Pickleball Players

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This story is submitted for the yay-team-sex-and-sports-story-challenge-2025-coming-soon.

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THWOK! Thwok! THWOK! Thwok! THWOK! Thwok!

'This fuckin' noise is gonna drive me crazy,' swore Jim as he tried to concentrate on his drafting work. 'Why'd they put a goddamn pickleball court behind the condos anyway?'

The repetitive sound of the ball being swatted by the enthusiastic players was usually muffled by the doors and windows being closed, but a prolonged warm spell led him to open his windows, as he preferred the natural evening cool air over his central air conditioning. Lingering in his mind, however, was the idea of turning on the AC just to get some quiet.

As he mulled over the situation, he realized it was after nine in the evening. 'Wait a minute. The court is supposed to be closed at nine. I'm gonna go down there and give them a piece of my mind.'

It had been warm enough that he was working clad only in his shorts though he realized he should probably pull on a T-shirt before confronting the rule breakers. After dropping a condo key in his pocket and slipping on a pair of flip-flops, he stormed down the hall and out towards the court. Once he rounded a corner and looked towards the court, his anger suddenly dissipated.

Two women, one appearing to be in her forties and another in her early thirties, were playing a fast-paced game. They were both attractive and the older one looked to be slightly younger than his forty-four. A lean, muscular blonde was dripping with sweat while her older, brunette opponent carried a little more weight but appeared to be far cooler. Jim had no idea about the rules but it was rapidly apparent she had the blonde woman's number and was running her into the ground while seemingly barely exerting herself.

At a break in the action, the brunette woman looked over at him. "Hi. You play?"

"Uh, no, I don't."

"Wanna learn?"

"No, not at all. What I really want is for the incessant noise of you hitting that ball to go away."

"We'll quit when nine rolls around, I promise."

"Well, you've already broken your promise. It's twenty after."

"Oh, my God. Is it? We just got so wrapped up in the game that we kinda forgot."

"Yeah," chimed in the blonde, "We're having so much fun that time just slipped by. Thanks for telling us because Cathy is running my butt into the ground."

"Maybe, but you're getting better. I bet by the end of summer you'll be doing alright."

"I hope so."

The brunette turned to Jim. "I'm sorry we went over. Forgive us?"

"Sure."

"I'm Cathy and that's Marilou," she said as she went over to her gear and grabbed her water bottle. "I'm new here and Marilou's visiting for the day."

"And I'm Jim. Thanks for calling it quits for now. Maybe I can get some work done."

"Work? On a Saturday evening?"

"Yeah. Big project due Monday."

"What kind of project?"

"Architecture stuff. Prelim designs for the client to review. We want to have at least three or four options for them to choose."

"Look, you two, I'm gonna head out. Thanks for the lesson, Cath."

"OK, Luv, see you Monday." They gave each other long hugs, enough to make Jim wonder about them.

"And you two shouldn't stay out too late," Marilou laughed as she turned away.

As Jim went to return to his unit, Cathy finished gathering her things and asked, "You think you'd ever be interested in playing?"

"I, uh, I don't know. Have no idea about the game."

"It's pretty easy to learn and most people can do OK within a few days but to be really good, well, it might take a lot more time. You ought to try it sometime."

"How do you get used to that incessant noise of the paddle hitting the ball? Like to drive me nuts."

"What noise? I'm totally used to it by now."

"Well, I've got to head up and get another hour or two of work. Nice meeting you."

"Nice meeting you, Jim. And if you want lessons, give me a holler. I'm in unit thirty-seven."

Two evenings later they were at it again except this time Jim had no work pressures. He decided to go down to the court and watch, after all, both women were attractive. Marilou was thinner than he normally liked but she had a lean, muscular frame which featured some nice, proud breasts. And her face was very attractive. Cathy had a few more pounds and more of a feminine physique, but she clearly was physically fit as she continued to school her younger opponent in the art of pickleball.

"Hey, Jim. Welcome back," shouted Marilou.

"Back for more?" asked Cathy.

"Nope, just came down for a few minutes while I enjoy this IPA."

"Great. I'll let you in on a few of the rules while we play and maybe you'll like it."

"Don't waste your breath," he responded.

"No!," exclaimed the younger Marilou, "Make her waste all the breath that she can and maybe I can score a few points off her."

As the women played, Cathy began to give a brief description of the game. "You see, this is the non-volley zone. You can't return a ball from there. And after a serve, you have to let it bounce once and the opponent has to let it bounce once, then anything is fair game, as long as it doesn't bounce twice."

"So, when it's gone back and forth once, you can let it bounce once or not at all."

"Right, and there's more..."

As Cathy and Marilou expounded on the rules as they played, Jim began to appreciate some of the intricacies of the game. And there was a fair amount of strategy involved, as well. He had played some tennis in high school and understood quickly some of the strategy Cathy was using on her younger opponent. After she won yet again, she turned to Jim and asked, "Want to give it a try? You know, just hit the ball back and forth a little?"

"Uh, sure, I guess."

"Here, use ML's paddle and we'll give you a chance to see how the whole process works."

After a few flubbed attempts at getting the ball back over the net, he finally was able to return it more often than not without hitting the net or sending it out of bounds.

"You're a natural! I knew you could do it," exclaimed Cathy.

"Yeah, maybe he'll make you sweat 'cause I'm not," piped up Marilou.

"Jim, wanna come down tomorrow for a lesson? Marilou's gone, right?

"Yeah, got a work thing to do."

"Uh, maybe. Give me your number and I'll call," answered Jim to Cathy's obvious delight.

"Sure."

And like the last time they parted, the two women seemed to give each other extra-long hugs.

The lesson that Cathy gave Jim the next day emphasized understanding the rules while they played leisurely, not even bothering to keep score. Jim found himself enjoying the game and realized that he even ignored the 'thwoking' sound shortly after they started.

When they wrapped it up, they sat on a small bench, where talk turned to things other than the game.

"Uh, you know I'm in the architecture world. What do you do?"

"Teacher at City High. American history, mainly, but one class of civics every year."

They went on to discuss where they grew up, what their families were like and their political views. Jim was impressed at how similar her beliefs were to his.

At a pause in the conversation, he asked about Marilou.

"She's an EMT and works on varying shifts depending. I don't know how she does it. It's gotta really screw up your brain to have big changes in your sleep like that."

"Yeah, and I read somewhere that shift workers have higher rates of certain diseases, too."

"Once she's been with the department for two years, she can get a fixed schedule. She's hoping for days or evenings. Nights would suck."

Several minutes later while she took a long slug of water, Jim got up the nerve to ask, "Are you, uh, are you two an item or something?"

"Marilou and me? No, not really. I guess you could say we're friends with benefits. I'm bi but for the past five years or so have only been with women. She's only into women and we've hooked up occasionally."

"I see."

"Why? Were you thinking you might get together with one of us?"

"It wasn't an active thought but I have to admit that in the back of my mind, I'm always wondering about it when I meet an interesting and attractive woman."

"Well, toss her out of the back of your mind and, for that matter, you can toss me out, as well. Nothing personal, it's just that I'm not interested in hooking up with any guy right now."

"As long as you've got your FWB, right?"

"Right. A little romp now and then but with none of the drama."

"You don't fit the old joke about lesbians hiring a U-Haul after the second date."

"No," she laughed, "I don't. And I'm not a lesbian, I've just not been with a guy in, well, in forever. By the way, why aren't you with anyone? You got some deep dark secret?"

"No big secret. Married too young to my best friend. Turns out we're better friends than spouses. We still hang out sometimes."

"So, an EWB, huh?"

"EWB?"

"Yeah, Ex with benefits!"

"That is so lame."

"Well?"

"Well, what?"

"Is she an EWB or not?"

"I have to confess there have been times when we've both been unattached and we've had some fun, but it's not a regular thing. And she's currently got a boyfriend, so for now, we're not having any B together."

"Now that we've got our personal histories, I think it's time to call it quits. I still have some pop quizzes to grade before tomorrow."

"Oooh, I hated those when I was in school. You're one of those teachers."

"Yes, I am. And I'll let you in on a secret. If a class is out of control and pisses me off, I hit 'em with a quiz. And the kids are not dumb. They can figure it out and usually by the end of the term, they are behaving like angels so there are no more pop quizzes."

"OK, I'll let you get to it. Goodnight and thanks for the lesson."

"Anytime. Maybe we can get a little informal league going here. Ya think?"

"Maybe. Who knows?"

-----

Although there seemed to be little interest in a league from the other inhabitants, Cathy, Marilou and Jim began to play together frequently. Sometimes Jim and Marilou would take on Cathy but she still schooled them most of the time. When Marilou and Jim played against each other, the matches were a little more even matched.

After each session, they would usually hang around and have a drink and occasionally a snack. It was in this way they got to know each other well. Marilou let her sexual orientation drop during one conversation and since Jim already knew, he didn't make an issue of it at all. This seemed to surprise her and she called him on it.

"Jim, did you hear me when I said I was a lesbian?"

"Yeah, I heard you."

"And?"

"And what?"

"Are you going to say anything about it?"

"Uh, Marilou, did I tell you I was straight?"

"No, but why is that such an issue?"

"Exactly! Your sexual orientation shouldn't be an issue here either."

"Oh, I get it. You're trying to make it seem that my being a lesbian is the same as your being straight."

"I know it's not the same since more people are straight than queer, but the sooner we as a society get past these labels, the better we'll be."

"Amen, Jim," Cathy added, "Now when will we get together for another session?"

-----

Over the next few months, they continued to meet and play at least once a week, sometimes twice. On two occasions Cathy was unable to attend, so Marilou and Jim played against each other. Each time he invited her up to his unit for a snack and a drink before she headed back to her home. The first time she seemed a little tense but was far more relaxed the second. When she left, she even gave him a tiny one-armed hug to thank him for the refreshments.

A week or so after their last encounter, it was Cathy who was available to play while Marilou was working the evening shift. They played long and hard with Cathy pulling out a win in the end.

"You've improved tons, Jim."

"Thanks. You know I played tennis years ago and maybe some of those lessons have transferred over here. And one of these days..."

"Yeah, and when you do beat me, please don't strut around and crow like your typical male. OK?"

"OK. I promise. Want a snack?"

"Sure. Lead the way."

Up in his condo, he prepared a quick snack and handed her a glass of white wine, something he knew she enjoyed, while he savored a red. They laughed, teased and talked pickleball until she requested to use his bathroom. While she was gone, he tidied up the kitchen and put some nice music on the sound system.

"Oooh, trying to seduce me?"

"No, and you know it. You made it imminently clear you were off the market way back when."

"Yeah, I'm just teasing you. Another glass?"

"Sure, as long as you're not driving."

"You idiot. I'm walking over to my building which is, what, ninety feet away."

As she drank her wine and nibbled on her snack, she became uncharacteristically quiet.

"Something wrong?"

"No, not at all."

"You sure are quiet, that's all."

"Yeah, guess I am."

"Something bothering you?"

"Not bothering, no..."

"Then what is it?"

"Jim," she said as she sat straight up and stared across the room, "It's Marilou."

"What about her?"

"She, uh, oh this is so crazy, I can't believe I'm saying this."

"Saying what?"

"Uh, you know she's a Gold Star, don't you?"

"You mean she's never been with a man?"

"Yeah."

"Now why would I know that? It's not like we go around talking about our sexual histories or anything."

"No, we don't and I'm glad for that. Anyway, we had a long conversation a few days ago. You know, she really likes you."

"And I like her."

"She admitted to me there have been times that she's wondered if she might be the tiniest bit bi."

"Oh?"

"Yeah. And she was wondering out loud if maybe she should try a guy some time to see if she really is."

"It's entirely up to her but I would urge her to go slow. There are a lot of assholes out there. She could get hurt, especially if some jerk realized she was trying out men for the first time."

"She knows it and that's why she, uh, she..."

"She what?"

"She wants to maybe have you be the one, you know, her first..."

"Me? Are you nuts? Or should I ask, is she nuts?"

"Look, she knows you. You're nice. You've dealt with her and her lesbianism like it was no big deal. Just what she needed."

"I'm not at all inclined to consider this. It could go wrong in so many different ways. She could freak out, get mad or who knows what."

"She knows and that's why she wanted me to, ahh, to be there."

"Are you shitting me?"

"No. We had a long, heartfelt talk. She wants to try a guy, at least once. If it works out, great. If not, no big deal. But she's nervous and wants me there for, uh, for guidance and participation."

"Participation?"

"Yeah. She thinks a three-way would help her relax while the guy, while you are doing it with her."

"And you would be doing what?"

"Maybe nothing. Maybe kissing or holding her. I don't know exactly. But she wants me there."

"And she sent you to me with this proposition?"

"Umm-hmm."

"I don't know, Cath, I just don't know."

"And that is exactly why you would be the best. Most horny guys would jump at the chance with no questions or reservations but you've just proven you'd take things slowly and keep her foremost in your mind."

"Still, I'd need to think about it. Uh, we're thinking a one-off, right?"

"Yes."

"No expectations for anything more?"

"No."

"And if things don't go well, you know things could get a little tense later."

"I'd be there to help smooth things out and if there were any hurt feelings, she understands she might have to move her pickleball play to another place."

"I just don't know..."

"Jim, think about it, please. No decisions yet, just thinking. And we can talk another day."

"What about her? Shouldn't she be part of the discussion?"

"Well, she's a little, no, make that a lot, embarrassed. She asked for me to run this by you and if you said 'no way,' we'd drop it. If you say "OK,' then maybe a little planning would be in order."

"Cathy, this is a lot for my poor brain to absorb right now. Let me think about it and we can talk it over in a few days. OK?"

"Yeah, OK. Why not give me a ring when you want to discuss it further."

"Big meeting tomorrow night, so maybe the next."

"Sounds good, Jim. And thank you very much for considering it."

-----

When Cathy came over, Jim was uncharacteristically tense. He knew they would be talking about Marilou's situation and he still was unsure of his answer. He liked her. She was fun to play pickleball with and over time, they had become evenly matched. Although he preferred the visual image of the slightly curvier Cathy, Marilou was still attractive; slightly muscular limbs, pert breasts and blonde hair which she wore with a cute ponytail pulled through the back of her gimme cap. On any other day he could find himself going after her but, and it was a big but, she was a lesbian! And he did not want to come across as a typical Neanderthal male who was looking to get laid. And in his mind, a lesbian was not someone he would even consider going out with or trying to seduce.

Yet she had expressed interest in being with a guy. And if her desire was honest and true, could he be the one to help her? And in a threesome setting, which was something he had never participated in? These and many other questions had swirled through his mind for the two days since their last meeting.

"Hey, Jim. How are you?"

"Tense, I guess. You?"

"Doing good."

"Wine?"

"You know me," she laughed, "Sure."

After he gave her the wine, she asked why he wasn't having any.

"I, uh, I don't want my mind clouded by anything while we discuss this."

"Mind if I have this one glass?"

"No. No, it's fine. Well, have you talked with her?"

"Yeah. She wanted to know how things went."

"Wha'd you tell her?"

"I said you weren't sure, had a ton of questions and your initial reaction was 'No'."

"And?"

"She seemed pleased that you were hesitant and you didn't jump at the chance to have another notch in the bedpost."

"Speaking of bedposts, if this happens, where would it be?"

"She and I agree it would best be at my place. That way either of you could leave at any time. Got a nice big king mattress."

"And when might this happen? I mean, with our schedules and all."

"We would work it out. Her schedule is the limiting factor. Maybe on a Saturday of her week off. Then none of us would feel pressed for time."

"And just what would we be doing? I mean, what activities? Does she want to do oral or be on the receiving end of things, you know, basic intercourse?"

"Fucking, you mean?"

"Yeah."

"We haven't discussed it but I think it would be best to not have any script. We'd get together and play it by ear. I'm sure she would want to spend time with me, maybe first, I don't know, as well as with you."

He sat there with his mind racing. He liked Marilou, wanted her to be happy and if she wanted this, then maybe he could give it a shot. "I, uh, if I agree to this, I think we should talk about it first. I mean, not wait until the night, you know, to talk things over."

"Are you saying you're agreeing?"

'Fuck it,' he thought while amused at his choice of words, 'Why not?' "Yeah, I guess I'm in. But we'd need to talk it over..."

"Agreed! Gimme a second." She hit an icon on her phone and was quickly talking with Marilou. "Hey, ML, he's in but wants to talk about it first. Come on over."

"Does she know where you are?"

"Yeah, Silly, she's at my place and like you, she wanted to discuss things first."

A soft knock on the door announced her arrival. He nervously answered it.

"Uh, Hi, Marilou."

"Hi."

"Come in. Wine?"

"Yeah, I think I might need some. Kinda nervous, you know."

"You're nervous? What about me?"

"Don't all you guys just think with your little head?"

"Often, yes. But this is way different," he said as he handed her a generous pour. "Would it be OK if I started off with a few questions?"

"Sure."

"You need to tell me in your own words what it is you want."

"Oooh, wow. Uh, well, I want to sleep with a guy. Have sex with a guy. At least once in my life. You, you're nice and I thought you'd be a good one to try this with."

"So, the Gold Star thing, you're willing to give it up?"

"That is such bullshit. Any woman who brags about it or demands it of a partner is blowing hot air. I much prefer our past relations stay there, in the past, and if I've been with a guy, it shouldn't matter. And if it does, then I'm not interested."

He sat quietly but his mind was racing. It was clear she wanted this. He had expected her to be a little more reserved, maybe embarrassed even, but she had emphatically stated her desires and boldly told him her thoughts on the Gold Star thing.

"Do you have any, uh, any positions you want to try?"

"You mean, do I want you to crawl on top and fuck me? No, I haven't gone that far in my thinking. I was hoping it could be more, uh, more fluid than that. And you do know I want Cathy there."

"Sex with both me and Cathy?"

"Sure, if you both want to, why not?"

He looked at her and let a tiny grin cross his lips. "OK."

"OK?"

"Yeah, OK. I'm in."

"Oh, Jim, that's great," she squealed as she went over to him and gave him a big hug. "I'm sure I'll be nervous, but I can't imagine doing this with anyone else. Thank you."

For the first time since Marilou had arrived, Cathy spoke up, "I propose a toast. To Marilou who's embarking on a new journey. Here, here!"

"Here, here!"

-----

Several weeks later, the big night had arrived. Marilou had arranged her schedule to be off for a few days before a weekend when both Jim and Cathy were available. They had agreed to have Jim come over after dinner and since neither woman was on birth control, he was responsible for the condoms. When he knocked on the door, he nervously fiddled with them in his pants pocket while he made sure the lighter and joint were safely in his shirt pocket.

"Come in, come in," Cathy said with a big smile.

"Thank you. How are you all doing?"

"I'm fine. Marilou?"

"Good, I guess. A little nervous, maybe."

"Yeah, well, me too. I'd like to suggest two things before we get started. First, I think we need a safe word. This will be for all of us. If anyone wants things to stop, we say 'pickleball' and we all stop what we're doing."

"That's mainly for me, I'm sure," said Marilou.

"Yeah, but for all of us, just in case."

"OK. What's the second thing?"

"I think we're all probably a little nervous. How about a small dose of a natural relaxant? I've got some Indica here and think if we each took one or two tokes, not enough to get stoned but enough to relax, it might make things go a lot better."

Cathy piped up, "Great idea, Jim. Take the edge off. That Ok with you, ML?"

"Sure. I've not had any in a few years so I'll probably stop with one toke."

He lit up the joint, took a moderately deep drag and handed it to Cathy who also took a hit. Marilou took a big hit and held it while handing the joint back to Jim. He and Cathy took another hit but Marilou, who was still holding her breath, shook her head 'No.'

A few minutes later Jim could feel the calming effects and was glad he had stopped when he did. "You OK, Marilou?"

"Yeah. Much better. Not stoned, but relaxed."

"Not to be clinical but shouldn't we take this back into the bedroom?" asked Cathy.

"Sure." "OK."

The bedroom was perfectly set up. The temperature was on the warm side which would allow for naked fun, the lighting was muted, mellow jazz played softly on hidden speakers and the bed was turned down with several pillows strewn about. He noted there were three water glasses on a bedside table. 'Nicely done,' he thought.

"How are we going to do this? Who's going to start?" he asked.

His question was answered by Cathy as she reached over and pulled Marilou to her. They held each other in a loose hug before she tipped her head up seeking a kiss from the taller Marilou. Their kiss seemed warm and comfortable but not particularly sexy or erotic. Once they broke their kiss, Cathy turned to Jim, inviting him with her eyes as she stepped away from Marilou.

Before he knew it, they were in each other's arms. He lowered his head to hers while looking Marilou closely in the eyes. A flicker of concern darted across them before she closed them and tipped her head up to him. Their lips met. And it was nice. Very nice. At first, they were tight, but as the kiss went on, her lips loosened and she began to actively participate, responding to his nibbles with tiny darts of her tongue across his lips.

After they broke apart, they opened their eyes, peering deeply at each other. He saw, or perhaps it was only his imagination, a tiny look of desire in her eyes.

"God, you two looked so sexy," whispered Cathy.

"Felt sexy, too," responded Marilou as she reached up for another kiss. This time her tongue began probing and exploring as her grip on his torso tightened. If he hadn't known she was a lesbian, he would have thought she was starting to get serious.

When they broke the kiss, Cathy tugged at Marilou and pulled her close, offering her lips to her friend. As he watched them, Jim realized they were totally comfortable with each other. Yes, it was clear they might have been FWB's but their relationship was perhaps a little stronger than Cathy had let on.

He looked down to see Cathy slowly teasing Marilou's buttons open, revealing her bra-covered breasts and tight belly with each subsequent button. Once her blouse was pulled free from her jeans, Marilou returned the favor by teasing Cathy's T-shirt free from her pants and slowly pulling it up until they had to break their kiss. Cathy leaned back, raised her arms and let her lover pull the shirt over her head. Cathy's larger breasts, ensconced in a thin, lacy bra, drew his eyes until she began to chuckle.

"See ML, all you have to do is flash some boob and the guy's like putty in your hands."

"With yours, maybe, but these little things..."

"Marilou," he said emphatically, "You have absolutely nothing to be ashamed about. I happen to like all sizes and shapes of breasts."

"And what about you?" Cathy asked him, "When do we see what you got?"

"Ooh, let me," murmured Marilou, "I want to see him first." She stepped to him and quickly undid his buttons, nearly tearing the bottom one loose, before she slid his shirt back over his shoulders. "Not bad, for a guy, that is," she giggled nervously.

While Marilou had been taking care of his shirt, her bra was unclasped by Cathy, letting her breasts free. It took all his willpower to not stop and stare but when Marilou came back to him for another hug, he felt them rub up against his lower chest. It was more than enough to stoke the fires below and he felt himself harden. Several more kisses followed with him hugging Marilou and Cathy holding her from behind. He let his hands slide over to her and soon realized she must have ditched her bra in the meantime. Yet again he summoned all of his willpower to avoid staring but was soon undone as Cathy said, "Luv, we need to let him look. You OK with it?"

"Yeah?" came the slightly timid response.

They backed away from him, stood side-by-side holding hands with their free hands placed in a sexy pose on their hips, thrust out their chests and smiled. Jim let his eyes slide south. Both, that is, all four breasts, were phenomenal. Marilou's were smaller but perched higher on her chest, standing proudly with puffy areolae and erect nipples as if to say, 'Look at me!' Cathy's were larger, more rounded and swayed slightly with her movement but still were attractive and had not succumbed to the ravages of gravity.

"Well?" asked Cathy.

"Beautiful, both, uh, all four are beautiful."

"Good. See there, ML, yours are very nice and this man concurs."

"But they're so..."

"No! I won't hear it. A good specimen of the male species has passed judgment and we will respect it. But since he's seen us, maybe it's time for us to see him, huh?"

"You want me to drop trou?"

"Not you, but Marilou's going to do it. Here, Luv, kneel in front of him and undo his pants."

Both knelt and started to work on his belt and zipper. Once they were undone, Marilou grabbed his pants and pulled them down. His erection became obvious behind his boxers and before he knew it, a nervous-appearing Marilou reached up and gently stroked it with her index finger.

"Take his boxers down."

Marilou pulled them from below, catching his erection in the waistband.

"Ooh, easy there," he chuckled, "Here, let me free this rascal."

Once he pulled his cock towards his belly, Marilou tugged his shorts to the floor with a soft gasp.

"That, my dear, is a live cock. About average size, I would say," said Cathy.

"You OK with the size?" he asked.

"Oh, I've used bigger dildos," she giggled, "So no worries there. And look, it seems to bounce."

"With each heartbeat," he informed her, "And if you touch it, you can feel the same pulsations."

She timidly touched him again with her index finger. "It's so soft, the skin is." She next grasped him with her hand wrapped around him. "And yet so hard."

"Quite the paradox, isn't it?" asked Cathy. "Let's get him into bed and we can join him."

He grabbed the condoms from his pocket, laid them on the bedside table and stretched out to watch 'the girls' slip off each other's pants. Surprisingly, Cathy was going commando while the younger Marilou had on a delightful and sexy thong which barely hid the essentials. Cathy gave her ass a friendly swat before pulling the thong down.

Jim liked pussies. He liked them hairy, trimmed or shaved, it made no difference. He saw both had trimmed their fur; Marilou's was a tiny dart with nothing below while Cathy's wore a wider triangle. They crawled into bed with Marilou between them.

"Luv, I know you're here to be with a guy but I think loosening things up would be a good idea." She leaned over Marilou and began to kiss her sensually while letting her hand slide up and down the torso. Marilou began to respond by pulling Cathy closer and seemingly devouring her lips.

Jim, unsure of what to do, decided a low-level participation was in order. He reached over and began to stroke Cathy's back, occasionally bumping into Marilou's hand. Since he was free from any hugs, he scooted a few inches down in bed so his wandering hand could rub Cathy's butt. It was subtle but he could tell Cathy was opening her thighs slightly, something he assumed was permission to continue. His fingers began to probe further, skirting around her anus, down across the taint and finally slipping between her wet lips. He briefly probed the front of her canal before bringing them lower to her clit. The slow, rhythmic movement of her pelvis telling him she was enjoying his attention was interrupted when she turned from Marilou.

"Feels good, but let's not forget her."

He withdrew his hand as Cathy rolled away and started using her fingers on Marilou. He was surprised at how quick and vigorous her fingering was. Fingers slid up and down her slit, dove between the lips, returned moistened to attack the clit, over and over. Marilou began to moan softly while clutching at Cathy tightly. Jim's eyes were drawn to Marilou's breasts. As they danced on her chest, they called to him like a Greek siren called sailors to the rocks. He lowered his lips to her right breast and began to lightly lick her nipple.

"Ooh, nice," she murmured, "And a little harder's OK."

"Me or Cath?"

"Both!"

He resumed with firmer licks and soft sucks to the breast while Marilou's activities picked up in intensity as well. Jim could tell she was getting more excited; her breath was coming in little gasps, her torso was stiffening and a faint, red rash developed across the chest.

When she came, there were no loud screams or cries but instead, she grunted and exhaled through her nose while pulling Jim's head tightly to her chest. Her body seemed to go limp and collapse back to the bed, her grip on Jim eased and he soon heard a soft giggle.

"Was nice, guys."

"I knew which buttons to push," laughed Cathy.

"There's only one button to push, but you did it well. And wow, having the nipple done at the same time... sweet!"

Jim was pleased. She had not frozen up and the lesbian seemed to appreciate a man's attention. He knew the night was still young and he wanted to move things along but figured Cathy was in charge. He would play it slow and subtly.

After a few minutes, Cathy softly said, "You want to see what being with him is like?"

"Yeah, I guess," she answered nervously.

"You know, Cathy can help direct things a little, if you want. I'll do whatever you two ladies want."

"That's so sweet," answered Marilou before asking them both, "Suggestions?"

"How about I dine downtown?" he offered.

"No, I can get that anytime I'm with a woman. I'm looking for some cock," she laughed before turning to Cathy. "What do you think?"

"Why don't you lie down on him? You'll be in charge, he won't crush you, and you can decide what feels good."

"That OK with you?"

Jim replied, "Of course. It's your rodeo. Get it? Cowgirl? Rodeo?"

"That is so lame," Marilou responded before she went to get on top of him. "Now what am I supposed to do with him?" she asked referring to his cock.

"Nothing," he replied, "Just as long as you don't crush him. Here, I'll move him a little to the side... now, you crawl on."

She looked down at him with a slight smile. "This isn't half-bad, you know."

"Well, thanks," he chuckled with a fake pout, "Nice to know I'm not so bad."

"You know what I mean, Silly. You're the first guy I've been with and..."

The rest of her comment was swallowed as her head was lovingly nudged down to his by the pressure of Cathy's hand. They began to kiss, but with more vigor than before. Soon their tongues were teasing each other and his hands were rubbing up and down her back. He savored the firm rise of her ass and the sleek flanks above. His cock, which had been nudged to the side, continued to swell even more. He was sure she could feel it but figured this whole experience was for her benefit, so he didn't try to hide his reaction.

After long minutes of deep kissing followed by light teases, back rubbing followed by fingers teasing her below, she stopped and looked down at him.

"I think, I think I want to try, uh, you know..."

"Luv, maybe you should stay on top. You'd be in full control. You OK with that, Jim?"

"Whatever the lady wants is fine by me."

"What you can do is raise up and rub him across your lips, get him wet, then slowly drop down on him. OK?"

"I guess. Uh, condom?"

"Yeah, let me put it on."

Once he was sheathed, he rolled back under her and let his hands rest on her ass. She raised up and clumsily, nervously grabbed him. "Like this?" she asked Cathy as she rubbed him across her lips.

"Yeah, like you would when you've got Mr. D."

"Mr. D?" he asked.

"Yeah, Mr. Dildo," giggled Marilou.

After several sweeps across her opening, she took in a deep breath and slowly let herself down on him.

"One Gold Star bites the dust," chuckled Cathy, "Like it?"

"Yeah, feels good."

"Now, you can do what you want. Some like in and out, others like to rub their clit on the pubic bone, you know, round and round in circles," she advised.

"Let me try 'em both."

After a few long strokes, she rested with him deep in her and began rubbing around in circles, slowly at first, then faster. At one point she paused. "I like this the best."

"When you're on top, you get to run the show," Jim said.

"You don't mind?"

"Not at all."

"Remember, Marilou, not all guys are as accommodating as Jim is."

"Well, I doubt there'll be many more, if any, but it's nice to know Jim's a good guy."

"Hey, ladies, I'm right here," he laughed, "And I can hear everything you're saying about me."

She began to rub on him again while using short little circles and pelvic thrusts. Jim looked up at her, raised one hand to her wonderful breast and asked, "Would you like this?"

"Yeah, feels good, sometimes."

As she continued to grind on him, he let his one hand rub and lightly pinch her nipples while the other rested on her butt. After a few minutes, he noted her eyes had closed and a crease developed on her brow telling him she was concentrating on herself and on her arousal. He was pleased. Here was a lesbian with a little bi-curiosity enjoying herself on him. And though he wasn't doing that much, it seemed she was enjoying herself.

After a few minutes, he felt his hand being pulled from her breast. Cathy looked at him with a smile before reaching over and using her mouth on Marilou's nipples. Jim couldn't see anything, Cathy's head was in the way, but he could tell the change was met with appreciation. Marilou's one hand reached up and held Cathy's head to the chest while her pelvis continued to grind on his pubic bone.

"Ooh, sooo niiice," she hissed, "Keep doing that, Cath."

But as she neared her climax, she seemed to lose strength, pushed Cathy away and collapsed down, supporting herself on the bed with her arms. Her grinding intensified, almost painfully so, until she was moaning continuously.

Her climax was as before. There were no loud screams, only grunts and exhalations through her nose before she collapsed down onto Jim's chest, breathing heavily. Once she recovered, she opened her eyes and looked deep into Jim's before offering him a kiss.

"Thank you."

"You're so very welcome."

"Uh, condom?"

"Good question. I didn't come so there's no major danger but it's a good idea to make sure. A guy's pre-cum can get someone pregnant."

"You're still good to go?" asked Cathy.

"Yeah, I guess."

"Then it's my turn. Move aside, ML, he's mine now. Jim, I'd love some hard-pounding doggy."

She rose up on her hands and knees and presented her ass to him. Instead of immediately burying himself in her, he reached down, slipped his fingers into her vault and began to vigorously rub the front.

"Oh, God, that feels good but I want the real thing, please."

He inched up to her, aimed between her lips and slowly sank in. It felt wonderful. Marilou riding him was nice but he was so concerned about her experience that he hadn't let himself enjoy it. But here was a woman who was not at all nervous about being with him. And she wanted him! He withdrew most of the way before dropping into her once again. And again and again. Cathy quickly established a counterrhythm to his thrusts so that when he was driving in, she was pushing back.

After she dropped herself down on one forearm, he heard Marilou ask, "Need any help?"

"No," she replied through gritted teeth, "I've got this."

Jim was a bit confused until he realized Cathy was rubbing her clit with her free hand. Determined to give her an even better experience, he dropped his thumb to her rosebud and began to massage around the opening, teasing her even more.

"Oh, God, keep doing that!" she shouted into the pillows.

Compared to Marilou, Cathy was much more vocal in her response. And when she came, he was worried half the condo complex would know. She called out to God and everyone, screamed and cried until she collapsed below him. The whole thing had been too much for Jim. Here he had seen two women in fingering action, then one rode him cowgirl and now he had been pounding into another doggy style. He crossed his own threshold, driving himself ever deeper into her as he spurted what seemed like buckets into her, well, into the condom.

"You OK?" he asked her a few minutes later.

"Yeah, really OK."

"Not too heavy?"

"Uh-uh."

"Wow, you two were really going to town there."

"Yeah, well, for a guy, Jim's a pretty good lover," she laughed.

"I could see that."

"Phew. I think I'll need my vitamins before next time."

"There's going to be a next time?" asked Jim.

"After what you just did to me and if you play your cards right, there could be a next time."

A few minutes later, Jim stirred to sit up. Before he could get up, he felt Marilou's hand on his arm.

"Where do you think you're going?" she asked.

"Uh, I thought we might be finished here and..."

"Did anyone say 'pickleball'?"

"Uh, no."

"Then you can't leave."

"I thought you two might want to, you know..."

"Nope. We can do that any time. This is my one opportunity to spend time with a guy and I'm not done yet."

"Remember, ML, guys have this thing called a refractory period. You can't expect them to deliver all night long like you can with a gal."

"But twice should be doable, right, Jim?"

"Ah, I'm getting older but I think I can still cut the mustard twice in a night."

"Good. How about a quick snack and we come back here in a few minutes?"

After they had some crackers and cheese, the women went back to the bedroom while Jim hit the can. When he returned, he found them sitting up, holding each other and engaging in some serious kissing.

"Looks like I won't be needed after all."

'What do you mean?" asked Cathy, "We're merely greasing the skids, well, you know."

"Yeah, and I want another round with you."

"You know, Marilou, you've gotten rather demanding suddenly. What happened to the shy lesbian who wasn't sure but decided to try a guy?"

"She's still here and she still considers herself a lesbian, but maybe she's got a tiny streak of 'Bi' in her when it comes to Jim," she giggled.

"Well, OK. What now?"

"How about a good fucking?"

"Like with Cathy?"

"No. I want to try missionary."

"Not a good position for orgasm with most women, from what I hear," he replied.

"Well, I happen to know it should work for me. Remember, I've got toys."

"OK. Here, let's lie down together."

Some gentle kisses and light strokes began to get them excited again. Cathy crawled over to Marilou's other side and would grab a kiss now and then and even reached over to Jim a few times.

"You're hard again," whispered Marilou.

"Um-hmm."

"Condom?"

Cathy opened the package and handed it to Jim, who slipped it on himself. Marilou leaned back, spread her legs and looked up at him with her hands held out. He crawled on top and after two attempts at getting into her, he told her he needed help with his aim. Cathy reached in, took his cock and helped slip it into Marilou.

He rose up and began to thrust in and out. In short order, she seemed to respond with tiny thrusts of her own. In and out he thrust, for how long he had no idea, but it seemed she was not responding as he had hoped. As her brow seemed to crease not with excitement but with frustration, he stopped thrusting.

"We can try something else if you want."

"No, keep going."

"You sure?"

"Yeah."

When he began to thrust again, his right arm was nudged away as Cathy came into the picture. "Let me, Luv," she whispered before she lowered her face to Marilou's breasts. At the same time Jim felt Cathy's hand slide under him down toward Marilou's pelvis.

"Let me slip in there and go easy on your thrusts," Cathy said quickly before returning her attention to Marilou's breasts. He could feel Cathy's hand working on Marilou's clit, no doubt giving her even more stimulation.

"Oh, God, yesss," whispered Marilou, "Perfect."

As he continued the shallower thrusts, he could see Marilou's hands pulling Cathy's head tighter to her chest. The creased frown of frustration morphed into a crease of concentration and her breathing deepened. On and on they went, all three working on bringing Marilou off.

And like before, her orgasm was one of grunting and writhing but with little vocalization otherwise. Jim paused for several seconds before he began anew, thrusting and retreating. As she had orgasmed, he allowed himself to savor the wonderful sensations Marilou's vaginal walls created for him. Cathy pulled her hand back, allowing him deeper thrusts and when he exploded, he found himself pushing deeply into Marilou, groaning in her ear.

Once he recovered, he pulled himself free and disposed of the condom while Cathy and Marilou kissed and whispered privately into each other's ears. He turned to them with a questioning look on his face.

"What?" asked Cathy.

"What is right. I'm wondering what you're talking about."

"This. You. How it went."

"And?"

"I'd say it was a wonderful evening," answered Marilou, "I wasn't sure about this at all. I wanted to be with a guy at least once to see what it was like. I'm not turned on by men usually, you seem to have figured things out somehow and Cathy's extra help was very much appreciated."

"Well, I was pretty nervous about it. I almost told Cathy there was no way I'd do this but I think it worked out OK."

"Yeah, it was more than OK. And thank you, Jim, for putting up with me."

"The pleasure, as they say, was all mine."

"Oh, no it wasn't. I recall having a couple of big ones."

"I'm glad you did. Look, I'm going to head out and leave you ladies alone. You can tell each other all the things I did wrong or laugh about me and I'll have no idea."

"You don't have to go, Jim," said Cathy, "The invite is for all night."

"Thanks, but I'll call 'pickleball' because I think it would be best if I were to leave."

"OK. Say, speaking of pickleball, how about playing some Monday evening? Weather's supposed to be good."

"I might. Depends on my work," he answered.

"I'm out. I'll be back on evenings then," added Marilou, "You two have fun, but not too much fun!"

"I don't know, Luv, he was pretty good. I may have to expand my repertoire."

"Don't you dare," she laughed as she leaned over to tickle her friend.

-----

For the next few days, Jim kept a low profile. He bailed on any pickleball due to work issues and avoided visiting with Cathy due to a nagging worry about how he would approach her when he next saw her. But on Thursday, she knocked on his door.

"Hey, Cath, what's up?"

"I'll come right out and ask if you're avoiding me."

"Uh, no, not really. I did want to give you, well, me too, for that matter, a chance to decompress."

"I'm fully decompressed and I feel fine."

"No regrets?"

"None whatsoever."

"What about Marilou?"

"Well, she spent the night. We slept together, but no more sex. The next morning, we had a long heart-to-heart talk. She was happy with how things turned out. Says she still considers herself a lesbian, which doesn't surprise me. Doesn't think she'll try it again, but was glad she experimented."

"I'm glad to hear it. I know it was her decision but I would hate to think I was the one who might have screwed things up, no pun intended."

"She wants to get together again soon..."

"You're kidding, right?"

"To get together to play more pickleball, you dimwit."

"Oh, well, that I can do."

"Are you saying you wouldn't do, you know, do it with her if the occasion arose?"

"Well, since it won't, I can safely say I enjoyed myself and I would do it again. There. Happy?"

"Just wait until I tell her. You know a girl has the right to change her mind!" she laughed.

'Oh, God, what have I got myself into?' he thought.

-----

"You guys are getting pretty good," shouted Cathy as Jim and Marilou battled tooth and nail for every point. "You might even beat me pretty soon."

"I don't know about that," called Marilou back to her. "Jim?"

"Yeah, I agree."

"What you need is some incentive," said Cathy.

"Like what?" he asked.

"Hmm, let me think. Oh, I've got it. We should have a mini-tournament with all of us playing each other. The two who end up with the highest scores get to spend the night together."

"Hey, no fair! You'd be in first place most the time and second the rest. You'd never miss out."

"Kinda makes you wanna practice more, doesn't it?" she laughed.

"You know," said Marilou, "There might come a time when Jim and I are the high scorers. And since I'm a lesbian, what then?"

"Well, Luv, you might just want to try the old boy out again. I remember you saying he was pretty good, for a guy, that is."

-----

Trionyx -- June 2025

Votes and comments are appreciated.

Another story featuring a bisexual woman involved in a threesome can be found at Christmas Unicorn while sports is a prominent feature of the story Parents 'United'.