1. An unexpected twist


    Date: 12/25/2016, Categories: Reluctance, Author: Jack1Toffe, Rating: 4, Source: LushStories

    I realized what he wanted me to do. He wanted me to lick his ass. I had never rimmed anyone, let alone a guy whose name I did not know. I said "Um...You want me to lick down there? I've never done that!" In response, he put his hand on my head, grabbed my hair, and said, "Either you lick my ass, or I'll fuck yours. You choose." He pushed my head downward, forcing my face into his ass as he pulled one knee open a little more with his other hand. I had a split second decision to make. This was definitely an awkward situation, and I was way out of my comfort zone. How does one find himself in a situation like this? Less than an hour ago, I was just another businessman sitting in his hotel room, surfing the web. Now I'm buns up and kneeling, with my head jammed into some guy's backside! The guy was too big for me to stop him, and I have never been fucked in the ass. His cock was way too big to fit in my ass without doing some damage. Plus, I had no condoms in the room, and more importantly, no lube. So I found myself opening my mouth, and timidly licking his perineum. "Do it," he said, "and do it right!" So I did. I licked his ass, bottom to top, up and down. He kept his hand on my head, a firm grip on my hair. And then I surprised myself by sliding my tongue into his asshole. For some reason I can't explain, I went all in. My nose pressed up against his perineum as my tongue delved deeper into his ass. He let go of my head and started jacking off, moaning that it was amazing. I ...
    was hard again, and leaking pre-cum everywhere. Never in my wildest dreams did I imagine doing this, let alone enjoying it. After about five minutes of this, he pulled my head up and stuffed his cock into my mouth. He put one hand on each side of my head, and fucked my mouth hard and fast. I was trying not to gag as he hit the back of my throat, but it wasn't easy. Then he tensed up, held my head down, and unloaded. It was the nastiest, stinkiest, biggest load of cum I've ever tasted (before or since). But he didn't let go, so I swallowed every drop. And then it was over. He got up, went to the bathroom, and washed up. Then he got dressed and said, "Thanks! That was amazing!" And then he was gone. I sat there on the edge of my hotel bed. I could still smell him, and my face was covered in my own saliva and his cum. My cock was in my hand, hard as a rock. I was, in short, a mess. I stayed that way for a while, then leaned back on the bed and jacked off. I came quickly, and then meandered into the shower. I scrubbed everywhere and everything, trying to snap myself out of whatever world I had wandered into. Part of me, however, liked that world just fine. He emailed me 30 minutes later to say that he wanted to come back and that he had condoms. I knew that if I let him in, he'd take my ass, so I never responded. I'm not sure it was him, but I could swear I heard him knocking later that night sometime after midnight, but I didn't get out of bed to go to the door. Whoever it was ...
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