6 Times a Day

Alan managed to keep his mind off his planned sexual hijinks during the second and third periods. But by the time of his fourth-period class with Ms. Rhymer, his plan to meet with his sister in the supply room just after class ended was getting harder and harder to ignore. The closer it came to the end of class, the harder it was for him to think about anything else. By the time class ended, he was acting like a total space case.

Glory couldn't help but notice how he wasn't paying any attention. It bothered her that this seemed to be becoming a pattern with him, despite his recent promise to be better. When the bell rang, she indicated that she wanted to speak to him after class.

But this time he just said, "Can't today! Gotta run," and hurried to the door.

However, before he could leave the classroom, Glory barked, "Now, hold your horses, young man!" She waited until he paused at the door, then she said, "We have things to talk about! Apparently you're in some big rush right now, so I expect you to see me here when the school day is over. Understood?"

He sighed like a typically oppressed teenager, but then nodded. Then he immediately raced out of her room and down the hall.

He had all the painting supplies he needed already prepared. This time he used his own illicit copy of the key to unlock the door to the supply room.

Katherine and Kim both eyed him from a distance as he entered the room. One at a time, they made their way inside shortly thereafter.

Kim was the last to enter the inner closet within the supply room.

While they were getting settled, Alan couldn't help but notice that they were both wearing their cheerleader outfits. This was unusual, since all cheerleaders only wore their outfits on Friday game days. To wear them on any other day might raise eyebrows, especially by the other cheerleaders, so they'd both put their outfits on just a minute or two earlier, thinking that he would find that look extra sexy.

They were right. There was something about those red outfits that got him very horny. Seeing other cheerleader outfits from other squads didn't do much for him, but those colors had special meaning for him since both Katherine and Amy were on the squad.

As soon as Kim entered the inner closet, Alan said with a big smile, "Hi, Kim. My name is Alan. Now get naked." Of course he didn't have to put it that way, but he was in a good mood. He felt confident, so he decided to let it all hang out, both literally and figuratively.

Katherine had the same attitude. She cuddled up next to him and said, "What about me, Big Brother? Don't you want your sister to get all naked too?"

"It's not necessary yet."

She pouted exaggeratedly, "But would you mind? Wearing all this clothing is chafing my skin! It could cause permanent damage!"

"I think permanent brain damage is more like it." But seeing that she didn't like his joke, he said, "Oh, all right." It occurred to him that Suzanne had delighted in complaining about "chafing" too, which he found arousing and amusing.

He considered their situation and added, "But remember, we have to act quickly, especially since there are two of you to paint. Oh, and Sis, last time we were silly trying to keep the skirt up all the time. It's easier if you both just take the skirts off."

Katherine took off her skirt, and Kim did too. They both had on their form-hugging cheerleader tops, to simultaneously tempt him and remind him that they were cheerleaders.

Kim said, "I just have to say I think this whole thing is really sexy."

Alan nodded. He looked over and was surprised to see that Kim had pulled her top up over her boobs, as well as dropping her skirt, perhaps to ensure he didn't get any paint on her top. Whatever the reason, it turned up the sexual heat in the room.

He noted that she seemed a bit nervous, despite her willingness to bare her body. He saw that she had shaved her pussy. That, plus her slight hips and smallish boobs (by his standards, at least), made her look even younger than she was. He thought, Damn. Talk about robbing the cradle. I must be committing some crime here, for sure.

He looked at his sister and added to himself, Several crimes at once, probably. But he was resolved to do the pussy painting anyway.

Katherine noticed him staring at Kim's crotch and said, "She's already shaved for the paint job. Don't worry. We met before school today and had a nice, long talk. We decided it would be more fun if we both went without underwear for the whole day, in case you're wondering why we didn't need to take them off. I told her all about my unnatural lust for my big brother, and she's perfectly fine with it."

Alan was horrified. "What? You told her that? Kim, it's not true. In fact-"

"Chill out," Katherine interrupted. "I only told her the details 'cos she'd already guessed the rest on Friday. Mostly because she noticed you checking out my pussy with your binoculars."

"Oh... Oops," he said, nearly speechless. His dick went flaccid in a matter of seconds. Fuck, fuck, fuck! We're fucked!

Katherine continued, "But don't worry. She's the only one with a clue about this, 'cos I told her you were the painter. Anyway, judging from just how much her cunt was dripping in the girl's bathroom this morning, I think it's safe to say that the idea of you and me together gets her quite hot. Wouldn't you agree, Kim?"

"Definitely! Go for it, you two," Kim replied enthusiastically.

"What, you mean like this?" Katherine leaned in and kissed Alan right on the mouth.

He found himself thinking, So maybe Kim is cool with incest, but can she be trusted? That's the big question! But he found himself highly distracted. Soon their tongues were enmeshed, and their hands ran all over each other. Before long, he forgot all about his worries.

Alan's hands quickly found his sister's naked ass. It occurred to him as he kissed and fondled her that, despite all the sexual fun he'd been enjoying lately, he hadn't been able to French kiss much - the only time he'd been able to do it was recently with Katherine. He could understand Susan wanting to stick to her rules limiting intimate contact, but he didn't understand why Suzanne was also reluctant to kiss him.

Thinking about boundaries and rules renewed his worries about the wisdom of kissing like this in front of Kim. "Katherine!" he chided as he gasped for air. "What about boundaries? Don't you remember the boundaries?" By "boundaries," what he meant was that it wasn't prudent to do anything overtly incestuous in front of Kim. It was one thing that Kim had approved in theory, but how would she react if she had direct visual evidence? But he was trying to say that in an oblique way since Kim was right there listening.

"What do you think about boundaries, Kim?" Katherine asked, since Kim was standing there nearly naked.

"I say: 'Fuck the boundaries!'" she replied.

"You hear that, Bro?" Katherine still held him tightly. "I think we have to take her advice very seriously. Especially the suggestion to fuck." She giggled.

"Let's talk about this later," he replied nervously as he pulled away from the hug. He glanced at Kim, which only heightened his worry about her knowing about the incest. He really wished his sister hadn't made things worse by mentioning fucking. Plus, he was well aware that their available time was passing quickly. "We've got less than forty minutes to paint both of you. Let me start with Kim since I think I can do Katherine pretty quickly."

"I hope that when you 'do me,' you'll take your time," Katherine shot back, and then giggled some more.

Facing Kim's butt, Alan began painting. At the same time he asked his sister, "By the way, Sis, speaking of painting, did you paint that top on? Your nipples are soooo noticeable."

"You noticed!" she said, delighted. "Actually, it just looks painted on, 'cause it's so tight. When I see you my nipples always turn into hard little erasers. But I've also been pulling my tops tight in front to stretch the fabric and get you even hornier."

Kim said in response to this, "You two really need to get a room, seriously. Both of you are like dogs in heat. You're so ready to go. Basically, I'm a lesbian, but just thinking about you two is so damn nasty that it gets me all worked up. I've read about incest, but I never thought I'd see it up close like this."

"It's not incest; she's helping me out with a real medical problem," said Alan in a hurt voice.

Kim guffawed out loud. "Medical problem? That's a good one! I have a boner and have to stick it in my sister for relief! That's hilarious. You're not serious, are you?"

Alan wanted to tell her about his medical diagnosis, but remembered that he shouldn't tell anyone else about it. It appeared that his sister had kept his secret; he needed to also. He further realized just how silly it would sound if he did give his medical story. Now that I think about it, the whole thing does sound completely absurd. Was that really my diagnosis, or was it some kind of weird scam?! For what purpose would the doctor lie? How would he gain from it, except for a few more appointments? Or did we take a valid medical thing and turn it into something twisted and sexual? What would Dr. Fredrickson think if he could see me now?

But he was distracted from further thoughts because Kim added, "You know, I'm getting so horny watching you two that I want to pleasure myself. Would that interfere with your painting?"

Alan worked on the top of Kim's butt. "Not at the moment, but it will later."

"Okay, fine, tell me when I have to stop." She began to slip her fingers in and out of her slit with one hand while rubbing her clit with the other.

Behind him, he heard his sister say, "Big Brother, could you stand up for a second?" She'd always called him "Big Brother," but lately she did it much more than before and usually emphasized the word "big."

He reflexively stood up before thinking to ask why she wanted him to.

Katherine immediately pulled his shorts and underwear down to his knees. "That's better. You can kneel back down now," she said.

He did.

"I think we already need to reward Alan for his work," Katherine said, as she reached around his waist and began to jack him off.

Kim enthused, "You two are so hot!"

He asked her incredulously, "Are you really okay with this?"

"I am!"

Katherine added, "She is. Besides, I know what you're thinking: can she be trusted? She can! It's a long story, but she's already passed that test. If she hadn't I wouldn't be so open in front of her. I may be crazy for you, Bro, but I'm not THAT crazy! Basically, she totally had me over a barrel and could have made me her sex slave or worse, but she didn't. She's cool, and a good friend."

Katherine and Kim shared a smile.

Alan felt a lot better hearing that, even though it didn't completely dispel his worries.

Katherine joked as she stroked, "Besides, if I'm gonna be anyone's sex slave, I wanna be yours, Brother!"

He pretended not to hear that, because he found it far too arousing and didn't know how to respond.

Kim saw the look of concern still in his eyes, so she said, "Look, if you could have some kind of out of body experience, you'd be able to see you and your sister like I do and realize that seeing her stroke you like that is the hottest, sexiest thing in the history of the world! Just looking at you doing that almost makes me want to give a dick a try."

"It's never too late to start," encouraged Katherine as her fingers pumped. "I'm not too picky about sharing his marvelous cock, as long as he knows where to stick it when he gets back home at night."

"Hey, I don't stick it anywhere when I get back home at night!"

"That's your problem, Bro. Are you beginning to get the subtle hint that I wouldn't exactly mind?" She looked at Kim and rolled her eyes. "Alan has certain boundaries he says we shouldn't cross."

Then she looked back at her brother with fierce determination. "Fuck the boundaries already! Don't you know I wouldn't mind if you pushed your meaty schlong up really deep into the very center of my body and pounded me over and over again, every night and every day? Not only that, but you said yesterday that you owe me a big one, that you'd do any favor for me. The big one you owe me is in your pants, very BIG Brother, and I command you to fuck me with it as my favor."

Her hands flew fast over his erection now, and she leaned forward in the very tiny room and rubbed her boobs against his back. When she stopped talking she began to nibble on his ears, only because she couldn't kiss him on the mouth from her position.

He stopped painting (not that he'd gotten a lot accomplished so far), stood up, turned around, and held Katherine's shoulders. "You're making me so horny, I can't stand it anymore." He glanced at Kim, and saw a genuinely sex-crazed look on her face. He thought, Fuck it! She knows this much already; how much worse could it get if she knows a little more?

Then he turned back to Katherine. "Okay, I admit it: I wouldn't exactly mind, either. Fucking, I mean. And you do have me over a barrel on owing you one, dammit. But just 'cos we might want to do it doesn't mean we SHOULD do it. For one thing, we'll get caught. Can't we at least wait until our father goes overseas again before we talk about this?"

Katherine just wanted to fuck, not talk. With a pout, she simply answered, "No." Then she kissed him passionately on the mouth.

He enjoyed the kiss for a while, but eventually he pulled away again. "How can I finish this painting? Cool it down, okay? People might hear. Someone might walk into this room at this very moment! Remember, we're doing this in the middle of the school!"

That thought drastically cooled his passion. He turned around and began painting again. "Sorry Kim," he said, "but my sister is so horny that I think the only solution is to lock her up."

"Given that she's now my sex slave, that can be arranged," Kim responded wryly.

"Oh no, not you too. Don't encourage her!" said Alan.

They all laughed.

Katherine again reached around Alan from behind to fondle his prick some more. "I'm sorry, but I'm just so excited. Big Bro, do you realize what you just said? You admitted that you want to do it. Do the nasty! How sweet!" Her hands slid up and down, sped along by his pre-cum. "You want to drill this big, fat thing deep inside me and pump me full of your baby makers! How can you expect me not to cream all over when you say that? Now we don't have to play games anymore. You're going to deflower me! It's only a matter of finding the right place and not getting caught."

"There's no way," said Alan, still worried, although also extremely aroused, thanks to her words and her busy fingers. "It's too risky. I'm only agreeing 'cos I'm temporarily insane from what you're doing to my prick."

He began to focus more on painting. It wasn't easy, with his sister's hands on his stiff rod and Kim frigging herself mere inches from his face.

"Oh, Alan! Brother!" Katherine said swooningly. "We're going to do it! We're gonna fuck! I can't wait!"

He protested, "Shhhh! Don't call me that in a sexual context at school! What if someone's listening right now? This is total insanity! Please don't say another word, I beg of you!"

She took her hands off his tool momentarily, took her top off, and then took off his T-shirt. Then she leaned into him and rubbed her naked boobs up and down the skin of his back. It was the best she could do from her awkward position behind him, but it still made him feel great, especially as she soon had her hand back stroking his erection.

Alan put the brush down. He whispered, "Kim, I'm done with the butt. Don't ask me how, because certain naughty sisters are being more than a little distracting." He realized he was in danger of shooting his jism all over Kim, but kept trying to focus on the paint job. He was hasty, because it was a race to finish before he came all over a virtual stranger.

Finally, he said to Kim, "You can turn around."

Kim turned.

"Katherine, you have to stop that, or I'm going to... going to... Oh shit! I'm losing it! Let go!"

Alan had to cum, but there was no safe place to dump his load, with Katherine behind him and school supplies from wall to wall. Still worried about what Kim would think, he began to squirt into his hands. He tried his best, but what missed his hands splattered onto one of Kim's legs.

When Katherine realized his cock had started to spurt, she increased the speed of her stroking and gripped his rod even tighter.

"Sorry!" he said to Kim as it all came out. His feelings were so intense that he had little control over where he was shooting and just hoped not to make too big a mess.

Kim had never actually seen a penis cum before, so the sight of Alan's big shaft spurting stream after stream of cum was thrilling for her. As his hot cum splattered onto her leg a tingle of excitement shot through her whole body.

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