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The new "Girl" On the Boat
Date: 8/21/2015, Categories: Hardcore, Shemales, Taboo, Author: 1kaaboom2, Rating: 92, Source: xHamster
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 ...