It Started in Vegas
Part III. Annie Continues Her Hawaii Trip
Tuesday
Annie
I slept through the night until it was light outside, and I could feel this hard, round, hot thing poking around my genital area. My morning tune-up included six or seven orgasms for me and two ejaculations for him.
We went down for breakfast with me in my negligee and a robe I found in the closet.
Mac smiled and asked if I slept well.
I told him I did sleep well when I finally got to sleep.
Then he asked Tommy about his night.
"Fantastic," Tommy replied. "Can I borrow her for a few days."
"Sorry," Mac replied, "she's only going to be here for a few more days. I want to make the most of it."
"Pity," was Tommy's response.
After breakfast, Tommy left, saying he had some business to take care of on the Big Island. Mac took me on a walk down to the beach front. He told me that under Hawaii law all beaches had public access, but he said that this beach was a long way from a public access point so that the only people who came onto this beach were his neighbors and that was rare. He then proceeded to pull my bikini bottom off. Next came his swimsuit and I was soon engaged in my second daylight beach fuck. The warm sand felt good on my butt and shoulders as he proceeded to bang me through three orgasms. I eagerly kissed him and thoroughly enjoyed myself. It was only after he came, and things slowed down, that I realized we had an audience of six.
Talk about savoir faire. Mac got up, naked, and started chatting with a couple of the guys. The other guys and the two women watched me as I managed to tie my bikini bottom back on. By this time, Mac had invited the party of six to have a drink in his villa. The guys and gals were all about my age or a little younger, and they seemed like nice normal people. The girls were sisters-in-law so that everybody was somebody's brother or sister. The women's names were Laura and Martina. Martina was married to Laura's brother, Sam. Laura was married to Manny, whose brother was Hernando. Elliot was Martina's brother. Mac finally put his swimsuit on and led the way back to the villa. Nobody seemed particularly shocked at Mac's and my behavior on the beach.
There had been no reluctance to Mac's offer of drinks in his villa. This was very interesting to me. It seemed to me that the women were interested in Mac. I had a foreboding that Mac had something in mind for me, as well. I thought he might be planning on bedding one or both of the women. I was sure I would be in his plans, too.
All four of the guys were good looking and both women were quite attractive. He led us all past the swimming pool into the informal dining area where we all sat down. Mac opened a cabinet revealing a well-stocked bar. We had enjoyed drinks from the bar the night before when we dined with Tommy. The bar was designed to serve both the informal dining area and the lower formal dining area.
Mac gave some instructions to his cook, and then asked everyone what they would like. The women, including me, wanted sweet white wine. Manny and Hernando had beers, while Elliot and Sam joined Mac in drinking port. Mac was very hospitable, asking them about where they lived and worked. They all lived in the Los Angeles area and were here for two weeks, staying at Laura and Sam's uncle's villa, down the beach a quarter mile or so. After about forty minutes, they finished their drinks and were starting to think of leaving, but Mac insisted they stay for tapas which the cook had been preparing on Mac's order. This meant another round of beverages. Mac seemed to be paying particular attention to Laura and Martina. He had reached the point where Martina was smiling and laughing at whatever Mac said. Sam didn't seem concerned although I was still thinking that Mac had more than casual conversation on his mind.
After everyone had a chance to try the tapas which were quite tasty, Mac asked what they had thought when they saw the two of us fornicating on the beach.
Sam replied, "I thought it was two people enjoying the beach, sun, and sea."
Mac continued, "You might wonder what an old, ugly guy like me is doing with a beautiful woman like Annie."
Elliot commented, "I can't deny that the thought crossed my mind."
Mac said, "Why don't you tell them why you are here, Annie?"
I replied, "It's somewhat embarrassing."
Mac added, "That's the best part. Go ahead."
I continued, "Mac likes to embarrass me; but I have to put up with it. This all started with my husband Johnny and I going to Las Vegas. We got in over our heads, and things were getting a little ugly, particularly for Johnny. Mac offered to bail us out with conditions."
Elliot interjected, "There are almost always conditions."
I replied, "I think that's always the case with Mac. This is where it got really embarrassing. In exchange for helping us with our financial difficulties, I agreed to spending a week with Mac. I think Johnny is still in Las Vegas, but I won't know until Mac takes me back to Las Vegas."
Sam asked, "Was screwing on the beach one of the conditions?"
Everyone smiled or chuckled at that. I continued my sordid story. "One condition was that I do whatever Mac asked me to do. He asked me to screw him on the beach, so I did."
"You didn't seem to mind," Sam replied.
"It's embarrassing to admit, but it's true I don't mind screwing Mac," I admitted. "Some of the other things he's asked me to do, I would have preferred to skip."
"What's an example," Martina asked.
"The first thing I had to do was take all my clothes off and give them to Johnny," I told her. "It made it real clear what kind of services I would be providing to Mac this week."
"Then what happened?" Martina continued.
"He gave me a see-through wrap and a pair of flip-flops, and I had to walk through the hotel lobby dressed that way," I explained, "and also through downtown Honolulu.
"This is quite a story," Elliot interjected. "Please continue."
"We took a helicopter to the airport and got on his private jet. The private jet had a bedroom, so I had to drop the wrap and service Mac," I explained. "However, that wasn't the worst part. He then made me go into the cockpit nude. I then had to service the pilot. I don't know whether Mac enjoyed screwing me or watching me screw the pilot more."
Sam asked, "Did you enjoy screwing her or watching her screw the pilot more."
"Of course, I enjoyed screwing her more, but I had to take a break, and watching her screw the pilot was quite entertaining," Mac informed our guests.
"So," Elliot asked, "you have to screw whoever Mac tells you to?"
"I didn't understand that at first," I explained, "but Mac made it clear that was included."
Hernando asked, "So, if you tell her to screw me, she has to."
Mac admitted, "That's our agreement."
"So, how has it been doing everything Mac asks?" Martina asked me.
"I already admitted that I don't mind screwing Mac," I told her. "I would prefer not screwing everyone that comes here. And I miss Johnny."
"Are you going to screw these guys?" Martina asked.
"According to our agreement, I would have to, if he asked," I informed her.
"How much money did he give you, if you don't mind my asking," Martina continued.
"One hundred thousand dollars," I blurted out. "I may be a whore, but I'm not cheap."
"I don't think you're a whore," suggested Sam.
Mac served a third round of drinks. The supply of tapas was becoming sparse.
Mac then proposed that we have a 'fucking show', starring me. I wondered when this was going to come up.
"Here are the rules," Mac said. "Annie has to participate. Everyone else can watch or be part of the show. That includes everyone, guys and gals."
"How much would you pay Laura and me to participate?" inquired Martina.
"You would do that?" asked Sam.
"No, I just want to see what the market is," Martina replied.
"I would give you ten thousand dollars," Mac interjected.
"Interesting," was Martina's reply.
"I think you're horrible," Laura exclaimed. "I feel sorry for Annie. You shouldn't treat women like that."
"She can go home anytime she wants," Mac replied. "Do you want to go home, Annie?"
"We made an agreement and I'm planning on honoring the agreement, even though I miss Johnny a lot," I told them.
"Let's get started," Mac interjected. "You can lose the suit, Annie!"
Everybody sat and waited. So, I untied my top, and let it slide to the floor. Then, I untied my bottom and let it fall to the floor. It was embarrassing and exciting to be nude in front of everyone. I wanted to cover myself with my hands, but I knew that was not allowed.
"Give us a slow 360," directed Mac. I did as I was told.
"Now who wants to be her first partner?" Mac continued.
"I will," volunteered Hernando, not surprising us. "Do I have to do it in front of everyone?"
"That's the deal," replied Mac.
I already liked Hernando, because it seemed like he was at least a little reticent at publicly fucking me. I stood and watched as he removed his shirt and swim trunks. His organ was still somewhat flaccid. Mac never needed any help, but Johnny liked for me to sometimes lick or suck his cock, so I knew what I was doing. Johnny even enjoyed an occasional full blow job, cumming in my mouth, but that wasn't part of the show here. I quickly knelt down in front of Hernando, and holding his balls in one hand, I guided his hardening organ into my mouth with the other. I still didn't like having a public fucking, but the hundred thousand dollars was needed by my Johnny. It didn't take much to get Hernando ready. I stood up and he backed me against the bar and lifted my right leg into the ballroom dancer position. He had a nice-sized cock, seeming to fill me up as he slid it into me. In spite of my embarrassment, I was moist and my saliva on his organ nicely lubricated his entry. The worst part of being fucked in public was that everyone could watch me orgasm. Hernando quickly found a good rhythm, and I found myself becoming much more interested in him than in our audience. In spite of my embarrassment, the excitement of all those eyes on me, aroused me to my first orgasm in only fifteen or twenty strokes. Hernando turned me around and forced me to face my audience as he commenced to pound me in the standing prison guard position. I noticed Sam and Martina having an intense conversation but soon gave myself up to the pleasures of an impending orgasm.
Hernando decided that he wanted a lap fuck and sat down in one of the chairs. I had to back up to him and impale myself on his waiting manhood. This was even more embarrassing because everyone could see me banging myself against him as he squeezed my boobs. Again, my arousal rose into yet another climax. The only way I could shut out the rapt attention of my audience was to close my eyes. Hernando instructed me to impale myself on his rod again, this time facing him. In spite of my embarrassment, it felt so good, as I greedily pounded him and intermittently kissed him. What can I say? I enjoyed another orgasm. Now I was bent over the chair as Hernando attacked me from behind. Another ten or fifteen strokes and his semen splashing against my pussy walls was enough for me to have one last orgasm. At least in this position, I didn't have to see all the eyes looking at me. Hernando helped me up so that we could bow to the applause of the audience.
As the applause died down, it became apparent what Martina and Sam were talking about so intently. She asked Mac if the ten thousand dollars would apply to a private encounter. He replied that it would. She looked at Sam who gave a shrug of unenthused acquiescence and she and Mac went off hand in hand to the master bedroom.
He stopped at the top of the stairs to the bedroom and informed everyone, "Annie is still on."
Elliot was the next volunteer. In a strange way, he wasn't exciting but was highly competent. He guided me through four rear-entry orgasms with the last one including a semen bath of the walls of my vagina.
Sam stepped up next. He seemed very energetic, perhaps in response to what he knew was going on in the master bedroom. Sam was a little more exciting. He didn't cum until I was having my fifth orgasm. Laura had been taking all this in, and finally, she nodded her head, and Manny became my fourth partner. He had the largest organ of the crew, and I had the added sensation of feeling like each stroke was stretching me a bit. He was really wearing me out. After twenty minutes and five more orgasms, my sixth orgasm was the biggest one yet. It was so intense that I barely felt his semen shooting against the insides of my pussy. I fell back on the chair we had been screwing on and just relaxed. I didn't care that my laying back with my legs apart fully exposed Manny's semen dripping from my vagina. I wanted nothing but to relax and enjoy the sensations of a wonderful fucking. I guess this qualified as my first gangbang. Interestingly, I didn't mind it at all. I began to think that I had become a shameless hussy, not caring who I fucked or who was watching. The onlookers applauded, and I managed to smile, but basically, I just lay there, enjoying the sensations of what Manny had done to me, including a nice dose of dopamine. I glanced at Laura, and concluded that she was more aroused than angry, which was good.
Mac and a nude Martina emerged from the bedroom wing. "We're going for a swim," he announced. I noticed that Manny and Hernando were following them into the pool. Why was I not surprised when Mac left Martina and the two brothers doing something at the shallow end of the pool. I noticed Sam intently watching the proceedings, as well.
Laura came over and asked me how I was feeling.
"What do you mean?" I asked.
"What's it like to fuck four guys in front of everyone, or almost everyone?" she inquired.
"Well, I'd prefer fewer guys and no audience," I told her. "On the other hand, I enjoyed getting off so many times. I don't feel bad; I'm even feeling less embarrassed. Like I said, the only things I'd change would be fewer guys, and less audience."
"I'm thinking about Mac's offer," she admitted. "Do you think I should take it?"
"It's ten thousand dollars and he knows his way around a vagina is all I can tell you," I replied.
"Thank you, Annie," she told me, "and I enjoyed your show."
"Thanks, Laura," I said. "I'm glad you enjoyed it."
Laura went over to Mac and said a few words. Since her husband was fucking her sister-in-law, I guess she felt like she needed no permission to do Mac. Elliot and Sam and I were left in the informal dining area. Elliot was intent on what his sister was doing in the master bedroom, while Sam was attentive to what was going on with his wife in the shallow end of the pool. Eventually, Martina and the two brothers came into the villa. Martina immediately went to Sam and began conversing earnestly with him. He didn't seem completely happy but was at least acquiescent in what she was telling him. Mac and Laura emerged from the bedroom wing and Laura went to Manny, giving him, I assume, ten thousand dollars. Laura, Manny, Hernando, and Elliot said their good-byes. Martina had a brief conversation with Mac, and they returned to the bedroom wing. Sam and I sat through an uncomfortable silence waiting for the return of Mac and Martina. After a while I put my swimsuit back on and asked Sam if he wanted another drink.
"No," he replied resignedly, "I'm just waiting on Martina."
After about forty minutes, Mac and Martina returned. This time, Martina was fully dressed and gave Sam her gains from the afternoon's efforts. They had a few moments of intense conversation and then they left. Martina holding Sam's arm.
Mac was in unusually good spirits. I suppose the encounters with Martina and Laura exceeded his expectations.
The servants cooked us dinner, put out some wine for me and port for Mac and left. After a nice salad and serving of shrimp scampi, we went for a walk along the beach.
"Quite an afternoon, wasn't it?" started Mac.
"You keep expanding my limits," I replied. "I never dreamed that I would ever service five guys in one day."
"Did you enjoy it?" he asked.
"It wasn't the worst time I've ever had," I informed him. "I would have been happier with fewer guys and a smaller audience."
"How few and how small?" he continued.
"One guy and no audience would have been fine with me," I explained. "That is, if it's the right guy."
"How would you feel about doing it right here?" he inquired. "I would be very surprised if anyone came along this late."
"Do I have a choice?" I replied.
"Yes, that's why I'm asking," he continued.
"I would prefer doing it in a bed," I told him.
"Even if you don't have to?" he asked.
"Mac, those guys were good," I explained. "But you're better. So, to be crystal clear, I'd like to do you in the master bedroom and then cuddle afterward."
"Madam, your wish is my desire," he agreed.
My only complaint for the rest of the evening was that even though Mac was a better stud than Johnny, Johnny was a better cuddler.
Wednesday
Annie
After our after-breakfast sex, Mac had to go to other islands for business meetings. I spent the rest of the morning beach combing. I enjoyed walking barefoot in the sand. I preferred wearing a bikini to the altogether, even though Mac had taken great pains to explain to me that he considered the beach and the pool and the house swimsuit optional. I didn't have the attitude that the servants saw or heard or thought nothing. The cook fixed me a sandwich for lunch. Apparently, business meetings made Mac horny. When he returned mid-afternoon from his busy morning, he interrupted my bikini-clad television watching for a performance in the master bedroom. Afterward we soaked in the oversize tub for a while and then had tub sex. Afterward he told me to put on the little black dress with see-through lingerie underneath. I sensed that something was going to happen, but he didn't tell me what.
After I dressed and returned to the great room, I noticed that the table was set for eight. To me, this indicated that I was going to have multiple sex partners before the night was over. Mac informed me that his poker pals were coming over for dinner and card playing. One of the servants was staying late to mix drinks and I would be the server. I expected that before the night was over, I would be serving more than drinks.
Once again, we had a fabulous dinner. As I was serving an after-dinner round of drinks, Mac explained the plan for the evening. In addition to emptying the pot, each winner would have a short session with me. The idea was to have six players playing poker while the winner of the previous hand played with me. Mac told me to take my clothes off and then I could watch to see who would do me first. What I thought was two things: Mac was treating me badly, and why was I enjoying screwing so many guys? I really didn't want to screw all these guys, but my experience so far was that my reluctance could quickly turn to lust, especially after my first orgasm of a particular experience. I knew I was behaving like a slut, but the fact was that I was enjoying the orgasms. Even now I was getting a little damp thinking about who I was going to screw first. Then my thoughts turned to Johnny. In spite of all the things I was doing as Mac's sex on demand whore, I still loved my darling Johnny. Strangely, I liked Mac, even though I felt like he was mistreating me. The only men that had come into Mac's house while I was here that I hadn't banged were the servants and the chauffeur. Mac must have forgotten about them, or he would have told me to fuck them, too.
The poker players were all good-looking guys, Mac's age or a little younger, and they all had strong ideas about how to use their turn with me. It wasn't unpleasant, but by the time they started winning second hands, I was almost getting tired of having orgasms. After the winner of the last hand had had his fun, Mac ordered me to take the big loser to the bedroom. He was the only one who had not won a single hand. Although Mac had won several hands, he was still interested in me, after the big loser had left. He gave me a bath and after drying me, gave me one more tune-up. I passed out with him still inside me after the last ejaculation of the evening.