Chapter 3

Author’s Note: This story is a collaboration with my friend and editor, Harvey. We both contributed equally to its content and we hope you enjoy it. Additionally we’d like to thank Jim (Mojavejoe420) for his contributions to this chapter.

I absentmindedly thumbed through my notes for my Law, Politics, and Justice class while my coffee was going cold. I had an 11:00 am class and the professor was notorious for giving pop quizzes on Mondays. Regardless, I knew the material inside and out, and I felt confident that my wandering mind wouldn’t lead to a bad score if she chose to surprise us in a couple of hours.

My mind went back to last weekend and my intense evening with Brian. I was initially terrified to learn that my father’s best friend had requested me for the evening. Thankfully, none of my worst fears were realized, and it had turned out to be one of the best evenings of my life. I loved how he took charge of me and how well he compensated me for pleasing him. He’d left a stellar review on my bio page that I was certain would lead to other high-paying job requests. Dana had also sent me a congratulatory text and told me she was ecstatic over my ability to please one of her most demanding clients. All told, it had been a wonderful weekend.

Breaking me out of my reverie, I heard the toilet flush and realized that my roommate, Lexi, must be awake. I’d hoped she’d spent the evening with her boyfriend in his dorm room, but she must have come in last night after I’d gone to bed. I made it a special point to try to avoid her the majority of the time, but unfortunately there was no way of getting away from her this morning.

“You’d better have saved me some of that coffee,” she said after she let out a loud yawn while walking into our small kitchen.

“I just made a fresh pot especially for you,” I said in a syrupy-sweet voice that I hoped would hide at least some of my disdain.

After pouring a cup of coffee she sat down at the kitchen table beside me. “The rent’s due today; do you have your check?”

“Yes, it’s on the counter.”

She made a point of looking over so she could visually verify that I wasn’t lying to her. “Oh, I ... ummm ... didn’t see it over there.”

“That’s okay, no big deal.”

There were a few seconds of uncomfortable silence while we sipped our coffee and it gave me time to ponder our relationship. We’d been roommates in the dorm during our first two years of college, and during that time we were inseparable. Everything was going so well we’d agreed to move out of the dorm and get a small two-bedroom apartment together. At that time, my father still had his job and was able to send me money every month. But now, with my new job, I’d quickly realized that either I had to be honest and tell her I was being paid to see men on the weekends or else change my living arrangements so I’d have more privacy and not have to lie to her.

“So where were you Saturday night? You missed a really great party,” she said.

“I ... ummm ... something came up and I wasn’t able to make it, I’m sorry.”

“You seem to be really busy on the weekends now, and you used to be such a homebody.”

There was just a slight bit of condescension in her voice, something that wasn’t lost on me. “I’m just taking your advice and trying to get out more.”

“So what have you been up to? C’mon, girl, spill the beans.”

I was in no way ready to tell anyone about my new weekend job, much less my nosy roommate. Time for a lie ... a big one. “I met a guy in my Congress class; we’ve been going out on the weekends.”

“You’ll have to bring him around, I’d love to meet him sometime.”

“Yeah ... ummm ... maybe I can do that.” I took another sip of my coffee, which drained the mug. “I better get going, I’m going to hit the gym before I go to my Law class.”

“Oh, okay ... I’ll see you tonight, then.”

“I ... ummm ... I also need to let you know that when our lease is up at the end of the school year I’m going to be looking for a place of my own.”

Her jaw dropped in utter shock. “I thought you told me that your father lost his job; how will you be able to afford a place by yourself?”

“Things have been looking up. I’ll be okay, talk to you tonight.” I quickly grabbed my gym bag and hustled out the door. I knew I’d be busy evading her further questions when I got home that evening. I’d already accepted another date for Friday night and I had three other requests that I had to review and either accept or deny. During my interview Dana had promised that if I did a good job and got good reviews she’d keep me busy with all the work I could handle and she was true to her word. I was already looking forward to my date, and the weekend couldn’t come fast enough.

I pulled into the valet station at Caesars Palace and parked in the back. I replaced my Sketcher sneakers with a pair of black four-inch Prada stilettos. I felt comfortable walking in those; walking in anything higher was a little tougher. Plus, four inches seemed sexy while taller heels began to feel too slutty to wear in public. I’d chosen to wear a black Venus ruffle-front mini-dress. The sexy little frock was sleeveless, and it featured a V-neck keyhole and flowing ruffles that extended down the front of the dress. It was just elegant enough to get a little attention without coming across as slutty.

After I checked my makeup and hair in the rearview mirror I got out of my car and waited on the valet attendant. When he arrived he gave me a funny look, which I assumed was because of the contrast of a hot girl getting out of a six-year-old, beat-up Honda Civic.

I pulled out my phone and rechecked my messages at the company website; our clients could contact us that way so we didn’t have to give out our phone numbers. It was a good way to find out exactly where they were seated, for instance, or if they were running late.

There was a message from Edward: Elisa, I’m at the Montecristo Cigar Bar, the round bar. I’ll spot you.

“Where’s the cigar lounge?” I asked the valet kid. I tipped him a twenty as I took my ticket from him.

“Right through those doors about fifty feet and turn right. You can’t miss it.” He smiled at me and gave me a wink. “You have yourself a good night, beautiful.”

I shot him a little smile and walked into the hotel entrance, then found the place and stepped inside.

The lounge was very elegantly appointed and accented mostly in browns. The walls were painted brown and accented with dark bricks, which gave the space a very rustic, bucolic feel. Most of the chairs were upholstered with brown leather and there were about a dozen older gentlemen smoking cigars and nursing their drinks. Frank Sinatra was playing softly in the background, which gave the bar an Old Vegas feel that I immediately loved.

I slowly walked towards the round bar and scanned over the room and a man stood up from one of the tables and raised his hand. “It’s Elisa, right?” he said softly. He was a tall man with a slim build, maybe 6’4” with wavy salt-and-pepper hair that was styled in a classic business-type look. I estimated that he was in his middle forties and was quite handsome for an older man.

“Yes.” I approached him and slid effortlessly into his arms; we exchanged a little hug and he gave me a peck on the cheek.

“I have to say, your pictures don’t do you justice,” he said smoothly.

“Thank you so much.” He pointed at the other seat at his table and I sat down next to him.

“What can I get you to drink?” he asked.

“I’d like a Cosmopolitan.”

He flagged over the pretty server, who took our drink order, and then his attention focused on me.

“You haven’t been working for Dana long, correct?”

“No, not very long,” I said shyly.

“Maybe I shouldn’t admit this, but I always keep my eye out for her new talent, and you’ve already received some very favorable reviews.”

I wasn’t sure how to react to his comment, but I thought a flirty response might serve me well and build a little rapport. “Maybe I shouldn’t admit this, but I’ve had some great experiences, and I do enjoy working for her.”

“There seems to be a big difference between the girls who are doing it just for the money and the girls who genuinely enjoy it.”

Just as I was about to respond, the server brought our drinks and set them on the table. She flashed him a radiant smile and even brushed the tips of her perfectly manicured fingers along his arm, no doubt in hopes of getting a good tip. “Just let me know when you’re ready for another round,” she purred sexily.

“Thank you,” he said in a low tone. Once she headed back to the bar, his attention once again focused on me.

“I can’t lie, the money is nice and it’s helping me pay my expenses and afford school, but I do enjoy going out on dates and meeting new people.”

“What do you enjoy most about going out on your dates?”

I wasn’t really sure where he was taking this line of questioning or how I should answer him. Was he expecting me to be evading and coy or did he expect a more overt type of answer? Regardless, I could tell that he was comfortable with me and we were quickly building rapport, just like Dana wanted, and he seemed to be a very direct person who was asking me a very pointed question. I decided to respond directly and honestly.

“I love meeting new people and having experiences that I otherwise wouldn’t have, but to be honest it’s very arousing to read a man’s profile on Dana’s site and agree to meet him knowing that the evening will lead to sex.”

His eyes widened. “You’re very outgoing and confident, I really like that, but let me ask you frankly, have all of your experiences so far been positive?”

I thought for a moment before answering. “Some of my dates have been better than others. But as my reviews can attest, all of my clients have been satisfied with the ... ummm... services I’ve provided.”

He chuckled. “I know Dana insists on discretion and I’m not asking for names, but what makes a date less successful to you?”

I’d never met anyone who was so inquisitive and so interested in my past dates. It almost felt like I was in front of Dana again and she was conducting my initial interview. I couldn’t help but think that this line of questioning was leading somewhere and I hoped in time he’d make his intentions clear to me.

“I was with a client who was older, probably twice your age, and he had difficulties rising to the occasion, if you know what I mean. He was a little more work than some of my other clients, but he enjoyed his evening with me and asked to see me again.”

“After reading your profile and the list of services you’re willing to provide, I can see why you’re highly sought after, but what makes a date good for you?”

Again, another tough question. His inquisitiveness seemingly knew no bounds and it took me several seconds to formulate my response.

“I like it when a man gets inside my head and makes me want to please him. Playing with my mind is the easiest way to unlock my body.”

He was stirring in his seat now, and although I couldn’t see it I was fairly certain my response to his last question caused an uncomfortable situation in the front of his pants.

“Would you like another drink, or perhaps we could raid the mini-bar if you’re ready to go up to my room.”

“I’d love to see your room,” I said shyly.

He escorted me out of the bar and we walked to a large bank of elevators. It was a quick ride up to the 22nd floor. Subtly, he kept the palm of his hand on the small of my back. It was a delicious feeling, one I was growing used to.

We entered his room, the Octavious mini-suite, which featured a king-size bed and a small sitting area against the far wall. The walls were painted an off-white with a light brown accent wall across from the bed. I stayed close to him on the walk and during the elevator ride. He smelled good and felt strong, and my pussy began to respond appropriately.

He sat down on the sofa, which left me standing in front of him. “Will you dance for me?” he asked huskily.

I’d always loved clubbing and I was a good dancer. However, I’d never attempted to do a striptease-type dance like those I’d watched when I was nineteen and my then-boyfriend took me to a strip club. Regardless, it was what he wanted and I knew I should try to please him.

“I’d love to dance for you,” I said demurely.

I pulled my phone out of my purse, hit a few buttons, and smooth jazz music began to sensually echo off the walls of the room. I closed my eyes and swayed my hips to the sound of a saxophone that gently played over a slow back-beat. Languidly, I reached behind my back and slowly worked the zipper of my little dress southward. As my hips sexily swayed to the beat, I stepped out of the little dress and held it securely against my torso, denying him the view that I was sure he was intent on seeing.

I turned slowly, facing away from him, and lazily swayed my hips from side to side in time with the beat. Under the little dress I wore a matching black lace bra and thong. I spent the next minute or so undulating my hips and bottom back and forth in time to the music. I turned again, facing him, and our eyes met.

I broke into a little smile and wordlessly let my dress fall to the floor. “You have a beautiful body, Elisa,” he said in a low, throaty tone.

“I’m glad you like it,” I replied softly. “What would you like to do with it?”

“I’d like to expose more of it. Come over here.”

I liked that he was taking charge and I walked slowly towards him with runway movements that made my hips sway. He extended his leg and gave his thigh a little pat.

Slowly, I reached behind my back and unhooked my bra, exposing my breasts to him. His eyes were immediately fixed on them. “Oh, God, they’re perfect.”

I opened my legs, straddled his thigh, then leaned forward, and our mouths hungrily met. His hands moved down to my ass and he began to slowly move me back and forth while our tongues danced in each other’s mouths.

“Your pussy is so hot and wet, I can feel the heat,” he moaned into my mouth.

When I looked down, I saw that my secretions had begun to soil his trousers. “Do you like how wet you make me?” I purred into his ear.

“I love it,” he groaned.

I leaned forward and pressed one of my erect nipples into his open mouth, and he began to greedily suck. I let out a low, deep moan and I felt his hand move to my stomach and begin to travel south. The tips of his fingers slid into my thong and he gently began to rub.

“I just knew I wouldn’t find any hair down there.” Our lips fused together again in another white-hot passionate kiss.

His fingers deftly moved underneath the elastic band of my thong and he worked it down my long tanned thighs. I helped him get it over my heels and he threw it onto the floor. “I want to feel your mouth on me, Elisa.”

He opened his legs and I moved down between them. He unbuttoned his shirt while I loosened his belt. Once his shirt was off, he lifted his ass up and I sensually slid his trousers and boxers down his thighs and removed them. Instinctively, my eyes traveled between his legs and I didn’t make an attempt to hide the shocked look on my face. His member was extremely impressive; I guessed it to be about eight inches long and it was incredibly thick. He had a large mushroom-shaped head that was dripping pre-cum. I’d never seen one this big, aside from watching porn with my ex-boyfriend.

I looked up from between his legs and our eyes met. “Do you find me ... ummm ... adequate?” he quipped.

“And then some.” I giggled.

“Is it a problem?”

“I guess we’ll find out together, won’t we?”

A big smile broke over his face. “Yes, we will.”

I extended my tongue and swirled the tip over his head and collected some of the seeping fluid. He let out a low, deep groan when I took the head into my mouth and gave it a couple of quick sucks. It was a tight fit. He was obviously enjoying himself, and like I’d done with my other previous dates I wanted to stroke his ego.

“I love how you taste.”

His eyes were tightly closed. “Please ... don’t stop ... keep going,” he pleaded.

My inner Goddess smiled. He’s right where I want him. I extended my tongue again and ran the tip down the underside of his cock, feeling the blood-engorged veins. I inhaled deeply, smelling that manly, musky scent. His testicles seemed to be almost the size of small plums and he let out a deep, guttural moan when I took one of his balls in my mouth and rolled it around on my tongue.

I switched to his other ball, washed it lovingly with my wet tongue, then released it and went back to the head of his cock. I looked up at him, waited until he opened his eyes, and licked my lips in as sexy a way as I could. Then I put my hands behind my back and took the head and a couple of inches of his cock into my mouth. I swirled my tongue around it and then took more until it was pressing against the top of my throat. I bobbed up and down a couple of times, still looking up into his eyes, and then I relaxed my throat muscles and let the head of his cock slide down into it.

His eyes widened in surprise; despite what he’d specified for our date he must have wondered whether he was too big for me to handle. I pushed forward until my nose was buried in his pubic hair and he let out an explosive gasp.

“Jesus, Elisa, you’re the first woman to ever be able to do that for me.”

I backed off of him and whispered, “I’m glad I could please you.” I went back down on him and held him in my throat for several seconds. For the next minute or so I plunged him deep into my mouth and throat over and over. His breathing became shallow and ragged and I backed off when I felt the twitch of his cock that told me he was about to release. I wasn’t sure whether he’d want to finish in my mouth or inside me, but he was the client and I wanted to give him the choice.

“Would you like to come in my mouth?” I asked demurely.

“Yes, in your mouth,” he said between deep gasps of breath.

I plunged him deep in my throat after ensuring my mouth was warm and wet. My saliva was dripping down the length of his member and a pool of it was collecting on his balls. He was taking short little sips of breath and I knew he was getting close again.

“Yeah, just a little more ... I’m there ... I’m there...”

I had him so deep in my throat I didn’t even taste the first heavy spurt. I moved back several inches so only the head was inside and my mouth began filling up with his semen as his thick, powerful splashes landed on my tongue. After he finished spurting I gave him several seconds to settle back down and catch his breath. Once he recovered, our eyes met and I opened my mouth, showing him his semen. I gently rubbed his thigh, took a little breath, and swallowed.

“You’re amazing, I really like being with you.”