1. Wanna Bet? 2: Higher Stakes


    Date: 4/22/2016, Categories: Mature Taboo Voyeur, Author: brianbigdogsmith

    ... went to pay a visit to the neighbors and drop off some belated presents. Faith didn’t voice any reservations, and allowed me to squirt inside her without a complaint, nor said anything when I instructed her afterwards to ‘get to work making me a baby’. I considered that a win, at least for this stage of the game. The plan was going better than I expected. There were still rough spots ahead, but short of Faith announcing that she always wanted to have a baby, I couldn’t think of how I could be in a better position to win my bet with Lara. I still had another bet to take care of, though, and the week after Christmas was my only time to do it. I’d long decided on an all-or-nothing gamble, but I still wanted to approach it the right way. So, on the twenty-seventh of December I drove up past a bus stop. There, among a half-dozen people shivering and waiting for the next bus, I saw my target. Jeanette wore a white jacket, purple hat, and jeans, which somehow made her look younger, almost like a high-schooler. I pulled over near the stop and said, “Hey, I know you. You’re Jeanie, right?” “Jeanette,” she corrected, and bent forward to see who I was. “Right, you’re dating my cousin Todd, right?” She smiled, then. “That’s right, we met at Thanksgiving. I’m sorry, I don’t remember your name.” “Mark. Where are you headed?” She told me the intersection, and I nodded, looking ahead. “You want a lift?” She looked hesitant, so I prompted, “Come on, no sense waiting out here in the cold for ...
    ... a crowded bus.” I unlocked my door. Jeanette looked, saw no bus approaching, and then opened the door, sighing at the sudden warmth. “Thanks.” “No problem,” I said. “Believe me, I know how much the bus sucks, especially in winter.” “Yeah, I’m actually saving up for a car of my own, but it’s one thing after another draining away my bank account. Just recently it was Christmas gifts, and pretty soon I’ll have to buy books for next semester.” “Those can be expensive,” I commiserated. Or so I heard. “So, what brings you here? Shopping?” “I work here.” “Oh, cool. I was just returning something. Wrong size.” “Oh, then I hate you,” she joked, removing her gloves. “I’ve had to deal with so many of you people today. Sometimes I hate Christmas.” She then blew into her hands for warmth. I chuckled, let a silence hang a while, then asked, “So, how are things going with you and Todd? Things okay? I noticed you weren’t at the Christmas party.” “No, things are fine. I just had my own f****y doing something,” she explained. “Oh, right, and figures, Todd wouldn’t go along with you, right?” “What’s that supposed to mean?” “Oh, nothing, just, you know how Todd is.” She didn’t press me to elaborate, so I said, “But I guess that’s fine if you’re not looking for anything serious.” That was too provocative to let up. “What do you mean?” “Todd’s a player.” I shook my head. “No, that’s not right, actually, he’s a wannabe player. But he doesn’t do serious relationships.” She looked askance at me. “I ...
«12...656667...95»