1. Shemale Stewardess Seduction


    Date: 5/27/2017, Categories: Anal, First Time, Shemales, Author: freegre, Rating: 100, Source: xHamster

    Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress was visible. My boss, Terry, a very pretty, sexy lady (who I later found out was a hot-bod tranny too!) called me into her office. "Nick, you need to get away, and I know just the place," she said, handing me a set of keys. "I own a cabin in Northern Washington. There's no phone, no television, no radio. Just you and the Great Outdoors." "But it's out busiest two weeks!" I protested, imaging the whole mail order lingerie house would collapse if I was gone for a minute, let alone two weeks. "It's an order, Nicholas!" Terry said. "Alan and Denise can fill in for you. You're under too much stress. You need to unwind. Then you can come back refreshed and ready for the fall inventory." I argued, but to no avail. I never could win an argument from the tall, willowy brunette. She called and made the plane reservations for the following week. Terry had booked me in the First Class cabin on a small, charter airline. She'd given me maps to the cabin, and arranged for a rental car at the airport. I threw ...
    together some of my old camping gear. Maybe she was right. Maybe I needed to away from people, constantly ringing telephones and the Internet for a while. By the time I'd boarded the plane, I was beginning to look forward to two weeks of solitude. First Class was very comfortable. I'd never traveled that way before, and there were lots of little perks, like comfy, overstuffed seats with arm rests, personal VCR's, and of course, the service…which is where my wild sexcapades started. Our stewardess was real knock out. She was tall, leggy strawberry blonde with sparkling blue eyes and a very tight blue uniform. Her figure would have given a super model a run for her money. "Hi, I'm Sherry," she said, smiling broadly. "If there's anything you need to make your flight more enjoyable, just let me know." She said the same thing to the ten other First Class passengers, so I figured it was a standard, prepared speech. But as the long, eight hour flight continued, she seemed to be paying more attention to me than the other passengers. When my water glass was empty, she'd swoop down and fill it up, giving me a mouth-watering eyeful of cleavage. She brought my meal before anyone else's, and kept fluffing my pillows and pouring me champagne. She gave me a whole series of sly winks and smiles I was sure was a prelude to seduction. About halfway through the flight, most of the other First Class passengers fell asl**p, except for an old man who'd never taken his eyes from his lap top computer the ...
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