Torturing Pleasure – BDSM – StoryVa.com – Free Sex Story

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Currently, you can say my stress level is at its capacity. Single mom of two teenagers and a preteen, small company owner and balancer of every small task you can think of. I co-parent with my ex-husband just fine and overall, the stress isn’t the bad kind but between running a company and running everyone around to their extracurriculars I really needed a specific type of relief. Being in charge at all times is exhausting.

I’ve been on some pretty pleasant dates and was even seeing someone for a few months but my body was aching for a different sort of attention. Something I couldn’t discover while dating and also somewhat nervous to ask for. After researching the Adult corner of the internet I managed to discover exactly what and who was gonna take care of my needs…

I started paying him visits once a week for the past two months. It’s become somewhat of an addiction and if I wasn’t so busy with everything else in my life I might’ve found myself crawling to him every night.

So here I am on a Wednesday at 9PM, standing outside a very unsuspecting gorgeous Victorian home in the historical housing district. It has old world charm but also a few modern touches due to a remodel done years ago. It stands two stories high, painted a stormy gray with big bay windows that have thick forest green curtains concealing its secrets inside. As I reach for the brass knocker on the tall arched door my body starts to get that familiar tingle.

After two knocks I begin to hear the gentle tap of his dress shoes slowly draw nearer to the door. The turn of the lock is enough to send ripples down to my more sensitive areas. Seven days is too long of a stretch. The door opens and the smell of pine, leather and campfire caresses me. He smiles and tells me to come in. My nipples rise against the lace of my bra. I hold my composure the best I can but I gaze at him a few seconds longer than intended. I can tell he makes note of it. My little pink pearl starts to pulse as I think about being punished for that later.

He’s usually wearing what I think to be his day work clothes at the start of our meeting. Oxford dress shoes- tonight they’re brown- and perfectly tailored dark gray slacks with a brown leather belt. The white dress shirt he has on has two undone buttons and is still nicely pressed even though small parts give away that he’s been wearing it all day. You can tell he works out but also doesn’t overdo it. He’s handsome but not in a conventional way. The volume in his hair makes his unruly waves almost too big for his head and I often want to run my hands through them. He’s allowed me that once. His beard is trimmed to the perfect length and other parts of him are the perfect length as well.

I see a drink is already in his hand as we walk back to the parlor. It looks like scotch tonight which means he might go a little lighter on my physical torment. I don’t mind this time, I actually could use a little tenderness tonight. When we reach the parlor I anxiously sit myself on the edge of a dark blue velvet armchair while he prepares me a vodka soda. When he’s done he hands it to me and I slurp it down embarrassingly fast. A slight chuckle comes from him and then he tells me to go upstairs to get ready. As I stand up my body clenches as I feel my wetness begin to cascade out of me.

I walk up the wide staircase to the room I discover to be a sacred temple. I open the door and it’s the same as we left it last week. It’s not a big room. The wooden four poster bed is to the right of me against a wall with two tall windows on either side. At the foot of the bed is a leather bench and in the wall facing it is a fireplace with low burning flames. Besides the night stands on the sides of the bed, with lamps on each, there’s not much else in the room. Except for what he keeps in the small closet.

I have just the clothes I came in with and my keys. I take off my shoes, quickly unbutton my silk blouse and unzip my pants, stripping them off, leaving my bra and gstring. I fold my clothes and set my things underneath the bench. I proceed to kneel on the soft fur rug that’s to the side of the bed closest to the door. I wait anxiously with my back facing the door. The intentional delay is agonizing and I desperately want to begin touching myself but I behave and wait the ten minutes for him to enter the room.

Finally the door opens gently and my body breaks out in goosebumps. I feel the cool air from the hallway flow in with him and I take in a deep breath as he turns to close the door. He walks past me and towards the small closet and I watch mesmerized by this firm Ass in his black boxers. His shirtless body allows me to see the small movements of the muscles in his back and shoulders making my face flush with heat. In the closet lives a narrow dresser that houses toys and pleasure tools that’ll make any WASP mom clutch her pearls. As he is skimming around for whatever he’s gonna use on or in me I imprint the image of his backside in my mind before I’m no longer allowed to watch. He picks something up and I hear the clink of metal. As he starts to turn around I avert my eyes to the floor.

“Put your hands behind your back” he commands in a low tone. His voice is deep and firm but never loud or unnecessarily aggressive. Except when he’s Cumming inside me.

I happily obey.

He makes his way behind me and snaps the contraption around my wrists. I flinch at the coldness and bite of what I realize are handcuffs. They’re heavy, the real deal. He grabs a fistful of hair and pulls my head back.

“I didn’t say you could move,” he whispers softly into my ear. I just blink in return.

My nipples are so stiff at this point I wondered they’d rip through the lace of my bra. He noticed them too. He all the time notices every small detail.

After the cuffs are on nice and tight he walks in front of me. I can see that he was starting to swell in his boxers. I wanted to rip them off to cover his cock with my mouth so badly. He saw the pleading in my eyes but kneeled down with me instead.

“I know what you want but you’re not getting it yet” he tells me.

Reaching behind me, he unhooks my bra, pushing the straps down letting it sit limply right underneath my boobs, the straps resting on my arms. I’m trying to be as still as my body allows while he leans down, taking one of my nipples in his mouth and the other breast in his hand. He starts to lightly suck and knead my tits. I clench my jaw and hold my breath, letting the pleasure overtake me.

“I want you to watch,” I hear him say.

I focus my attention and move just my eyes down and see that he’s looking up at me, teasing one nipple with his tongue, while massaging the other, giving my nipple soft pinches. If his choice of drink tonight was vodka I would still be staring straight at the wall. He’s allowing me this little bit of freedom but I know if I move even a millimeter more he won’t permit me to cum. But that’s why I’m here. I enjoy the punishment and not having control.

Overwhelming sensation takes over as I watch him use my body, trying not to collapse. Suddenly he stops and slides my damp g-string down so that they are just above my knees. I slowly let out my breath. My legs are getting numb and he knows it but the torturing pain is pleasure. He returns his mouth to my nipple now nibbling at them with his lips. His Free hand glides down my torso and covers my mound, feeling my arousal. I almost let out a whimper.

“Mmm someone’s happy to see me,” he teases before starting to rub my outer lips. He then slides a finger in between them, finding my willing clit, spreading my honey around. I’m given permission to relax, so I inhale sharply and exhale a soft moan. He smiles on the nipple that’s in his mouth and keeps softly rubbing. I can hear my wetness squishing around his fingers. I could crumple from all the stimulation and the numbness in my knees.

I feel him push two fingers inside of me and I close my eyes. He takes his occupied hand from my breast and places it on my back and I lean into it slightly while letting my head fall. Steadily, he pumps his fingers in and out of my dripping hole and has now moved to kissing my neck and shoulders. I can feel his hard member pressing against my thigh as he continues to drive his fingers into me harder and faster. I can not contain myself any longer and my moans grow louder but I’m brought back to attention when he releases my body. I exhale, open my eyes and languidly straighten myself. He stands up and pulls down his boxers revealing his big hard cock.

“Open your mouth and suck my cock like the little slut I know you are.”

I don’t hesitate. He puts his hand on the back of my head but allows me to work it how I want. I begin at the bottom of his shaft, spreading my tongue against his width, dragging it all the way up slowly until I reach the tip. I give the ridge soft licks and kisses then work my watering mouth back down. When I reach the base again I give his balls a slow wet stroke with my tongue. I hear him groan and feel his grip tighten around my hair. I send my tongue back up a little quicker this time and when I reach the top I cover as much of his cock with my mouth as I can. I only manage to fit about a third of it in me if that gives you any indication of how large he is. I begin to move my head back and forth, suctioning firmly, speeding up my motion every few bobs.

“Look at me,” he demands as his hand pulls my hair tighter. Our eyes connect and he starts fucking my face harder and faster. My eyes begin to water but I don’t gag so he pushes deeper into my throat until I do. I feel him getting harder on my tongue and the tip of his cock starts to expand slightly. Our gazes are still locked on each other and just when I think I’m about to get a mouth full of cum he pulls right out. He closes his eyes for a moment breathing heavily. At this point I realize my arms are numb from being locked behind me in the cuffs. After a couple more deep breaths he gets up and walks towards the closet again but I don’t watch what he brings out.

He makes his way back behind me and roughly pushes my head down onto the rug forcing my Ass up into the air. It’s a small relief for my thighs. I feel him run what feels like thick leather tassels down my back and arms. Flogger. My Pussy rains in excitement.

“I can’t have you making me almost lose control like that,” he tells me while moving the flogger across my Ass. I smirk to myself. Then I feel the pleasing sting of the whip on my left cheek. I let out a soft moan. Another hard whip lands on my right side and I giggle softly. He hears it and the next whip lands on my Pussy. I clench but it still feels so good.

The flogger drops to the floor with a thud. He leans into my ear, rubbing his cock against my wet slit and whispers, “you’re such a tart for pain aren’t you?” I nod my head. Only a low amused “mmm” comes out of him as he makes his way back kissing my shoulders and across my back reaching my upturned bottom. More kisses graze across my cheek until he reaches between them, spreading them aside, sticking his tongue on my little rosebud making a few small circles and then working his way to my dripping honey pot. What starts as slow wide laps with his tongue turns into needy licking and sucking all over my clit and lips. His moans vibrate against me making my Pussy hum and melt with satisfaction. I feel his tongue probing inside me moving as fast as he can will it. The desperation to consume me is sort of unusual for him but I don’t care. I’m loving every minute of it and am on the brink of Cumming. I begin to contract around his tongue and he knows I’m about to burst so he stops. I catch my breath.

“Almost, kitten,” he says, breathing heavily. Kitten? That’s new. It’s usually harlot, whore, slut, or tart. But I like the sound of “kitten”.

His hands begin to rub all over my body caressing my Ass and massaging my arms. I hear a little tinker of tiny keys and the click of the cuffs unlocking. I know we are near the end of our session but there’s probably at least 15 minutes left and neither one of us has climaxed. My arms are released and they limply fall to my sides, still numb from being confined. He helps remove my bra completely.

“You can sit up,” his tone is a bit more tender than I’m used to. I’m a little confused at this point but I fulfill his request and move my body upright. I feel him shift my hair from my right shoulder so that it all sits on the left one. The soft movement sends shivers down my back. Sultry kisses begin gliding across my shoulder up my neck while his hands rub my aching wrists working their way up my arms, massaging and circulating the blood back through them. He takes my ear lobe between his teeth while sliding his hands back down my back, reaching between my arms and torso for my breasts. We stay like this for a minute, relishing in the kisses he’s placing all over my body and the care he’s giving my boobs. I can feel him rubbing his cock on my low back and I take a risk. I reach behind, grab it tightly and start stroking it slowly. Caught by surprise, his mouth falls open against my neck, sucking in air. I am able to get a few strokes in before he breaks away.

“Get on the bed, on your knees, spread.”

I stand up a little too quickly for how numb my legs are still and stumble back. He catches me and in one swift movement I’m cradled in his arms. I can not help but to stare up at him while he places me in the middle of the bed, wondering where all this extra softness was coming from. I think he senses my curiosity as he makes his way between my legs. My underwear is still wrapped around my lower thigh so he removes them fully. Then he leans into me and asks if he can kiss me on my lips. It wasn’t really in my list of requirements and we’ve maybe grazed lips two or three times in our past appointments but never full on kissed. I grab the back of his neck and smash his face into mine. Our tongues and lips wrap around each other, twisting and sucking with desperate desire. I have one hand gripping his hair and the other digging my nails into his back as I push my body up against his. He reciprocates by slipping his cock between the folds of my Pussy. Pushing down harder with each glide, almost letting his tip pop in me. I’m moaning in his mouth begging him to enter me. He separates his mouth from mine.

“I want you on top,” he says with the command slightly back in his voice.

He makes his way on his back and I quickly straddle him but before I can do anything else he wriggles down to eat me out. I’m extremely sensitive at this point and let out a loud, “fuuck”. A few more seconds pass and he wriggles back up, pulling my lips to his as he scoots us back so he can lean against the headboard. I taste just as good as he does. And before there are any other distractions I grab his cock and angle it in me slamming down on it. We both curse in unison. I forgot how big he feels in me but the stretching pain makes more of my nectar leak out. I grab onto his shoulders for balance as I bounce up and down slowly but aggressively. Our eyes lock for a short time before he reaches down and grabs one of my nipples with his mouth, sucking like he wants to drink from me. Ugh it feels so good, I begin riding faster and harder. He wraps his arms around me, embracing me. I run my hands through his hair, pushing my nails against his scalp then stopping to grip the back of his head. We hold onto each other tightly letting out variations of moans and groans. He thrusts into me as I crash down harder on him. I feel him begin to get harder as his bucking gets faster. My walls begin to contract around his throbbing cock, wanting to draw the warm cum out of him.

“Cum on me. Make a mess all over my body,” he says in needy heavy breaths.

I behave like a good girl would and cum so fucking hard. And loudly. Our eyes meet as I’m spilling all over him, he kisses me and releases his Hot load into my pulsing tunnel. I’m so sensitive that I turn to bite down on his shoulders as he keeps thrusting faster and harder, emptying himself in me. I feel all of our juices overflow out of me as he slows his pace. We finally relax our bodies, breathing heavily, still holding one another while exchanging soft kisses. I suddenly realize it’s probably time for me to leave. I’m sure he has another meeting after this. But before I get up I have to ask.

“What just happened?”

He lets out a heavy sigh before responding.

“I’m not really sure. I guess I wanted to be a little out of control tonight. I hope that was ok. I’ll refund you for the session or throw in a freebie if you want.”

I laugh a little and say, “It’s totally fine. I completely understand. But I think I should probably get going. I know you have another appointment soon.”

“Not tonight. I canceled just in case we went longer.”

So he planned this. Explains the scotch. It’s hard to pull myself away but I should leave. I attach my mouth to his and give him a final tongue dance.

“Well I should head out anyway. Long day tomorrow,” I tell him as I drag myself away from his body. He grabs my hand.

“Can I see you before Wednesday?”

I pull away slowly and move to the end of the bed to grab my clothes. I see a tiny nervousness in his eyes. I never looked at them long enough to notice how kind they were. I dress quickly, contemplating an answer. After I fasten the last button on my blouse and put on my shoes I finally give him an answer.

“I’ll start seeing you on Tuesdays and Fridays. I’ll text you tomorrow to schedule.”

He gives me a satisfied smile and I make my way out the bedroom closing the door behind me.

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