6 Times a Day

Chapter 1024 Heather And Simone - Being Fucked Up And Crazy!



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William Osborne

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The three of them headed to the “stinky bathroom” that was almost never used, since they didn’t have time to go all the way to the theater room in the five or so minutes left in the lunch period.

Heather kept wanting to run, but her five-inch heels and her Bitch Trainer effectively limited her speed to something that wouldn’t get them noticed by a teacher. In fact, the way she swished and swayed in her shiny black short shorts as she attempted to merely walk fast, not to mention her big, braless breasts bouncing inside her shirt, was like a porno film in motion.

Alan hadn’t been in a sexual mood at all ever since falling down the stairs, though Simone’s ebony orbs had nearly put his dick at attention. He didn’t want to get revved up in the last minutes of lunch only to be stuck with a raging hard-on he could do nothing to relieve for the last two periods of school. So he volunteered to stand guard outside, pointing out that spot checks and all other dildo loading and unloading duties were Simone’s full responsibility now. He loitered in front of the “stinky” ladies room while Heather and Simone went in, heading into one of the toilet stalls.

Simone had been mostly quiet during the morning Inner Bitch Training session and during most of her previous encounters with Alan, in part because she felt a bit intimidated by him, and because she hadn’t really developed a close rapport with him yet. But left alone with only the strangely subdued Heather, she took full advantage of her opportunity to reverse roles.

“Okay, bitch,” she imperiously demanded, “drop those shorts, and then put them over your head so you can’t see. Then grab onto something so you can stick your slutty ass up as high as you can. I want to see your ass way up here by my face! Now!”

“But Simone…”

“That’s ‘ma’am’ to you now,” Simone murmured menacingly. “Didn’t you hear Alan this morning?” She smiled a sweetly dangerous smile at her best friend.

Heather immediately began unzipping her black leather shorts. “Okay, ma’am. But aren’t you being mean? I know that I’ve been slutty, and a bitch, but… I mean, we’re still best friends, right?”

Simone looked at her, who was now trying to wiggle and shimmy out of her extremely tight shorts. It took some effort, but she got them down and pulled down her “butt floss” undies with them.

Heather then gave her a sad puppy dog look that Simone hadn’t even realized her friend was capable of.

Simone rolled her eyes and thought with chagrin, Great. Now that the shoe is finally on the other foot, she gets all weird on me so I can’t even have any fun with it. Why do I like her so much when she’s such a pain all the time? I just don’t have the heart… especially when she’s looking at me like that. Grrr!

So Simone changed her approach. Taking a page from Alan’s playbook, she got more aggressive. “Just a minute. You’d better take your top off too. It’s in my way.”

“In your way? In your WAY?! Are you fucking loony?! How will this tight little powder blue top that doesn’t even go down to my belly button stop you from reaching my ass? And what if someone comes in here?! You’re going to leave me completely buck naked in a public place!”

“Have you forgotten to say ‘ma’am’ again?”

Heather stared at Simone incredulously for a few moments, and then smiled. “I think I like the new Simone. Ma’am. She’s pure evil.” She shimmied out of her tight top and got back on the toilet. “How’s that, ma’am?”

Simone gave a naughty smile back. “Now you’re starting to get it.” She became all business. “Heather, let’s hurry. Alan says you can’t see your Bitch Trainers yet until you earn that privilege, so put something over your eyes. Meanwhile, can you please concentrate? What are we going to do about these football caveman types?”

Heather considered putting her shorts over her eyes as Simone demanded, but the leather was too stiff for it to easily work as a blindfold. To her great embarrassment, she had to use her “butt floss” panties instead. The only part of them with any fabric at all was the part that fit right over her pussy, and that was soaked through with pussy juice. But lacking time and alternatives and not wanting to upset her well-hung lover waiting just outside the bathroom, she closed the eyes and wrapped the panties around her head.

She even managed to tie them behind her head. She couldn’t help but inhale the pussy juice that soaked her nose and cheeks. The smell and the humiliation somehow endeared Alan to her even more, while at the same time inflaming her desire to get him back for his impudence.

Then she stuck her ass up as high as she could while gripping as little of the toilet as she could manage. She sighed. “Simone, ma’am, I just can’t get fired up with anger like usual, even after what they did to him. All I can think about is my Bitch Trainer. It’s like I’m being fucked in the ass non-stop, all day! It almost feels that good! Do you realize how GOOD it feels? Do you have any idea?!”

“You’ve only told me about a million times in the last couple of hours,” Simone pointed out, while rolling her eyes.

“Sorry. But it’s true! Alan is so awesome. So manly. And to think that I was going to actually-” She abruptly cut herself off, then gasped as she felt Simone’s fingers penetrate her asshole.

“What?” Simone asked as she found the Bitch Trainer with her fingertips. “All right slut, push that Bitch Trainer out of your ass right now and show it to me. Like you did this morning. C’mon, push! Now, what were you going to do?”

Heather bore down with her powerful internal muscles, and with a sexy groan her tight asshole slowly opened up, until eventually a couple inches of dildo suddenly slid out. She then stopped pushing long enough to pant, “I… Well, it’s mostly Ms. Rhymer that needs to be taught a lesson, but that’s neither here nor there. I just don’t feel like striking back at… Wait. Let me try to think about the football problem instead… Uh! Shit, I cannot believe you have me buck naked in a public restroom. OH!” .𝙘𝙤𝙢

She let out a little shriek as Simone suddenly took a firm grasp of the dildo protruding from her ass and pulled it all the way out in one long drawn out stroke. Her asshole even made a popping sound as her Bitch Trainer left her butt.

“How does that feel?” Simone asked, playfully spanking a trembling butt cheek, but clearly referring to Heather’s newly vacated ass.

Heather waited a long time before answering. “Strange. Good, in a way. I’ve been kind of longing to get it out. I’ve been feeling bloated like I’m having an enema aaaalll day. Can you imagine what that feels like?” She suddenly sighed, inhaled deeply of the cum-drenched panties covering her eyes and nose, and then spread her legs open a little wider. “But it’s funny: now that it’s out, I want it back in!”

Simone smiled. “I think that can be arranged.” She slowly forced the big dildo all the way back inside Heather’s shivering backside.

Heather instinctively curved her back so as to present the best possible angle for the penetration of her powerfully throbbing asshole.

“Ugh! Oh! God yes! FUCK! Fuck, that’s good. Thank you, ma’am! Oh Jesus Christ, do I love that! But now that it’s in, there’s a part of me that wants it out. I don’t know if I can make it to the end of the day, feeling that full.”

“Well, we’ll work on that in a minute. But first, what are you going to do about the football players?”

“God, I don’t know. Ask me again after school, after I’ve recovered from this … thing! This invasion! Oh, fuck, it feels so good. But, uh, I’m thinking, simply putting those guys on the shit list isn’t going to do it. In fact, that’ll probably just make them angrier and more desperate, like cornered rats.”

Simone teased Heather’s anus with delicate brushes of her fingertips, which made her asshole flutter and throb as her entire body shuddered. She noted, “Good point.” She found herself fascinated by the way Heather’s tanned muscular buttocks were clenching and jumping, making them wobble slightly out of sync with each other.

Heather continued, “We should try to use the rest of the football team to- oh! Ungh… Put peer pressure on them. Divide and conquer. We’ve already neutralized or- ah! … co-opted most of the other players; now we can use those guys like weapons. Peel off the timid or half-hearted out of this lineman group and then go for the jugular with the core troublemakers.”

“I like it.” Simone was glad to see Heather could still plot with the Bitch Trainer in, if she put her mind to it and didn’t just space out. “A typical Heather move. But what kind of fatal blow were you planning on giving them?” She pulled her hand away, wondering what Heather would do.

Heather paused. “I- I don’t know. Something like expelling them, but that just seems too mean somehow.”

Simone raised her eyebrow. She’d never heard Heather ever describe any tactic as “too mean” before. She decided to postpone the rest of this conversation until after school, when Heather would presumably have more of her bitchiness (not to mention her brains) back after an hour with her ass empty during cheerleader practice. “Hmmm. Well, let’s finish up here first. Everything seems in order with your Bitch Trainer, but we can’t be too thorough. Let me check again…”

Heather bore down a second time, putting pressure on her dildo (and obviously enjoying doing so) until it breached her anus once more.

Simone then pulled the dildo all the way back out, ever so tantalizingly slowly with one hand, while reaching forward and running her fingers over Heather’s pussy lips with the other.

“FUCKING GOOD!” Heather arched her back again and lifted her blindfolded head up high, gasping as she fought the urge to rock her hips back and forth.

“Ssssh! They’ll hear you in the hallway,” Simone chided as she tweaked Heather’s clit.

“God, don’t remind me!” Heather yelled far too loudly as she very nearly had a great climax.

Simone rolled her eyes because she knew that what Heather meant was that the prospect of other people overhearing was so deliciously intoxicating that she couldn’t stand to think about it at the moment, as she was too aroused already. But Simone could hardly chide Heather about this, because she found the idea of getting caught to be a huge turn-on as well. She pulled on Heather’s clit yet again, but she knew Heather’s sexual responses well enough to keep her just short of her much needed orgasmic relief.

“Yeah! Oh, Simone! Just like that! Ma’am! Yes, ma’am!” Heather giggled with pure joy as her asshole throbbed powerfully, clenching and relaxing around her slowly departing dildo.

There was a knock on the door, and Alan poked his head in. He couldn’t see Simone or Heather as they were inside one of the toilet stalls, but he said in a low voice that carried across the room, “Hey, you two, the hallways have emptied out. I can’t wait any longer! The school bell is going to ring any second. I’ve got to go!”

Simone popped her head out of the stall and looked at Alan with pretend concern. “We’re got a problem. You have to come see this.”

Alan took a peek back out at the hallway, and then reluctantly decided to come in. “Okay, but just a sec. What is it?”

“Look at her,” Simone said, moving aside so Alan could have a full view into the stall.

He looked. After a couple of long moments he asked, “What?”

Simone gave him a wicked grin. “Isn’t she sexy? I mean, look at her! Not only is she totally naked aside from her black heels, but do you know what she’s using for a blindfold? Those are her cum-soaked panties! And just look at that ass. My God, what an ass! How can I not be bisexual, looking at an ass like that? Her asshole’s all full now, but her pussy’s empty and needy. You could help her out with that.” She huskily whispered that last sentence directly into Alan’s ear.

Alan groaned with arousal. “You’re evil, do you know that? My whole idea was to not get a boner, and you screwed that.”

Simone ran a hand up his arm, squeezing and admiring his muscles. “Hmmm. Guess you’ll just have to fuck all that evil out of me. Let’s get you a hall pass so you can stay and play.”

Alan was sorely tempted, but the fear of getting caught drove him back to the door. “That’s totally nuts! You don’t even have someone standing guard now. I’ve gotta go!”

“You go then, Sir,” Heather answered, her heavy breathing betraying the rising tide of her lust. “Simone, ma’am, I think this spot check is just getting started, don’t you?”

Simone laughed. “Yep! Alan, don’t worry. Heather and I have the same class for fifth period, and she has the teacher wrapped around her little finger. We can be as late as we want. Everything seems fine over here, but we’re just going to do a thorough in and out check to be sure, oh… another couple dozen times!” Simone and Heather both laughed heartily at that. “You sure you don’t want to stay?”

“Can’t. My next teacher isn’t so spellbound by my nipples,” he joked. “I’m out of here. Be careful!” He closed the door and ran down the hallway to his next class, cursing his renewed erection.

The bell rang just a few seconds later.

Simone slowly pushed the dildo back into Heather’s hungry ass, while her fingers worked their way up into the haughty blonde’s pussy. Everything she did caused Heather to moan and groan louder and lustier than before. “Ssssh!” she whispered. “Let’s not get caught the first day. He does have a point about needing a guard, even if we are in this stall.”

Heather reflexively lifted her head up and turned to look over her shoulder at Simone, but blindfolded as she was with her own wet “butt floss,” she couldn’t see a thing. She gasped out, “The first day? Oh yes. The first day of spot checks! I think we’re going to need a lot of these spot checks, don’t you? And then I’m going to have to check you out pretty thoroughly too. It might even take the whole lunch period sometimes!” Her entire body shivered with anticipation.

“Agreed, girl! This whole Bitch Trainer program is quite complicated. I’m going to have to fill you in on a few points, if you know what I mean.” Simone ground the dildo in even deeper to illustrate exactly what kind of filling she was talking about.

“I do!” Heather laughed and groaned, as the dildo slowly came out. She was so excited that her pussy was flowing like a raging river. Further, her nostrils were so filled with the smell of her own juices that she thought she would pass out.

Simone impulsively leaned forward and kissed Heather as high up her body as she could easily reach, which was her upper back. She wanted to kiss her on the lips, because she felt so happy and intimate with her. She’d made love with Heather seemingly countless times before, but there was a different vibe in the air this time.

She thought, If the old Heather saw herself like this, bent over in the “stinky bathroom” and begging to take a big fat dildo up the ass while wearing her undies on her head for a blindfold, making an already ridiculous scene seem even more messed up than even I could imagine, she’d have blown her top and gone thermonuclear on anyone who saw her! And yet here she is, loving every second of it. And somehow it makes me love her even more. I love her when she shows her strength, but also when she shows her weakness, too. So who’s the more fucked up and crazy, her or me?

Simone didn’t yet fully understand how Heather was temporarily transformed by the dildo, but she liked what she’d seen so far. And, she realized, if she ever wanted or needed the bitchy Heather, for instance to scheme against the football players, she could simply keep her ass empty for a while.


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