1. Tropical e****t


    Date: 10/1/2015, Categories: Mature, Author: 00ran, Rating: 100, Source: xHamster

    I went through a separation from my ex a few years ago. This is when I really gave into my desires to dress and be with men. And as a gift to myself, I decided to go on vacation! To San Juan Puerto Rico at that. Needless to say, my shopping trips leading up to the vacation were rather fun and expensive, but who cares! This is a once in a lifetime chance, and I wasn’t going to let it pass me by. Besides the obvious thrill of being able to dress when I want, go out when I want…. I also wanted a man for my vacation. At least one. So, a few weeks before going, I placed an ad on Craigslist to see if there were any businessmen there for a week. The subject line read “Your e****t for the week”. Well, I got a ton of the usual “hey baby, come on down and suck my dick” or “let me pee on you” types with hairy beer guts and small cocks. After a few days I almost gave up checking. But luckily for me I gave it one more chance. An email popped into my inbox from a man named James. He was from Sarasota Florida and was staying at the luxurious La Concha hotel in San Juan on the same dates I was. Right down the street from the apartment I had rented. I emailed him back with a few pics and he emailed me back with some of his. Besides appearing to be pulled together and “normal”, he was HANDSOME! Let me make it clear how hot this man was. 46 years old, firm body, well built, tan, smooth, dark hair, hazel eyes, and after a few email exchanges, I asked to see his cock. He said no and informed ...
    me, he wasn’t into quick hookups or endless banter. He wanted a girl like me for the week to be by his side, look pretty for him, dress the way he wanted me to, and please him the way he wanted me to. WOW! What a dream come true! He told me to bring casual clothes, a very fancy dress, and business-friendly clothes so I can meet him at the conference. He said he loved my retro-esque style, and left the lingerie and looks to me. So, there ya have it. I had two weeks to go before I left, and was filled with anticipation. I packed two suitcases full dresses, makeup, accessories, suits, heels skirts, jeans, and even a pant suit. As instructed by James, I was to bring only mens clothes for the flight in and out. DAY 1 I didn’t sl**p the night before. I was so excited. I had packed the night before and was ready for my early am flight. James emailed and told me he would send instructions for meeting him once I got in. My flight left at 5am, and I got in around 11:30 and got the keys to my apt and moved right in. I checked my email and James instructed me to put on business appropriate clothing, and meet him at the Hilton where the conference was. He was taking a late lunch, so I had plenty of time. I had shaved smooth that morning before leaving and only did some touchups. I put on some concealer and foundation, and my trademark eyeliner look. I decided to make a good impression and laid my white Ann Taylor skirt suit out on the bed. It fit me like a glove, and any woman in her right ...
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