There were murmurs of nervous excitement that rumbled throughout the auditorium, the whispers and laughs of girls who either needed an ‘A’ to graduate or who had already begun planning their graduation parties. I should have been one of the latter group, but for some reason I was extremely anxious about the senior final. I needed simply a passing grade to graduate without a problem, but an outstanding mark could make my final transcript look much more enticing to potential suitors. I’d been warned early that sweethearts with good grades went to good homes, and those with poor grades ended up in.. darker places.
The crowd quieted as Miss Reed walked to the podium, and the hair on the back of my neck stood up as I looked at her grip each side of the mahogany stand. I could still feel her inside me, having her way with me while I whimpered and pleaded through the ball gag. I shook my head physically to try and clear the memory. It was over. I’d never have to do that again.
“Good morning sweethearts,” her voice boomed over the speakers, each of us now sitting up straight in our seats.
“Good morning Miss Reed,” we called out in response.
“Ladies that magical time is upon us,” she continued. “When girls become women, and when beauties become sweethearts. Forty six of you intend to graduate next week. Some of you require an excellent grade on your final. Others need only show up. But regardless of where you are in the class rankings, I’d suggest to you this: do not make the mistake of taking finals lightly. Sweethearts can be made, or indeed *broken*,” she paused on the word, making me shiver in place. “..by a final exam grade. The seniors know how this works by now, but our younger girls may not. Our final exam is set in the home of a member of our surrounding community. Someone, likely a donor to the school, who we believe is a good representation of a home that you could end of being a part of. The exam is proctored and graded by a member of our faculty.”
She paused again as nine teachers joined her on stage, each one of them I recognized. Each one of them had been a professor of mine. Some of them were more lenient than others, as I remembered, and some of them a little more old fashioned. It seemed to me that your grade on the final could quite plausibly rely on who your proctor might be.
“I’ll now call the students by grouping of their proctor for the final exam. For Miss Black: Jocelyn Trent, Marjorie Greenbaum…”
Her voice droned on like that of a drill sergeant calling the roll, each girl standing in her place to signify her presence, then seating herself once more when the next grouping was called. There were a few teachers I pleaded with the universe not to be given to, and I watched as girls next to me who’d been placed with them turned ashen with horror. My own heartbeat quickened.
“For Headmistress Fox,” Miss Reed called out, and immediately the remaining girls sat at the edge of their seats. Each of them fiddled with the hem of their skirts, preoccupied with the thought of having their exam proctored by the Headmistress.
“.. Taylor Baker, Tori Wheatley, Gina Lauren, Ellie Carter, Natalie Prince, and Khloe Grey.”
My blood ran cold as I stood up, catching Headmistress’ eye on stage. She simply smiled and nodded at me, waving politely at the rest of the girls before we were bid to sit down. I nearly missed the chair as I returned to my seat, hyperventilating as I did so.
I was beginning to realize that my feelings for Headmistress Fox could make things rather difficult during the final.
———————————————————
Lily Alistair was a wealthy, middle aged woman who lived across town from the academy. She was a widow who’d made a fortune as a successful businesswoman, and spent a good portion of it on donations to Heartwood. Her Tudor mansion stood at the end of a long, scenic driveway, culminating in a roundabout with a fountain in the middle. A very typical upper-class design.
My knees shook as I walked up to her door, Headmistress Fox beside me. She’d said next to nothing on the drive over here, aside from small talk, which made me even more anxious that I thought possible. I was wearing a long, red ball gown as instructed by Ms. Alistair, and the silver heels on my feet clicked neatly on the concrete steps.
We’d barely knocked when the door opened, revealing a gorgeous, raven-haired beauty. She stood at just over six feet tall, a long waterfall of dark hair over one shoulder. Her olive colored skin complimented her grey dress perfectly, and her red lips were plump and prominent. She had a generous bust that was aided by the neckline of her dress and a thick diamond choker, and in one hand she swirled a glass of white wine. She looked like she belonged in the porn adaptation of “The Great Gatsby”.
“Ms. Grey,” she smiled coyly, ushering us into the foyer. “It’s so great to meet you. I’ve heard wonderful things.” She took my hand in hers, kissing my fingers before leading me down the hall and into a large living room. She brought me to a sofa in the middle of the room, guiding me to sit next to her. In front of us was a large fireplace flanked by two armchairs, one of which Headmistress Fox occupied quietly. Ms. Alistair passed her glass of wine to me, taking another from a side table and wrapping her arm around me. “Drink,” she chuckled, settling into the cushions.
Her eyes traveled up and down my dress, taking all of me in. It wasn’t predatory. It felt closer to intrigue or admiration. Like she was seeing a famous piece of art in person that heretofore she’d only seen on the pages of a textbook.
“Fiona you didn’t tell me she was this beautiful. Wow. Look at you darling,” she murmured, running a finger down my cheek and to my neck, letting it run across my collarbone and to the soft skin on my chest. “You are so lovely.”
“Thank you Miss Alistair,” I smiled, taking a long drink of wine and trying my best to settle into the couch. She was doing her best to put my mind at ease, which I greatly appreciated. I silently wondered how many girls she’d given final exams to in this house.
“Please, call me Lily,” she murmured, squeezing my shoulder reassuringly. “There’s no need to be nervous Khloe. No need at all. Just relax. Do you like the wine?”
“Yes Miss- er, Lily. It’s very smooth,” I nodded. I felt its calming powers working already.
“I’m so glad you do, darling. It’s a Veuve Clicquot La Grande Dame. An expensive French wine. But I got it for this evening because it’s Fiona’s favorite,” she grinned, looking at Headmistress Fox out of the corner of her eye, who’d already poured herself a healthy dose of the golden colored liquid and was drinking it.
“It is. It is,” Headmistress Fox smiled, setting it on a small end table and opening the under in her lap. “Lily, should we get to business then?” She turned to both of us on the couch, finding that Miss Alistair had already moved quite close to me. “Khloe this is your final exam. I’m sure you’ve heard stories from sweethearts past, but as you know all finals are different. Miss Alistair has requested the following scenario for your final: you are an escort hired by Miss Alistair for an elegant black tie party. You’ve spent the evening on her arm, schmoozing the guests and flirting with her. Now, as the party goers have left, it is the two of you and the last bottle of wine, spending some time together at the end of the night. You will play this as though you were actually hired for the night by Miss Alistair. Do you understand?”
I finished the glass of wine in my hand, saying nothing, simply nodding.
“Good,” she quipped, closing the binder, leaning back in her chair, and grabbing her own glass. “Lily, when you’re ready.”
It was as if a python had escaped from its zoo enclosure. Her arm pulled me into her, and I felt her nose brush against my cheek, her nostrils taking in the scent of my perfume, the vanilla in my shampoo. Her free hand rested in my lap, drawing circles on my right thigh. I could feel my breathing quicken slightly, my heart flutter. She had a gentile sensuality in the way she moved, the way she touched. It was intoxicating.
“I hope you’ve enjoyed the evening Khloe. I appreciate you coming tonight and spending your night with me. I loved watching all of my guests stare at you, lusting after your body. It was fun, wasn’t it?” She murmured softly, kissing my cheek.
“It was,” I answered, trying to fall into the act with her. “I’m so glad I could be of service to you this evening. The food was delicious, and the wine has me feeling.. not quite myself,” I giggled softly, leaning into her body.
“I have a gift for you, Khloe,” she said, taking the thick diamond choker from her neck. “I hope this is payment enough for the night.”
She placed the choker on my neck, clasping it in the back. I felt it with my fingers, the rough diamonds contrasting with my soft skin. It was heavier than I thought, which almost certainly meant it was real, which meant it was priceless.
“Thank you,” I breathed, looking into her eyes. “It’s beautiful. But I think it’s worth a little more than the services you’ve received tonight,” I murmured, turning my body to hers. I placed one hand on the back of the sofa, the other finding her hip. “If I may.. I’d like to.. even out the transaction..”
My words trailed off as I leaned in, kissing her soft lips gently. I felt her stir beside me, her hands wrapping around my shoulders, pulling me in. Her kisses were tantalizingly gentle, exploring my comfort level and prowess. Each one was a little more forceful, more loving. Her arms held me tight to her body, a firm but not rough embrace.
“Of course,” she whispered, pulling back gently, leaning down to kiss my neck, right below the choker. I threw my head back and sighed as her kisses trailed down my chest, drawing nearer my neckline with each second. “Let’s get this dress off,” she growled, pulling me up and to my feet in front of the sofa.
“Yes Miss Alistair,” I said obediently, slipping out of my heels. “Could you unzip me?” I purred over my shoulder, holding my dress tightly to my chest. She pulled the zipper down to my waist slowly, examining each inch of the soft skin of my back as it opened up to her.
“Ohhh,” she murmured, finding no bra strap between my shoulder blades, and only a tiny black thong with garters under my dress.
Relaxing my arms I let the dress fall to the floor, and stepping out of it I groped my own breasts, finding my nipples hard and eager to be touched. Just before I turned to face my new lover I saw Headmistress Fox, sitting by the fire still nursing her glass of wine. She had a devilish smile painted on her face, and I saw her massive bulge pushing through her slacks.
My heart raced.
“Oh how lovely,” Miss Alistair whispered as I turned to her. She already had her own dress pulled up to her rib cage, her panties pulled to the side to reveal her stiff cock. It was thick and beautifully shaped, though not as gaudy as others I’d seen. Truly, in comparison to a normal human male she was exceptionally large, but by futa standards she’d be below average. And yet, I felt the same allure to it as I had to every other futa cock I’d seen.
I took to my knees before her, taking my hair and throwing it over my shoulder. My nipples still stood at attention for her, and I felt my excitement creating a wetness in my panties.
“Let’s get rid of these,” I murmured soothingly, taking her panties in my fingers and pulling them down and over her ankles. I took a moment to relieve her of her heels as well, kissing each of her feet as I did so. I felt her relax further into the sofa above me, and returning to her groin I chanced a look at her. She smiled down at me, guiding my head between her legs gently with a hand, all the encouragement I needed.
I licked her length slowly, teasingly, taking her shaft in my hands and stroking it gently. Once every centimeter of her was glistening wet with my saliva I moved to her heavy testicles, taking one in my mouth and sucking on it gently before letting it fall from my lips. I moved my mouth to the head of her cock, taking her mushroom-like head and tasting it on my tongue. She was warm and pulsing, a hot rod of flesh that begged to be pleased. I felt an immediate need to bring her pleasure, to impress her. Her precum on my tongue was the sweetest aphrodisiac I’d ever tasted.
“Mmmph,” I moaned into her shaft, bobbing my head up and down, closing my eyes and suctioning my lips to her girth. My hands stroked her as my mouth took her deeper and deeper into my throat, letting her probe at my soft palate time and time again. Her hips pushed forward gently, coaxing me further and further onto her shaft, until I was throating nearly her full length with each pass down to her hilt.
I heard her groan and sigh above me, and with a glance upwards I saw she’d pulled her dress down past her chest, twisting and pulling at the nipples on her b-cup breasts. She bit her lip softly as she watched me work, tiny whines and moans escaping her lips. It was likely she hadn’t felt this kind of love and affection in some time.
I wanted to be the one to give it.
I paused to catch my breath, a long rope of spittle dropping to the floor from my chin. She smiled down at me, her hand still running through my hair. Still kneeling, I slipped my own panties off, taking some excess saliva from her cock in my hand and rubbing my already wet flower with it. I watched her lean forward to take me by the shoulders, eager to get inside me.
“Shh shh shh,” I whispered, standing up and gently pushing her back into the couch. “Let me take care of you. Let me do the work. You paid for this..”
Straddling her with my legs I kissed her softly, letting my bare chest press against hers. Slowly, I eased down into her lap, taking a hand to guide her stiff cock into my warm entrance. I pressed my forehead against hers, moaning loudly as she entered me. I sat down further, taking her all the way inside me before settling in her lap. My eyes closed as I breathed deep, relishing that tantalizing feeling of being filled.
“Fuck,” I whispered, kissing the tip of her nose.
I began to rock back and forth in her lap, her cock barely moving inside me, pressing against those sensitive little areas of my pussy that made me run hot. Her hands found my hips, guiding me forward and backwards in her lap, keeping a firm grip on my soft skin. Before long she began to move me upwards, now coaxing me to bounce on her, her shaft moving sliding in and out of me, further and further each time.
Her groans and my whimpers began to fill the room, and soon I was riding her with abandon, my hips moving and twisting to take her cock inside me, the sound of her heavy balls slapping my ass echoing off the walls. Her fingers gripped my ass cheeks, her palm finding a target to spank periodically as she grew more fervent in our dance. I felt an orgasm roll over me, and I pressed my tits against her face, practically begging her to bite or suck my nipple as my legs tingled and my body warmed, anything to enhance the experience. I was rewarded with her teeth on my little nubs, her tongue swirling around the soft, sensitive skin.
I could have done this forever.
I’d ridden her so long I began to notice a sheen of sweat on my chest, illuminated by the dim lighting of the room. My legs began to burn, my moans growing louder and more desperate. I whined and whimpered as her hips began to rise to meet mine, the clapping sound of our genitals meeting getting more violent with each passing moment.
I heard her growl below me, the straining grunt that an animal might make. With lightning quickness she grabbed my hips, picking me up and placing me on my back on the couch, her cock never leaving me. I looked at her above me, her breasts bouncing wildly as her hips pushed into me, her thick shaft stretching and probing me, filling all of me.
“Mmm… mmm ohhhh fuck, shit..”
I heard her moan loudly, shaking the windows just before I felt her cock swell inside me. Her hips never stopped moving as she came, painting my pussy with a brilliant shade of translucent white cream. I felt it drip out of me as she continued, her shaft moving in and out of me with an uncoordinated need, a mindless desire. My own whines joined hers, my own selfish cum arriving at just the right time.
She collapsed on top of me, her stiff cock still inside me. I ran my fingers down her back, nails against skin, and kissed her neck. Our ragged breathing sounded like two boxers at the end of a title fight, and I couldn’t help but chuckle internally.
“Shit Lily,” I whispered, kissing her neck again, holding her tightly to me, keeping her head in the crook of my shoulder. “God you’re amazing.”
I heard her giggle softly and thank me, shifting slightly atop me to make herself more comfortable. I turned my head away from her, sighing contentedly before remembering we had a guest. Near the fire was Headmistress Fox, her massive cock fished out of her pants, standing at half mast. On the arm of the chair was a small hand towel that looked to be moist, and she was writing in her binder. She finished her thought and looked over at me.
Closing the binder she returned her shaft to its sheath, zipping her pants and finishing the glass of wine on the table beside her.
“Excellent work Ms. Grey,” she said softly standing from her chair. “I’ll have you spend the night here with Miss Alistair. Please come see me in my office on Friday afternoon before graduation ceremonies.”
“Yes Headmistress,” I murmured, closing my eyes and caressing Lily’s cheek, holding her close to me. “I’ll be there.”
Headmistress Fox strode to me before exiting the room, leaning down to run a finger across my cheek. Her eyes were soft and kind as she looked down at me, full of pride.
“Don’t be late,” she smiled before turning on her heel and leaving, the gentle thud of the from door echoing down the hall.
I felt Lily stir atop me, and with a giggle I kissed her cheek, ruffling her hair.
“Miss Alistair,” I whispered, running my nails down her spine. “How about we draw a bath and scrounge up another bottle of that wine? Hmm..?”
Source: reddit.com/r/eroticliterature/comments/e8t2o2/heartwood_academy_passing_the_final_exam