It wasn't too long before she arched into my face and rewarded me with a soaking spray of her orgasm. She moved down hugged me and licked my face clean before kissing me and sliding her tongue into my mouth. As we held each other I asked, "what is it like being Bad Boy's submissive? I've seen how you behave but tell me from your view as belonging to him."
She took a deep breath, and I could see her pausing to gather her thoughts. She kissed me again and then told me, "Realize that your role and main focus is pleasing him. It decides how you dress, how you behave, when, who, and how you fuck. He decides when and if you cum. I don't mean to make it sound one sided, there are certainly rewards to being his, but there is a price when you give yourself to his control. You have seen how I live with that focus and those restrictions. I never do anything without asking myself if this would please him. I know that he doesn't give me the same consideration I would never willingly give it up, but it isn't for everyone. If he accepts you he will care more about you than anyone since your mother. He will be honest with you. He will ask about your limits, and if they are acceptable to him, he will honor them. If they are not then he will not accept you. I'm not a slave, I can leave, but by the same token if I fail to please him, he can release me. Yes, I do things I would rather not do to please him, but for me, being his makes that worthwhile. Do you understand what I'm saying, does it make sense. Is that what you want and are willing to accept the tradeoff for what he offers? Also remember that he told you that he would choose to have you as his submissive or as a girlfriend. You have the same choice but know that with him, girlfriend is a significantly lower commitment. Also know that with Bad Boy either choice does not make you his only focus, sexual and other ways.
I laid there listening carefully weighing what she was saying and what they meant for me. I knew that I needed to know what I wanted before he got back. Once he was close to me his presence would unintentionally overpower whatever thoughts I might have, if I wasn't sure what I wanted. There was no question what my body wanted and most of my mind, but there was a logic center saying "not so fast. Let's weigh the pro's and con's. There was even part of my erotic center telling me, "you are smart, young and pretty, you can get laid anytime you want. Are you going to buy the first one you test drive?
Cheryl suddenly rolled over on top of me, pinned my hands above my head and started to grind her pelvis on mine. She leaned down and kissed me long and hard then said, "I'm starved, go fix lunch while I shower and get my ass prepared for his arrival."
I responded, "yes, Ma'am" She rolled off me and headed for the shower as I watched her cute, unmarked butt. I sorted through all the groceries I had bought and settled for grilled ham and cheese sandwiches, and tomato bisque soup.
As I was putting it on the table Cheryl came out. Like me she only wore her heels, collar and plug. She had done something with her hair and her makeup of dark red lips, and blush went well with her darker eye shadow.
As we ate she told me the rules I would be expected to follow if I became Bad Boy's submissive. Cheryl told me that Bad Boy had only two rules:
Take care of yourself above all else, mentally, physically, emotionally, professionally. Inform Bad Boy when this requires you not to follow one of his expectations. Honesty and obedience are required, honesty means full disclosure irregardless of the consequences.
She reminded me that my goal would be to obey, serve, and please Bad Boy. Rather than a long list of rules, simply keep those goals in mind in what you wear, do and say. His I "would like" or "I wish you " should be taken as commands. He expects you to be dressed as required by where you work. He expects you to be plugged whenever you leave this apartment. Inside the apartment you will be naked in four inch or higher heels, outside your apartment heels whenever appropriate for the expected activity. Outside of work you dress to please him, you know he prefers skirts and dresses to be no more than finger length. When appropriate for the activity shorts should be brief and tight. The only time you will wear underwear is during your period when a red G-string with liner is needed. He will give you a metal collar like mine that you will wear at all times. You may also have one or more leather collars that you will wear outside of work.
You are expected to give up all pretense of modesty, remember your body is to please. Legs are never crossed, ankles may be crossed, and knees kept a fists wrist apart. Pulling and adjusting clothing to reduce exposure is never allowed.
We ate quietly for a while, then she asked the question, "well, have you decided?"
I put down my sandwich and looked straight at her, "If he will take me I have to try. I hesitate to stop being ruled by the girl's clique at school to being ruled by Bad Boy, but I'm hoping for his guidance to help me find the balance with my newfound freedom and his rules. I may fail, but I must try. Do you think he will find me acceptable? Can you tell me what you are going to tell him?"
Before she could answer, Bad Boy walked in without knocking. Cheryl jumped out of her seat, threw her arm around me and gave me a long tongue filled kiss, then turned to Bad Boy and said, "I want her for my sister."
Bad Boy looked shocked, then laughed before replying, "then if she will accept us, you may have her as your equal sister."
Cheryl hugged and kissed me again. I had to ask, "what just happened?"
Bad Boy smiled and explained, "female submissives serving the same master are called sisters. She asked me to make you my submissive, like she is. I told her that I would accept you as my submissive, equal to her, but only if you accept my offer to be my submissive."
I was shocked, it happened so quickly. I finally said, "I would be honored to be your submissive and serve you to the best of my abilities."
He turned to Cheryl and asked, "Is her ass ready for my enjoyment?
Cheryl gave me a wicked grin and responded, "her ass is still cherry, it hasn't been fucked by a real cock, but she has worn the large plug all day, so with plenty of lube and a little restraint, you should find it delightfully tight, but usable with only minimal pain to her."
He sat down next to me, took my hands in his and said, "it is your decision, do you think your ass is trained enough for me to claim you by taking the last hole you have to offer me? If not we will wait until it is ready."
I remembered how big his cock felt when he took my vCard, but I just couldn't say no. I finally responded, "if Cheryl thinks I'm ready, then I am ready." He smiled, pulled two chain leashes out of his pocket and fastened them to our collars. Without a word both Cheryl and I went to our knees and crawled behind him to the bedroom. Pillows were stacked in the middle of the bed, and I laid across them with my butt high on top. He charged her with being the lube person and I soon felt the large plug pulled out of my ass with only minor stinging, and then her lubed fingers working deep into my ass. Bad Boy brought the plug fresh from my ass down to my lips and slid it into my mouth. As I sucked and worked my tongue around it getting a strong earthy taste, I had a strong rush that he had shown me already that I was his to own.
He had Cheryl lay on the bed with her head against the pillows and under my butt. Bad Boy straddled her, and I felt him working fingers in my ass. I tried to relax as much as I could, trusting that he would take care of me. I wasn't sure how many fingers he had in my ass, but when they were missing, I knew what was next. I got a stinging slap on my butt and his stern words, "relax, trust me." I had subconsciously clenched.
I felt his hands on my butt, spreading my cheeks and then pressure on my rosebud. There was certainly a sting as the head of his cock pushed through my ring, but I was so thrilled that he was taking me that it never registered as pain. The sting dropped off quickly as I could tell he had paused once into my ass. The sensations changed as I felt his cock slowly pushing deeper and deeper into my tight ass. Several times I felt him stop and pull back a bit before pushing in deeper. I heard Cheryl, "Oh my God, sister you are so wet you are dripping.
Then I heard Bad Boy moan just before if felt his hips against my butt. I moaned on the sheer joy of knowing that I had taken Bad Boy all the way deep into my ass. I heard Bad Boy, "good girl, your ass is so tight, but you have now given it to me to enjoy."
My responding "thank you, Sir" was garbled and probably unintelligible due to the large plug in my mouth that I was still sucking on. But my response seemed to reassure him that I was ok, and I felt him pulling back in my ass, and then start slowly rhythmically fucking me deep and slow.
As he claimed my ass, physically things were competing for my attention. The perception of pain in my ass increased, but so did the messages to my pleasure centers. But both were barely perceptible with the much greater pleasure sensation that Bad Boy and accepted me and his taking my anal cherry was his way of claiming me as his.
I was riding that high when Bad Boy grabbed my hips, moaned and went deep into my ass much harder than ever before. I could feel the pulses through my ring as he came hard. Cheryl told me later that it was amazing watching his balls pulse as he came.
He stroked slowly several times after that and then I felt him pull out, leaving me feeling very empty. He moved quickly pulling me up into a kneeling position over Cheryl. Her tongue rimming my ass told me that she was collecting what Bad Boy had given me that was now flowing out of my gaping ass.
Only a moment later, Bad Boy was standing in front of me. He didn't say a word, I eagerly spit out the plug and took the cock straight from my ass and start licking and sucking it clean. Just like the plug it tastes like lube, with an earthy overtone that I'm sure is my ass. As I am cleaning his cock, I keep constant eye contact. I see him smile and he pushes his cock deeper into my mouth, I stick out my tongue along the bottom of his shaft and when he hits my gag reflex I swallow allowing him to slide smoothly into my throat. His smile now includes his eyes as he pulls back into my mouth allowing me to start breathing through my nose, then again his hips move forward going even deeper into my throat. He pauses there, watching for my reaction. I have none, trusting that he will let me breathe again before it becomes an issue. My trust is rewarded with a "good girl" as he pulls out of my mouth, leans down tweaks my nipple and kisses me.
He is still smiling when he tells me, "I think your sister has something to share with you." I move down until I am laying on my sister. She kisses me and pushes the cum she has collected into my mouth with her tongue. I push it back into her mouth, and we make out trading the cum back and forth as I grind my pelvis against hers.
Bad Boy, pushed the large plug back into my ass and smacked me on my still tender butt then told us to kneel on the floor, still lips to lips. We both scrambled down onto the floor, kneeling facing each other, tits pressed hard against the other. I got a good look at how her face was smeared with cum, realizing mine probably looked the same. We resumed making out. Bad Boy went into the other room but was back very quickly. He grabbed my hair and pulled my face away from hers. He asked, "do you choose to be my submissive, to obey, serve and please me?"
I quickly answered, "Yes Sir."
He pulled my head back till I was looking up at him. He said, "No repeat those words, "do you choose to be my submissive, to obey, serve and please me."
I understood what he wanted and told him, "I choose to be your submissive, to obey, serve and please you."
I steel collar went around my neck and he locked it in place. It was snug but not too tight. He released my hair, and Cheryl immediately kissed me again and said, "welcome sister, I will enjoy your company in service to him."
Bad Boy said, "I have some things to do now that I'm back in town. Plan to meet me at six for dinner, I'll text details later. In the meantime, Cheryl will fill you in on the rules you are now expected to honor. Oh, and neither of you can clean your faces until after dinner." Then without another word or look back left.
Cheryl smiled and told me, "your face is a mess and I'm sure mine is too, it is covered with cum, and your makeup is a total mess. Why he forbade us from cleaning them before we join him for dinner at what I'm sure will be a nice restaurant."
We eventually got up from our knees and went to the kitchen table. Cheryl said, "I hope I have adequately prepared you for what you just chose to do. He is not an easy master, but not cruel and quite predictable. He won't gaslight you. If you please him you will know, if you do not he has no compunction to tell you what and how you did or didn't do. He will punish you, but you will always know why. Never assume that because he is causing you pain, you are being punished, he will spank and cane you not as punishment but for his own enjoyment of seeing your red butt and bright red stripes. He is quite good at pushing your limits without taking it beyond what you are ready for. You will do a daily blog detailing your obedience. It is your chance to tell him anything, knowing he will hear it and there will be no negative consequences.
I thanked her for telling me all that it is reassuring. She smiled and said, "Under that gruff exterior is a marshmallow. You already have him wrapped around your finger, serve him as you have agreed to and you will find what you are looking for. A shiver went through my body with the thrill of my new life I had just accepted.
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