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Island Slut With a Twist

While I was living in the Virgin Islands (and being an absolute whore) there were quite a few interesting twists and turns. There were also some things that were traded or bartered at times. One of the nicer ones was ‘ride for sex’ by one of our favorite MiniMoke drivers, Georges.

When I used him I’d always paid. I noticed, after a few trips with the girls, that we never paid – they never paid. Molly was nice enough to wise me up one day; I’d arrived where we were meeting and I paid him. After he drove off they all laughed at me – in a good natured way.

“Look hon, Georges is a sweet guy. He absolutely loves white pussy to death, he loves blow jobs, he will ‘trade’ for a ride…unless you don’t like black cock?” She didn’t know that I absolutely love a nice big black cock. Molly went on to explain size, all of his likes and just how good he was. I was ready to give it up in ‘trade’ right then and there. It was a 1 day wait.

I called Georges and told him I wanted to go out to a place called Sugar Loaf near the east end of the island. It was only about 3 miles away from town but kind of remote and beautiful. There were also some little roads that led down to secluded beach areas. I wanted to go late in the afternoon (for obvious reasons) but told him it was for taking pictures of scenery. He picked me up at 4 and I made it very clear that I was in no hurry to get there. During the drive (I’d dressed light and loose) I had him stop a few places but made sure I was putting on a little show just for him. My skirt was long but had a slit up one side, almost to my ass, and he did quite a bit of looking. I’d purposefully worn a white garter belt and nude nylons along with some sandals with a bit of a heel. Georges didn’t miss anything when I showed some leg or a little of something else. Apparently he didn’t care what sex or ‘other’ he was getting serviced from; mouth or ass was ok.

We finished our little trip along the beach, a nice deserted little beach with not much sand but a lot of trees and undergrowth. I took some pictures, it was almost sundown, then went to walk in the waves a little. Of course, returning to my driver (who’d been watching me) I had to remove my wet nylons, wring them out then dry my feet and legs. As I made a show of it I casually said, “I hope this trip won’t cost too much…I uh, didn’t bring a lot of money with me.” Georges just grinned at me then said, “It’s not a problem, we can take other than money, not a worry.” He’d been leaning against the side of the ‘jeep’ so I walked over to him and asked what he meant by that, while flashing a little coy smile. He looked me over pretty well then said, “You know, what you do with friends…dates.”

There was a little more conversation, I moved pretty close then reached down to touch what was becoming a nice bulge in his shorts. The conversation came to an end as I stroked a little and found a nice big cock. That thing had to be a 2-hander and it was still growing a bit as I stroked him…he was grinning like hell.

He just kept leaning there and I started to do the work of freeing it; it didn’t take long until I had his shorts down, his briefs and was staring at, what had to be, at least 10” of nice black lumber! He wasn’t really hard yet, just nice and firm; I got on my knees and made love to it with my hands and lips for a few minutes. He was moaning, I was breathing hard and shaking like hell just thinking about being full of that cock! He firmed-up a little more and I suggested that I bend over the passenger seat – leaning into the ‘jeep’ – while he plowed me. With him in agreement, I rose, almost ripped my panties off and got in position. After digging the lube out of my bag, then giving it to him, I settled in and spread my legs good and wide. He lifted my dress, folded it up my back and generously lubed both of us up. There wasn’t much conversation until he moved in between my legs and shoved the head of his cock against my waiting rectum. All I had to do was pull my knees up, breathe deep and long and wait.

I also grabbed the frame of the driver’s seat and hung on good and tight!

There was no ‘easing’ in. When he started to penetrate me I pushed like I was trying to have a BM then squealed like a little girl as he shoved the head in along with a few inches. Suppressing all instincts to pull away I strained like hell and pushed back harder. He’d stopped; allowing the initial pain to pass then gave me a little more. I was stretched wide open, very wide open, as he penetrated deeper and deeper into my bowels…I was tearing up and panting when he hit bottom! There was a lot of discomfort, I yelled pretty loud and he backed up just a little. I was also experiencing some cramps…those fucking cramps!

My head was going in 2 different directions; there was pain but also the pride of taking him. One part of me wanted to stop because of the pain and the cramps; the other part couldn’t, no matter how much I wanted to. There was pride in taking a nice big cock…I craved the pride of it! Georges withdrew slowly until the head popped out, gave it a few heartbeats (as the feeling of having my entire insides sucked out subsided) then penetrated me again. This time there was no pause. Once his head spread my rectum good and wide he just kept going deeper and deeper until he gently hit bottom once again. As he filled me, whatever breath I had left came out in a long shrill moan. Most of the pain had gone away or, I was becoming stretched and it was duller than before. I pushed back like I wanted it – he gave me more, a lot more, until I squealed again! I began arching my back, just before he hit bottom. He slowed to a very nice pace and just enjoyed himself in me. After a while there was no more ‘bottom’; as he stretched my colon out, I just barely felt him give a gentle prod at the end of the stroke.

The high point of the fuck came when our bodies came together finally; there was just the little feeling of a prod at the end, a gentle one to let me know that every inch was inside…I was taking all of that beautiful cock, good and deep. I made sure he knew how good it felt by continuing to squeal like a little bitch and urging him to keep going at me; slow and deep, nice and firm every time. I love being fucked, I made sure he damned sure knew just how heavenly it felt to have all of him inside of me! I squealed, I wiggled my ass, I clenched my sore rectum around his cock and I begged for more as he did me nice and slow.

When he was about ready to seed me I urged him on even more. Pleading and begging him to give me a nice big load good and deep, as deep as he could. I mean I begged like a proper cock slut and I was loud about it; I screamed for more and more!

When he started to unload in me I became even louder as soon as I felt the first big shot. I wanted it all! He didn’t disappoint me at all, I was given a major load of his black seed – 1 of 2 that night. God damn he was good! On the way home I sat as close as possible to cuddle and kiss while he drove; my flimsy panties jammed in my crack soaking up his leaking cum. My well-used ‘cunt’ was good and sore, I was happy as hell, kind of purring away.

I loved taking that cock in both ends until Roger returned unexpectedly and heard some rumors about my behavior. He’d wanted me for his own and wanted to be clear about that. When pressed over dinner, I first denied then confessed everything to him. The lecture began there and was continued in his room. The guy did love me but wanted some obedience from his little slut so I paid for my indiscretion. When the lecture was over (in his room) I was soundly spanked to warm me up good then, after a few minutes to calm down a little, obediently lay over a few pillows on the bed to get a damned good whipping with his belt.

After a lot of tears, after we’d cuddled for a while, when I was on my back in the missionary position getting his cock good and hard while my legs were locked around him, while I screamed at him to fuck me harder – even though my ass felt like I’d just sat on a hot griddle (for about an hour!) – he whispered…

“Bobbie my dear…my sweet little cunt…I’m very jealous of him…you must understand sweet…I want to watch.”

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Freehold Rowen Dalgliesh took a moment to adjust his collar, before grabbing onto the utility vehicle's frame once again. Waylon glanced at the man, trying to gauge how their conversation was going to go. He eased the vehicle to a stop. "Let's talk here," Waylon said. They were north of the port, on the windward side of the island. It was undeveloped land, except for the small cart path. "What's on your mind, Mr. Dalgliesh?" "Mrs. Truong ... Deni ... asked that I speak...

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____________________________ The lobby was bustling with late afternoon activity as Greg and I parted company. A sizeable number of Guests had gathered over near the dance floor where two long banquet tables, draped with several white linen table cloths, had been set up closely together. Four young naked girls, each with her arms extended and her thighs spread wide, reclined on their backs amid an extensive assortment of raw vegetables, fresh fruit, sushi, boiled shrimp and other...

Island Vacation Chapter 2

Disclaimer: This story is my intellectual property, and should be treated as such, do not plagiarize, or post without permission. If it is not legal to view writings that are sexually explicit and may have themes of bondage, feminization and other 'deviant' sexual experiences: don't read this. Don't read it, if it is not legal to do so where you live. Going any further is of your own free will, and responsibility is solely on yourself. Any similarity to real people or events is highly...

Island Summer

Part One The sea, it was always the sea that drew Robert back to the cape. Ah, the cool sea breeze and the warm nights watching the sun set in the west. The year was 1909 and the place is the island of Nantucket off the coast of Massachusetts. Martha's Vineyard was still a vineyard and the wealthy elite of the eastern seaboard vacation on the island of Nantucket. Teddy Roosevelt was president and the world was at peace. The Wright Brothers have flown their little toy and the entire country...

Island

DEDICATION: For Angela, on a special day. May her dreams come true. Josh idly swept the area to his right with the binoculars. He never tired of watching the big "gooney birds" hitting the beach and rolling ass-over-teakettle whenever they landed, but, as a scientist, he had a job to do. Preparing to head for the office, he took one last look at the sea--then stopped. Something was out there. Where nothing should be. He stood, turned, and ran to call his colleague. "Hey, Jim!" he...

Island Girl

Part 1 Jack Brewster balanced himself at the foot of the worn mattress, his pants open, cock jutting out longer and harder than any 55-year-old's probably had the right to... especially one belonging to someone who'd been through as much as Jack had. We were in the beach house Jack had been renting with "misdirected" government funds for five years. Jack had been doing lots of unauthorized shit, which was why I was sent here to collect him. One untrustworthy soul dispatched to retrieve...

Island MineChapter 12

Freehold There was a small crowd waiting at the airfield when the Rapid X landed. Waylon taxied right to the reception building and brought the aircraft to a halt. Arman was ready to help with the shutdown checklist, but Waylon sent him back to help their passengers deplane. Moments later the cabin door was opened and Waylon could hear the stairs being extended. Through the cockpit window, he could see the family matriarch rushing toward the aircraft followed by the rest of the family. "Am...

Island Hiking Adventure

You arrive at port at around 10:30 am, all the shops in the small town are open and the firsts of the hundreds of tourists that flood the area yearly are rolling in. There are two islands to hike. The north is the larger of the two so you could easily be on your own, its more "natural" with only a few buildings, mostly at the dock but there are a some old barns and farmhouses scattered across the island. There are only small dirt foot paths so you'd be in for a lot of walking, you can camp...

Island Run

[serious mood] Sharing a history can be harder than having one, but we have to try. Is this a true projection? We won't know until we get there. Island Run --Kiai 16Mar03/23nov03 The full moon is overhead, filling in anywhere that your headlight beam cannot. Before you is an archipelagic coastline that, counting interconnecting bridges as well as islands, just goes on and on and on beyond your front wheel, and the bike beneath you howls at them all as it lunges to meet...

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