Chapter 255 First Time With Heather Pt 2

Heather groaned. "Gaawwwd! Men! So predictable. But enough talking. Are we gonna fuck or what?" She finally pulled her top all the way off.

Alan felt like responding with a sarcastic comment about how wonderfully romantic Heather was making this event. Instead he held his tongue. His dick was reviving quickly, helped along by the sight of her standing in front of him completely naked. In truth, he was as eager to fuck as she was, so instead of talking anymore he pulled her onto the bed and promptly rolled on top of her.

The two of them were so worked up that there was no need for more foreplay.

But before Alan got started, he took some time to psych himself up. Okay, we need a plan here. Heather has high expectations, thanks to Kim's loose lips, and I know that if I don't rock Heather's world she's going to be merciless. So I'm gonna rock her world!

The fact is, I have the element of surprise here. I know she thinks of me as a mere nerd who can't possibly live up to the hype. I'll bet most guys are like Sean, with their brains turning to mush when they're even near her. She must be bored to death with that. But I have the secret advantage: my home life! Sure, it thrills me to have her, but I can control myself. I'm gonna use all my stamina tricks and totally blow her mind about how well I can fuck!

Heather was getting impatient. "Hey, what's the holdup here? Are you getting cold feet? Or a cold dick?"

He seemed to come out of a trance, instead looking at her with renewed determination. "Not at all!" He immediately pushed his hardness into her.

Her eyes went wide. Oh! ... Jeeeeeeesus, that's big! His thickness seemed to fit her just right. She felt a sexual thrill she hadn't had for quite a while.

They got down to some intense and very physical fucking.

She was taken by surprise. Oh... GOD! ... Whoa, he's... UGH! ... Oh, wow!

As he continued to drill her tight pussy, she thought, Ha! This is pretty great. Stealing Kim's boyfriend has got to be one of my smartest moves in a while. And she says she doesn't even want him as a boyfriend, so hopefully she won't get pissed off. Not that I care much in any case. But still, I've gotta give her kudos: this guy knows how to fuck!

She stopped thinking so intently and just luxuriated in the exquisite pleasure coursing through her body.

After some time, she realized that she'd been feeling such joy simply being fucked that she'd been forgetting to fuck back. She finally started thrusting back and churning her hips, further arousing them both.

Alan's confidence grew as they continued. A part of him worried that he'd get too excited and cum too soon. But the fact that he'd just climaxed before they started made all the difference. Then he thought to himself, Why would I feel intimidated at all by Heather? Gotta remember Aunt Suzy's training. Heather's not so great. She can't hold a candle to Mom or Aunt Suzy in my book. And I get more excited being with Glory, or Sis, or Aims. Heather doesn't have any special hold on me. I'm gonna fuck her just as I please, and for as long as I damn want! She should feel lucky to be with me!

That attitude took some of the pressure off, which helped him relax. That in turn helped ensure he wouldn't cum too soon.



She could sense that his attitude towards her had just become more cavalier. It both intrigued and aroused her.

After some minutes of steady fucking in the missionary position, Alan rolled them vertically to their feet, pivoted, pinned Heather to the wall and resumed slamming his hips against her. She froze momentarily, then squealed. Boys had pinned her down, picked her up, and sometimes manhandled her when changing positions in bed, but none had ever done all three together - it was thrilling somehow. Heather didn't quite realize it, but this was the first time she wasn't emotionally dominant during sex with a male.

Alan kept pounding. Heather had trouble thrusting back at him due to insufficient traction, then realized that she didn't want to given the combined sheer excitement of a novel sex position, of being helpless, and of the wonderful feeling from having much of her weight forcing Alan's sliding cock against her G-spot.

Heather's normal sex vocalisms took a few minutes to kick in as she reveled in all the new sensations. Then she challenged Alan to show dominance. "Bang me, Alan, bang me! Show me how good you are at fucking! Show me you're a man, a real man!"

Alan, though, was discovering that he had a 'bad side'. After the initial euphoria and nervousness of fucking her wore off, he remembered how she'd belittled him at the beach, mocking his presumed virginity to Simone. That drove him to fuck her like she'd never been fucked before, to prove her wrong about his sexual skills. But it also fueled an anger in him that came out in what should have been light-hearted verbal teasing.

"Oh, I'm a man all right, and I'm gonna show you all about fucking," he said in a menacing, low voice. "You're gonna be sorry you're such a fucking cocktease, because I'm gonna fuck you silly."

She was pleasantly surprised at his spirit, and fired right back, "I AM such a tease! I just love to watch guys suffer. But are you man enough to put me in my place and give me the fucking I deserve?"

"You'd better believe it, you little hussy!" He noted that her whole body reacted to the word "hussy" as if a bolt of electricity had shot through her.

She didn't respond with words, but her ecstatic groaning showed that she loved both his talk and his fucking.

"So you like that, eh?" he asked as he continued to drill her into the wall. "You like to be called a hussy? A slut? Is that what you are, a slut?"

"Oh yes!" she moaned as she trembled and swayed with his thrusts as he continued to pound her into the wall. "I'm a slut! Call me a slut!" Nobody had ever dared to call Heather a slut, at least to her face, though she knew that a lot of people, especially girls, said it behind her back.

"I think I will, you fucking cocktease tramp son-of-a-bitch bimbo trash slut tit whore cunt fuck!" His stream-of-consciousness rant didn't exactly make sense, but then neither did the idea of punishing a cocktease by fucking her.

Every word he said hit her body like a punch. She'd been called names like "slut" at the height of passion before, but this felt different. He was speaking like he absolutely meant it and even hated her for it. Somehow it excited her terribly; her arms and hands became limp while her thighs came up a bit, her feet curled and trembled, and she sagged even more helplessly while moaning uncontrollably. She thought, I can't move, can't even writhe, can't, can't... ANYTHING! No guy has EVER treated me like this, has ever made me feel like this, has ever... UNGH! HRRRNG!

In a lucid second, she realized that, although most of her male sex partners were big, strapping, football players, they'd all been too intimidated by her personality and social status to pick her up and fuck her like a rag doll, whereas this "nerd" felt no such restraint.

She would have been a lot less impressed if she'd known how badly Alan was suffering from supporting her weight. He prayed that it was worth it because he very much wanted to impress her and make her eat her words about what a "pathetic virgin" she'd assumed him to be. He prayed even more fervently that she'd want to do something different to provide a reason for him to stop holding her up that wouldn't cause him to lose face.

Just when Alan thought he couldn't hold her aloft any longer, her moans rose to a scream, she bucked twice and slumped sideways in sudden silence. Alan gratefully lowered her to the floor, stood back and stretched while pressing his hands against his aching kidneys.

He stood back, taking some long moments to recover from his great exertion. He made a mental note to avoid having sex while holding up a partner again, at least until he was in much better shape.

Alan was far from done; his cock was still jutting out proudly. He thought, Hot damn! I did it! I can do this! I AM gonna rock her world. Nerd power! He chuckled out loud at that last thought. To his surprise, he was feeling relaxed enough to have fun with the situation, despite his continued desire to impress her (while trying not to let on that that was his goal).

As soon as he had recovered, more or less, he grabbed her hair and growled, "What do you think you're doing, bitch? I'm not done with you yet!" He tossed her roughly towards the bed. He'd forgotten in his initial fervor to put on a condom, but now he took advantage of their change in positions to fish one out of his wallet and slip it on.

Heather's eyes regained focus and her muscle tone returned. She climbed up the bed, scrambling along it until she was sitting against the headboard. She spread her legs wide and made a come-hither gesture. "Alan, I thought you were just another wimpy loser, but you ARE a man! Come here and give me the rest of my punishment."

"Oh, I will, bitch. I will," he said as he crawled across the bed towards her like a lion moving in for the kill. He positioned his cock right at the entry to her cunt. "Maybe another fucking is too good for you. Maybe it would be better if I don't fuck you any further."

He rubbed his cockhead teasingly all around her entrance, even penetrating her part way before pulling it back out. The truth was, even given Suzanne's recent useful advice, he would never have acted like that except for his pent-up anger at her. He was upset at being ignored by her for years, followed by her recent belittlement of him at the White Sands Beach. Additionally, he was extremely upset at her recklessness in front of Rock, which could have gotten him killed. He lusted after her but he truly hated her too, so her comments like "wimpy loser" only threw more fuel on the fire.





Then there was the matter of his mother. He found himself almost completely incapable of being aggressive and going further with her, despite his incredible longing to do so. But now here he was, faced with a woman who not only wanted him to be aggressive but clearly got off on it. He could blow off some of his frustration towards his mother by acting it out with Heather.

Heather was overwhelmed by his hateful passion. She couldn't take his teasing and the way he put his prod everywhere except in her slit. "No! Don't deny me! Fuck me now!" She reached forward, grabbed his ass with both hands and impaled herself on his cock all the way to the hilt.

"Hey, who said you could do that?" he cried angrily, but he began to pump her just the same. "Maybe I should really punish you. What if I tell your boyfriend what a fucking cunt you really are?"

"No!" she cried desperately. "I'll do anything! Anything you want!"

"You already are, you cunt hole!"

They kept at it for a long time, fucking and bantering angrily at the same time. He called her every name he could think of, but the more he insulted her, the more she seemed to get off on it.

Alan lasted quite a long time. The fact that he was wearing a condom dulled the sensations somewhat, allowing him to hold out even longer. He tried a number of positions, figuring that this might be the only chance he'd ever get to fuck Heather, so he should make the most of it. He kept ramming into her so hard and fast that he worried that he'd become exhausted before he shot his load.

Heather was quite good at fucking back. At first she'd been overawed by the force of his attack and his passionate insults, but when she recovered she began working her hips like a butter churn. She had a great sense of timing, so together they built up an unstoppable rhythm.

Eventually he sat up while she remained lying down. Her legs wrapped around his neck while he raised himself over her and drove repeatedly down into her. That angle allowed him to spear deeper into her pussy than he could in other positions.

She thought, Christ! This nerd can FUCK! He's in me so deep! God, it feels GREAT! EVERYTHING he's doing feels great! What the hell is happening to me?

His new position soon resulted in her erupting in a long rippling orgasm. With her whole body shaking and writhing, her spasming cunt clenched him in unexpected ways, taking him over the edge.

He exploded into her with a great wordless shout. He continued to ram her over and over while he was spurting. Even after he'd shot his entire load, he was still able to keep going for a minute or so - it felt so good that he didn't want it to ever end.

But reality eventually caught up with him. His dick started to wilt along with his endurance.

They both collapsed, utterly exhausted and dripping with sweat.