Challenging First Impressions – BDSM – Free Sex Story

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Pausing briefly with the metal knob gripped firmly in my hand, a single thought comes to me “This one’s going to be a bit of a challenge.” Taking a deep breath, I finish turning the cool metal and walk in to meet my task. What greets me on the other side of that door leaves me both pleased and immediately aware of the work I have ahead of me.

Sitting on the corner of the bed, your black stockings catch my eyes first and quickly my gaze falls upon your lack of panties, causing my mouth to water, before taking in the black corset with red stitching accentuating your curves. The clink of tiny metal links being nervously toyed with by slender fingers pulls me back to the task at hand and soon my eyes are following the trail of loops leading from those fingertips and up the center of your body. Slowing to take in the way they sit between your round breasts before following the metallic line up your soft neck and to the black collar they are firmly a fixed to. Finally your face fills my vision and you bite your lip nervously as your eyes meet mine and I like what I see.

“At least you remembered the proper attire but you clearly didn’t remember the starting position… that’s your first mistake and will be the starting point of today’s lesson” I say as I smile smugly and take the last remaining steps to close the distance between us. Looking up at me, you nod and softly say “yes Sir” as I reach out for the small puddle of metal links pooled in your lap, lightly brushing your inner thighs as I do. As my grip tightens around them, pulling it taut, I feel the tiny links bite into my palm as I seat myself on the edge of the bed next to you and lean in towards your ear to give you your first order “Over the knee.”

Defiantly you sit there, sizing me up, and not quite sure if I have earned your complete obedience just yet. Pulling the chain tighter, you lean closer to me, I want to make sure you hear exactly what I have to say, “I don’t like to have to repeat myself and if you make me there will be consequences” and before the final syllable leaves my lips I swiftly yank your leash down to my side, causing you to gasp from surprise and pulling you perfectly over my knee, exposing a blank canvas.

Tightly gripping your chain with my left hand, I quickly snap my right hand back and begin decorating your canvas of flesh, pleased with each new beet-red hand print left as my hand cocks back to place another and another combining with your grunts and moans following each firm smack of your Ass. Feeling you tense up as you anticipate the next spank I gently place my hand on your right cheek and softly begin to rub your sore skin, enjoying the way you flinch and wince when I move to the next spot, happily I do the same with the left cheek.

Slowly sliding my right hand up your back, causes you to shiver. My fingertips glide over your soft skin and through your thick hair as I begin to loosening the tension holding you in place. Feeling the slack of the leash you let out a deep breath and begin to relax your tense muscles until you feel my fist begin to close around your hair and it’s in that moment you realize that I’m no where near being done with you.

As I pull you back to the edge of the bed, I place my other hand on your neck, softly at first but quickly I begin to apply pressure until I hear you starting to struggle to breath. Knowing that I have your attention, I sternly say, “first position, on your knees with hands neatly folded in your lap, facing the door, now” Obediently you scramble off the bed and near flawlessly into position, accompanied by the jingle of tiny links and your ragged breathing, which brings a smile to my face. “It’s time for the last lesson of the day. DON’T MOVE,” the last words come out like a growl.

Slowly standing up, I walk around the bed and squat down beside the night stand to open the bottom drawer and retrieve the object I came for. Turning to face you, I openly display the riding crop and give my palm a few quick slaps as I make my way back to you. Looking down at you, my eyes are drawn to the tops of your breasts, watching as they rise and fall with each breath. Next my sight turns to your lap where I notice the flaw in your position so taking the tip of the crop I place it neatly on your thigh before giving it a quick whack “I want to see a gap between those thighs” I say without further hesitation followed by a slap on your other thigh. As you begin to comply, I slide the leather tongue between your inner thighs, giving each a firm crack with the flick of my wrist causing you to gasp and wince from the sharp stings. “Now I’m going to show you how a good girl becomes a good little fuck toy” I say as I slide the loop of the crop down my wrist and begin to unzip my pants.

Pulling out my already hard cock, I see the eagerness for it in your eyes. Grabbing the pile of chain from your lap and along with it your hand, which I place on my cock and instruct you to begin stroking slowly and to take your other hand and slide it down between your thighs to finger your clit. Soon you begin to moan with each gentle flick on your clit and my cock gets stiffer with each moan that escapes your lips and stroke of your hand.

Running my fingertips through your hair once more, I gently press the back of your head and compliantly you lean forward and take the tip of my cock pass your lips, the tips of your teeth softly biting into my sensitive skin as you swirl your tongue around the edges and flick the tip. A moan passes from my lips as my thighs begin to shake from your eager licks.

Gently I ease my cock further into your awaiting mouth, forcing your hand further down the shaft until you are cupping my smooth balls and my cock is down your throat. The force of my hand on the back of your head holds you in place but the feel of the crop dangling from my wrist and down your back with its leather tongue neatly sitting between your still sore cheeks, a reminder of your earlier disobedience, holds you in place even more.

The sounds of you choking are my cue to remove my cock from your mouth, giving you a chance to catch your breath. Taking up the slack in the metal chain once more, I give it a few short yanks but before I can act, I feel teeth once more on my tender flesh, sliding down towards its base and digging in deeper the further they go until they could go no more. Teeth now deeply embedded into my skin, your tongue moves excitedly around the tip of my cock and around the shaft, causing me to flinch and tremble with each brush. A long, low moan escapes my lips as I realize that your hard work is about to pay off.

Gripping the back of your head tightly with both hands I can no longer hold back the explosive climax that is about to rock my body “oh fuck, I’m going to cum” I manage to stutter just before I feel the first waves rushing through me and you hungrierly lap up the first little bits of cum. Unsatisfied and displeased with your small rewards, your bite becomes even more noticeable causing me to gasp from shock and pain, and starts the second wave of paralyzing pulses of pleasure shooting throughout my body. My whole body tenses and locks up as my throbbing and pulsating cock fills your sweet little mouth with cum.

As the last few drops make their way pass your tightly pursed lips, I feel your hands climbing up each of my legs and to my hips where they give an unexpected shove, causing me to lose my balance and to fall back onto the bed. Dazed, I try to get some sense of what just happened and to get my eyes to focus. As the room stops spinning my eyes land on you as you bring your hands slowly up your body and behind your neck to unbuckle your collar, causing it to drop to the ground with the sound of metallic rain drops preceeding it.

Smoothly you slide your hands down my thighs and up my body as you begin to climb me further until your face comes into view. I feel your palms pinning my shoulders to the mattress and I notice your still pursed lips just moments before you firmly plant them onto mine and your tongue quickly comes between them and brings with it a familiar taste. As our tongues gently wrestle with each other amongst my load of cum, my cock starts to throb from excitement and from the sudden realization that there is nothing between it and what lies between your thighs, your wet Pussy, an indication of what was to come.

Breaking the link between our lips causes a few strands of cum to trail down both our lips and staring at me dead in the eyes from behind framed eyes, I see a fire burning for a good fight as your words begin to make their way to my ears. “looks like you’re my new cum dumpster” you say candidly followed by a little laugh. Reaching down between your thighs you easily find my hard cock and using your palm you begin rubbing the swollen tip lightly against your clit as you slowly thrust your hips.

After what seemed like mere seconds, you slide me deep inside yourself, our moans grow in intensity with every inch of me that slips further in until you have me all. Placing my hands firmly on your hips, I give them a gentle push down as I thrust mine up causing you to gasp and we quickly find our rhythm, our breathing quickens in unison, broken only by the moans that manage to escape between breaths, followed by the occasional and barely audible profanity.

“I’m going to fucking cum” I manage to say between breaths and that’s when I feel both your hands closing around my neck starting to restrict my already struggling air flow. “Don’t cum until I give you permission, I don’t like to repeat myself” you mockingly say and with that you begin riding me with renewed vigor, taking me to the brink of climax and making your demand a seemingly impossible one. Just as I think I can’t hold back any longer, I hear the words I have been waiting for “you may cum NOW” the last word spoken with a calm, commanding tone that I immediately follow.

“Oooh FUUUUCK” I shout followed by a low roar as I spill inside you and you continue to thrust and grind your hips down against me, feeling every twitch of my body beneath you and enjoying every one. As I lay limp and unable to move I feel your body start to shift and move further up me until your thighs tightly straddle my head and through muffled ears I hear you say “clean up your fucking mess” and I quickly obey. Running my tongue up and down with small flicks, I gather all the mess I can but I’m hungry for more.

Wrapping my arms around your thighs, I hold you in place as I swirl my tongue around your clit and lightly suck. Your thighs tighten even more and I hear your muffled moans begin to grow louder. Your thighs start to shake and twitch beyond your control as you declare “I’m Cumming,” in what sounded like a whisper. As the first wave slams through your body, you gasp for air and I am immediately soaked. With your body locked in place as you prepare for the subsequent waves to subside, I eagerly lick up as much of you as I can.

Loosening the hold I have on your thighs, you barely manage to roll off as we both try to catch our breath. After a few moments I hear your quieted breathing and soft snores. “I knew this one was going to be a challenge” is my final thought as I close my eyes for some much needed rest.

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