STORY TITLE: Three Cheer(Leaders) for Ron Stoppable!
PART: 01 of ?
AUTHOR: Red Jacobson ( )
DISTRIBUTION: My Yahoo Group, Archive of Our Own, Hentai-Foundry, Questionable Questing
DISCLAIMER: None of the Characters You Recognize belong to me, they belong to the Disney Channel and their respective creators.
SUMMARY: After their rescue from Camp Wannaweep, Bonnie, Tara, and Hope decide to reward Ron the best way they know how
FEEDBACK: Of course! It Makes Me Write Faster
RELATIONSHIPS: Ron Stoppable/Multi
RATING: NC-17
WORD COUNT: 4,322
SPOILERS: None, it's been years since Kim Possible Season One aired, so if you don't know the story by now, why are you reading this?
A NOTE ON CONTINUITY: To allow for the development of the characters, I've arbitrarily moved the events of the first season episode "Sink or Swim" to the Spring of Ron and company's Senior Year at Middleton High School, as such, all of the characters are over 18 at the time of the story.
WARNINGS: If You've ever read any of my stories, you know what to expect, Oral, anal, Femme-slash, dom/sub, multiple partners, and Femme-cest.
AUTHORS NOTES: A Readers Poll Winner – I hope you enjoy, this is my first time writing these characters
Boulder Arms Hotel
Boulder Colorado
Friday, May 17th, 2019
9:00 pm
It was funny how a mistake in hotel reservations and a game of Truth or Dare could lead to such a change in people's perspective. Three members of the Middleton High Cheer Team were only the first to find that out.
It had already been an extremely long couple of days, with being trapped at Camp Wannaweep overnight and then getting decontaminated and debriefed by the Bio-hazard Team that finally arrived. All Tara really wanted to do was take a long, hot shower and get some sleep, but it just wasn't going to happen. The organizers of the Cheerleading Championship Competition had messed up, they didn't get enough rooms for the entire team, so she, Hope and Bonnie, as well as Ron (the only good part of this mess as far as Tara was concerned) ended up getting rooms in the Boulder Arms, all the way across town from the rest of the team.
After getting checked in, and finding out that all three of them were in the same room, with only two beds was just the crap cherry on top of a miserable day as far as Tara was concerned. Not to mention the TV didn't even have basic cable, so they were stuck with nothing to watch. At least the shower had plenty of hot water and towels, so it wasn't a complete loss.
Unfortunately, the lack of entertainment meant that Bonnie was bored, so she and Hope ended up having to entertain her. Bonnie's idea of entertainment was to play Truth or Dare, so she could use any truths she learned to embarrass them. Tara was tempted to just say 'Dare' and get it over with, but Bonnie would come up with even more miserable things for her to do.
It was times like this that she really regretted the fact that her parents and Bonnie's were such good friends. She'd really rather be hanging out with Kim and Ron and their friends.
But, what can't be changed must be endured, and she sat down on the carpet across from Hope, who looked just as bored as she was. Hopefully, she could get through this without too much embarrassment.
Twenty minutes, and five questions later, she'd managed to avoid anything really embarrassing, although she really didn't need to know that Hope had let her last boyfriend talk her into trying anal sex, and how much she enjoyed it! It was bad enough knowing that she was one of the only virgins on the Senior Squad, although she wasn't too sure about Kim, but to learn that one of her closest friends had done something so kinky? It didn't help that the one guy she wanted to have sex with was just down the hall, but Bonnie and the others would tear her apart if she even hinted at her interest. She just hoped that they hadn't noticed the kiss she put on his cheek that morning.
It was her turn again, and wanting to see if Bonnie would admit anything embarrassing, Tara said, "Okay, you've already gotten me to admit that I'm a virgin, and that Hope likes taking it up the butt, so what's the nastiest thing you've ever done? Sexually I mean."
Bonnie didn't even blink, she just smiled, apparently, it was something she'd really enjoyed. "Last summer, when Brick was checking out different colleges, I went with him. We ended up staying overnight in Vegas because the University there was offering him a scholarship, and the two of us found a club that was open to under 21's. I noticed that this cute redhead was giving both of us the eye, and, what the hell, 'what happens in Vegas, stays in Vegas', right? So I went over to her, and she went back to the hotel with us. It turns out that it wasn't just Brick she was interested in, and, well, I ended up doing something I never thought I'd do, not without being drunk anyway. It was fun and I'd do it again if the situation came up."
She and Hope were both staring at Bonnie in shock, but then Bonnie got a wicked grin, "And now it's my turn, Tara. Truth, or Dare?"
She knew she was probably going to regret it, but Tara said, "Dare," as confidently as she could manage. This seemed to surprise Bonnie, but she recovered quickly.
With a smirk, Bonnie said, "You try to hide it, but I know you've got a crush on Ron, so what I want you to do is strip naked, put a robe on and go knock on his door. When he opens it, tell him that you want to reward him for saving us all from Gill, and, when he lets you in, drop the robe and give him a blowjob!"
Tara froze for a second, that actually was something she wouldn't mind doing. She'd actually gone down on a couple of guys. Hell, as a cheerleader it was basically unavoidable, she'd even seen Kim on her knees with her top off a few times, so she was confident in being able to do it. But she wasn't going to give in that easily. She heard Hope gave a nervous giggle, but she looked Bonnie dead in the eye and said,
"Okay, but if I'm going to do it, you and Hope are going to come with me, dressed the same way. He saved your asses too, and I'm curious to see if you're all talk, or if you'll actually have the nerve to use your mouth on me or Hope while Ron fucks you!"
Bonnie raised an eyebrow at her, "Well, well, Tara grows a backbone after all. Okay, you're on! Hope and I will go with you and teach your crush how to please a woman, so he can give you a good first time."
Hope sputtered, "Hey, wait a minute, leave me out of this! I'm not on the pill and don't want to take a chance of getting pregnant, it would ruin any chance of getting into a decent college in September."
Bonnie just smiled sweetly at her, "Well then, just let him fuck you in the ass, you were bragging about how much you enjoyed it earlier." Hope glared at her but didn't say anything.
Tara stood, "Okay if I'm going to do this, let's do it now!" Pulling her t-shirt over her head, she unhooked her bra and tossed it on the camp bed the hotel had given them. Hope and Bonnie stared at her in surprise, she usually wasn't so casual about nudity, but considering what she'd agreed to do (and let's face it, she really did like the idea), letting the other girls see her naked outside the showers wasn't that big a deal. Pushing down her sweatpants and underwear, she was glad that she'd already taken a shower and cleaned herself, she'd been pretty whiff after the whole slime thing!
Grabbing the robe she'd packed, she tied it loosely around herself and looked at the others, who were still standing there fully dressed. "Come on you two! Bonnie, you were so anxious for me to embarrass myself, you can get your ass naked and show me you're not all talk!"
Bonnie looked at her a little strangely, not angry or even upset, but more intrigued. Tara didn't really have time to think about the girl's reaction, she just wanted to get started. Looking at Hope, she gave her a smile, "Sorry you got caught in the splash, but it still might be fun."
Hope shrugged, gave her a slight grin and started stripping down. "You know, if you really don't want to do this, I'm not going to make you. I just wanted to shut Bonnie up for a change."
Hope gave a more natural smile and shook her head, "No, it does sound like it might be fun. And he really was impressive last night and this morning. I just never really thought of Ron as somebody to have sex with, he's basically been the comic relief sidekick ever since we've known him. And unless his last name is secretly Weasley, the comic relief doesn't get the sexy girls in any story I've ever read."
Tara smirked, "I think you've been spending too much time online reading fan fiction, Hope. This is real life, even if we do end up in situations strange enough to a story at times."
By this time, Bonnie had stripped down, and Tara really know what to think about the look the girl was giving her or the stiff nipples, and the wetness she could already see on the girl's hairless pussy. She just handed Bonnie a robe and picked up the room key, sticking it in the pocket of her own robe.
Seeing that Hope was ready, she took a deep breath and opened the door.
Boulder Arms Hotel
Ron Stoppable's Room
Friday, May 17th, 2019
Same Time
Ron adjusted his earpiece, trying to get a better signal from Tokyo. The Dr. Director had promised that the tech weenies had gotten all the bugs out of it after the last time he'd complained, but he was still having problems with the audio. The video was working perfectly, giving him a crystal clear view of Yori as she sat at her own computer. Of course, if the tech weenies knew just what use he was putting their communications gear to, they would either really be pissed or want to buy copies!
His girlfriend was sitting in front of her monitor, completely nude just like she always was. He'd told her so often when they were together how beautiful she was that she enjoyed letting him see her. Naturally, he was just as nude, and he caught Yori's eyes drifting down to his erection on a regular basis. It still amazed him that he'd been lucky enough to meet Yori when he was sent to Japan to study under Master Sensei, but he had, and even luckier that she'd liked him enough to put up with his clueless behavior at first.
She'd eventually had enough and took him by the hand and kissed him before she started undressing. He may have been clueless, but he wasn't a complete idiot, and things progressed very nicely from that point on! She'd been just as much a virgin as he was, but she'd been curious about her body and desires from an early age, and did a lot of off-hours studying that her parents probably wouldn't have approved of, but it did make things a lot easier for both of them.
You still could have knocked him over with a feather the first time she suggested hiring a girl for them to share, but the idea that his girlfriend was curious about being with another girl? What guy was going to object to that? It turns out that they didn't even need to go through the trouble of hiring a girl, they just happened to meet Paige, a sexy redhead from California who was doing a year as an exchange student before going back to San Francisco, and she was always up for an adventure or two.
It was Paige who introduced them to something that Yori quickly came to love when she asked him if he'd even taken a girl up the ass. He'd never really even considered the idea before, but the kinky redhead showed him how to make sure she was ready and guided him in. It was the most incredible feeling he'd ever experienced, and once he'd recovered, Yori had to take him and wash him so she could experience it for herself!
The three of them had gotten together quite a few times before Paige's year was up, but they still emailed regularly and were trying to find a way they could all get back together again. Yori was working on her parents to let her come to the United States to attend college, and Ron had been working on his studies so they could get into the same schools.
Paige was in her junior year at UC Berkeley, and he and Yori had that school at the top of their list. Of course, the fact that one of his cousins had turned him on to the Grateful Dead, and they were from the Bay area just added to the attraction. Sure, Jerry was gone, but the rest of the band still performed in the area on occasion.
He had just finished telling Yori about the adventure at Camp Wannaweep, and she was telling him about an idiot who thought he was Samurai trying to cause trouble for Master Sensei, but she had managed to handle him without any trouble.
When she finished, Yori looked at him with anticipation, and he smiled, "Now that we've taken care of the boring stuff, my beautiful love, have you had any adventures you want to share?"
She grinned, "Only one, but it was a lot of fun! Last weekend, I took the train to Kyoto to visit Nijo Castle, just because I hadn't been there since I was a little girl. I was wandering the grounds and happened to meet a pair of twin sisters from England, it surprised me because they both spoke excellent Japanese, even their accent was a little odd. But Flora and Hestia, that was their names, had graduated last year from a school up in Scotland and were taking a world tour before going back to what they called their boring lives in England."
Ron shifted in his seat, he knew where this was going, and it was something that he and Yori hadn't managed to do while they were together. Yori noticed his movement and her grin grew wider.
"Yes, that's exactly what happened, lover! I could tell that both of them were interested, so I asked them where they were staying. They had rooms in a nearby hotel and I suggested we go and get something to eat with a lot of energy because I was looking for some fun if they were."
"Did you actually make it to a restaurant, or end up going straight to their hotel?"
"Of course we got something to eat, I didn't want them collapsing from a lack of energy after all!" She laughed, "Granted, we stopped at a local McDonalds, the wait was too long at the first place I thought of. But we did eat fairly quickly and headed to their hotel right after that.
"It wasn't anywhere near as nice as the hotel we stayed at that last weekend with Paige, but it was nice enough, and the bed was large enough and sturdy enough to handle everything we did! The two of them started taking my clothes off as soon as the door was closed and locked behind us, and I was helping them get naked at the same time. You would have loved both of them, they were clean shaven and had little silver rings in their nipples! I couldn't resist using my tongue to play with them, and Hestia really loved it when I tugged on hers. She was also the one who loved being spanked. Flora enjoyed it, but Hestia actually soaked my lap when I used my belt on her!"
Ron groaned, his eyes closed as he pictured the scene, trying not to grip his cock, holding off until she really got into the story. This was a game they played every time they talked, telling the stories of their sexy adventures, each of them trying to get the other to lose control earlier. They even had three-way conversations with Paige when they could, and those really got exciting.!
"Did I mention that I had both of them tied to the bed before the night was over? I did, and I used that model of your cock we had made to fuck both of them. That was after they used their mouths on me and each other of course. They had played together before, so there was no hesitation, and I even got some video of the two of them. I'm not going to try and transmit it, but when we get together I'll have quite a collection for us to enjoy!"
He gave a strained laugh, she had started videotaping all of her adventures from the second night they were with Paige, who really got off on the idea, so much that they ended up making copies for her to take back to California with her. He'd been in the habit of doing the same thing, and he made sure that the camera made it through the mess at the Camp in working order because you never knew what might happen. If Kim or any of the others knew just what he got up to on the times he went off on his own they'd lose their minds! Dr. Director knew of course, which led into his story when he got to tell it.
"Anyway, after they got each other off, I asked if they'd ever taken anything up their ass before, and they had, it was the same night that they played together. They were up at their school and were caught sneaking around after curfew. It wasn't the first time, and the Headmistress had warned them if it happened again they would be reported to their parents. Apparently, the parents were really nasty people, and the girls were scared to death of what they would do. So when they got caught sneaking by the Head Boy, some guy they just called Harry, caught them, they offered to do whatever he wanted, whenever he wanted for the rest of the year if he didn't report them. They knew he probably would take them up on the offer because he'd done the same thing with a girl in the year above them, and Pansy said she actually enjoyed the experience enough that she kept going back.
"He took them to a room he had access to, and the two of them had their clothes off before he even told them to because they remembered what Pansy had told them. They were a little surprised when he had them kissing each other, but they got into it and didn't even think twice when he had them licking each other. They both really enjoyed it, and everything else they did with him that night, and the other nights. He was the first to spank them, and tie them to the bed to fuck them, including taking their asses. Hestia said they were really sorry when he graduated, but the Head Boy the next year wasn't any fun at all!
"Since they already had experience with bondage, it wasn't hard at all to convince them to let me show them my rope tricks, and once I had them tied down I used my toys on them. They were practically begging me to let them cum within minutes, just like I do when you have me tied to the bed and tease me. I was nice though, I let them cum when I slid the model up their bottoms.
"It was kind of disappointing, they both passed out from exhaustion and I was still full of energy. So I untied them, cleaned up my toys and took a shower. They were still snoring when I left."
"And you didn't find anything else fun to get into? That's surprising," Ron said with a grin.
"Well, it was getting fairly late and I wanted to catch the train back home so I didn't bother looking. So, how about you, do you have an adventure to tell me about?"
"Oh yeah, and you're going to love this one! You remember Shego, right? She and Kim have tussled more times than I can count, but this time, I was the one who needed to deal with her because Kim was tied up with something else. It started when I got a call from Dr. Director, she was sending a plane for me right then, because Shego had contacted Global Justice, and wanted to talk to me and only me.
"That was fairly unusual, but I managed to grab my gear and was ready for pick up right on time. We ended up flying out to the last island Dr. Drakken had used as a secret base. I dropped down, and she was standing out in the open, waiting for me. When I landed, she started talking, telling me about some things she had discovered on the job, things that pointed to a major problem heading our way. I'm sorry I can't tell you about it, but I will as soon as I can. I sent the information up to Dr. Director, but then things got really strange."
"Oh? Stranger than one of your worst enemies giving you useful information?"
"Yeah, she looked at me and said, 'I know you hold back when Kimmie is here, but she's not here now. I want to see what you really can do. Trust me, I'll make it worth your while' I was surprised that she'd figured it out, I was certain that I'd covered myself every time we encountered her, but apparently not. Since she'd twigged, I didn't see any reason to hide it, so I pulled out all the stops when she came at me. She didn't use her powers, which was good, because I'd have a hard time handling those blasts using hand to hand.
"We fought for probably 20 minutes or so, neither of us gaining the upper hand, but then I noticed something interesting. Shego was getting distracted, or so I thought, her eyes kept dropping to my crotch, and, hell, you know how I get when I'm up close and personal with a sexy woman, even if I don't particularly like her. I was standing at attention, and she noticed it. I figured that, since she was already distracted, I'd be an idiot not to take advantage of it. I did a leap when she wasn't expecting it, and tackled her from behind before she could react. She landed face down in the sand, and my dick was pressed against her ass. I wrapped my arms around her and managed to grab her tits, figuring that would get her to react, and I said, 'I've got you beat, Shego, and I'm really looking forward to hearing you squeal when I fuck your tight ass!'"
"Oh Ron, you didn't? I'm surprised she didn't try to put you in the hospital!" Yori gasped.
He laughed, "That's what my rational mind was saying, but something told me that there was more going on than just a fight, and I was right. Because she actually laughed, 'It took you long enough to figure it out, Stoppable! I thought I was actually going to have to let my top slip before you got the message.'"
"It was a setup? She just wanted to have sex with you? That sneaky bitch!" Yori practically growled, her irritation at the deception obvious.
Ron shook his head, "No, not completely. The information she provided was legitimate, there is something nasty on the way, and she really did want to test her skills against mine when I wasn't holding back. But, yeah, she told me afterward that she always gets worked up after a fight, and Kim doesn't swing that way, and Drakken was too focused on his schemes to even consider. But the kicker was, do you remember that night with Mariko right before I left? She's Shego's cousin, although she had no idea who we were at the time. She happened to mention our romp when they met up for a night of wine and gossip, and Shego realized exactly who her partner was. That's when she decided to find a way to get me alone.
"Once I realized what was going on, things changed very quickly, and I had her naked under me. I'll tell you, those costumes of hers do nothing for her figure! She has curves that would make Mariah Carey jealous! She also has a submissive streak a mile wide, once I had actually beaten her I could have paraded her naked through the main streets of Middleton and she would have loved it. But she was on her knees in front of me, and I pulled my pants down..."
"KNOCK! KNOCK! KNOCK!
End Chapter One