Gay Sex

Joni's New Occupation: Chapter 2

Joni's chat with Mr. Farnum proceeds through the night.

Spankmasters
May 2, 2024
13 min read
Joni's New Job Ch. 02office slutanalexhibitionism
Joni's New Job Ch. 02
Joni's New Job Ch. 02

Joni's New Occupation: Chapter 2

CHAPTER 2: THAT NIGHT

What an unexpected interview, if you could even call it that. He managed to take my clothes off without mentioning the job, a job that would require me to be a sex worker for four executives. Not just in the office, but also for Mr. Farnum outside of the workplace. Desperate for the position I wanted and no longer thought possible, I willingly sucked his dick on my knees in his office. I cleaned his cock and took his semen loving every moment of it. Only after that did I sit back on my heels, waiting for instructions or direction.

Finally, I broke the silence. "What do you need me to do? I want to prove to you that I'm the one you want as your assistant in every way you can think of."

He stood up and pulled his underwear and pants up. I stood too. In that moment, I realized how much I wanted this degrading job. I was crushed that he was getting dressed. I even started to hope that he would fuck me, this man who understood me so well and saw me as his sex toy, this man who controlled the job I was dying for.

"Get dressed, Joni. I'll take you to the hotel. We'll have a couple more drinks and dinner so we can chat more," he stated without needing to be asked.

He escorted my luggage for two blocks to the hotel and got me checked in. Then, he pointed towards the lobby's lounge. "Is an hour enough time to freshen up?" I affirmed that it was.

Following his lead, I went to the reception desk and asked for a shop where I could buy some clothes. I revealed my plans, and she showed me a shop in the hotel with emergency and resort wear. I picked and bought what was necessary: a lacy thong, matching bra, thigh-high stockings, disposable razor, and shaving cream.

After a quick shower, makeup, and dressing in a dress I'd brought along for the flight to Chicago, I checked my reflection. I admitted to myself that this would work.

I found Mr. Farnum in a booth, admiring his phone. When he looked up and saw me approaching, he slipped his phone into his jacket pocket and stood. He didn't offer his hand in greeting. Instead, he embraced me and planted a kiss on my cheek. The intimate gesture had changed since the blowjob.

During our casual conversation over drinks, he asked quite a few casual questions. Had I ever been to Miami or Florida before? Was I a fan of beaches? Had I ever sailed on a boat? Visited Key West? Snorkeled? It's like he was selling me on the joys of South Florida. But all the while, I tried to win him over.

We enjoyed dinner at a beautiful hotel restaurant. The service, food, and décor were all outstanding. Once we finished, we headed back to the lounge for another drink.

My posture changed as I sat upright, showcasing my breasts, which aren't large but become more noticeable on my petite frame when I have good stance. They say a lady is allowed to use what she has.

"Sir," I hesitated, "what do I need to do to show you how much I want this job? I think I'm the woman who can give you what you're looking for in an executive assistant—a unique combination."

He took my hand and caressed it gently. So unprofessional...like the job proposal. He chuckled. The thought never crossed his mind about me, but the process wasn't complete. "We can finish the interview, honey. Let's go to your room so I can complete my assessment."

My smile was nervous, but it was present. I gulped the rest of my drink and stood. He did the same, left some money, and walked behind me. His hands firmly held my hips and pulled us together. So unprofessional. But, I responded by grinding my ass into his crotch. As soon as the elevator pinged, I stepped inside and pressed the 9th floor button. He stepped into me, pinning me to the wall as the doors closed.

He pressed his lips hard against mine. Our mouths opened, and our tongues began a passionate battle. "What are you willing to do, Joni?" he inquired.

"Whatever you require, sir."

"Do you mean the job?"

"Definitely, boss." However, it's not only about the job for me. I yearn for you as well. In this instant, all I crave is you, sir.

He played along and kissed me, again. During our kissing session, he grabbed my back. I tilted towards him, providing him with the required space. He unzipped my gown subtly. I groaned into his mouth. He touched my spine beneath my bra. This sent me over the edge.

He took off my dress and bra cups. "Oh, my." I gasped. His fingers savored my back, unfastening the straps.

The elevator beeped our arrival and the doors opened. "Just carry your bra and leave your dress at your waist," he ordered, not a question. I obeyed, without any hesitation. A thrill of anticipation pulsed through my body. This type of presentation was a newfound desire of mine. For this job, I would go to all lengths.

I amended my natural composure and detached the bra straps from my shoulders. It seemed easy, yet it was the first time I experienced such thrill. Watching my gestures, he departed the elevator. I followed suit, but was careful not to collide into one another. After exiting, I thankfully noted that no one was in the hallway.

I walked towards my room, still clutching my bra. He remained beside me.

"I'm fond of your breasts," he mentioned. "They have a modest wiggle and move."

As I saw my heaving breasts, I could not help but agree with him. The thought that everything here was for this job made me realize just how much I wanted it. Slutty deeds would not be the only thing I was doing for him.

Through the door, he observed my room's bed turned down. He came behind me, once more, and grabbed my breasts. He whispered to my ear, "I guess you're ready?" I nodded. "This interview is ready for its conclusion. You've left an impression on me, Joni. Are you ready to keep impressing me?"

I stepped back and straddled him. I embraced him and kissed fiercely. When I ended the kiss, "I got the job, sir." My next words were serious. "From now on, it will only be you and me. Boss and assistant/slut."

I stepped back from him and he lied down on the bed. I removed my bra, tossing it behind me. I hopped on the bed and climbed over him. My dress would remain at my waist.

"I enjoy your tits," he mentioned casually. "They bounce softly and seductively."

I glanced down and noticed my breasts moving. It still astonished me that my body was liberated in this fashion. And I had all this to satisfy him.

On my bed, he approached me and took my breasts in his hands. "You were anticipating this encounter," he said. I nodded. "Ready to advance further in the selection process?"

I leaned in and pressed my lips against him. As I withdrew from the kiss, "This job is mine," I purred. "We are now in the final interview stage. You and me, sir. Boss and prospective slut."

I shimmied off my bra, revealing my naked chest. He sat upright and I curled up beside him. He tickled my nipples while he lubricated our bodies with saliva. He removed my gown from over my waist and my legs joined his.

He spread my folds and stared at my wetness while I rode him. I sensed him approaching climax and he shuddered. I slumped onto his chest. His arms circled around me. "That's what will make me value you, Joni," he uttered. "I'm eager for you to handle these errands."

As he helped me from the bed, I stood awkwardly. I unbuttoned his shirt and unbuckled his belt. Quickly, it was off. Soon, he was naked, and I was licking his dick while it was still confined in his pants. His cock was already bulging, but I wanted a full taste of it.

He guided my actions with his hands. Soon, I found him extremely hard. I craved to please him with my mouth. The thought that he would become my boss in this scenario activated another side of me. Perhaps I would get used to this odd excitement.

In the bedroom, he lay down on the bed. I stripped off his shirt fully and kneeled over him. I licked and warmed him. As he moaned, I played with his soft head. Spurred on, I engulfed his cock in my mouth.

"Joni... I want to finish in your mouth," he murmured. His palms tensed slightly. "I want to cum and I want it to be in your mouth."

I blinked at him and promptly obliged. As I pleasured him, he finally reached climax. I swallowed his semen as he withdrew his hard cock. We lay there gasping. "I want you to be mine," I murmured. "I want to make you cum over and over. I will do the same for you."

I wiped his sperm from my face while considering the implication of what I was saying. Then, out of the blue, it made sense. "I'll devote my life to pleasing you, sir." As I said that, I felt a confidence that I could not express. I kissed him back gently, whispering "I'll perform any task."

There came a moment as I guided my pussy against his penis and was kissing him, he shifted his position and bent his cock. When I retreated, his cock pressed against my pussy. I gulped. I shook my ass against the head of his cock until my opening covered the tip and it slipped inside. I leaned in and it pierced me. I grunted. Ohh... it was fantastic in my mouth and his penis felt good in my pussy as it went deeper inside. I leaned upright, gripped my own breasts, and eased off my legs. I sank the rest of his shaft down.

"Oh... damn... yesss," I chanted. I gasped the words out as I moved on his penis. "Ohhhh... damn... yessss..."

I tightened my vaginal muscles to increase the contact as I rose and fell on it, my breasts bouncing on my chest as I did. He reached up to clutch my breasts and took my nipples between his fingers. He squeezed and twisted my nipples as I persisted in my movements.

"Oh... damn," he uttered. "Your cunt feels... so good around my penis."

"Mmmmm... I was just thinking... how lovely... your penis feels... inside my pussy," I offered.

He hoisted his hips up as I was descending on his penis. The impact was forceful, my mouth opened wide and my head fell back with unfocused eyes as my body quickly rose towards an impending climax. I could tell he wasn't there yet, though. I concentrated on fucking him while holding back on my release.

"Let it go," he suddenly said as if understanding me perfectly. "Cum on my penis. Bathe my penis with your climactic juice."

I looked down as I bounced on his penis. He was watching me, twisting my nipples, and thrusting up to join my efforts. My orgasm exploded in my pussy and rippled through my body. My hands gripped his chest for support. I fought to continue moving on his penis as my entire body seemed to be seized by quivering, shaking muscles. It was all I could do to remain upright, his penis now moving within me due to his thrusts.

I climaxed and climaxed but as the orgasm gradually faded, I resumed my thrusts, too. Only a few more seconds passed before I felt his penis swell and throb inside my firmly gripping pussy. I squeezed harder as I ground my pussy over his penis. He groaned and gasped. He thrust his hips up and his penis deeper into my falling pussy. He erupted with gush after burst of cum to fill my pussy.

I slowed my movements as his emissions eased to a drip. I remained on his penis squeezing with my muscles as I slid onto his chest and my face buried next to his neck. His fingers lightly brushed my back along my spine to my derriere. It sent a pleasing quiver through me. I kissed his neck and shoulders and cheek before kissing his lips and mouth. I moved upwards, my pussy clutching his penis as I pulled myself off it. I maneuvered to lick and suck his penis clean.

"Mmmm..." I mumbled, "we're tasty, sir."

"What are you doing, Joni?" he inquired.

"I will lick and suck your penis clean after each time you use me, sir," I self-assuredly stated. "That way it will have my saliva on it but not be messy with cum." I caressed it as I licked the shaft and sucked the head of any cum still present inside.

He caressed my head. "It seems like you're determined on making me hard again," he chuckled.

His penis in my hand, I withdrew my mouth from the head. With it against my cheek, I rotated to gaze at him. "I am, sir. I believed you'd want to examine my ass, too."

He laughed as he nodded. "You thought I might or you desired me to?"

I kissed the head of his penis and I could sense it growing already in my hand. "I both, sir. Your penis used my pussy. I think your penis in my ass might be painful, it has been quite some time there, but... but it will be the pain I relish giving you. You had asked me about anal, recall?"

He laughed as he consented. "You have an impressive mind, Joni. Fuck, you have an impressive mouth and pussy, too. Yes, to evaluate it, I should test your ass, too."

My mouth and the conversation about my ass made his last climax feel farther away as his penis swelled in my hand and I focused fully on lavishing his penis with my tongue. This would surely be different. I was candid about anal, but not wholly truthful as anal had only been a sporadic activity for me.

I transitioned from his penis to kiss his chest while I plucked a small container of intimate lubricant from the night stand. I smeared the gel onto his penis and abundantly spread it over the shaft. I then lifted my hip, smeared more of it onto my fingers, and slid it into my anus. I applied more inside. I positioned myself onto my knees.

As he knelt beside me now, he was caressing my butt cheek with smooth movements. "You're quite a creative one, aren't you?" he uttered with admiration. You'll both be incredible in your new positions, an Executive Assistant and an office slut."

"If I fail to be any of these, you could always spank me," I offered lightheartedly.

Laughing, he replied, "I have a feeling you'll enjoy that too much for it to be seen as punishment. I've never tried anything like this before." I chuckled along with him. After all, I had no idea what "proper punishment" entailed.

Inch by inch, he slowly moved behind me, spreading my legs a little farther apart. A hand caressed my previously fondled butt cheek and gently urged me to repeat the motion. As I did so, I felt his erection at my lubed-up anus. It would need to be stretched to fit him. Although I wasn't a professional in this field, I could hopefully help him by guiding him step-by-step. I started breathing slowly and deeply, loosening my body and muscles to help in the process.

I easily could sense his hesitation not to push too hard or fast, making me grateful for his kindness. Being only a few inches away from being his office slut, I would've wanted him to treat me gently. I could feel my ass opening and tightening, but I kept encouraging myself to continue. I reached back with the other hand to do the same with my other cheek, trying to help his cock pass through.

With each motion of his hips, I could feel him trying to fill me slowly. I eased my breathing and pushed against his strong dick with my ass, allowing it to slide further in each time. From his hesitation, I could tell he was concerned about whether or not I'd be able to handle him.

Suddenly, I pushed myself against him, taking in more length and watching him push against my will. Occasionally, he'd pull back and push forward again, eventually penetrating me fully. I let out a soft moan.

Giving him a chance to catch his breath, I placed my palm on his leg. "Patience... please... just give me a moment... I'm still sore from your thrusts." He caressed my shoulder gently, letting me know it'd be okay. He then took his hand to massage my clit and pinch my nipple. I then thought about my slit, which was coated in my own cum but now, empty. His hand left my ass and moved to my pussy, strumming my clit whilst pinching my nipple. I thought about the increase in size and speed.

This further relaxed me, and I leaned down, pressing my back harder against his groin, attempting to take in more cock. Suddenly, he increased the pace, forcing more of his cock into my ass. I thrust back on his cock and found him retreating a bit before he pushed back in. It was ungodly thick. I moaned, my voice muffled by my forearms, cushioning my face on the bed.

Helped by my efforts, he was able to bury his cock deep into my ass. I placed my hand back on his thigh. "I'm yours, sir. You can do whatever you want with me." He confessed that his ass gripped him like a vice when he finally penetrated me. My previous experience with anal hadn't felt this tight. The pain was extremely real yet the thought of having an orgasm from anal seemed to have made me ignore the pain.

My entire back was moving wildly as his thighs battered my ass. With every thrust, my nipples and butthed cheeks took a big bounce. My chest pressed against the bed, making it challenging to keep the initial rigid-like pose. However, his deep thrusts matched the intensity of the pain, ultimately causing my mind to be pulled away from the pain. I was now concentrating on pleasing him.

I lifted myself off the bed and arched my back so I could pull him into me every time he pushed. My entire butt clenched as he occupied me fully - his atoms were pushing into my ass.

As if he was going to cum, he started thrusting harder with a 'slap! slap! slap!' sound. "Yes," he practically yelled, "your ass is so tight, It starts swallowing my cock, making me want to explode."

In my bed, I exhaled "Fuck me, fuck my ass!", my back bending with his thrusts. This feeling surpassed anything my anal has been through. My muscles began trembling, a sign that I was climaxing, and it completely blindsided me. It happened a few seconds later that his hips collided with my ass, his spasming cock gushed his juice into me, and I erupted in a cascade of my own sensations. We sighed together, his cock still in me.

We both laid in our final position cuddling, my butthole still filled with his cock. "You are stunning, Joni. How do you feel about working with four men?"

Covering his arm, I snuggled up and pressed back into him, though he had a lot on his mind. "That... sounds... like... a job offer, sir. All of my sexual activities—as promiscuous as it may have looked to some—have involved just myself, now I've been offered jobs where multiple men desire me, and I could only take on one and oversee all four." He chuckled. "You're so bashful, but you're a queen even without knowing it."

"Just to make sure...you're offering me the job?"

"Yes, but I want you to genuinely consider your options. This will be both mentally and physically intense. Performing both your role as my Executive Assistant and my slut would be a huge commitment." Not only would I have to work, but I had to think about maintaining their desires. I also had to imagine their expectations.

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