Author's note
I want to make it clear here that the character of Tom is based on myself. His fantasies are my fantasies. They have been a powerful part of my life for as long as I can remember, although I definitely have no idea why these fantasies turn me on so much. I wanted to write the story because I came up with a system of magic that I though was intriguing, and a history for the book and it's characters that I enjoyed exploring, but I wouldn't have written it at all without being able to imagine myself, as the character of Tom, living in a relationship with a woman like Jessie. I have never actually been able to live out these fantasies of mine, but I have come close enough on a few occasions that I believe I really would enjoy exploring them in real life. Instead I am exploring them through this story. I get that many people hate this particular set of fantasies. But they have always been a part of me, so I am going to explore them. This chapter will explore Tom's fantasies more directly. I suspect that most people who don't like a man enjoying his girl having sex with other men will have already left by now, but if not, be warned this chapter will be all about that.
Based on where I think this story will end up I believe there are only four or five chapters left to write, but they will be written completely from scratch, so it may still take some time to get them all out there.
Also of note here. There will be an exploration of a memory of a fantasy from Tom's high school days. Without explicitly stating this in the story, this would have taken place in the spring of his senior year in high school, when ALL characters in the memory were 18 years old.
Tom looked up at a sight that he knew he would never tire of seeing. Jessie was looking back down at him, smiling at the pleasure they were both feeling. The world's most perfect breasts, in his opinion, were on display, bouncing up and down deliciously as she rode him, her incredible pussy enveloping his cock in a delightfully warm, wet, tight cocoon.
"You want to cum now, don't you?" She asked with a grin.
It was something they had been experimenting with for a while now, she would get him to agree inside his consciousness not to cum until she was ready for him to do so. It made sex
so
much better for both of them, not just for Jessie. Tom was freed from having to worry about whether or not he was getting too close to the edge, and constantly trying to back down when he did. It meant they could experiment with positions and intensity and depth and speed, and that Jessie could have as many orgasms as she needed to be completely satisfied. When she did agree to let him cum, he came with incredible intensity due to the length of time his body spent building up towards his climax, and due to how long he got to revel in the feeling of being inside of her. It was a win, win, win situation.
"Yes," Tom responded to her question about whether or not he was ready.
"And I am ready for you to," she said as she ground her pelvis in a large circular motion against him, making his cock feel like it had died and gone to heaven. "But I'd like you to agree to something first."
"Anything," he groaned In desperation. He was ready to fill her up, releasing all the sexual tension that had been building for the last 45 minutes or so. He probably would have agreed to almost anything she had asked him in that moment.
"I want your permission to come into your head again tonight," she said, her fingers toying with his nipples as she slowly and seductively rode him. "I would like to pick one memory, of my choice, and come inside your head to explore it with you. We won't do anything outside of exploring that memory, and you will basically be fully in control, except that I might make a few minor modifications if I see a need for them, like to be able to allow us to communicate. You good with that?"
It was a very simple request. He likely would have agreed to it even if he wasn't desperate to cum. In that moment it was a no brainer. He agreed to it with no hesitation.
"Yes," he said, grabbing her hips and encouraging her to ride him more aggressively. "Of course. Just let me cum. I'm so, so ready."
Once again she smiled at him and began to bounce up and down, hard and fast, fucking him with an incredible intensity, her tits bouncing deliciously with every stroke.
"Cum for me then," she said as she grinned down at him.
He pulled her down tight against his torso, holding her in place as he flexed his hips to maximize his penetration of her, closing his eyes, throwing his head back and roaring loudly as the incredible climax tore through him, his cock pulsing violently, over and over again, as he emptied the contents of his balls deep inside the woman he loved.
"Oh holy fuck, yes!" He shouted at the intensity of the experience.
Jessie collapsed on top of him, pressing those glorious orbs into his chest as she kissed him.
"God I love you," she said to him as he wrapped his arms around her and cupped her lovely ass in his hands.
"And I you," he said, with the last few moments of his consciousness. As often happened to him after these marathon love making sessions, he fell asleep within moments of his climax, not even noticing when Jessie would get up and clean herself up before coming back to bed.
Tom looked across the table at Scott, his best friend in high school sitting across from him in what he recognized as the high school library. It was something he and Scott did nearly every morning before first period. They were on the cross country team together and were the two fastest runners on the team. After the morning workout with the team, they always had at least a half an hour or so to kill before school started. Tom found if he worked hard in this time, he could get most of his homework done so that he didn't need to spend as much time in the evenings finishing things up.
Scott didn't care that much about homework, but he would typically just hang out, keeping Tom company and maybe reading a book.
"So," Scott said to him, "how's Nicki? You tapping that yet?"
Scott loved to tease Tom about Nicki, the girl he'd only just started dating in March of their senior year. She liked to make out a lot, but never seemed all that interested in anything beyond a little petting, always over the clothes and never inside of them.
"Every day," Tom lied, knowing full well that Scott didn't believe that particular lie for even a second.
As if on cue, Nicki showed up at the table.
"What's up guys?" She asked as she smiled down at them.
"Hey Nicki," Scott replied, "it's good to see you."
This wasn't right at all. Nicki didn't even have a first period class as a senior. She never came to school early. Never.
But what was worse was that this wasn't Nicki at all! In his head he recognized her as Nicki, and clearly Scott recognized her as Nicki, but she didn't look like Nicki at all. Nicki was short and thin, with very small tits, brunette hair in a bob cut, and a complexion that appeared like a permanent, all over tan due to her father's middle eastern heritage.
This girl was considerably taller, with long red hair, incredibly fair skin with freckles and a body that would put many supermodels to shame. This girl was stunningly gorgeous. Nicki was really cute but somewhat boyish in her small frame and not very pronounced curves. The Nicki that stood before him looked nothing like that. What's more, she was dressed as though she was ready for an intense workout at the gym, with barely there, skin tight biker shorts and a sports bra, accentuating the incredibly spectacular body on display in front of the two friends. Nicki would never go out in public dressed like that, and the school would have never allowed her on campus looking like that either. In his head it seemed like he should know who this woman was, but his thoughts told her she was Nicki and he couldn't put any other name to that face and incredible body.
"Hey babe," she said to him, looking at him and smiling.
That wasn't Nicki's voice either. Nicki had a pretty high pitched, almost squeaky voice. This voice was darker and sexier than anything Nicki could pull off.
What the fuck was going on? He asked himself in his head.
"I told you," the Nicki imposter responded to his unasked question as though she could read his mind. "We are going to explore a memory together, although technically this isn't a memory of an event that actually happened. It's more a memory of a fantasy you had quite often when you were growing up."
"Jessie?" He heard himself asking the Nicki imposter.
"Well, yes and no. I'm standing in for Nicki in this particular fantasy, but you'll still think of her as Nicki and so will Scott."
Tom looked over at Scott, only to find that he was no longer sitting across the table in the library from him. In fact, it was no longer the library at all, but instead the kitchen table of the apartment he and Jessie shared.
