1. Riding the Jessie Train


    Date: 4/19/2017, Categories: Fantasy, Anal, Ass to pussy, Blowjob, Cheating, Consensual Sex, Group Sex, Hardcore, Males / Female, Threesome, Wife, Author: dpingjessie69, Rating: 92, Source: sexstories.com

    I could have carried through the first time without those couple shots I took, even though I almost never drink. This time, though, with the sights and sounds of the Jessie sandwich her husband and I enjoyed more than 13 months ago forever etched into my brain, I had all the motivation I'd ever need. The anticipation of what was about to happen was arguably greater than last time, being free from the anxiety and most of the awkwardness. While the thrill of doing it the first time held an element that could never be matched, the build up to this follow-up session was almost unbearable in the best way possible, now that it was finally occurring. Over the past 13 months, I wanted nothing more than to relive the blissful experience of double-penetrating my favorite friend of 10 years, and this time I knew exactly what to expect and had no fear of disappointment. Of course, it was still a little weird leading up to it, as I would probably never be completely comfortable around Jessie's husband -- or, in the context of intercourse, any other man for that matter. However, those qualms very obviously didn't end up deterring me last time, and they most certainly would not hold me back this time, given my determination. Double-penetrating Jessie had always been a fantasy of mine, but now that the fantasy had been fulfilled once, the burning desire to sandwich Jessie only grew. I had already been a little obsessed with her beforehand, but now that fixation bordered on desperation to do ...
    it again. On this freezing day in early February, I stood in that motel just moments away for abating that frustration. My heart was racing and my mouth was dry even before we undressed. It was no surprise what was about to happen next as Jessie threw her top away, revealing a white frilly strapless bra. Interestingly enough, none of us in the room had actually once specifically mentioned that we were convening for a double penetration threesome. To this point, Jessie's Oreo reference came the closest to a definite allusion. After carrying out the debased act once, it was just a matter of saying where and when for the second time. The "what" was mutually understood. We had all thoroughly enjoyed the raunchy, ungodly group sex last time and agreed immediately to do it again. However, different circumstances stalled the follow-up session. First of all, there was the initial awkwardness that comes with banging a girl in a devil's threesome after almost a decade of mostly platonic friendship. On my part, like I implied already, I never felt comfortable with Jessie's husband to begin with. Getting carried away with teaming up on his wife only complicated that issue, especially when I was forced to communicate with him over the months. Naturally, I had no qualms with talking to Jessie about doing terrible things to her slender 5'5" frame and actually, over the months, often attempted to steer our conversation toward the subject, in part because it turned me on and in part because I ...
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