Anything You Want

Ch. 20 - The Flip Side

Dizzy with pleasure and satisfaction at what he'd just done, Matthew spent most of the rest of his day doing very little except thinking about his teacher and how hot that had been. He did watch a little piece of the news where they spotlighted the fact that someone in their own little town had won a million dollars in the lottery, but that the winner had yet to come forward and claim his prize.

The new reporter even interviewed Jill and asked her if she remembered anything about the guy who had won. "He seemed nice. He was a young guy, about my age. You could just tell that there was like, something different about him," she answered, looking uncharacteristically bashful for a moment before adding, "Something tells me I'll be seeing him again real soon.

Matthew was still reflecting on when he should stop by to take Jill on another date when his stepmother turned from her seat on the couch and said, "A young guy, huh? You hear that - one of your friends might be a millionaire!"

Before he could respond, his step-sister added, "That would only be possible if Matt actually had friends!" Everyone laughed at that - even Matthew. After all, he didn't want to lie to his family, but there was no way he was going to tell them about this until he was ready, which meant he would definitely need to find himself a lawyer soon.

That night, he wasn't surprised to find himself in another dream in Tomé's tent, though it was too dark out for him to be able to tell if the labyrinth was still out there.

"Did you have a nice day?" she asked, not bothering to look up from the cards she was dealing as he opened the tent flap and sat back on a cushioned couch opposite the bed and the table.

"You know I did," he said, studying her body and wondering if she'd gotten hotter since the last time he was here. "Why ask what you already know?"

She still wore the veil, so he had no idea what her face looked like, but the gauzy clothing she wore did little to hide the rest of her curves. Even though she wore several layers of it, he could still very clearly see not only her cleavage but her dangerously curved hip-to-waist ratio.

"Because it's polite," she answered, looking up, "and because there are parts of your experience I'll never really be able to understand. Not without my Master's help. I am just a book after all."

"Somehow I find that difficult to believe," Matthew answered, trying not to stare at her breasts. "How is that you can know the winning lottery numbers but not every last thing about me?"

"How did you enjoy having a bigger dick?" she asked, pivoting away from his question with a question of her own. In that moment, he was thankful that she hadn't served him tea, because if she had, he would have choked on it right there.

"What do you mean?" he answered defensively without knowing quite why.

"I mean," she rose from her seat as she spoke, and began to sashay across the room, letting her hips swing in an exaggerated manner as she went. "Did your orgasm feel better? Did you cum harder? Do you think you made your teacher cum harder than you would have otherwise?"

"I think it was amazing, honestly, but I don't know how to answer it from her perspective. After all, I've never been fucked by a dick of any size."

"Would it surprise you if I told you that right now, while you're sleeping in your bed, and her husband is sleeping in their bed, she's downstairs feverishly masturbating to the way that you used her this afternoon?" Tomé answered in a way that made him sure she was smiling, even if he couldn't see it as she sat down on the couch next to him.

"R-really," he asked, feeling suddenly nervous as she stared at the rising bulge in his pants. "That's pretty awesome."

With a wave of her hand, the crystal ball on her table came to life, and looking at it, Matthew could see the blurry image of his teacher going to town with her vibe while she bit down on two fingers of her other hand.

"Oh, Matt," she moaned. "Fuck me deeper, Matt. Please just fucking breed me..."

While it was a little hard to see all the details, his imagination did a good job of filling in the details since he'd just seen her mostly naked this afternoon. What was absolutely clear were her words, though. They made his already hard dick start to ache with need.

"Your cock is the finest she's had in years," Tomé whispered unexpectedly, startling him. "Maybe ever. Can I see it?"

"Can you see what? My dick?" he asked, not at all sure where this was going. "Why?"

"Why? Shouldn't it be obvious? I wish to admire my handiwork, Master," she answered, reaching over to trace a single fingertip over his increasingly prominent bulge. "There's no need to be shy, not after everything we've been through together."

Matthew's throat was dry, and his head was getting foggy. At this point, he couldn't think of any reason why he shouldn't, but his pants were getting tight enough to give him a pretty good reason why he should. So, without further delay, he moved his hands to the button fly and a few seconds later, with his pants around his knees, he whipped his cock out for his strange spirit to see.

He'd been expecting her to stare uncomfortably at it, or make some cryptic observation, but instead she immediately grabbed it with both hands, making it look somehow larger with her tiny tan fingers unable to quite reach all the way around it.

"Oh, I agree, Matthew," she said huskily. "This is definitely some of my finest work. Do you think that it's more sensitive than it was, or that it only felt that way because your partner was that much tighter?"

"I-I'm not sure," he stammered, trying to ignore the way her feathery, gliding touches made his dick throb. Was he okay with this, he wondered, trying to decide if he could or should put a stop to this and regain some semblance of control.

"No? Even if you don't, your cock certainly does. Look at it, it's already leaking precum," she purred, leaning forward to lick the oozing tip with her unseen mouth. "The taste... the smell... Yes, all of it is just perfect. You wouldn't mind if I felt the overwhelming need to try out the fit as well, would you, my Master?"

"Wait, what? You want to fuck me?" Matthew's head was spinning now. He'd gone from a strange conversation about the size of his dick to getting propositioned by a woman who didn't really exist in record time, but as she pushed him onto his back, he hardly fought back. Instead, as she lined up her pussy with his mammoth cock, all he could work up the courage to do was grope her tits while her body ground against his.

Was this a good idea, he wondered? Wasn't this the part of the story where something terrible happened to the main character? Those thoughts were dispelled in an instant when her steaming pussy suddenly made contact with the head of his cock, and she began to force him inside herself one slick inch at a time.

They both groaned in pleasure as the intoxicating sensation went on and on, and he was only when her clit was pressed against his pelvis that he finally gasped for air. He reached up to pull her down into a kiss, but she resisted and instead pushed her tits in his face instead. He was all too happy to pull aside her gauzy veils, pull down her top and feast on her nipples instead of course, but he had just enough time to wonder why she didn't want him to see her face before she started to grind sinuously against him in a way that made him forget everything but how good the hot wet vice that was her pussy felt.

"Well," she hissed, "how does it feel?"

"God Tomé, you feel so fucking good," he groaned in pleasure, "but I have no idea how you would feel normally so..."

His words trailed off as he spoke, because even as she continued to fuck him, he could feel his cock shrinking.

"Wait - why? What's going on?" Matthew asked, suddenly concerned.

"Shhhh," she whispered. I just want to give you something to compare it to. "Tell me, did it feel better when it was bigger?"

"Yes, oh god fucking yes it did," he answered, "Please make my cock bigger again."

"Of course, master," she purred. "I'll do that in just a second. First, I want to show you one other little thing." Tomé rose up on her knees then, depriving him of her delicious breasts, but giving him an amazing view of his cock sliding in and out of her dusky pussy as she bounced up and down on his dick.

Ch. 21 - The Flip Side (Part 2)

"Oh? What other tricks do you have?" he moaned, hypnotized by the show.

"I just want you to understand how such details feel from a woman's perspective, so you can make more educated choices in your future," she purred, looking down on him imperiously enough that he could feel the weight of her gaze through the opaque veil.

Her words tumbled in his mind, but he couldn't quite grasp them. Instead, they slipped out of his mental grasp time and again. Though each word made sense on its own, they simply didn't make any sense when they were put together like that. Feeling from a woman's perspective? Even as he tried to understand, his body began to feel very strange, like things were shifting in a way that they shouldn't beneath the thin surface of his skin.

"Wait, what?" Matthew asked. That was all he had time to get out, though, because suddenly, the exquisite sensations he felt mutated and amplified. For a moment, he thought she'd made his dick huge again, but a quick check showed the same size dick was sliding in and out of her as before.

If it was the same dick, then how could it be feeling this different, though? The pleasure wasn't even coming from his dick now but from somewhere further up near where his shaft met his body. It was like the pelvis was suddenly an erogenous zone or something. It was only after giving that thought a little more scrutiny that he peered closer and discovered that he wasn't quite seeing what he'd thought he was seeing. There was still a dick that was connecting them, of course, but it wasn't disappearing in and out of his partner. Instead, it seemed to be attached to her and was disappearing in and out of...

Matthew's mind had trouble allowing him to complete the thought, and for several seconds, he lay there in denial. In the end, it was only the rising pleasure that was building in him in an unfamiliar way that allowed him to finally break free from his mental paralysis.

"W-wait, are you fucking me?" he asked with a trembling voice, afraid of how she was going to answer.

"I am, master," she panted, not slowing down as she spoke, "I'm fucking your pretty new pussy with your own dick. How does it feel?"

"Like we should stop," he groaned, afraid of how good it felt and how fast that pleasure was building deep inside of him in a part of his body that shouldn't even exist.

"Shhhh..." she answered, not stopping her rocking. "We will in a moment, Master. I just want you to understand, really understand, what you're doing to these women in your life."

Matthew had no idea what it was that pushed him over the edge, but whether it was the taboo nature of the experience or the way she was in complete control, he came hard in a way that was utterly unlike every other experience in his life. It wasn't necessarily better than cumming deep inside Mrs. Hale's pussy, or all over Mrs. Laurens' amazing tits, but it was intense enough to short-circuit his brain and force his hips to rise up to meet her, which triggered another small fireworks show inside his reeling body.

"Ooooo-okay, I get it, we can stop now and--" Matthew moaned, even more overwhelmed by the experience than he was weirded out by it.

"Soon," she purred. "So far, you've only cum from your old cock. To really understand, you have to feel what your teacher felt, Master." Even though she used the word, Master, Matthew did not feel very in control at the moment. He didn't feel like he could stop this now if he wanted to, but he wasn't really sure that he wanted to. After all, no matter how strange it was, this was a once-in-a-lifetime experience. Without a magic book and a strange sex spirit, he would never be able to experience something like this as a man.

He tried to hold on to that thought as he felt the cock stretching him out start to grow slowly. At first, Matthew noticed the girth more than anything and the way it stretched out his tight little hole, but after a few inches had been added, he noticed that it changed everything. It wasn't just that the strokes were longer, either. It was that they reached deeper inside of him to places that he could barely imagine. He had a series of small orgasms to this thought as he tried to imagine where eight inches of dick could even fit inside his body. Whether it felt better or not wasn't even a comparison worth making. There was no doubt that white-hot bliss coursed through him down to his toes and felt better than it had the first time.

Somewhere past nine inches, it started to hurt, and he whimpered at the feeling. Each time Tomé's dick bottomed out inside him, it slammed against some tender barrier, sending a jolt of pain through him alongside the overwhelming pleasure. For the first couple of strokes, it was a distraction at best and something that urged him to reconsider what he was doing. After half a dozen long, slick strokes, the pain blended into the pleasure, becoming one more layer in the symphony of sensations that were assaulting his body in ways he could never have imagined before now.

"I never knew it could feel like this," Matthew groaned. "It hurts, Tomé."

"It does," she agreed, "but you love it, just like your teacher loved the way you hurt her, but you need more to really understand how you made her feel, don't you?"

"Yessss..." Matthew hissed, despite his better judgment. He'd gone far enough, and he'd cum hard enough. Somehow, he knew that more wasn't necessarily good for his mental well-being, but he was too far gone for that now. "Fuck me, Tomé. Fuck me harder."

As her cock got longer and thicker, he thought that he was going to die. Each thrust felt like it was never going to end, and when it did, it was a tectonic sensation that drove the air from his lungs, and all he could do was lie there and endure it. He couldn't stop cumming now. His body was completely lost to the pleasure of the moment, and that pleasure seared his mind away an inch at a time.

"Your pussy is really tightening up, Matthew," Tomé teased. "If you keep it up, I won't be able to hold back much longer. Then you'll finally know how good it feels when someone cums inside you."

Matthew's mind boggled at the idea. It was such an unnatural thing that he couldn't even think about how to respond. Instead, his head lulled to the side, and his detached mind fixated on the view of his masturbating teacher.

There she was, hiding away from her husband while she relived the brief moment that they'd shared, and the whole time she was making herself cum in a desperate attempt to reclaim a portion of that pleasure, she was moaning his name. Would he end up the same way, he wondered? He'd thought that getting to fuck his dream girls had been the best feeling in the world, but if they felt like this while he was doing it, then he was getting the short end of the stick.

He might have despaired about it, but despair was impossible right now. Instead, all he could do was lie there and moan while Tomé showed him secrets that man was not meant to know.

"Here it comes, my master," she whispered, unable to hold back any longer.

When her impossible cock finally erupted inside of him, he felt warmth flood his core immediately, adding another layer of complexity to the pleasure that had consumed him and triggering another orgasm so strong that he felt himself starting to lose consciousness in the face of the impossible undertow dragging him down.

At that moment, he could feel everything. The way that her cock was so thick, it was painfully stretching his pussy lips. The way that she was grinding her dick against his womb. The way each fresh burst of cum made the shaft pulse and spasm deliciously inside him. All of those things were nothing more than notes in the symphony that assaulted him, and he could only concentrate on each for a moment before the next one stole his attention away. In the end, all he wanted was to get lost in this and never wake up again, but finally, the darkness took everything, and his dream fell apart in a storm of images and disconnected thoughts.

"What a pretty little woman you would make," Tomé murmured in his ear as the dream dissolved around him. "Maybe we'll go even further next time."

Matthew had no idea how he would have responded to such a terrifyingly tempting offer even if he could have, but fortunately, the darkness finally claimed even those thoughts, and sleep took him before he could do any more damage to his psyche.

Ch. 22 - Planning Ahead

Matthew spent much of the morning trying to forget the night before. It wasn't just how good it felt, either. It was how tempted he was to do it again. Some part of him hated Tomé for what she had done and hated himself for liking it so much, but another, larger part liked it more than he was comfortable with.

The only way to get both of those parts to shut up was to spend the morning playing video games and studiously ignoring the book that was sitting next to him on his desk. He didn't know what she would say when he finally opened it up again, but he wasn't exactly sure he wanted to either.

Sadly, his moment of normalcy couldn't last forever, and by the time lunch rolled around, he forced himself to open up the book while he snacked on a microwave burrito.

"So, what are we doing today, Tomé?" He asked, desperately hoping it was something normal.

'You need to meet your future lawyer, Ms. Martinez. She'll be helping you set up the paperwork, so you can retain some level of anonymity regarding your win, and helping you with taxes and banking.'

"That is the most and least exciting thing you've ever told me," he answered with a smile. "Won't that take weeks to set up, though?"

'If you get to her office before 1:30, it shouldn't take more than 48 hours. Apparently, it's all done online, which is the closest humans get to magic in the current era.'

"Wow. Really?" he asked, surprised by the answer. "Is she cute, too?"

'Extremely,' Tomé answered. That single word made him want to ask for a picture, but moments later, that thought made him feel pathetic. If he wanted to see her, he should just get his ass in gear and get over that and stop basking in his own confusion and shame. Maybe a new girl on his list of hot women he wanted to bang would make him feel straight again, he thought as he finally changed into something appropriate and headed out.

Tomé led him to a little strip mall near the outskirts of town. It didn't seem like the sort of place one would go to find a reputable lawyer, but she'd been right about everything else so far, so Matthew wasn't inclined to doubt her judgment in this.

It turned out that Ms. Martinez's name was Alejandra, and she was a looker. She was a tiny thing with nice breasts covered by a pastel power suit that did nothing to help her hide her shapely ass. She was obviously in her early 30s and more friendly than serious, so she couldn't have been doing this for too many years, but as soon as they stepped into her office for a consultation, she made him feel right at ease.

"It's my first time dealing with a lottery winner. I hope some of that luck rubs off on me," she quipped, making him smile.

She proceeded to make an exhaustive list of all the paperwork she would need to prepare for him. An LLC, so the money could be claimed without a person's name, bank accounts, or tax prepayment forms. The list just kept going and going, and by the time she added up all the billable hours, she thought it was going to be it was going to cost him something like eight grand, but he didn't mind because he'd taken the whole time she'd been writing to stare down her generous cleavage.