5 comments/ 61595 views/ 6 favorites Housesitter Wednesday By: Croctden Mary had cuddled up next to me by the time I awoke, late the next morning. It had been a tiring night. Not that it was not worth it; she had been progressing well. It had been too long since I had enjoyed the comforts of a slave. I kissed her forehead and her eyes opened. "Good morning, Master." "Hello, Mary. How are you?" "I've never been happier. I know this sounds silly, but I think I've been waiting my whole life for you." "So you are growing to enjoy being a slave?" "Don't be angry Master, but no. I love you and want to be with you. But I would rather just be a normal boyfriend and girlfriend. But if I have to be a slave, I will be." She looked scared. I kissed her to calm her. "There is no need to worry, I will not punish you for being honest." She smiled and hugged me. "But you do want to be a good slave?" "I'll do anything to make you happy." "That is good to hear, because you have more training ahead of you. And this lesson will not be pleasant." Her demeanor changed as her eyes got a little wide. "You have yet to see what those toys we bought yesterday are for." She shivered in terror, but I was happy to see her crawl into a kneeling position on the bed before me. "I am yours to use Master." I pulled her chin up and kissed her. "I love you, slave." "I love you too, Master." Her knees parted slightly. "But that lesson is for later, now it is time for breakfast." God, I'm a bastard. I sent her to workout after breakfast, while I tended to some affairs and took a nap. I checked in on my pet after waking up. She jumped when she saw me, and dove to her knees at my feet. I paused, so she suddenly and frantically began to strip, becoming entangled in her shirt. "Stop," She froze. I took her cheek in my hand and made her look into my eyes, "What is it?" She trembled. "I'm scared I will upset you, Master." "This is because of tonight?" She nodded. I chuckled and kissed her. "My love, tonight will happen no matter what you do. You are a slave, and sometimes that means you suffer for your Master. Do not worry about it." "But it's all I can think about." "If it helps at all, think of it this way: as your Master I can whip you at anytime without warning. At least now you can prepare yourself." "What can I do to prepare?" She was on the verge of tears, "I wish you would do it now to get it over." "Do not put yourself ahead of my plans," I was stern, "unless you wish to end our relationship." "No Master! I- I will always submit to stay yours." "Very good. You will have your lesson after my dinner party." "Dinner party?" "Yes, that is what I came to tell you about. I am having an acquaintance over this evening. You will serve us. You may be open about your post, as my tastes will be known." "Y- yes Master." "Do not disappoint me." "I will never fail you, Master. Should I do anything to prepare?" "Oh, we shall be dining at my yacht. I will have caterers bring food. You will merely need to serve and clean up. We shall bring your new toys as well, for afterwards." "Yes Master." "I thought perhaps that you had worked out enough for now and might want to unwind." Relief washed over her. "That would be great, thank you." "So what do you want to do?" "Can we just watch some TV?" I nodded. She threw her arms around me to give me a kiss and then started to follow me out. "Strip before you come down." I heard her suck in a breath, but nothing more. I went ahead, and waited for her on the couch. She was blushing when she came down and sat on the couch next to me. She avoided my eyes. I ran my finger tips down her leg and she stiffened. "What is this?" I asked. "I'm not used to being naked when I'm just hanging out." "You will need to get used to it. But I am able to realize I might be rushing you a little... do you know those khaki shorts we bought?" She nodded. "You can go put those on with the while sleeveless turtle neck we got at the same place." She gave a great smile and hopped up. She looked delicious when she came back down, as the clothes covered little and outlined what they did, but she seemed much more comfortable in them. She curled up against me and we watched a few hours of TV. I found her viewing selections awful, but let it be, preferring instead to continue to gather more information about her life. I was happy when I could honestly say it was time to get ready. She turned off the TV and got up. I took her arm and swung her down to her knees before me. She said nothing as she slipped my shorts off and started licking the head of my cock. Pretty kisses worked their way down my hardening shaft. She suckled at my balls while running her hand over me, tracing a vein with her thumb. She worked her way back up, mouthing my cock and slobbering all over me. I struggled not to laugh as it tickled. When she got to the top she reared up and hovered over me, staring down at my weapon. Her head came down slowly, her lips kissing the tip of my cock before parting to let me into her moist cavern of her mouth. She used her tongue to good advantage, swirling around the mushroom edge of my head before pressing down. My meat was full at this point and she did not get close to taking even half of me. She started hurrying, bobbing her head down and making soft gags. Her obvious panic only surged more blood into my crotch. She was taking close to three-quarters of me now, and I was pretty sure it would take her a long while to get the rest. I was tempted, but we were on a schedule, besides she had other holes for me. Yanking on her hair, I ignored her yell and jerked her off of me. Then I motioned for her to stand. I unbuttoned her shorts and she wiggled around so they slipped down her thighs and pooled at her feet. Two trim tan legs rose up to her pretty pussy. A trace of dew on her lips gave her away. I could see her fingers flinch; she was a little embarrassed to be exposed this way. I ran my hands down her hips and leaned up to kiss the bottom of her tummy, then motioned for her to come down for a proper kiss. Pressing on her hips, I laid her down on the coach and slipped into her pussy in one move. I was as surprised to find her cunny was soaking, as she was to find my cock inside her, but she still made a soft noise of distress and shock at being speared. I pumped slowly, her cunt tightly wrapped around me, until she could recover. It did not take long before her juices flowed over me, allowing me to pound her for all I was worth. My manhood now sufficiently coated with her nectar, I kissed her as I pulled out. She whimpered at being denied, spreading her legs even further to offer her beet red folds to me. Instead I brushed my head down the crack of her ass and she understood. Demonstrating how wonderfully submissive she had quickly become she pulled her legs back as far as she could to offer her anus to me. She looked a little scared, but wholly subservient. My cock twitched at the erotic vision my eyes beheld. "I love you Mary." I just pushed my tip against her little pink, puckered hole, but it did not budge. "I love you Master." She forced herself to open. Her backdoor relaxed as I wormed the start of my cock by. She hissed. I was in a tender mood, so I just stroked her with the head. Then I pressed in a little bit further, letting her ring slowly expand to take me. I kept moving constantly, back and forth, so she could feel and enjoy the friction on the nerve endings of her ass. I have no idea if she was aware of it, but her chest was flush, and her mouth opened and closed with silent words. Her ass kept clenching on me, trying to draw more of me in. By this point there was not much more. I rammed home that final length. She shouted at being forced to give more than she was ready for. But, after all I am a sadist. I started slamming away at her, pulling myself almost entirely out before striking back in, as she bucked underneath me. She groaned as she struggled to ease the pain of being split by my monster buried full hilt in her ass. She looked up at me for acceptance and I kissed her deeply. She responded by rolling even further back to give me access. I came; the mental realization of her lovingly wonderful submission was too much. My beast twisted as it spewed into her bum. I stayed in and collapsed on top of her. God, that was good. She squirmed to try to ease the pain in her ass. I pumped a few more times just to hear her soft cries and pulled out. Not letting her up I worked my way forward until my coated cock rested on her face. Wordlessly she began to lick it clean, frowning at the taste of herself. She was very gentle, babying her second master with great care. Once she was done bathing my cock with her warm pink tongue, I had her pack the car and we were off. I noticed she did not strike up conversation as was her normal want. "Nervous?" "A little, Master. I've never been a slave in front of someone else before, let alone a stranger." "Would you rather do it in front of your friends?" "God, no," she blushed, "You're right about that." "Don't fret so my love, just be a good slave for me and all shall work out." She sighed and leaned against me, smiling. I had her put on her maid's outfit once we arrived, and enjoyed seeing the long expanse of leg spilling out from under the white lace. She had to be careful not to totally expose her charms when she bent, as I had not allowed her panties. I set her to work preparing the yacht for the night ahead. I went the bedroom and started laying out my tools. Mary came in, but stopped cold at seeing the instruments of torture laid out on the dresser. I'd never seen the color drain from someone's face so quickly. She looked ill. I chuckled, "Relax, Pet, that is still several hours away." Her eyes started to tear, so I kissed her and led her out of the room. She followed obediently, her cool little hand in mine. "Do you want to leave?" I asked. She shook her head, "Not if it means the end. I will always do whatever you want, I swear." "That is good to hear." "I love you Master, you can do whatever you want to me." I kissed her. "I'm just scared, and knowing its coming is horrible." Which was of course the point. "Try no to think about it." "I can't" "Mary, think of it this way. At the end of the evening you are going to suffer as you never have before. There is no way you can avoid it, so it is best not dwell on it." She swallowed. I slipped my hands under her skirt and cupped her ass, rubbing it gently. It is so pleasurable having a slave you can touch whenever you want. She turned to give me better access. I took her arms and forcefully put them against the wall, so she would know to keep them there. She stuck her rear out for her lover when she heard me tantalizingly lower my zipper. Spreading her soft labs revealed to me that she was not very wet yet, so I rubbed my monster over her lips. I felt her whole body tremble at the contact. That was awful early, I reflected. She was on pins and needles; adjusting to the life of a slave at breakneck speed was wearing her out. Poor thing. Her cunt juices were trickling out of her now, moistening my little friend. Slowly I started to feed her pussy, gentle thrusts with only part of my length. She started squirming, and squeaked each time I pushed a little more in. The doorbell sounded and I slipped out with a juicy pop. "I assume all is set?" She was flushed, her body clearly unprepared to be denied. "Yes Master." She straightened her skirt. "Then get the door." I went to the living room. Mary led my guest in and I instructed her to get some drinks. My guest smiled as my slave offered a drink. "Pretty; where did you find her?" "She fell into my lap." "Really. What do you call her?" "Mary." "That is right. You don't do nicknames, I forgot." I chuckled- more a Mary's face at being talked about so openly than the conversation. "How long have you owned this one?" "Only four days." My guest looked over Mary again. "So she's a virgin? Or did she have a previous master." "No, she was simply your run-of-the-mill slut. She is going to learn what happens to bad girls later tonight." "Ooo, I may have to stay for the show." "That might be arranged." "I bet it could be if I asked really nicely." "Perhaps. We shall see later tonight. For now we have dinner." I rose and led my guest into the kitchen/dinning room. The sun was setting behind us, lighting the ocean a shade of orange. The view was exquisite. I sat at the head of the table and my guest to my right. "What would you like to drink?" "I am assuming you have pre-selected a wine." I smiled, "Good choice." I clapped my hands. Mary entered and I directed her to the wine cabinet. Once she had served us I instructed her to get the first course. Over dinner my guest caught me up on the latest gossip. I did not particularly care, even though these were people I dealt with on a rather consistent basis. However I pretended I did, as to not have my aims hindered in the future. I wondered how much of this Mary was picking up. The meal was purposely light and we finished quickly enough. "So what is for desert?" my guest asked me. I clapped and Mary brought a serving chalice of liquid chocolate and a platter of strawberries. My guest and I began. I don't think Mary knew where this was going. My guest poured the sauce on the plate and used strawberries to scoop it up. "Come here Mary," My slave stood at attention by my guest. "Let us see your breasts." She glanced at me, but silently complied, untying the dress behind her neck at my nod. "Mmm, not very big are they?" My slave flushed. Mary was totally unprepared when my guest cupped her. She hurriedly stepped back. "If you behave poorly towards my guest, our upcoming session will be that much worse." I warned. She flinched, and dutifully offered up her tits again. My guest stroked them and flicked the nipples. "You can act all you want slave, but your hard nipples betray you." Mary kept her head down, but I could see the blush spread to her neck. Caught unawares, she was easily pulled her over my guest's lap. Mary, surprised, fought back, but my guest skillfully pinned her arms. My slave whimpered as her skirt was raised, she clenched her legs tightly shut. My guest paid that no mind and rubbed her outer lips, Mary shivered. I knew with her earlier denial she would not be able to hide her arousal. "Perhaps I could warm her up a little for later?" "I suppose, but only a little. I like a fresh canvas." Mary had remained strangely silent thus far. This changed with the first spank. She looked at me in with a plea in her eyes, but that only aroused me. When I smiled, her body relaxed a little, even as my guest continued her onslaught. It was over as quickly as it started, my guest expertly stopping just as Mary's cheeks began to grow pink. My guest shot me a look and then poured some of the chocolate on my slave's ass. Mary squirmed as it rolled over her sacred areas, then she froze: my guest ran a strawberry through the mess and ate it. It continued this way until a good part of the chocolate had been eaten. Then my guest slipped a strawberry into Mary's pussy unexpectedly. And tasted it. "Mmm you are almost ready for your big night, slut, but perhaps we could use a little more of you sweet nectar; we would not want your Master unhappy would we?" "No!" My slave was alarmed. This surprised my guest. "She is a very devoted slave." I explained sanguinely. My guest nodded and without comment started with a new strawberry, working it in and out. Mary made soft noises of protest, but no more. "My poor girl," my guest chuckled, "Being fucked by a strawberry." My guest relented eventually and tasted. "Yes, you seem ready now." My guest offered the rest of it to my slave, "don't you agree?" "Yes, perhaps it is time." I stood. "You may observe if you wish." "Of course I will watch. It is not every day I see a true great practicing his craft." "You flatter me." "Don't be humble. Your talents are unquestioned." "I have never worried what the others thought." "Yes, I know, but they still think much of you anyway. As do I." We had made our way to the bedroom. I took my slave into my arms and kissed her deeply, letting my tongue tease her and soothe her nerves. "Are you ready?" "I'll do anything for you, Master," she said bravely, even trying to smile. I kissed her again, let her lean into me, using the strength of my body to support her. I turned her so we were both looking at our toys spread out before us. Black, sinister weapons; their appearance made it clear what their purpose was. "Are you sure? Let us not hide what is coming." I felt her whole body stiffened. I ran a finger over the cleft of her pussy. There was a clear trace of dew on her lips, so I pressed a finger in. She was just a little wet; too afraid to be especially aroused. "I love you. I swear I will make you proud to own me." "Very good Mary," I said, and we kissed a third time. She felt a little desperate. I had kept her on edge for long enough. For the sake of her sanity it was time to start. "I love you too." I sat her in the center of the bed. I turned to my guest and motioned to a chair. "Please take a seat. I would prefer if you kept silent, although you may ask questions." I received a solemn nod. I turned back to my slave. "Strip, please." A bit surprised, she did so quickly, tossing her outfit to a corner of the room. I ran my hands over her body as she knelt on the bed. She trembled, and then quietly spread her legs when I pressed a finger in. "Hmm, you are wet, aren't you?" She giggled and blushed even more. I knocked her onto her back on the bed. She stopped smiling; she knew what was about to happen. I did not speak as I cuffed her in a spread eagle position. She offered her limbs to me in perfect obedience. She was a slut and would submit willing, inventively, and do all the right things. But she was not a masochist and was therefore afraid. I turned to the dresser and took two clamps. I watched my slave's eyes as I dropped them on her belly. She tried to seem cool, but my experienced ears could tell she was breathing faster. I sucked her nipples to make them rise off her tits. To shiny little red points standing proudly at attention for me. I pinched them a bit, and I caught Mary's barely audible cry. I tisked, "don't let me down." I reached for the ball gag and she willingly opened her mouth to accept it. Once that was done, I took one of the clamps and traced her tit with it. She whimpered into the gag. I kissed her nipple once. "Look at me." Her eyes opened wide and I kept eye contact as I attached the clamps. She groaned and twisted, unconsciously trying to shake them off, but kept staring at me. I smiled down at her, "There. That is not so bad is it?" Of course I had not tightened them very much. I thought that she tried smile back at me around the gag. It faded when I held the crop over her. I began kissing down from her tits. She writhed a little when my kissing tickled her belly. Then I made my way down to her pussy. I kissed around her thighs and she struggled against her restraints to close them. When my tongue grazed her lower lips they parted of their own accord. Her scent was strong. She moaned, lifting her hips to get more. But I pulled away. She opened her eyes just in time to see me bring the crop down on her inner thigh. I was thankful I had put the gag in, because it sounded as though she was emptying her lungs in earsplitting agony. I worked quickly peppering her thighs, stomach, and tits with sharp blows. Very soon she was sobbing. I reflected it was probably better for her that she did not know what else I had in store for her. Housesitter Wednesday She had no idea, for example, what I was doing until I tightened the clamps on her nipples. I wondered if she was going to go hoarse from all of the screaming. She was trying to cover her chest, but the cuffs held her nearly immobile. Her cunt was still exposed, so I blew on it lightly to cool her passions. She wiggled, half aware of what was happening. Never touching I brought her to ready, her juices trickling out. Her folds opened happily as I ran one finger down her crack. I kissed her labs and she moaned. I shot a wicked smile over my shoulder to my guest as I picked up two more clamps. I was surprised how easily she took me putting them on. They looked painful, biting into her puffy lips. I lay down on top of her and kissed her eyes. She looked up at me in wonder. I brushed her sweat soaked hair back. "I love you slave." I stood and position my dick where her hand could reach, and put her hand on it. She looked at me with love and started to stoke me. I reached over and began to play with her tits. She winced, but sped up. I started to pull on the clamps. Groaning, she jerked my cock faster. I pulled out of her range when I got close. "No, my dear, you have not done enough to deserve my cum yet." I gestured to my guest who wordlessly rose, glided over to me and knelt. Then my guest started sucking on my full mast. I glanced over to Mary, but her entire attention was on my cock. She watched every twitch of movement as I slid in and out of someone else's moist mouth. Tiny tears leaked out of the corner of her eyes and raced down her cheeks. Oh, it was perfect. I felt my seed rocket up my manhood and out of my body. Once I had deposited my load, my guest got up and bowed. I pointed to the chair, but my guest cruelly twisted one of the clamps on my slut's tits before going back. I laughed at my slave's pain. She stopped crying when she felt the tip of the vibrator just barely enter her. I traced the outskirts of her snatch with it. The slut was still wet, so I got the butt plug and gently fucked her with it. She struggled against her bonds, but soon the plug was slick with her cunt juices. My slave moaned as I started to press the tip against her ass, but it was smaller than my cock, so it sunk in easily despite her resistance. I went back to work with the vibrator, and then stuck the dildo in. I traced the edge of the dildo with the vibrator head and she tried to fuck back. I sucked her clit to stand it up. "Mary, I have another clamp for you." She screamed and thrashed against her bonds. I let her wear herself out a bit. "Stop it." My voice still commanded her. She looked at me crying. "Show me you love me." I kissed her forehead. I moved down and blew on her clit. She panted in fear, but surprised me by lifting her hips up to help me. I brushed her thigh with my lips, "Very good, slut." I put the clamp on, but did not tighten it. She cried, but not as badly as I had I expected. I released her feet from their bonds and put on the ankle cuffs. I then repeated the task using the handcuffs with greater range. To complete the ensemble I slipped the hood over, Mary looked terrified when she saw it coming. I slipped the dildo out and stood my slave up. "There, there my sweet, we are almost done, I'm just going to whip you now." She shook her head no, but complied when I bent her over the dresser, leaving her ass totally defenseless. She was shivering. I glanced over my shoulder at my guest and considered. "Mary, if you would like our guest can split your punishment with you." I was not looking at the individual in question, but I could imagine the look on my guest's face. Mary hurriedly nodded. "Very well." "I was not expecting this." My guest remained composed. "You knew the rules when you accepted the invitation." My guest sighed and stood. "Yes I did. I should have known my luck was going to run out." She unzipped her dress, stepped out of it, and made quick work of the wispy panties underneath. She moved over to the dresser and assumed the position. "Not yet." I tugged the two clamps off Mary's nether lips, ignoring her cry, "If you would be so kind." My guest moved her hands up. "Aht-ah." She did not appreciate my request, but brought her heavy jugs up to her mouth and sucked. She was a study in contrasts with my slave: short, dark-haired yet pale, and voluptuous with impressively full breasts and a fleshy ass. I was looking forward to watching her body jump under my whip. Once her nipples where shiny I gave her the clamps to put on. Then I picked up the beads. "You're asking a lot." "If you want to play...." "I know." She took them and went for the lube but stopped when I shook my head. "Dry? You make tough rules." She started the uncomfortable process of feeding them in. "You had this all planned out didn't you?" "Not at all. I meant originally for you to merely be a dinner guest and then depart. I did not think of you until now." I lowered my voice so only she could hear. "If you could allay my pet's fears." She nodded, "Take the gag out." I did, then I noticed the end of the string hanging out of my guest's ass. "Put all of them in." She took a deep breath and pushed the last few in. "You can be a cruel man sometimes." "You have no idea." I turned her around to cuff her, and bent her over next to Mary. She leaned into my slave. "My dear this will hurt, but be strong." She spoke softly in a compassionate voice. "Show your love by taking it, but show your strength by doing it in silence and staying on your feet. It is the mark of a good slave." "I-I don't think I can." "You must. Kiss me." She kissed my surprised toy, but I saw her tongue working into my guest's mouth. I had not been sure if Mary was bi. I could tell now she would be at my request, but preferred men. I was glad my guest was here. A whipping is always terrifying the first time for a slave. It could really hurt them, and while I, of course, would not do so, it is a lesson one had to learn by experience. Being told never calmed them. I would welt, but never break the skin. I fucked Mary a bit with the handle. "Are you ready?" "Yes Master." "Yes Master." I paused to enjoy the beauty of two cowering, fleshy (and filled) female asses offered up for me in tribute. I love being a master. There is just something about a girl's cries as she takes it for you that makes my cock throb. I was skilled with short whip. My guest never knew it was coming. She grunted and wiggled trying to find relief while staying in place. I gave her two more lashes for her efforts. Then I gave one to Mary, who cried out, but to my surprise did not scream. I was expecting to have to put the gag back in. I gave her another to test her. She jumped and yelped, but stayed put. I gave my guest a whack so she would not rest on her laurels. I stopped to admire the red welts on their squirming asses again. I laid two more on my slave who started to cry a little. My guest, having been through this before, barely made a noise as she jumped under my next blow. I whipped them five more times each in quick succession. Mary was crying and panting now, her bright red ass rising and falling with her breathes. "Show you are a good slave," my guest whispered. "I-I can't!" Mary wailed. I whipped her twice more for emphasis. She yelled a little and started sobbing. My guest calmed her with another kiss, but my slave was timid to respond. I smacked my guest right at the bottom of her ass at her sorest spot. She bucked, but kept kissing. "Put your asses together, sluts." Despite knowing what was coming they pressed their cheeks together and raised them out to offer me an easy target, my slave's tan against my guest's pale skin, or at least the few inches of skin not burning red. Their bums were pretty worn already, so they both bolted at the blow. My guest was making little crying noises now so I nailed her again. Then I put down the whip and grabbed my slave by the hair. I pulled her to her feet and kissed her. "Very good pet, I'm proud of you." "I love you Master." Her face was wet with her tears. "I love you in return." We kissed again and I tossed her on the bed. I saw my guest shifting so I slapped her ass. She yelped. "Stay still." Mary lay defenseless on the bed. I undid her cuffs. "Now my dear I am going to give you a choice. You may take off all of your clamps and I will give you an incredible orgasm," I ran my finger down her slit for emphasis. She was soaked. "But then I will fuck our guest. Or you can tighten the clamp on yourself and receive my cum, but you won't be allowed to cum yourself." I was pleased to see her hand snake up to her tits after a pause to look at my engorged monster. "Not that clamp." She shivered, but got to her knees and, staring into my eyes, turned the key. She buckled and cried out. "Again." She twisted again and shrieked, tears smattered on her cheeks. "Very well, you my suck me." She jumped to the floor in front of me. "I expect a blowjob worthy of someone who wishes to be my slave." She got the message and slowed down. She worked her way up my cock, licking, kissing, nibbling, tasting here and there as she went. Her hand slid down to massage my balls as she pushed my tip into her mouth and ran her tongue around the edge of my head. I smiled down at her to encourage her as she slowed swallowed my meat. She was getting better, slathering me as I went. I held her head in affection once she had me all. She slowly drew me out and diligently sucked my balls as she jacked me. She started a steady rhythm, swallowing me and then pulling me out so just the head remained, which she frenched. I started pumping as I got closer. She recognized me need and sped up, not resisting as I began to face fuck her. I came hard, as I usually do after an intense secession with a slave. Mary slurped my cum down. That was when I noticed she was crying. Once my spent weapon was clean, I pulled her up into my arms. "Why are you crying, my dear?" "Oh," she wiped them away, but her tone told me they were tears of joy. "It just makes me happy to please you." "You have slave, you have." I removed the clamps and pulled her plug out. She shivered a little when I did. She giggled and I kissed her. When we came up I caught my guest, still bent over the dresser, in the corner of my eye. "Oh my, I'm afraid I must admit I had forgotten about you." I walked over. Mary hissed. "Is that what my ass looks like?" "No, yours is smaller." I gave my guest one last sharp spank to her butt and stood her up. She had recomposed herself well for someone who did not expect to be whipped this evening. "Perhaps she should receive reward for helping you." "Yes Master, she was very nice." She squeezed my guest on the arm. I lay on her back on the bed. I turned to my slut. "Why don't you?" Her eyes got wide, "me?" I gestured. "Okay, but I've never done this before." "I'm sure she can offer suggestions," I commented as Mary crawled between my guest's legs. I watched Mary start licking her legs and as she made her way down to her snatch. My guest moaned as my slave's tongue ran over her slit. "Stick a finger in." Mary obliged and starting fucking her with it. "Now lick me." She began to seek out my guest's clit and teased it with her tongue. My guest writhed. My view was cut off by Mary's head, but I could tell she was tongue fucking my guest's snatch. "Yes!! Use both hands!" she tried to play with her own tits, but her cuffs restricted her. Her nipples stood proud despite her clamps. My slave's ass wiggled invitingly and I hardened. I picked up the paddle and ran its smooth surface over my hand. I love the tools of my craft. My guest was bucking as my slave fucked her with three fingers, her other hand strumming her clit, while she sucked on one of her labs. "Oh god! Fuck!!" She was getting close. "Stick your tongue in my ass." My slave knew how to follow orders. "CRACK!" Mary yowled as I stung her behind. She looked back at me in fright. "Oh don't stop." My guest curled her legs underneath herself and forced her pussy up. I whacked my pet again. "You heard her." Cowed, she dove back in between my guest's legs, wisely making no moves to protect her well-abused ass. She was skilled for a beginner, or the situation had turned my guest on more than I expected, because I only got a few more spanks in before my guest mewed as she came. I pulled Mary away and I kissed her. We looked at my guest coming back down. I squeezed my slave's ass and she hopped into my arms from the sting. I laughed. She smiled and kissed me, accepting that my right to abuse her further. Then we looked down at our guest, winded and slowly coming down. "Poor little thing." "Yes, she had no idea it might turn out this way." "You could let me up now," she interrupted us. "Should I, Master?" "No. I have one last gift for her." "What?" My guest looked apprehensive, knowing my penchant for squeezing all the pleasure I can out of a woman. I rolled her over and took the head of the string of beads. I pulled slowly to savor the sight of each on pop, along with her little gasps as each one exited. Her hole stayed wide once they were clear. I pulled her down so she was bent over the bed. She knew what I was thinking, "Oh no." Mary did not catch on until I rest my tip on her anus. "Oh yes." My guest braced herself as best she could, but she did not stand a chance. I was not gentle. I forced her ring open in one hard stroke. Her whole body jerked forward as she shouted. She was still so tight I could only get about half of my little boy in. Not to be deterred, I mercilessly pounded her bum, determined to bend her and make my way in. She wiggled on the bed to find a less painful position, but it was an exercise in futility. She grunted all the same as my monster sawed back and forth between her cheeks. Gasping with every stroke, soon she was making crying noises – our proud little princess, who reveled in showing how bravely she could take a whipping, was broken now. Those sounds are music to my ears. God, I love tearing up a woman's ass. It was made all the better for me as I knew my guest did not like anal. Her cries and attempts to lean away from me and press her body into the bed to spare her tender ass were evidence enough. "M-master?" Mary was sitting on the bed, looking upset. "Yes my dear?" I did not break from violating my guest. "You said I could have it." I chuckled, "very well slut, get underneath me and lick me, and you may claim your prize." She brightened and hurried to her knees, then I felt her tongue working energetically on my cock and balls. "Why don't you rim our guest? The poor dear seems to be having a tough time of it." I punctuated that commented with an extra hard stroke that I followed through on with enough force to move my guest an inch or so up the bed. A shriek rewarded me for my efforts. Mary's mouth moved and I soon heard my guest whimper despite her pain as I continued to savagely pillage her now thoroughly abused back door. My cock was throbbing as I nailed her ass, but in fairness I ripped it out and shoved it in my slave's mouth as I came, not giving her the chance to reject a cock fresh from another woman's bad spot. I got a little on her face and my guest's legs. "Make sure you get all of it, I spilled some on her," I said once I was spent. Once she had done her duty, I took the cuffs of my guest. She was sullen as she rubbed her wrists. "Mary, why don't you draw a bath for us and come find me?" "Yes Master." My guest was starting to dress. Tear tracks marked her cheeks. I could tell she wanted to beat a hasty retreat. She was both in pain and humiliated. "Thank you for your help." "You're welcome." Her voice lacked it usual vivaciousness. "A little different perspective on my mastery isn't it?" "Yes." She pulled her dress back on and we walked to the front door. She was very ginger in her movements. "You knew coming in that it could happen. I certainly have let you off easily many times." She sighed, "I know I shouldn't complain, but to be whipped when you don't expect it...and then analized!! It's so humiliating, especially in front of a slave I'd just handled." "Which is why I did it." "Oh, you are definitely a great. I've never been so horny and cum so hard while feeling so small and pathetically helpless at the same time. And your slave! I could smell her fear when you bent us over." "Thank you. I try." Mary came up as we hugged. "Why don't you give our guest a goodbye kiss pet?" They kissed, their tongues visibly plunging in and out of each other's mouth. My guest palmed my slave's ass and squeezed. Mary yelped, but opened her mouth when my guest kissed again. All this despite her tears from my guest's continued rough handling of her thoroughly abused hiney. "I look forward to having you over my knee again," she said as she went out the door. "Come slut, I wish to bathe." She was quiet as we climbed in. We washed one another- she tender and exploring; me hard and violating, but she enjoyed my attentions. I moved to get out when she put her hand on my arm. "Please fuck me in the ass." She bent over the edge of the tub, putting her hands on the floor - presenting her ass up to me. "Pardon?" "I'll accept whatever punishment you give, b-but I-I want you to have fucked me last." There was no missing the terror in her voice. One way or another she knew she was in for it, but would submit no matter what. I grabbed her hair and pulled her head back for a kiss. I surprised her by shoving my whole cock up her butt as we kissed. She screamed, a sound of absolute utter agony and betrayal. At the same time, she bent back over to give me a good angle of attack. "Yes Master! Fuck me! Fuck my little ass! Use your slave! Oh, God!" She was sobbing as I used her. As brutal as I had been to my guest, Mary got it worse. This was all about my pleasure, she was just a hole for me to use. She was in for a long ride too; I had just cum less than an hour before. I amused myself by seeing what different noises of pain I could get her to make. My tool thrashed around inside her, plundering her totally. I mixed in a few good spanks as well, the earlier damage to her hiney making them sting terribly. Eventually her strength left her and she simply slumped over and took it. Fortunately by then I was ready for release and emptied myself into her. Once we were done, I wiped away her tears and gently helped her clean her ass. Her ring glowed a bright, angry red, and even the gentlest of touches made her hiss. Three days ago she had never taken a man in her rear before, but she had been roto-rootered since. "Now, what was all that about?" She looked away. "I wanted to make sure you still loved me best." "Oh, you poor girl," I took her in my arms, "of course I love you. I don't love her, I just wanted to fuck two girls tonight. You wouldn't want me to not have that pleasure would you?" "I guess...." "Mary, you're my slave. You open your body for my pleasure. You are going to learn to live for it. If I want to enjoy another woman, you wouldn't begrudge me that any more than your own body, would you?" "No." She looked up at me with big brown eyes. "You really don't love her?" "If I did I would have asked her stay rather than just fuck her and throw her out." "Oh Master!" She threw her arms around me. "Silly little thing. You could have just asked and saved your fanny." "Oh, I don't mind," she smiled at me, "I'm happy when I can get you off." Housesitter Wednesday We got out and went to bed. "Master?" "Yes, slave?" "Can I ask you a question?" "Sure." "Who was she?" "Just someone I know." "I mean, is she a master or a slave?" "Oh. In my circle all men are masters, but sometimes we let women master other women, as long as they remain servile to men." "What about Julie?" "She is a sub. She will dominate a girl if she is ordered, but she does not like it." "I see." "Why? Do you want to spank a girl?" "I only want to be with you, Master." "What if I wanted you to spank a girl?" "I will do whatever you want." I leaned over to kiss her, "I am proud of what a good slave you are." She smiled, "I love you Master." "I love you too," I curled up to fall asleep. "Master?" "Mmm?" "What is her name?" "Catherine."