1. Jack the Big-Dick Gigolo


    Date: 1/30/2016, Categories: MILF, Author: Reddead2010, Rating: 13, Source: LushStories

    cock.” I smiled at her. “Really?” I said. “I bet you’ve made a lot of woman very, very happy, haven’t you Jack?” she giggled. I looked back up at the kitchen door again, making sure no-one could see us. I could hear them all upstairs singing happy birthday. “Jack, I’d really love to see you again, you know?” Allison said, now wanking me with both hands. “I don’t know, I don’t think Sheryl would like that,” I said. “Well, I don’t think she’d like what we’re doing now either, but it’s our little secret, isn’t it?” she beamed at me. She was really quite attractive, and killer big, big boobs. I couldn’t say I wasn’t seriously tempted. “A secret from your husband too?” I asked. “Of course. So what do you say? I’ll get a nice hotel suite for us next week sometime?” she asked cheekily. “I don’t know, I just…” I stammered. She was very nice, but I didn’t really want to be caught having an affair, especially with the wife of a rich and possibly very powerful man. “Look, I tell you what Jack, a few years ago I once hired a male escort,” she explained, “He was very handsome, but he didn’t anything like the equipment you’ve got.” “Okay…” “What am saying is, he charged me five hundred pounds an hour. I’m more than happy to pay you the same,” she offered, smiling, and giving me a peck on the cheek. “You want to pay me to…” I stuttered. “To fuck me, yes dear. Let’s have a nice two hour session shall we? That’s a thousand pounds to fuck a MILF with great tits, Jack. Isn’t that what you ...
    young men call a woman like me?” she whispered in my ear. I smiled, intrigued. “I’ll be very discreet dear, I promise no-one will ever find out,” she said. I had to start thinking about this seriously now. A thousand quid to fuck this busty older woman? It had always been a fantasy of mine. Plus I could really do with the money, what was there to think about? “Alright,” I said, nodding. “Mmm, good boy,” she said, smiling, giving me a quick kiss on the lips, “I can’t wait to get pounded by this huge cock.” Allison was very well spoken, but certainly had a dirty mouth when she wanted. She looked up to the kitchen door. “We’d better go dear, don’t you think?” she said, carefully stuffing my cock back in my shorts, “So see you next week?” We quickly exchanged numbers before returning to the party, no-one seemed to have missed us. Allison held her husband’s hand and kissed him. He had no idea just a minute earlier his wife’s hand had been wrapped around my thick hard cock. I stayed a few minutes more, and then collected Sheryl who had almost fallen asleep on the sofa. On our way out Allison gave me a cheeky wave goodbye. I smiled and then turned to hold Sheryl up as we left. She really had had much too much to drink. That meant I probably wasn’t going to get any from her tonight. I drove her home, and she had fallen asleep by the time we arrived. I got Sheryl inside, and left her on her sofa. When I got back to my place I had time to think about Allison and her amazing offer. I was ...
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