1. Shemale Stewardess Seduction


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

    had a hunch I knew where she wanted to shoot her load. "You don't mean?" I started. "Oh, yes I do!" the sultry shemale purred. "Don't worry. I know you're an ass virgin, so I'll be gentle. Now come on. You'll love it, I promise!" I don't know what amazed me more, the fact that I didn't run screaming from that lavatory, or the fact that she was right about being ass-fucked! She had me strip and lean against the stall door, facing away from her. Then she lubed my asshole with KY Jelly and slid a long slim finger up my anus. I'd had girlfriends do that, so it didn't really feel bad, just a bit uncomfortable as she spread the cold gel around my asshole. After about two minutes, she pushed as second finger in and began to wriggle them around, spreading my butt cheeks with her hands. At first it burned, but soon it started to feel very erotic, and I felt myself getting a huge boner. "Mmm," Sherry said. "Looks like you're ready for the ride, big boy!" She gave my cock a firm yank, and positioned herself behind me. I felt a tremendous pressure as she shoved her hot, wet glans up past my asshole. She left it there for a few minutes, allowing me to "loosen up" and adjust to the feeling. Then she rotated her hot hips and sent another inch up my virgin ass. I screamed. It felt like my ass was on fire, but each time she pushed more of her big bone into me, my own dick got harder and wetter. Finally, she had all six inches up me, and then she began to fuck me in earnest, thrashing and ...
    bucking wildly. I moaned in both pain and pleasure as she gave me an expert reaming. She pulled my pelvis close and thrust deeper, making me squeal with delight. Sweat poured off my back as she continued her hot, rhythmic thrusts. Suddenly, she gasped, shoved me flat against the door and really jammed her whole six inches up me. I cried out as I felt her engorged cock head pulsate and her steaming come shot up my rectum. I'd never felt anything that sexy in my whole life! I came a few seconds after she did. Her cock was still rock hard up my ass, and despite the burning, screaming pain in my rear, I asked her, almost begged her, to fuck me again, which she did happily, lowering me to the floor to take me "doggy style." She didn't come a second time, but her dick was still erect, so she left it in. It was starting to feel like it belonged in there. Finally, after about an hour had passed, we cleaned each other up, got dressed and went back to the cabin. I slept, exhausted and sore, the rest of the flight. "Have a nice vacation, Nick," Sherry said, winking at me as I left the plane and headed for the rental car agency. We weren't alone, so I couldn't thank her, or kiss her, for the marvelous new experience she'd given me. I figured I'd never see the tall, leggy strawberry blonde shemale again. It took me ten hours of driving to discover how wrong I was! When I got to the rental counter, I discovered that I'd forgotten to take the most important thing—the map to Terry's cabin! I ...
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