Bet on a Date

"Touchdown! Game over!" the screen announced. I sat there stunned, not believing what I had just seen. With eight seconds left the Bengals had just scored a walk off touchdown and the Browns lost. I was also speechless because I had just lost a bet to my friend Dave who was over at our house watching the game with us. "Uhh" I said nervously "shit...". "Shit is right," Dave said laughing. "I win, now pay up." He said that last part while looking at my wife. "I.." she stuttered. "I mean, come on, you weren't serious right?" She pleaded looking at Dave. "Course I was, wasn't your husband serious last year when I lost that bet and had to hand over my signed A. J. Green jersey?" Of course she knew the answer to that, the jersey was in my office. "I...I guess so" she started, Dave interrupted her "Good, then it's a date! I'll swing by around 8 next Saturday. And remember we agreed, it's an anything goes date." With that Dave got up, said goodbye, and headed out.

After he left my wife turned on me, "Why didn't you say anything?" she asked accusingly. "I, um, I mean a bet's a bet right? You heard him, we've both always paid up when we lost." I replied lamely, she didn't seem swayed by my answer. "Yea but the bets have never been anything like this!" She had a point, we mostly only ever bet items, even trading a few things back and forth over the years. I tried again, "Oh come on, you know he's not really gonna try anything, he might flirty a little and ask for a kiss, that's all." This seemed to calm her down, "Yea, I guess you're right." She turned and walked down the hall to our bedroom, "But if it gets out of hand it's not my fault" she said over her shoulder before disappearing into our bedroom.

The week went by in a blur and all I could seem to think about was what she had said, "If things get out of hand it's not my fault." Surely Dave wouldn't try anything more than some friendly touching or a kiss right? I didn't think he would, at least I kept telling myself he wouldn't. Saturday finally came around and as quick as the week had felt the actual day felt like it dragged on forever. I spent most of the day sitting in the living room avoiding talking with my wife as much as I could. For her part she spent most of the afternoon getting ready. At around seven forty five she came out of our bedroom. Now my wife stands at five feet five inches, she's Filipino, with tan islander skin, and long black hair that falls down her back. At one hundred and fifty pounds she has the suggestion of curves due to the weight sitting on her smaller frame but it suits her well and pairs nicely with her C cup breasts.She was in a simple, but sexy, purple dress, and had put on short black heels, and was carrying a small clutch.

I whistled, "looking good honey". She blushed, "Good enough for a first date?" she asked, grinning, a little embarrassment shown on her face. "I don't think Dave will object" I chuckled. Just then we heard a horn outside, "That must be him", she gave me a quick kiss and grabbed her purse and coat. "See you later" she said as she stepped outside and closed the door. As I heard Dave's truck pull off, too nervous to sit still for more than a few seconds at a time I got up and started pacing. It was going to be a long night.

***

Dave's truck pulled into our driveway a little after midnight, the truck lights glaring against our bedroom window. He didn't bother turning them off as the truck continued to sit there for several minutes. I couldn't quite tell through the glare but it seemed like the truck started to move after a while. Finally after sitting in the driveway for nearly ten minutes the passenger side door and my wife got out. She straightened herself up a little before waving goodbye and closing the door. Dave didn't seem to be concerned with her making it inside as he pulled away as soon as she was clear of the truck, by the time the front door opened he was already half way down the street.

I stayed in our room as the front door closed. I could hear my wife shuffling around as she took off her coat and hung up her purse. She then moved to the hall, hand running along the wall, hitting the light switch. Finally the bedroom door opened, light from the hall flooding in and illuminating me sitting on the bed in the dark. She stopped, squinted a little, the light clearly affecting her eyes. "Hey honey, You didn't have to wait up, you're so sweet."

I Frowned a little, did she really think I would just send her off and then turn in and not talk until the next morning? She stood in the doorway, expecting a response, the silence started to stretch and began to feel awkward, finally I let out a quiet "how was it?" She raised her eyebrows and tilted her head, "Not too bad, well at first it was awkward, but after a while things loosened up." She moved into the room and fell onto the bed, lazily kicked off her heels, stretched out her arms, closed her eyes and let out a groan.

She stayed like that for over a minute and I started to think that she had fallen asleep. She eventually spoke though, eyes still closed, "How was your night?" "Uh, fine I guess" I was a little surprised by the question, clearly it wasn't my night that was the elephant in the room. Wanting to shift the conversation back to her I asked "Sooo, what did you guys do?" still a little uncomfortable, and not really sure I wanted her to answer. I had had four hours to imagine an awful lot of things.

"Mmm, we went to a restaurant, that fancy Italian one downtown, L something." "Luganios?" I offered. "Yea, that one", she shifted a little. "Anyways, Dave could clearly tell I was nervous so he started off by ordering wine and having the waiter leave the bottle at the table. We chatted a little after ordering, I think I drank half the wine bottle before our food showed up trying to calm my nerves." She laughed remembering that bit. "Once the food showed up things started to go smoother, probably because the wine was already taking effect."

She pulled herself up in the bed, resting against the backboard. "We were at the restaurant for maybe an hour, hour and a half. And by the time we left I had definitely had most of that wine to myself. I wasn't sure where we were going next but we were chatting and laughing as we got back in the truck." She paused for a second. "Can you get me some water and aspirin?" she asked "Sure" I replied, getting up and heading to the kitchen. My mind was racing, I grabbed a glass and filled it in the sink, then moved to the cabinet and grabbed the aspirin, returning to the bedroom I handed her both. She took several pills and swallowed them, giving me a quick thanks.

"So you were in the truck..." I prompted after a few seconds of her not restarting the story. She put the glass of water and pill bottle on her night stand, "Yea, we were back in the truck after dinner and I was feeling way less guarded now full of food and wine. We drove for a few minutes just talking, he told me some funny story and had me laughing for a good minute. When I finally stopped I noticed that he had moved his hand to my knee." She hesitated after saying that, it was the first mention of anything physical during the evening. She glanced at me, I felt awkward holding eye contact for too long and looked away quickly. "And?" I asked, looking at my hands. "And he just left it there for a minute, not moving... probably seeing what I would do." she answered. "What... did you do?" I asked. "Nothing really, just kinda pretended it wasn't there." She shifted, "After a few seconds I guess he took me not brushing it off as a sign. He started to move his fingers on my knee, lightly caressing my skin." A pause, I didn't say anything this time so she kept talking after a moment. "He started talking to me again and after a while I really did almost forget his hand was on me. He kept to small motions, brushing my knee and occasionally moving just to the inside of it. We drove for maybe ten minutes like that before he made another move. On one of his trips to the inside of my leg he moved his hand further up, hitting the hem of my dress and pushing it up slightly, he stopped after a few inches and rested his hand on my inner thigh."

She adjusted in the bed again, sliding down the headboard a little but bringing her knees up. "I did get a little nervous at that point. I mean I remembered the rules of the bet but it kinda became real in that moment." She let that last sentence linger in the air for a minute before continuing. "After he stopped his hand on my thigh he kinda gave me a questioning look, like "are you ok with this?", I looked at him for a second and then made up my mind. I mean that's why I was there right?" I wasn't sure if she asked that last part to me or herself. I decided to answer, "Yea, I guess so." She nodded at my answer, confirming "yea", then continued, "so I gave a weak smile and put my hand on his leg." "He took it as the "go ahead" sign that it was and started rubbing my inner thigh. Having made the decision to let him touch me I just kinda relaxed and closed my eyes a bit, enjoying the feeling."

"He kept up the rubbing for a few more minutes before moving his hand again. This time traveling even further up my thigh, taking my dress with him. After another few inches he hit what we were both waiting for as his fingers brushed up against my panties." I shifted nervously in the bed, noticing that I was starting to get an erection after this last admission. I tried not to make too much of a show covering it so as not to draw attention to how my body was starting to react to her story. With her eyes shut as she was talking I don't think she noticed anyway.

"When his fingers hit I think I sucked in air audibly and held my breath..." She trailed off after that last sentence. I gave her a few seconds, she seemed nervous to tell me the next part. "Yea?" I asked finally, prompting her to keep talking. That final question seemed to be what broke the dam as her story started flooding out. "It felt like I didn't breathe for over a minute, although it was probably only a few seconds. After what felt like ages he moved his fingers again, already touching my underwear he moved a finger to my slit and quickly moved up it, contacting my clit. As soon as he hit that I exhaled in a burst and squeezed his leg with my hand. Seeing my reaction he quickly started rubbing me and I melted. It was like all of the tension that had been building up to that point released in a burst. I closed my eyes tighter and opened my legs more to give his hand better access. I bit my lip suddenly realizing how turned on I had become by the situation. Everything we were doing at that moment came crashing in on me. I was in Dave's truck, tipsy, with his hand rubbing me and it felt so good. I just came right there, I probably had a death grip on his leg as the waves of pleasure ran through me, poor guy. He was considerate enough to ease up once I started cumming but he didn't totally stop, he kept up just enough pressure for it to still feel good as I came back down to earth."

I felt movement in the bed behind me and looked back to see my wife with her hand between her legs tracing her fingers over her exposed vagina. When had she taken her underwear off? Looking around I didn't see them on the floor. I wasn't sure if she realized she was touching herself or just didn't care that I could see her doing it at this point but she kept talking. "He let me come down from my orgasm long enough to catch my breath before he hooked his fingers inside the edge of my panties and slid them down. With my legs now spread he came in full contact with my pussy, splitting my lips with his middle finger as his hand moved back into place. I was so wet his finger was instantly drenched. He focused again on my clit for a few seconds before sliding down, finding my hole, and pushing into me. I nearly came again with the sensation of his finger invading me, filling me up. I slid down in his front seat, hiking my hips up a little, trying to give him better access. It worked as I felt his palm hit my pussy. His finger fully in me he hooked it upward, instantly finding my spot, and began rubbing me from the inside. I wasn't really concerned with the situation any more and just started to grind on his hand. After only a minute or so of this new assault I did cum again. My legs squeezed shut around his hand for a second time, holding him in place, as I rode his finger through my second orgasm."

I hadn't stopped watching her as she continued talking, she was now openly rubbing her clit as she told me what had happened. Clearly about to get off again just thinking about what they had done. "Wow" I said softly. I think she had forgotten she was talking to anyone, as she opened her eyes and stopped rubbing herself so aggressively after I spoke. "Um, yea" she said, realigning herself with her surroundings. She had stopped touching herself but hadn't made a move to cover up again. "Was that it?" I asked, now with a very prominent erection, partially from the story and partially from watching my wife pleasure herself. My back was still to her, sitting on the edge of the bed, so she couldn't see the tent I was pitching.

"Yea, I mean no... I mean for a bit it was." She started to get nervous again but didn't stop talking like she had the first time. "After I came again he pulled his hand out and let me rest for a while. When I finally sat up and looked around I noticed that we were on some back road. We turned a few corners and the road ended in the parking lot of some little park. I wasn't sure which one but we had clearly driven out from the downtown area. He turned the truck off and we sat there for a minute in the dark before he scooted across the front bench of the truck to sit next to me. Without saying anything he reached up and cupped my face with his hand, pulling me in, and kissed me." "Probably because of the two orgasms I had already had I was super ready for this and just started aggressively making out with him. We kissed for several minutes running our hands all over each other. He started groping my chest over my dress as we went at it. We weren't being shy at this point."

"We made out that way for several minutes before I just couldn't take it any more and dropped my hand to his lap and started trying to undo his belt and open his fly. Of course he immediately helped by getting everything loose or open. Once I had him unbuckled and open my hand shot in and grabbed hold of his cock and holy shit was it big. I could tell by just feeling it that it was a good seven or eight inches and decently thick. I fished it out of his boxers and pulled it free of his pants. Once I had it out I broke off our kiss and dropped my head to meet what I had just set free. I barely even stopped to look at it before swallowing it down to the base." My eyes had gone wide hearing what my wife had just said. A few minutes ago she was nervous to tell me about some heavy petting but was suddenly unable to stop as she described going down on my best friend.

"I held him in my throat for a few seconds, feeling him pulse, before pushing him to lean back against the door. With better access I started bobbing on him like I was possessed. I don't know why but he just tasted and felt so good in my mouth. Every now and then I would pull him all the way out and work his shaft with my hand, really getting a good look at his dick when I did. He was every bit as big as he felt and with an enormous head that I started licking all over. A couple times sticking my tongue into his pee slit, tasting his pre-cum." At this point I had started rubbing myself, still not trying to move too much worried that I would draw attention to myself. Not that my wife was even paying attention to me, She had closed her eyes again and had gone back to rubbing herself.

"God I probably blew him for a good ten minutes before he finally stopped me, pulling me off his cock gently by my hair." "I whined a little when he did, still wanting that thing in my mouth. But he shushed me and took hold of me, spinning me around so that I was facing the passenger door, hands and knees up on the seat." "Without saying anything he pulled my dress up around my waist exposing my ass. My panties were still around my knees from earlier, he hooked his fingers into the waistband and pulled them the rest of the way down, slipping them past my feet. I knew what was next and didn't resist as he moved up behind me. I felt that big head of his hit my throbbing pussy, I was so ready to be fucked, and thank god, he didn't make me wait. His cock slid right in without any resistance, I was so wet. He immediately bottomed out and with that big dick in me I came for the third time. He didn't move as I clamped down on him again with my sex, he just let me cum all over his thick pole. But as soon as I relaxed a little he started hammering. I can't even tell you how many times I came after that or if it was all just one long climax that lasted the entire time he was in me." "But god baby he fuck the shit out of me for what felt like forever!. He just grabbed hold of my hips and never stopped pounding."

My wife was now openly fingering herself with several fingers as if trying to get back the feeling of having such a large dick inside her. I too had stopped trying to hide what I was doing and had pulled my own dick out of my pants and was eagerly rubbing it, not that she was watching. "At some point I couldn't even hold myself up any more and had fallen forward, my head resting on the seat with my ass just sticking up in the air. He didn't care and didn't stop, he just kept fucking until my eyes rolled back and I was drooling. I'm not sure how long we actually went, ten, maybe fifteen minutes, I don't know. But when he was finally ready he grabbed onto my hips even harder and buried himself as far in me as he could get and just released, and holy shit did he release. It literally felt like my stomach extended a little with how much he came. He pumped into me for several seconds before finally releasing me, allowing me to fall forward fully, causing his dick to pop out with a wet sound. I was so open from being stretched by him for so long that he just started pouring out of me. It probably got all over his seat but I was beyond caring at that point if I made a mess." Somewhere in that last bit I had cum, I wasn't even sure when it had happened but my pants were clearly covered. My wife had apparently also gotten herself off as she was just lying there fingers still inserted but no longer moving. At some point she had pulled one side of her dress down and was now holding a breast in her other hand, caressing her nipple.

We sat in silence for several minutes. My wife eventually removed her fingers from her wet sex but didn't stop caressing her nipple, eyes still closed, probably continuing to replay the scene she had just described. My dick now deflated, I sat through the silence, an uncomfortable mix of shame and lingering pleasure at having gotten off to what she had said. Finally I spoke, "Was that it?" The timeline she had laid out would put their last escapade ending at about thirty minutes before they had pulled up to our house but didn't account for how long they had sat in the driveway before my wife got out of the truck.

"Mmm, at the park yea." confirming my suspicion that something had happened in our driveway. "So there was more after the park?" I asked, trying to prod the rest of the evening out of her. "Yea, we sat there in the park for a few minutes, his cum just flowing out, pooling between my legs." She turned on her side now, cupping her breast fully, kneading it slowly with her hand. "I eventually sat up and looked over at Dave, he was just sitting there, eyes closed, his big cock still out, half deflated. Even though he had just fucked my brains out seeing that cock just made me want more. So, I reached over and started stroking him, he was still wet from being inside me making it pretty easy. I immediately got a groan of approval from him so I kept at it for several minutes. I eventually got him hard again at which point I put him back in my mouth. Tasting my sex and his cum all over his cock really turned me on and my pussy felt like a river with how wet it got. He let me suck on his head for a little while before he started the truck and pulled out of the park. While he drove I kept my mouth on him, only pulling his big dick out to occasionally lick the shaft or pump a bit with my hand."