That gave Alan an idea. His hand made a quick adjustment, and before Heather knew what was happening, he'd slipped the head of his dick into her ready asshole.
Incredibly, she was so receptive and relaxed that it slid in almost as easily as if it had been sliding into a pussy - a very tight pussy, that is. It helped that he'd just lubed up his dick in the bathroom in anticipation of having anal sex with her.
He was pleased to discover that she'd also lubed her ass as well. That told him a lot about how much she wanted this to happen.
But all he did was slip the head of his erection into her. Her asshole clamped down on him, predictably enough, but he silently waited with her for her muscles to relax enough to accept a deeper intrusion into her rear. When he felt she was ready, he started to apply a gently increasing pressure on her again to carefully start working his way up her butt. The fact that she didn't scream or pull away or otherwise reject his advances gave him the confidence to keep fucking his cock into her ass.
It took a couple minutes of slow but steady pushing before he was deep inside her.
She started panting hard in anticipation of him doing even more, but he simply left his thickness in her without further movement as he eased off the pressure he was putting on her. He even went back to gently hugging her from behind as if nothing had happened.
She let a loud gasp escape from between her luscious lips when she realized he was done thrusting his way deep inside her ass. Her mind was all a jumble as her self-absorption and bitchiness suddenly came crashing down around her as surely as if the mirror in front of her had been completely shattered. She breathed in small gasps as she tried to adjust to the fact that her ass felt so remarkably full. Even though she'd wanted him to do something like what he'd done, she still wasn't really mentally ready to experience the waves of intimately exquisite pleasure that having him sink his boner into her asshole gave her.
He tenderly and patiently waited for her to adjust, riding out her clutching spasms as her asshole randomly throbbed and pulsed around him.
Her euphoria turned to crushing disappointment when she realized that he wasn't about to start thrusting and spearing into her anytime soon. But her spirits revived quite a lot when she realized just how great it was to even have him fill up her ass like this. She repeatedly clenched her anal muscles around his shaft, happy that it was there, and happy to be fully alive.
He idly cupped her ample breasts from behind, sending little shivers through her as he lightly teased her nipples. He gently asked, "How do you feel?"
She thought about this quite seriously, even as a part of her mind was thoroughly enjoying every little twitching movement of the anal invader deep inside her. "I feel... good... Complete... Different. I don't... I can't..."
"What?" He stared intently into her confused face via the reflection in the mirror.
"I don't know who that is in the mirror! It's not me! Or, it is me, but not the same person who was there before. Only moments ago I was a complete and utter bitch. I can see it now. I can't believe I'm telling you this, but just now I was adoring my beauty like a prima donna and thinking up new schemes against your other lovers. But that's wrong! ... The tension... It's gone. The contempt, the superiority - gone! How can I look down on others when I have a... a... massive, thick cock filling my ass so wonderfully?"
Her internal muscles rippled appreciatively, massaging his length inside her, "I feel completely at peace. So at ease. Look at me! Is it just me, or does my whole body look different?" She honestly couldn't believe the change that had come over her, and she looked at herself in the mirror with a sense of wonder.
He had a good slow look at her from her toes all the way to the top of her blonde head. "You're right. Your body language is completely different now. Ironically, when you have a real stick up your butt, you no longer have a metaphorical stick up your butt."
He embraced her tenderly and left a trail of kisses along her neck and cheek, kisses that made her heart race. He whispered in her ear, "I like you better this way."
She answered with surprise, "I do too! I feel humbled. You know what? I'm actually quite insecure, deep down. I can't believe I'm telling you that, but I can't hide anything from you while you possess me like this. I need you, Alan. I need you to straighten me out."
She leaned back against his tall and muscular frame, closing her eyes with a happy sigh. "I'm only a bitch when my ass isn't full."
Suddenly, her eyes widened and her jaw dropped in great surprise as she realized just how true that last statement was. But then her mouth and eyes opened even wider, because he chose that moment to pull his thick erection back and then push into her all the way, going in even deeper than he had been before. She'd thought that he'd been in her up to the hilt already, but she was wrong.
As he pushed a couple more inches into her, she really felt as if he was splitting her in two. This created a feeling so incredible that she thought her insides were melting. In fact, she seemed to melt all over, but luckily he was in a position to hold her up.
Her whole body started vibrating as an uncontrollably intense and deep anal orgasm rose up from the depths of her body and shattered its way through her very being for the first time in her life, sending shivers up and down her spine and everywhere else.
Her eyes unfocused and rolled back in her head as she came and came and came, while remaining helplessly impaled on hard cock. Oh GAAAAWWWD! He's doing it to me AAAAGAAAAIINNN! UGH! So good! Dammit! Can't take it! UUUUGGGGHH!
The only muscles still active in her body were the ones in her ass. Her asshole throbbed and clutched powerfully, almost painfully, at the root of his erection, while her strong internal muscles rippled up and down the length he had inside her, alternately crushing and massaging him. It seemed that her anal clenching had a mind of its own and wouldn't stop for anything.
He was gripped so tightly that he couldn't even stroke his thick pole in and out of her, as he'd planned to do. He'd never felt anything like it. It felt as if her ass was trying to suck his entire body all the way up inside her butt. He briefly wondered if he might pass out from the intense pleasure.
He could see that Heather was totally overwhelmed by her anal climaxes, so he gave up his plans to stroke for the moment. He just held onto her tightly with his hot boner still pulsing deep inside her ass.
Strange sensations rocketed and surged through her body, igniting pleasures and feelings previously unknown and unimagined. As the tremors of her orgasmic earthquake tailed off and she rode out the aftershocks, she remained completely limp in his arms. But even as the rumblings and reverberations of her response died away, she found herself becoming more and more sensitive and attuned to the intense sensations arising from her thoroughly impaled rear end, almost to the exclusion of everything else.
She hardly even noticed the way he was playing with her breasts, even though in normal circumstances his deft touch there would have nearly been enough to give her a climax.
As her heart raced, she thought, He did it to me again, he really did! He just DESTROYED me! Why even bother with sex with anyone else, after that? He really did ruin me for all other guys, dammit! Oh! And he's STILL HARD! Holy FUCK! But I need to rest and recover. Phew!
He lowered his head until his lips were beside her ear. He could smell the fragrant perfume of her hair and the dampness of her brow. He could even smell the sexual sweat that had broken out on her skin the instant he had completely impaled her. He brushed her blonde bangs aside with his chin and gently kissed the edges of her ear.
She gasped in shock at his tenderness. She tensed up in surprise, and her ass especially clenched even tighter around his fully imbedded erection, but then she relaxed utterly. She felt completely safe and at peace. His hands were all over her, holding her, possessing her, controlling her. It felt divine. Her asshole throbbed with happiness in time to her heartbeat.
He whispered directly into her ear, "So that's your secret. You're only a bitch when your ass ISN'T full."
She sighed. She felt defeated. What's happening to me? I've been completely conquered. Conquered by his anger, by his kindness, and conquered by that giant, hard, meaty presence throbbing so insistently inside me. Where it belongs! Hnnng! Mmmm! This shouldn't be happening, but I can't fight what he does to me! His fucking cock RULES me!
She thought back to the way he'd stuffed her mouth with the panties from some other girl and then made her wait for twenty minutes. That was awful at the time, but it was so worth it! The fact is, I deserved it. God, I love it! I love THIS! Jesus Christ, I feel such a profound love for Alan and his cock. I wanna lick and suck it clean for the next fucking HOUR! Except I need him in my ass! Anal sex is so fuckin' GOOD!
Suddenly she complained in her normal bitchy voice, "What the fuck did you just do to me? What was that?! You were just standing there with your cock up my butt and then all of a sudden the walls are melting! What kind of trick was that?" Her voice quickly mellowed into breathless awe. "You rocked my world!"
He replied sincerely, "That was no trick. That was just you. I didn't plan that." He lightly nibbled her ear, making her gasp.
Her anus desperately clutched at him again. She realized a new and powerful need to feel his cum filling her ass, even as she longed to keep his dick inside her for hours. She felt that if he could plant his seed in her, it would bond them closer together. Suddenly, the fact that the inside of her ass wasn't coated with his spermy cream was a horrific tragedy. That needed to be fixed, and right away.
"Obviously you have a very sensitive ass." He flexed his deeply imbedded hard-on, pushing Heather towards hyperventilation as she felt the beginnings of another anal orgasm starting to build within her. "One with very special needs!"
She growled demandingly, "Well, you might not have planned it, but do it again!"
He reached upwards, his fingers caressing her jaw and throat. He turned her face up so he could kiss her trembling lips.
That sent more shivers up and down her spine. She moaned and purred like a happy kitten. She cooed, "Oh Alan!" in a completely different voice, an utterly defenseless and honest voice.
She thought back to the fantasies she'd been having while waiting for him earlier. It was fun at the time to imagine her tying him up, spanking him, and making him kiss her feet. But now those fantasies seemed unsatisfying and hollow somehow. This reality was much better. Still, she was a long way from admitting to herself what she really wanted. She tried to convince herself that she'd be having an even better time if their roles were reversed, but her heart wasn't really in it.
He said between kisses, "I like this Heather, the one who said 'Oh Alan!' to me. I don't like the one who was demanding I 'do it again' to her. That's the selfish, empty-assed Heather still talking. The bitchy Heather. I don't want her. I don't like her."
He hugged her lovingly and flexed inside her once again, making her groan with unrestrained pleasure. "I want you. Not her. I like you. I don't like her at all."
She felt herself starting to cry. "I don't either! Alan, don't leave me! I feel so vulnerable, but I love it! No one has ever made me feel like this before! Please! You know exactly what to do!"
He thought, Pure luck strikes again, but she doesn't need to know that. I knew her weakness was her ass, but it looks like I literally struck a nerve. I'll just have to carry on like I know what I'm doing.
"Heather, it's like I said before. You have to be completely willing to do what I say." He thought about what he'd been doing to Glory all day, and how well keeping her stuffed with vibrators seemed to be working.
He continued, "It looks like you really need your ass constantly stuffed. Am I right? How would you like to have something big up HERE all day long?"
He flexed his boner again to drive his point home. Then, reminded of his stiffness, he began the long, slow in and out strokes he so very much wanted to do.
She gasped, and then gasped again in mid-gasp as the double whammy of his words and his thrusting registered. She was so flummoxed and amazed by the idea that she didn't know how to respond. "You mean? ... My ass? Filled? ... How?"
He gave her several more long strokes while he kept her waiting for an answer.
She grunted with lusty desire each time he bottomed out, but otherwise she held her breath to hear what he'd have to say.
"We're going to tame you with vibrators." He pushed in deep again and held there. "Big ones." He leaned in close and wrapped himself around her tighter than before. "VERY big ones."
He whispered with simultaneous tenderness and aggressiveness, "Your ass will have to stay filled until your inner bitch learns her place."
She panted breathlessly. Yes! Yes! Teach me my place! This is my place. This is where I belong, with your cock creaming in my ass! Coat it with your pearly seed! NOW!
Despite her desperate need for air, she tried her best to squeeze his shaft with her anal muscles, in a frantic attempt to get him to shoot his load right away. But she couldn't manage much. She felt as weak as a rag doll.
Shifting his hold on her, he French kissed her deeply as he wrapped his arms just underneath her boobs and thrust upwards with his hips.
She could barely believe what was happening to her as she felt her feet rise up until they completely left the ground. As she remained suspended in mid-air, the weight of her body pulled her asshole down around his cock while he squeezed her tightly to him and his tongue groped at her tonsils. She couldn't breathe from the squeezing and the excitement, but she didn't care much about that. If one had to die, this was a great way to die.
She could feel another climax coming on.
But he couldn't hold her off the ground for too long, and when she settled back down, their lips parted and they both gasped for air.