Sissy's Bizarre Adventure

by Dray Sandrix

4 Sep 2023 2339 readers Score 8.4 (12 votes) PDF Mobi ePub Txt


It's been around a month since Alex and I started our kinky adventure. Now, I've quit my job and embraced a life as a full-time sissy slave. My daily routine involves dressing in the slutty outfits he's bought for me. Each morning, I wake up and prepare coffee and breakfast for my master. Once he leaves for work, I take care of all the chores, such as cleaning the apartment and doing laundry. After everything is done, I eagerly await my master's return.

When he's back, we continue our training. Using the various toys we've acquired, he teaches me how to give blowjobs and take it in the ass. He typically restrains my hands to the bed, securing a dildo in my mouth, and inserts a vibrating butt plug into my ass. My tiny dick remains locked inside a chastity cage, denying me any release while he teases me with the vibrator. He relishes making me miserable, and frankly, I enjoy it too.

Through all this practice, I've become quite proficient at sucking cock and taking it in the ass. Not only that, but I've also improved my makeup skills and outfit selection. Now, I take pleasure in dressing for my master and welcoming his dick inside my slutty ass."

I was thoroughly enjoying my new life, striving to be the perfect slut for my master. One morning at the breakfast table, my master spoke.

Alex: You're becoming really good, Diana. I never thought this would turn out so well.

Me: Thank you, sir.

Alex: So, I believe you're ready to take cocks from other men.

Me: I don't know, sir. What if I can't handle it?

Alex: Don't worry, darling. It's going to be fine.

Me: I'm not sure, sir.

Alex: It will be fun. I really enjoy it when you take my dick in your ass, so now I think others should get a chance.

Me: I'll try, sir.

Alex: That's my good slut. I have a perfect weekend planned for you.

Me: What, sir?

Alex: How would you like to go to a party this weekend?"

Me: A party?

Alex: A BDSM party, to be precise. You'll get to experience a world beyond our apartment walls. Get dressed in your sluttiest attire, meet a few masters and sluts like yourself, and maybe, if you're lucky, you can take new cocks in your ass. So, what do you think?"

Me: That sounds really interesting.

Alex: Okay, then, I guess you should start packing your bags.

Me: Okay, sir, but there is one thing I want to try out when we go there.

Alex: What thing, dear?

Me: I've always had this fantasy of getting fucked by a bunch of guys, but it would be anonymous. I don't want to know how many guys are there, and I don't want to see their faces.

Alex (grinning): You're really a kinky slut. Don't worry; you'll be blindfolded if that's what you want. 

Me: Thank you, Master.

As the weekend approached, a mix of excitement and nervousness coursed through me. What awaited at the party was both thrilling and terrifying, but I had complete trust in Alex to guide me through this new experience. My suitcase held an array of alluring attire, blindfolds, and restraints, all meticulously chosen to stoke my fantasies.

Finally, the day of the party arrived. I adorned myself in a revealing outfit that left little to the imagination—a short skirt, fishnet stockings, and a crop top. Alex insisted on adding a collar around my neck, a clear symbol of my submission. His approving smile washed over me as he examined my attire. "You look absolutely delicious, Diana."

"Thank you, Master," I replied, my heart pounding with anticipation.

We made our way to the venue, a dimly lit space saturated with the intoxicating scent of anticipation. Graceful bodies moved about, some clad in latex, others in leather, all openly embracing their desires. The atmosphere crackled with an erotic energy that sent shivers down my spine.

We were welcomed by the party's host, a charismatic Dom named Marcus. "Welcome, Alex, and your lovely sub. We're delighted to have you both here."

"Thank you for having us," Alex replied with a nod.

Marcus led us to the heart of the party, where a diverse group of Doms and subs mingled. Conversations spanned polite introductions and whispered desires, making me feel like a small fish in a vast, erotic ocean.

As the evening unfolded, my senses were inundated by the explicit displays that played out around me. Scenes of submission and dominance captivated my attention, each one more mesmerizing than the last. The power dynamics were unmistakable, igniting a fervor within me.

Markus approached us with a grin, "Alex, Diana, how long you you guys have started ?"

Alex responded, "Yes, it's been over a month, but Diana has always had a submissive nature."

Markus playfully ran his fingers along my shoulder, saying, "Is that so?"

Alex affirmed, "Indeed."

Markus continued, "So, are you both interested in participating in a scene tonight?"

Alex replied confidently, "Absolutely, that's why we're here. However, my submissive has some specific desires that she'd like to explore in private."

They stepped aside, engaged in a conversation too low for me to overhear. Afterward Alex returned with a cryptic smile, telling me, "Get ready, honey. Tonight, you're going to be a star."

Puzzled, I asked, "I don't understand."

Alex reassured me, "Don't worry; it will be a surprise."

I nodded, my heart racing, and said, "Okay, Master."

Our conversation was interrupted by a Dom named Sam, who boldly approached us, saying, "Hey, sexy, you've got a nice ass," as he gave my buttocks a squeeze.

"Thank you," Alex responded, "She is my submissive, Diana."

Sam introduced us to his submissive, James. Sam exuded confidence, while James appeared vulnerable, their dynamic evident in their every interaction. As they spoke, I couldn't help but be drawn to James, who had a certain charm about him.

Sam remarked with a playful tone, "Looks like your submissive is checking out mine," laughing at his observation. "How about we see how well both of our submissives are trained?"

"Sure, why not?" Alex agreed.

They led us to a secluded area, and Alex ordered me to kneel. "Kneel down, Diana. Show him what you've got." I complied, observing that James did the same. Sam stood before me, instructing me to suck his cock, while Alex engaged in a similar act with James.

I knelt obediently before Sam, my heart racing as I unzipped his pants and took his throbbing cock into my mouth. The dimly lit room seemed to fade away as I focused entirely on pleasuring him. His moans of pleasure and the feeling of control that washed over me intensified my desire to please.

Meanwhile, I could hear the sounds of James moaning softly, presumably under Alex's skilled ministrations. The fact that we were sharing this experience, that we were both being used for the pleasure of others, sent a thrill through me.

Sam's hands gently cradled the back of my head as he guided me in rhythm with his thrusts. The taste of his skin, the scent of arousal in the air, and the knowledge that I was servicing him purely for his pleasure consumed me. My own desires were secondary; all that mattered was Sam's satisfaction.

In the midst of this passionate exchange, I felt a presence beside me. Alex had moved closer, and his hand rested on my shoulder, a silent reminder of his ownership. I glanced up at him, our eyes locking briefly, and he gave me an encouraging nod. I knew he was enjoying the scene just as much as I was.

As Sam's movements became more frequent, I redoubled my efforts, determined to bring him to the peak of pleasure. His grip on my head tightened, and he let out a guttural groan as he climaxed, his hot release filling my mouth. I swallowed eagerly, savoring the taste of his desire.

Then, Sam took a step back, and I glanced over to see James, his lips glistening with saliva, also completing his task. The two Doms exchanged satisfied glances, and I could tell they had thoroughly enjoyed our submissive services.

Breathing heavily, I remained on my knees, a mixture of exhilaration and contentment washing over me. Alex leaned down and gently caressed my cheek, a silent gesture of approval. "You did great, Diana," he murmured. 

As the evening wore on, we casually mingled with the other guests, sharing stories and laughter over drinks and food. It was one of those nights where you just let your hair down, forget about the daily grind, and go with the flow.

Then, out of the blue, Markus, the host of the party, took the stage. It was a makeshift setup with a microphone and a red curtain backdrop that gave the whole thing a touch of old-school glamour. Markus had this wide grin as he began addressing the crowd.

"Gentlemen, I want to extend a huge thank you to each and every one of you for gracing our party with your presence. Seriously, your energy is what makes this event special. I hope you've been having a blast so far because, before we bid adieu to this night, we've got a little surprise in store for you."

While Markus revved up the crowd, Alex gently tugged on my hand and led me behind the curtain. He leaned in and whispered, "Guess what, Diana? It's your time to shine." My brain went into overdrive. "Wait, what?" I stammered, trying to catch up with the whirlwind of events. But Alex had that mischievous grin that always made my heart race. "You've always had that fantasy, right? Well, tonight's your chance." My heart was pounding like a bass drum. "But, Alex, there are so many people out there," I exclaimed, feeling like my heart might burst out of my chest. But Alex was the picture of calm. "No sweat, babe; it's going to be epic. And if it ever gets too much, just give me a sign, and I'm right there with you." I took a deep breath. "Alright, I'm in," my voice quivering. Alex handed me a hood that covered everything except my mouth, like a cloak of anonymity. "Now, put this on. It'll keep things mysterious, just like you wanted." Grateful but seriously jittery, I whispered, "Thanks," clutching to whatever shreds of comfort I could find. Alex gave me a reassuring pat on the back, "I've got your back, always."

With that hood on, I was plunged into darkness. It was like stepping into a room with the lights out, heart racing like it was in a sprint. This was it, the moment I'd daydreamed about for ages, a whirlwind of fear and anticipation.

In the pitch-black, Markus's voice cut through the tension. "Now, for the grand finale tonight, we've got a newcomer. She might be new to the scene, but her desires? They're on a whole other level. She herself asked to be blindfolded to keep it anonymous while she experiences the night of her life. Gentlemen, let's give it up for Diana, the Wonder Whore!" And with those words still echoing in my ears, Alex nudged me forward. Suddenly, I found myself all alone, standing in a sea of curious eyes—an audience hungry for an encounter shrouded in secrecy. My mantra was clear: "This is what I've always craved. I am Diana, the Wonder Whore."And that's when the adventure truly began.

As I stood in the dark, the weight of the hood felt strangely comforting, like a shield against my own doubts. I could hear the muffled hum of the crowd, like a distant wave crashing against my senses. My heart was a wild drumbeat, echoing my apprehension and excitement.

by Dray Sandrix

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