Ninety-Nine Times
Tags: Short Story, Sexuality, LGBTQ, Erotica, Relationships

Ninety-Nine Times

A punishment from my Mistress can be the sweetest pleasure.

Mistress tells me I cum too much. I don’t see it as a problem but I do get awfully sleepy afterwards. I can’t help that. When my body explodes and I’m wrapped up in her arms, it lulls me to sleep.

Today, I’m being punished for it. Her penance is for me to write the words I will not cum 100 times on this paper while I sit naked. I feel like a naughty pupil with a dunce cap on this stool with my head in my hands, over the desk.

I pick up the pen and gather the blank page, rolling my eyes petulantly, as I start writing. Suddenly, I feel Mistress behind me. She traces the length of my arms with her fingertips, from my shoulders to my knuckles. I feel her lips press my neck and my pen stops moving.

“Don’t stop,” she whispers in my ear, “no matter what I do, you don’t stop writing…”

“Yes, Mistress.”

I clear my throat and continue writing the same words over and over again. Nearly at a dozen now. I try not to act startled when I see her get down on her knees.

Mistress crawls under the desk and slowly spreads my legs. My breath quickens and I feel heat rush to my pussy as I continue writing the words, I will not cum.

How in the world am I supposed to concentrate? My gorgeous Mistress is teasing the life out of me under the desk and all I can think about is cumming, now that it’s ingrained in my head. It’s like telling someone who’s holding their breath to not think about breathing.

I’m close to thirty when I feel her face wedge between my thighs. Her chin is resting on the stool, lips aimed to my pussy. She kisses it so softly, I feel every tiny sensation of her mouth pressing on and off.

I write slower, my penmanship getting shaky. The warmth of her mouth alone makes my thighs quiver. The pen nearly slips out of my hand when I feel her tongue touch my clit.

I’m falling apart in the seat, face flushed in lust, wetness building within me. Yet, it’s just a normal day under the desk. She calmly licks my pussy in the slowest, softest manner. Not a care in the world, taking her sweet time eating me senseless. Knowing Mistress, she could be down there for hours.

I count my statements and I’m currently at forty-eight. Barely halfway to my goal, but my stomach is already tied in knots. Mistress is slowly whirling her slick tongue around my clit. It’s swollen and erect, unable to escape the softness of her mouth. My vision blurs a little as I write. My sweaty palm shakes over the paper, trying desperately to hold it down as I write these dreaded words.

I will not cum

I will not cum

I will not cum…

Mistress grips under my thighs and pulls my body forward, softly sucking my pussy. Her beautiful lips completely surround and suckle my clit while her tongue swipes over the hood. I do everything in my power not to thrust my hips. If I do, even just a little, I’m done for.

I am close to seventy now. Almost there on both accounts, as I feel my pussy aching to explode. An invisible race runs in my head. I write as fast as humanly possible, even though it’s the sloppiest handwriting I’ve ever seen. It doesn’t even look like my penmanship anymore, but like something I’d attempt with my left hand…if it was broken. I bite my lip hard as she sucks my clit harder.

Damn, I’m in trouble. I can barely keep my eyes open as I reach eighty-one. I try to keep my hips and thighs still, feeling my climax close in. It’s at an unimaginable height. My pussy is so tense, it’s beginning to hurt inside. Like my walls are at their maximum capacity of will and it’s about to break at any moment.

“I can’t do this,” I whimper. My tone is needy, my breath ragged.

I hear the suction pop from Mistress’s mouth. She grips tighter on my thighs and softly whispers, “Yes, you can. Now, be a good girl and finish your paper.”

My head hangs back heavily as I feel her tongue continue its sweet torture. My climax is lurking just around the corner. Her gentle mouth surrounds my clit and sends shivers up my spine.

Ninety-six…ninety-seven…ninety-eight…

Ninety-nine…

Mistress sucks the sweetest spot on my pussy and sends me over the cliff. I whine as my chest tightens. I feel my pussy thump and throb in her mouth as I let it all go. The pen slips from my fingers as I grip the desk, cumming hard, my legs shaking over her shoulders.

I hear Mistress click her tongue under the desk, sucking every last bit of wetness from my pussy. I feel a strange pang of both disappointment and entertainment.

The suctions stop completely and she crawls out of hiding. I see her face, wet and shining with my juices. A shattering look on her face that tenses my body all over again.

“Bad bad kitty…” she says while shaking her head.

“Oh, Mistress. I couldn’t take it,” I reply apologetically. “I’m so sorry!”

“You should be,” she says sternly.

She points to the desk, gesturing for me to bend over. I do it quickly, being careful not to anger her further.

“Unacceptable,” she scolds.

Before I press my face to the desk, I see an amused smile lift on her face.

-Smack!

I gasp, feeling her hand come down hard on my rear. The sting is instant. Heat rises to my skin.

-Smack!! Smack!!!

She spanks me a few more times, taking turns on each cheek. I wince as I feel the sweet pain course through me. Every lift of her hand sends pleasure zooming to my pussy, making me want more.

“Harder,” I murmur, “Harder, please…”

Her hand comes down harder indeed. Her smacks get louder, slightly cupping her hand as she spanks me. She pauses to squeeze her fingers inside me, hooking them deep to feel how wet I am.

She spanks me again, as her fingers slide out. Every time she pauses, I feel them go back in. She starts a menacing pattern of pain and pleasure, a constant teeter that rushes another climax to build sweetly inside me.

My hands grip the sides of the desk so hard, I feel my knuckles grow pale. My pussy presses the edge, giving my clit a hard rub every time I move. Fuck, I’m about to cum again.

-Whack!

Mistress spanks me even harder. She hits the same spot repeatedly until I cry out and my hips jerk. I moan achingly, feeling heat rush to my pussy. The last two hits on each cheek send me soaring over the plains of climax. I gasp hard, as my walls flutter within me.

“Mmm… you came again?”

“Yes, Mistress.” My words mix with aching moans. I nearly collapse off the desk in the final throes and she catches me just in time.

Mistress sits on the wet stool and cradles me in her arms. She laughs a little, hearing my breath still hitching as if I just finished a tearful tantrum.

“Shh…there now,” she soothes. “Calm yourself.”

She leans down and kisses my lips softly. I moan in her mouth, letting each wet press console me. My eyes flutter open as she gently lets go.

“I’m so sorry I couldn’t hold it in,” I sigh. “I tried. Maybe you’re right. I do cum too much…”

“No, silly girl,” she smiles. “There’s no such thing.”

I grip her shoulders tight, feeling her fingers hook inside me.

“In fact, I love that you cum so easily for me…”

I feel her fingers inch deeper as her thumb swipes my clit. My pussy is soaked from all the sweet torture. I hear my wetness squelching inside me.

“Why don’t you be a good girl and do it again…”

I nod dutifully as she lays me back on the desk. Her fingers are still deep inside me as she leans in to lick my clit. I feel the pen and paper indent my skin as my back arches. I think deeply about the lesson I learned today. The words are still fresh in my mind and I suddenly remember that I didn’t quite finish, which means I’m still being punished.

Fuck. I hope she doesn’t make me cum 99 times…