The Bare Boat Charter
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My Kind Of Charter free porn video
This is one of the memories, from St. Croix, that I started but never finished.
I was waiting for the girls one morning as usual – on the veranda of the good old King Christian Hotel, in St. Croix – there was a charter boat captain having coffee. I wasn’t really at my best or, looking my best. It was the off season and I’d been lucky enough to turn three tricks the night before. The last one was still in the room relaxing; he’d spent an hour working off his morning wood in me and I was still tingling and glowing all over. It was one of those mornings that a tampon was a much better choice than a panty liner.
After a few minutes he [the boat captain] came over to say ‘hi’ and sit with me. After talking briefly about some other things; he finally said, “I’ve wanted to talk to you for a few weeks; I just didn’t know how to go about it, ya know.”
He was obviously having trouble recruiting a whore. It finally came out that there was a party coming down soon, very soon. They had inquired about having a ‘person’ aboard to satisfy some sexual and other needs…something like a ‘chicken boy’. They offered him a price that was a nice bonus. There were three of them.
It was a six-day charter; it would be him, the cook, the one deckhand, me and the tourists. On a sixty-five foot sailboat, there would be enough room. When I agreed to it, he went off to call the people and tell them that he had his whore; young, willing and white. He caught up with me later that night to tell me it was on.
They had been interested in a young black guy and, would have paid more for him. I was the second choice; while I’d make decent money for the five days, it was less than the black k** would have made.
I caught up with them a few days later. I strolled into the bar of the hotel as he was buying them a welcome drink, was given at least one stare of approval then, introduced around. I had a few drinks while getting well fondled…especially my ass.
For the first few hours out, I was the barmaid/waitress/snack-bringer. It was easy for me, in a bikini bottom and t-shirt, to flit around getting things done; keep them happy and keeping the drinks filled. I fawned over them and did my best; they, in turn, shoved bills into the bikini.
At one point I was asked to go to my cabin [a little thing in the forward part of the boat] to handle a small problem. The guy just took my hand as he said that then pulled me away with him. They weren’t bashful at all.
All he wanted was a quick blow-job, I dragged it out to show my professionalism, he enjoyed that. I wound up with a nice load to swallow; he announced to the world that, “I just had the best goddamned blow-job of my life!”
By dinnertime we were anchored in a small bay, of a nice little island. Most of the charter boats used it but, that day it was empty. I’d also given another blow-job. I was both waitress and hostess; they were pretty happy, I was getting tips and felt up. Dinner, drinks, talking about things; we had our place, under an awning, in front of the cabin. The crew and skipper came and went, I helped the cook with a few things but, I was mostly in entertainment mode. I switched to whore mode when the one guy suggested that ‘we take a walk’. He was the only one I hadn’t been alone with yet and now, he was ready. Once the cabin door was locked, even though he was getting good and hard already; I got on my knees and started to give him a good, sloppy suck.
A little later we finished with me bent over the bed and him trying to fuck me through the side of the boat. He had about eight inches that he used like a weapon on my cunt. Everyone on the boat was well aware that I was getting a very good fucking…yes…it got pretty loud after a while!
With my sore cunt, my shaking legs, the left-over glow and a spinning head; I joined them again for drinks, jokes and talk. The crew looked at me but mostly avoided my glance, there may have been some embarrassment but I was just a whore for the trip. I would help a little with the boat but; I was there to be on my knees or my back…for the guests.
After everything from the late dinner was cleaned up; I was ushered down to the shared guest cabin for a while. All three of them were getting a little drunk by then. The one who took me to the cabin went to sleep almost as soon as he’d cum. We all said ‘good night’ and I decided to sleep up in the con; on one of the big seat cushions. My cabin was a small single and, it was a pretty warm night.
I got comfortable, had a small drink fixed then, was joined by the cook. We hadn’t said much to each other but, had seen each other different times in bars. He brought up a drink for himself then volunteered to freshen mine. I’d finished a pretty nice joint, was beginning to feel a little relaxed and mellow – he talked about a whole lot of disjointed things and I was just listening to him ramble on. On the second drink he blurted out, “I’m not gay or anything…never…uh…I mean…you like sex that way. You know…up the…?”
I assured him that I did, “I love it most of the time Dean [I think that’s what his name was] that’s what makes me a decent little whore. I enjoy being fucked that’s all.” We thought everyone else was asleep; it was a very beautiful night. He asked me if I’d like to go to my cabin. I told him it was too stuffy in there, “Right here should be just fine…if you go get a towel and some Crisco…we should be ok.” I didn’t know, just then, how big he was but it was cock. Even though he was acting pretty shy about it; I got us ready, he knelt behind me on the cushion and took his time filling me with cock. It became a nice tame and gentle fucking, that lasted long enough to give me a great little glow all over. He was a good comfortable size.
The first day had been okay; none of them were bigger than average and I’d made some pretty nice tips. That’s what it was all about – I had to last for four more days and send them home happy.
I was up at dawn, took a quick morning swim then made coffee. While I was getting a shower and changing, Dean got up and started breakfast. When I arrived in the kitchen to help; barefoot, wearing a pair of short shorts that looked [and fit] like they were painted on, a t-shirt over a little cloth bra, he made a comment that, “You look like you’re ready to fuck.” I told him that, since I was in charge of ‘sexual entertainment’, I thought the outfit was about right. He agreed.
The guys in the charter party seemed to like it too – at least I was handled and fondled enough while serving breakfast.
I did take the time, after we were back under sail, to ask the captain about the ‘arrangements’ with the crew. Yes, he already knew about me and Dean in the cockpit [fitting name] the night before. I was told that whatever I did with the crew; was between us. “Just don’t let it interfere with what you’re here for; don’t neglect the guests.” I assured him that I’d make sure that didn’t happen.
We were on the way to Virgin Gorda, up island, for a few days. The winds were fairly light so it would take the entire day [along with a few hours after dinner] to make the trip. I busied myself keeping the guys happy with snacks and drinks; lounged around a lot, took some sun but, mostly kept myself available to our guests. No one was interested in an organized lunch so…I made more snacks to keep them happy. That allowed the cook to take it easy too.
In mid-morning I was taken to my cabin to give a blow-job. That’s what I was there for. It turned out to be a pretty sloppy one; I wore part of it and went back to the group wearing the messy t-shirt. That primed the one other guy and, a short while later; I was back on my knees [in the cabin] all over again. That one was a real mouthful of cum! On purpose, I added to the drying mess on the shirt. Trust me…I had enough to swallow!
Being under sail, for most of the day, made everything very relaxed.
The one guy, who seemed to always hold back, tagged me for some lazy afternoon sex. It was at least lazy until he was ready to cum – in the last few minutes everyone on the boat was aware that I was being hit good and hard!
Once we arrived in Spanish Town and, were tied up at the pier, everyone went looking for some night life…everyone but me and Dean. He had another motive to stay behind; plugging my cunt again. The second time was a lot better with him; he took his time, I tried to meet his every thrust and we finished up in the missionary position.
When the others returned [all but the captain] we had some drinks in the cockpit and talked for a while. A few little stories, about me, popped up eventually; the guests knew that I was working as a whore but was also a slut – especially for a BBC. They had some interest and two of them were interested in watching my little white ass get hammered by a decent black cock. Interested enough, that they offered to pay for a room if a willing guy could be found on the island. I fixed myself up a little and offered to go looking. Taxis always knew, in most places, and this was no exception. In an hour I’d talked to a guy who was interested and had his phone number – things were set-up for the next day. This guy was a foot of medium thickness cock and, black as coal. He was also very proud of himself.
He’d fucked his share of white women tourists over the years and told me that, “Most of them scream for either mama or God after a while.”
I didn’t think I’d be any different.
I wasn’t shy about being watched, any shyness goes away after a few gang bangs and working in the porn industry. Anyway, everyone on the boat knew why I was there and, most had used me already. I finished the evening by servicing the original two guys, in the shared cabin, then flopping on one of the bench seats in the con.
In the morning, after breakfast, I had to visit a local pharmacy then went to the room to get ready for our ‘guest’. There was no question about him bare-backing me; I wanted to be full of his seed and, dripping when he was done. He arrived first, we got better acquainted and, I was giving him a good sucking when the rest arrived. From the night before, I was well aware of his size. Now, in the light of day and, in the hotel room; he seemed even bigger…much bigger. The guests were amazed, to say the least. We’d already talked about him taking his time, beginning nice and slow and, not putting my cunt out of commission for the guests.
Like a lot of black guys, he didn’t get rock hard right away. I got him semi-hard and ready – they marveled at the size of his black lumber. It probably took him five minutes to penetrate me then; begin nice and slow. All the while that cock was getting harder and harder. By the time I was taking most of it he was like a fucking flesh rock. We’d used enough lube, I was on my back, as I relaxed more he pushed more and then…in the end…he hit bottom as his big ball sack nudged my ass gently.
They all watched, he moaned with pleasure…I puffed panted and squealed as my ass went beyond full and my cunt really got stretched to [almost] the limit!
He did realize that; although I was in pain, I was also enjoying the hell out of it. In respect for that, he continued to take it slow and easy on me. In the beginning, for maybe a third of the fucking, I had some very bad cramps. Some real gut twisting monsters. They slacked off after a while and then, stopped completely.
It was nearly an hour later when he eased in all the way; gave me a big toothy grin [along with some real moaning] and filled me with his rich hot seed. He then pulled out, let me leak a little then, went right back to filling me.
He’d milked some cum out of me – just a little dribble – and my cunt was really on fire then. I tried to stay calm and relaxed [yeah right] wrapped myself around him and let him continue to plow me until he was finished.
The feeling of taking a cock that size is hard to explain. It’s a unique mix of pleasure and pain, the total love of being filled with so much black cock and then, of course, the pride of taking it and satisfying a nice black top; all the way to the end. Yes, I did call for ‘mama’ a few times but, damn, was it good!
The guys enjoyed watching me getting pounded by him and, of course, taking all of that meat. I just stretched out on the bed and relaxed for a while; legs spread and leaking a nice big load. They went to have lunch and were nice enough to send some up to me; I was staying close to a toilet for a while. After lunch I had two visitors, two of the guests. At first they were a little cautious and shy after watching me get gaped by that big cock. I assured them that it was no problem at all and, besides, it was my job to keep them satisfied.
I was still pretty relaxed but my cunt had tightened up a little…just enough. They spent a while getting sucked then, taking turns on my cunt until I had two more nice loads filling me.
When they left I relaxed more and thought about heading back to the boat. Dean changed that by showing up, well after they were gone. After he was finished, it was time for a nice long nap. I didn’t even lock the door; if anyone needed me they knew where to find me. Stretched out on the bed, legs spread and leaking.
The worst thing that could happen was to wake up with a hard cock in me.
The rest of the charter was about the same; I was there to supply sex anyway they wanted it. For the next three days I did just that; whenever they wanted it. By the time we pulled back into St. Croix I had been very well used, swallowed a lot of cum and everyone was happy. I’d made some nice tips, on top of what I was being paid as a whore. Part of it would go in the bank; the rest allowed me to take a few weeks off and just relax for a while. I needed to improve my tan and get some bikini time in; on a secluded beach, so there wouldn’t be any tan lines.
It lasted for about a week; one day a note appeared from Rita [the madam]. She had another ‘special’ client for me to service…
It didn’t matter; Roger had returned and wanted me to get my little ass over to his island for a while. I could do the one job for Rita then be gone for a while. Roger and his allowance kept me on a short leash anyway.
I was waiting for the girls one morning as usual – on the veranda of the good old King Christian Hotel, in St. Croix – there was a charter boat captain having coffee. I wasn’t really at my best or, looking my best. It was the off season and I’d been lucky enough to turn three tricks the night before. The last one was still in the room relaxing; he’d spent an hour working off his morning wood in me and I was still tingling and glowing all over. It was one of those mornings that a tampon was a much better choice than a panty liner.
After a few minutes he [the boat captain] came over to say ‘hi’ and sit with me. After talking briefly about some other things; he finally said, “I’ve wanted to talk to you for a few weeks; I just didn’t know how to go about it, ya know.”
He was obviously having trouble recruiting a whore. It finally came out that there was a party coming down soon, very soon. They had inquired about having a ‘person’ aboard to satisfy some sexual and other needs…something like a ‘chicken boy’. They offered him a price that was a nice bonus. There were three of them.
It was a six-day charter; it would be him, the cook, the one deckhand, me and the tourists. On a sixty-five foot sailboat, there would be enough room. When I agreed to it, he went off to call the people and tell them that he had his whore; young, willing and white. He caught up with me later that night to tell me it was on.
They had been interested in a young black guy and, would have paid more for him. I was the second choice; while I’d make decent money for the five days, it was less than the black k** would have made.
I caught up with them a few days later. I strolled into the bar of the hotel as he was buying them a welcome drink, was given at least one stare of approval then, introduced around. I had a few drinks while getting well fondled…especially my ass.
For the first few hours out, I was the barmaid/waitress/snack-bringer. It was easy for me, in a bikini bottom and t-shirt, to flit around getting things done; keep them happy and keeping the drinks filled. I fawned over them and did my best; they, in turn, shoved bills into the bikini.
At one point I was asked to go to my cabin [a little thing in the forward part of the boat] to handle a small problem. The guy just took my hand as he said that then pulled me away with him. They weren’t bashful at all.
All he wanted was a quick blow-job, I dragged it out to show my professionalism, he enjoyed that. I wound up with a nice load to swallow; he announced to the world that, “I just had the best goddamned blow-job of my life!”
By dinnertime we were anchored in a small bay, of a nice little island. Most of the charter boats used it but, that day it was empty. I’d also given another blow-job. I was both waitress and hostess; they were pretty happy, I was getting tips and felt up. Dinner, drinks, talking about things; we had our place, under an awning, in front of the cabin. The crew and skipper came and went, I helped the cook with a few things but, I was mostly in entertainment mode. I switched to whore mode when the one guy suggested that ‘we take a walk’. He was the only one I hadn’t been alone with yet and now, he was ready. Once the cabin door was locked, even though he was getting good and hard already; I got on my knees and started to give him a good, sloppy suck.
A little later we finished with me bent over the bed and him trying to fuck me through the side of the boat. He had about eight inches that he used like a weapon on my cunt. Everyone on the boat was well aware that I was getting a very good fucking…yes…it got pretty loud after a while!
With my sore cunt, my shaking legs, the left-over glow and a spinning head; I joined them again for drinks, jokes and talk. The crew looked at me but mostly avoided my glance, there may have been some embarrassment but I was just a whore for the trip. I would help a little with the boat but; I was there to be on my knees or my back…for the guests.
After everything from the late dinner was cleaned up; I was ushered down to the shared guest cabin for a while. All three of them were getting a little drunk by then. The one who took me to the cabin went to sleep almost as soon as he’d cum. We all said ‘good night’ and I decided to sleep up in the con; on one of the big seat cushions. My cabin was a small single and, it was a pretty warm night.
I got comfortable, had a small drink fixed then, was joined by the cook. We hadn’t said much to each other but, had seen each other different times in bars. He brought up a drink for himself then volunteered to freshen mine. I’d finished a pretty nice joint, was beginning to feel a little relaxed and mellow – he talked about a whole lot of disjointed things and I was just listening to him ramble on. On the second drink he blurted out, “I’m not gay or anything…never…uh…I mean…you like sex that way. You know…up the…?”
I assured him that I did, “I love it most of the time Dean [I think that’s what his name was] that’s what makes me a decent little whore. I enjoy being fucked that’s all.” We thought everyone else was asleep; it was a very beautiful night. He asked me if I’d like to go to my cabin. I told him it was too stuffy in there, “Right here should be just fine…if you go get a towel and some Crisco…we should be ok.” I didn’t know, just then, how big he was but it was cock. Even though he was acting pretty shy about it; I got us ready, he knelt behind me on the cushion and took his time filling me with cock. It became a nice tame and gentle fucking, that lasted long enough to give me a great little glow all over. He was a good comfortable size.
The first day had been okay; none of them were bigger than average and I’d made some pretty nice tips. That’s what it was all about – I had to last for four more days and send them home happy.
I was up at dawn, took a quick morning swim then made coffee. While I was getting a shower and changing, Dean got up and started breakfast. When I arrived in the kitchen to help; barefoot, wearing a pair of short shorts that looked [and fit] like they were painted on, a t-shirt over a little cloth bra, he made a comment that, “You look like you’re ready to fuck.” I told him that, since I was in charge of ‘sexual entertainment’, I thought the outfit was about right. He agreed.
The guys in the charter party seemed to like it too – at least I was handled and fondled enough while serving breakfast.
I did take the time, after we were back under sail, to ask the captain about the ‘arrangements’ with the crew. Yes, he already knew about me and Dean in the cockpit [fitting name] the night before. I was told that whatever I did with the crew; was between us. “Just don’t let it interfere with what you’re here for; don’t neglect the guests.” I assured him that I’d make sure that didn’t happen.
We were on the way to Virgin Gorda, up island, for a few days. The winds were fairly light so it would take the entire day [along with a few hours after dinner] to make the trip. I busied myself keeping the guys happy with snacks and drinks; lounged around a lot, took some sun but, mostly kept myself available to our guests. No one was interested in an organized lunch so…I made more snacks to keep them happy. That allowed the cook to take it easy too.
In mid-morning I was taken to my cabin to give a blow-job. That’s what I was there for. It turned out to be a pretty sloppy one; I wore part of it and went back to the group wearing the messy t-shirt. That primed the one other guy and, a short while later; I was back on my knees [in the cabin] all over again. That one was a real mouthful of cum! On purpose, I added to the drying mess on the shirt. Trust me…I had enough to swallow!
Being under sail, for most of the day, made everything very relaxed.
The one guy, who seemed to always hold back, tagged me for some lazy afternoon sex. It was at least lazy until he was ready to cum – in the last few minutes everyone on the boat was aware that I was being hit good and hard!
Once we arrived in Spanish Town and, were tied up at the pier, everyone went looking for some night life…everyone but me and Dean. He had another motive to stay behind; plugging my cunt again. The second time was a lot better with him; he took his time, I tried to meet his every thrust and we finished up in the missionary position.
When the others returned [all but the captain] we had some drinks in the cockpit and talked for a while. A few little stories, about me, popped up eventually; the guests knew that I was working as a whore but was also a slut – especially for a BBC. They had some interest and two of them were interested in watching my little white ass get hammered by a decent black cock. Interested enough, that they offered to pay for a room if a willing guy could be found on the island. I fixed myself up a little and offered to go looking. Taxis always knew, in most places, and this was no exception. In an hour I’d talked to a guy who was interested and had his phone number – things were set-up for the next day. This guy was a foot of medium thickness cock and, black as coal. He was also very proud of himself.
He’d fucked his share of white women tourists over the years and told me that, “Most of them scream for either mama or God after a while.”
I didn’t think I’d be any different.
I wasn’t shy about being watched, any shyness goes away after a few gang bangs and working in the porn industry. Anyway, everyone on the boat knew why I was there and, most had used me already. I finished the evening by servicing the original two guys, in the shared cabin, then flopping on one of the bench seats in the con.
In the morning, after breakfast, I had to visit a local pharmacy then went to the room to get ready for our ‘guest’. There was no question about him bare-backing me; I wanted to be full of his seed and, dripping when he was done. He arrived first, we got better acquainted and, I was giving him a good sucking when the rest arrived. From the night before, I was well aware of his size. Now, in the light of day and, in the hotel room; he seemed even bigger…much bigger. The guests were amazed, to say the least. We’d already talked about him taking his time, beginning nice and slow and, not putting my cunt out of commission for the guests.
Like a lot of black guys, he didn’t get rock hard right away. I got him semi-hard and ready – they marveled at the size of his black lumber. It probably took him five minutes to penetrate me then; begin nice and slow. All the while that cock was getting harder and harder. By the time I was taking most of it he was like a fucking flesh rock. We’d used enough lube, I was on my back, as I relaxed more he pushed more and then…in the end…he hit bottom as his big ball sack nudged my ass gently.
They all watched, he moaned with pleasure…I puffed panted and squealed as my ass went beyond full and my cunt really got stretched to [almost] the limit!
He did realize that; although I was in pain, I was also enjoying the hell out of it. In respect for that, he continued to take it slow and easy on me. In the beginning, for maybe a third of the fucking, I had some very bad cramps. Some real gut twisting monsters. They slacked off after a while and then, stopped completely.
It was nearly an hour later when he eased in all the way; gave me a big toothy grin [along with some real moaning] and filled me with his rich hot seed. He then pulled out, let me leak a little then, went right back to filling me.
He’d milked some cum out of me – just a little dribble – and my cunt was really on fire then. I tried to stay calm and relaxed [yeah right] wrapped myself around him and let him continue to plow me until he was finished.
The feeling of taking a cock that size is hard to explain. It’s a unique mix of pleasure and pain, the total love of being filled with so much black cock and then, of course, the pride of taking it and satisfying a nice black top; all the way to the end. Yes, I did call for ‘mama’ a few times but, damn, was it good!
The guys enjoyed watching me getting pounded by him and, of course, taking all of that meat. I just stretched out on the bed and relaxed for a while; legs spread and leaking a nice big load. They went to have lunch and were nice enough to send some up to me; I was staying close to a toilet for a while. After lunch I had two visitors, two of the guests. At first they were a little cautious and shy after watching me get gaped by that big cock. I assured them that it was no problem at all and, besides, it was my job to keep them satisfied.
I was still pretty relaxed but my cunt had tightened up a little…just enough. They spent a while getting sucked then, taking turns on my cunt until I had two more nice loads filling me.
When they left I relaxed more and thought about heading back to the boat. Dean changed that by showing up, well after they were gone. After he was finished, it was time for a nice long nap. I didn’t even lock the door; if anyone needed me they knew where to find me. Stretched out on the bed, legs spread and leaking.
The worst thing that could happen was to wake up with a hard cock in me.
The rest of the charter was about the same; I was there to supply sex anyway they wanted it. For the next three days I did just that; whenever they wanted it. By the time we pulled back into St. Croix I had been very well used, swallowed a lot of cum and everyone was happy. I’d made some nice tips, on top of what I was being paid as a whore. Part of it would go in the bank; the rest allowed me to take a few weeks off and just relax for a while. I needed to improve my tan and get some bikini time in; on a secluded beach, so there wouldn’t be any tan lines.
It lasted for about a week; one day a note appeared from Rita [the madam]. She had another ‘special’ client for me to service…
It didn’t matter; Roger had returned and wanted me to get my little ass over to his island for a while. I could do the one job for Rita then be gone for a while. Roger and his allowance kept me on a short leash anyway.
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