Stephanie's Grip

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"Mmm, yes sir," she moaned.

"Good girl, now suck me off," I demanded, leaning back on the wall as she deepthroated me.

She gave one rough, sloppy blowjob, gagging and drooling, choking and spitting on herself and the floor. I detected the unpleasant scent of bile once or twice, but she didn't hesitate once, just spit whatever came up on the floor and kept going.

It was amazing, watching her degrade herself like that. I barely lasted five minutes before grabbing her skull, throatfucking her roughly, then pulling back and cumming all over her face.

I stepped back, buttoning myself up, watching her gather the cum off her face with her finger.

She tried to flick it away, but I grabbed her arm.

"Bad girl," I said, slapping her tits again. "You swallow everything, lick it up, I want to watch."

I relaxed as I watched her slurp up all the cum, until there were no more large globs, only a thin, sticky sheen on her face. I grabbed some paper towels out of a large 12 pack and tossed her a roll.

"Clean yourself up," I said, then pointed at the puddle of drool and spit in front of her. "And clean up this mess."

She complied slowly wiping her body, then the floor, staring up at me every now and again.

I buttoned up my shirt and tucked it in, straightening myself up, composing myself.

"Don't ever let me catch you in my classroom without that plug in your ass, understand?" I asked, stepping forward and rubbing her face, petting her sticky hair.

"Yes sir," She whispered.

"Good girl," I said, stepping towards the door.

"Mr. Jackson-" She called, as I opened the door and started to step out.

"Yes, Stephanie?" I asked, sure she would ask me to delete the videos.

"Thank you." She whispered. I smiled down at her as she resumed cleaning up the mess.

She looked up at me, smiled, then turned back to her work.

I took a deep breath, then left.

3

Stephanie bobbed her head up and down, staring up at me from under the desk, and I knew I couldn't take much longer. I let out a deep breath and she instinctively reared her head back, clutching my cock with both hands and holding her mouth open as I came all over her face, shooting at her eyes, mouth, forehead and hair.

She closed her mouth and continued sucking, doing her best to suck me dry, then she sat back. I watched her lean back, spread her legs, and start licking the cum off her lips and face, but she didn't stop there.

With one hand she started pleasuring herself, and with the other she started wiping off my cum and smearing it all over her body: her neck, her tits, even her thighs and pussy.

I glanced up to make sure nobody was paying attention, but at this point during the class, it was a moot point: nobody was even watching the movie, they were all talking or texting, flirting or arguing, paying me no attention, as they were wont to do.

I left Stephanie on her hands and knees, cleaning up my supply closet, naked, on a Friday afternoon. That night I went out with a couple old friends and got blitzed off my ass. Somebody mentioned that my ex was talking about moving back to town, but I didn't let it bother me. An old hook up pulled me into the women's restroom at my favorite bar and tried to go down on me, but I was still worn out from earlier that day.

I ended up crashing on a friends couch, then woke up to day drinking and a barbeque, taking the party home with me until the late hours of Saturday night, when everyone left and I passed out alone.

I woke up slightly hungover somewhere around 11 o'clock. I laid in bed for some time, texting some friends, watching the videos of Stephanie, until I worked up the strength to go downstairs for some coffee.

I live in a town home, a two bedroom, nothing too fancy, but I don't have any roommates, nobody to clean up after. Still, the place was a mess from the night before: beer cans and joint butts everywhere, stale, spilt beer, broken glass. I groaned to myself as I made my way through the chaos, nearly jumping out of my skin as I rounded the corner of my kitchen.

There, in the middle of the mess, stood Stephanie, her hair done up, dolled up like I'd never seen before, in nothing but a french maid's apron and hat (fuck if I know what they're called). She was standing straight up in high heels, holding a tray with coffee and muffins on it, smiling at me pleasantly.

"Jesus Christ, you scared me." I said, clutching my heart, feeling my anger rising.

"I'm sorry, sir," She apologized, pouting her lips. "I wanted to bring you breakfast."

I walked past her and sat down on my kitchen table, waving her over.

She slowly strutted over, setting the tray down before me, making sure to bend over and show me her bare ass, the purple plug inside, her freshly shaven pussy.

"Cream or sugar?" She asked.

"Cream, plenty of it," I moaned, rubbing my forehead.

"Did you party pretty hard last night, Mr. Jackson?" She giggled sweetly as I grabbed the coffee and sipped slowly.

"Yeah, yeah, I-" I started, then looked at her, standing before me, arms behind her back. "How the fuck did you get inside my house?"

She looked away, her smile fading instantly.

"Well, I knocked and knocked, but you didn't answer. And the door was unlocked, so I let myself in."

"Uh huh." I nodded, scrutinizing her. "How did you know where I live?"

She giggled, her face turning red.

"Well," She said, turning away. "I've always known where you live, ever since I helped some seniors TP your yard my sophomore year. Homecoming week."

The painful reminder of somebody, yearly, choosing my yard as the sight of revelry and teenage rebellion flashed before my eyes. I'd never been able to catch any of the little shit heads in the act, never really sure of what I'd do if I did. It was an annual ritual: me shrugging away my animosity as I gathered the toilet paper out from my trees, burying my resentment in some scotch, and waiting for the rain to wash away what I couldn't reach.

"How do you know nobody saw you?" I asked.

She stared down at me, a wry smile on her face.

"I thought you didn't care if people found out about us."

The way she said 'us' sent shivers down my spine. So confident, so concrete. She was calling my bluff and making a statement all at once. I quickly realized perhaps I'd underestimated her.

"I don't." I said dryly, sipping my coffee. "But I'd rather not have the neighbors seeing a half naked teenager sneaking into my apartment on a Sunday morning. It's too flashy for my liking."

Stephanie looked towards the corner of the room, where a small black duffle bag sat, unfamiliar to me.

"I wore sweatpants and a hoodie. I'm sure nobody noticed me."

I sat forward and grabbed a muffin, ripping off the top and tossing the bottom aside, nibbling and sipping my coffee.

"And you thought this was a good idea? That I'd be happy to see you?"

The searing smile on her face vanished instantly. I saw her lips contort, her eyes flash with shock and sadness.

"Well, I-"

"Did I tell you to come here? To interrupt the privacy of my home?"

"Well, no, I just-" he voice trailed off, and I watched her fidget.

"Clearly, you're going to need to be punished for this, arent' you?" I asked, smiling softly.

She instantly perked up, smiling at me happily.

"Yes sir," She muttered, bowing her head.

"Good girl." I said, handing her the cup. "Get me some more coffee." I demanded, watching her ass jiggle as she walked to the counter and poured me another cup.

She walked back and set it down, mixing some more cream as I finished the muffin.

"Here you are, sir," She whispered, pushing the cup towards me.

"Good girl," I said, picking it up and raising it to my lips. "Now get on your knees."

She instantly acquiesced. She was a little clumsy in her high heels, dropping down slowly and using my knees to steady herself.

I untied the belt on my robe and pulled out my cock, throbbing and hard since the moment I first saw her, and shook it at her.

Her mouth was already open, and I let her suck me off for some time while I drank my coffee, savoring the light of the morning sun flowing in through my windows, the warm coffee on my lips.

She sucked and sucked, and after what felt like an eternity of bliss, I felt myself cumming.

"That's it, almost there," I said, and she shoved my dick all the way down her throat, gagging and choking as my load exploded down her throat.

When she had finished, she slowly pulled my cock out, licking what cum remained off slowly, sucking the head as I jerked and shook.

"Did you like that, sir?" She asked sweetly.

I looked down at her, petting her hair.

"Yes, baby, I did." I said, then grabbed her throat. "But you've still been a naughty little girl, that doesn't change anything."

"Yes sir," She whispered.

I looked around the room, surveying the empty cans and trash.

"Clean up this mess." I demanded, reaching for my pack of cigarettes. I walked towards the french doors and opened them, lighting my cigarette and watching as Stephanie sauntered to and fro, picking up beer cans, wiping down the counters, sweeping the floor.

"Not just the kitchen, the whole place, understand?" I called out at her.

"Yes sir," She nodded, continuing her work.

"This is what you wanted, isn't it?" I called back. "Coming over to my place wearing a french maid's outfit, it does seem fitting."

She turned to me and smiled, a clever little grin, looking up at me from her work.

"I came here to please you, Mr. Jackson, however you'd like."

She continued cleaning as I finished my cigarette. I made my way upstairs, to my bedroom, and got in the shower. I took my time, rinsing off in the hot water, enjoying the feeling of finally being clean again, before getting out and drying off. I put on jeans and a T-shirt and left, walking back down the stairs to find Stephanie sitting on her knees in the middle of my living room.

Everything was spotless: swept and wiped down, not a single beer can in sight.

"Is this good, sir?' she asked, staring up at me.

"Yes, baby, that's very good."

"Are you pleased with me?"

I walked down to her, patting her face with my hand.

"No." I answered, not willing to let her get the upper hand on me.

"No?" She asked, turning her face downwards, towards the floor.

"No, my bathroom is still a mess. There's cleaning supplies under the sink."

She hopped up, smiling, bouncing up the stairs, her little bubble but jiggling as she disappeared from view.

I walked back into the kitchen and finished off another muffin, drank the rest of the pot of coffee. I went outside and sat on my porch, smoking a cigarette and enjoying myself. I was planning on spending the entire day cleaning my place and feeling sorry for myself, but now all I had to do was relax. It was a bit unnerving how brazen Stephanie was, I couldn't get that thought out of my head, but as long as I kept her in line, I knew I could handle whatever she might throw at me.

I finished my cigarette and walked inside. I rummaged through Stephanies duffle bag. I tossed aside her sweatpants and hoodie, then found all the toys she'd bought earlier: bundles of rope, a blindfold, a ball gag, dildos, more plugs, the space age vibrator I'd seen earlier, nipple clamps, just about the entire kink section of a sex shop. I smiled and put it all back, carrying it upstairs.

I tossed the bag in the corner of my bedroom and walked into the bathroom, finding Stephanie on her hands and knees, cleaning off my toilet, her naked ass in the air. I couldn't help but feel hard again. I pulled out my cock and started jerking myself off, and she turned to me, a desperate look on her face, staring at my large hard cock.

I walked up to her and pulled her hips out, bending down behind her and grabbing her hair. I pulled a condom out of my pocket and started unwrapping it.

"Oh, please, not here!" She begged, holding onto the toilet and looking back at me, pitifully. I couldn't stand it, I didn't want to wait a second longer.

"What do you mean, not here?" I barked, pushing my dick up against her wet little pussy.

"Please, I'm not- it's just, this is my-" her voice trailed off and I couldn't believe what I was hearing.

"You're still a virgin?" I gasped, and she looked down at the ground, shamefully.

"I'm sorry, I know it's bad. If you don't want to be my first, I can-"

"Oh, no, shush, baby" I said, picking her up by her hair, then it dawned on me.

"You don't want to be fucked in a bathroom for your first time, do you?" I asked, laughing.

"No, please, sir, can we go into your bedroom."

I smiled and nodded. I walked her into my room, turned her around and untied her apron. I tossed aside the little tiara and pushed her on the bed.

"How the fuck did you make it this long without having sex?" I asked, pulling some rope out of her bag.

"I- well, I've had boyfriends, but they prefer blowjobs, and I didn't want to, fuck, I don't know."

I laughed, binding her left arm tight. I pushed her over on her stomach and bound her arm to the banister of my bed.

"That's the problem with fooling around with boys," I said, spanking her ass.

"Mmm," she moaned. "But you're going to take care of me, won't you, sir?" She whined, sticking her ass up.

"Yes, I am, but not yet." I told her, taking her right arm and binding it to my other banister. When I was through, she was laying on my bed, every limb tied to my bed posts, her legs spread, her arms bound tight.

"Can you move?" I asked, my hand running up her thigh.

"Mmm, no sir." She answered,

"Good." I said, reaching into her bag and finding the blindfold and ball gag.

I gagged her and put the ball gag in, looking her up and down.

Her short little body was tan and proportionately a god send. Her thick little legs meeting a cute bubble butt, her back soft, narrow hips. My cock throbbed and the blood rushed to my head but I knew I'd need to take my time.

I reached into her bag and pulled out the whip. I ran the leather strips along her back, slowly and gently.

"Do you know what that is?" I asked, and she nodded her head.

"Mhm," She squealed.

"Are you ready for your real punishment?" I asked.

"Mhm," she almost begged.

I reached back and whipped her, not too hard, but her back arched and she started squealing.

"Too rough?" I asked, and she shook her head, no.

I whipped her again, and again, and again. Her back, her ass, her legs. She was screaming and squealing, and every now and then I stopped and asked if it was too much, and every time she shook her head, no.

It went on like that until her entire back, neck to toe, was covered in red whip marks, welted and raw.

I tossed the whip aside and ran my hand up her legs. She shivered at my touch, panting and squealing quietly.

I penetrated her little pussy with two fingers, it was sopping wet and she started to buckle and squirm immediately.

"Mmm, mmm," She tried to speak. Her words were muffled, but even still, I could tell she was asking for permission to cum.

"Yes baby, you can cum." I told her, and her ass shot up and she immediately started squirting all over my sheets.

I was blown away, flabbergasted almost, watching her contort and squirt, squealing and squirming.

"'M sowwy," I could hear her crying through the gag. "'m sowwy, 'm sowwy" she said, spasming and shaking. I set down a towel and smiled, shaking my head.

I pulled out her ball gag and slapped her mouth.

"Why didn't you tell me you're a squirter?" I asked, trying my best to contain my mirth.

"I didn't, I don't, what? I'm so sorry, sir," she started crying. "I didn't mean to, I'm sorry, I'm sorry."

I shook my head and spanked her ass, hard.

"It's ok baby, I like it that you squirt, I just would have appreciated some warning." I laughed.

"I've never done that before!" She exclaimed through sobs. "It's ok?"

"Yes, baby," I said, spanking her ass.

I grabbed the vibrator and put it up against her pussy.

"Have you used this yet?" I asked, and she nodded.

"Yes, yesterday, for the first time." She promised, and I clicked it on.

It was exhilarating watching her jaw drop, lick her lips and gasp, pant, and moan. Within a minute she was shaking.

"Can I- please, sir, may I- can I-"

"You can cum, baby," I said, and as soon as I said that she started buckling and squirting, this time on my towel instead of my sheets.

I spanked her ass while she came, and she screamed, gasping for breath.

"Thank you, sir, thank you, thank you, I'm, can I-"

"You want to cum again?" I asked, and she nodded and squealed.

"Yes, sir, please, may I?"

"Yes, baby, you can," I said, wrapping my hand around her throat and squeezing as she climaxed. I held her tight as she struggled and squirmed, gasping for breath, and when I finally let go, she went limp.

A shiver of fear went down my spine, but I spanked her ass hard and she came to, gasping and shooting up, squirting again.

"Oh! Oh! I'm gonna, it's-"

"Just keep cumming baby, however much you'd like." I said, and she came, over and over, an almost countless amount of times, until her body was spent, and she was lying still, sweating and panting.

"Oh, Mr. Jackson, please, please fuck me." She begged as I turned off the vibrator and tossed it aside.

"You want this cock inside you baby?" I asked, grabbing her ass.

"Please, sir, I want your cock in me, I want your cock in me so bad." She moaned, and I started undressing.

I reached into my bedside table and pulled out a condom from the drawer but she shook her head.

"You don't have to, I'm on birth control, fuck me raw, please."

I couldn't help but laugh.

"Birth control?" I asked.

"Since I was fifteen," She moaned, in between breaths. "Irregular periods. Please, sir, please fuck me raw."

I considered the offer, and I couldn't refuse. I tossed my clothes aside and got behind her.

I could hear her breath quickening, short and rapid. I pushed my cock against her pussy and she gasped with exhilaration. I pulled back and spit in my hand, lubing up my cock, then I pushed it inside of her.

I could feel her hymen breaking as I filled her tight little pussy with my cock. She squealed and panted with delight, biting the pillow and moaning, excitedly.

I gently pressed against the plug in her ass with one hand, jiggling it and groping her flesh, and with the other I pulled her hair back.

"You like that cock inside of you?" I asked.

"Oh, god, yes," she moaned, and I spanked her ass.

"Again, please," she begged, and I spanked her again.

"Again, harder," she repeated, and I spanked her again, and again and again and again.

"Oh, ffff, yes! Can I cum sir, please?" She begged, and I nodded.

"Mhm."

She instantly started cumming, and I could feel her pussy squeezing and pushing against me. She started squirting and her muscles flexed so hard my cock popped right out, but I shoved it back in and kept fucking her.

She came, over and over again, and every time I choked her until she passed out, then spanked her awake, until she was laying on my bed, unable to squirt any more, shivering and shaking.

I got up and slowly untied her, arms first, then legs. I turned her over and she wrapped every limb around me, gyrating and pushing her body against mine.

"Oh, baby, I love your cock in me," She groaned, and I penetrated her, fucking her softly and slowly.

"Oh, please, please," she moaned, losing breath and cumming again without asking permission.

"I'm sorry, I'm so sorry," She cried, but I shook my head and smiled.

"It's ok baby, keep cumming, just keep cumming."

She kissed my neck and nibbled on my hear, groaning and cumming until finally, she let go of me, collapsing.

"Have you had enough, baby," I asked, and she nodded.

"Are you ready to suck me dry again?" I asked, and she shook her head.