Part 84: Running with the Devil

Day 67: Thursday, November 21

Chapter 1

Alan had time in his last two classes to think about what to say and what attitude to take when he was to meet Heather after school. I'm in a very weak position. Right now I need things from her. First off, I've got to get this 20-page paper that one of her nerdy adoring fans is writing for her, the poor schmuck. To think that just a few months ago I was almost pathetic enough to do the same thing as that guy. Almost, but not quite, thank God.

Anyways, if I don't get that before tomorrow morning, I'm going to plain fail out of one of my classes. Well, a C at best. That'll throw off my chances to get into a good college, big time. It's horrible that I'm having someone else do my schoolwork for me, so it serves me right to be in this spot. The old Alan would never have done this. I'm slowly losing my mind to my libido, it seems.

But that's not all. Thanks to my previous failures, I also have to rely on Heather to keep the football players away. Today I got nasty looks from all kinds of people, especially the big jocks. She's the only one with the power to keep them away, due to her "special relationship" with half the team. She has me over a barrel.

On the other hand, I have her over an even bigger barrel. She seems to want me to be her boyfriend, as crazy as that sounds. And apparently she's quite intent on it, in her typical "Heather must have it or kill everyone else trying" kind of way. The logical thing would be to walk in there and say that we both need things from each other, be reasonable, and work out a truce. But I'm not going to do that. I simply cannot give an inch to Heather or she'll end up walking all over me. I have the advantage of the lucky fact that she's a little bit awed by me right now. No, my only choice is to walk in there and bluff my way through it with a strong showing that allows for no weakness or compromises.

He strode to the theater room with purpose and determination as soon as his last class, tennis, let out.

But right as he got to the door, he found Janice there. She apparently knew he was going to be there and had planned to intercept him.

He was annoyed, but tried to appear friendly. "Hi Janice. What's up?"

She rested right up against the door so he couldn't get past her. "Oh, not much." There clearly was something going on, because Janice was nervous and fidgety.

Alan felt impatient. He took the opportunity this pause in his rush gave him to reach into his pocket and dial in a new setting to Glory's vaginal vibrator. He'd continued to do that very occasionally during his fifth and sixth periods, but more frequently and with higher settings in the break in between.

Then he said to Janice, "I can tell you want to talk to me about something important. Something's obviously bothering you."

Janice kept her eyes downcast and shyly nodded her head.

"Okay, but can it wait a few minutes? I'm supposed to meet Heather here. You know how it is with keeping her waiting. I'll just be a couple minutes, and then I can come out and have more time to talk. How does that sound?"

Janice readily agreed.

Alan knocked on the theater room door after Janice pulled back a short distance where she couldn't be seen from inside.

Heather opened the door to let him in. Once he was inside, the door closed on its own and locked itself behind him.

Heather and Alan eyed each other warily. She was fully dressed in the same clothes she'd worn to school. She seemed alternately uncertain and fidgety, and then defiant.

What she didn't show or say is that just a few minutes earlier, she'd snuck off and lubed her asshole in hopes that Alan would soon be fucking her there.

Alan stared at her with all the angry intensity he could muster. Then he said, "I don't even know if I want to talk to you ... but I'll talk on one condition. You give me the key to this room."

Heather protested, "But that's the only key! I tried to make a copy, but none of the key shops would break the law to do it. I have to have that key!"

They both knew that the key was much more than a simple key. It was the only access into the theater room, the perfect place for sexual shenanigans in school. Heather's control over it gave her a lot of power over the other cheerleaders.

He growled, "See if I care."

She pointed out, "But I got that key so my cheerleading squad could practice in here. How are we supposed to do that if you have the only key?"

"You should have thought about that before you started spreading lies. Anyway, your squad was doing just fine practicing outside and elsewhere up until recently. Let's face it: that's not why you got it. You got it so you could have sex with me at school, and having the cheerleaders practice here is just a bonus."

He paused, and her ensuing silence showed he was right.

He continued, "Either you give me the key, right now, or I'm walking. And don't say you don't have it on you because you couldn't have gotten in here without it."

Heather again tried to size him up. He looked livid and aggressive. He'd been working on his look and mentally practicing it, and he'd gotten himself emotionally worked up to make sure he could be convincing.

They stared at each other until Heather flinched. She was amazed, because normally she never flinched to anyone about anything. She turned aside and said dismissively, "I'll give you the key, but only if you agree to the follow-"

"SHUT UP, BITCH! Did you hear me? Give me the key. NOW. Or I'm leaving. You don't make ANY conditions!"

Heather had never seen Alan like this. She didn't even know he could be like this. Even he barely knew he could be like this. She meekly fished into her pockets and handed him the key without another word.

But this didn't seem to please him, as he stayed just as angry as before. "I lied. That's not the only thing you have to do. Get naked, and then I'm going to tie up your hands and blindfold your eyes. Then maybe we can get somewhere."

He recalled his own blindfolding experience with Glory some days earlier. He could never forget just how helpless being blind could make one feel. Xania's complaints about helplessness from earlier in the morning also helped inspire the notion of binding her hands as well.

Heather was actually quite eager to obey these commands, because she hoped it meant that Alan was about to fuck her, and she knew that would always be a very good thing. But then she raised a practical point. "With what? Did you bring a rope? A blindfold?"

"No. We'll use your panties to lash your wrists together behind your back, and if that isn't strong enough we'll use your bra, too."

Heather's hands automatically reached up and defensively clutched at her sports bra, tightly enough to inadvertently pop out a hardening nipple. She found herself fantasizing about the many things Alan could do with her while she was blindfolded and bound. That seemed like an ideal way to get one's ass fucked.

She complained, "Now wait a minute! You can't do that. You don't seriously expect me to just let ... you..." But her voice trailed off as she saw the resolute determination harden in his eyes.

She looked down and saw what her hands were doing. They were massaging her tits. She looked back up at him with a "busted" expression. She realized she wanted sex with him too much to put up any serious resistance to his demands. Worse yet, she realized he knew it too.

He barked, "Get to it. NOW! And no talking. Period!"

He felt a bit like a Marine sergeant, but the approach worked. Heather quickly stripped. Her panties stretched to make an excellent binding for her wrists.

With Heather buck naked and bound, he paused to check her out. Hot damn! She is one seriously sexy bitch. So friggin' firm and curvy and tanned. She's given me a serious boner, just like that. It's such a shame that, with a body like that, she has the personality that she does. I can feel "Bad Alan" coming on.

He pulled out Glory's panties from his pocket, which he'd taken from her at the end of lunch with this purpose in mind. They were still wet with her pussy juices, and he couldn't resist taking a good, long, melodramatic sniff from the pleasing scent that lingered in them.

Heather took one look at the damp panties in his hand, and protested, "Oh no! You're not putting THAT over my eyes! Where did those come from?!"

But he merely said in a no-nonsense tone of voice, "Here's your blindfold," and then wrapped them around her head. The fabric pulled exceptionally tight as it went completely around, and yet there was enough fabric left over to tie a knot at the back of her head. He purposely put the wettest part of Glory's panties right over Heather's mouth.

She muffled out, "Gross! What is this disgusting shit?"

"It's called humiliation," he responded coldly.

She was burning inside, and she mentally vowed revenge upon him and whoever had worn the panties. This is an outrage! NOBODY insults Heather Morgan and gets away with it! Not even Alan fucking Plummer! He's going to pay for this! Pay!

She spoke through clenched teeth into the used panties. "At least tell me who they belong to."

He grinned as he thought how she would explode if only she knew they were Glory's. "I also said no talking, so you're going to have to pay for that. As punishment, I'm going to go now and leave you to stew for a while. Think about your shitty attitude. While I'm gone, I want you positioned with your ass high up in the air and your butt hole ready and waiting for whatever I feel like doing to it. Remember that I have the key now. If I walk back into this room and see you in the exact same position, with your hands still tied, your eyes still blindfolded, and your ass proudly thrust up high for taking my cock, then maybe, just maybe, I'll fuck you up the ass. If not, then I certainly won't. Ever. So it's all up to you. Good-bye."

She thought, My butt hole? Ohmigod, he's gonna fuck me in the ass again! Her heart fluttered, and her pussy and ass suddenly tingled with great arousal.

Alan made a quick exit from the theater without looking back. He left behind a completely bewildered, amazed, bound naked and blindfolded head cheerleader, desperate for sex.

She didn't expect that kind of treatment from him, and she still couldn't figure out what to say or how to act. What the FUCK?! Who does he think he is? He needs to fucking DIE for this dirty panties bullshit. But ... my ass! My ass! God, I need his cock so bad!

He closed the door and leaned up against the outside of it, huffing and puffing more from mental exertion than anything else. I did it! Phase one has worked!

"Alan?"

He looked around and realized Janice was still there, and still wanting to talk. So he collected his wits and tried to focus on Janice and her problems.

She turned out to be very eager to talk, and once she got started she practically poured her soul out to him. She wanted to talk to him about Joy. She hoped that with his great sexual experience he could give her some advice.

It turned out that thanks to the orgy Alan attended with Janice, Joy, Heather, and Simone two days before, Janice and Joy had broken a barrier and were engaging in lesbian sex with each other. But, ironically given her name, Joy felt no joy in doing this. Janice could only make Joy do anything with her by saying that Heather had ordered them to practice, but for Joy it had all the pleasure of a dental visit. When she'd said she wasn't a lesbian or bisexual, she was being completely sincere.

Joy did get a little bit of satisfaction when lapping at Janice's pussy, simply from knowing that she'd managed to make her best friend cum and made her happy. But it was nearly impossible for Janice to get Joy to cum, and if she did, the victory was a very hollow one, for both of them. Janice wanted Alan to tell her what to do, how to make her best friend become a genuine lesbian lover as well.

Alan was stumped. He had at least a glimmering of how much Janice was in love with Joy, and he really wanted to help, but he didn't know what to say.

He thought, I'm really the wrong person to ask. I kind of figured all women were naturally bisexual if given the right opportunity. But what better, more loving opportunity does Joy have than with Janice? And yet, still nothing. That little "insight" pretty much wipes out all my "expertise." Shit.

He tried to explain to Janice that sometimes when you desire someone they don't desire you back, and that's all there is to it. There's nothing you can do about it, and the more you try to force it, the more painful it gets. He pointed out that physical love was just one kind of love, and that the love Janice and Joy shared was obviously a strong one and possibly a lifelong one. He suggested she revel in that, and try to avoid physical contact with Joy for a while as further such encounters might only make things worse in reminding Janice what might have been. He promised to get Heather to back off from forcing them together, if that was a problem.

Janice cried quite a lot on his shoulder.

He felt a bit of a cad, since his advice was so wildly at odds with his own life. He pretty much expected physical love from every beautiful female he desired, and he played dangerously with their emotions in the process. He'd even put Janice and Joy together without thinking, during the orgy with Simone. He felt like he was juggling many women's hearts in the air, and it was only a matter of time until they came crashing down. Yet he was proud of his advice. He liked to think that it came from the "Good Alan," and that it would do Janice some good.

Unfortunately, thinking of the "Good Alan" reminded him of the "Bad Alan" and the situation with Heather waiting on the other side of the door. He asked Janice what time it was. When she told him, he realized he'd kept Heather waiting for over fifteen minutes. That was much longer than he'd planned, but the conversation with Janice had taken on a life of its own.

He gently kissed away Janice's tears while he gave her a warm farewell hug. He gave her an open invitation to come and talk to him about anything at any time. He figured the discussion had brought them much closer together.

Chapter 2

The fact that Janice had wanted to talk to him had given him the idea of making Heather wait, and in that it worked perfectly. He opened the door, and to his genuine surprise, he saw Heather still propped up in the position he'd commanded her to assume, with her head resting on a couch but her ass thrust up high. He realized that the bindings keeping here there were purely symbolic. She could have torn through her panties and stood up in seconds if she'd so desired.

But the problem with the Janice discussion was that his earlier anger was almost completely gone, and instead he felt very contemplative as he pondered the meaning of love. He didn't want to feel that way. In fact, he couldn't afford to. He needed to continue intimidating Heather, or she'd eat him for lunch. But he just didn't have it in him at that moment.

He walked over to her, and said in a calm and level voice, "Very good. I'm proud of you."

In truth, Heather had been about to give up. But she saw the waiting as some kind of test of her willpower, and she had great willpower. She was so pissed at him that she didn't trust herself to say anything.

Noticing her pussy was dripping, he stuck two fingers in it. As he found and tickled her G-spot, he said, "You're wet. That's good."

Indeed, she was very wet. While he'd been gone, she'd passed the time by fantasizing about what he would do to her when he returned. Ironically, given her current situation, she'd fantasized that when he came back into the room, her "Blondie" minions appeared from behind curtains, apprehended him, and then proceeded to bind, blindfold, and gag him before they set her free. In her fantasy, the shoe was suddenly on the other foot, and she'd mercilessly verbally abused him while essentially using him as a human dildo in her ass.

It gave Heather great satisfaction to daydream along these lines, but what she thought she wanted was in fact completely different from what she really wanted deep inside.

The way Alan rubbed her G-spot made her so aroused and delighted that her anger at him was fading fast. She actually had to remind herself, Gotta stay mad! Get even! Nobody insults Heather Morgan, nobody! I don't care how fucking fat and hot his long, thick cock gets. Hell, I don't even care that he promised he'd fuck my ass. Nobody gets away with ... Well, to be honest, I do care if he's gonna fuck my ass. Maybe I'll just play along until he rocks my world, and THEN I'll get revenge!

God dammit! Why does this nerdy fuckhead have to know exactly where and how to touch me? I'm getting this uncontrollable urge to spin around and suck his fat cock, and I absolutely HATE doing that!

Alan finger-banged her pussy a little longer, then removed his hand from touching her. "You'll get your fuck now, assuming we work everything else out. Sorry to keep you waiting so long, but something came up. I ran into someone in the hallway, and well ... Sorry. Feel free to talk and move about now."

He thought, This is exactly how I shouldn't act with Heather. I have to keep her off balance. Forget apologies! He resolved to take a different tone.

Heather immediately sat on the couch and pulled her arms apart, ripping the panties binding her hands completely in two. Then she ripped the underwear off of her face and spat, wiping Glory's drying pussy juices off her face.

She grumbled, "Took you long enough," but she was otherwise sullen and silent, and even her grumble was surprisingly quiet and subdued.

He was shocked by and unprepared for her reaction. He'd figured she would bitch up a storm about how long he'd made her wait, and he'd been working up a response to that. Her relatively contrite mood only made him more sorry about what he had done to her earlier.

He thought, What was I thinking? That thing with the soiled panties was just plain cruel. And I can't even imagine how much madder she'd be if she knew they were Glory's. I hate the "Bad Alan!" Where is this going to stop? Am I going to be the kind of guy who hits women too? I feel like he was in total control, but now "Good Alan" is back in control. Hmmm ... Well, maybe there's a silver lining. Maybe I can take advantage of this Dr. Jekyll and Mr. Hyde aspect of my personality, if I can play this right.

He stood before her and said, "Heather, what I did may have seemed cruel, but I did it to make a point. I have a good side and a bad side. I let my bad side rage earlier because I was so mad at you. But then I purposely went to cool off so I could come back and show you my normal good side. I hardly ever act like I did before. I hate being like that. But you're the one who drove me to it. You totally pissed me off, repeatedly. What do you want from me? Do you want me to be that way with you? Is that what you're trying to do?"

"No!" For the first time since he'd arrived, she felt like she could talk freely. "I like it when you're abusive during sex, but that's good abusive. What you did to me just now was bad abusive. The waiting was horrible. My legs fucking ache. I can't believe you made me do that!" In fact, she wasn't as upset as she sounded, since she'd been turned on in a big way by his treatment, even by the waiting. But she didn't consciously realize what her body liked best.

He looked up and down her naked body, simply because he couldn't help but react to her beauty and raw sexuality.

She'd all but forgotten that she wasn't wearing clothes, but seeing him look at her like that made her feel naked all over again. She stood up to get nearly to his level, but she still felt exposed and vulnerable. She was tempted to cover her privates, and she did cross her arms under her boobs, but her willpower was strong. Knowing that she was buck naked and he was fully dressed made her feel more powerless, and thus somehow more horny. Again, she didn't understand it, but her body didn't need understanding to respond.

He asked, "So why did you wait? Why did you give me the key? Why didn't you just spit in my face?"

She was contemplative. "Hmmm. I thought about that a lot while I waited. Believe you me, I was close to bolting, but I didn't. I don't know why. I guess you have a certain hold over me. Of course I wanted you to ... you know ... fuck me in the ass, and I still do - don't get me wrong. But there's a lot more to it than that. I want to be friends with you, but I keep fucking things up. Alan, I..."

She was going to say, "love you" but then pulled back at the last moment. She didn't want to tell anyone that, no matter what, and especially not him. It would be a sign of weakness, and she already felt far too weak around him. In fact, it shocked her that she'd even been on the verge of saying something like that.

So, after a long pause, she finished rather lamely, " ... like you. A lot. Even though you're a nerd and everything, but maybe that's part of it. You're ... different. I know that I have an antagonistic relationship with most people, but I have good friends too. Look at Simone, for instance. We have our ups and downs, but we're solid friends."

His eyes narrowed. "How often do you stab her in the back with malicious lies?"

Heather had no answer to that and could only hang her head in shame and guilt. Shame for the truth of what he said, and guilt for having been caught doing it. She actually felt guilty, now, about what she'd done, and didn't like the feeling. However, she wouldn't have felt bad had she not been caught.

"Heather, what you did was completely beyond the pale. I don't care if you tangle with me. I've gotten myself involved with you, and it's up to me to deal with what comes from that. But why Glory? And why Amy? What have they ever done to you? They hardly even know you. And yet you spread these vicious lies about them all over school. That's not exactly what I call endearing."

Heather was surprisingly silent and abashed. She didn't want to have to say the obvious, she just wanted the unpleasantness to be over with as soon as possible. She found herself unable to look him in the eye, and stared at his tented crotch instead. It helped that his hips were at eye level and just a couple of feet in front of her.

He answered for her. "I know why you picked them. Because I'm physically involved with Amy and you think I'm doing something with Ms. Rhymer, and you want to break those bonds. Well, forget it. I love Amy and that's not gonna change, and there isn't anything sexual going on with Ms. Rhymer in the first place. I think you want to be my girlfriend, so you see them as competition. That's how you do things: eliminate the competition on your way to the top. But you can't do that to get someone to genuinely love you, or even to like you. If you somehow manage it, it will ring hollow because deep down you'll know it's all a sham."

Heather wouldn't have minded a sham terribly much if it got her a boyfriend who provided continual, fantastic, soul-searing sex anytime she wanted it, but she was smart enough not to say that.

Instead, she stated honestly and calmly, "I know the smart thing would be to be nice, but I don't know how to be nice. Plus, let's face it, my best might not be good enough. I've given this a lot of thought. Let's get the 500-pound gorilla out in the open here and call a spade a spade. There's your relationship with your sister. I can't compete with that. She's beautiful, kind, and to top it all off, a great fuck. I know that last aspect firsthand. And she's your sister, and the two of you are thick as thieves."

He immediately reacted to her accusation of incest. "What are you talking about?!"

Heather waved his objection off, knowing that she didn't have hard evidence to back up her words. "Whatever. But even forgetting her, Amy's pretty much the same, and you've known her forever too."

He interrupted, "Wait a minute! You can't accuse me of committing incest with my sister and then just brush it off with a 'whatever!'" He did his best to act insulted and indignant.

"Okay, sorry. Okay? Anyway, even if we forget about Katherine, there's still Amy. She may be an airhead, but I have to admit she's a really beautiful and curvy airhead. Plus, there's Glory Rhymer. She's got all kinds of good qualities, and everyone knows you've had a crush on her for years. That's some tough competition! Meanwhile, I know I have my less than good points. Exceptional beauty can't win it for me every single time. So I thought cheating would be my only chance to win."

Alan was surprised how calm and reasonable he and Heather were acting. He'd originally come into the room expecting a knock out, drag down fight, but the wait with Janice had somehow caused that to blow over. His anger was coming back a bit when he reminded himself what she'd done with her rumor-mongering, but at least the air between them wasn't thick with hostility like it had been before.

He said, also calmly, "Heather, I'm glad you're being honest. I'll be honest, too. You're right. The odds of you being my girlfriend are extremely small, especially if you expect some kind of exclusive relationship, in which case the odds are exactly zero. The fact is, you're dead wrong with your guess about my sister, but you're right that Amy is just the tip of the iceberg. I have intimate relationships with about a dozen women. Most of them are intense and loving. You've got the intense, I'll give you that, but where's the loving? Ever since I really learned how to fuck, women are coming to me like bees to honey. For instance, there was this AMAZING woman I didn't even know a couple months ago who recently declared herself to be my complete and utter sex slave!"

Heather muttered, "God, and to think that just a few weeks ago, I thought you were just some loser nerd." She continued to herself, Somehow, I believe him, maybe even about having a sex slave. After all, he's totally rocked my world pretty much every time we've had sex, so why wouldn't he do the same for other women? Still, a sex slave is a bit much, even for him. I admire his chutzpah for making up such lies though. He sure knows how to get what he wants.

He purposely ignored her muttering, and concluded, "You think I'm going to turn all that down just for you, and only you? No chance in hell!"

She had no reply to that. She was also acutely aware that she was buck naked and he was fully clothed, and that fact gave him the upper hand in their talk. But she was so horny that she didn't care. Despite the serious conversation, and the fact that she was standing now, she still was staring at the obvious bulge in his pants a lot more than at his face.

He continued, "However, I think you know that. You know how much I sleep around, but you sleep around nearly as much as I do, if not more, so you're the last one who should complain or make demands as to who else I'm involved with. So, if you accept that I have all that, and you want to publicly be my girlfriend here in school, I might consider that. Maybe. But not unless you did quite A LOT to make it happen."

She didn't take that seriously, because she knew her goal wouldn't be that easy to reach. She stated frankly, "You'd never break up with Amy for me." Inwardly she still devilishly thought, Unless I do something to ruin Amy for you.

He replied, "You're right. Amy's too amazing, and I love her too deeply, which is something you haven't got going for you. But I'd be willing to be boyfriends to both her AND you, but only if you could prove yourself worthy. There are zillions of high school boys who have gone out with more than one girl at a time. Big deal." He was being sincere, technically, but figured the odds of Heather actually proving herself worthy enough to share official-girlfriend status with Amy were one in a million, at best.

Heather's heart soared upon hearing this great news. She was so thrilled that she longed to drop to her knees and suck his cock as a way of saying thanks. Plus, his bulge looked too tempting to resist in any case. Still, she forced herself to keep talking in an attempt to improve her position. "And I assume, if I was your girlfriend, you'd still be fucking all those other women of yours?"