Literotic asexstories – 30 Days of Denial Pt. 03 by switch8888,switch8888
Finally, Saturday morning arrived – 70 days since my last orgasm. I woke up two hours early to get ready for you with meticulous attention to detail – hair, makeup, nails, eyelashes, and of course, a close, clean shave all over.
I slipped into the outfit you picked out for me the night before: a blue, flowy sundress that barely covered my ass – one of your favorites. You matched it with a lacy blue thong and tall nude stilettos that perfectly activated the newly-toned muscles in my calves and buttocks. My short black wig bounced at my shoulders as I stepped into my panties, while the pink collar around my neck – fastened just a little bit tighter than necessary – complemented my light pink lipstick and served as a constant reminder that I was powerless; impotent; owned.
I looked myself over in the mirror, satisfied with the results. I was confident that you would be pleased with my look, and that I was ready for whatever you had in store for me.
Or so I thought.
————————
**SMACK**
You greeted me in the kitchen with a playful but firm slap on my ass as I prepared a second pot of coffee for you and washed the breakfast dishes. I smiled and let out an involuntary little coo. It was finally time.
“Are you ready for your final task?” you asked.
Oh for the love of God, did you think I would say “no” after all this time?! Not that I could refuse you even if I wanted to.
“Yes, Madam,” I replied, concealing my excitement.
“Finish the dishes, then strip down to your cage, collar, and stilettos, and meet me in the bedroom.”
You walked to the bedroom as I quickly finished washing the dishes, undressed, and neatly folded my dress and panties.
As I approached the bedroom, treading ever-so-carefully in my 4-inch heels, I was startled to find another woman standing next to you at the foot of the bed. You were both completely naked, save for the huge strap-on phalluses hanging menacingly between your legs. My mouth hung open in surprise, almost salivating as I took in the sight. You wore a large black dildo – the largest one from your collection and one with which my mouth and ass were now VERY familiar, while the woman beside you boasted an enormous semi-translucent pink cock that made yours look small in comparison.
“Kneel,” you ordered. I quickly complied.
“This is Mistress Addy, a fellow Domme friend of mine. You will address her simply as ‘Mistress’. Greet your superior.”
“Hello, Mistress,” I replied. “I am at your service.”
“I’ve been telling her about your progress, and she wanted to see it for herself. What do you think, Addy? Isn’t she a lovely little slut?”
“She certainly looks the part,” Mistress Addy replied. “But you never know if the merchandise is any good until you try it out for yourself. Do you think she’s ready? Shall we put her through her paces?”
“She’s ready,” you said, your tone shifting from lighthearted banter to serious business.
“In a moment,” you said turning towards me, “I’m going to remove your cage, and you’ll complete your third task free from chastity. While you’re free, you will under no circumstance touch yourself or rub yourself against anything. If you do, even once, even for just a moment, you immediately go back in the cage, and you won’t see me or hear from me again for 100 days. And, of course, I’ll take the keys with me. Don’t test me on this. Do you understand your instructions and the seriousness of the consequences if you fail to comply?”
“I do, Madam.” My cock was testing the limits of its cage as you spoke, begging to burst out from its prison walls. I was determined to obey.
“Good girl,” you praised. “Stand and approach with your hands behind you.”
I crossed my arms behind my back, rose awkwardly to my feet, and walked carefully toward you in my nude stiletto heels. When I made it within arm’s reach, you grabbed me by my cage and pulled me toward you with a painful jerk, causing me to stumble forward. I managed to regain my balance, keeping my hands held firmly behind my back as you swiftly dialed in the secret code. The lock sprang open as if in celebration, and you deftly removed the entirety of my cage without making any sort of skin-to-skin contact in the process. My member immediately sprang to action, engorged and soaked with pre-cum.
For the first time in 70 days, my cock was totally free. It stood stiff, thick, and proud in front of me, begging for attention. It took every ounce of resolve for me not to immediately grab it and start stroking myself, but I remembered my instructions. I obeyed. My training was paying off.
The internal battle must have been evident on my face as you both giggled in amusement. Or maybe that wasn’t what you were giggling about at all…
“Is this really the best he can do after 70 days?” Mistress Addy teased. “Has he always been this small?”
“Oh, this is the biggest he’s ever been, Addy!” you exclaimed. My face turned crimson with humiliation. “You can can see now why it was no loss for me to keep him locked up for so long.”
“Oh dear… listen to us,” you continued, “we’re using the wrong pronouns again. It was no loss for me to keep HER locked up for so long. Why, it’s no bigger than a swollen clit, is it!?”
“Quick, take a picture of her little clit next to my big cock!” Mistress Addy exclaimed.
You grabbed your phone and snapped a few photos of us side-by-side. You showed them to Mistress Addy, who squealed with cruel delight at the results. “It’s like a AA battery sitting next to a rolling pin! Or maybe a AAA battery,” she taunted.
My perfectly average-sized dick never felt smaller as the two of you went on and on about how “tiny” and “useless” it was. You loved seeing me respond to the humiliation in front of your friend by getting harder and harder, but alas, no larger.
I pondered how I wouldn’t be facing this type of embarrassment if I was locked away in my cage. No one would question my size, because the device constrained me and prevented me from forming any sort of erection. But now, free from my prison, I was constrained only by my own anatomy. I was as hard and as large as I possibly could be, which was apparently still laughably inadequate. It was the core of my manhood that was now being called into question, and it made me long for the paradoxical security of being locked back in chastity.
What a mind fuck! It never ceased to amaze me how you continued to find new ways to further emasculate me and chip away at any residual manhood I had left. And you were only getting started.
“Ok, back to business,” you said. “Back on your knees.” You pushed my head down until I was eye-level with the head of your cock.
“It’s time for the next step in your transformation, princess,” you continued. “We’re going to teach you an important lesson in empathy. Today, you’ll learn how to fuck a cock like a woman – or rather how to BE fucked.
“I’m not talking about the mechanics of the act, of course – we’ve already covered that part in great depth.”
You wore an evil smirk as you emphasized the word ‘depth’.
“I’m talking about the psychology of it all. After today, you’ll be able to empathize with a woman’s typical sexual experience.
“You may have noticed that I’ve been withdrawn from you the last few days. That was intentional. It was meant to make you feel the complete lack of emotional energy a typical man exerts in his relationship, while still expecting sex from his partner whenever he wants it – as if she’s just a set of holes to fuck, not a human with needs and feelings.
“Today, you’re that set of holes. You’re going to experience the unbridled objectification that every woman has dealt with at some point in her life. Meanwhile, you will dutifully perform your role as the woman, focusing on your partner’s pleasure and sacrificing your own; accepting into your body the appendage of a man who treats you as nothing but an object to fuck – a vessel for his seed; willingly having your holes stretched and ravaged whether it feels good to you or not – simply because he likes it and it’s your job to please him. And, just like a woman, you will be expected to cum just from penetration.”
You paused for a moment to the let the last part sink in, and you watched with sadistic glee as a wave of disappointment washed over my face.
“That’s right, princess. Mistress Addy and I are going to fuck you like we’re two horny men who just want to get our rocks off, and you’re going to work hard to make sure we have a good time like a good girl should. Meanwhile, your little clit is going to hang there in front of you, crying out for attention and getting absolutely nothing in return. It will remain completely untouched. If you’re able to cum, congratulations – you’re in the small minority of men who can cum just from anal stimulation. If not – oh well, we don’t care. You go back in your cage when we’re done with you.”
I was distraught. I was certain that if I just paid closer attention this time, I would finally get to release my pent up desire once and for all. But even after all this time, it was unlikely that I could climax without external stimulation. You had pegged me regularly in chastity over the last 70 days, and I never once achieved release. Of course this time I would actually be erect, so perhaps there was hope.
“Do you understand the terms?” you asked. “Do you understand the narrow conditions under which you’re allowed to cum today?”
“Yes, Madam,” I replied, dejected and sullen.
“Goodness,” Mistress Addy exclaimed, “you’re already failing! The first rule of getting fucked as a woman is to pretend like you want it. Pretend you’re having a good time. Try again, bitch.”
“I’ll warn you, princess,” you cautioned, “Mistress Addy is not known for being gentle with her slaves when they displease her. Start over. BEG us to fuck you.”
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