tagGroup SexDream Vacation Pt. 02

Dream Vacation Pt. 02


====== DAY TWO =====

I woke late the next morning, with daylight streaming through my window. My girls were gone, and when I looked at the time I saw why; I had slept until about ten-thirty, and they were on their break.

I lay in bed for a while, thinking about the incredible experience I'd had the night before. I'd had threesomes before, but they had always been rushed due to time constraints and I'd never been able to relax and enjoy it properly. Trina and Candi had been the best I'd ever had. I felt myself getting hard again as I thought of how hot they had looked kissing and touching each other, and actually shivered as I remembered that this was only the beginning - I still had a whole week to go!

I threw on my robe and walked out on the balcony, and saw a couple of the other guests relaxing poolside. I was hungry and felt like I could use a dip, so slipped on my swimsuit and went down to join them. I was greeted in the lobby by Samantha.

"Good morning!" she said brightly. "How was your first night with us?"

"Exhilarating," I said sincerely. "Though seven more like it might kill me."

Samantha laughed. "We hear that from a lot of our new customers. Just remember that it's you who sets to pace. If you need a quiet evening during your stay, our companions are well-skilled in massage and relaxation therapy. Trina can provide whatever service you need to make your stay comfortable."

I glanced at my watch. "Where will I meet her when her break is over?"

"Actually, she asked if she could take her extra hour at eleven and extend her break time," Samantha said. "She didn't honestly think you would be awake yet. But I could tell her you're ready to see her now, of course."

"No, actually that works out very well," I said. "I'm just going to have a quick bite anyway, and she's more than earned a little rest. One thing, though... Trina and Candi were so good to me last night, and I want to express my appreciation properly, but I don't like having to talk about money with the, er, escorts; it kind of spoils the illusion. So, maybe I could have a tip for each of them charged to my room today, and set it up so that each morning the girls I spend my night with are given a similar bonus, unless I call and make other arrangements?"

"Certainly, Xavier. It's very thoughtful of you to appreciate our girls in this way. What amount would you like to tip?"

"Two hundred each, for the duration of my stay, unless I call the night before and indicate otherwise. Oh, and another twenty-five daily for the cleaning staff."

The smile on Samantha's face told me that I had named a proper amount. "I'm sure the girls will be very happy to serve such a generous guest, Xavier. I'll need you to sign a paper authorizing the charges, and if you ever want to change the amount you can do so with a phone call."

We took care of the paperwork, and although I couldn't help but feel the sting of what would eventually be about four thousand dollars leaving my pocket, I knew that the girls would show me their gratitude. Besides, I had decided from moment one that if I were going to do this little vacation, I was going to do it in style and with caution thrown to the winds. "Now, this might sound strange," I said, "but I'd really like to maintain the illusion that money isn't even involved here. Could you please ask the girls not to mention their tips, even to say thank you?"

"Of course," Samantha said as I signed the form. "Many guests make that very request. Trust me, the girls will show their gratitude in deeds, not words. I'll let Trina know you're at the pool when she comes out. Have a very pleasant afternoon!"

I headed out to the pool, feeling a little self-conscious again as I came into the view of the other guests. It felt strange to be in a place where we all had shared a wild sex experience the night before, and with that being the only thing we had in common I wondered if I would be expected to talk about it. I didn't feel comfortable with that, really - I preferred to be more discreet with my fantasies.

Obviously, not all of us shared that reluctance, as I saw Brad lying in his lounge chair with one of his ladies straddling him, letting him openly fondle her breasts. It might have been my imagination, but her smile looked a little forced, and it made me even more uncomfortable. I hoped that Trina and Candi weren't feeling similarly put out, and though I knew they were all having sex for money and not pleasure, I wanted to think that I was one of their better clients.

I settled down, ordered some light breakfast from the poolside waitress, and let the sun warm my skin.

"Hey there, gorgeous," said a familiar voice.

I squinted up into the bright blue sky, most of which was blocked by a fine figure that I had come to know well in a short time, wearing a black and white bikini that covered very little. "Candi," I said with a smile. "I didn't expect to see you so soon."

"Well, I was a little worried about you, honestly," she said as she sat down beside me. "I tripped over the champagne bucket this morning on the way out of your room, and you didn't even stir. You must have been really worn out."

"What can I say, you girls are pretty wild." I lowered my voice. "I hope I behaved appropriately. This is all pretty new to me, and I don't want to be the guy that all the women remember as the Jerk."

"You're sweet," Candi said. "Don't even concern yourself, you were fine. Actually, I came over here to offer you a little lotion. Believe me, the last thing you want is to get sunburned and end up unable to stand being touched."

I wholeheartedly agreed, and sat up to let Candi apply lotion to my back. Her hands were soft and obviously trained in the art of massage, and I felt myself wanting to drift back off to sleep under her touch. Right about when Candi finished up my legs, the waitress arrived with my breakfast.

"All done," Candi said. "You're ready for a day in the sun, sweetie."

"Thank you very much," I said. "Would you care to join me for breakfast?"

Candi shook her head. "No, I have an appointment in the spa," she said. "But I'm sure I'll see you around. You and Trina have fun today, all right?"

She got up, blew me a kiss, and walked off toward one of the other buildings. I found myself wondering who she would be pleasing next, and felt an irrational twinge of jealousy. Of course these women were professionals; they had served other clients before me and would do so after me, without any more serious emotion than possible satisfaction of a job well done - or disgust at a client's obnoxious behavior. I had no business feeling possessive or jealous, particularly in light of the fact that the only person who really had a right to feel that way was a thousand miles away, under the impression that her husband was attending a computer class.

I glanced over at Brad, who had finally stopped fondling his date's tits so that she could rub his feet instead. I wondered briefly if I should just let my own marriage go the way he had. He seemed thrilled with his newfound freedom, obviously, and if he had any regrets then he was hiding them pretty well. But the idea lasted only a short time in my head before turning unpalatably sour. I didn't want to leave my wife; I genuinely loved her. I just wanted her to want me like these women did; or at least, like they pretended to.

"Hey, why don't you go get me a beer, sexy thing?" Brad asked his companion. She smiled and rose to comply, but when he wasn't looking she let her mask fall for just a moment and fixed him with an icy glare. Obviously, she despised him. Once again I hoped that neither Trina nor Candi felt something like that about me, and decided to see to it that they wouldn't. I would be a gracious and courteous guest, one that they would be happy to serve.

"Great place, huh?" Brad said to me as his escort walked away. "Damn, I haven't had a fuck like that in years. Gettin' divorced was the best fuckin' thing I ever did. You ought to try it sometime."

"Not if I can help it," I said, not really wanting to converse with Brad but seeing no way out of it.

"Believe me, pal, I've been there and done that with the sneaking around thing. You'll spend half your time wondering when you'll get caught. It ain't worth it. Just cut her loose."

I was bothered by his words, partly because I was sneaking and cheating and did feel guilty about it, while he wasn't and felt no guilt. I didn't like that this obnoxious guy had one up on me, morally. "I love my wife. We just don't have a good sex life. I'd rather not talk about it, if that's all right."

"Sure, sure, I understand. Hey, you had two babes last night too, din'cha? Damn, I ain't never done that before! Makes me wish I had two dicks, you know? By the way, where'd your bitch run off to?"

"She's taking her break at the moment," I replied curtly. I didn't much like his choice of words. Even though she was a pro, the fact remained that Trina and I had been intimate, and as such I felt a natural instinct to defend her.

"Wore her out, huh? You da man!" Brad gave me a thumbs-up. "I shot my load in both my hoes before I was done with 'em. Make 'em lick each other out, too. Hot as shit."

Brad was really starting to get on my nerves, and it was my luck (though not hers) that his companion came back just then, and he had other things to pay attention to. My breakfast got there at the same time, and I ate it without looking in his direction.

Once I had downed breakfast, I took a moment to swim a few slow and relaxing laps in the pool. On my third trip around, I glanced up and saw my lovely Trina mount the diving board, wearing a silver bikini that flashed in the sun. She waved to me from the top, then stepped forward and executed a perfect half-gainer into the pool.

I was duly impressed.

She swam swiftly underwater to rise up right in front of me with a splash, and when I shook the water from my eyes she gave me an enthusiastic kiss. Brad whistled, which was something I really didn't need.

"Hi!" Trina said brightly. "I'd ask if you slept well, but I already know the answer to that one. Did you have fun last night?"

"Absolutely," I said. "One of the best evenings I've ever had."

"We'll just have to try and top it seven more times then, won't we?" Trina asked, playfully reaching under the water to stroke me. I was initially soft, but responded quickly to her touch. "So... what would you like to do today?"

"Something fun," I said. "Something that gets us out of here for a little while." I couldn't help but glance at Brad when I said it.

"Is he bothering you?" Trina asked quietly.

"Not in any really bad way, he's just annoying. Real impressed with himself, you know."

Trina nodded. "I know the type. Tell you what, let's you and me head down to the beach. Lots to do there, and we won't have to change. Sound good?"

"Sounds good," I agreed.

The two of us left the pool arm in arm. I found myself hoping desperately that Brad preferred the golf course to the shore.

* * * * *

The trip to the beach was a short one on the hotel shuttle, and Trina had thoughtfully planned ahead by packing us some towels and other beach gear. When she offered to rub me with sunscreen, I deferred, saying that Candi already had.

"That bitch!" Trina said playfully. "Doesn't she know you're mine? I'm going to have to have a serious talk with her."

"Well, look on the bright side," I said. "I can still rub you."

"Hm, there is that. Okay, I'll forgive her this time."

I noticed that I had no problem with Trina using the same word Brad had done. It was all in the tone, of course. I also imagined what it would be like if I called Trina a "hot bitch" or something like that in the heat of the moment, and had to admit it was a turn-on.

When the van arrived at the beach, I was somewhat surprised to see a large number of naked breasts staring back at me. Trina caught my look and smiled. "It's a topless beach," she shrugged. "Help me with my clasp?"

I reached around her and felt only string.

"It's in front," she said, smiling.

"Then why do you need my help?"

"Are you saying you don't want to help?"

I smiled back at her. "You're teasing me, aren't you?" I found the clasp between her full breasts and unhooked it, setting her tits free. She took a moment to press them against my chest and kiss me before we headed down to the shore and spread out towels.

"Do my back?" she asked, handing me the bottle of sunscreen.

"I'd rather do your front," I joked as I squirted a generous amount into my hand and began rubbing her shapely shoulders.

"I'd rather you did too," she flirted. "But we can't do that here, unfortunately. Just because I can show my stuff doesn't mean you can feel them up in front of everyone. Tonight, lover... tonight."

I rubbed Trina's back all over and then moved to do her legs. As I lotioned her up, I couldn't help but glance around at the other women on the beach. Most of them were also topless, and many were attractive, but none as stunning as my Trina. She took the bottle from me as I did her lower legs and squirted lotion on her breasts, rubbing it in circles until it disappeared into her skin. I wondered how I was going to lie down next to her without pitching a serious tent.

Soon we were both done, and we lay out together under the sun. The sound of the waves relaxed me at once, and though Trina's presence was constantly in my mind I was able to just rest and enjoy the moment - something I probably wouldn't have been able to do if I hadn't gotten my rocks off three times the night before.

* * * * *

We spent the next three hours having fun on the beach, splashing in the waves, playing volleyball, and walking in the sand. I talked to Trina about my life and she listened with professional fascination, but I got the idea that aside from that she enjoyed my company - at least, I didn't bore her to death.

Still, I was in the mood for something more active to do than just wander around the beach, and when I saw the boat rental dock I had the idea to take a joyride on the water. Trina seemed excited at the prospect, and in a few minutes we were pulling away in a fast twin-engine toy called the Jetstream. Since I had little experience with boats, Trina handled the controls until we were in open water, then turned the throttle over to me. Feeling daring, I opened 'er up and soon we were skimming the Caribbean, the wind blowing Trina's hair as she leaned onto the forward deck like the mermaid at the figurehead of a ship.

We cruised out as far as we dared to go, not wanting to completely lose sight of land, and I killed the engine and dropped anchor. The two of us seemed completely alone in the world, surrounded my miles of ocean to all sides.

"That was fun," she grinned, shaking her windblown hair. "Now, I'm imagining that you didn't bring us out here to go fishing, did you?"

"Why should we, when I've already made such a catch?" I replied.

Trina had put her bikini top back on a while back when we had left the area of the topless beach, and with a simple motion of one hand she let it fall again. Her bottoms joined them on the boat deck, and she stood glowing in the warm tropical sun, waiting for me.

"Have you ever done it on a boat before?" she asked with a wink.

"Not until now."

"Then let's make it rock, lover..."

Trina approached me and kissed me with wet lips, pressing her body into me. I responded and reached down to feel her bottom, caressing her smooth skin as she let me suck her tongue into my mouth.

My swimsuit was off in moments, and we dropped to the deck. Trina spread her legs for me and I entered her with a hard and throbbing cock, thrusting deep inside her in one go. She cried out loud at the penetration, and for a moment I wondered if I'd hurt her.

"We're miles from anyone, lover," she said when she felt my hesitation. "We don't have to be inhibited out here. Fuck me and make me scream for more!"

I had never been in a situation like this, where caution could be thrown completely to the winds. I thrust in and out of her eagerly, reveling in her loud and long moans that she didn't have to hold back. I am a gentle and tender lover by nature, but hearing her shamelessly cry out in ecstasy stirred something new in me, and I found myself plunging into her with a wild passion. She wrapped her legs around me and welcomed it, pulling me into her with even greater force.

"Fuck me deep, lover. Goddammit, FUCK ME HARD!!"

I pumped hot come inside her, and she nearly howled as she climaxed with me. We lay clenched in the throes of orgasm for a long moment, and then she suddenly pushed me away, rolling to one side and breathing hard and fast. I wondered again if I'd done something wrong, but when she looked at me her lusty eyes told me what I needed to know. She came back and lay over the top of me, kissing me deeply.

"That was great," she whispered. "I hope you'll be ready again tonight."

"With you providing the stimulation," I replied, "anything is possible."

* * * * *

We drove back in to land and cruised along the beach, taking in the scenery until we arrived back at the boat dock. The afternoon had grown late and both of us had dinner on our minds.

"We should go back to the resort," Trina suggested. "They serve a great dinner, and besides, you still need to pick out our lady friend for the night."

I blinked with surprise; I had been having such a great time with Trina alone, I had completely forgotten that I would get to select another woman for the evening! What was more, I was beginning to have serious doubts over whether I could keep up the performance I'd displayed so far. I was a horny guy with lots of energy, but if I went through the next week nailing Trina every afternoon and then again along with someone else at night, I wasn't sure I'd survive to tell the tale.

Trina must have read my mind; either that, or she had enough experience to know what a man in a position like was thinking. "Just so you know, you don't actually have to have sex every few hours you're here," she said. "There are other ways to have fun with your companions. We can give you a massage, relax in the hot tub with some drinks, or we can even perform for you and just let you sit back and watch. It's up to you. Heck, we can even hang around and watch TV if that's your pleasure."

I smiled. "Almost all of those sound like good alternatives. We'll see how the evening shapes up, I guess. And with you around, I think I'll be able to get it up no matter what the circumstances. I doubt we'll need the TV Guide."

Trina laughed and kissed me.

"Can I ask you something?" I said. "And please, give me an honest answer, even if it's not what you think I want to hear."

"Hm, this sounds interesting," she said with an eyebrow raised.

"A little while ago, on the boat... was that a real orgasm? - And before you answer, I want to let you know that I'm not asking out of insecurity, it's because I want to have a better idea of what pleases a woman. My wife and I don't have much sex, and I think it's because she just doesn't enjoy it. I'd like to know what I can do to make it better for her. So if I made you come, I'd kind of like to know what I did right, and if I didn't, I'd like to know what I could have done differently."

Trina stopped walking, and motioned for me to sit down on the beach with her. I did so, and she took my hand and looked me in the eyes.

"Xavier," she said, "let me tell you a few things, and I am going to be honest even though I'm afraid it might kind of kill the fantasy for you a bit. See, this is what I do for a living. I enjoy my work and I take pride in doing it well. What I do is make my clients happy, fulfill their needs, and give them satisfaction. My own needs just don't count when I'm on the clock. I don't even think about it.

Report Story

byXenolan© 1 comments/ 79966 views/ 6 favorites

Share the love

Report a Bug

3 Pages:123

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar: