6 Times a Day

Chapter 1189: An*l Sex with Heather



Alan felt a fresh spurt of wetness on top of his erection, and figured it was about time. Breaking off the kiss, he held Heather's eyes captive with his gaze as he shifted his position slightly, pulling his erection back and down slightly until the head was drawn back and angled up into the drooling folds of her pussy lips. Maintaining silent eye contact with her, he slowly thrust upwards with his hips, sinking his throbbing meat into the hot, wet and hungrily clasping folds of her muscular vagina.

The look on her face as he drove into her with his erection was priceless.

"Thank you, Sir," she moaned when he reached full depth. "Thank you!" She bucked her hips at him to encourage him to do more.

It felt so good for him sliding in that he strained with all his might not to cum then and there. At times like this he was acutely aware that he really wasn't the super stud he had convinced her that he was. It was a constant effort to keep his stamina and persona going. He paused and wiped the sweat from his forehead.

He thought, Can I do this? I've been on the trigger for so long now - how will I be able to fuck her even one minute without cumming? I guess I'll try my favorite old trick - stall for time until I get my second wind. He grinned wickedly. The really cool thing is how my limitations actually make me appear even more studly. Whenever I pause, it comes across like I'm deliberately frustrating my partner to drive her to a higher high, when in reality it's because I'm so close to popping my cork that I have no choice but to stop. I guess perception really is everything.

With that thought in mind, he barked, "Bitchslut, I can't go on until you hold still. Do you want to do this or not?"

As he'd hoped, she assumed it was all her fault that he hadn't started thrusting already. But she was so turned on that getting her body to completely freeze was a nearly impossible task. Her hips in particular wiggled about like she was auditioning to be a belly dancer.

"Sorry!" she gasped between labored breaths. "I'm too hot! Sir!"

Using all her tremendous willpower, she finally managed to more or less come to a standstill after a couple of minutes.

That gave him enough time to come down from his orgasmic close call. He finally disentangled her hands from around his neck and brought them down, cupping her breasts.

That simple move set her off again. She practically burst into dance, her body was so eager to move about. The only thing keeping her from flailing about even more was the fact that his erection was lodged deeply inside her.

Alan realized that breast play would be too arousing for both of them, so he settled his hands on her shoulders, massaging the knots of tension there. "Hold still, Bitchslut," he mumbled, but warmly and without the menace of earlier disapproval. "How many times do I have to tell you to hold still?"

Heather blushed, ashamed at having to be reminded yet once more to control herself. She was able to take control of her hips, to keep from thrusting back at him, but there was nothing she could do about the involuntary actions going on inside her pussy. Her internal muscles were clenching, grabbing, sucking, and massaging his hardness inside her, desperately trying to make him flood her insides with his tasty cream. She could even see trickles of her pussy juices starting to slide down the exposed fraction of his shaft not already in her and starting to wet the skin of his ball sack.

"Fuck me. Sir. Please. Fuck. Me," she whispered.

"Fuck you? Fuck you where?" he asked, disingenuously, as if he didn't already know the

answer.

"Please, Sir! Please! Anywhere!" She was so overcome with need that tears of frustration were actually rolling down her sweaty face. In particular, the hot, itchy, burning need radiating out from inside her ass was like a life force with a will of its own.

Suddenly changing her mind, she screamed none too quietly, "ASS! Sir, fuck me in the ASS!" Even though he was already buried balls-deep in her pussy, her ass was staging a coup d'etat in her brain, demanding more attention.

He was a little surprised by the depth of conviction he heard in her voice. He flexed his cock in her pussy, making her jump slightly and gasp momentarily with the feeling.

Her pussy responded in kind, grabbing onto him and sucking wetly in reply. It felt good, great in fact, but a little flexing just wasn't enough. Her urge to scream out in sheer frustration was nearly overwhelming.

He belatedly clamped a hand over her mouth and muttered, "Shush it! Do you want everyone to hear you?" He seriously hoped her parents were both downstairs and hadn't heard her "fuck me in the ass!" cry.

After a few moments he removed his hand so she could speak and she whispered back, "I don't care! Please, please, PLEASE! Just do me! Hard!"

He nibbled her ear, causing more frustrated moans. "If I do, can you promise to keep quiet?" "I'll... try." She was so pumped up that she was practically hyperventilating.

Finally, he started sawing his erection in and out of her pussy.

Paradoxically, she calmed down some once he got going. It was the anticipation that was driving her crazy, and now that he was doing it, it was like the relief of walking in from the scorching desert and jumping into a cool pool. It felt so good that even her anal needs were sated for a little while.

He speared her for a minute or two, but all too soon he felt the urge to cum well up within him. If there was one thing he didn't want to do, it was to cum inside her. Part of the carrot and stick approach he had planned for her was making her understand that cumming inside her was a special reward only given when she was well behaved.

So, to his great frustration, he stopped and pulled out. But he had plans to cover this strategic break and buy himself more time.

She was about to complain when his hands left her shoulders as he stepped back from her, but then she saw him reach out with one hand to snatch up the tube of anal lube she'd given him earlier and that he'd set aside. Her protests died before even passing her lips as shivers of excitement ran up and down her spine.

He cracked the lube open, squirted some of it on his fingers, and approached her. Struggling to hold still, she felt him pry her buttocks open to expose her straining asshole again.

Then, calmly using his probing fingers, he began to lube up her asshole, mostly by feel, while looking her straight in the eye through the mirror. Every so often he would take his hands away from her to put another fresh squirt of lube on his fingertip. Then his hands would disappear from sight behind her again and she'd feel his fingers open her up once more and start sensuously massaging more lube into her trembling rear end. Before long she started feeling deliciously "squishy" back there, though she craved something far more substantial

than mere fingers.

When she was finally readied for anal penetration, he stepped back up behind her. But instead of pushing his cock into her asshole like she'd expected him to, he sank it back into her pussy. "No! Sir!" she protested. "That's the wrong- I mean..." her voice trailed away as he started laughing at her.

"I know, I just wanted to enter you wet, wet with your juices that is, rather than slicked up with that other stuff." He bottomed out inside her and held for a few moments, bathing himself in her vaginal secretions. Stalling for more time to recover, he asked, "By the way, what's the difference between a good girl and a bad girl?"

She whimpered with frustration as he pulled his stiffness out of her again, once again with a "schlorping" popping noise. She wracked her brain trying to think of a simple answer, since Alan obviously didn't want an essay on the subject, but she couldn't think of a summary that made the distinction easy.

"Um, good girls you marry, but bad girls, you just fuck the shit out of them?" she ventured, doubtfully. She didn't like that answer, because she knew she was a "bad girl" and she wanted Alan as a boyfriend, not just a fuck partner. But she knew it was something that was

commonly said.

"Close..." he murmured, centering the head of his wet cock onto her ready anus, "but not quite. The truth is, I'll fuck the shit out of good girls too, whether I marry them or not. Six out

of ten for effort though."

He began to apply pressure, watching her face as her asshole started dilating, slowly opening

to permit him entry. He watched with pleasure as her breasts started heaving more and more

as he increased his pressure and her anal mouth slowly yawned wider and wider trying to take

his thickness.

Soon, Heather's facial expressions were starting to show the strain of her anus trying to open widely enough to take his rampant erection within.

"Still want to get fucked?" he asked. "Still want it up the ass?"

"GOD yesssss!" she hissed, fighting against the increasing pain to relax her asshole and

swallow the man meat pressuring her behind.

He held her trembling body close and whispered into her ear. "The answer is, good girls don't

get fucked in the ass, but bad girls..." his cockhead suddenly popped completely inside her straining butt, "Bad girls do!"

She choked back a cry, of pain, pleasure, or more likely, both, as she felt Alan finally gain entry to her rear end. She wanted to be "filled up" right away, but her anus had clamped down hard behind the head of his cock so he wasn't going anywhere for a few minutes.

He used his hands to grab and massage her tanned and tightly clenching butt cheeks, hoping to distract her from any discomfort she might be feeling in the area. Judging from the mighty grip her throbbing anus was exerting on his shaft, it might be a little bit before she could relax enough for deeper penetration.

Once again, he was amazed by the sheer muscular power that she could exert with her asshole. Other lovers had tighter asses, like Amy, or more talented control over their anal muscles, like Xania, but Heather's won hands down when it came to strength.

After a little while he felt a shift in her breathing at the same time that her spasming anus

relaxed its death-grip on him ever so slightly. Feeling that this was the perfect time to get her back in the mood for more, he decided it was time to start talking dirty to her once more, whispering of lustful depravity to get her going again.

"That's right, Bad girls love getting fucked in the ass, and you're a BAD girl, aren't you?"

She whimpered, but not in pain, with need. She didn't trust herself to talk just then, so she bit her lip and nodded instead.

He swung his hips gently, stirring the head of his cock inside the hot crushing grip of her

clenching anus.

Her ass had already begun swallowing his length, but he wanted to draw out giving her the rest, if only because slowly thrusting into her like this was so pleasurable and would further delay the rush of their orgasms. Rather than pumping his way into her, he simply maintained a steady, even pressure that slowly fed more and more of his cock into her ravenous behind. Her whimpers of lust were like music to his ears.

He was too worked up to talk much more, but he kept feeding more and more of his fuckmeat into her insatiably horny ass.

She wanted to scream with passion, but she remembered her promise to keep quiet. Her hips were starting to wriggle, despite all her frenzied attempts to hold still, as he continued to work himself into her butt.

Finally, he was all the way in. His plan had been to simply stay that way for a while to calm down a bit and give her ass some time to adjust to his massive invasion, but unfortunately her ass wasn't cooperating. Even though she was doing her best to keep still on the outside, on the inside there was no way for her to stop the erratic clenching of her anal muscles.

It felt so good that he knew he was going to blow if he didn't do something soon. Worse, he couldn't simply pull out because the way his dick was being squeezed made even thrusting

impossible. So there was only one way out, risky though it was. "Do you need to cum, Bitchslut?" he asked, gently, sympathetically. Delirious with lust, she could only answer with a hesitant, fearful nod.

He whispered, "Then cum for me, my Bitchslut, cum for me!"

And right before her eyes, the walls of the room seemed to start melting as her ass erupted

into a cataclysmic orgasm.

He felt he was riding a mechanical bull. His challenge was to ride out her climax without cumming himself, because cumming in her ass would ruin all of his psychological manipulations. He strained his PC muscle for all he was worth, but not cumming was just about the hardest thing he'd ever done, given the way her anal walls were randomly contracting and squeezing his erection in the most joyous ways imaginable. Sweat liberally poured down his face as he battled her ass.

Her multiple anal orgasms lasted a very long time, but just how long was impossible to say

since time seemed to stand still.

Eventually, he realized that he'd passed through the "worst" of it and he wasn't going to cum after all. But the ride had been so great that it felt better than just about all of his actual

climaxes.