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Island Fantasy
Date: 9/10/2017, Categories: First Time Shemales, Author: SandyCrossdresser
Part 1 My ship arrives off shore at about 10 in the morning local time. We drop anchor about a 1/4 mile out and busy ourselves with getting ready for some shore leave. I'm very excited because I've only been on the ship for about 3 weeks and I'm already getting to go to a new and exciting foreign country. As I look over the sides of the ship I see a large crowd of small vessels starting to appear. They're locals, fishing boats, runabouts, and all of them loaded with people staring up at us.... at me.... I wave and they wave back. Friendly. When its my time to depart the ship I grab my bag with clothes for a couple of days and I head to the gangplank. No one is there. Did I miss everything? Where is everyone? I'd almost given up hope of there being another shuttle boat for me when a lone fishing boat or taxi boat, I'm not sure witch, pulls up along side and stares up at the ship. They seem to be hoping there's someone left to pick up. They're in the same boat as me! No pun intended. I wave down to them and I start down the gangplank. As I step aboard I see such friendly faces and I'm already put at ease. Off we went to their specific island hotel. Don't ask me which one because I can't pronounce it anyway. On the way they offer me a ice cold beverage from a cooler which I gladly accepted. We pulled up to a dock a little while later and tied up. I was e****ted to the reception desk where a lovely young lady asked if she could assist me. We agreed on a room and a rate for 3 ...
... days and I was shown to my room. I asked the boy who was carrying my bag where everyone else was and he informed me that I was the only guest at the time on the island. First instinct told me to be weary but as I spent a few hours looking around and saying hello to the f****y who worked there or who owned the place, I don't know which, I realized I was not in any danger. I was in a perfectly peaceful place with lovely people. Attentive but not pushy, clean and polite, and always wearing a smile. In other words an island paradise. That night I was given a ride to an island with a club on it. My island had the one hotel and a few small out buildings and that was it. So I was looking forward to maybe catching up to some of my Navy buddy's who would probably be getting d***k at the club. As it turns out there weren't any Navy guys there but there were a few European tourist enjoying themselves at the bar and the dance floor. I sat at a table where I could see most of what was going on and ordered a Pepsi. I rarely drink anyway and especially when I'm in an unfamiliar place. After listening to a few songs from the DJ and seeing a few dancing couples I was looking around the less obvious spaces in the club and I saw you. I saw you, a guy, sitting at a table which happened to be in a pretty dark area of the club. You had your head down and your shoulders were slumped as if you had the weight of the world on them. Your hands were wrapped around your drink glass and you took little sips ...