Riddle Me This

Chapter 1

It was a beautiful day in the Fairytale Forest. Magdalene the peasant girl was wandering the trails as she liked to do, enjoying some alone time beneath the lush greenery of the trees surrounding her. There was such peace in the woods, just her and nature, and she always felt comfortable when she was here. Comfortable enough, in fact, that she did not hesitate to shed her dress for a quick dip in the creek. How could she resist? The weather was warm and the creek was cool and refreshing. Besides, she had all the privacy in the world, as she was completely alone in the forest that day.. wasn't she? She took her time enjoying the water, letting it flow over her smooth, creamy skin and through her long, dark hair.

Eventually, only once she was ready, she climbed out of the water and allowed herself a relaxing lounge by the creek while her naked body air-dried. She laid out and enjoyed the musical sound of the nature around her while the breeze danced along her bare curves. She knew it would be nearing lunchtime soon, so she donned her dress and began walking her route back to the village. Suddenly she noticed a tree stump on the side of the path that she had never seen before. She spun in a circle, making sure she was walking in the right direction. Sure enough, she knew exactly where she was. She had walked this path hundreds of times and this tree stump was definitely new. It wasn't even there when she walked by on her way to the creek, and she certainly hadn't heard anyone chopping down a tree! Confused, she sat down on the stump to think. Suddenly, an unfamiliar, masculine voice called out,

"HALT! Who dare sit upon my stump?!" it said, and Magdalene couldn't tell where it was coming from, as she couldn't see anyone around in any direction. She hesitated, and the voice continued, "I said declare yourself!"

Nobody ever talked to her like this. She was startled, and also a bit irritated.

"It is I, Magdalene of Fairytale Land!" she said with confidence. Suddenly there was a ripple in the air to her left, she could just barely see it out of the corner of her eye. She turned to the left to look at it, and felt a tap on her right shoulder from the opposite direction. She just about fell off the stump as she jumped from surprise. As she got her bearings, she turned to see who had tapped her. Standing there before her was a very handsome creature. He was tall and slender, with an olive complexion and strong arms. He was dressed as if he was part of the woods themselves and had a mischievous smile lighting up his face. She was immediately attracted to him, although not wanting to admit it.

"Why hello Magdalene of Fairytale Land. I am Jester, and that is my tree stump that you have placed your lovely rump upon."

Magdalene felt herself blush at the mention of her "lovely rump." She shook it off and replied,

"YOUR tree stump? How could this be your stump?"

"Why, I cut down the tree myself!" Jester replied.

"That's not possible, I would've heard the commotion!" Magdalene argued.

"Is that right?" Jester mused, "While you were so caught up frolicking nude in the creek?!"

Magdalene's hand flew to her mouth and her blush deepened to a dark red. He had seen her?! But she was so sure nobody was around! How had she missed him? How had she missed the sound of a tree being felled?! Jester winked as he saw her embarrassment.

"Don't worry," he reassured her, "I only peeked a little. In fact, you are quite lovely, and I wouldn't mind seeing some more!"

Suddenly, her dress began to unravel from the seam at her waist. Magdalene quickly clamped her hand over the seam, and the threads stayed in place. Jester frowned and said,

"Aw, you don't feel the same? I thought maybe you would like to have some fun!"

Magdalene couldn't help but admit she felt drawn to Jester, he had a certain charm about him. But he had spied on her! And somehow he caused her dress to start coming apart without even laying a hand on her. This was no ordinary man, and Magdalene knew she had to be careful.

"I do like to have fun.." she began tentatively, "but I am expected to be home very soon, and I do not want the village to come looking for me."

She hoped Jester couldn't tell she was lying. She often went off on solo adventures and didn't return for hours on end... nobody would be looking for her anytime soon.

"I tell you what," Jester said with a twinkle in his eye. "How about we play a game? I'll tell you a riddle. If you get the answer right, you can go on your way right now. If you get the answer wrong, then you must stay with me, and do everything I tell you."

Magdalene let out a small gasp, surprised to feel a pleasant sensation forming between her legs. There was a part of her that liked the idea of having to obey his commands! But Jester was a stranger, an odd one at that, and she really should be getting home.

"Hmmm," she thought. She knew it was risky, but she was confident in her ability to solve riddles. But even if she lost, she couldn't deny her attraction to Jester, and thought perhaps this was a win-win situation. She made up her mind then and there, "Deal."

Chapter 2

Jester clapped his hands and rubbed them together with pleasure, saying,

"Wonderful! Before we begin, we have to shake on it."

He extended his right hand, and Magdalene noticed it had a certain glimmer to it. She already suspected there must be some kind of magic at play here, and this glimmer confirmed it.

"Wait," she said. "If I shake on this, will any harm be done to me?"

Jester grew solemn. He looked into Magdalene's eyes and said,

"Not a chance, lovely rump!"

He laughed and gestured for her to shake. She rolled her eyes but couldn't resist smiling, and with that, she reached out and shook Jester's hand. As soon as their skin touched, a jolt of electricity shot through her body. It was unlike anything she had ever felt before. Goosebumps erupted across her skin and her nipples got hard. This was a VERY distracting sensation. She tried to hide how flustered she felt, but she knew Jester could see her hardened nipples through her dress, and he looked at them hungrily. Jester was very excited for this game, and now it was bound with a special type of magical handshake.

"Let's begin," he said.

Jester hunkered down next to the tree stump so he and Magdalene were eye to eye. She shivered at the feeling of being so near to him, and somehow her nipples got even harder. Jester's eyebrows raised in approval, before resting his chin in his hand, closing his eyes, and taking a deep breath. After a moment of thinking, he declared,

"I know just the riddle!"

Magdalene sat up straight and folded her hands in her lap, trying to ignore the sensations rolling through her.

"I'm ready," she said confidently.

Jester cleared his throat and said,

"How much wood would a woodchuck chuck if a woodchuck could chuck wood?"

Magdalene blanked. She wasn't sure what she had expected, but it certainly wasn't this. She began to open her mouth to ask what in the world a woodchuck was, but Jester quickly pressed a finger to her soft lips, adding,

"I forgot to mention one rule: the first words out of your mouth after I state the riddle MUST be your answer. You get one try."

With that, he slowly ran his finger along her lips before folding his arms across his chest, waiting expectantly. Magdalene wanted to suck his finger into her mouth, but she resisted. Great, she thought. She should've asked for the rules before shaking on it, but she had been so distracted by her attraction to this man! Speaking of which, that sensation between her legs had become stronger too,  becoming nearly impossible to ignore. How was she supposed to focus like this?! Jester noticed how sexy she looked trying to resist her desire, and felt himself hardening in his trousers. She closed her eyes to block out Jester's enticing gaze, and focused all her brain power on this bizarre riddle. How much wood would a woodchuck chuck if a woodchuck could chuck wood? It didn't really matter what a woodchuck was, or what it needed wood for.. there must be a clever, all encompassing answer to a riddle like this. She only had one idea for an answer, and with as much confidence as she could muster, she declared,

"It would chuck enough."

"Nope."

Suddenly the tree stump rocked underneath Magdalene, pulling up from the ground like a secret hatch, revealing an opening to a tunnel underneath.

"To my dungeon!" Jester exclaimed, wrapping an arm around her waist, and in a flurry of movement, they were shooting down the tunnel, sailing underground in the pitch black to who knows where.

Chapter 3

Magdalene lost track of where she was moments after entering the tunnel. She was very aware of Jester's strong arms wrapped around her waist, holding her tightly to his body, and she liked how it felt. When they finally slowed down, she was able to see a dim light appearing in the distance. They quickly reached the end of the tunnel, and sure enough, there was a dungeon before them. But not just any dungeon. It had traditional stone walls and bars over the windows, but also several cushioned armchairs and a big comfortable looking bed. There was a chest at the foot of the bed, with fancy engraving and big gold padlock. Candles flickering in sconces hanging from the walls brought a certain warmth to the stone room. There was no door, so the tunnel seemed to be the only way to get in or out of the room. Jester's large hands gripped Magdalene by the waist and he turned her to face him.

"We have arrived," he said excitedly. Magdalene shivered with anticipation.

"So it appears we have," she responded. Jester chose one of the large armchairs facing Magdalene and sat down, his hands interlaced behind his head, making himself comfortable. She couldn't help but imagine what he looked like naked as he stretched out like that.

"As we agreed, now you must do everything I say," he said.

Magdalene had been waiting for this moment. Her body had been buzzing ever since they shook hands, and she knew deep down inside that she wanted to lose the game, she wanted the excuse to let him have his way with her.

"Yes sir," she replied.

However, rather than wait for his commands, Magdalene felt an irresistible urge to please Jester and couldn't resist taking matters into her own hands. She immediately dropped to her knees in front of him and placed her hands on his inner thighs. Jester raised his eyebrows in surprise, he was delighted by this gesture. She bit her lip and looked up at him with her big green eyes, and began to undo his belt.

"Wait," he ordered, "undo the top of your dress."

Magdalene complied, and made a show of it, slowly untying her bodice to reveal a generous view of her cleavage. She trailed her fingers across her breasts, letting them graze her nipples through the fabric, and a soft moan escaped her lips. Jester loved this display and felt his own desire growing. Magdalene eagerly returned to removing his belt, noticing the bulge that was now pressing against the fabric of his trousers. She reached out and caressed it through his pants, gripping it with her hand, feeling its size and hardness. She couldn't wait to see it.. to taste it. Together they removed his pants and Magdalene gasped as Jester's cock sprang out before her. It was even better than she imagined. Rock hard and throbbing, ready for her. Magdalene's pussy ached just looking at it. Jester settled back into the armchair, ready to be serviced. Magdalene wasted no time crawling forward to bring her lips to his erect cock. She started with soft licks and slow kisses along his shaft, teasing, and savoring the warmth she could feel pulsing through it. When she got to the head, she could see his pre cum glistening there, and she eagerly licked it up.

"Mmmm," she moaned.

He tasted so good. She wrapped her lips around the head of his cock, letting her warm mouth envelop it, softly sucking on the tip.

"God yes," Jester moaned, responding to the sensation of her mouth.

It felt amazing. She brought one hand to his balls, cupping them, gently rubbing them. She was completely consumed by the task at hand, all of her focus and attention zeroed in on his cock and how good it felt to have her mouth filled with his hardness. She continued to suck firmly on him, slowly working him deeper, looking up towards Jester while she sucked him.

"Show me more of that body," he said hungrily.

She kept his cock in her mouth as she pulled the top of her dress down all the way, revealing full, beautiful breasts. She cupped them with her hands, pinching her nipples and rolling them between her thumbs and fingers. She shivered with pleasure, moaning around Jester's cock. She could feel that her pussy was becoming quite wet. And as she became more aroused, she began to suck more enthusiastically, taking him deeper and deeper as she moaned. Jester threaded his fingers through her hair, pulling himself all the way down her throat. Magdalene gagged - the reflex sending electric jolts straight to her pussy and causing spit to leak out of her mouth and down her chin. It dripped onto her breasts and she used it to lubricate her nipples as she pinched them while he continued throat fucking her. She was a mess, and it felt amazing. Jester felt himself wanting to cum already, but it was much too soon. He pulled his cock out of her mouth and all but lifted Magdalene off of the ground.

"Take off your dress," he growled with urgency.

His cock was harder than ever and glistening in the dungeon candlelight. Together they pulled her dress off, and she stood before him, fully exposed and fully aroused. He eagerly brought his face to her breasts, taking them into his mouth, flicking his tongue across her nipples and sucking them hungrily. Magdalene moaned, pressing her chest into his face. Her pussy was screaming for attention and she tried to grab Jasper's hand and bring it towards her wetness, but he resisted. Jasper enjoyed the tease and made sure to draw it out, letting his hands trail everywhere except for her pussy. Magdalene's breath was racing, her moans becoming desperate and needy.

"Please," she moaned.

Jasper laughed and led her to the bed, gesturing for her to lay down.

"Touch yourself," he commanded.

Magdalene laid back, letting her legs drop open, exposing the most beautiful pussy Jasper had ever seen. It was dripping wet and swollen with arousal. He watched as she spread herself open and began rubbing circles around her clit. She moaned and arched her back, her pleasure causing Jasper's cock to throb. He brought it back to her lips, and she hungrily took him into her mouth while she touched herself. The harder he fucked her mouth, the faster she rubbed on her pussy, her moans growing louder and longer.

"Stop touching yourself," he commanded.

She reluctantly obeyed, and Jasper pulled his cock out of her mouth, flipping her over so she was on on her stomach. He climbed onto the bed behind her, positioning himself between her legs, then grabbed her by the hips and pulled her up onto her hands and knees. Her round ass looked incredible sticking out like that, and he gave it a firm slap on each cheek, enjoying the way it bounced. She was on full display, her pussy just begging for his attention. He dipped his face down and began licking her from behind, running his tongue from her pussy all the way up to her asshole and back to her clit again. Magdalene moaned and bucked against his face, desperate to have him inside her. He continued to tease, tonguing her asshole and using his fingers to flick her clit at the same time. It felt so naughty to have his mouth on her ass, and that turned her on even more. She began grinding her hips.

"Pleeeaaase," she whined.

"Please what?" he said evilly.

"Please fuck me Jester!" she begged.

"I'm not quite ready yet," he replied, "but I will let you have some of this," he said while he slowly inserted his finger into her sopping wet pussy.

She let out a low, deep moan - it was incredibly satisfying to finally feel something inside of her. He began to pump his finger in and out, watching her squirm with pleasure. Even with how wet she was, she was so incredibly tight, her pussy gripping onto his finger. He couldn't wait to stick his cock in there. As he continued to finger her, Magdalene arched her back, making her ass stick out, flaunting her pretty little asshole. Jester couldn't resist - he used his other hand to spread her pussy juices up to her asshole, lubricating it. Then he slowly eased a finger in. Magdalene gasped. It felt slightly uncomfortable as he pushed his way into her asshole, but she wanted more. He pressed his way in deeper, spitting on her ass to keep his finger sliding in nicely. It turned him on so much that she liked having her ass fingered. He began to work both of her holes, and her moans started turning into something more animalistic. Magdalene was feeling like she was losing control of her body, overwhelmed with pure sensation, with the need to cum. Jester was rock hard, it was driving him crazy to see Magdalene like this, and he couldn't wait much longer to impale her on his cock.

"Don't you dare cum," he ordered her, picking up the pace with his fingers.

He would drive her to the very edge, but she wasn't allowed to cum unless he was inside. Magdalene nearly snarled at him, her pussy dripping all over his hand, and he could feel the orgasm building inside of her. She was doing everything in her power to hold it back, but she was on the brink and wasn't sure if she would be able to stop it. Suddenly, without any warning, Jester pulled his fingers out.

"Tsk tsk," he scolded her.

Magdalene moaned in desperation. He decided to bring his cock back to her mouth, giving her pussy a break to calm down from almost cumming. She stayed on all fours and he positioned himself in front of her, watching her take his pussy-soaked cock into her mouth and taste herself on him. While she sucked, he reached under her to play with her dangling tits, taking her nipples between his fingers and rolling them around, eliciting more moans from her. She was truly a sight to see, and he was finally ready to fuck her.

"Turn around," he growled, and she obeyed immediately. Jester got into position behind her, grabbed his throbbing cock, and sunk himself as deep into her pussy as he could go. It felt absolutely exquisite. Magdalene nearly screamed, overwhelmed by the pleasure of having her pussy was stuffed full with cock. Jasper couldn't control himself anymore. He had been holding back this entire time, but now it was his turn to let loose. He grabbed Magdalene's hips and began pumping fiercely into her pussy.

"Ohhhh my GODDD!" she shrieked.

She had never felt anything so amazing. She was wracked with pleasure as he fucked her hard and fast, his perfect cock rubbing deep inside her, sending incredible sensations throughout her entire body. She could feel his cock growing harder by the second, swelling with orgasm, and the sensation was too much.

"You're.. going.. to make me.. cum!!!" she managed to yell out between pounding thrusts.

"Cum on my dick!" Jester demanded, knowing he was about to explode inside her. "Cum on my dick while I fill your pussy with cum!"

Magdalene did as she was told. She screamed with pleasure as her pussy exploded with her orgasm, gripping his cock with electric throbs, goosebumps bursting across her skin and nipples rock hard. Jester grabbed her tight, holding her in place, shoving his cock deep inside while her hips bucked like a wild animal. Feeling the way her orgasm milked his cock sent him over the edge, and he shouted as he came with a force unlike anything he'd ever felt. He pressed his dick deep inside and shot his load, gripping her tight, thrusting until every last drop had been emptied into her. When his cock and her pussy finally stopped pulsing, they collapsed into a tangled pile on the bed, lost in the sensual afterglow of amazing orgasms.