1 comments/ 15186 views/ 2 favorites Ann's Story Ch. 01 By: masters_squeaktoy To fully understand this series of stories, you must understand that they are written by two people the slave who is Ann and her master. Setting: I am your slave, you are my master. I have signed a contract and am required to obey your every order. I have done something without your permission and you punish me then I show you how sorry I am for what I am being punished for. "I'm sorry Master. I didn't think you would mind." You strip me, blindfold me and walk me to another room. I feel the straps wrapping around my wrists as you tighten them down. They are leather and very tight. You then wrap another set of straps around my ankles. I am confused, but then I feel a bench against my thighs. You lie me face down on the bench and tighten the straps so I am unable to move my arms and legs. While you take the blindfold off my eyes, I lay there quietly, awaiting my punishment. You walk away and leave the room. I hear your footsteps as you move closer to me. I then feel a very sharp, stinging pain on my ass and thighs as you whip me. I try to squirm and get away, but the straps keep me in place. You continue to spank me, as I scream and cry and beg you to stop... You stop suddenly and walk away. I'm lying there for what feels like a lifetime, waiting for you to return. You finally re-enter the room and this time, you step lighter than before. You come up and rub your hands on my back, ass, and thighs to calm me down. You then stand up and spank me again, harder this time, than the last. I realize it's because I begged you to stop punishing me. I scream and writhe in pain as you continue to spank me. When you feel I have been punished enough, you bend down and loosen the straps around my ankles and I continue to lie there, whimpering, my face hot and wet with tears. You walk up and begin to loosen the straps around my wrists, one hand on my back, the other unbuckling the straps. You then wrap your arms around my waist and lift me from the bench, being sure to keep a tight hold on me, so as to keep me standing. With one arm around my waist, you reach up and wipe the tears from my face and kiss my forehead with such gentleness. I fear you are not done punishing me, but then all my fear is removed when you scoop me up in your arms and carry me into your bedroom, where you lay me on your bed. Such soft, satin sheets, yet it still burns as my skin touches them. I lay there looking up at you as you slowly remove each article of your clothing. First you take care in unbuttoning each button of your shirt, and then slowly pull it off. You look down at me and tell me to put my hand between my legs and play with my pussy, so you can watch as you prepare to fuck me. I reach down and start slowly caressing my clit as I watch you undress in front of me. When all of your clothes lay on the floor, you climb on top of me and begin to kiss me. You reach into the nightstand and grab two toys. One toy is glass, the other one is a vibrator. You put the vibrator to my lips and tell me to get it wet. I open my mouth and begin to lick it. Once you feel it is wet enough, you waste no time in inserting it in my ass. After fucking me in the ass with the vibrator, you slide your dick inside my pussy which is already dripping, just waiting for you to enter it. You start out slow, as the vibrations in my ass make you very sensitive. As I begin to cum, you stop and pull out so just the tip of your dick is inside me. You slowly rock back and forth, never pushing more than the tip of your dick inside. As I moan and squirm in enjoyment, you pull out completely. You tell me to get on my knees and lick my cum off of your soaking wet dick. I get down off the bed, and as you set yourself on the edge of the bed, the vibrator is shaking my very core every time I move. I drop to my knees and caress your thighs as I begin to lick my cum off of you. I then slide your dick inside my mouth and start to rock back and forth and suck hard, reaching under to slowly caress your balls as your dick gets harder in my mouth. You reach down and grab a fist full of my hair and pull my head back so I'm looking up at you. You pull me up and lick my juices off my lips, and then push me onto the bed, face down. As I lay on the edge of the bed, you reach up and grab the glass toy. You slide it inside my already dripping wet pussy and tell me to fuck myself with it. I reach between my legs and begin to fuck myself. You pull out the vibrator and I am filled with a sudden emptiness. Slowly, you work you dick in to my gapping ass hole. After a few moments you find a pace that you enjoy. I whimper at first, but then I begin to moan and scream with pleasure. You slam your dick into my ass and pound hard and deep you fuck my ass like the pleasure toy that I am. With your hands on my hips, you rock back and forth, fast and hard, shoving your dick into my ass. You begin to shake as you feel the rush. You can feel the toy inside my pussy as you fuck my ass. As my own cum is running down my legs, you pull out of my ass and your cum, hot and sticky, ends up all over my back and ass. You take the toys away from me, and walk me into the bathroom, as I'm still having trouble standing on my own after the whipping I received. You turn on the shower and tell me to get in. I step into the water and it burns as it hits my burning skin. You follow me in and pin me to the wall and begin kissing me. I know I have done well. The soft, caring look in your eyes tells me you are pleased. This is the first of several stories written. Feed back is greatly appreciated. Ann's Story Ch. 02 "You've been a bad girl...." is the sound you wake to, as I enter the room. Your mind flashes of the pain and pleasure mixed with sex from the night before. Quickly jumping out of bed you put your hands flat on your thighs. Spreading your legs to allow me access to your pussy should I desire? Your head down looking down to the floor over your out thrust chest. You stand in the punishment pose as you brain reels off scenes of what you might have done to find yourself in this very spot. You think that you've been a good slave. And you've been trained better than to ask what you've done. As I slowly walk around your body I notice my handy work all over your body. A hickey here a bite mark there, scratches in various states of healing along your back and ass. These are all the signs of a woman that is owned. She was property of a master that used her to bring pleasure and pain and then blur the lines to degrees so she couldn't tell which she wanted more. "Do you know what you've done" I ask you almost whispering. You slowly nod your head no. I walk behind you and pull you naked body to mine. You can feel my arousal as pant clad cock is resting down the crack of your ass. Pulling you tight I grasp your throat and tilt you head upwards. I lean in close to your ear and whisper, "Disappointment and time out, or just punishment." You can feel the heat and desire building from your very core, you slowly whisper "Master I have disappointed you, do with me as you see fit". With that you drop you head down and wait. I release my grip on your throat and slowly bring my hands to you breast, grabbing a nipple ring in each hand and pulling away from your body. I lean forward and bite you neck, as I watch you nipple stretch away from you body. You close your eyes as I keep pulling on the tiny little rings until I hear a sharp intake of breath. That is what I want to hear, I wordless understanding of what your choice is going to be. I release your ring and I hear you slowly exhale the breath you were so quick to take. Without warning you feel a slap between your spread open legs, a yelp escapes your mouth before you even realize. You're rewarded for your sound is another slap harder this time. After the painful contact of my hand you realized that my hand is still there cupping your mound one finger sliding between your lips. You spread your legs wider like a good slave. I can feel your body react to my presence, your breath quickens, and I can feel your left thigh quiver as you steady your balance. You can feel the slickness growing as I slowly saw my finger up and down between your labia. Resting my finger on your clit hood I start to make tiny circles until I'm pushing down directly on you clit. You turn your head and kiss my cheek. Abruptly you feel yourself being shoved to the bed. Laying there you hear me clear my throat. You turn to face me; it slowly dawns on you as I am standing at the door with a raised eyebrow. "Fuck he was just getting me wet for the punishment," you think to yourself. I clear me throat again, and say "Waiting". The silence and look I give I give you, make you jump up and follow me like the horny little puppy that you are. You follow me to The Room. Once inside you don't make a sound. You resume the punishment pose. Your eyes gaze across the toys, straps, ropes, everything you want to be pleasured or, could be punished with. I grab a blindfold on tie it to your head. You realized that this is definitely punishment, because when we use this room for pleasure you get the choice of sight. However today there is no choice. I lead you to a bench; it's only as long as your torso. Once in position your head hangs off one side and your ass and pussy hang off the other side. The height of the bench was made so that any of your holes would be positioned to my crotch height. I lay you down and spread your breast so that they hang from either side, of the cut out notches on the board, so as you're not laying on them. Once I have you where I want you I lift up the straps which are anchored to the floor, and secure your hands and feet. I walk around the bench admiring what is laid out before me. I grab a vibrator and tell you to open your mouth. I fuck your mouth with it go get it wet. I push it into your pussy. I grab another one and tell you to open your mouth and wet this one too. You know what is coming so you get this one wet as you can with spit. I walk around to your ass and slowly slide the vibrating anal plug in. You hear me walk back around and lean close to you. You can feel my breath on your ear when I whisper in your ear, "have you figured out why you are being punished"? You shake your head no; as you hear my footsteps lead to the door. I stop and hit play on the sound system. You hear some classical music coming thru the speakers. With the sound from the speakers you can no longer tell where I am at. At random you feel me spank you with various things for a few minutes. You, being the good slave bite your lips. The only sounds that escaped your mouth were moans and gasps. I am please that you never cry out. You feel my hand trace along where the vibrator meets you stretched out flesh of your asshole. I can fill you push back wanting me to either fuck you with it or turn it on. I simply asked, "Are you trying to be good for me." You quickly replied, "Yes, Master." Trying to make the sound of Master as sultry as possible. You are rewarded with the instant vibrations deep in your ass. You babble something that sounds like "Fuck Meeee..." You feel the toy being pulled from you pussy and you almost whimper. You are instantly thankful for being quite as you feel my cock trusted deep. I pick a slow pace, but every down trust is forceful. In this position every trust you can feel me push against your cervix and it also pushes the toy deeper in your ass. After a few trusts I start to slap your ass every time I almost pull out of your pussy. Once your ass is red with crisscrossing hand prints I pull out. The sudden emptiness is a shock as cold air rushes in your still gapping snatch. You let out a guttural moan as the toy is put back in with it running on high. You feel my hand run up your back as I walk around to your head. I command you to open your mouth. I plunge my dick into your open mouth and you clamp down and suck as hard as you can while still being able to run your tongue over my swollen cock head. After a few seconds of the attention you are bestowing on my head I slowly push further into your mouth. I reach down to a line you throat with your mouth. I push past your mouth into your tight throat. I feel you gag briefly before I pull out and let you catch your breath. I knell down in front of you and kiss you deeply tasting your juices smeared all over you lips and face. Your sense of arousal is strong by the smell your body is giving off. As I stand I say, "Are you going to disappoint me by still not knowing why you are here?" I can see the look of regret spread across your face as you shake your head no. I tell you to open your mouth as I strap a ball gag around your head. I tell you that it's ok to cry if you need to. As quickly as I quit talking you feel a thin white hot pain across your ass made from something thin, light, and very flexible. Just as your brain is able to process what happen it is quickly replaced by a wide flat thud of a paddle. The bouncing of your ass is turning me on as I see it shaking the butt plug. I keep you guessing by striking you with a random pattern of time and which one I use. I see your body shake from the crying and pent up orgasm that you can't release. I walk over to you face and whisper in your ear, "You may cum, NOW". Your whole body shakes and goes slack. I rub your ass and tell you that you've been such a good girl. It is at this point I realize that you have passed out. You wake still strapped to the bench. You open your eyes and look around, the blindfold and ball gag are gone, but the lights are off and there are only a few candles lit. You have no idea how long you've been out. The gentle vibrations at your core tell you that you still have the vibrator and pug still wedged in but they turned down too low, you turn your head to try to see if you can see me. You feel a tug on your breast. You look down under the bench and see that not only are you hands and feet tied to the floor but now your nipples are stretched and the rings are secured to the floor as well. The music changes to a song with a faster drive beat. You once again feel my hands gently stroke you whelped and bruised ass. I tell you what a good slave you've been and how you have made me happy. I move my hand down so I can cup the two ends of the toys and give them a little push. You moan loud, I tell you that the punishment is over and now it is time for pleasure. You continue to moan as slowly fuck you with the toy in your pussy. I lean over your body and release your hands, feet, and finally your nipples. You are disappointed when I pull out the vibrator, making sure that its full length rubs across your clit. I stand you up, no simple feat with a butt plug. I wrap you with a silk robe. Your ass and nipples ache as the material rubs against your flesh. I hold you up and offer you a cold bottle of water. After you finish drinking I kiss you, feeling you tongue intertwine with mine. I then kiss your cheeks and taste the dried tears that are smeared across your face. You look at me and giggle; I raise an eyebrow in question. You grab my hand and place it on your ass. I can feel the vibration emitting from deep inside of you. As you kiss me you ask in a little girl voice, "Can you take this out and put your big cock in there instead". All I can do is grin when I lead you to the bed. I lay you down and spread open your robe. I kiss my way from your waist up to your chin, stopping to lick your nipples. I start to suck on your neck as I slide my dick into your pussy. Your hands clamp down on my head and moan. You beg me to fuck you in the ass. I pull out and you roll over, I pull off your robe and toss it. We position pillows so your ass is in the air, because you're so tired from everything you can't hold the position on your own. Once we have you all positioned right I pull out the plug and look at your ass, you're stretched out just waiting for me to fill you back up. As I'm lost in thought staring at your ass you hand me some lube and say, "Lube that monster up". Where ever you got the lube from, you also pulled out a rabbit vibrator that massages you clit when you fuck yourself with it. You were already fucking yourself with your other hand. "Are you gonna to fuck me, pleaseeee," you said with that little girl voice again. As I grab your hips you burry your face in one of the pillows. I guide my cock into your ass hole, even with the plug in your ass for the last hour and half it's still a tight fit. I stop when I'm fully in, letting you get use to the fullness. When I feel you push back I know you want movement, we start off with a slow pace. I can't help but moan at the feeling and sight before me. You turn your head and look at me with glassy half eyes. I pick up the pace and you eagerly tell me to fuck you hard and deep. You talk dirty to me, or least of the words that aren't slurred and I can understand are dirty. Once I settle into a good pace I claw at your back with makes you start to fuck me. I stop moving and let you continue to fuck me by slamming your ass back you mumble "Cummmmmmmiiiinnnnnnggggg. I reach up and grab a hand full of hair and pull your head back holding you still. I can feel you tighten up and start to shake. I'm not far behind you, I let go of your hair and try to pull out. Your hands snap back and grab my ass and pull me back in. You move your ass in circle like motions and fuck me shallow. I tell you I'm cumming. You can feel me explode deep inside you, and you can feel the searing heat from my seed being sprayed into your ass. You body goes limb as you lay down and my cock pops out of your asshole. I stay there for a sec taking in the sights of your body sprawled across the bed with a light coat of slick sweat in some areas and your juices all over your inner thighs which have run all the way down to the sheets of the bed. As I'm wrapping my mind around the sight in front of me, I see my cum seeping out of your ass. I lie down beside you and kiss you. I pull you up to me and spoon, as we start to fall asleep. "I'm sorry Master, but I still don't know what I did, or what happened to cause all of this," was the last thing I heard you say before you fell asleep. Right before you drifted off to sleep you hear me whisper in your ear, "You didn't do anything, but I'm sure you'll do something later." Comments and feedback greatly appreciate.