Chapter 27: What Happens in Vegas...

Wednesday 2:17 pm

“How much do you think Ashlee will spend?” I asked as Chloe, Erin and I rode the elevator up to the room I would be staying in.

“Fuck if I know,” Erin said, leaning against the wall next to me as she tapped away at her phone. “I’ve always seen her with some of the most expensive shit. Her dad’s probably never told her no in her life.”

After landing, we were greeted by a limo Erin had arranged, which took us to our hotel - The Falls. According to Erin, the luxurious casino hotel experience was so sought-after that there was a waiting list.

Well, there was a waiting list for the loser millionaires, anyway. When one of the elite with three commas called, they jumped to the front of the line. She secured the best room in the house for our stay, and it only cost some oil tycoon from one of the Dakotas their Friday and Saturday night. At first, I felt bad, but Erin assured me the manager would take care of the man. She also said that he probably hunted seals and wasn’t that great of a person anyway.

Ashlee, Emily, Natashya, and I were shown around the casino while Erin handled lunch, and then we all sat down to a delicious spread of tapas. It was one of the best meals I had ever eaten apart from anything Joel had made during his short time as my temporary chef. As we ate, Ashlee, Emily, and Natashya animatedly discussed all the shopping available and made plans to get a closer look. I was invited, but after having a marathon round of sex with Helen and Bobbi the night before, sleeping four hours, and then joining the mile-high club on the way here with a hot tub threesome, I was tired. Fortunately, none of them seemed bothered by my opt-out, especially when I loaned them the two Johns for the afternoon. That left me with Erin, Chloe, Ray, and another agent I’d never seen before. It turned out his name was Jon. I made a mental note to ask Ray how he felt about not being a part of the J-club.

The plan was for the ladies to go shopping while I stayed at the hotel, where I planned on doing some doom scrolling, grabbing a little nap, and seeking out a massage. We agreed to meet in the lobby at six to do a little gambling and take some of the Vegas nightlife.

“Have you ever met Roger?” I asked, watching the number rapidly climb as we approached the top floor. The best rooms always seemed to be at the top.

“No,” Erin answered my question as the elevator doors opened. “I didn’t know Erin that well. I hadn’t met Helen until applying for this job.”

I removed my card from the reader as I led the way into yet another full-floor living space. This was much different than my apartment, however. A large, indoor pool took center stage in this common space surrounded by palm trees and luxurious-looking furniture. It even had a slide and a waterfall flowing down a rock wall built into one side of the pool.

The suite had two floors, unlike my apartment, which had three. The second had a large kitchen and dining area. The entire back wall of the apartment was transparent and showed a gorgeous view of Las Vegas. I couldn’t wait to see it at night.

“Jesus Christ,” I said.

From just behind me, Chloe gave an impressed whistle.

“I’ve stayed in some nice hotels,” Erin muttered, “but this...” She looked up at me and grinned. “I hit the jackpot with this job.”

“Yeah. We all hit the jackpot,” I responded, still taking in the room’s ridiculous level of luxury. We all stared in complete silence for several heartbeats.

“So, the manager gave me the layout of this place. Here, let me show you to your room,” Erin said and led the way down a spacious hallway on the right with tall ceilings. She stopped at the first door she reached and turned to look at me. This is it.”

“Cool,” I sighed as I ran my fingers through my hair. “I might take a little nap first.” I looked her up and down, “You interested in joining me?”

She gave me a smile slightly tainted with regret. “I would, but I have a conference call with Helen and Chandler soon. They’re doing an informal introduction with some of the more prominent members of the VistaVision board.”

“Do I need to be on that call?” I asked

She shook her head. “No. I’ll be working with them a lot, so they need to get to know me, and I’ll be setting up a formal intro for you when we get back. Hopefully, I can glean some useful information to prep you to meet them.”

“Oh,” I said a little disappointed. I wasn’t interested in napping alone when I had come with four ladies, and with Erin out, that left me with no other options since three of them were out shopping and I doubt Chloe wanted to spoon. “Okay, well I’ll just nap by myself then.”

Erin grinned at me, leaned in close, lifted herself on her toes, and pressed her lips to mine in a sweet kiss. “I promise,” she said once the kiss had ended, “I’ll make it up to you somehow.”

I grinned back down at her. “I’m gonna hold you to that.”

“Good,” she said. “Enjoy yourself.”

Something about how she said it struck me funny, and I furrowed my eyebrows. She simply winked, gave me another swift kiss on the cheek, and then headed back the way we came.

I glanced at Chloe, who was tracking Erin’s departure with a raised eyebrow. She looked back and gave me a questioning look.

I shrugged, opened the door, and gasped at a scaled-down version of the room we first encountered. It had a massive tub set into the ground with a large stone wall artfully broken away to make it look like part of a ruin. Fancy shower heads and nozzles decorated it, offering anyone countless ways to access warm water. It also had an upstairs with an open TV room overlooking the entire space. None of that was what made me gasp though.

Shea stood next to a massage table between the hot tub and the massive bed. She still wore the same uniform I’d met her in and was flashing me that dazzling smile. “Mr. Upton! Erin told me that you still wanted your massage, so she asked if I’d be willing to service you here since she said you had a few hours to kill.”

“I...”

So this was what Erin was implying. God bless that woman.

“Fuck yes,” I said.

I glanced behind me at Chloe. She pointed to her left and said, “I’m one room over.” She glanced inside and spied a door. “I’ll need to unlock that door to make sure I have access to your room.” I nodded and let her come in as I made my way over to Shea.

The flight attendant/masseuse gestured to a bathroom. “I’m going to wash my hands and get some hot water. If you would, go ahead and get undressed and get on the bed, and we can get started.”

She disappeared into the bathroom, shutting the door behind her. I glanced at Chloe who gave me a small, amused smile as she popped open the door. There was another door on the other side supposedly leading to her room. She shut it, leaving it cracked open, and then headed back toward the room’s front door, stopping in the doorway to look back at me.

“Enjoy yourself,” she said, repeating Erin’s words with a knowing smile. Then she shut the door behind her.

I slipped off my clothes and laid face down on the massage table, inserting my face in the face hole. About a minute later, the door opened and I heard Shea call out, “Are you ready?”

“Yep,” I called back.

I heard her approach, and a moment later I felt warm oil drizzle across my back. Then she proved her dainty hands were much stronger than they looked as she dug her fingers into my rhomboids. The effects were immediate, and I felt like I was going to melt into a puddle as every touch from her seemed to unravel years of tension. Holy shit! This was the best massage I’d ever experienced. Where had Erin found this woman?

“Oh god...” I groaned.

“Hmmm,” she hummed, “I’m glad you like it.”

We spent the next twenty minutes in silence as she worked, broken by occasional bits of dialog. She asked me where I was from, what I liked and didn’t like in a massage, what sort of relationship I had with the other ladies, and what I was doing in Nevada. Something about her tone, touch, and overall aura comforted and relaxed me, and I discovered that I could lower my guard around her in minutes. This woman made me feel safe - not in a ‘physical danger’ sort of way, but in a more existential, transcendent way. I answered all her questions without holding much back, and she accepted them with grace and dignity, following up with appropriate comments and further questions. It was one of the easiest conversations I’d ever had, and the moments not filled with talk felt completely relaxing. Not to mention the massage itself; aside from a burning sensation just under my neck quickly melting away under her touch and a brief, sharp pain near my hip that she soothed away, the massage was one of the best experiences of my life.

Her hands eventually left my body after giving my back, ass, neck legs, shoulders, and feet a rigorous massage. “Alright. Turn over and I’ll get your front,” she said.

I hesitated. She hadn’t placed a towel over my ass, so I wasn’t sure if I should expect a towel to be draped across my crotch. Still ... she’d asked me to turn over, and she was the expert.

I rolled over and received a shock.

Shea was as nude as me. She stood next to me with a towel in her hand, wiping her fingers clean of oil residue. Tossing it on the small table holding a bowl, she dipped her fingers in it, coating them in fresh oil. She seemed completely unphased by the half-hard dick laying flat on my stomach. She did give me an amused smile when she caught me glancing at her twice.

I couldn’t help it; I thought she was gorgeous before, but this was something else entirely. She was one of the shortest women I’d ever seen in the nude, standing at five feet tall. She had a flat stomach with subtle abdominal muscles emphasized by the fact that her body was coated in oil that emphasized every curve and muscle in her body. She wasn’t quite as slender as Erin, but she wasn’t far off from that, with a dancer’s build and tone that suggested she worked out religiously. C-cup breasts graced her chest, looking larger than they normally would on her petite frame. Her skin was nearly the shade of Erin’s, but her facial features were more exotic, heavily influenced by Pacific islander characteristics. Her thick mane of hair was a glossy brown with lighter highlights and hung about a third of the way down her back. Jesus Christ, she was beautiful.

“I’m glad you like what you see,” she said with a satisfied smile as she glanced down at my cock again. Sure enough, my half-hard cock was quickly growing to full hardness as I took her in.

We’d already lightly flirted a good bit, so I didn’t feel as comfortable with the situation as I would have ten minutes ago. Besides, she was just as naked as I was, and that had to mean something.

“I’d say I’m sorry, but that’d be a lie,” I said, smiling back at her.

“Oh, there’s no reason to be sorry,” she said as she maneuvered herself behind me. She placed her oil-slick hands on my shoulders and ran them down my chest, kneading my muscles as she bent over me, bringing her breasts dangerously close to my face. They were capped with brown, puffy nipples almost as long as the first joint of my pinky finger and thicker than typical. As they hung in front of me, I wanted to extend my tongue and taste them. I wondered if the oil would make them bitter.

“You’re sweeter than I anticipated,” Shea said, and for a second, I thought she was talking about my actual taste, and I wondered when she would have had the opportunity to find out. Then it hit me that she was probably talking about my personality.

“Worked for a lot of assholes?”

“You could say that,” she said. “She ran her hands back up to my shoulders and then down my arms, squeezing and working them. “Most of them would have taken advantage by now.”

Bobbi came to mind and I said, “I’m not as sweet as you might think.”

“Good,” she said softly, running both hands down the right side of my chest as she stepped around to the side of the massage table. “Too sweet is boring.”

She slid both hands down my arm to my hand, picking it up and massaging my palm for several moments before pulling it to her chest and pressing it directly against her right breast. I could feel that prominent nipple grinding into my skin like a soft pebble, and I gently dug my fingers into her soft tit flesh.

She returned her fingers to my chest and began massaging across it again as I reciprocated. My hand wandered, exploring more of her body and being encouraged by her silence. Being able to touch her body while she gave me an expert massage was even more enjoyable than simply receiving it.

“Did any of the ladies get this sort of treatment?” I finally asked, opening an eye to peek at her.

She laughed softly at that. “I’m afraid I don’t talk about what goes on between me and my clients.”

“Ah,” I said, “That makes sense. It wouldn’t have been unwelcome though?”

“I play on both sides of the fence if that’s what you’re asking.” Her left hand slid lower, across my stomach, and slipped between my lower abdomen and my cock so that it rested on the back of her hand. Her slick fingers slid out from under it, and then carefully traveled over it, tentatively rubbing my firm erection while her dark eyes watched my reaction.

I simply met her gaze and nodded. Her dainty fingers closed around my hard cock, barely able to get around it, and she began slowly working it up and down.

“Have you ever had a massage with a happy ending?” She asked.

I sighed and my hips began to roll in time with her strokes. “I’ve only ever had three professional massages in my life, and none of them have ever ended like this.”

She hummed softly. “Well, you should know most of them aren’t this thorough.”

“What do you mean?”

She pointed my cock straight in the air and slid her hand down to the base as she leaned forward and enveloped the top half of it between her generous lips. I let out a long groan as I felt her tongue run across the head and encircle it.

Oh. That’s what she meant.

Wednesday, 6:03 pm

I opened the door to my room to find Ashlee standing in front of the doorway wearing a black chiffon cocktail dress. It fit her like a glove and showed off her curves perfectly. The fabric cut high across her chest with a collar that went around her neck but there were no sleeves, leaving her shoulders bare. The fabric wrapped tight around her breasts, and a sash of the same color wrapped around her waist and knotted on one side. From there, the dress flared out into a flowy A-frame that displayed her bare legs from the knee down and ended with strappy black high heels that added an extra three inches to her 5’3” frame. She wore a simple gold bracelet on one wrist and simple gold hoop earrings. Her dark brown hair hung down her back just below her shoulders in luscious waves that she probably spent a long time on. Her makeup was minimal - just a hint of mascara to make her green eyes stand out, lipstick to give her lips a couple of shades of light crimson, and a bit of blush on her cheeks. She looked stunning.

“You look stunning,” I said in complete honesty.

Ashlee leaned against the doorframe and placed her head on it as she looked up at me with a pleased smile that displayed her cute dimples perfectly. “Why, thank you, sir.” She looked me up and down and said, “And you look dashing.”

It was nice of her to say, but there was no way I was worthy to be seen on the arm of this goddess. I wore a simple black suit and a crisp white shirt unbuttoned at the collar foregoing the tie. I looked like an NPC next to this main character.

“Are we ready?”

“Yeah,” I said and turned to head for the door joining with my bodyguard’s room, “Just let me check on Chloe.”

“She’s coming too?” Ashlee said. She didn’t sound put out, but she didn’t exactly sound enthusiastic about it either.

“She’s part of the deal,” I called over my shoulder. “Like dating someone with a cat.”

“Cats don’t go gambling and clubbing with their owners.”

“This one does,” I said. I reached the door. It had been cracked since we’d arrived, so I opened it without much thought. “Hey, Chloe. I think we’re-”

I paused, once again speechless at what I saw. Chloe was standing with her back turned to me in front of a full-length mirror putting the final touches on her hair - half of her hair was up in a fountain ponytail, elegantly spilling around her head as the rest hung loose around her shoulders and spilled down her back.

She wore a red metallic knit dress that shimmered in the room’s lamplight. The back draped low, showing a generous expanse of bare back; it was the most I’d ever seen of Chloe. The freckles that lavished her nose and cheeks were even more plentiful across her back, making her complexion look darker than it was.

My suspicions about her being fit were confirmed. Chloe was jacked. It wasn’t a freakish amount of muscle, but as she finished her hair, I saw well-toned muscles ripple, and her bare arms and shoulders displayed more muscle than I’d ever seen on a woman. She wasn’t about to grace the cover of a bodybuilder magazine, but I wouldn’t be surprised if she could hold her own in an arm wrestling match with most of the men I worked with at Marduke.

In the mirror, I could see the front of her dress, which draped in a gathering of loose fabric that hung low, showing more cleavage than I would have ever imagined my bodyguard would be comfortable with. Her dress stopped just above her knees, but there was a slit up one side that stopped two-thirds of the way up her thigh. She also had strappy heels nearly the same shade of red as the dress, which added a few more inches to her height, making her around 5’8”. She wasn’t wearing any jewelry, but that hardly mattered. She was breathtaking. In this moment, this tough woman with a cool exterior and a more toned body than most of the men I knew was very much a woman

My eyes traveled up her body and were seized by her gaze as she stared at me in the mirror, catching me checking her out.

“Your cat’s almost ready,” she said. “Two minutes.”

I nodded and ducked out the door, afraid to even say anything. Goddamn ... I couldn’t decide who was going to get more attention.

“She’ll be ready in two minutes,” I said, hiking my thumb back over my shoulder. I wasn’t about to let Ashlee see my reaction to Chloe; her jealousy had already latched onto Erin even though Erin had made it clear she wasn’t interested in being a girlfriend. I had a feeling there was pre-Marcus history playing a role there.

Ashlee was going through my room’s minibar and wasn’t paying attention anyway. She stood up and sauntered back toward me. “So does Chloe go everywhere with you now?”

“Yep,” I said as I led her out of the room. “Like I said, after that incident yesterday. Either she’s with me or at least one of the Johns.”

“Johns?” she asked.

“Male security. So far, all their names have been John.”

“Is that a joke?”

“Well, one of them is named Ray, but I think he’s just a glitch in the matrix.” I looked down at her. “What are the names of the security guys you met?”

Ashlee blinked. “I don’t know that I’ve ever known the names of the people working security.”

That tracked. Ashlee seemed like the type of person who wouldn’t know the name of the help.

“Well, at least one person from the team is with me at all times. Chloe’s keeping me on a very short leash.”

“Kinky,” Erin said, and we looked up to see my assistant standing next to the elevators with Shea and two members of my security team. John and Ray wore their signature three-piece suits with white shirts and black pants. The ladies, however, were resplendent.

Erin wore a dress similar to Chloe’s; it differed in that the fabric covered her chest to her neck similar to Ashlee’s, and while it was made of the same shimmery material, her’s was gold. Again, gold matched her bonze skin fantastically. The dress hugged her gravity-defying breasts and subtle curves on the way down. The hemline stopped mid-thigh, showing off her slender legs beautifully. She wore black high heels that matched the black fingernail polish she wore, the black tattoo that snaked around her arm and one shoulder, heavy black mascara and eyeliner, and dark lipstick. She gave me a huge grin as we approached, and it was all I could do to not grin back at her like a love-struck schoolboy with Ashlee at my side.

Why had I brought her again?

Shea was gorgeous in a cheongsam. The silk dress hugged the curves of the tiny woman appealingly in turquoise silk with a flower pattern that buttoned up to her neck. Quarter sleeves meant she was the only one without bare shoulders, and her hair was piled up on her head in a loose bun that allowed several whisps of brown hair to fall around her face. The hem of her dress was nearly as high as Erin’s, showing off her incredibly toned legs, and her tiny feet were in matching turquoise kitten heels that only added two inches to her five-foot frame. A pair of jade earrings dangled from her ears that complimented the outfit.

While she was naked an on top of me, I invited Shea to accompany us tonight, assuming that, since I already had five women with me, a sixth wouldn’t hurt. I hated the idea of her staying in while the rest of us had fun together. She accepted with a kiss before riding me to completion.

I glanced down at Ashlee and saw a small frown as she stared at Erin.