Island Paradise 26

Even before they arrived on the island, all of the ladies were promised a shot at taking home $500,000. It had been explained to them, both over the telephone and through the mail, that each of the ladies was guaranteed at least $50,000 for their time and effort during the summer. One of them, they were told, would get something even better - $500,000.

However, I gave no hint or clue as to what the criteria was for attaining the big prize. With the help of my voyeur room, I eavesdropped on animated discussions and exchanges between the ladies about the money during the first week on the island. They were very curious about it, naturally, but I refused to give them even a hint as to the criteria.

Would I give it to the woman (Pamela) I found the most attractive? Or the one (Lindsay) who I found the most irresistible? How about the female (Amy) who gave me the best blowjob? Maybe the nicest lady (Lisa), in terms of personality? Perhaps the most caring and genuinely thoughtful (Trish), or even the most kinky? (Torrie)

The ladies bantered back-and-forth about all of these possibilities during the first week on the island, as well as a countless number of others. Some suggested that I would even offer the money to the one I found the least attractive, or least aggressive.

As time went on, however, speculation about the money seemed to fade away. The girls knew they would get no answers out of me, so it seemed that they just decided to move forward and let the chips fall where they may. At the end of the summer, the ladies would get their answer.

But who I should I choose for the big $500,000 payout? All of the ladies were wonderful and charming, but in their own special and unique way.

An absolute super-sexy red-head, Amy sported one of the hottest bodies I had ever laid my eyes upon. A luscious, full-breasted vision of sexual allure, Amy was a total slut who knew no limit when it came to sexual satisfaction.

So much so, in fact, that Amy planned on venturing into the world of porn after leaving the island. Her future fans can personally thank me for that - because without the island, Amy's eagerness to try adult movie-making probably would have never come about. The island had broadened the horizons of an insatiable slut to even greater heights.

Along those same lines, one can never forget Lindsay. She had the type of youthful, down-to-earth good looks and charm which could legitimately be called "girl next door". The incredibly tight and petite 18-year-old exuded the look of sweet innocence and delight, which made her unusually lewd and raucous behavior seem even more exciting.

Lindsay came to the island as a virgin, but would leave with enough sexual encounters and experience to equal that of ten normal women. Her eyes had been opened more than anyone else's, as Lindsay had participated in gang-bangs with several men and a countless number of orgies with her fellow women... among other things. She also seemed to have a certain affinity for anal sex - which, according to me at least, was a very good thing.

So who do I give the big money to - Amy or Lindsay? Perhaps you think it should be one of the others? Maybe I think that way too, you know... All six of the ladies were viable candidates and contenders - and all were very worthy. Well, except one of them. More on her in a bit.

A tall and lithesome lovely at 5-foot-9, Lisa was perhaps the most truly wholesome and enchanting woman on the island. She was a total sweetheart, who always had a smile and friendly word or two for everyone who crossed her path.

But at the same time, Lisa could be somewhat reserved or quiet. During the summer, I did not have the opportunity to delve quite as deep into her mind as I would have truly liked. Lisa's other, more vocal counterparts (Amy, Lindsay and Pamela) had really garnered most of my attention. However, Lisa's pure sweetness and overall friendliness made her an excellent candidate for the $500,000 pay-out.

Trish's affection for Lindsay had already become quite legendary - at least throughout our small circle of people on the island. Trish was a very warm and caring sort, who thought the world of Lindsay. Her recent out-pouring of love and emotion for Lindsay had even greatly moved me.

A well-stacked blonde who worked as a fitness instructor in her hometown of Toronto, Trish's unequaled love and caring for the tender 18-year-old made her a front-runner for the big pay-out a the end of the summer. More than that, however, Trish wanted to open her own health club. She could definitely do that with $500,000 on her side.

Torrie was similar to Amy in the fact that she too, was a slut. I didn't think that at first, but the realization had dawned on me over the past couple of weeks. Torrie, with her ominous bag-of-toys always by her side, had repeatedly drilled all of the ladies on the island with her assortment of strap-on dildos. Perhaps none more than the sweet and charming Lisa, however - who was Torrie's room-mate.

Did I want to give the money to a slut? If so, then it was a two-woman race between Amy and Torrie. But I was not looking for a certain characteristic, as that would have been much too narrow-minded. I looked at the whole package.

Speaking of overall appeal, most readers would naturally assume that Pamela would be the only real choice to receive the $500,000 prize. After all, Pamela had become my primary love interest during the summer. Not only that, but she was stunningly beautiful and wickedly seductive as well. Could I already have her name written on the cashier's check?

The answer to that was "no". In fact, as of this week, Pamela was disqualified from the running. The reason for that was quite simple - she had agreed to stay with me on the island, after everyone else went home.

Why would Pamela need $500,000 to spend, when she could share in my vast fortune for the rest of her life?

If things went according to plan, I hoped to propose marriage to Pamela before everyone went back home. Perhaps it could happen during the final night on the island, and a big celebration could ensue. A money pay-out was not needed in Pamela's case. She will never need to make money again.

Christina was also out of the running - not that she had even been in it, to begin with. Christina, of course, was different than all of the other ladies. She had helped me plan and put everything together and in place on the island. Without her help, none of this would have been possible.

Christina would get $1 million for her time and effort.

So with Pamela and Christina out of the picture, who did I give the $500,000 check to? Amy or Torrie, our two sluts? The loving and devoted Trish? Perhaps Lisa, the friendly and charming sweetheart? Or would it turn out to be Lindsay, the totally irresistible, adventurous teen-ager?

Having special "privileges", so to speak, Christina and Pamela had already been told who I had chosen for the grand pay-out. Both of them were also very happy and ecstatic for the decision I had made, as my choice was well-deserving.

Christina and Pamela were sworn to secrecy, however.

So, the girls would have to wait until the end of the summer to find out who had "won". All of my readers will have to wait that long as well - which for them (i.e. you), translates into the final chapter (#30).

Anyone want to put up some odds for all five ladies?

* * *

I was pleasantly surprised that Amy had taken the news of Lindsay's choice of Trish and love over her and porn very easily. Of course, there was a major dispute two weeks ago between Trish and Amy as to Lindsay's future.

Trish wanted Lindsay to move to Canada with her, so they could build a life of love and happiness together. Amy wanted Lindsay to venture off to California with her, so they could break into the porn business together.

Trish thought that Amy was a nasty slut who was really only looking to jump-start her own career with Lindsay's help. Amy thought Trish was too overbearing and needed to let the 18-year-old make her own decisions in life.

Lindsay swayed back-and-forth for awhile, but ultimately chose love and Trish. It was the right decision for her.

I could sort of equate it to what I went through earlier in the summer. From the very first day on the island, my personal affections went toward Pamela. However, they soon shifted to Amy. Then Lindsay. Then both Amy and Lindsay.

It took some time, but I soon realized that my one true woman on the island was none other than Pamela. Lindsay had realized that too - the best choice was Trish, instead of Amy. Lindsay was similar to me in the fact that she had swayed for awhile, but finally got herself back on track.

As I said, Amy took the news of that extremely well. I was fearful that she may be upset or hurt - much like Trish was, when it appeared Lindsay had chosen Amy and porn over her. However, Amy took things in stride. She said if that is what Lindsay wanted - then the teen had her blessing.

Of course, Amy was a slut who didn't have any deep or emotional feelings for Lindsay. I later realized that may have been the major reason why she took the news so well. Amy just said that she would try and convince one of the other ladies on the island to try their hand at porn.

Amy teased me for awhile - saying she was going to talk Pamela out of her relationship with me so they could give adult movie-making a try. I knew that Amy was only joking, but had a good time with her in telling her that Pamela was strictly off-limits. Amy finally relented, and then focused her efforts and energy into the pursuit of Torrie.

It didn't take much talk or prodding for Amy to convince Torrie into giving porn a try with her. Torrie, who had changed more than any other woman on the island since the first week - even moreso than Lindsay - had truly become an insatiable slut who could flourish in the world of porn.

The dildo-wielding blonde could make quite a name for herself in girl/girl scenes and movies. Amy's personal vision was geared more toward bondage and gang-bang movies, but Torrie was open to those ideas as well. Both ladies had the mental make-up to succeed and thrive in X-rated movies.

Perhaps the most convenient thing of all was that Torrie lived in Los Angeles. Thus, Amy already had a place to stay as she embarked on what promised to be a very long and profitable career. I wished her and Torrie the best.

After two months of indecision, Christina had finally made up her mind as to who she liked best. Fortunately for her, Lisa enjoyed being with Christina more than anyone else as well. I was overjoyed for Christina when she told me one evening not too long ago that her and Lisa would be moving into an apartment together once the summer ended.

The news caught me out of left field - as I did not expect or even possibly foresee it. But Christina told me that her and Lisa were in love together, and would be sharing their lives with each other from now on.

"Lisa is everything I have been searching my entire life for," Christina said to me during an emotional embrace.

Of course, the female/female love which had the brightest star belonged to none other than Lindsay and Trish. Since their moving reunion two weeks ago, Lindsay and Trish had done nearly everything together. They were rarely out of each others' sights - and could usually be found giggling and holding hands throughout the mansion and island, or hugging and kissing. Those two were meant to be together.

So what did I have here? It appeared as though wedding bells were down the road for myself and Pamela. Amy had finally found her sidekick for X-rated entertainment in Torrie. Christina and Lisa were in love with each other, as were Lindsay and Trish. That covered everybody.

Things could not have turned out any better. Everyone had found a soul-mate, in one form or another. In my wildest dreams about the island, this type of scenario is what I had envisioned. I had helped bring together four separate couples and in the process, found my future bride.

With just two weeks remaining until all of the girls - except Pamela, of course - would be returning home, I was happier than I had ever been in my entire life. The uniting of four separate couples was what had done it for me.

The only thing which was negative - and it lingered more and more in my mind with each and every passing day - was that in two weeks ... well, I didn't want to think about it. I wished all of the ladies would stay here with me forever.

* * *

Did the good Lord, in all His infinite wisdom, create anything finer than the 18-year-old girl? I think not.

Perhaps one of Heaven's greatest miracles was the newly adult and outrageously ravenous teen-ager. Fresh faced and hornier than Hell, these young ladies dedicate their lives to the pursuit of carnal desires and orgasmic bliss.

It was a many-a-man's ultimate fantasy to corrupt the sweet, innocent 18-year-old girl and send her along their rightful path in life - that of wanton fulfillment.

Fortunately, I had a young lady who fit this description to a tee with me here on the island. That would be Lindsay, of course - who had all of her innocence and tender virtue stripped away from her during the first week on the island.

Lindsay came here as a virgin, but that soon changed as Trish was the first to introduce her to the ways of the flesh. Then, Trish and Amy collaborated together as they inserted massive dildos into sweet, little Lindsay, filling both her pussy and ass - at the same time.

After a couple of all-girl orgies with Lindsay seemingly as the featured attraction, I finally got a shot at the teen during my first gang-bang. It was one to remember, too. It ended when I passed out after my cock had exploded deep within the confines of Lindsay's perfect, tight ass.

The thought of Lindsay being one of Heaven's miracles went through my mind as we lounged together on the bed in my personal suite. I could just picture all the scenarios in my mind as Lindsay told me many of her recent fantasies.

Of course, there was the fantasy about one of the older male teachers Lindsay had while still in high school. She had several fantasies about him, and conveyed many of them to me. My cock stirred as I envisioned Lindsay, in my mind's eye, bent over the teacher's desk in her cheerleader uniform, with a 50-year-old man pumping her from behind.

Maybe the teacher could be a disciplinarian as well... and wield a long ruler upon Lindsay's ass for good measure.

It was just a fantasy of Lindsay's, but an excellent one nonetheless. Another was the big-time crush Lindsay had on one of her team-mates on the cheerleading squad while still in high school. The 18-year-old told me that many nights, she would lay awake and openly fantasize what it would have been like if "Megan" were to have seduced her one day after cheerleading practice. Maybe underneath the bleachers?

Of course, Lindsay confessed to masturbating whenever she had those type of thoughts about Megan.

Another one of Lindsay's fantasies had been her slightly older neighbor in it - a man by the name of Craig. Often, she teased him by sunbathing in her smallest bikinis on the pool-deck in her backyard. Lindsay told me that Craig always stood and stared at her from his own yard... but she wished that he would have taken the extra step. Lindsay was much too shy and inward to make the first move herself.

Of course, if Craig had initiated something "more" with Lindsay, he would have probably taken her virginity...

Rounding out Lindsay's fantasies - at least the ones she had conveyed to me - was my personal favorite.

Lindsay often dreamed of what it would be like to be all alone, perhaps in an isolated area, with a small group of people around. Everyone's main objective, it seemed, was to have sex and experience the utmost in pleasure. It did not matter if those people were men or women, she said, or a mix.

Some of the people in her fantasy would treat her rough, she told me, and test her limits. Others would be soft and gentle. Or a mixture of both. Some would want nothing but sex from her. Others would love her, and want to be with her in all ways. The diversity of such a place, Lindsay said, would have really been her ultimate fantasy in life.

"And this island is it," she told me, squirming about as I put my arms around her for a warm embrace. "Oh God, this is even better than I thought it would be," she added. "I wake up each morning and have no idea who I'm going to have sex with next. It really doesn't matter, either. I'll fuck ANY of the girls - or you, Jeremy, at any time."

Lindsay WAS Heaven's greatest miracle!

How could I possibly survive if this angel left me, and went to Canada with Trish? I would never see her again...

* * *

Having pried her away from Trish, at least for the time being, I was especially happy that it was Lindsay's turn in the "rotation" to be with me tonight. Each time I was with her was quite eventful and memorable - and this particular evening promised to be absolutely no different.

I took in a deep breath and sighed when I felt one of the 18-year-old's skilled hands slip inside my shorts. Lindsay immediately found my erection and grasped it with her right hand, then started pumping away on it. At the same time, she slid out of my embrace and down my body upon the bed.

Lindsay settled once her head was in line with my hips. She continued to pump and frig my cock with her right hand, while using her left to pull my shorts down. Much to her delight, Lindsay's eyes were greeted with a full erection.

"Want me to suck your cock?" she asked, purring at me. "I just love sucking your cock, Jeremy." Was she teasing me? "Especially when you cum in my mouth afterward..."

"Oh yes," I replied, my passion increasing by the second. "Yes sweetheart... I want you to suck my cock. I want you to suck it real nice and good, and then I'll give you a big present to gulp down and swallow."

She used her left hand to tickle my balls as her right continued stroking my erection. "You're not lying to me... are you, Jeremy? I mean... if I suck your cock, you'll really cum in my mouth, right?"

Yes... the little vixen WAS teasing me! Had she been taking lessons in this sort of thing from Pamela?

"I'll cum in your nose if you want me to," I told her, grinning. "I'll cum anywhere you want, sweetheart, as long as you suck my cock. I'll do anything you want, period."

"Good," she nodded, as if the assurance was needed. "I want you to cum in my mouth. I'm thirsty." With those words, Lindsay clutched my testicles with her fingertips and then took the full, entire length of my cock into her mouth.

"Oh yeah..." I moaned, arching my neck, pressing the back of my head hard upon the pillow beneath it. Lindsay, who already possessed superb oral skills even with her limited amount of experience, had the full length of my shaft in her mouth as her velvety tongue teased and played with it.

"Big, juicy, delicious... cock," Lindsay sighed after taking my erection out from within her mouth. Grasping its thick base with her right hand, she now swiped away at my balls with her tongue as her eyes were locked with mine. "Do you like this, Jeremy?" she asked breathlessly. "Do you like me sucking on your big, hard cock?"

I sighed and nodded my head. "Oh yes..."

"Do you like me licking your balls?" was her next

question, her tongue still in motion. "Hmmmmm... I LOVE licking your balls. I like to suck on them too..."

"Oh yes," I repeated, as she took one of my testicles into her mouth and gently sucked upon it. As a result, I growled as a fire suddenly roared throughout my body. Who in the world taught this little vixen how to suck cock?

"Do you like me talking nasty to you, Jeremy?" she asked, still in the Pamela style of teasing. "I hope you don't think I'm a nasty girl, though." Lindsay took the head of my cock back into her mouth and began slurping away on it.

"I'm sorry, sweetheart," I growled, "but I DO think you are a nasty girl." Lindsay shot me a playful look as I added, "But a good kind of nasty! The best type of nasty! Oh... and I LOVE you talking nasty to me."

"You're not going to wash my mouth out with soap, are you?" she cooed. Pamela HAD given Lindsay a teasing lesson.

"No, not soap," I told her. "But I am going to wash your mouth out with a big load of cum. Very, very soon." This had turned into one of those playful verbal exchanges which I personally enjoy so very much. "Since when do you start talking to me like this during sex, Lindsay?"

The sweet teenager giggled and sneered, "Pamela told me how much you like it when us girls talk nasty to you."

I nodded my head and returned, "That's what I thought. But you like it too, Lindsay. You like when I talk nasty to you. Or one of the other girls talks nasty. Right?"

She nodded her head. "Yes, I do."

"Suck my cock, you little slut," I suddenly told her,

catching her attention. "Make me cum in your mouth."

Lindsay giggled at my strong words before following through with my first order. She swallowed the entire length of my erection and began to focus all of her energy and attention upon it. As her tongue slipped and slid over and across it within her mouth, I could feel the bulging tip of my cock lodged somewhere deep in her throat.

Using her fingertips, Lindsay prodded and teased the delicate flesh of my balls into a heated frenzy. I could do nothing but toss my head and roll it in circles while reclining on the bed. Next to Amy, Lindsay could suck my cock better than any woman I had ever known in my life.

The 18-year-old was still fully dressed, but that did not stop me from admiring her body and the way it looked. Of particular interest was Lindsay's sweet ass, looking so firm and tight while snugly tucked away in a pair of shorts. I appreciated the way it twitched back and forth as she was hunched over my cock, on her elbows and knees.

Not to be outdone, Lindsay's smallish, perfect breasts were concealed by a very tight-fitting half t-shirt. With the outline of her nipples clearly visible through the paper-thin fabric, I could easily tell that the sweet blonde had foregone the use of a bra as well.

With her long-flowing blonde hair and sweet-cheeks face, Lindsay was so beautiful that it was almost criminal. Was there any normal man alive who would decline a chance to be where I was at this moment in time? After all, I was lounging in bed with my cock embedded in Lindsay's mouth...

Both of us moaned with wanton delight as Lindsay now began to bob her head up-and-down over my shaft. Gripping its base with her right hand, she again used her left to tease and twiddle away upon my balls. Sexual sparks and lasers coursed throughout my entire body, rocking me down to the very bone. Indeed, Lindsay was something special!

Feeling as if my body could spontaneously combust at any given moment, I reached down and cradled Lindsay's charming face with both hands. She swallowed the entire length of my erection once more, and kept it buried within her mouth as I suddenly rolled over on top of her.

Rising up to my elbows and knees with Lindsay now flat on her back beneath me, I pulled my hips back a bit and then thrusted my cock hard and deep into her willing throat. The sweet 18-year-old gagged for a moment, but then adjusted and begged me - with her pretty blue eyes - to do it again.

I complied, pulling back and then jamming my cock into her throat once more. I soon caught a rhythm and began to pump her mouth with a vigorous, quick-thrusting motion. I did not last for long, however.

I growled while cramming my erection as hard and as deep into her throat as I possibly could one final time. Lindsay gagged yet again, but adjusted once more and then moaned as the first shot of cum was jettisoned directly into her hungry throat and stomach.

A second and third blast soon followed, during which time I squinted my eyes and growled in the rage of sweet orgasm. Meanwhile, Lindsay had placed an arm around my waist and held on tight, wanting to keep the entire length of my shaft embedded deep within her mouth and throat.

She was successful, at least temporarily. A fourth and final spurt of cum, though less powerful than the previous three, was then pumped into her. I felt very light-headed and dizzy, but still managed to resume a soft and gentle thrusting motion with my hips.

Having swallowed every last ounce of my thick and gooey sperm, Lindsay kept her mouth stretched wide and open as she stared up at me. I finally withdrew my cock from her mouth, before moving backwards and then pressing my lips to her sweaty forehead for an emotional, appreciative kiss.

"I don't want you to go to Canada with Trish," were my sudden words. I don't know where they came from, but what I said was the absolute truth. "I want you to stay here on the island with me and Pamela, Lindsay. I don't ever want you to leave me... I couldn't stand it. I need you."

What just happened? Those words came from my heart. I did not think of saying them at all beforehand... they just kind of blurted out, on impulse.

"I want you to stay on the island with me and Pamela," I reiterated. "I don't want you to leave me."

Lindsay's reaction was too hard to tell. Somehow, she looked hurt, confused, stunned and excited... all at the same time. Until now, I didn't know that was possible.

"What about Trish?" she asked, in a whiny voice.

<<<- End of Part 26 ->>>

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