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The Castaways
Chapter 1
The morning was beautiful as our plane landed, we had never had a real vacation in the thirty years D and I had been together, truthfully we could never have afforded this trip. We actually won a 2 week vacation to the Caribbean along with two other couples at a Halloween costume shop. “Win a pirate tour of the Caribbean!” the sign said. So having a real interest in the era of tall ships and wayward pirates, I couldn’t resist the opportunity, even though I am not what you call lucky, and really didn’t think I would win, but here we were landing on St Georges Island, on a beautiful morning.
All expenses and arrangements were taken care of by the sponsor and a travel agency.
We were to meet up with the other winners in the air port by holding up signs the sponsor had given us through the travel agency. We would then be met by a local tour guide who would take us where we needed to be from there.
We had been given very little information on what type of accommodations we would have, but that all the arrangements were made, and to have a great time. I at first thought that it was strange, but what did I know? I don’t travel and I’ve never won anything before, so D and I just went with the flow so to say, and took things as they came to us.
We stood in the air port lobby for nearly an hour before we saw two couples holding signs like ours walking in from another gate.
D and I walked up and introduced ourselves, “Hello there this is D, my wife, and I’m Dave, I see you are winners too, right?”
A large bearded guy grabbed my hand and gave it a hardy shake as he introduced himself as Bob, and his wife Sue. They were an attractive couple in their mid forties, she had a pretty face and was a bit shorter than D, a bit on the plump side with a huge set of tits that were really testing the fabric of her low cut blouse. Not exactly a young mans idea of a hot chick but D and I were both 50 now and well, tastes change as one gets older.
Bob was a big bearded guy about 6’2″ and well over 300 lbs, not blubbery but big. Kind of a gentle giant type, he was very friendly and jovial as he introduced us to the third couple.
“This is Sonia and Sarah”, he said gesturing like a game show host.
Sonia and Sarah were as I’m sure you have figured out, both females, about 35 to 40. At first appearance Sonia looked more like a guy, especially from a distance, though she was indeed a woman and a very pretty one at that, her long brown hair tied back in a pony tail, but she dressed and carried her self like a man, with a bit of a stern attitude, I might add.
Sarah on the other hand was the younger of the two, very feminine and not just pretty but stunningly beautiful; she had soft green eyes, long wavy light red hair and a smooth creamy complexion. She wore very short cut off jeans that showed off a perfect pair of legs accentuated by high heel sandals and a blouse tied at her waist barely covering her very ample breasts.
Now don’t get me wrong I love my wife dearly. But she isn’t threatened by beautiful women and many times points out attractive females wearing revealing clothes. She was and will always be beautiful to me, oh sure she’s picked up a few pounds as I have over the years but we still are attractive in that average kind of way. D has a pretty face, short blonde hair, perfect tits and a great ass, and I, well I’m 5’8″ and my once muscular frame had softened a bit over the years but I’ve been lucky to keep a fairly trim form, a moustache, long dark hair, and usually wear a Greek Fisher mans cap
But Sarah’s beauty was captivating, we all seemed drawn to her including D who had never show any sexual interest in other women before was staring at her with a look that could only be described as an envious hunger.
We stood there for nearly two hours talking before our tour guide finally arrived. We had been getting anxious as to why they hadn’t showed up yet, but it gave us all time to get to know each other better, from the start it seemed we would have a pretty good time together. All of us had more in common than one would expect from 6 strangers first meeting.
Our guide came limping through the lobby waving a sign similar to ours. We all stood silently stunned at the appearance of this weathered character. He was dressed in a filthy tee shirt under an even dirtier vest, torn blue jeans and worn sneakers, a beat up captain’s hat covered his scraggly hair.
“Gday folks! Ye be the winners be ye? Arg, me name be Henri, I be yer guide and Captain!”
Henri was an older guy nearly 80 at least and he didn’t look well at all. His face was tired and worn, tanned and deeply wrinkled from years in the sun. He seemed rushed as he gruffly gathered us together and directed us to follow him out to a small fairly beat up bus.
We were all a bit amused as he spoke as if he were a pirate off an old movie, “Arg move along me pretties, and climb aboard me buckoes, we’ve a sailin to do afore yonder sun sets.”
We were Escort bayan all unimpressed with our coach and driver and I’m sure we all felt we should have gotten back on a plane. But we loaded our suit cases and boarded the bus anyway.
The seats were tattered and the interior smelled of fish and filth, it was a good thing the windows were missing, I thought, as Henri skillfully crashed through every pot hole he could find, oblivious to his passengers comfort let alone our luggage as he sped along swearing at every one and everything he passed.
Though, it’s doubtful that any one other than his passengers could hear him over the racket of the bus’s lack of a muffler. I’m sure that we all were thinking the same thing; this had to be an act, after all this was to be a “Pirate tour of the Caribbean” but the bus, if it was a prop, it was definitely a bit over the edge.
We all thought it was funny after awhile as Henri seemed to be overplaying his part, and at one point we actually started laughing out loud at his recklessness.
When he turned around and said “What ye be laffen at? ye land lubbers, yer journeys not yet begun!” Without turning back to the wheel, he slammed on the brakes and the bus’s rusty brakes screeched sharply, locking up the tires and creating a large dust cloud as we stopped at the end of a dock that was right out of a movie set. Nautical bric a brac was strewed about on the well aged wooden decking and a shanty obscured the view of our ship.
Henri turned off the motor which backfired several times sending up a cloud of smoke that rose up blending into the dust cloud. We got off the bus choking as we dragged our cases along waving our hands in front of us to clear the clouds of smoke and dust.
“Move along ye swabs” Henri said shuffling past us and limping towards the dock “folly me, ye lubbers” he growled disappearing into the drifting cloud of smoke and dust.
“Well my friends it seems we’re on a theme tour!” I said as we all stepped onto the dock.
The smoke drifted away and we all stood in awe at what was before us. A beautiful two masted schooner that had to be at least 100 years old, but in pristine condition, lay moored at the dock.
Henri was already aboard standing with a tall woman in ragged jeans and a loose fitting shirt tied at the waist. She was maybe in her thirties, with a stunning figure. It was easy to see she was strong and used to hard work. She wore a red bandana tied over her blonde hair, and a very no nonsense expression on her attractive face.
She seemed to fit right in with the pirate theme, I thought as Henri introduced her
“This be me daughter, Anna, and she be me first mate! Do as she says and ye’ll get by jest fine,…now take em below Anna and show em to their quarters, and be ready to cast off in ten minutes me sweet.” he turned and limped to the stern and disappeared down a hatch.
Anna pulled a splinter from her hand with her teeth and spat it on the deck. “Come aboard folks and welcome aboard the “Davey Jones”.
Bob and I stepped on deck and helped the ladies aboard. We followed Anna into the deck house and down a stairway. I happened to notice she was nearly 6 foot and would probably give Bob a run for his money in a wrestling match.
She opened the doors to the cabins and told us to stow our gear and get comfortable. She thankfully didn’t share her fathers theatrical pirate slang as she told us that we could help on deck after settling in if we wanted to, but she had to go help the Captain make ready to cast off. She turned winking at D with a sly smile as she went up the stairs and back up on deck.
Once in our small cabin I teased D, “Oh I think she likes you baby!” D looked at me her face was filed with concern. “Oh hush silly! She might hear you! Doesn’t any of this seem…? I don’t know … kind of fucked up? I mean this isn’t what I expected! I thought we would be staying in a motel didn’t you? She said frowning.
“Hey I wouldn’t say that, I think its kind of cool, after all it is a Pirates cruise right?” I reassured her. “Things can only get better, after that bus ride this boat is like the Queen Mary!” I joked, though I wasn’t really as comfortable as I acted. “Look at this” I said gesturing around “this ship is a real treasure!”
And it was, the wood finishes and brass fixtures were in perfect condition,
“I’m sure that these two are skilled seaman, you can’t keep a boat like this afloat, not in this condition if you don’t know what you’re doing. I’m sure the captain is putting on a good act, I mean really, Arrg! matey cheer up!” I jokingly mocked. “Oh come on now! Look let’s just enjoy ourselves, it’ll be fun!”
She gave me a shrug and said “Maybe you’re right, maybe we’re just a little spoiled but I did think we would be staying in a fancy hotel, not on a boat. But it is a nice boat and well… I guess I’m just a little scared, I’ve never been sailing, and the oceans a big place to get lost in. What if…”
I had to cut her off Bayan escort she was letting her imagination get the best of her and I said “Shusssh! Take it easy sweet heart, every things fine, don’t get all worried about the ‘what ifs’ life’s too short, we’re going to have a good time and nothing bad is going to happen. Think positive and enjoy yourself, please?” little did I know how these words would come back to haunt me.
She stepped close to me and gave me a hug, “I know this is something you really want, and honesty I want to have a good time too, but…”
I tossed our suitcase on the bed and opened it up, “That’s okay babe, come on let’s change into something more comfortable and have a little fun” I said interrupting her in mid sentence.
“Hey what’s this?” I said as I unzipped an interior compartment of our bag revealing our collection of sex toys. “Well I’m sure the airport security got a kick out these when they X rayed our bag!” I laughed.
D raised her hands to her face, “Oh my god I never thought about that!” she said smiling behind her hands. “You don’t think they really saw these do you?”
I just smiled and gave a nod and a wink as I zipped the compartment closed. “Hey babe no sweat, I’m glad you brought them! Though I don’t know if we’ll get to use them, it is a bit close on board, if you know what I mean”.
She pushed me aside and reopened the zipper, looking at me with a playful grin. “You didn’t think I would leave home with out ‘it’ did you?” she said pulling out her strap on and holding the harness to her waist.
I knelt down instinctively pulling my pants down around my ankles and grabbed her ass and pulled her in front of me, taking her dildo in my mouth as soon as it was in reach. She loves watching me suck her “cock” and when our eyes met I knew we were going to have a great time and it was starting now!
She reached over to the bag and pulled out the double headed dildo and pulled her strap on away from me and her waist, and sat back against the bunk, pulling her shorts and panties off.
Gesturing to me with her finger, I crawled to her and gently spread her thighs and began licking her thighs and teasing around her pussy with soft kisses and wet licks of my tongue. I love eating her out and especially when she’s been sweating, and, well you get the idea, I love eating pussy!
Her smell is intoxicating and I can’t resist an opportunity, my teasing tongue soon had the desired effect as her hands pulled my head to her now wet cunt, mashing my mouth to her pubis.
“Oh yeah eat me!” her voice just a lust filled whisper.
I did my job sucking, lapping and licking at her soft fleshy lips and then pushing my firm wet tongue deep within her and out, my tongue searching for those sensitive parts that she loves to feed me.
Her body tells me as she’s getting closer, when she gently pushes my face back with one hand and as I watch still hungry while she pushes one end of the dildo in her now very wet and drooling pussy. She holds the dildo in her hand and beckons me closer.
I move closer and she rubs the exposed end of the dildo over my mouth, “Open up baby I wanna watch you face fuck me!” Again her voice was just a whisper.
I open my mouth and take the cock headed dildo in my mouth and use my head to fuck her. I look up to her as she stares down at me, her expression and body language have me so hard I can’t help but stroke my shaft as my face, filled with rubber cock, pushes and pulls out of her sweet cunt.
Her one hand is occupied with stimulating her nipples through her blouse, as the other is busy at her wet pussy. Circling the dildo as it slides in and out, so wet that the air is filled with the wet sounds as I push and pull it with my mouth. She finds her clit and her fingers play with it, her hips raise up as her first orgasm flows through her body.
By now I’m so fucking horny that I’m pounding my cock and fingering my asshole with two fingers.
D settles back down on the bunk and says, “Get up and turn around baby it’s your turn!”
Letting the dildo slip from my lips and standing up, I kick off my pants and shoes and turn around. The cabin is only about 6 feet wide and I place one hand on the wall and bend over with my ass facing her. She leans forward and I feel her rubbing the still wet dildo end against my asshole. I take the cue and back up as she feeds the dildo up my ass. It soon is buried in us both, deep in her wet pussy and up my rectum as she moans and watches as I move forward and back fucking us both with the same dildo while jerking off.
“Yessss she hisses loudly as she is overcome with yet another orgasm.
Seconds later she pushes me away, leaving the long dildo still half up my butt and whispers, “Turn around and let me see you worship me! I want you to cum on my titties!” as she slowly sits up on the edge of the bunk opening her blouse.
I turn around with a cock in both hands one in front and one in back. I begin jerking off as I keep Escort time with the dildo sliding it in and out faster and deeper with each thrusting. Soon I am pulling it all the way out and jamming it in almost all the way taking nearly a foot of thick rubber cock up inside me.
“Oh yeah good boy, stuff that cock up your asshole! You gonna cum baby? Cum on show me how much you love me! I want you to cum now!” her voice becoming more aggressive and demanding as she says, I want you to cum and lick it up like a good slave!”
Meanwhile I am stroking my cock hard and fast my balls bouncing hard from my hand to my ass banging them against the dildo sliding in and out of my asshole.
She sits back watching with passionate delight until she see’s the precum coating the head of my cock and my fingers and she tells me to “Stop!” she leans forward and wipes my clear fluids over both her nipples. Moaning her pleasure as she feels the wetness on them, “Just a taste of what’s to cum babe!” she says as she sits up.
I lean in to her and lick up the slimy juice wanting more, not the taste, I want more humiliation from her! I love doing things to turn her on, and if she likes to see me slurp up my cum, well, I’m more than willing!
Seconds later my cream is burning to explode and I stand tall and push my cock head between her breasts as she presses them together with her hands. We both watch as I spurt hot thick globs of my cum into her cleavage. I came in 6 spurts all of which she trapped with her hands between her breasts and smeared over her nipples, coating them in the thick pearlescent cream. I wipe the last drops from my cock over her breast’s and I immediately bent forward and hungrily slurped it up, sucking all the thick blobs and sucking up every bit of the slimy mess from each of her fingers. Paying special attention to her nipples as my mouth fills with the thick load of my own cream. She sat back and took my wet chin in her hand and kissed me, her tongue pushing in and playing with mine coated in my own cum. She sat back and opened her mouth showing off the cum she’d collected from my mouth and we both swallowed at the same time and softly laughed at having had the same idea at the same time. She then pulled out some wet wipes and wiped both our faces and her breasts clean of any thing we had missed. While I pulled out the dildo from my ass with a soft moan, cleaned it and packed it away in its zippered compartment.
“Let’s get dressed before some one wonders what happened to us.” I said as I put on my cutoffs, commando style, a tee shirt and sneakers, as D changed into a one piece suit with rather conservative shorts and sneakers. I took every opportunity to bump into her and grabbed her at one point and sucked at her nipple again until she giggled and pushed me back telling me to behave.
I was glad she brought our special things along and looked forward to a little more “play time” on the beach, her biggest fantasy. She had such a simple fantasy but we had never taken the time to explore it, I guess it didn’t help that we lived about 400 miles from the ocean.
“Well let’s hope things get better! I’m looking forward to having a good time, I’ll try to keep a positive out look from now on.” she says smiling and kissing my cheek, knowing that this has always been a dream of mine. It was clear she had some sort of premonition, but she shrugged it off and said “You’re right Dave, let’s just have a good time.”
Bob knocked then opened the door, as D quickly pulled her suit back up to cover her breast, just as he poked his head in and said with boyish excitement, “Hey Davey you want to go up and see if there’s something we can do to help?”
D looked at me and said “Why don’t you two go ahead, I’ll see what the other girls are doing and we’ll come up then.”
So Bob and I went up on deck and gave our best unskilled abilities to aid the Captain. After awhile and more patience than I expected from Henri, Bob and I learned how to raise the mainsail and all the other tasks involved with casting off and sailing the small boat as Captain Henri barked out commands. Anna was very helpful as to translating her dad’s orders and on how to do what needed done. Though she spoke to Bob and I in very cold terms and really wasn’t as friendly toward us as she was when the girls were nearby.
It wasn’t that she was rude, she just kept her comments and directions short and to the point. There were no winks or smiles for us. But she was nice to look at, she had an ass that looked great in jeans and occasionally we caught a glimpse of her well proportioned breasts hanging loosely in her blouse, but she was not intentionally revealing her self, nor did she give us a notion of interest in us as men.
Once we were under sail it was great! The wind, the smell of the Atlantic, the sounds of sails taking on the breeze and the water breaking at the bow was all that I had dreamed it would be.
The ladies all came up together as soon as we were under full sail, gliding smoothly out to sea and the view was one of total fantasy. Sailing in the Caribbean with a group of 5 beautiful women and only three guys, what could be better? Though I doubt old Henri was too thrilled as he cursed under his breath and did a lot of mumbling to himself.
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