Sultry Tales 02 - Katie's Consequence
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"Anything? That's very generous of you Katie," he added with a tone of sarcasm. "Do you mean it? Without limits?"
"Yes," I answered. Cold chills shivered through my body. What choice did I have? How do I get myself into these situations? I had no one to blame but myself.
It all started the night before with my friend Ashley's three words: "I dare you." She said them as we were dancing together at our mutual friend Jake's wedding. The reception was continuing late into the night, and with it the number of drinks we each had. We were both blissfully drunk and enjoying the party. We had the whole weekend ahead with nothing to lose. Or so I thought. I was wearing a red dress with small white tropical flowers. The thin shoulder straps led to a ruffled bodice that showed just enough cleavage on my slender 5'10" body, over 6'0" in my sexy heels. The dress fell to just above my knees, highlighting my fit body, tan skin and legs. My curly blonde hair cascaded over my shoulders, framing my sparkling blue eyes and smile that I'm told lights up a room. Ashley wore a black sexy dress with two spaghetti straps over each shoulder that crisscrossed her tan back, and offered a generous view of her tits. Ashley's straight blonde hair also fell past her shoulders. Her dress showed off her fit athletic 5'5" frame. I've always loved her contagious smile and laugh.
Her playful dare was for me to get the guy sitting at the bar to kiss me. I scoffed. "I could not only get him to kiss me, I could fuck him if I want."
Before I knew it, her dare turned into a friendly wager of $200 to prove my claim. I turned my attention to the guy at the bar. After some small talk, I learned his name was Cliff. He wondered if we had met before; I was sure I would have remembered a handsome rugged face like his. After some dancing, I invited myself over to his place to cash in on his body and the bonus $200 prize money from Ashley. The sex was nonstop and lasted until morning. To his surprise, I asked Cliff if I could get a picture of us in bed. When he asked why, I confessed it was to offer proof to Ashley for our bet.
After some sleep and steamy shower sex, Cliff fixed me breakfast. As we ate, he said he remembered where he had seen me before. He knew I worked as the transaction coordinator at his mortgage company. He had his mortgage there and was good friends with the CEO, Bob. Cliff knew the company had a strict policy against employees dating customers. Ethics violations in the mortgage industry had taken many companies down. Our CEO easily fired employees for minor infractions that jeopardized even the appearance of ethics compromises, let alone major ones like all-night wild sex with a customer.
It was Cliff's turn to cash in. I had used him for my pleasure and personal gain to win my bet with Ashley. Now Cliff turned the tables. He gave me the choice of either offering my willing and complete submission to him without limits or have him share the graphic pictures and video with Bob. I realized I put myself in this situation.
Truthfully, something in me was stirred by his ultimatum. The sex with Cliff the night before was amazing. My body still buzzed from waves of euphoria that crashed over me again and again since being there. My naughty depraved side became curious. I looked at him across the table. He was gorgeous, smart and mysterious. What would it be like to surrender to his control? Not that I had a choice.
"Yes," I repeated. "I mean it. I will do whatever you say, without limits."
Cliff smiled. "I don't need your lips to try to convince my head up here," he said pointing to his head. "I need them to convince the head that matters," he said with a glance down to his lap.
I smiled as I stood and moved around the table. He turned his chair, opening his body to me. His cock was already rock hard, pushing against his athletic shorts. I stepped between his legs and pressed my leg against him. His hands moved across my body, one on my pussy, the other under the t-shirt of his I was borrowing. I pulled the t-shirt off over my head and threw it across the room, showing my willing submission to him. I moaned as his hands had their way across my naked 5'10" slender physique. My already-soaked pussy betrayed the undeniable arousal I felt offering myself to him. My nipples grew firm before his eyes. My fingernails raked his bare skin.
I knelt down between his legs and captured his cock with my teeth through his nylon athletic shorts. Cliff moaned with pleasure. I toyed with his cock through his shorts before freeing it using the broad leg opening. His thick eight and a half inches towered. His large red bulbous head was moistened already with precum.
"Mmmm, now this is the breakfast I really want," I said. I sucked his balls into my mouth and massaged them using my lips and tongue. Cliff leaned back in his chair. I looked up at him before moving my tongue the long distance from the base of his cock to the tip. When I reached the top, I immediately sucked his sensitive head into between my lips before devouring the entire length of his cock into my mouth.
"Oh fuck!" he said as his body involuntarily arched in the chair. The heals of his feet tried desperately to gain traction on the floor to hold himself steady.
I looked up at him with wide eyes, locking onto his. He looked back with a knowing smile. He already had an idea of what I was capable of, but knew it was only the beginning. He would have been right to wonder if my complete willing submission to him could lead to his undoing. He was about to discover he had never met anyone like me.
I reached around and anchored my nails into has ass as my mouth began to fuck his cock. Muffled gurgling got louder as his thick head bounced off the back of my throat. My mouth filled with sloppy saliva, lubricating his shaft with each thrust.
"Oh shit! Harder you slut!"
I responded dutifully.
"You are a fuckin' whore, aren't you? You filthy cock sucker." He knew from the night before that the filthier he talked, the more intense my arousal and determination to please became.
I squeezed his balls and could feel his cock getting close. Right when he was on the edge of climax, I pulled off, leaving him to squirm in his chair.
"Don't stop you filthy slut. Don't you dare stop."
I looked up at him as I offered a sexy smile. My tongue began to lick the base of his head like I knew would bring him to a volcanic climax. His ass squirmed in the chair as the climax grew again.
"Oh fuck!" he yelled.
I relished the reality that while I might be his little sex slave, he was putty in my hands.
"Oh fuck! Oh god! Oh fuck!" he yelled as his ass bucked. I masterfully held his climax on edge until his body could take it no more. I then sucked his head into my lips before lowering my head down the entire length of his thick pulsating cock. My ascent back up brought the first eruption of thick hot cum, filling my mouth. I gagged, but continued to devour him, draining every drop from him. Globs of cum spilled from my red lips onto my chest.
The taste of his cum and feel of his release intensified my own arousal. I quickly stood, taking his still semi-hard cock in my long fingers. I straddled his lap and lowered my soaked pussy onto him. Cliff gasped as he dropped his head back in sheer ecstasy. I slowly began to ride him, pleasuring my clit with one hand while running my fingers through his hair with the other. I pulled his lips toward mine and kissed him, allowing him to taste the delicacy of his own cum that still coated my mouth and tongue.
I moaned as I felt his cock harden again inside of me.
"Oh god yes! Harder you filthy bitch."
I did as I was told. My entire body suddenly quaked as the climax slammed my body. I screamed, as my ass pounded him harder and my head dropped back.
"Oh fuck!" Cliff yelled, as an aftershock orgasm ripped through his body. His ass bucked wildly as my pussy drained him again. We collapsed in each other's arms.
"Fuck that was good," I said, my body buzzing uncontrollably.
"Only the beginning," Cliff said.
"Really?" I said playfully, as if surprised.
"Yes. Time for you to go."
"How do I get home?"
"That's up to you," he answered nonchalantly. "Walk, get an Uber, I don't care."
I looked at him a little surprised. Was I really just a plaything he was using?
"What I do know is that you'll show up in the bar at the Four Seasons downtown at 7:30 tonight wearing something classy, revealing and sexy. I want you in tall heels and no underwear. I want you to dress like stylish escort."
"Why?" I asked.
"Because you offered yourself to use however I want," he answered. "When you show up, your task will be to prove what a slut you really are. It may not be easy or even pleasant, but seeing the way you fucked me last night, you will probably enjoy it."
"Will it be just us?"
Cliff smiled deviously. "Let's just say our time together so far was just a warm up. When you get there, it won't matter if it is just me or an entire fuckin' army. You will show up ready to please anyone and everyone I send your way..."
"I'll be there," I said.
The Uber driver pulled up outside. I hurriedly threw my red dress on, grabbed my shoes and purse before darting out barefooted. I got in the car realizing I looked and smelled like I had just rolled out of bed after having sex all night. The driver appeared to be in his early 20s. He smiled as he studied me through his rearview mirror. His smirk said everything. I didn't doubt his cock was already getting hard as he enjoyed the view of my almost naked body. I could also tell he hoped for a non-cash tip. I offered one-word answers to his attempts at small talk, doing my best to not lead him on. For all I could tell, he was stroking himself as he drove in the direction of my condo. He dropped me off ten minutes later and was thanked only by the app notifying him of a usual tip.
I spent the afternoon wondering what Cliff had planned for the night. Truthfully, my nervousness was laced with excitement. He was a handsome almost-complete stranger I had known less than 24 hours. Most of those hours were spent ravaging each other in bed. Now I was to show up at the Four Seasons in a few hours ready for almost anything while wearing almost nothing. I wanted to take a nap, but the suspense prevented it. How did I get myself in this situation?
I called Ashley to let her know I was seeing Cliff again that night. I didn't share all the details of our new arrangement, but did share that the hours of non-stop sex with him were incredible. She was happy for me and used Venmo to send me my winnings, with her complements on the pics and video. She also let me know she returned my car to my carport from the wedding, with my fob under the backseat doormat. I told her I would give her a full report tomorrow of my night with him.
"By the way, you're welcome," she said.
"For what?" I asked.
"For betting your ass into a great fuck."
"Uh, thanks," I said. Ashley had no way to know yet what betting my ass was going to cost me.
I looked through my closet for what I would wear to fulfill my obligation. There was a short multi-colored blue dress that exposed the sides of my tits. There was a sexy white blouse that tied in front that I could wear with a short skirt. Then I saw it. My short sparkly gold sexy dress that dropped low in front to show off my cleavage, but barely covered my ass. It was so short, I wore it out on New Year's Eve with black leggings. The leggings would not be allowed tonight. I ate a small dinner, showered and started putting on my make-up. "If he wants a classy escort," I thought to myself, "that's what he'll get." After finishing my hooker-makeup, I stepped into the dress and put on my matching 4-inch heels, raising my height to well-over 6 feet tall. I looked admiringly into the mirror and felt my body begin to respond to the assignment of the night. I was still a little sore from the night with Cliff. Somehow, I knew it was nothing like I would feel at the end of the night to come.
I decided to show up a half hour early to make sure I was on time, but also to assess the place. I left my car with the hotel valet and walked through the doors at 7:00 pm. I made my way to the bar, enjoying the generous looks I got from the doorman and others inside. I glanced around the room but didn't see Cliff.
I walked to the bar and ordered a Long Island, hoping it would calm my nerves.
"Buy you a drink?" The high squeaky voice came from behind me.
I turned, hoping it was someone with Cliff. Instead, it was a lone guy who looked to be in his early 50s, about 5'8", six inches shorter than I was in my heels. He had to be close to 275 pounds, if not more. He looked like a big ball of sweaty flesh. He was disheveled despite his expensive tent of a dress shirt and pants. The smell of his body order whiffed past me.
"Oh, thank you," I answered politely. "I just ordered one."
There was an awkward silence, where he just stared at me with a look of lust mixed with awkward confusion. Then it dawned on me that this might be someone Cliff sent to meet me.
"Oh wait, did Cliff send you?" I asked, cringing at the thought. The wheels in my mind were spinning. Why else would this guy even think he has a chance with me? Would Cliff do that to me? He said it might be unpleasant. I pleaded with the whatever sex gods might be out there that this guy would just decide to walk away, whether Cliff sent him or not.
"Uh, um," he stammered. He lowered his head, then suddenly lifted it again. His eyes were bright. "Yes. Cliff sent me."
"Really?" I asked. "Cliff sent you?"
"Yes," he answered, this time more confidently.
"Shit," I thought to myself.
"My name is Tom," he said without skipping a beat. He put his hand out to shake mine.
"Katie," I answered, as I hesitantly shook his hand. His hand was moist. I winced.
"Yes, I know." Tom said. "Cliff told me."
Damn, I thought to myself. Cliff did send him. My drink came and I took a big swallow.
Tom smiled gawkily and stared. "Want to go up to my room?"
"Do I have a choice?" I asked myself, not daring to voice my question out loud. If Cliff sent him, there was no choice. "I was hoping you'd ask," I lied with a smile.
Tom paid for my drink as I finished it, hoping it would work quickly to melt my inhibitions.
Tom and I stepped into the elevator alone. The ride up seemed to take forever. Tom smiled again awkwardly as if he had just won the lottery. He grabbed my ass. Tom opened the door to his suite and invited me in, looking in both directions down wide hallway before closing and locking the door behind us. We both stood clumsily at the foot of his bed. Tom leaned forward and tried to kiss me. I offered a small peck. His small thick hands immediately reached up. One hand groped my tits while the other reached under my short dress to grab my ass.
"Take my shirt off," he ordered.
I dutifully unbuttoned the front of his shirt. The release of each button exposed more of his pale flabby sweaty body. I tried to peel it off, but the size and moisture of his body gripped the polyester shirt, making it difficult. Tom pulled his shirt off and threw it on the floor.
"My pants," he ordered.
I reached down under the layer of fat that hung over the top of his pants. I unbuckled his belt, unbuttoned his pants and lowered the zipper. I leaned down and yanked as hard as I could to bring his pants and white briefs down the floor. His small four-inch hard cock tried vainly to reach past the layers of fat above it.
I looked up at him.
Tom reached down and pulled my dress off my body, revealing my fit naked body. "Suck it," he ordered in a monotoned voice.
I leaned forward and wrapped my red-painted lips around his tiny cock.
Tom moaned. "Oh god!"
I moved my head, easily sucking his length into my warm moist mouth.
"Oh shit!" he yelled.
I squeezed his balls. His knees buckled. My masterful lips and tongue stroked him mercilessly.
"Oh fuck!" he yelled.
I felt his tiny cock already begin to swell as if ready to cum. His breathing quickened. His face turned redder, sweat dripped from his forehead. "Is he going to cum already?" I wondered. Figures. The thought disgusted me, but also gave my hope I could finish him quickly.
Tom's knees buckled more. "Oh fuck yes!" His high voice squealed like a banshee.
I pulled my mouth off just as the first shot of cum launched from his tiny cock, painting a ribbon onto my naked chest. Tom panted breathlessly as my hand reached up and stroked his cock, draining him. He fell back onto the bed. The bed shook from the force of his weight. I followed him, pumping his cock dutifully. Tom squirmed on the bed. My strokes turned to post-orgasm torture. He tried to move away, but his size made it difficult for him to escape.
"Oh stop, please stop," he begged.
I smiled back. "I always finish what I start," I said. "Want to make sure you're satisfied."
"Oh god, please stop," he begged.
I relented and stood up. I walked into the bathroom and washed the drizzles of his cum off of me.
Tom was still moaning on the bed. I wondered how long it had been since hands other than his had stoked his cock. "I hope you'll tell Cliff you are pleased with our time together."
"Cliff?" he asked. Tom laughed.
"Fuck," I said. "Cliff didn't send you?"
"Sure he did."
I looked at the clock on the nightstand next to the bed. 7:35.
"Oh shit!" I grabbed my dress, put it on and darted out the door. Had Cliff sent him? Was I played by Tom? As I left Tom's room and hurried down the hotel hallway, I had never felt more like a whore.
The elevator descended at a painfully slow speed. I pushed out of the doors and moved quickly to the bar. Cliff was at a table with two other men. He raised his hand to motion me over as if he had been waiting impatiently.
"Not a good start," he said without a greeting. "I require punctuality."
"I was with Tom," I said. "You..."
"Tom who?" Cliff interrupted.
"Damn," I said. "You didn't send him for me to fuck?"
"You already fucked someone? You're more of a slut than I thought," Cliff answered.
The two men watched and listened quietly. I could feel their eyes stripping me of my dress.
"This is Peter and this is Brandon."
"Nice to meet you gentlemen," I said, trying my best to regain my composure. I sat in the empty chair between the two men, and across from Cliff.
"We're finalizing a huge business deal tonight that I've been working on for more than a year. I suggested we celebrate, with you being the entertainment. They decided to make you part of the deal. Your performance tonight will either mean they sign the deal or walk away."
"Shit, is that true?" I asked.
"Yes, it is," Pete confirmed with a seriousness of a lucrative deal on the line.
I smiled nervously in response. Both men looked like they were in their mid-40s, dressed in expensive-looking shirts and slacks. Unlike Tom upstairs, they were average-looking but fit. Peter had blond hair and blue eyes, Brandon had black hair, brown eyes and a trimmed beard.
"I promised them that you won't disappoint." He turned his eyes to the two men. "There isn't anything this little slut won't do, the more depraved the better."
I did my best to hide the sudden nerves. Both men turned their eyes on me, studying my body. I felt them undressing me with their minds. I trembled at what they might want from me, but was also scared I might cause the deal to fall through. My thoughts were suddenly interrupted by the feel of a muscular hand on my right knee, slowly moving up the inside of my long bare leg. My first impulse was to close my legs together, especially because I was in public with these two strangers. I looked to my right and caught Brandon's eyes. I opened my leg further beneath the table, giving him permission. I knew it was on the beginning. How did I get myself in these situations?r"
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