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PLEASURE ISLAND: THE POOLSIDE ENCOUNTER

Chapter 1 The Maroon Two Piece

Taking the box with you the thoughts about what Wendy has been telling you can't be stopped. "While we are at the island, you have to let your hair down. Stop being so uptight and just relax and enjoy."

"Well, I guess that there's no time like the present." you say to yourself. You find the bathroom nearby that looks like a bamboo version of the bathroom buildings at Worlds of Fun. Inside is clean and smells very pleasant, especially for a bathroom. There are stalls along the left wall, sinks and mirrors on the right along with a couple full length mirrors, and at the back are shower stalls for rinsing off after being in the swimming pools.

You head into the last shower stall since there is more room to change there than in the toilet stalls. At least it's empty in here so you can brace yourself for this whole letting your hair down for Wendy, you think to yourself. Setting the box down on the bench you start to rummage through it. White one piece, black thong, electric blue thong, red boob top, silver bottom bikini, a maroon lower bikini, a maroon bikini top, the list goes on. "Chicks can't just wear shorts can they?"

Since you'd already found the matching top and bottom in maroon, you decide to go with that. Laying them out together, they actually look pretty hot. You can picture the girl that would be wearing these. Tall, red haired, big breasted woman, with long fit legs. You can't help but get a bit hard thinking about what that silky bottom piece would feel like while stroking her pussy.

Not the time you think. You'll have to fit your cock in there soon enough and three and a half inches soft isn't going to fit well so a full 8 inch hard on doesn't stand a chance of being covered.

Best to start with the bottoms so that you can get your dick used to the feeling and get it retamed before heading back out to the pool. You remove all of your clothes and brace yourself for an embarrassing night. You pull the bottoms up firmly and your chock loves the feel of the material rubbing you. Fuck, your getting fully hard now.

You start to rub yourself through the material. It feels so good. At least if you get off now you've got 20 minutes before you'll be getting hard again. The material is so soft rubbing against your sack and shaft. You start to rub faster and harder. Oh fuck, that's nice. You can't help but picture the redhead. Her long dark red hair falling down your thighs as she bobs up and down on your cock. Her thick plump lips wrapped tightly around your manhood as she goes tip to base. Her long slender fingers cupping and squeezing your balls.

You picture her DD tits bouncing as she really gets into giving you the best head ever. Her other hand is busy playing herself as she slides fingers deep in herself for lubrication and go fast and furious making circles on her enlarged clit.

You erupt down her throat, her eye liner is nicely lined up and her lipstick is a beautiful shade of dark red wine. What an odd thought to have as you cum. A woman's makeup has never done it that much for you in the past. Her tits, her ass, her talking dirty, sure, but never has a woman's makeup helped do you in before.

Shit, you realize that you just came inside the bottoms. No way that you can wear those caked with cum. You look down and there's a wet spot, but no huge thick white cream that you expected. You bend more to see, expecting to see your cum higher near the band or even out the top onto your stomach. Oh shit, there isn't even a bulge from your dick. The front of the bikini is flat and smooth. The entire underside is soaked, but not with your thick cream, but with a thinner more watered down cum. It looks like cum from when Wendy full on squirted on you that one time.

"What is going on?" you say aloud. You can even hear the fear in your voice. You lift the bottoms and look in. No dick. No pubs. A very wet tight looking vagina. You look down further. Your legs have lost mass. They still feel powerful, but they are more sleek and slinder. Your feet are smaller. Your toe nails are a dark shade of red. That same red that you were picturing on the woman's lips. "What the fuck is going on?"

"Uh, you alright in there honey?" you hear a lady say from close by. "Honey, are you alright?" she repeats as you can't find any word to reply.

"Um, yeah. I'm alright."

"First time on the island isn't it?"

"I'm sorry ma'am, but I'm not really in a good spot to have a full conversation right now."

"Oh honey, bless your heart. I'll just say that when things happen while you're here is best to just go with it and enjoy life. Sometimes you just have to lighten up and accept the good times."

You hear her wash her hands and the click of her heels as she leaves.

"Lighten up." Even strangers that don't know you are telling you that now. Sure, let's just embrace the suck and show Wendy how "Lightened Up" you can be. WENDY! How are you going to explain this to her?

You look at the bottoms. They are kind of nice. Your ass has filled them out nicely. Actually, they filled your ass out nicely. They were loose when you put them on, but your ass has firmed up, lifted up, and filled out. The sides connect the front and back with the stripes on each side filled with transparent material. Your legs are smooth. No hair at all.

Well, it'll be a fun conversion with Wendy but she can't tell me I have a stick up this tight, firm, grabbable ass. Your hands are already on it before you finish the thought. Your pussy is already wet again. At least you don't have to hide a hard on any more.

You pick up the top. It's nice and big. There is plenty of room to put it on and tie the front. It has laces that tie up the front and you pull it good and tight. Suddenly you feel your chest. Something you've never really been all that aware of. Your nipples are tingling and pushing against the silky top.

The top is shrinking. It's getting tighter. You scramble to loosen the laces, but your fingers aren't working right. Your eyes are blurry and you have to close them, your stomach is doing flip flops because your freaking out so badly. It's getting harder to breathe until finally the laces relax and you can take a full breathe in. At this point you're layed down on the bench almost hyperventilating, but you try to slow your inhale and the exhale.

"Focus, " you say to yourself. "Focus, and you'll be just fine." You open your eyes and blink rapidly to clear your vision. Slowly the world comes back.

You look down at the shrinking top and realize it hasn't changed. Your DD breasts couldn't fit in the top with how tight you had it. Your DD... breasts. Oh my. Your long slender fingers make their way under the material for your first exploration. A jolt shoots through you as your finger nails scrap your thick protruding nipples. A moan escapes your lips. It's a sound you've never made before.

You're on your feet startled. Your biceps are gone. No arm hair. Thin wrists. Dainty long fingers with long nails painted the same color as your toes. Your tits are in the way so that you can't even see your feet without bending. "Well, it doesn't get any lighter than this." Your lips moved so you knew it was you talking, but the voice wasn't yours. The bass is gone, the depth was replaced with a smokey seductive purr.

You tighten the laces on the top and notice that before both of the cups had come together, but now there was a good two inches of lace and flesh in between them. You run your hands over your body electrifying your skin. As they drift over your nipples they harden and become very visable through the material.

"In for a penny in for a pound." You look back at the box and see a bag. It's the sort that has the two strings that go over your shoulders and work as a sinch too close the top too. You put your clothes and shoes in immediately and put it on your back. Taking a deep breathe you open the door to the stall for an exciting night.

You walk directly to the full length mirrors and almost have a heart attack. Holy hell! You are a smoking hot Vixen! 5'6" with long dark red hair. Big DSLs painted that same dark wine red as your nails immediately make you think of your fantasy. You are your own wet dream. Doing a slow turn you are in love with your figure. Plump ass, big titties, a flat stomach. Oh my.

It's got to be time to meet Wendy soon and explaining to her what had happened was going to take some time so you'd better get to going. One last look and you notice that you've even got the cat eye liner around your blue eyes. God you look good.

Walking out of the bath house you head directly to the pool and just before you get there you realize that you forgot the box. You sprint back surprised that you haven't lost any of your speed. The box is right where you left it with the black thong suit on top. You look through quickly and find the matching skimpy top to match. Quickly shoving them into your bag you're back pool side in just a minute.

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Note: This is another Bennett Law Firm story that follows a similar theme found in ‘Whores and Pimps’, Halloween Party at the Bennett’s and ‘Under the Mistletoe’. There is some mild brother sister incest and detailed lesbian parts but the rest is just a whole lot of playing the game. All rights reserved. Jack Reynolds had heard about the parties and contests that old man Bennett threw but it wasn’t until he got the invitation that it became real. He hurried down the hallway to the office of...

3 years ago
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Island of Love

Island of Love Introduction Eban. With it’s long history as a resort Island where wealthy black businessmen  could come and play with many of it’s gorgeous white women. White couples were recruited around the country with the prospect of making a great deal of money for their two year stay at Eban. Women that were previously married who worked at the resort had to obey the resorts rules. Some of the rules were harsh especially on their ex-husbands. White women were trained on how to please...

3 years ago
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Island Princess Returns

Bree walked back down the narrow aisle of the first class cabin of the airliner, an angry pout on her face.“I haven’t been able to get in the restroom yet and we land in two hours!” she complained.“I thought you went to the bathroom before we left Hawaii?”“I have to change into traditional island clothes before I get off the plane,” my island honey explained. Bree is from a beautiful South Pacific Island group, and we were on the second leg of our trip back to her home.  We’d spent a few nice...

Group Sex
4 years ago
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The Island

The Island The small plane leaped into the air. Roger Kramer watched the dials nervously as his older brother Vince took them out low and fast. Behind him, Dashel Conroy chuckled, running his hands through the money. The armored car job had been perfect. Roger had come home from Iraq with ten kilos of C4 hidden in his bags. He had also spent four years learning how to blow things to hell, and a year disarming IEDs at about two bucks an hour. Vince, his older brother, had been in stir...

3 years ago
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Pleasure Island The Bikini Chapter 7A

Hours and days of feeling the vibrations through your clit, the soaking of your panties and the pool of juices that had formed on the blanket of the bed you finally hear your release commanded from the other room and you are all too happy to comply with her wishes. "Cum for me now!" Wendy demands. You scream out into the ball gag as loud as you can. The explosion that happens inside of you is as physical as the mental release of the orgasm. You feel jets of cum pour out of you the same as...

4 years ago
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Pleasure Island The Bikini Chapter 5

You've never gotten to top during 69. This is the first time that it was possible without choking her with your cock. Besides, you've been eating her pussy for over a year now since the first time that the two of you got together. It's time to have the favor paid back. You climb down her body and place your hips over her chest one leg on each side. She immediately pulls your hips down so her hungry lips are on your wet sensitive lips. She opens her mouth wide so that she covers your entire...

3 years ago
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The People on the Other Side of the Island

When I was a kid, fifteen as I recall — and that was long enough ago that I don't care to dwell on it — my dad, my mom, my cousin and I lived for three years on a small island off the northern coast of Maine. My dad was a botanist who worked for the state and he'd been assigned to catalogue as much of the flora of the islands as he could. Three years was all that had been funded for. So we moved to this little island for no other reason than it had an available house on state-owned property...

3 years ago
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EROTIC FANTASY ISLAND CHAPTER 1

CHAPTER 1:This is the continuing story (from the RESURRECTION story) of one woman, Annie Linder, who finds herself living a dream she was unaware she wanted … until it was given to her. For continuity, it is recommended that you read RESURRECTION, first. See my post for the cover.Everything still seemed like it was happening so fast. In actuality, it has been three weeks since Sylvia Contreras came to Tucson wanting a meeting with me to discuss her revised resort on the Caribbean island she...

3 years ago
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Thunder Island

Thunder Island is the most beautiful of the coastals. It’s still beautiful, in spite of now being filled with condos, motels, gigantic mansions and tourists ... it’s classy and scenic and just fabulous. You are a lucky motherfucker if you can afford to live there. The foliage is still thick and rich, with red cedar, oaks, loblolly and longleaf pines everywhere. The businessmen that turned the beauty of the island into money were careful, at least, and much of the natural beauty of the place has...

2 years ago
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Threads The Island

Edwin looked at the pile of paperwork on his desk and rubbed at his eyes. It had been a really long day, and only midway through what was bound to be a long week. It had begun with his friend Danny's death two days ago, and since then the Island had been a hive of activity getting things prepared. In a couple of days time Danny's c***dren would arrive on the Island, having just found out that they were triplets given up for adoption, and they'd be meeting here for the very first time. On top of...

2 years ago
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Threads The Island Part 1

Before we start let me tell you this is going to be a very long story and i hope with every coming part you will get more exited about next one. EdwinEdwin looked at the pile of paperwork on his desk and rubbed at his eyes. It had been a really long day, and only midway through what was bound to be a long week. It had begun with his friend Danny's death two days ago, and since then the Island had been a hive of activity getting things prepared. In a couple of days time Danny's c***dren would...

4 years ago
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Whipple Island

SEAN: Good gravy it was hot! Oh, sure, there's hot, but then there's the hot you get in the summer in the Midwest. If you didn't grow up here, you wouldn't know what I'm talking about! It's the kind of hot where the humidity is higher than the temperature. Your clothes stick to you. The air doesn't move. You keep hoping to find shade on the trail ahead, but when you get in the shade, it isn't any better. So far, this Independence Day weekend was the hottest weekend of the year. It...

3 years ago
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Janet and Justins Island Affair

The deep, dazzling blue of the Caribbean Sea was like nothing Janet had ever seen before. It stretched out like a soft blanket of azure as far as her eyes could see. Overhead, the bright island sun sailed lazily across the morning sky, occasionally disappearing behind one of a handful of fluffy white clouds that floated carelessly toward the horizon. Each time the sun disappeared behind a cloud, only to reappear a few seconds later, the color of the sea changed. One moment it was a deep...

1 year ago
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The Scat Island

This is not an advertisement for the scat island, but instead description and narration of activities and events that take place there. Somewhere in pacific, there is this island not shown in any maps and can hardly be seen on google-maps! The island has a rim of narrow yellow sand beach and in the middle it is mainly green. On one side the island is slightly elevated like a small hill, and where this elevation starts, there is a small plain strip where woods are less and if you look down...

Fetish
4 years ago
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Island DelightChapter 15 Haaina Male

Thursday had been an extraordinary day for the Olivers. Following their afternoon anal sex, the couple had needed a long nap to recuperate. Later that evening, they dressed for dinner, and Brenda had put on her new white linen mini dress. She looked at herself in the mirror over the dresser but was even more nervous about the dress than when trying it on in the store. The halter-top was cut low in the back, and had a deep V cut in the front, exposing her almost to the belly button, and the...

1 year ago
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Mother In law Fantasy Island

This is a fictional sex story. If you dont like or agree with sex storys, please leave. Its just a fantasy tale and starts like this. This story starts in Japan where we took our kids on vacation.My wife thought it would be nice to let the kids see a different culture. The kids were getting close to graduating and my wife wanted one last vacation as a family before our first born went to college,so that's what we did. My wife's mother Barb came along.everything was going along according to plan...

Incest
3 years ago
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Island Royale Epilogue

____________________________ I spent the long flight back to Costa Rica sitting alone and in silence, as did most of my fellow passengers who also appeared equally exhausted following the week of extravagant debauchery. For the return trip I was granted a window seat, and I repeatedly found myself gazing hypnotically out over the vast blue waters of the Pacific Ocean, lost in thought as images of Island Royale flashed before me. My mind kept drifting back to sweet little Alyssa,...

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