VIP Companion

by Thomas Henry

  Keoki came up to the flying bridge with plates of food for the rest of us, and then he sat down to join us. The Hawaiian music continued to play as the sun went down, but none of us was paying any attention to either the music or the colorful sky. We all sat there silently watching Karen’s animated interaction with the football players. With the music playing, I couldn’t hear their conversation very well, but the men were all smiles as Karen laughed and flirted with all three of them.

  By the time we had finished eating, the sun was well below the horizon and it was becoming quite dark. While Keoki collected our plates and flatware, Kimo set out some battery-powered lanterns that provided barely enough warm illumination for us to find our way around. The effect was something akin to candle light.

  Keoki killed the Hawaiian music. A few seconds later, something rhythmic began to play. I didn’t recognize it, but the wide receiver clapped his hands and jumped to his feet. He gestured to Karen, and she joined him in a grinding dance reminiscent of the show she had put on with Bill at Rumours.

  “Wow. Would you look at that?” Sally said. “She’s gonna have to give me some lessons.”

  I imagined Sally’s rump pressed against my groin as we mimicked Karen and the wide receiver. Somehow, it seemed wrong that I should be turned on by the idea. But there was no denying that I was. The swelling in my jeans made that abundantly clear.

  The wide receiver had a hand on Karen’s stomach, with his fingers tucked inside the plunging neckline of her romper. His other hand was on her hip. Karen held her swaying arms high above her shoulders, leaving herself defenseless against his roaming hands.

  The other two football players were watching with rapt attention. Karen smiled at them and winked. The wide receiver squeezed one of her nipples through her romper while he slid his other hand from her hip to her crotch. He rubbed her camel toe with his fingertips. Her romper was so tight, I figured there was no way he could get to her bare pussy.

  Before he really got a chance to try, a bell started jingling and one of the pole tips began to dance. It was still the wide receiver’s turn. He reluctantly released Karen so he could reel in the fish.

  The fish put up a decent fight, but it was no match for the heavy gear and the strength of the football player. After a few minutes, Keoki reached over the side of the boat and grabbed the leader. He swung the struggling snapper aboard and pinned it to the deck while he removed the hook. Then he lifted the lid of the fish chest and tossed it inside with the ono.

  By that time, Karen had sat back down at the table. “Who’s up for a little card game?” she asked.

  The wide receiver sat down next to her and fingered the tie between her breasts. “Strip poker?”

  “Oh, Sweetie…” Karen pulled his hand away from her chest and patted it. “Nobody wants to see you naked.” Everyone laughed.

  “You got that right!” the center said, slapping his massive thighs with his hands.

  Karen cupped her own breasts. “I had something a little more, um…interactive…in mind.”

  “Well, you have our attention,” the quarterback said. “Tell us.”

  I wondered if Karen was planning some variation of the bachelor-party poker game. But that would suggest that only one of the players would win her, and given what Sally has said about the players sharing her, that didn’t seem to make sense.

  “Well,” Karen said, “Let’s call this game ‘Romancing Rachel.’ It’s a little bit like Truth or Dare, but without the questions…only the dares. And it involves cards and drinking.”

  “Count me in!” the quarterback said.

  “Hell, yeah!” the wide receiver said. The center just nodded his head.

  “Okay,” Karen said, “first we each pick a suit. I’m going to be hearts.” She studied the wide receiver for a minute. “You obviously like your bling, so you’re diamonds.”

  “I like to club people,” the center grinned.

  “Okay, so you’re clubs.” She looked at the quarterback. “And that makes you spades.” The football players looked at each other and laughed.

  Keoki set a bunch of tiny plastic cups on the table and started pouring tequila into them. I guessed they each held about half an ounce, or one-third of a single shot.

  “Okay,” Karen continued, “Keoki will shuffle the cards and each of you will draw one out of the deck, just like you did earlier. The guy with the high card will perform the first ‘dare’ with me. Keoki has a list of them that he will read in order.”

  “So where does the drinking come in?” the wide receiver asked.

  “Whatever the suit of the winning card is, that person has to take a drink. So, for example, if the winning card is a jack of diamonds, you will take a drink, even if that’s not your card. That way, I’ll be drinking, too, every time a heart wins.”

  The wide receiver picked up one of the tiny plastic cups of tequila. “Just this little thing?”

  Karen took it from him and set it back on the table. “Sweetie, it’s for your own good. I don’t want you too drunk to be able to perform later.”

  When the laughter died down, Karen asked if there were any questions. “What kind of ‘dares’ are we gonna have?” the center asked.

  “Oh, you know, you probably shouldn’t think of them as dares. Just think of them as fun activities.”

  “But what if we don’t wanna do one of them?”

  “Oh, Sweetie, I don’t think that’s likely to be a problem, but…” Karen tilted her head toward one of the fishing rods. “If it is, I guess you can quit playing with me and just go fishing.”

  Keoki fanned out the cards, and each of the football players took one. The center’s nine of hearts was the high card.

  “Okay,” Karen said, “it’s hearts, so that means I take a drink.” She tossed down one of the tiny cups of tequila. “Now, what is the activity?”

  Keoki read from the list. “Sit on his lap and French kiss for 30 seconds. He is not allowed to touch you.”

  Karen sat sideways on the center’s lap with her butt directly on his crotch. She held his face with both hands and planted one on him. He clenched and unclenched his fists a few times, but he kept them down at the sides of his chair.

  “Time!” Keoki said, looking at his watch.

  Karen hopped up and held the cards for the next draw. This time, the quarterback won with a ten of spades. Karen handed him his tequila as Keoki looked at the list. “Okay, same thing. Sit on his lap and French kiss for 30 seconds. No hands.”

  Karen wriggled her butt a bit as she settled sideways on the quarterback’s lap. She kissed him until Keoki called time.

  The quarterback won the third draw as well, this time with an ace of diamonds. “Same thing,” Keoki said. The wide receiver tossed down his tequila as Karen resumed kissing the quarterback.

  The fourth draw went to the wide receiver with a queen of hearts. Karen chugged another tequila. Even though the drinks were quite small, I was a bit concerned about how drunk she might get. Statistically, she would be expected to drink the same amount as each of the football players, but given the difference in body sizes, she would feel the effects much more.

  “Okay,” Keoki said as he consulted the list, “Rachel is going to give you a thirty second lap dance. You are not allowed to touch her.”

  Karen straddled the wide receiver’s lap, facing away from him, and rubbed her ass back and forward across his groin in a fucking motion. He tilted his head back and raised his palms. “Oh, fuck! I’m goin’ to Heaven!”

  “Time!” Keoki said.

  Karen reached between her thighs and gave the wide receiver’s cock a quick squeeze as she slid off of him.

  As the game progressed, the “activities” slowly got more and more risqué and the players got less and less inhibited. Karen did lap dances where the men were allowed to use their hands, first over her clothes, and later under, to the extent that her skin-tight romper would allow. Eventually, they took turns peeling that off of her, and she was doing
naked lap dances with their hands roaming freely.

  “Interesting little game,” I said to Sally. “Something you invented?”

  “No, no. Rachel…er…Karen came up with this all on her own while she was resting up after Yoshi. She was trying to figure out a way to quiet her inhibitions and engage in foreplay with all three of them at the same time.”

  “Hmmm…so how does this game end?”

  Sally shrugged. “Karen made up the list of activities, but knowing how the quarterback feels about them sharing a woman, I’m pretty sure they’re eventually gonna gangbang her. After that, who knows?”

  “After that?”

  “Well, I have a little something planned for later with the quarterback. Like I told you, he has eclectic tastes.”

  “So you brought me all the way out here, and now you’re gonna cheat on me?” I raised my eyebrows in mock horror.

  “Oh, stop!” Sally grabbed my crotch and gave me a little shake. She touched the tip of her tongue to my ear. “I’ve got a little something planned for you, too.”

  My heart skipped a beat and my cock stirred. Considering how easily she had seduced me into blow jobs and slippery massages, I was a bit nervous.

  I looked back at Karen. She was on her knees between the center’s thighs, sucking his cock. He was wearing nothing but a t-shirt. He started to grunt. I was pretty sure he was going to cum in her mouth. Karen apparently thought so, too. She abruptly stopped sucking and squeezed his penis with her hand. “Not yet, Sweetie. Save it for later.”

  Keoki called time, and the players drew cards. The wide receiver let out a whoop and shucked his shorts. His cock was standing at half-mast.

  Karen chugged a cup of tequila and proceeded to give him a thirty-second blowjob that left him impressively erect.

  Sally nudged me. “Lover-Boy, I do believe your little Karen is itching to fuck him.”

  “What makes you say that?”

  “Can’t you just see it in her body language and the way she banters with him? I mean, she’s trying not to be too obvious in front of the others, but sooner or later…”

  I didn’t know how Sally’s prediction squared with the notion that the players were supposed to share Karen, and I wasn’t sure I really wanted to give it a lot of thought.

  Now Karen was on her back on one of the padded benches with the quarterback’s head buried between her thighs. He was naked, and his cock was erect. I hadn’t heard exactly what he was supposed to do with her or for how long. Regardless, I figured it wouldn’t be much longer before they were fucking her.

  I wasn’t wrong. After all three of them had gone down on her, the wide receiver won the next draw. Karen drank another tequila and consulted with Keoki. He nodded and tossed the list of activities onto the table.

  Karen had the wide receiver sit in his chair. She straddled him, face-to-face and guided his tool into her. She must have been well-lubricated because she took his entire length in one smooth move. They kissed and he massaged her breasts as she rode him. Keoki called “time,” but they continued for at least another thirty seconds before she pushed off of him. I could see that Sally had been right.

  At this point, they had given up all pretext of drawing cards. Karen simply moved from man to man, riding each for a couple of thirty-second stints.

  When she was riding the center for the second time, she whispered something in his ear. He stood with her still impaled on his cock and clinging to his neck. He looked at the others and motioned toward the cabin with his head as he effortlessly walked Karen across the deck and out of my sight. The others stood and followed with their glistening cocks wagging.

  “Whew! I don’t know about you, but I could use another drink,” Sally said.

  “Yeah…me too.”

  “I’ll get them. What will you have?”

  “Bourbon on a couple of rocks, please.”

  Sally went down to the main deck and into the cabin. I wondered if the door to the lower cabin was closed. Could she see or hear anything? She returned a few minutes later and handed me a very full glass of bourbon. “Woodford Reserve,” she said. “That’s what you drink, isn’t it?”

  I held the glass high and looked at it. “Whole bottle?”

  Sally chuckled and held up her own glass. It also was nearly full.

  “So you’re trying to get us both drunk?”

  “Everyone’s best interest.” She winked. “I think we both need a good stiff one. And it’s not like either of us will be driving tonight.”

  We sat in silence for a while, sipping our drinks. I think we both were listening, trying to hear the occasional wisps of Karen’s voice that drifted up from the cabin below us. I wondered if they were tag-teaming her or if she was managing to take on all three of them at the same time. My stomach knotted as I remembered her draped across the massage table back at the Oasis while a dozen or so bulls used her every way imaginable, often two or three at a time. At least, there were only three of them tonight…

  And the mysteries remained. Why the hell was she doing this, and would she ever be mine again?

  After a while, Sally broke the silence. “Wish I had a few more like her.”

  “How’s that? Seems like you have a whole sorority of college girls who are great.”

  “Yeah…they’re good. But not like Karen.”

  I agreed, of course, but my reasons for thinking so were matters of the heart and not sexual prowess. “So what’s so special about Karen?”

  “Perspective. Most of the girls do it for the money, but down deep they don’t feel right about it. In their hearts, they think less of themselves for it. But Karen is different. Her motivations are different. To her, it’s like playing a sport. She does it because she enjoys it…or in some cases, like Yoshi…because she enjoys the challenge of it. For Karen, the money isn’t something she necessarily needs. It’s just a way of keeping score.”

  “Keeping score of what?”

  “Oh, you know how judges hold up score cards for dance competitions and Olympic events and things like that? Well, Karen’s score card has dollar signs on it.”

  “If you say so. Um…speaking of Yoshi…how was she with that?”

  “Oh…I think it’s fair to say she won’t want to do that again…which is not to say she wouldn’t if I asked her. But having met the challenge once was enough for her.”

  “Any of your girls been willing to go a second round with him?”

  “Just one. But of course, Yoshi doesn’t want anyone who actually wants to take him on a second time.”

  “Yeah. I guess there’s a certain logic in that.”

  We sat in silence a while longer, sipping our drinks. Suddenly, there was a noise below and the center lumbered out of the cabin, totally naked. He made his way over to one of the padded benches and flopped down on his back. His glistening cock was limp, but still obviously swollen. He draped a massive arm over his eyes and appeared to go to sleep almost immediately.

  “One down,” Sally said. “Probably quick on the trigger…”

  I drained my glass, trying to keep images from forming in my mind.

  Ten minutes or so later, the quarterback appeared, also naked. He lay down on another bench and seemed to go to sleep.

  “Two down,” Sally said.

  “Quick on the trigger, too?” I asked.

  “Oh, no…I think he’s just pacing himself…saving something for me later tonight after everyone else is asleep.”

  That certainly aroused my curiosity. I looked around the boat. Kimo was lying on a bench across from us on the flying bridge. Keoki was sitting in the fighting chair down on the deck. Both appeared to be sleeping. I suddenly realized that we hadn’t had any fish strikes in quite a long time. I wondered if there was any bait left on the hooks. I supposed it didn’t matter. Fishing hadn’t exactly been the main purpose of the trip anyway.

  “C’mon,” Sally said. “Now it’s just Karen and the receiver. Let’s go down below and have a peek.”

 
We both burst into laughter as we staggered over to the ladder. The boat was gently rolling with the swells as it had been since we anchored, but the effects of the alcohol made balancing all the more difficult. We both had to keep a hand on something to keep from falling.

  We climbed down the ladder to the rear deck. “Wait here a minute,” Sally said. She ducked into the cabin, holding onto things as she went. I wondered if she was going to open the door and take a peek at Karen, but she just plucked something out of a drawer and came back out. I followed her as we carefully made our way around the outside of the cabin, hanging onto whatever we could grab to keep from falling overboard.

  We managed to get around to the mat on which Karen and Keoki had been sunbathing. The cabin blocked what little light the lanterns gave off, so it was pretty dark. I wasn’t sure, but I thought I could see a stack of folded towels next to the mat. Again, Sally or someone must have been planning ahead.

  “Look here,” Sally whispered as she dragged the mat over to one of the cabin windows. “If you look close enough, you can see inside.”

  I kneeled next to her on the mat. Sure enough, the curtain inside the glass obscured the window from a distance, but up close, there were little gaps through which we could see. The interior of the cabin was dimly lit by a lantern whose batteries were failing.

  The wide receiver was lying on his back, with Karen on top of him. Her white body was a carnal contrast with his nearly invisible ebony skin. My stomach flip-flopped, but my balls tightened as I watched her grind against his groin and kiss him fervently.

  “See, I told you,” Sally whispered. “I knew she was hot for him.”

  Sally obviously was right. I knew Karen well. She wasn’t just doing her job. She was really into fucking this guy. “Looks like he’s pretty hot for her, too…particularly since he probably fucked her a couple of times already.”

  “Well, yeah. In fact, he asked me for a Viagra earlier so he’d be able to keep up with her.”

  At this point, I wasn’t sure it was possible for anyone to give Karen all she could handle, but the thought of him boning her for hours made my cock swell despite the pit in my stomach.