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

    about 30 minutes away from my apartment, even though I didn't know what I was getting into. Jessie said it wasn't what I would suspect, but I couldn't imagine sex wasn't involved. Room 201 was the unit to which I was directed to go. I can't even remember the name of the motel (something "lodge," I think), not that it matters, but it was another one of those cheap, two-story structures where all the rooms were accessible from the outside. The place was pretty sketchy looking, but it was a rural setting, and the time was mid-day, so I wasn't worried about getting stabbed -- catching something, maybe. As I headed up the stairs, I looked for Jessie's car and spotted it quickly, so I knew I was in the right place. As I stepped up to room 201, I started to feel nerves. I've never been confident in any type of unfamiliar situation, so my heart started to beat a little faster as I knocked on the door. After a delay of only a couple seconds, the door cracked open just an inch or two, and Jessie's bright brown eye peered through. I noticed she had latched the door, but upon recognizing me, she unset the latch and opened the door wide to let me in. I caught just a brief glimpse of Jessie, intending to check out her outfit, but my attention was immediately directed to another individual in the room. Shaking my head, I asked Jessie if her ex-boyfriend from nine years ago was actually standing in a motel room with us. Jessie was visibly shaking, albeit only slightly, as she smiled ...
    nervously and informed me that one other person would be here any minute. Meanwhile, I was admittedly pretty rude to Andrew, as we'll refer to him, but not only was I in shock, but this guy hadn't been good for Jessie when they dated, and I didn't feel it necessary to be courteous to him even after all that time had passed. I fired a few questions and Jessie, mainly to avoid silence and not so much to figure out what was going on, since it wasn't hard to deduce the situation. Most of her responses included profuse assurance that her husband not only knew what was going on but was OK with it and chose not to participate as he remained back home for work. I guess perhaps he had to draw the line somewhere. I, on the other hand, would soon realize I still hadn't found my precise limit when it came to sexual relations with Jessie, and she knew it better than I did when she arranged this meeting. While Andrew and I exchanged no more than an awkward glace and perhaps a nod with a "Sup?," Jessie headed toward the bathroom. It was then that the realization of my situation began to settle in and I was able to notice Jessie's outfit. She had her hair pulled back in a ponytail for now, which showed off her large silver hoop earrings. Her top was a strapless pink button-down that bared her midriff . Her black miniskirt looked just a bit longer than the one she'd worn for her husband and me just a few months ago, and her black, open-toe high heels were, I believe, the same ones she wore way back ...
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