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My Professor's Sissy: Part 2 [Femdom][Crossdressing][Chastity][Denial][Edging][D/s][Couple][Anal][Pegging][Blowjob]
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RoryRougeCD is in blowjob
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\*A cute, fun story that my imagination maaay have taken a bit further than intended :P. A lot of my writing is an escapism for my feminine self, which I can't express as often as I'd prefer in my personal life. I had to split it into two parts (#toolong), so hopefully that isn't too annoying. Please enjoy my horny, denied, frustrated, and desperate mind as it wrote this!*\**

Once again I was met by a sleepless night, aching desperately while I squirmed in my bed. I wanted to cum, to get hard, and yet I also wanted to stay locked, being their good girl forever, leaking and denied while I was stuffed into an array of outfits. Torn, and for the first time it didn't matter how strong my resolve was in that moment. I no longer had the key, no longer was in control of my freedom. My clit. I had given it away to those two beautiful women, for better or for worse. All I could do was pout, humping the air while my imagination coursed through me.

That week we did indeed get our assignment back, a smirk on Professor Amber's face while handing it over. She made a show of her charm bracelet while reaching over my shoulder to place it on my desk, my eyes widening as I saw my key attached to it. Hidden in plain sight, right there amoung the other silver ornaments. I couldn't take my eyes off it for the rest of the class.

Saturday couldn't arrive quickly enough, finding myself in a fully pink outfit to match my clit. Felicia had me in stockings and a corset, with elbow length silky gloves, although today I had been refused panties, blushing through the continuous comments directed at my exposed little clitty. Pink eye shadow and lips as well, I found it very hard to pass a mirror all day, seeing the little pink slut they had turned me into.

After dinner Professor Amber tied a whimpering and shaking sissy to her chair, arms behind me and legs spread. Felicia held my head back, playing with my hair while she giggled and talked, soothing my nerves. My eyes locked onto the woman in front of me, the key shaking on her wrist, eyes dancing with excitement seeing the control she had over me. Running hands up and down my legs, I could do nothing but whimper, leaning against Felicia for support.

"Was it a hard week for you, my good girl?" I nodded, clit screaming to be released. Professor Amber smiled, hands never leaving my legs. "Such a long time in this tiny cage, and you did so well being patient. We are so proud of you."

"So proud cutie, you've made us both so happy!" I blushed, thanking them both. Despite the frustration, I had absolutely loved the week of their control, the subtle glances, the messages, the teasing. Being Rory for them was exhiliarating, and easily the most fun I'd had dressing up. The familiar ache that had pushed me to finish and excel on assignments, that drove me wild with need and frustration, somehow had become a welcomed feeling under Professor Amber's control. Knowing she held that control, wanted that control, relishing in the emotions she put me through, all made it a feeling I now craved.

I hated to admit it, but a part of me didn't want to lose that feeling. That ache. That need. I wanted to be her good girl, her sissy student, her maid. I wanted to share with Felicia, the friendly way she helped me, teased me.

But I also wanted to cum. Badly.

I watched with conflicted feelings churning inside of me as Professor Amber slid the key into my cage. I whimpered as I felt the built-in lock slide out, my cock straining freely for the first time in weeks, freed from its tiny pink prison. Eyes alive with excitement, Professor Amber ran her hands up and down my cock, smiling at my moans. Felicia held me tight in a hug, her face close to mine, calling me a good girl.

Holding me in her firm hands, Professor Amber continued her gentle assault on my cock. "This is rather fun Felicia, you should try it. Look at all the pretty faces she makes." Smiling, she looked up at her wife during my torment, my frustrated and excited noises filling the room.

"I think I will leave the teasing of our new little pet here up to you, I far prefer her pretty cage." Felicia giggled, listening to all the pretty noises her wife was forcing out of me. I couldn't stop the whimpers and moans escaping me, marked as the needy horny slut that I was. Eyes closed, head rolled back, I gasped in shock loudly as I felt strong vibrations on the head of my cock.

Met with a deviously smiling Professor Amber, rubbing a vibrating wand up and down my cock, I lasted all of five seconds under her new torment before I was begging to cum. She smiled, a knowing look as she gazed up at the desperation leaking out of me.

"Well, I suppose you did say that you gave yourself a release after each assignment, didn't you?" Under the watchful stare of her stern eyes, I could only nod, softly whimpering as I tried to cum. "But you also handed over your key to me, to serve me. To be my good girl. Didn't you?" Groaning, seeing the hunger and excitement in her eyes, I wanted to plead with her. To argue. But I knew Professor Amber, knew complaining would not be in my favour, sighing as I nodded once more.

Another smile, steeped in evil intent as she gently pushed once more on her vibrator, forcing a frustrated moan out of me. "I think, instead of simply allowing you a release, I will offer you a choice." My eyes widened in fear, so desperate to cum. "You may choose an orgasm now, and I will force many out of you with my vibrator. Afterwards I will hand you the key to your cage, and our fun Saturdays will be at an end." I whined, knowing how much I wanted to cum, needed to cum. Yet, the past two weeks had been so exciting, so thrilling in serving these two wonderful women.

Seeing the pain in my eyes, Professor Amber continued. "Or," those commanding eyes never leaving me, holding my full attention, "you continue being our good girl, surrendering a bit more of yourself to our control, and keep wearing this cute little cage for us." That smile, hiding intent but also inviting, drawing you in and holding you there. I whimpered as I stared down, wanting that more than anything in the world.

"But you will not be cumming until the end of the semester."

The price of that dream, that scenario I wanted so dearly, hit me hard. Sitting there, my hard denied cock in her hands, practically begging on its own to cum, powerful vibrations coursing through it, and I was being asked to give that up. To let go, to give in. I could FEEL my orgasm, just on the brink, as if a gentle breeze would have cum shooting out of me. It had been on the forefront of my mind for weeks, fueling my desperation, my attentiveness. I wanted it so badly, shaking with need to feel it.

And yet, without hesitation, I asked not to cum.

Nearly in tears, my body quivering with the knowledge of what I was agreeing to, I begged Professor Amber to stop. To lock me back up. To make me her good girl. Whimpering, exhausted, I saw her smile grow even wider, that terrifying excited look in her eyes as she stared up at me, calling me her good girl. Behind me Felicia squealed, kissing my cheek, saying how much fun we were going to have, all the plans they had for me. I smiled weakly, watching as my erection twitched and pulsed, quickly forgotten by my new keyholder. My new owner.

As if fearing I'd change my mind, Professor Amber iced me down and the cage re-locked quickly, before being let out of my chair. On shaky legs, my heels clicking off the hardwood floors, the two women led me to the bathroom to clean up. I showered, feeling refreshed, trying and failing to ignore the aching and pulsing clit between my legs. Despite the need I felt to cum, to escape, I knew I had made the right decision.

That was until I saw the pink outfit they were sending me home in. Pink eyeshadow and lips accompanied ridiculously bright pink leggings and top, tight everywher on my body. My clit was perfectly outlined, nowhere to hide, as I slid matching socks and sneakers on my feet. Giggling, Felicia placed pink clips in my wig to keep it out of my face, enjoying the blushed forced there far too much for my liking!

Professor Amber handed me a bag with my things, hugging me tightly, thanking me for trusting and accepting her control. Not wanting to be left out, Felicia pressed against me from behind, sandwiching me between the two of them, making me smile, the safest place in the world. Only slightly terrified, I walked home, head still in a cloud from what had happened. What I had agreed to.

Opening the door, I found both my roommates cooking dinner, freezing in place as I walked in, my outfit something hard to ignore. They both fell on the floor laughing, ignoring my glares and pleading to stop. I sat down at the counter to explain the last few weeks, to a chorus of snickers and teasing. I was not looking forward to the next few months living with them...even if I secretly loved the teasing.

Classes were not any easier after agreeing to my new keyholder, the ache in my clit a new constant in my life. Professor Amber continuously shot me knowing glances, subtle enough to make me blush furiously without effort. Often at night I spent hours trying on all my outfits, modelling them through text to her and Felicia, so they could determine what I should wear underneath my clothes at school. Underneath for now, a constant threat both women enjoyed casually throwing in my direction.

Saturdays continued in much the same way, being a helpful maid in their household. Each week I felt myself sinking further into my feminine persona, the denial a catalyst for that part of me. Professor Amber had added a plug to my uniform for the day, feeling it with every step, the jeweled pink end always making them both laugh when I was told to bend over. It felt like all I did was blush under the torment of them both.

I was always released each Saturday, to clean and shave, although Professor Amber took pride in doing it herself. It was if my cock was a prized possession for her, a work of art to be admired but never used. True to her word, for the next month I was given no release, simply teased and edged until my mind seemed to melt. Always looking down at those eyes filled with excitement, enjoying the control she had over me. I continued to sink into the realisation that I truly was a toy for their amusement.

Professor Amber's grammar class was my only one Tuesdays and Thursdays, so one week I was asked to arrive early at their place before each day. I sat down in their bedroom, still groggy from being up so early, as they got ready around me. Felicia would pass by, giggling at me on my knees, eyes cast down. Soon my keyholder bent me over the bed, whimpering softly as my plug was shoved inside of me. Panties and black, sheer tights slid up my smooth legs, making me groan as I realised their intentions.

"I've decided," Professor Amber dictated, her hands running up and down my legs, "that you will present yourself properly in my class from now on. Each morning you are my student, you will arrive here to be properly dressed." I quietly blushed, feeling the cute black, white, and grey skirt slide up my legs. A simply black top, sleeves stopping just past my elbows, and black four inch heels. My feet hurt just thinking of being in them all day.

Sitting still while they both added make-up and nail polish, the aching pulse between my legs reminding me that I gave up the right to protest a while ago. Staring into the mirror, I slightly gasped at how beautiful I felt, such a simple outfit and yet it still felt so exciting to wear. Another giggle behind me as Felicia smoothed out my skirt, and some of my nerves.

"You're look amazing sweeetie! I can't wait to get my hands on you each week now." That eager smile on Professor Amber's wife's face, I sighed, resigned to my fate, happily so. I hadn't planned to go to school this early, but Professor Amber had morning classes to teach, so I simply hid in the library to do some work. While I was fairly open about being gender fluid with a lot of my classmates, this was certainly the most feminine I had presented myself at school so far. I got a few stares during the day, but for the most part I breathed a sigh of relief and no one really seemed to care.

I sat down in my desk, right in front of Professor Amber (a requested demand), that knowing smile bringing a deep blush to my cheeks. She found every excuse to call on me in class, even referring to me as Rory! My poor caged clit strained harder than ever before under my skirt as I stammered through each answer, hearing the snickering behind me, obviously enjoying our Professor singling me out.

Returning home after that first day, I didn't know how I was going to do that again, never mind twice a week! Being denied, clitty locked away, the thrill of being Rory in public was almost too much to take. I felt like I was going insane with need, running hands up and down my legs, whimpering in my room as I slowly went insane. My ass pulsed around my plug, wanting more of that sensation, wanting desperately to be fucked.

How was I going to last until the end of the semester???

Professor Amber never relented, seeming to take pleasure in the aching agony behind my eyes. She would simply pat my cheek after each class, calling me her good girl, sending me home with the promise to see me Satuday. The urge to cum was constantly on my mind, but being called a good girl by that woman melted me. It made it worth any frustration my clit put me through, and any task she set before me.

Which, as it turned out, was a lot of them.

Professor Amber settled quickly into the role of my keyholder and owner. Felicia enjoyed control over me as well, but there was never a dispute as to who commanded me. Dominated me. She would enjoy showing me off to friends, serving at parties small and large. The kinkier of which laughed as I was commanded to lift up my skirt to show off my clit, blushing and humiliated as they commented.

One of her friends, another professor at the university, took more of a liking to me than simple teasing. Professor Amber and Felicia sat me down after finishing my chores, explaining their friend had inquired if I would enjoy spending the night at his place. Eyes wide, my clit instantly straining at the thought, I couldn't contain my excitement at the idea. Both smiling, they squeezed my hand, leading me upstairs to get ready.

A bright pink latex dress, snug up until my waist, the hem hiding my clit perfectly. I felt it with every breath, unable to stop running my hands over my new second skin. Light pink fishnets, collar, and ankle boots were next, feeling like a sissy princess. They fussed with a blonde pigtai wig, ensuring it was in the right place, before touching up my make-up to complete my outfit. I brimmed with excitement, giggling with them both as I stared in the mirror, shaking with nerves all through the drive to his house.

I stood in place as he looked me over, the three talking casually as if I wasn't even there. Professor Amber finally said to bring me back tomorrow morning 'in one piece', laughing at my red face as they both left, soon welcomed inside by a caring but firm hand on my back. I stared with wide eyes, ready for what was to come. Seeing the hunger inside of him as he looked me over made my knees weak, clit aching and straining. Before I saw any more of the house I found myself on my knees, his beautiful cock deep in my throat.

Certainly not my first experience, but still the power behind his commanding thrusts in my mouth were intoxicating. I knelt still, moaning around his cock as he used me, sliding back and forth along my tongue. Equally sharing in my excitement for the evening, it didn't take long for him to fill my mouth with cum, the familiar taste of being used. Being a good girl. Looking up at him, giggling, I made sure he was watching as I swallowed, eagerly ready for his control.

Control and domination were what I received, ten times over. He explored my body all night, reddening my ass over his lap, teasing my clit until I leaked, ripping my fishnets to gain access to my plugged, ready, and eager little hole. Despite the three orgasms he pumped inside of me, I still knew I wasn't allowed to cum, holding back the amazing feeling of his beautiful cock sliding over my g-spot. All I could think of as he dropped me off the next morning, greeted by two women giggling at the state of me, was that I could definitely get used to nights like that.

The final month seemed to fly by. Professor Amber made sure I was kept on course for my education, knowing my tendency to wander, to get bored. My aching clit was a constant reminder of how much I enjoyed being her good girl, and scholastics were apart of that. I had found all the motivation I needed to finally be an excellent student, having more success than ever before. Even my other professors commentated on the passion I had to their classes, blushing at the thought of revealing the reason.

Each Saturday I happily trotted over to my owner's house, smiling and giggling through chores. My nightly visits to her friend (who made me call him Daddy, oh how I excitedly shivered each time I did) continued as well, although still pouting not being allowed to cum. I didn't even ask after the first night with him, I knew the answer she'd give me, along with the punishment for asking. Besides I knew Professor Amber enjoyed my denial, the emotions it brought out of me, and seeing that excited look in her eyes made me so happy. So eager to please.

All it cost me was my orgasms, how hard could that be?

The Saturday after the semester, I found myself shaking with excitement all day. Feeling the white tights on my legs rub together, my pretty maids dress swishing around me, I could barely focus on my chores. Taking far longer to complete even the simplest task, I moaned from every teasing touch both women laid on me, tormented by their smiles and laughter. My clit strained in its cage all day, betraying my eagerness.

After dinner, I was led upstairs, legs shaking in my heels. Stripped out of my dress, knowing smiles around me, I couldn't help but softly whimper, brimming with excitement. My tights were replaced with pink stockings, held by a matching garter. A tightened corset around my waist was the only other clothing I was given, led to the bed by Professor Amber. On my hands and knees, facing Felicia sitting in front of me, I stared with wide eyes as she giggled, playing with my face.

"Are you excited, sweetie?" I nodded, tiny noises escaping my lips, a physical manifestation of the eagerness I felt. She smiled, cupping my chin as she stared into my eyes, drinking in the moment. I moaned as I felt the bed shift behind me, Professor Amber's hands running over my exposed ass, playfully spanking my clit.

"Are you ready, indeed. Two months of being our good girl, trapped in this cute pink cage for us. Such a lovely sight." I blushed hard from her words, trapped between both women, unable to speak. Her spanks turned to rubbing, feeling the straining in my clit, the desire to escape, to be free, to cum.

"I do feel bad, however, in misleading you." Professor Amber continued, removing my plug carefully, adding more lube. I moaned, my mind not working well from being rubbed and toyed with, but confused. <I>Misled</I>? I didn't have to wait long for my answer.

Feeling a cock rubbing up and down on my ass, teasing my now exposed hole, my moan turned into a gasp. Felicia giggled, staring at her wife as she held me, hands running through my hair. "Yes, my beautiful sissy. My good girl. I promised at the end of the semester, being the ideal student and toy for me, that you would cum." Emphasising her point, she slid the cock strapped to her all the way inside of me, my eyes rolling back in my head. "But I didn't tell you how..."

I couldn't speak, couldn't think. The cock evenly pushing inside of me, stretching and rubbing in the most wonderful ways, had robbed me of my mind. I didn't protest not being unlocked, didn't whine at being deceived. I simply held my position, ass pushed out behind me, back arched, staring at Felicia while I was fucked. This was heaven. This is exactly what I had wanted. What I needed.

My moans filled the room, unable to contain them as Professor's Amber cock owned me. "Oh Sylv," Felicia smiled, staring past me, "she is so cute! You have to see the expression on her face!"

Her wife smiled, "Well after I am through with her you can take a turn and show me." My body quivered at that, Professor Amber's thrusts picking up speed. "I am having far too much fun right now to swap."

I knew I was close to cumming, that familiar confusing feeling inside of me. Anal orgasms were similar but oh so different to 'regular' ones, seeming to ride the edge of cumming infinitely. The build up seemed to always be there, always ready to release, and yet seeming impossibly far away. Until it wasn't. Until you realised what it truly felt like, where that line truly was. Until the feeling coursed through every part of your body, clit tingling, your entire body threatening to explode.

I whimpered excitedly, barely able to voice my desperate plea. For months I had restrained myself asking permission to cum. Each time I felt as if I couldn't hold out any longer, I remembered the excitement in Professor Amber, the way her eyes sparkled keeping me on edge. Each long, frustrating night, straining moment in my cage, teasing session where I felt I couldn't hold out any longer, that joy pushed me through. But none of it compared to her cock, vigorously thrusting in and out of me, the feeling I had been missing all these long months. The need.

Smiling behind me, sweat glistening on her forehead, hands on either side of my waist, Professor Amber picked up speed hearing I was close, hearing my tiny plea of desperation. She nodded to Felicia, who smiled, leaning in to whisper in my ear.

"Come for us sweetie, come for us my good girl." I squealed hearing those words, those beautiful intoxicating words.

And I came.

Oh my fuck did I cum. My entire body tensed, quivering as I released, months of denial exploding out of me. I felt my caged clitty leaking and spurting cum, leaning into Felicia for any support she could give. Professor Amber's cock never slowed, fucking me hard through my orgasm, those eyes dancing with excitement as she saw me shiver and squirm. My ass pulsed around her cock, desperately wanting more as I felt waves course through me, each time pushing cum out of my clit.

Remembering to breathe, nearly in tears, I gasped, head collapsing into Felicia's lap. Her trademark giggle comforted me, hand still brushing back my hair, softly calling me a good girl. Professor Amber, also out of breath, pushed deep inside of me, gently patting my ass, seeing I was spent. I stayed in that position for a long time, quietly whining as I felt her cock pull out of me. When I regained myself, they both cuddled in each others arms giggling, watching as I cleaned up my orgasm with my tongue, licking the bed clean as best I could.

I came three more times that night. None quite as powerful as the first one, but by the end of the evening I had been drained of cum, most of which being fed right back into me. Both Professor Amber and Felicia took turns making me moan, noticing that Felicia had her own cock as well, which was exactly the same. Her wife simply rolled her eyes, still not sure why they couldn't just share (because I want my own!). I giggled through it all, floating euphorically between them.

Cleaned and showered, they slipped me into a pink onesie for bed. Snuggled into the guest room, I mumbled thank you over and over to my keyholder, how happy I was. Professor Amber simply smiled, gently brushing my hair with her fingers. "I know, sweetie. I know."

The next morning I sat at the table, feeling awkward as Felicia served breakfast. After all, that had been my job for the last two months. I looked across the table at Professor Amber, that familiar mischievous look in her eyes as she stared at me, a blush coming across my face.

"So," she said, leaning on the table, "What are your plans for next semester?"

I couldn't help but smile.

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