1. Riding the Jessie Train


    Date: 6/14/2015, Categories: Fantasy, Anal, Ass to pussy, Blowjob, Cheating, Consensual Sex, Group Sex, Hardcore, Males / Female, Threesome, Wife, Author: dpingjessie69, Rating: 92, Source: sexstories.com

    were going to have to wait entirely too long in either silence or with Ben's inappropriate comments. It turns out, the silence didn't really bother me, and Ben's talking was easy to ignore as I was intently focused on getting myself prepared to perform once Jessie came back. I wanted to be ready to go so as to not miss this opportunity. I decided I really wanted to Andrew and Ben to double-stuff Jessie while I watched, since just the thought of seeing that act was doing a good job of getting me hard again already. Sitting back and watching Jessie get sandwiched was a long-time fantasy of mine and one I hadn't been able to fulfill despite having double-fucked her twice myself. After 20 minutes or so, Jessie reemerged from the bathroom. She looked as sharp as she did before only her hair looked a little less fresh. Otherwise, she had cleaned off the cum and sweat and had reapplied her makeup. She was still naked, of course, except for high heels and earrings. We guys were all still bare too. "Which of you guys is into double penetration?" Jessie asked, making my heart flutter with delight and anticipation. "I know you are," she added, looking directly at me. To no one's surprise, Ben raised his hand and voiced his affirmation to do the dirty deed. If I were shameless enough to do something, Ben certainly was too. Andrew, on the other hand, stayed silent, but Jessie said to him, "I'll come back to you. You owe me this much." I never found out what was being implied there. ...
    Maybe it referred to the fun she just gave us or maybe she was referring to something from when they dated years ago. We mutually agreed that Ben and I would take Jessie first, since we were eager to do it, while Andrew was a little uneasy. As we got into the bed, Ben asked me if I'd double-penetrated Jessie before, based on her comment to me a minute earlier. I answered that I'd done it with her twice now. I think I earned his instant respect if I didn't have it already. "Wow," he said, "just congrats, man." I let Ben, who, needless to say, was hard again, lie down first. I then encouraged Jessie to give him her ass. In a double penetration, every position is good, yes, whether ass or pussy, on top or on the bottom. However, my clear favorite was on top, in Jessie's pussy. Jessie gave me no resistance and straddled Ben, who held onto her waist as she planted her feet on either side of his hips. Then she grabbed his cock, positioned it and then pushed the head into her asshole before letting go and slowly sinking her down until she was sitting on his balls. Ben and Jessie cried out from the sensation, and Jessie leaned back, propping her upper body with her arms while Ben ground up against her and adjusted to her tight asshole. Ben's hands moved up to Jessie's boobs while Jessie looked up at me and welcomed me right in by beckoning me with her hand and lifting and spreading her legs. I can't even describe how hot she looked, and that sight wasn't even the best thing I'd see that ...
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