NOTE: This is the first of many parts in what is intended to be a slow-burn and hopefully semi-realistic story. If you have any suggestions, feel free to leave a comment. And if you have actual experience with cuckolding and you’d like to point out anything glaringly unrealistic, or make suggestions about how to move the plot along more compellingly, I’m all ears!
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Jeff was no slouch in bed. He knew how to use his hips, and he was great with his tongue, and besides that he just knew all the spots Sarah wanted to be kissed and nibbled and touched. Ten years of marriage had taught him what she was going to want before she wanted it, and if the sex was ever routine, it definitely never lacked chemistry. In short, Jeff always performed. And Sarah bragged about this to her friends.
Jeff knew, rationally, that he had no reason to be insecure. Sure his dick wasn’t huge, but it wasn’t small either, and with Sarah’s knees to her chest he could usually bottom out anyway. He didn’t last ridiculously long, but he lasted a solid 20 or 30 minutes if he paced himself, and by the end of that Sarah had always had her fill. The simple truth was that they had a good sex life. Sarah was satisfied.
In high school, Jeff’s best friend since childhood, and biggest crush, agreed to junior prom, only to change her mind and go with the star quarterback days later. How much this actually affected him, it’s impossible to say. It had been painful, without question, but when Jeff showed up at college orientation a year and a half later, and met a girl with striking brown eyes and a cute nose and a beautiful smile, a face that now over a decade later had only grown more bottomless in its beauty, it somehow had never occurred to him that she might not be interested in him. They married three years later, and Jeff never looked back.
Sarah was an honor student her whole life. Captain of the soccer team and the swim team in high school, she was just fast enough to swim for her division one college, but not fast enough to get a scholarship, and after a year of frustration with early mornings for a sport she was falling out of love with, she quit and took up rock climbing.
The climbing was Jeff’s influence. A climber since he could walk, Jeff felt more natural on the side of a cliff than at a party. His strength never had been people, although if you could get him on the right topic he would talk for hours. That was what originally attracted Sarah–the way Jeff’s face lit up when his passion was piqued, the way he almost made you feel like his passions were your own. Sarah had never met a subject she wasn’t curious about, and Jeff satisfied that curiosity to the fullest.
Sarah was your classic church girl. She couldn’t remember a Sunday she had missed, made it through high school as a star athlete without letting a boy touch her, and went to an entire season’s worth of away meets on a college swim team full of tall, hard-bodied, winners, without ever even thinking of straying from Jeff, just months into their relationship.
Jeff knew how lucky he was, knew how loyal Sarah was, knew that as far as she was concerned, he was the absolute man both sexually and romantically. And yet, he couldn’t get the image out of his head. Sarah on her back, her face flushed, her breathing frantic, someone else on top of her, pushing into her for the first time, spreading her legs, his weight on top of her now, the sound of the bed creaking, Sarah’s breaths becoming whimpers, then moans, then groans, then the sound of a climax she had never experienced before. He knew she would never go for it, and that was a quiet comfort to him. He didn’t think he would ever want it to actually happen anyway. In any case, it was harmless enough to use as fap material.
Everyone has fantasies. In fact, cuckolding is increasingly inching its way into the mainstream. There’s really nothing wrong with it, when you get right down to it. Sure it’s risky. Sure it’s taboo. Sure lots of people wouldn’t understand it. But it isn’t cheating–everyone is informed and consenting. And why should you ever feel embarrassed that you’re confident enough to let your wife sleep with other men?
After all was done and dusted, Jeff would comfort himself through a belief that it had somehow all been inevitable. That somehow Sarah had known deep down that she needed more, that she would have eventually sought it out whether Jeff encouraged her or not. But the simple truth is that it was his idea. Sarah had been happy with him, and most likely, that never would have changed. And the harder truth is that she resisted, thoroughly, and Jeff just. couldn’t. let it go.
It wasn’t only Sarah who had resisted. Jeff had too. He didn’t want to have this fantasy. Sure it turned him on like nothing else ever had. How was it even possible, he had agonized over many times, that he might get more satisfaction watching Sarah have sex than having sex with her himself? And that was the hope he had held onto for so long. Of course he didn’t actually want to share her. It was old insecurities playing tricks on him. Was it that thing with his junior prom? Maybe. He wasn’t a psychologist. And there was probably no way to tell. And even if there was, it was beside the point. He had become a passenger of his fantasy. At least, that was how he felt as he watched his fingers type out the post:
“Married M. Looking for experienced bull to seduce my wife.”
It was almost a month later that the fateful message came.
“Hey man. Got a lot of experience with guys in your situation. First of all let me say congratulations for admitting that you want this. Hit me back if you’re still interested. I think I can help you out.”
Source: reddit.com/r/Erotica/comments/v02w4f/be_careful_what_you_wish_for_part_1_mmf_cuckold