At various times, when we were much younger, my wife and I sometimes talked and fantasized about other men fucking her. It always was and has been a bigger fantasy for me than for her but, at the time, talking about it definitely got her hot. We were leaning heavily in favor of her fooling around with my best friend, Oscar, although a co-worker of mine at the time, Scottie, was pretty much neck and neck with him. In fact, Lisa admitted to me, years later, that had Scottie made a move on her, she would've been very tempted to cheat on me with him. But, for whatever reasons, Oscar was the lucky guy.
Our first attempt was a bust when my wife chickened out but the atmosphere felt different to Oscar. So, while I was out walking the dog, waiting for her to seduce him, she did confess our intentions to him. Later that night while we were fooling around she called Oscar and they had some hot phone sex. I really couldn't hear any of what Oscar said but it was clear, at one point, that he had confessed to Lisa that no girl had ever managed to made him cum with her mouth. Lisa's response was that she wanted to be the first to make him do so. I had no doubt that she could do it and the thought of her swallowing my best friend's cum made my cock throb.
When an opportunity next came along we went for it. It was super hot and I, to this day, still remember specific moments about that night. But I also have regrets that it wasn't nearly as hot as it coulda/ shoulda have been due to my getting jealous at some point and, in the process, rushing Lisa along so that Oscar would leave and I could fuck her. In fact, Lisa later informed me that, should the opportunity ever arise again, she would want to fuck him by herself so she wouldn't feel "inhibited". The various scenarios of just how that might go have played out in my head many times but, as for that actual night, this is is the story of how it coulda/ shoulda have gone.
Coulda, Shoulda
We stopped at a pay phone and I called my wife, Lisa, to give her a heads up that my best friend, Oscar, and I would be home soon. We had been out to shoot some pool and get something to eat, after which, we smoked a joint on our way back to the apartment. I asked what she was doing.She told me that she was playing with herself. I told her I had a better idea and wondered, aloud, if this might be the night that she'd like to actually to go through with it and fuck Oscar.
"Definitely" she replied.
Now, I could say that Oscar had no idea at all as to what was waiting for him when we got back to the apartment but, in fact, we had come very close to doing it on another occasion but Lisa had been unwilling to pull the trigger that night. However, in the process of chickening out, she had confided to Oscar what the intended plan had been and later that night, while we were fucking, she called up Oscar and they had some hot phone sex while I listened in and ate her very wet pussy. For all I knew Oscar might have hoped, since that missed opportunity, that every time he came over to visit or we went to his place, that night might be the night he would get to do all the things Lisa had talked about.
When we walked into the apartment Lisa was nowhere to be seen. With a heart that was, quite honestly, pounding in anticipation of what might be about to go down I walked down the hallway that led to our bedroom and walked in to find her adjusting the lingerie she had donned in anticipation. She was very clearly high as were both Oscar and I, having smoked that fat joint on our way home. After a brief discussion, during which she hungrily kissed me and informed me that she had taken a lude immediately after hanging up the phone, the decision was made. What I most remember about those few moments was the sight of my beautiful wife, on her knees in front of me, sucking my absolutely rigid cock and asking me if I thought Oscar would think she was hot. Silly girl.
The question was how to make it happen. We really had not pre-planned this. Knowing that Lisa was probably feeling nervous and, possibly, self conscious, I suggested that I go into the bathroom and shut the door. She would utilize that time alone to seduce Oscar and get things rolling before I joined them. I stood there with my ear to the door. A short time later I could clearly hear them come down the the hall and into the bedroom just across the way but couldn't make out anything they might have been saying. I decided to take my time until I recognized what were clearly moans, at which point I turned out the bathroom lights, quietly opened the door and stepped the few feet across the hallway to the bedroom doorway. Peeking in un-noticed, I found them standing next to the bed, still clothed, kissing. I heard Lisa ask him whether he was nervous. He ignored her question and, as if in answer, he slipped a hand into her skimpy panties and was clearly fingering her cunt.
I stepped back just out of the doorway, still listening,and heard Lisa say to him "Take off your clothes and lie down on the bed. I wanna suck your cock!" At that point I got naked and quietly walked into the bedroom. Oscar was lying on the side of the bed closest to the door, his hard cock standing at attention. Lisa was on the bed kneeling between his spread legs.
She immediately engulfed his rock hard cock in her mouth. The lights were low so I couldn't see anything with real clarity or detail but the exposed portions of his cock, as Lisa's head bobbed up and down, were clearly wet and I watched her release him from her mouth and stroke the hard flesh, his cock sliding between her fingers as she did.
By now I was kneeling next to the bed, not a foot away, tranfixed by the visual image of what I had long fantasized about; my beautiful wife with another man's cock in her mouth and hands. I could hear the wetness of her mouth as she sucked him. She seemed, I thought, mesmerized by the reality of my very best friend's cock right there in front of her when she suddenly looked up and met my gaze. She smiled a wicked smile and, cradling his cock in the palm of her hand, rubbed the entirety of it across her face and lips, looking me in the eyes as she did. She then reached out to place her hand on the back of my neck and pulled me in for one of her hottest kisses ever. Ever.
I fancied that I could taste the musk of my best buddy's dick on her tongue and in the copious amounts of saliva that my tongue was slipping around in within the confines of the furnace that was her mouth. Had she, at that moment, proffered me his cock I might have been tempted to take it into my mouth, being so high and so caught up in the moment. But in the back of my mind I was picturing Lisa, her mouth full of his cock as he came in my wife's hot, willing mouth and I knew that I would probably take some sort of perverse pride in the fact that my young, beautiful, hot wife was the first woman to ever swallow Oscar's seed, knowing that would be a moment he would never forget.
At that moment he gently interrupted her, pulled her up close to him and kissed her. As he did she kept a grip on his cock, stroking it a bit before reaching down a little further to touch his balls. His, and her, intentions were clear at that point and I watched as she straddled him, reached back between her legs and guided him into the hot, wet confines of her hungry pussy. I imagined in my head what each of them might be feeling at that moment and I moved onto the bed, kneeling next to them. I stroked my wife's back and ass, a faint sheen of sweat making her body glow already in the dim light. She leaned down to kiss him while he wrapped his arms around her waist. Then he slowly let his hands trail downwards across the small of her back and onto the cheeks of her ass. He slowly, almost imperceptibly, began to spread them until her rear end was splayed and I could see the wrinkled little starfish of her anus.
At this point Lisa was more or less grinding on him and telling him, in a voice loud enough for me to hear, just how long she'd been waiting for this to happen. She then whispered something in his ear and I could imagine how the dampness and heat of her mouth must've felt against his ear. Quite suddenly he raised his right hand only to bring it solidly down upon the pale, alabaster flesh of her buttocks. She cried out but remained still while he rained a flurry of blows to her backside and I could very clearly see the outlines of his hand prints tattooed on her flesh. She suddenly sat up astride him and maneuvered herself so that she was squatting rather than sitting on his cock. She reached down to support herself, her hands braced against his chest, and began to tremble and buck and use the weight of her body to drive.
"Stand up Baby!" she ordered and I did, my hard dick bobbing and weaving in her face. She maneuvered me around so that I was standing in front of her, my feet on either side of Oscar's body, and I steadied myself by holding onto the ceiling fan directly over my head. Placing her hands on the cheeks of my ass, she pulled me in close and took my cock into her mouth. She looked up into my eyes as she did before releasing my rampant tool from the wet confines of her mouth.
