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The Guest Of Honor

"Shannon indulges the licentious desires of four men."

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I lay on Sterling's king-sized bed, with my hands resting on my bare stomach. Though I was blindfolded and unable to see my surroundings, I'd been in this room numerous times before and was familiar with it. Inhaling deeply, I detected a trace of Sterling's expensive cologne lingering in the air.

When my nerves started getting the better of me, I reminded myself of all the money I was making from tonight. Sterling, one of my best clients, had always paid me extravagantly for what amounted to standard, vanilla sex. Not that I was complaining about his ordinary tastes; the man knew how to fuck and make a woman come multiple times. But during our recent conversation over dinner, he'd offered me the opportunity to earn a shitload if I was willing to participate in group sex with him and three other men.

"These men will remain anonymous to you," he said before taking a bite of Wagyu steak.

I tried not to appear surprised by his words. "How will we manage that if I'm fucking them?"

"You'll be blindfolded beforehand." Sterling waited for my reaction, but I succeeded in keeping my expression neutral. In the candlelight illuminating our table, I couldn't help but admire the man sitting across from me. With dark hair and eyes, he appeared far younger than his fifty years. His body was lean and fit, a result of his dedicated workout regimen. "My friends are powerful men," he went on, "and their sexual proclivities cannot be made public. I know you'll be discreet, Shannon. You've always been the utmost professional." Lifting his wineglass to his lips, he added with a grin, "Not to mention you're absolutely incredible in bed."

"It's my job," I replied, flashing my own grin.

Sterling's gaze moved over me. I knew he preferred me wearing my hair down, so the chestnut waves spilled past my shoulders that night. My red dress fit perfectly, revealing a tasteful amount of cleavage. Later on, he would take me back to his place and sit in a chair while I slowly, teasingly, stripped for him. Delayed gratification always got him off.

But we had to talk business first. The figure he proposed for entertaining him and his friends was one I'd be a fool to turn down. "You're fine with having all your holes used," he said, stating it as a fact instead of a question. Still, I nodded my assent. "One of these men has asked if you'll consider double vaginal penetration. He's willing to pay an extra three grand if you agree."

I pretended to consider the offer for a moment, but I'd already made up my mind. "I'm amenable to that."

Sterling smiled at my response. More than once, he'd told me he'd never met a woman in her mid-twenties who possessed my maturity and poise. Of course, if he'd wanted me to act flirty and girlish, I would have indulged him. For the right price, I'd be whatever he desired.

I'd started doing this to pay for college, but after graduating, I didn't settle into the career I planned for myself. Instead, I kept building up my clientele. Now, I was the only one among my circle of friends who could easily make the rent each month.

"What about ass-to-mouth?" Sterling asked. "You okay with that?"

I always used an enema before anal sex to ensure I was as clean as possible, so Sterling's question wasn't as distasteful to me as it might have been to others. "For an extra thousand, I'm absolutely fine with it," I told him.

He didn't even blink at the increased fee. "Perfect. Now, let's agree on a safe word. If you use it, all activity will immediately stop so I can check in with you."

"My safe word is hazy." I'd used it with other clients in the past.

"Alright. And if you're unable to speak due to a cock being in your mouth, just hold up two fingers, and I'll know you want to stop."

Sterling and I went over a few more details. The men wanted to fuck me bare, so everyone would need to be screened for STIs beforehand. He would let me know when the men had provided their results, and I would be required to show him mine. None of this was a problem for me. In fact, I was glad he was so diligent.

"Hard limits?" he finally asked me.

"No spitting or slapping. No scat play, either."

He actually grimaced. "I wouldn't dream of it, sweetheart. These men won't be degrading, but they will be... insistent. They won't wait for your permission to do what they want. Is that acceptable to you?"

"Absolutely," I answered without hesitation.

As I now waited for Sterling and his friends to enter the bedroom, I did a mental scan of my body, making an effort to relax all my muscles. I was no stranger to group sex, but some of tonight's activities would be outside my comfort zone. I knew these men were paying for a ready and willing participant, and I was determined not to reveal the low-level anxiety I'd experienced for much of the day. Though I hadn't asked Sterling what made him and his buddies decide they wanted to hire me for the evening, he mentioned that they'd just secured a very lucrative business deal, and this was their way of celebrating.

The blindfold was very secure, almost uncomfortably tight. Sterling had instructed me to wear only a bra and panties. "I like the sheer black ones you had on last time we fucked," he said. "Don't bother with anything too intricate."

My sense of hearing seemed to grow more acute as I listened to the men enter the bedroom. "Gentleman," Sterling spoke, "I'd like you to meet Shannon, the guest of honor this evening."

I had to grin at his choice of words. The four of them would soon hungrily descend upon me, but Sterling made it sound like we were attending an elegant soiree. When his friends greeted me, I turned my face in their direction. "It's a pleasure to meet you."

"The pleasure's all mine," one of them said in a rich, deep voice.

I heard and felt them join me on the bed. It didn't take me long to discover that they were already naked. Someone eased me into a sitting position. "Up you go, gorgeous." At the sound of Sterling's voice, I smiled again. His presence would serve to anchor me tonight; as long as he was close, I trusted that I'd be safe.

"Let's enjoy her, shall we?" he said to the others. The suggestion served as a catalyst, for I immediately felt hands all over me. They were gentle yet insistent in unclasping my bra and pulling aside the crotch of my panties. A moan escaped my lips when one of the strangers sought out my clit.

"Oh, she's already nice and wet for us!" he said in a voice thick with lust.

"I know from experience how much she loves to play." Sterling's lips met mine, and I gave him a wanton kiss, full of tongue.

Moments later, my panties were yanked down my legs. Once I was completely naked, two men positioned me so that I straddled the face of another. His tongue was tentative in exploring me at first, but he soon pulled me firmly against his mouth. Tilting my head back, I basked in the feel of his eager licking and sucking.

Large, strong hands squeezed my breasts. It was surreal, even mildly disorienting, to be deprived of one of my senses. But the way I'd been rendered practically helpless as these men maneuvered me like a doll served to arouse me, too. I was shocked to be so turned on while at their mercy. It was a vulnerability I rarely permitted myself in this line of work.

As my cries filled the room, I began grinding my pussy against the stranger's face. My movements clearly excited him, for he ate me out with a fervor that stole my breath. Sterling kissed me again, his mouth hard and demanding. Another man circled his lips around my nipple, while someone else caressed my buttocks.

The attention of Sterling and his friends filled me with a kind of euphoria; I was high from their touch, and from the way they overwhelmed my senses. I'd always orgasmed easily, and at the hands of four incredibly aroused men, I now came with a fierce shudder. Someone kept me upright as my quaking continued, and I finally managed to lift myself off the face of the man beneath me.

Next, I was drawn downward until the same man's hard cock was directly below my entrance. With a knee planted on either side of his legs, I reached between my thighs to seek out his dick and guide the tip to my opening. Then, I slowly took him inside me.

"Fuck, yes!" the man groaned.

Fingers fondled my nipples and teased my clit. My skin had grown hot, and as I began riding the cock inside me, I could hear how wet I was.

"She's so fucking gorgeous!" a man said from behind me. The energy in the room seemed to intensify by the second, and I easily sensed how much each of them wanted to claim one of my holes.

I offered no resistance while being guided downward so that I lay upon the man beneath me. Immediately, I felt a hard cock at my lips, and I opened my mouth wide to take it. By now, I intimately knew Sterling's taste and scent, and he knew he could thrust deep without choking me. His hand was gentle on my head. "That's it, baby. Take it all!"

The sounds emerging from my throat grew increasingly pornographic. All around me, I heard groans and heavy breathing as Sterling fucked my face. "Christ, she's swallowing your entire dick!" someone exclaimed.

When I felt lube being smeared over my puckered hole, I strove to stay relaxed. Earlier, I'd worn a plug in order to stretch my ass, so I was prepared for the cock which now prodded my opening.

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"Fuck, you are tight!" The man moved farther inside me, and I whimpered around Sterling's dick.

Quickly withdrawing from my mouth, he asked, "Doing okay, baby?"

I readily nodded. "I feel like such a dirty slut, having all my holes filled!"

That confession spurred on Sterling's friends, for they began fucking me at a steady pace. The men buried inside my pussy and ass released primal groans as they thrust. I knew they could feel the movement of each others' dicks, which were separated only by a wall of my flesh.

Almost effortlessly, I came again. My wails were muffled by Sterling's cock, but the other men grunted and gasped at my powerful contractions. Finally, Sterling gave me a chance to catch my breath. I shook and panted, trying to limit my movements so the two cocks wouldn't slip out of me.

It was then that I felt the fourth man's dick, hard and insistent at my cunt. Everyone grew still, including me. Whoever this man was, he'd paid an extra three grand for the privilege of taking my pussy while another cock was inside it.

A warm palm slid over my skin, as if to comfort me. "We're about to wreck that sweet little pussy of yours," one of Sterling's friends warned.

With a bravado that surprised even me, I said, "Give me that dick!"

My knees threatened to buckle when I felt yet another cock pushing its way inside me. Though the blindfold blocked out all light, I swore I could see flashes from the intense pressure of being stretched so wide. The pain grew until I trembled and dripped with sweat.

In a voice just above a whisper, Sterling said, "Safe word?"

I shook my head, refusing to stop what we'd begun. To his credit, the man entering me took it slow, but he still had to use some force to work his cock into my already full pussy. I heard Sterling move from my side so he could witness the triple penetration taking place. When I released a plaintive cry, the man beneath me gave my skin a soothing caress. He was breathing fast, already sounding close to climax.

The four of us moaned in collective relief when my cunt finally accepted the second cock. "How are you doing, sweetheart?" an unfamiliar voice asked me.

"I'm good!" I assured them even as I gritted my teeth. "Just go slow at first, okay?"

"Absolutely."

It took a little time for them to work up to a coordinated rhythm, but they were soon thrusting in tandem. I was grateful that Sterling seemed content to watch them rather than have me suck him off, because I knew it would be impossible for me to give decent head at that moment. I was too busy imagining how my tender holes looked while being invaded by three hard and relentless cocks.

"That's the hottest fucking thing I've ever seen," I heard Sterling moan.

The three men took me faster, panting from their own lust. While the pain I felt remained exquisite, it also fed a spring of pleasure deep within my core. Maybe it was simply the result of all the endorphins flooding through me, but my arousal began rapidly building.

Sterling must have seen my pre-orgasmic tremors and mistook them for shudders of agony, for when he said my name, his voice held a note of concern. "Talk to me. Do we need to stop?"

"No, don't stop!" My breath hitched in my chest, leaving me unable to speak for several seconds. "Oh fuck, I'm gonna come!"

As soon as the words were out of my mouth, the most intense orgasm I'd ever experienced gripped my entire body. A helpless scream tore from my throat, prompting one of the men to tighten his hold on me. I was thankful for his steady hands, because I felt like the spasms would turn me inside out.

"I'm about to shoot my load!" the man beneath me said.

"Come!" I begged through heavy breaths. My plea served as his undoing, and he succumbed to his climax with a roar. I could feel his body strain upward, as if to bury his cock even deeper inside my cunt. Only after he was completely spent did he slip free of me.

Meanwhile, the other man fucking my pussy carried on in an impressive display of stamina. "I've got a ways to go yet," he told me. My tender cunt, now filled with cum, made an obscene squelching sound while he kept pumping away.

"Fuck, I'm close, too!" said the man with his dick buried in my ass.

My body remained right on edge, poised for yet another climax. When it descended upon me, I no longer had the strength to cry out. Another series of contractions caused my muscles to tighten around the cocks claiming my holes. I heard one of the men swear just before he came with such force that I could feel his dick pulsing inside my ass.

"Oh, my God!" I wailed, sounding like a stranger to my own ears. By now, I'd moved into a headspace beyond all pain, and the orgasms continued rolling through me, one after another.

Again, a cock was presented to me, and I knew this one had just fucked my ass. "I've gotten so dirty with you," the man said, still panting. "Now, I need you to lick me clean."

I readily slid my tongue along his cock, gathering up remnants of his cum. This man sounded a little older than the others. I wondered if he was married, and if he ever fantasized about making such a taboo request of his wife. It seemed to drive him wild when I took him in my mouth and moaned all around his dick. Upon hearing the profound gratitude in his voice as he thanked me, I realized I'd just satisfied his deepest kink.

At long last, the man ravaging my pussy reached his own release. My ultra-tender cunt felt each spurt, and the sounds of his groans filled my ears. When he finally pulled out, I reeled from the sudden emptiness within me. It was a sensation of utter lack.

But it didn't last long, for Sterling moved to gather me in his arms. Clinging to him, I welcomed the kiss he planted on my forehead. Already, cum was seeping out of me to make a trail along my thigh.

"I need to be inside you," he whispered against my lips. "Do you want me to fuck your pussy or your ass?"

Drawing in a deep breath, I noticed that the room reeked of sex. "Surprise me," I told him with a grin.

His prior gentleness returned when he laid me down on the bed. The other men remained nearby, and I imagined them eagerly awaiting this final fucking. Sterling settled on top of me, and I gasped as he slid into my cunt with a single, deep thrust. His arousal had clearly grown overpowering, for he now took me at a frantic pace. Without a hint of squeamishness, he kissed my mouth, his tongue meeting mine. I clawed at his back, wondering how I could withstand another orgasm. By this point, they felt like waves tugging me under the surface of an enticingly warm sea. I didn't have the chance to catch my breath before being pulled under yet again.

I sensed Sterling was close, and my multiple orgasms did nothing to help him last. Letting out a desperate groan, he withdrew from me, then flipped me onto my stomach. In moments, my legs were spread wide and he was between them, easing his dick into my ass. The other men urged him on, and I buried my face against the sheet in an attempt to muffle my screams.

Sterling's fingers intertwined with mine. "You want my cum, Shannon?" His words were almost a growl.

I knew from past experience that it turned him on to hear me beg for it, but this was the first time he would come inside me instead of on me. My pleas drove him into a frenzy. "Yes, fuck yes! Come in my ass! Empty your balls inside me!"

The men gasped at my filthy words, and they proved too much for Sterling to resist. His climax seemed to last much longer than usual as he granted my request and gave me every drop of his semen.

Before gently pulling out, he took the time to press his lips against my skin. I stayed where I was, continuing to tremble, and Sterling rubbed my back. "I'll let you all show yourselves out after you get dressed," he told his friends. "I'm going to stay here and tend to Shannon."

Each man thanked me for a lovely time. I offered a grin in return, then said, "Thanks for giving me a record number of orgasms."

Though I couldn't see them, I sensed their satisfaction, and I felt the pride of a job well done. Once Sterling and I were alone, he helped me sit up and then removed my blindfold. Blinking at him with bleary eyes, I found that his smile was as tender as his touch.

"How are you feeling?" he asked.

"Tender," I said. "I won't be seeing any other clients for several days. But that was the wildest, most intense sex I've ever had!"

His smile widened; unlike many men I slept with for money, he always strove to make sure I had a good time along with him. "After I've run you a bath," he told me, "I'll bring you a cold drink. I know you must be thirsty."

I didn't usually linger at a client's house following sex. Sensing my uncertainty, Sterling lifted an eyebrow. "You're in no shape to go home right now," he pointed out. "In fact, I think you should spend the night." I opened my mouth to speak, but he hurriedly added, "You can stay in one of the guest rooms; you don't have to sleep in here with me."

Though I was exhausted, I couldn't help but flash a wicked grin. "What if I want to sleep in here with you?"

Brushing damp strands of hair back from my face, Sterling again soothed me with his touch. "Then I'd be honored."

Published 
Written by Obsolete_Fox
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