Naughty Summer Nights on a New Boat
- 2 years ago
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The New "Girl" On The Boat free porn video
I have mentioned in previous stories that my career was spent as a Captain of a high end 100' charter yacht working the waters of Alaska. It was a job that provided me many opportunities to 'play' with men, women and couples, most of them older, and all of them very well-off financially.
Passengers and crew had to sign agreements that I could inspect their rooms and belongings for any reason whatsoever, though I assured them it was very unusual for me to do so. For the crew, my main reason for conducting such inspections would be to check for i*****l d**gs.
But another reason for checking rooms was to find out more about my crew members and passengers. I have loved hamper diving since my teen years, and I loved going through hampers when passengers were away from the boat. I have found many sex toys, sexy undies, even some private photo albums that made it clear that some of my passengers were as kinky as I was.
More than once an older male has asked me to "take care" of his wife because he could no longer fuck her, or he wanted to watch me use her, and sometimes it has been the woman who asked for that 'special' service. I love being watched, and found it very erotic to fuck an older experienced woman as her husband watched and stroked his cock.
But one of the highlights of my career was by way of a new deckhand. One of my crew members had to leave the boat on short notice, and I had my office send up a replacement. I normally did all of the hiring, but in this case I told my office that they were to send me the first one who was qualified. When I went to the airport to meet him, it was a young 20's, short, slightly built male that came to me and said he was the new hand. He was very quiet, a bit feminine in his speech and actions, a tad shy, and I found him very erotic looking.
Once back at the boat I went over the boat rules, and had him sign the agreement that gave me permission to inspect his room and belongings whenever I wanted.
A few days later we set anchor in a secluded cove, and almost every body on board went to the beach for hikes, berry picking, and bird watching. While they were gone I went to his room and start going through his drawers. There was nothing of interest there, but at the bottom of his closet, under some rain gear, was a box that had been waiting for him at the post office. When I opened it, I knew this summer was going to be a grand one.
In the box was several panties, bikini and g-string style. Both black and white mesh nylons, garter belts, a short, tight dress and tiny bras. There were also a couple of dildos, a makeup kit, and a couple of porn magazines devoted to 'ladyboys.'
I knew he wouldn't be back for at least an hour, so I wrapped a pair of panties around my cock and as I stroked I fucked my tight ass with a dildo. I could imagine him 'dressed' for me....he would look like a young girl ready to serve and service my cock.
I shot my load, and figured out how I was going to use my newly found information, and a couple of nights later I had the chance to put my plans into place.
A weather front was coming through so I made the decision to spend that night and the following day at anchor until we had calm weather. And I told him, Louie was his name, that while I normally didn't let real young crew members take an anchor watch, I wanted to teach him how to do that. Since someone was always in the wheel house, day or night, it wasn't an unusual thing to train him to do.
I took over the watch at 2 a.m., and he joined me. I made sure the door to the wheel house was locked, and we chatted a bit. Then I asked him if he remembered the agreement he signed, the one that gave me permission to search and inspect his room. He thought I meant I was going to do it right then, but I told him I had already gone through his room while he was on the beach. He started stuttering...saying he hoped I wasn't angry...he was sorry if there was anything I found offensive. I shushed him, told him to be quiet, and then I lifted his chin with one finger....and gave him a deep kiss. We kissed again and again as I squeezed his tight ass, until both of us were very close to cumming. I broke off the kissing and told him I wanted him to return to his room, get what he liked to wear, and return to me.
A few minutes later he came into the wheel house. He had on a tight, short dress, white nylons, garter belt, high heels, and his tiny little-girls training bra. His lips were crimson red, and pouty, and he was wearing a long blonde wig. We both wanted the same thing: those lips wrapped around my cock as I fucked his mouth like it was a tiny, tight pussy. "And who are you?" I asked. "I am Louise," s/he said, "and I am here to give you pleasure."
As I kissed her again she unzipped my pants and pulled out my cock. It was already wet with precum, but I knew I could hold off from cumming for several minutes. First she stroked me a bit as we kissed, then she dropped to her knees, and realized for the first time that I am uncut. She started moaning and telling me how much she liked playing with the foreskin of an uncut cock.
Louise was very experienced: she was always doing more than one thing at a time. Sucking as she slipped a finger in my ass, rimming me as she stroked me, massaging my balls as she nibbled up and down my belly and even biting my nipples until the pain was sharp and intense and making me edge even closer to shooting a load.
I told her I wanted to service her cock, but she said that was for later...our first time together was all about her making me cum hard and long and more than one time.
She had me sit in the Captain's chair, which is high off the deck so I could see over the instruments, and she had me put my legs over the arms of the chair. Then she had me stick my tongue out, and she started sucking on my tongue...as she worked one, then two fingers into my ass. I couldn't wait any longer, and I gasped, "I can't wait, I have to cum, suck me, sweety, take me deep in your mouth." Louise looked me in the eyes, smiled, and said, "Make me."
I had no choice. I grabbed her head and drove her face into my crotch, my cock all the way in her mouth, right to my balls. Then I pounded her mouth, I was totally out of control as she gagged on my prick and as she drove her fingers deeper into my ass. I exploded. I forced her face down even harder on my cock. I thought my heart would explode just as my cock had done. Louise kept sucking and showed no desire to have me stop forcing her face into my lap.
Finally I was done cumming, not even a drop of cum was left in my balls. Louise looked up at me with a sly and satisfied smile, and moved up to kiss me. When I opened my mouth to accept her kiss what I got was a mouthful of my cum. She made sure, as I did, that I got as much of the cum as possible.
In another story I will tell more about Louie/Louise and how he came to be such a beautiful and sensual girl.
Passengers and crew had to sign agreements that I could inspect their rooms and belongings for any reason whatsoever, though I assured them it was very unusual for me to do so. For the crew, my main reason for conducting such inspections would be to check for i*****l d**gs.
But another reason for checking rooms was to find out more about my crew members and passengers. I have loved hamper diving since my teen years, and I loved going through hampers when passengers were away from the boat. I have found many sex toys, sexy undies, even some private photo albums that made it clear that some of my passengers were as kinky as I was.
More than once an older male has asked me to "take care" of his wife because he could no longer fuck her, or he wanted to watch me use her, and sometimes it has been the woman who asked for that 'special' service. I love being watched, and found it very erotic to fuck an older experienced woman as her husband watched and stroked his cock.
But one of the highlights of my career was by way of a new deckhand. One of my crew members had to leave the boat on short notice, and I had my office send up a replacement. I normally did all of the hiring, but in this case I told my office that they were to send me the first one who was qualified. When I went to the airport to meet him, it was a young 20's, short, slightly built male that came to me and said he was the new hand. He was very quiet, a bit feminine in his speech and actions, a tad shy, and I found him very erotic looking.
Once back at the boat I went over the boat rules, and had him sign the agreement that gave me permission to inspect his room and belongings whenever I wanted.
A few days later we set anchor in a secluded cove, and almost every body on board went to the beach for hikes, berry picking, and bird watching. While they were gone I went to his room and start going through his drawers. There was nothing of interest there, but at the bottom of his closet, under some rain gear, was a box that had been waiting for him at the post office. When I opened it, I knew this summer was going to be a grand one.
In the box was several panties, bikini and g-string style. Both black and white mesh nylons, garter belts, a short, tight dress and tiny bras. There were also a couple of dildos, a makeup kit, and a couple of porn magazines devoted to 'ladyboys.'
I knew he wouldn't be back for at least an hour, so I wrapped a pair of panties around my cock and as I stroked I fucked my tight ass with a dildo. I could imagine him 'dressed' for me....he would look like a young girl ready to serve and service my cock.
I shot my load, and figured out how I was going to use my newly found information, and a couple of nights later I had the chance to put my plans into place.
A weather front was coming through so I made the decision to spend that night and the following day at anchor until we had calm weather. And I told him, Louie was his name, that while I normally didn't let real young crew members take an anchor watch, I wanted to teach him how to do that. Since someone was always in the wheel house, day or night, it wasn't an unusual thing to train him to do.
I took over the watch at 2 a.m., and he joined me. I made sure the door to the wheel house was locked, and we chatted a bit. Then I asked him if he remembered the agreement he signed, the one that gave me permission to search and inspect his room. He thought I meant I was going to do it right then, but I told him I had already gone through his room while he was on the beach. He started stuttering...saying he hoped I wasn't angry...he was sorry if there was anything I found offensive. I shushed him, told him to be quiet, and then I lifted his chin with one finger....and gave him a deep kiss. We kissed again and again as I squeezed his tight ass, until both of us were very close to cumming. I broke off the kissing and told him I wanted him to return to his room, get what he liked to wear, and return to me.
A few minutes later he came into the wheel house. He had on a tight, short dress, white nylons, garter belt, high heels, and his tiny little-girls training bra. His lips were crimson red, and pouty, and he was wearing a long blonde wig. We both wanted the same thing: those lips wrapped around my cock as I fucked his mouth like it was a tiny, tight pussy. "And who are you?" I asked. "I am Louise," s/he said, "and I am here to give you pleasure."
As I kissed her again she unzipped my pants and pulled out my cock. It was already wet with precum, but I knew I could hold off from cumming for several minutes. First she stroked me a bit as we kissed, then she dropped to her knees, and realized for the first time that I am uncut. She started moaning and telling me how much she liked playing with the foreskin of an uncut cock.
Louise was very experienced: she was always doing more than one thing at a time. Sucking as she slipped a finger in my ass, rimming me as she stroked me, massaging my balls as she nibbled up and down my belly and even biting my nipples until the pain was sharp and intense and making me edge even closer to shooting a load.
I told her I wanted to service her cock, but she said that was for later...our first time together was all about her making me cum hard and long and more than one time.
She had me sit in the Captain's chair, which is high off the deck so I could see over the instruments, and she had me put my legs over the arms of the chair. Then she had me stick my tongue out, and she started sucking on my tongue...as she worked one, then two fingers into my ass. I couldn't wait any longer, and I gasped, "I can't wait, I have to cum, suck me, sweety, take me deep in your mouth." Louise looked me in the eyes, smiled, and said, "Make me."
I had no choice. I grabbed her head and drove her face into my crotch, my cock all the way in her mouth, right to my balls. Then I pounded her mouth, I was totally out of control as she gagged on my prick and as she drove her fingers deeper into my ass. I exploded. I forced her face down even harder on my cock. I thought my heart would explode just as my cock had done. Louise kept sucking and showed no desire to have me stop forcing her face into my lap.
Finally I was done cumming, not even a drop of cum was left in my balls. Louise looked up at me with a sly and satisfied smile, and moved up to kiss me. When I opened my mouth to accept her kiss what I got was a mouthful of my cum. She made sure, as I did, that I got as much of the cum as possible.
In another story I will tell more about Louie/Louise and how he came to be such a beautiful and sensual girl.
Anastasia
- 18.10.2020
- 21
- 0
