1. The new "Girl" On the Boat, Part 2


    Date: 8/26/2015, Categories: Fetish, Shemales, Taboo, Author: 1kaaboom2, Rating: 100, Source: xHamster

    A recap: My career was spent as the Captain of a 100' high-end charter boat in Alaska. I had a crew member leave the boat on an emergency, and my office sent up a new crew member for me. Normally I interview a potential employee before hiring them, but in this case I needed another crew member fast, so he was hired sight unseen by me. His name was Louie, and he was a short, slight of build young man in his 20's. It turned out that he was also a cross dresser, and when a 'woman' her name was Louise. The first night we had sex was while we were at anchor waiting for a storm to end. Louise was beautiful and erotic and completely drained my balls through an extraordinary blow job. However, she wouldn't allow me to see or touch her cock that night. A few nights later we were at anchor and I told Louie to join me at midnight in the wheelhouse. At the appointed time Louise entered the wheel house, this time wearing a short tight red dress, thigh high red nylons, a g-string, and lots of makeup. She looked like a common street whore who I might have picked up in some cheap bar. She was beautiful. She came to and we had a long, deep kiss. My cock was already hard, waiting to be freed from my pants. As we kissed I squeezed her ass, then ran my tongue over her lips, down her neck, lightly kissed and nibbled her ear. &#034What do you want tonight, my lover?&#034 she asked. &#034Tonight I want your pussy, I told her, &#034 and I want to suck on your 'clit' until you cum.&#034 &#034I want ...
    that,too, but first I want to give you something to always remember me by.&#034 With that she freed my cock and knelt in front of me, took my cock, wet with precum, into her mouth, and started deep throating me. As I looked down at her she was looking up at me, straight into my eyes as my cock used her mouth like it was a pussy. She liked do it that way, kneeling and having my cock f***ed as deep as possible down her throat while she stared at me. After a few minutes of me fucking her mouth she stopped me, and she pulled out a tube of dark red lipstick, applied it liberally to her lips, then started kissing my cock and balls, leaving lipstick all over my organ of love/ As I approached orgasm, Louise stopped sucking me, and told me to sit in the Captain's chair. She pulled up her skirt, which barely hid her ass, and again stared deep into my eyes as she squatted over my cock while facing me and slowly slid it into her very tight 'boy pussy.' And then she fucked me as I had never been fucked before. Taking me to the edge, then stopping, over and over again. She was so small, barely weighing 90 pounds, and tight and no tits like a young girl and she had total control over my cock and me and as the excitement started to build she was whimpering and whispering, &#034Does daddy like his little girl?&#034 I knew this was a taboo area but Louise knew how to lead me into her world of fantasy, and I finally exploded in her, just exploded and it seemed to both of us I would never quit ...
«12»