Island Paradise

By Highlander JM

Published on Jul 14, 2023

Encounters

Story Name / Genre: "Island Paradise" (Part 16 of 25) -

M/F, F/F & just about everything else _____________________________________________________________

Just as I expected they would, the ladies kept the guys occupied for the entire afternoon, and on into the evening. With my seven females and ten guests who were men, they split into smaller groups (two, three or four) for most of the afternoon. Then, everyone got together for yet another rousing 17-person orgy. I stayed out of it this time too... I simply sat by and watched everything from my voyeur room.

The entire day consisted of nothing but lust and desire.


The girls did not like this, but their group of studs had to board the boat and return to the mainland at 7:00pm. They did just that, but only after a "group blowjob" took place at the pier with seven ladies on their knees servicing ten guys.

Once back at the mansion, the girls wanted to know when their stallions would be returning. I would not give them a clear answer. All I said was that the guys had come here today because it was Amy's 27th birthday. Then, I was also quick to remind the girls that Torrie would be 26 next month. Their minds already began to race with possibilities...

Because of what transpired throughout the whole day, we did not sit down for dinner until 7:30pm. It was quite an interesting sight too, as none of the girls were given any time to freshen up. I did not permit them to, because I enjoyed looking at them in their current states.

All of the ladies were absolutely caked in cum, with some of their clothing torn and shredded as well (courtesy of the guys). Of particular note was Lindsay, whose long-flowing blonde hair was a complete and sticky mess.

After we had dinner, the girls made a dash for the shower room. Even at the table, I had developed an erection while admiring what looked like seven prostitutes after a long and very eventful (and profitable) evening out on the streets. I simply could not believe how much cum this wonderful group of nymphomaniacs had actually taken today.


After helping Louisa (the housekeeper) with the dishes, I retired to my personal suite for the evening and thought it would be best to debate the merits of Lindsay and Amy in my mind. Which of these two goddesses did I prefer?

It was a tough call, to say the least. So tough, in fact, that I could not even come up with an answer.

Amy looked like the type of woman who most men can only meet in their dreams. A 27-year-old with red hair, a pretty face and a body which was built for sin, Amy could have made a wonderful living for herself in the world of adult films. She would have been a natural for it too - because Amy was an insatiable slut whose appearance, demeanor and sexual hunger did nothing to hide that fact.

On the other hand, Lindsay was as sweet as pure honey. She was a little, petite blonde who had the face, body and mannerisms of someone three years younger than her actual age of 18. Everything about her, at least on the surface, seemed pure and wholesome. She exuded innocence.

However, as I had witnessed throughout the week, Lindsay was not as wholesome as she seemed. Thanks to Amy, that is.

Amy had awakened a sexual beast within Lindsay by the way she had treated her during their times together over the past week. Whether it was single- or double-penetrations with big dildos, or verbally humiliating her, Amy had helped push Lindsay past her limits since they arrived on the island.

With the help of Amy, Lindsay found out that she had a certain love for anal sex. Several days ago, Lindsay begged Amy not to stick that dildo in her ass because it seemed too nasty. Fast forward a bit; I watched the tender 18-year-old double-penetrate HERSELF with two massive dildos yesterday afternoon during a memorable masturbation session of hers.

Without Amy's guidance, Lindsay would have never done that. She seemed so innocent and naive that one could easily claim that Lindsay didn't even know what "anal sex" meant until she arrived on the island earlier in the week.

Amy herself, was a different story. Not only did she look like a slut, but she WAS a slut. Sex consumed her entire life, and it was easy to tell that it was the only thing she thought about. Whose cock or pussy does Amy get to devour next? That was the main question in regards to this slut.

Who knows how many guys Amy has been with in her life? I would say at least 20. Maybe even 50. Why not? Back home in Ohio, she participated in weekly gang-bangs and even had encounters with complete strangers. Amy was proud of that.

Everything that Amy currently was in terms of a slut, however... it seemed that Lindsay had a chance to equal, or even exceed. Lindsay was sweet and wholesome on the outside and still pretty naive about things on the inside. But she had DEFINITE "slut potential".

What appealed more to me? Was it the older, more experienced bimbo? Or the young slut-in-training?

Did I prefer Amy's mega-voluptuous body, or Lindsay's tight, little-teen-like frame? Amy's slopey-eyed, "been there done that" look, or Lindsay's innocent, sweet-cheeks face? Amy's medium-length, flame red hair, or Lindsay's long-flowing blonde locks?

I really had no answer for any of the questions. Both ladies were fabulous, but in different ways. I really had no idea which of the two I preferred. Amy was the same age as me (27), which was a plus for her. However, at the same time, the thought of corrupting a sweet 18-year-old like Lindsay appealed to me very much.

This was too confusing for me.


After giving up on the mind-debate, at least for the time being... I got a snack and refreshment from the refrigerator inside my personal suite. I was all set to go to sleep. But as was the case the previous two nights, someone showed up at my door and altered my plans.

After a gentle knock upon the door, I opened it and smiled at the sight of Lisa as she stood before me.

Fresh out of the shower (and freshly-fucked, I'm quite positive, by the other girls), Lisa's long-flowing blonde hair was all wet and slicked-back upon her forehead as she wore nothing but a towel and a smile.

"It's my turn to have sex with you tonight," Lisa said, inviting herself in and walking right past me.

My eyes grew big at her words. "Your turn? What do you mean?" I hadn't gotten any time alone with Lisa (yet...).

Lisa turned and giggled at me. "You don't know? Oh. Well, all of us girls decided we're going to take turns on just who gets to spend the night with you each night... unless there's a big orgy. First it was Christina, then Trish last night. Tonight it's MY turn."

My cock began to grow larger... very rapidly. "You... you're all going to take turns going to bed with me?"

"That's right," Lisa grinned. "Seven girls, seven nights a week. So you get a different one of us every night." She giggled and added, "Unless, as I said... there is a big orgy or all of us decide to gang-bang you." She paused and concluded, "After what you did for us today... I wouldn't be surprised if there is a gang-bang for you very soon."

Lisa slipped off her towel, baring her naked beauty for me to revel in. Tall, blonde, shapely and extremely leggy, Lisa looked more like a Greek Goddess instead of a Midwestern girl from Illinois. Her body was absolutely flawless...

"My..." she smirked, drawing out a tired cliche, "is that an apple in your pocket or are you just happy to see me?"

"Happy to see you," I gasped, my insides raging as I quickly closed the short distance between us.

I brought the 20-year-old into my arms and kissed her softly as we sat down together on the bed. I then used both hands to cup and squeeze her ample breasts as our mutual kiss intensified at a steady pace. Our tongues dueled and danced together as the lip-lock kept getting more heated.

Soon, Lisa and I kissed each other with great need and desire, our tongues sliding and mingling together between our pressed-together mouths. I slipped one hand around her thin frame and slid it downward, to her shapely ass. Lisa squealed as I groped and massaged it thoroughly.

It wasn't too long before her right hand had found its way into my shorts. Lisa moaned against our shared kiss as she briskly pumped and stroked my full erection. Eventually, my moans joined hers in a chorus as the breathing between us became a bit ragged and labored.

When the heated kiss was finally broken, I moved downward and began nibbling on Lisa's neck with my lips and tongue. Her left hand cradled the back of my head in appreciation while her right continued to stroke away upon my erection.

Suddenly, I decided to roll the buxom blonde beneath me and pin her shoulders to the soft mattress. I nuzzled her neck awhile longer, but then ventured further south and trailed my tongue between her deepened cleavage. Now with both of her hands cradling my head, Lisa giggled in desire.

"Coming to this island was the best decision I ever made," she told me, her body vibrating ever-so-gently.

"Why is that, dear?" I asked in return, my mouth finding its way to one of her nipples and sucking it tenderly.

Lisa ran her hands through my hair as she replied, "It just is. This place was a wonderful idea. An entire summer built around nothing but fun and sex."

I switched to her other nipple and murmured, "It's good to see that you are enjoying yourself, Miss Lisa. All of the girls here seem to be very happy."

"Yes!" she grinned. "Very happy!" I began to kiss and lick her breasts now. "But could you do me a favor, Jeremy?"

"What's that?" I asked.

"Tell me about the money," she replied in a hopeful tone. "I mean... I really need that half-million."

I chuckled while moving up to her neck and kissing it. "All of you girls need that money, sweetheart."

"I just wish I knew what the rules were for getting it," Lisa whined. "I mean... fifty grand is a lot too. I know I'll get at least that. But I want the half-million. Can't you tell me how to get it? Please? PRETTY please?"

I shook my head while tonguing her cleavage once again. "No honey, I can't. I'm sorry."

Lisa let out another whine and said, "Please! I'll do anything you want me to! Just let me know..."

I pulled away and looked her in the eye, and spoke in a firm tone. "You'll do anything I want you to... regardless."

Lisa let out a sigh of both exasperation and desire when I sat up on the bed and then settled my face between her quivering thighs. Her knees high in the air and feet on the floor, the whiny blonde squirmed about beneath me as I used my tongue to flick and stroke her moist clit.

Soon, I moved two fingers between her thighs and directly into the damp folds of her pussy. Lisa growled as her body tensed in response, and then I started to slowly thrust the pair of fingers in-and-out of her. Meanwhile, I continued to tongue and swipe away at her swollen clit.

Lisa had her long legs spread wide apart for me and my probing lips and tongue, as she continued to writhe and wiggle about upon the mattress. She was moaning in pure passion, her neck and back arching high off the bed.

I continued hammering her pussy with two fingers while also licking and slurping away at it with my tongue.

When she began to scream out as her hips violently bucked beneath me, I knew that Lisa was very close to an orgasm. This caused me to increase the speed of my thrusting fingers as well as the tempo of my probing tongue even more. Soon, Lisa let out a deafening scream which was followed by her luscious body rumbling about in a massive orgasm.

I did my best to lick up all the sweet nectar which oozed from her little pussy. The 20-year-old tasted wonderful...

"Lisa dear... you'll find out about the money at the end of the summer," I eventually told her after raising my head from between her thighs. "Just like everyone else. Now you will have to wait for it... that's it."

The blonde offered a tiny pout and returned, "Oh, I guess. But I really wish you would tell me."

I shook my head and countered, "No. Just accept it."

"But I really don't know why you..."

"ACCEPT it," I interjected, putting my foot down.

She pouted and returned, "Yes sir."

Sir?

Lisa kept still upon the mattress for a few seconds, but suddenly sat up and then lunged at me. Her right hand reached for my erection once again and grabbed it. She closed her long, slender fingers around it and offered a firm, tight squeeze. I growled in response, just before getting into a seated position upon the mattress, with my legs straight and outstretched in front of me.

Eventually, Lisa got onto her knees between my spread legs before leaning down over my cock. She locked eyes with me, then opened her mouth and took my throbbing cock between her moist, ruby-red lips.

The goddess gripped my base of my erection with her right hand and pumped away on it, while licking its bulging tip with her tongue. She slipped half its length into her mouth and began a slow, up-and-down bobbing motion with her head.

Lisa moved her left hand to my cock, and now gripped it with both hands as she started to solely suck and slurp away at its tip. I reached down and cupped her face while she took my shaft out of her mouth. She gave it a long, sweeping lick with her tongue and then offered me a mischievous grin.

I ran my fingers through her long mane of blonde hair while returning her smile with one of my own. "That's it, honey. Don't think about the money... just suck my cock."

She gave me another grin before taking my shaft back into her very skilled mouth. Her head started to bob up-and-down as she worked my erection over, her tongue creating its own magic. I could feel her licking at the head of my cock in her mouth, while watching her breasts jiggle and bounce about as her head continued to frantically bob up-and-down.

Soon, both of her hands made their way to the base of my cock. She tightly frigged it while looking up into my eyes, giggling, while continuing forth with the expert blowjob.

I was all set to explode in her mouth, but apparently Lisa had better ideas.

The blonde withdrew my cock from her mouth and quickly moved up so she was standing upon her knees, astride my hips. A split-second later, she lowered her slit to my erection and impaled herself upon it. Then, she started to bounce up-and-down, her body thrashing about wildly.

I brought both of my hands to shapely hips and squeezed tightly while helping her with the rocking motion. Lisa leaned forward and placed her hands upon my shoulders as she continued to bounce and flop around upon my shaft.

"OH YES!" she screamed in response. "GOD YES! YES! THAT FEELS... FEELS SO GOOD! OH YES! YESSSSS!"

Lisa and I rocked together as long as we could until both of us experienced simultaneous orgasms. She collapsed on top of me while I growled, filling her womb with yet another fresh helping of sperm. It was probably her 15th today...

As we lounged together in the sweet aftermath of orgasm, I embraced Lisa and held her close to me before looking into her alluring brown eyes. I could see a look of total and complete satisfaction in them as she smiled back at me. That made me feel good. Very good, in fact.

I offered Lisa a gentle kiss on the lips before we fell asleep right there - on the bed, in each others' arms.


It had become rather customary that after breakfast each morning (excluding yesterday, of course), the lusty trio of Pamela, Trish and Torrie would all go to the exercise room. This morning was no different as the physically-fit ladies went off to do their thing. They even talked Lisa into joining them in the weight room for a workout, too.

With Christina helping Louisa out with household chores, I nearly went out of my mind as I sat in the voyeur room, listening to Amy suggest to Lindsay that they find someplace quiet. "All of the others are going to be busy for awhile," the slut told her young counterpart. "We can stay busy too."


Wasn't it fitting for me that my two favorite ladies on the island (by leaps and bounds) would further complicate my thinking by having a passionate encounter... alone together?


Lindsay smiled at the 27-year-old as she was led by the hand to the recreation room. Once there, the pair of ladies pulled each other close and began discarding of what little clothing they had on. Eventually, Lindsay moaned with hot arousal as Amy squished their breasts together, as one.

Amy grinned as she then reached for one of Lindsay's firm, little breasts with her hand and stroked it tenderly. In response, Lindsay bent over and traced her tongue over and across one of Amy's plump, juicy nipples. The hot red-head shuddered at the obvious sensations swirling throughout her body before pulling Lindsay down to the floor beside her.

The two ladies rolled onto their sides and faced each other and giggled, before pressing their lips together for a kiss. Amy grasped the back of Lindsay's head with her hand and shoved her tongue down the 18-year-old's willing throat, eagerly tasting what she had to offer.

Lindsay, who had a serious attraction for women with big breasts, started to massage and grope Amy's ample mounds with both hands as their mutual kiss intensified. Soon, Lindsay trailed one hand down Amy's body and pressed its palm against the joining of her thighs. As the heated kiss continued, Lindsay began to finger and stroke Amy's pussy.

"You are such a sweetheart," Amy moaned after breaking the kiss, before attaching her mouth to one of the blonde's firm breasts. "Sweetheart," she repeated, the very tip of her tongue trailing hot circles around the tiny nipple.

Lindsay giggled and arched her back in response, but then added a second finger to the mix as she thrusted away at Amy's pussy. The red-head's body began to buck and churn about in obvious lust as Lindsay then added a third finger.

Amy let out a wild moan as her hips began to vibrate. Enjoying herself, Lindsay used her thumb to tease and caress Amy's little clit while jamming a trio of fingers in-and-out of her at a frantic pace.

The 27-year-old was able to hold back her orgasm, however. Intent on providing her younger lover with some pleasure of her own, Amy fastened her lips upon Lindsay's pert right breast and really started to go to town upon its nipple.

It didn't last for very long, though. Lindsay pulled Amy's mouth away from her breast so she could deliver yet another heated kiss upon her lips. The two swapped their tongues together over an open-mouthed exchange as Lindsay continued to jam three fingers in-and-out of Amy's pussy while also thumbing her excitable clit at the same time.

It should come as no great surprise that as this encounter was taking place, I had my cock out and was busy stroking it. After all, why not? Not only were Lindsay and Amy two very beautiful young women, but they were also my favorites!

When their deep kiss finally broke, Lindsay moved downward and immediately plunged her tongue between the moist folds of Amy's pussy. Now using three fingers, a thumb and a probing tongue upon her older, more experienced lover, Lindsay quickly worked Amy into an incredible, heated frenzy.

"Oh, you little slut!" Amy growled, clenching her thighs tightly around the blonde's head. "I'm gonna cum!"

The 27-year-old's body arched high into the air as her pussy went into convulsions. With three fingers buried deep in Amy's pussy, Lindsay used her tongue to lick and swipe up all the orgasmic fruit which flowed from within it. At the same time, Amy arched her back and cried out in wild passion.

Lindsay really knew how to use her tongue on another lady.

After the slut's orgasm crested and then faded away, she smiled with delight as Lindsay moved so she standing upon her knees astride Amy's face. Lindsay lowered herself to the waiting tongue and then moaned out at initial contact.

Amy held onto the blonde's smallish hips while using her tongue to flick and probe upon Lindsay's clit in a steady, circular motion. The 18-year-old held onto her own breasts and clutched them tightly, her little body already starting to gently churn and buck about due to the sensations.

Amy ran the very tip of her tongue up-and-down Lindsay's soaked slit in slow, languid strokes. She had the minx hot with desire, but soon intensified those feelings when she probed her tongue deep between the folds of her pussy. Lindsay cried and whined out in obvious rapture as Amy began to tongue-fuck her with quick, probing thrusts.

When Amy opened her mouth wide and let Lindsay settle down upon it, the 18-year-old went absolutely insane with passion. Her lithe body started to buck and thrash about uncontrollably as Amy's velvety, skilled tongue continued to dab and slurp away at her pussy.

"Oh yeah!" Lindsay screamed, quickly becoming consumed with desire. "Oh yeah! Lick it, baby! Yeah! Lick it! OH AMYYYYY... YEAH! FUCK ME WITH YOUR TONGUE!"

The teen-ager could not anymore of the torrid treatment. She reached down and latched onto Amy's large breasts and used them for support, then screamed out in sweet ecstasy as her pussy exploded in a hot wave of passion. Returning the earlier favor, Amy's tongue continued swiping up all the juices which gushed from Lindsay's pussy as she went through the entire progression of orgasm.

After those sensations had come and gone, Amy made sure her young lover was swiped clean, then joined her upon the floor in a warm embrace. The pair of beauties exchanged tender kisses and words of devotion as I continued stroking myself until my cock simply erupted like a volcano.

How could I possibly choose between these two angels?


It sure had been an eventful first week on the island, huh? I had nine more weeks to experience and enjoy before everyone finally went home for the summer.

Things sure did look promising in paradise...

<<<- End of Part 16 ->>>

*** Only nine more chapters to go - and then the sequel! ***

---------------------------------------- Find every chapter of this story updated and archived at:

ftp://ftp.asstr.org/pub/Authors/HighlanderJM/

Reader feedback (HighlanderJM@hotmail.com) is appreciated!

--> Contact me on MSN Messenger for chat: HighlanderJM

Next: Chapter 17


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