1. Shemale Stewardess Seduction


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

    around and talked, which was nice and intimate. When I told her I worked for a mail-order lingerie catalog, she gave me a wry, knowing smile which I wouldn't understand until three weeks later. The rest of the week we divided our time between leisure activities, like fishing, hiking, jogging and rowing, and sexual adventures. Her knowledge of positions seemed limitless, and I was more and more amazed by how good it felt when she reamed me deep and hard. Once, she had me lean up against a tree and literally hug it while she did me standing up. The bark dug into my skin as she drove her dick up my yielding rectum, and I had a little scar on my stomach for a few days, but it was an astounding combination of pleasure and pain. On the fifth day of the second week, Sherry sprung another surprise on me. When we got back from another combination row boat trip and on the water fuck session, there was a white Ferrari parked in the dirt driveway outside the cabin. When we got inside, there was a beautiful, buxom redhead in a lovely, crinoline dress, white stocking and boots sitting on the sofa, sipping a glass of our champagne. "Monique!" Sherry cried, rushing in to hug the woman. They shared a very passionate, wet kiss. I remembered wondering if Sherry was bisexual, but didn't I found out soon that this woman was "special" like my blonde mistress. "This is Nick," Sherry said. Monique held out her hand for me to kiss, then simply stood up and thrust my head under her skirts. Nestled ...
    between her fleshy, stockinged gams was the biggest cock I'd ever seen! I'd read magazine "true stories" where the guys claimed to have nine inches, but this torrid transsexual really was packing a nine-inch rod in between her luscious thighs. I got to work on that huge horse fucker right away, sucking and lapping it like a huge popsicle. Meanwhile, Sherry got me up on all fours and began ass fucking me doggy style. Her thrusts f***ed me further and further down Monique's long, tasty tool. I didn't think I could take all nine inches into my mouth without gagging, but I managed somehow. Then, just as both of my shemale mistresses were about to come, they changed places! Sherry's throbbing tool in my mouth kept me from screaming as Monique f***ed her huge fuck stick up my asshole. It felt like she was going to split me in half with that monstrous dick. She straddled me with those stocking-clad legs and pumped hard, driving more and more of her pulsating, probing prick up me. I almost fainted as Sherry came in my mouth and Monique came in my ass simultaneously. Sherry was exhausted, and withdrew her "clit" from my mouth, but Monique was just getting started. Her gigantic rod was still impaling my ass, and she led me over to the bed and initiated the longest, wildest night of solid fucking I'd ever experienced. We did it in every position, and she never seemed to run out of jism, coming gallons up my butt and into my eager mouth. She even fucked me awake the next day. Then all three ...
«12...6789»