Undercover Sissy Pt. 03

"Should I call Nicky in my office?" Boss asked.

"If Agent R can complete his mission tonight, then Nicky will be at your mercy forever," Agent M replied.

"That's my girl," Boss said. "Stop by my office sometime," he added with a chuckle.

"Of course, sir. I'll make sure to pay you a visit whenever you desire."

As the conversation came to an end, I felt a surge of bitterness wash over me, realizing that I was nothing more than a tool to be used and discarded at their whim. But despite their attempts to degrade me, I vowed to prove them wrong and show them that I was more than just a submissive pawn in their game.

As I stepped into my apartment, I felt a sense of anticipation coursing through my veins. Tonight was going to be different. Tonight, I had to prepare for a special mission, one that required me to slip into something more... provocative.

I kicked off my shoes and headed straight for the bathroom, the soft glow of the overhead lights casting a warm ambiance over the room. I turned on the faucet, letting the water run until it reached the perfect temperature, before stepping into the steamy embrace of the shower.

As the hot water cascaded over my body, I closed my eyes and allowed myself to relax, feeling the tension of the day melt away with each passing minute. I reached for my favorite scented body wash that Agent M gave me, lathering it up between my palms before smoothing it over my skin, reveling in the luxurious sensation.

Next came the razor, a necessary tool for tonight's preparations. I carefully shaved every inch of my body, ensuring that not a single hair remained. The smoothness of my skin felt almost intoxicating, a tactile reminder of the lengths I was willing to go for this mission.

Once I was thoroughly cleansed and freshly shaved, I turned off the water and stepped out of the shower, wrapping myself in a plush towel. I stood before the mirror, studying my reflection with a critical eye.

I reached for my favorite moisturizer, applying it liberally to my skin to keep it soft and supple. Then came the scent, a subtle yet seductive perfume that lingered in the air long after I had left the room.

With my skin glowing and my senses heightened, I moved on to my hair, taking the time to style it just right. I curled the ends into loose waves, letting them cascade over my shoulders in a tantalizing display.

Finally, it was time to slip into my outfit for the night. I carefully selected the skimpy dress, its draped backless design and thigh-high halter top leaving little to the imagination. Paired with a faux leather short skirt that hugged my curves in all the right places, it was the perfect ensemble for the task at hand.

After assessing my outfit in the mirror, I realized that the faux leather skirt didn't quite complement the top as I had hoped. With a quick change of plans, I opted for a pair of delicate lace panties instead, their intricate design adding a touch of elegance to the ensemble.

The thigh-high halter top left little to the imagination, its draped backless style showcasing just the right amount of skin. Paired with the lace panties, the combination was both sultry and sophisticated, accentuating my figure in all the right places.

As I slipped into the new outfit, I couldn't help but feel a surge of confidence wash over me. The lace panties added an unexpected element of allure, perfectly complementing the daring neckline of the top.

Completing my ensemble, I reached for a pair of clear stiletto high heels, each boasting a sleek six-inch heel that elongated my legs and added a dash of confidence to my stride. As I slipped them on, the clear straps delicately cradled my feet, accentuating their curves and adding a subtle touch of elegance to my look.

With each step, the click-clack of the heels against the floor echoed through the room, a rhythmic beat that seemed to echo the pulsing excitement coursing through my veins. The height of the heels lent me an air of poise and sophistication, elevating my stature both literally and figuratively.

With my outfit complete and my confidence soaring, I took one final glance in the mirror, ensuring that every detail was just right. From the lace panties peeking out from beneath my thigh-high halter top to the clear stiletto high heels adorning my feet, I was the epitome of allure and sophistication.

With a confident smile and a flick of my hair, I headed out into the night, ready to take on whatever challenges awaited me with grace, style, and a hint of undeniable charm.

As I arrived at the address provided, a sense of anticipation washed over me. This was it--the next phase of the mission. I took a deep breath, steeling myself for whatever lay ahead, and made my way to the entrance.

Inside, the atmosphere was tense yet electric, the air thick with anticipation and the promise of secrets waiting to be uncovered. I scanned the room, searching for Agent R, my contact for this part of the mission.

And then I saw him--a tall, imposing figure standing in the corner, his gaze fixed on me with a mix of curiosity and intrigue. I approached him cautiously, my steps steady despite the fluttering of nerves in my stomach.

"Agent R?" I inquired, my voice steady despite the rapid beating of my heart.

He nodded, a hint of a smirk playing on his lips. "That's me."

I returned his smile with a nod of my own, feeling a surge of confidence wash over me. "I'm here to assist with the mission."

Agent R studied me for a moment, his gaze lingering on my attire and the subtle allure it exuded. "Well, you certainly look the part," he remarked, his tone tinged with admiration.

I smiled, grateful for the compliment. "Thank you. I'm ready to do whatever it takes to get the job done."

As Agent R and I delved further into the mission, the tension between us simmered beneath the surface, a silent reminder of our tumultuous past. I could sense his lingering resentment, a product of our previous encounters when I had been less than accommodating towards him.

"Ah, Nick," Agent R said, his tone laced with a hint of mockery as he glanced at me. ""Or should I say, Nicky now? Oh, that's your name now," he added, teasingly.

I bristled at his taunt, feeling a surge of frustration bubbling up inside me. "Let's keep our focus on the mission, shall we?" I replied tersely, trying to keep my cool despite the barbed remarks.

Agent R chuckled, his eyes glinting with amusement. "Of course, Nicky. Wouldn't want to distract you from your undercover identity."

I gritted my teeth, swallowing the retort that threatened to spill from my lips. Agent R was relishing the opportunity to get under my skin, and I refused to give him the satisfaction of seeing me unravel.

As we continued our journey through the maze of corridors, Agent R couldn't resist the urge to dig at me further, peppering our conversation with snide remarks about our past collaborations.

"Remember that time in Cairo?" he said with a smirk. "When you left me high and dry to deal with the fallout from your mess?"

I winced, the memory of our botched mission in Cairo still fresh in my mind. "That was a long time ago," I muttered, feeling a pang of guilt for my past behavior.

Agent R shrugged nonchalantly. "Perhaps. But some things never change, do they?"

His words stung, a painful reminder of the consequences of my actions. But I knew that dwelling on the past would only hinder our progress in the present. I had to apologize

"I'm sorry," I muttered, feeling a bit embarrassed

My apology hung in the air between us, a fragile thread of vulnerability in the midst of our tense exchange. Agent R regarded me with a mixture of surprise and skepticism, his eyes narrowing slightly as if assessing the sincerity of my words.

"You're sorry?" he echoed, his voice tinged with disbelief.

I nodded, feeling a knot form in the pit of my stomach. "Yes, I am. I know I haven't always been easy to work with, and I regret the way I treated you in the past."

Agent R's expression softened slightly, a flicker of understanding crossing his features. "Well, I appreciate the apology, Nicky," he said, his tone more subdued than before. "But apologies alone won't change the past."

I swallowed hard, feeling a pang of guilt wash over me. He was right--I couldn't undo the mistakes of our past collaborations, no matter how much I wished I could. All I could do was acknowledge my faults and strive to do better in the future.

"I know," I replied quietly, meeting Agent R's gaze with a sense of humility. "But I'm willing to do whatever it takes to make things right, starting with this mission."

Agent R regarded me for a moment, his expression unreadable. Then, with a curt nod, he seemed to relent, the tension between us easing slightly.

"Fair enough," he said, his voice devoid of its earlier edge. "Let's focus on the task at hand and get this job done. I don't want to hear any objections from you," he added, his tone firm but not unkind.

I nodded solemnly, acknowledging Agent R's directive. "Understood," I replied, my tone firm with determination. "I won't let you down."

As we navigated the twists and turns of the building, a sense of unease settled over me like a heavy cloak. I couldn't shake the nagging feeling that Agent R might try to take advantage of me.

"Before we delve into the mission details, I need to check your skills. You ready?" Agent R said, his tone was impassive.

I nodded, steeling myself for whatever test Agent R had in store for me. "I'm ready," I replied, my voice steady despite the nerves fluttering in the pit of my stomach.

He placed his hand on top of my head to slowly push me down to my knees in front of him. I knew what he wanted and I could not turn back even if I wanted to because of the mission.

"Good girl," he said, his tone clipped. "Show me your combat skills."

I unzipped his pants and his half erect cock was protruding from the opening. I cupped the plump shaft and fished it out of the zipper opening. Wrapping my lipstick covered lips around the tapered mushroom shaped head, I softly sucked, taking in more inches as it hardened. When totally erect, his dick was a long 8 inches and I found myself heaving trying to deepthroat it.

"Let's see what you're made of," Agent R instructed, his voice low and commanding.

He held my head still and thrusted his hips, forcing the last inch down my esophagus. I was struggling but refused to show weakness.

My mouth was coughing up that slimy white foam just as Agent R groaned, "Here it comes."

I lifted my hands and placed them around his ass in order to brace myself. His cock jerked and shot a huge wad against the roof of my mouth and into the back of my throat. He was shifting and grunting but continued to hold my head down on his cock until he finished. Thick ropes of goo filled my mouth before he stopped unloading. When finished cumming, he quivered but held me still until he let out a relief moan. I pulled off his slobber covered cock with my mouth full of strong spunk.

"Not bad but it could be better," he said.

I wanted to spit it out but knew that would not leave a good impression so I counted in my mind and then swallowed all the sperm with one big gulp. It was slightly bitter with a salty tang but I licked my lips like I had just swallowed my favorite ice-cream. I kissed the head, cleaned all the cum, pushed it back inside his pants and zipped them up for him.

"So what am I made of?" I asked teasingly.

"You've got potential, Nicky," he replied, his voice measured. "But potential alone won't get you very far in this line of work. Because in this line of work, survival depends on your ability to adapt and excel under pressure."

It grated on me that he, once my junior, now felt entitled to lecture me on my skills. I clenched my jaw, struggling to maintain a façade of composure in the face of my simmering anger. I didn't know if I could do this. I had that fuckers cum in my stomach. But there was a part of me that also found it arousing. I sucked off his dick, swallowed his semen and my clitty was leaking. That was what horrified me mostly.

"Anyway I think I can find a place for you in this mission. Tonight you will work in the booth. Next time you can be an escort," He said. "Now I'll take you to the booth."

"Booth?" I asked innocently.

"It means the gloryhole booths. We send agents there with a wire to catch bad guys. When our targeted perp/suspect sticks his dick inside the hole, the agent would inform us that it was occupied before relaying it back to the task force. They would then follow him to a destination, pull him over, and arrest him for solicitation."

"How can I recognize our targeted man just by looking at his dick?" I asked, feeling a bit perplexed by the unusual method of identification. "Ohhh, you tell me which one, silly me!" I added, with a chuckle at my own oversight.

We entered another building from the back. The building was used as an adult sex toy store but the gloryhole rooms were in the back. The customers would walk in, pay the clerk at the counter, and shop around until a booth opened up.

"Because you're new, I will stay with you tonight," Agent R said teasingly.

The booths were locked but he had a key and opened the first door for me to relieve the girl working inside. When he opened the door to my booth, a plump attractive white girl was sucking a cock so fast that from the back it looked as though she was banging her head on the wall. After a loud knock, the girl stopped sucking and allowed the cock to explode in her mouth.

She pulled away and turned to Agent R, instructing him, "Bobbie, your shift is over. I have a new girl to take your place."

Moving her jaw back and forth to show its stiffness, Bobbie looked at me and said, "I hope you are ready for this. It has been very busy tonight."

I wasn't sure how to respond. The girl wasn't lying because immediately a new cock had emerged from the hole in the wall. It was a six inch, white cock that was already rock hard. Agent R stepped inside the room to watch me. I figured it was either to make sure I was doing the job correctly or he was a pervert and just wanted to watch.

"Wait, if you stay with me, then who will tell me who to pick?" I asked, seeking clarification on the process.

"This business owner is classified so I can't give you the details, but to run this business, we need girls, especially like you. Tonight, it's only business," Agent R replied. "Plus, get familiar. I'm also undercover here," Agent R added, highlighting the need for discretion and blending in with the environment.

As I approached the cock, I was hesitant, hoping Agent R would leave but he continued to stay. There was slimy cum all over the floor under the gloryhole. I knelt down and opened my mouth and engulfed the dong protruding from the wall. It tasted of sweaty skin and I slurped on it deeper and deeper until my lips were inside the large cut out hole. I could hear the man moan through the wall then feel him shift his stance. I sucked that dick like there was no tomorrow to make him cum first. His moaning became louder and I could feel it pulse in my mouth. I knew he was close as I sucked faster.

There was a knock on the wall and immediately after, the cock rifled shot after shot of cum into my mouth, nearly gagging me. I thought he may never stop as he spurted at least ten times before it slowed down to a dribble. When the man withdrew his dick from my mouth and the opening in the wall, I felt the cum with my tongue and it was as thick as tapioca pudding. I thought the poor bastard must have not had sex for a long time. Agent R continued to watch me so I just tilted my head and swallowed the fresh load. I wished I had brought a drink of water to chase the sperm but I had nothing.

Soon, another cock protruded through the wall. It was a huge, hairy, uncut dick that looked to belong to an older man. I wrapped my hand around the big cock and lifted it up so I could lick along the under vein up the shaft. Once my tongue reached the head, I flicked the hole a few times, lapping up the precum that had begun oozing. The tongue bath caused it to twitch. Fascinated with the foreskin, I slid it back and forth just as I popped my mouth on the head.

Through the wall, I heard the deep voiced stranger moanand said,"Oooo baby...that feels good," Suck that fuckin dick!"

The nine inch dong was too big to deepthroat so I jerked and sucked simultaneously pausing only to pull a gray pubic hair out of my mouth. Once back on it, I sucked as deep as I could take it and slowed the stroking down to milk out the spunk. My technique worked because within seconds, the man let out a deep moan then thrust his hips.

The first shot hit me in the back of my throat but I quickly pulled it out of my mouth and jerked it on my face. I was feeling extra slutty and craved a facial. A string of cum splashed across my cheek and hair. The rest spurted all around my face. It was so foul yet sexually exhilarating. Squeezing the deflating dong, I sucked out the last drop of cum before releasing it. The long piece of meat slapped against the wall with the foreskin now covering the head.

"Wow, that was a big load," Agent R said, laughing.

I had no idea how I was going to wipe my face off. I only had the clothes I was wearing. "Can I have something to wipe my face?" I asked.

"I don't have anything to give you," Agent R replied, his tone teasing. "Or maybe I don't want to."

"Fine," I muttered, forcing myself to adopt a more conciliatory tone. "I'll find something myself."

I slid them off from under my dress and wiped the slime from my face into the already damp silky material. Before I had finished, another cock was sticking through the wall. Once I was cleaned up, I put my panties back on to feel the strange man's cum pressed against my sissy pussy.

I was a total slut on my knees in a pool of sperm on a dirty floor in a gloryhole booth, sucking off strangers in the sleaziest way possible with cum hanging off my chin. I continued to suck off any cock that came through without wiping my face. I took another facial and swallowed 7 more loads. I also l orgasmed a few times as I was masturbating the entire time. A total mess with a sore jaw.

I heard Agent R unlocked the door. "You're done for today. You can go home," he said. "Here wipe your face."

"Thanks," I muttered, dabbing at my face with the handkerchief and doing my best to remove the last traces of cum.

Agent R handed me some money along with a business card, saying, "Whenever you get time, come here and offer your services. Try to get involved with any gang," hinting at a deeper undercover mission.

"Understood," I replied.

"Are you hungry?" Agent R's voice broke through the silence, catching me off guard. "Wanna eat something after all that hard work?" There was a teasing lilt to his tone, a hint of mischief dancing in his eyes.

I couldn't help but smile at his offer, grateful for the chance to unwind after the intensity of our mission. "Sure," I replied, matching his playful tone. "I could definitely go for some food right about now, something that doesn't taste like cum."

Agent R chuckled, a smile tugging at the corners of his lips. "Great. I know a place nearby that serves the best street food. Let's go grab a bite."

As we entered the bustling street food joint, the savory aroma of grilled meats and spices enveloped us, tantalizing our senses and whetting our appetites. The chef, a burly man with a friendly grin, greeted us warmly as we approached the counter.

"Luke, my man! Long time no see," the chef exclaimed, his voice booming with genuine pleasure. "Who's your friend?"

Agent R, known to the chef as Luke in his undercover guise, exchanged a knowing look with me before responding. "Ah, this is Nicky," he replied casually, gesturing towards me. "She's a prostitute I picked up from that street an hour ago," he added, pointing to the specific street.