Part Ii. Annie's Ordeal Begins

(Author's Note: All rights reserved. All sex is with adults. I know - another Las Vegas story. This one has a little bit different slant. It has five parts.)

It Started in Vegas

Part II. Annie's Ordeal Begins

Sunday

Annie

We arrived at Mac's penthouse suite a few minutes before noon.

Mac greeted us, "Come on in!"

"Well," he looked at me meaningfully. I started taking my clothes off, carefully folding them in a pile on the sofa. When I was finished, I turned to face the guys, holding my hands in front of my pubic area and with my arms covering my nipples. "There's no place to put my cell phone," I complained.

"You won't need your cell phone," Mac replied. "Just put it on the top of your stack of clothes. Johnny will bring it to you in a week when your contract runs out." Although he checked the contents of my overnight case, he found no problem with my makeup, birth control pills, hairbrush, and other essentials that I had packed in a small overnight case.

I could tell that Johnny was unhappy but there was nothing I could do. Mac seemed to be enjoying himself. Johnny didn't like me standing around nude, but we had crossed the threshold and now had to deal with it. It certainly was not easier for me than for Johnny. I knew I would be having sex with this guy many times over the next week. I had had sex with several guys before Johnny, but both extramarital sex and sex for pay were going to be new experiences for me. I just hoped it wouldn't be too unpleasant.

Mac took two straps of Benjamins from the sofa end table and handed them to Johnny, who stuffed one in each pants front pocket.

"I would take this cash direct to the Casino Bank and tell them more is coming," Mac advised.

Johnny nodded his acquiescence. He then gave Mac the routing number and account number for our bank account which Mac carefully took down in order to make the subsequent daily payments. Then, Mac retrieved my clothes and phone from the sofa and handed them to Johnny. He then opened the door for Johnny's exit. "See you in seven days," he told Johnny. And just like that I found myself nude and alone with a stranger. I wondered how long it would be before he was screwing me.

Mac went into the bedroom and got a short cover-up wrap and flip flops. "Put these on," he ordered. "We have a tight schedule. As we rode the elevator down, Mac continued talking, "I can't believe how good you looked with your clothes off. You looked great with your shorts and blouse on, but nude you look even better. I'm sure you know that most women look better with their clothes on."

"I never paid that much attention," I replied, "but where are we going?"

"Sorry," Mac replied. "Immediately we're going to the helipad. A helicopter is taking us to the airport. From there we're flying to Hawaii. I have a home on Kauai, and we'll probably spend most of the next week there."

What did I get myself into. Spending a week in a Las Vegas hotel with a perfect stranger was bad enough. Now we were crossing state lines. Two, at least. I had always wanted a Hawaiian vacation, not with this man, but with Johnny.

"You're not happy with this, are you?" Mac asked.

"I don't know why we have to go to Hawaii," I said.

"You know that I'm planning on having sex with you, right?" he asked.

"Of course," I replied. "I knew you wanted more than my smile."

"Yes, but I honestly thought you would enjoy spending some of your down time on a Hawaiian beach," Mac continued. "We can fly somewhere else; we could stay here, but I did want to leave Las Vegas. Maybe we could go to a dude ranch in northern Nevada."

"Okay, I'm not excited about a dude ranch," I told him. "Tell me more about your place in Hawaii."

"It's a large home," he explained. "The property not only has a swimming pool but a secluded beach around a cove. On the way from the airport, I'm planning to buy you a wardrobe for our stay."

"It's okay," I told him. "This is all new to me. Some things are going to take a little getting used to." I tried to be friendly with this fellow. I was also a little afraid of him. I could disappear into Hawaii, and no one would know where I was within thousands of miles. I began to question what I had gotten myself into.

"Of course," he admitted, "My number one goal is a good time for Mac. But I want you to enjoy yourself, as well. I want your smile, too."

I smiled at him as we walked to the elevator. I was a little embarrassed because when the light was right, people could see through the wrap to my nudity underneath. Fortunately, the elevator was empty.

As we left the elevator, and walked through the lobby, I felt like everyone was staring at me. It was very embarrassing. Fortunately, Mac was walking fast as he led me to the waiting helicopter.

It was my first helicopter ride. It was a little disorienting. I wasn't quite sure what movement to expect next. Once we were well on our way, I was okay.

Waiting at the airport helipad was a limo, which took us to Mac's private plane. I was wishing I had my underwear on, but nevertheless I was beginning to get excited about my luxury ride to what I assumed was a Hawaiian luxury estate.

Johnny

The worst part yet for me was the humiliation of having to stand and watch her take her clothes off for the pleasure of the asshole. Talk about a walk of shame. Carrying her clothes in my arms back to our room was pretty much that. Fortunately, I only met a few people. Back in the room, I found a paper bag and put her clothes in it.

Goddamn it! I couldn't do it. We would have to take our lumps. I ran back to the asshole's penthouse suite. The door was open, and a maid was cleaning it. "Where are they?" I asked. She was Hispanic and didn't understand. "Donde estan? Donde esta ella?" She held one hand cupped palm up and moved her other hand in a circular motion above up. Shit! I looked out the window and saw a helicopter rising with she and the asshole aboard. The helicopter leaned and headed for the airport. The chickenshit bastard was taking her somewhere - God knows where.

There was nothing to be done except wait and hope the son of a bitch brought her back. I had checked with the hotel manager's office, and he had assured me that Mac was an upstanding businessman and citizen. Small consolation. I went to the casino bank and offered to pay five thousand dollars. He told me that Mr. McCutcheon said that he was giving me ten thousand dollars today. I admitted that was true but told him I needed money to live on for the next week. We agreed on an immediate payment of eight thousand dollars and nine thousand dollars on the next two days. That would take care of what I owed the casinos. Then I could start paying off the credit cards and restoring our bank balances to healthy amounts. At least I could afford to play some low stakes blackjack. Interestingly, my luck had changed. I started winning a few hundred dollars here and a few hundred dollars there just playing low-stakes blackjack. If only I had stuck to low-stakes blackjack Saturday night, Annie would still be with me.

Annie

A short ride to the plane and almost as soon as I put my seat belt on the pilot was advancing toward a runway. Almost immediately after takeoff we were over the Mojave desert and enjoying the views of Mount Whitney. Then Mac directed me to the other side of the cabin, and we were viewing Los Angeles from a distance. Soon we were over the ocean.

"You haven't seen the rest of the plane," Mac explained. "Let me show you."

I was expecting a tour of the cockpit, but instead he opened a door toward the other end of the plane. It opened into a bedroom. Wow, I thought, this is how the other half lives.

As I should have expected, he helped me out of my wrap explaining, this would be my initiation into the mile high club. I knew this was coming, yet I wasn't really ready, yet my reluctance was a lot less than it would have been an hour or so ago. Since I was being paid to screw, of course, I was going to have to screw. It would have been nice to have shared my mile high club initiation with Johnny, but I was beginning to hope that this trip would not be all bad.

I laid down on the bed. "I know you might not be looking forward to this as much as I am," Mac explained. "So, let me warm you up a bit."

I expected a kiss or a caress. I guess it was a kiss, but not on my mouth, it was directly on my clit. It quickly became clear that he knew exactly what he was doing. It seemed like seconds, but it must have been minutes until he had me panting and squirming on the bed. Then he stuck his tongue in my mouth and his manhood into my vagina. It went in easily and felt great. In no time, he had me moaning and returning his kisses, as I clasped his body to mine. Shamelessly, I grunted my pleasure as my lower body shook with my first orgasm. I had been with guys before Johnny, but none was as good as this guy. He was definitely in Johnny's league. He rolled me over and in a few short moments he showed me how good doggie style could be. Then he pushed me down into what I learned later was the flatiron. After I came, he pulled my head around for a delicious kiss and then favored me with a repeat, ending with another climax and a dousing of my vagina with semen.

"Ohmigod!" he exclaimed, "You are better than I dreamed." I had to smile. This had been a really good tune-up, greatly exceeding my meager expectations. Lucky thing I was on the pill.

Then, he asked, "Can you help me out a little," pointing to his semi-erect member. I wasn't a big fan of going down on guys, but I was only an employee here, so I did what he asked. It was an interesting taste, a combination of our various secretions. Not as unpleasant as I expected. He lay flat on the bed, and I knelt between his legs to suck and lick his apparatus. It didn't take a lot to return him to a full erection.

"Now," he directed, "It's your turn. Ride 'em, Cowgirl!"

I straddled him and guided his cock into my pussy. It felt just as good if not better than before. I had no problem getting into this and vigorously bouncing up and down on his cock. It did not take long until my whole body was quivering in erotic ecstasy.

"Now forward and back," he directed. I complied and felt rising excitement from my boobs to my bottom. Soon, I was again shaking in the joy of orgasm.

Next, he asked me to lean back on my elbows and move my hips up and down. He raised himself onto his elbows. This was another delightful new position for me that I enjoyed thoroughly all the way to climax. Then he directed me into the kneeling prison guard position and in a few short moments we both came.

I felt so good. "And you're paying me for this," I joked.

"That's not all," he replied. "Come with me." I reached for my wrap, as he pulled his pants and shirt on.

"You won't need that," he told me.

Meekly and still completely nude, I followed him. He headed to the cockpit and opened the door.

"No," I cried out.

"Remember, you have to do what I tell you," he commanded. "You go in first."

I knew it was useless to argue so covering myself as best I could with my hands and arms, I walked int to the cockpit. "Jack, this is Annie," he introduced me to the pilot. "Annie, this is Jack. I'm going to take over the controls while you give Jack what he wants."

"But!" I complained.

"No," he sternly replied. "This is part of your job."

I didn't know what to do. I had enjoyed doing it with Mac, but I really didn't want to do it with Jack or whatever the pilot's name was. Mac sat down in the copilot's seat. The pilot took me by the hand, and I meekly followed him into the bedroom where I was allowed to watch him take his clothes off. He was hung. I had never seen an organ that big, and it was fully erect. I still didn't want to do him, but it didn't seem that I had much choice. Being with a guy that big would be another new experience for me. "Go ahead and lie down, Annie", he directed as he pulled his socks off. Then Mac came in. "I put it on autopilot," he assured us.

I had never had foreplay consisting of my partner rubbing his organ all over my genitalia. However, it was working as I could feel the dampness in my groin. After a few feints, he drove his organ into my poor pussy. I felt stretched but not painful. A few strokes of that monster and I was starting to enjoy it. Soon, he had me crying out at each stroke. It was not that many strokes until I was again screaming out my pleasure as my lower body buckled in sweet ecstasy.

In spite of his great size, he really wasn't as good as Mac. That didn't mean that I didn't have four or five orgasms before I felt the splash of his semen against my vaginal walls.

"Annie, that was wonderful," he complimented me. "I better get back to the cockpit." He quickly dressed and left. This was more sex than I had ever had in one day, and I had a feeling that I was not through for the day, or even for the flight. Apparently, Mac was going to make sure that he got his money's worth.

I started to get up, but Mac politely pushed me back into the bed. Apparently watching me perform with Jack was all the stimulation Mac needed. Hec seemed to really like it when I did most of the moving. I did, too, so we were compatible on that front. Although I would have preferred to be going to Hawaii with Johnny, I had to admit that this was not the worst time of my life. I enjoyed a good tune-up, and it seemed that on this trip, I would be kept in a highly tuned state. By the time Mac finished, we were in the early stages of our approach to Honolulu International Airport.

As we dressed, Mac informed me. "My villa is on Kauai, but I like the shopping here better," As soon as we got off the plane, a limo drove up and we had a short ride into downtown Honolulu. Our first stop was a lingerie store. Even in a lingerie store I was embarrassed because when the light was right, people could see everything I had through the wrap. It was a little exciting but mostly embarrassing. Although most of the stock was at least partly see-through, over Mac's objection, I was able to select at least one bra and panty set that was opaque. These I wore under the wrap so that even if people could see my underwear through the wrap, they at least couldn't see my nipples or my mons Venus.

I didn't see the lingerie bill, but I know it must have been large, a couple of negligees, a couple of panty-bra sets. We went to a department store for the rest of my new wardrobe. It wasn't that exciting - a couple of skimpy swimsuits, a couple of shorts and top ensembles, a little black dress, and that was it. Based on my experiences so far, I wouldn't be wearing clothes all that much. I decided to wear one of the shorts and top combinations for the trip to his home.

Before leaving, we stopped at a nearby shoe store. Mac bought me a pair of sneakers and a couple of pairs of high heels, so that I wouldn't have to wear flip-flops throughout my stay in Hawaii.

Hawaii is beautiful, especially the hills of Kauai. It was a very nice helicopter flight from Honolulu to Mac's villa on the north side of Kauai. We landed on a helipad in the center of a circular drive. After seeing it from the air, I knew this was a huge house. We entered the large sunken great room. I thought Johnny's and my house could fit into this one room. It had twenty-foot ceilings and must have been at least several thousand square feet. To the left it was up to the ballroom and down to the game room. To the right it was up to the bedrooms and down to the garage. Above the entry to the bedroom wing was a balcony which was accessed from the second story bedrooms. The formal dining area was part of the great room but was raised. Further back was an informal dining area and a kitchen. Beyond the informal dining area was a swimming pool. Beyond the swimming pool was a beach and the Pacific Ocean.

Whatever happened to me the rest of the week, it would be in a wonderful setting with scenic views. I had no idea how big the villa was except that it was huge. It must have cost quite a few millions. I guess I shouldn't have been surprised after the limo, helicopter, and private jet rides that brought us here. We were served dinner in the formal dining area although we certainly weren't dressed formally. Two servants served us a magnificent dinner, based on filet mignon and lobster tail. They also served the limo driver in the informal dining area. After they cleared the dinner dishes away, Mac and I were alone with a bottle of sweet white wine. Mac explained that since this was a Sunday, his regular staff weren't working.

"Let's go for a swim," Mac suggested. "It's been a long day so I think a dip in the pool would be delightful."

"I agree with that," I replied. "I'll get a swimsuit."

"No need," Mac informed me. "It's already dusk, and even if it wasn't, we wouldn't want to cover up an inch of that magnificent body."

"What about the servants?" I asked.

"The servant quarters are in another building. Once they leave the main building, they are off duty to the next morning. They won't be wandering. Some don't even stay here; they live in a little town up the road a bit.

I learned that there's something about a guy that's hung and hard. Mac was hung all the time and hard a lot of the time. I thought we would swim first. He first banged me in the shallow end standing up. Then he sat on the edge of the pool and let me bang him. Then we did it doggy style on the grass. Next, we went to the hot tub adjoining the pool. I could have felt put upon from his constant horniness, but actually I felt very good. It was like just about the time the feel good from one episode was over, he was ready to go again.

Mac told me, "I really like a girl who smiles a lot, and you have a great smile."

"You make it easy for me to smile," I replied.

Mac casually played with my body. I was enjoying it, even though I could feel my body warming up. I knew what was going to happen. Even though I didn't know where and when, I didn't mind. We managed to work in a short swim after the hot tub; then we toweled off. I picked my wrap and new underwear up and followed Mac to the master bedroom.

"Pull the covers back," he directed me. I knew he might as well have said, 'Lay back and spread 'em!' I knew I was going to get yet another tune-up. Mac was in top form and gave it to me in the missionary position with his tongue half-way down my throat. After my second orgasm, he rolled me over into the flatiron and gave me two more climaxes with a full load of semen on the second. This had been a long day even though I didn't start work until noon. I snuggled up against Mac's warm body and closed my eyes.

Monday

Annie

When I opened my eyes, it was morning.

I looked over and Mac was at full attention.

"Time for a little cowgirl," he informed me. Dutifully, I checked myself out. Yes, I was already damp. I applied some saliva to his fully erect organ with my mouth and then lowered myself onto him. What could I say. This was better than my honeymoon with Johnny. Any thoughts of how bad this week would be were long gone. Mac and I seemed to be completely compatible physically. I remembered my bout with the pilot and hoped that was enough extra action for Mac.

Mac suggested I wear one of my new bikinis for Monday morning breakfast. Afterward we went for a walk on the beach. Apparently, Mac's estate included all of a small cove several hundred yards across. He admitted it wasn't completely private because occasionally a boat would pass and anyone with access to the beach could walk by. Fortunately, we were a mile or two from the nearest public access point. However, the possibility of neighbors walking by didn't stop Mac from pulling my bikini bottom off and giving me a sandy missionary and doggy tune-up. It seemed like Mac only took an hour or two to be fully recovered from making love. After our walk, we had lunch and then took a nap with coitus before and after. I was getting used to Mac's fast cycle and actually starting to look forward to the next round of orgasms. It felt like I was being a little disloyal to Johnny, but I was enjoying too many orgasms to dwell on those thoughts.