The Side Project
Copyright© 2026 by The Side Project
Chapter 6: Lexi - Partnering Up
Fiction Sex Story: Chapter 6: Lexi - Partnering Up - A couple of normal, if irreverent, middle class guys get the opportunity to answer the age old question: What would you do with your life if money was no object? A collaborative writing project written from multiple character perspectives.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual Fiction Cheating Safe Sex Slow Illustrated
Author’s note: When we originally conceived this story the plan was alternating chapters from Kyle and Reed. However as the story evolved I felt like being able to tell some things from Lexi’s perspective would really add to it. As such, this chapter began life as the second half of Chapter 5 from Ky’s POV before being reworked to be told from Lexi’s perspective. I think I have caught all the places where the old viewpoint might have slipped through, but apologies if I missed any.
Ky and I only lived about a five minute walk apart. We made the short trek to retrieve his racquets and ate a quick breakfast. I was mostly quiet, thinking about the implications of Kyle’s newly discovered wealth. He seemed to understand and didn’t bug me.
My first reaction when he told me the news had been ‘fuck yeah’ - both that Ky trusted me enough to tell me about his windfall and that he wanted me along for the ride. However, I’d also quickly realized the dangerous implications. It was his money. Not mine. I trusted Ky more than anybody. But my independence was, and always had been, important to me.
I had liked his answers to the concerns I brought up though. Particularly the one about writing our own rules. That felt like what I had always considered what was quintessentially us: that we worked as a team but we did things our way, even if they were a little different from conventional. I needed to spend more time thinking about it, but for the rest of our Saturday I decided to be happy for my friend, and happy he had that level of trust in me.
There were some public courts near where we lived, and since it was still relatively early on a weekend morning we had no problem getting a court.
“How much tennis experience do you have?” Ky asked.
“You know I played club soccer in college, but I needed something to do in the winter when it was too cold and snowy to play outside. That was sort of before indoor soccer took off, so I took up tennis with a couple teammates as a way to stay in shape,” I explained. “It’s been awhile since I played, but I’m not a total novice.”
“I feel like a jerk for not even asking you about that after telling you all about my adventures the last week getting back into it,” Ky said.
“I mean, I could have brought it up. To be honest I was more interested in hearing about the stuff with that Katrina girl. She sounds interesting,” I said.
We began warming up with mini tennis. It took a few minutes but before too long we had a good little back and forth going. We moved back to the baseline. It took the better part of half an hour for me to get comfortable but eventually we began to get some real rallies flowing. Another half hour after that we started to try to make shots to get each other moving side to side - not just hitting it back to each other. I could feel my competitive side creeping in and wanted to start going for winners. Ky beat me to it, making a nice little backspin drop shot I was not ready for and couldn’t get to.
“I guess we’re done with nice practice rallies?” I asked.
“Sorry I couldn’t help it,” Ky said, grinning. He was not remotely sorry.
“No you’re not, but you can expect payback,” I told him.
We kept on rallying but were less focused on keeping the rally going and got more aggressive with our strokes. We managed to keep our competitive sides under control just enough that it was good practice.
“Let’s practice serving,” Ky suggested after we took a water break. “That was honestly the hardest for me to shake the rust off on.”
“Good idea, I was never that good at serving,” I admitted.
“Hard to generate much of a serve when you’re pint sized,” he joked.
I hit a ball in the vague direction of his face. “I prefer fun-sized,” I admonished. Jokes about my small stature were a staple of our banter. They didn’t bother me.
I got in position and Ky watched me hit a few serves. “Did you ever have formal lessons?” he asked.
“Not really, a couple of the girls I played with regularly in college had grown up playing tennis and they taught me some basic stuff.”
“Do you mind if I make a couple suggestions?” he offered. I knew Ky had grown up playing since he was a kid and had gotten tons of lessons over the years.
“Sure.”
Ky gently took me by my hips and slightly turned my body so my stance was more on line with the target service box. “This way everything is moving towards where you want the ball to go. It eliminates that slightly crossbody thing you were doing and should help you be more accurate,” he explained.
“If you wanted to feel me up you don’t have to make up stuff about my serve,” I joked, although I had enjoyed his gentle touch so close to an erogenous zone.
“I plan to do a hell of a lot more than feel you up later. Last night was hot.” His hand moved from its guiding position on my hip and he grabbed a handful of my butt.
“Good, I was hoping so,” I said and wiggled my ass at him just a little, playfully. Last night had been fantastic and after our revelations today I felt very attracted to Ky.
“Try serving that way though, for real,” he instructed before we could get carried away.
It took some practice, but after a few more small coaching points from Ky, I was able to get to the point where I was rarely faulting. He challenged me to start aiming for corners of the service box and, to my surprise, before long I was hitting close to my targets using my new technique.
“You’re never going to have a huge serve because of your height, but you can have an accurate serve, which will help us, especially in doubles,” Ky said.
“Right, especially if like one of them has a weak backhand or something,” I guessed.
“Exactly right.”
“Do you think we have any real chance of beating them?” I asked.
“I do,” Ky said. “They probably have the better technique, but Reed has only been playing for a few months, so he’s not infallible. Katrina’s really good technically, but she doesn’t really have the power to just blast balls past us. We’re both in good shape and pretty quick from playing soccer. I don’t think it will be easy but if we can scramble around and not make too many unforced errors, maybe.”
“Hopefully they’re too distracted flirting with each other to play their best. Speaking of, we should probably fuck beforehand tomorrow morning right?” I asked playfully. I was half serious, half just wanting to tease.
“I’m told sex does improve athletic performance, although you in a white tennis skirt will be a distraction regardless. Hmmm, now that I think about it, perhaps we should make a little bet with ourselves so we stay focused on winning,” Ky suggested.
“I mean, we’re pretty fucking competitive anyway, I don’t think we’ll have a problem staying focused, but I’ll play along. What do you have in mind?” I asked.
“Remember that Napa trip I suggested last night? What if we do that for Thanksgiving?” Ky offered.
Both of us had bad relationships with our families - it was another point of connection from our early days - so we had spent the holidays together the previous year and really enjoyed ourselves. We had tentatively planned to do the same for the upcoming holidays.
“That’s in like ten days, won’t tickets be insane?” I asked. Ky looked at me for a moment, waiting for the reality of his new situation to kick in. “Oh right, money is no object now. I dunno Ky, I feel a little weird about you paying for me for something that expensive.”
Up until that point in our relationship, finances had never really come up or been much of a concern. Ky and I both made similar salaries so we typically just alternated paying for things like dinner. I liked that equality.
“I’ve been thinking about this since our conversation this morning because I knew you’d probably bring that up. So here’s the deal: the way I look at it, now that I don’t really have to worry about money, life is going to be about experiences. A spur of the moment trip to Napa for a holiday because we won a silly tennis match? That’s an experience. And you know what will make that experience better for me? If you’re there. So really I’m not paying for you, I’m paying because I want my pal along for the ride,” Ky explained his rationale.
“So I’m just there for your pleasure, sounds suspiciously like an escort,” I said. I got his point, but I also wanted him to see why this felt so risky to me - like becoming a kept woman.
“I was thinking more I want my partner in crime, but you should know me well enough by now, that you always walk away happy if we do have a little fun - so it’s hardly just for my pleasure. Also remember: wine, and no real budget,” he said, lightly placing his hand on the front of my upper thigh where my leg met my torso. This time he was not adjacent to an erogenous zone, he was right on it, which he knew well. I shivered involuntarily.
“Ok fine, I’m in. We still have to win anyway,” I pointed out. Maybe a trip with him paying would be a good half step for me to decide how it felt to operate in our new dynamic.
“Honestly, we don’t, we can do whatever we want, but I like the idea of having some extra motivation, it’s like a little game for ourselves.”
“Agreed. I think it may still be weird for me at times, just be patient. I guess what also scares me is entering this whole new world and losing a little bit of myself. Like when I woke up this morning if you had proposed something so expensive I would have thought you were insane. I’m worried about us doing things just because we can,” I said. Beyond just the independence aspect, I felt there was a real danger of becoming people we wouldn’t like.
“Totally understand, it’s still all new to me, too, keep in mind,” Ky reminded me. “Part of the reason I want you on this journey with me is that I have the same fear. Having you around, who knew the before me, will keep me grounded. Also I feel bad I didn’t tell you immediately last night, just like the first thing they tell you when you get a ton of money is not to tell people and I was sort of drunk.”
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