Of Fiends and Misfortune Pt. 01

Jack hadn't cried since he was a child, but Gods, he could have right then.

"However," Adria shot him her signature smile. That smile had him trained, and he already felt his heart pounding in anticipation. "I don't see why I couldn't teach you a few things. Tell me Jack, what personal experience do you have with women? Sexually, of course."

"I mean, I've kissed a girl before." He replied, thinking back to his only short-lived romantic relationship, which ended disastrously.

"Okay... and when you kissed this lucky girl, did you feel her tits? Did she rub your dick? Anything of that sort?" Adria spoke concisely and formally.

Jack shook his head.

"Hrm, so just now, when I was using your hard-on as my personal saddle, that was the furthest you've gone?"

Jack nodded, pursing his lips.

"Holy hells, this is much worse than I thought... Well, that settles it." She stood up in front of the fire and faced him, placing a hand on either hip.

"Settles what?" Jack looked up at her beaming face.

"I figured out the perfect way I can repay you for saving my life. Something every virgin wishes they could have experienced before they take their first to bed. I am going to show you every part of a woman's body and teach you the proper ways to pleasure her. Can you imagine all the mistakes you could avoid? You don't want to end up sticking your tail in her naval or something then demanding to know why she didn't cum?"

Jack raised an eyebrow "Look, I know I don't know much, but I definitely know not to do that. And like I've seen, er, performances and drawings of it. It's not like I'm a monk or a hermit." He looked away from her as his voice got quiet. "And I don't want you to do this just because you feel obligated, or sorry for me..."

Adria pinched the space between her furrowed brows. "Okay, Jack. Lesson number one. If a beautiful woman in her right state of mind is literally asking to show you her body, just take it for what it is. Also, if you prove yourself to be knowledgeable, or at least a quick learner, there would be absolutely no reason why I couldn't hop on that sizable cock I have been aching to ride all evening. Now get your ass off the ground and sit on the log if you want to see my boobs."

Without a word, Jack lifted himself up and sat on the log behind him.

"Mm, good. So, a few rules. When I take off an article of clothing, you must do the same before I remove the next one. I'm not going to sit out here in the cold, naked as the day I was born, while you stay bundled up. Second, no touching any part of me unless you ask first or you're invited, this is a formal lesson after all. And third, no stroking yourself, at least until the end. If we do end up fucking, I'd like to get more than two thrusts out of you. Understand?"

Jack just nodded.

"Excellent. Let's begin." Adria straddled the log and faced him. She reached for the bottom of her tunic and swiftly lifted it over her head. She was completely exposed from the waist up, and it was glorious. Her breasts were perky and well-proportioned for her small frame: sizable, but not extraordinarily large. Each beautiful mound of lilac flesh was tipped with a violet nipple, small and stiff. She gave her shoulders a little shimmy, showing off the way they jiggled, before placing her hands over them and giving them a playful squeeze. "So, these are called tits."

Jack nodded again. His cock, which had been various states of rigidness since Adria first demonstrated the purpose of her bodice, was back at full attention. He no longer saw the point in hiding his arousal. Instead, he tried to focus on listening to everything Adria said.

"Now, they come in all sorts of shapes, sizes, and colors. But regardless, most men have the same reaction any time a pair is in their face. Most women enjoy having them played with, but you can't just reach out and grab them." She took his hands from his sides and placed them on her bare waist. "You have to start somewhere more neutral and slowly work your way there." She slowly started guiding his hands up her trim body, stopping just shy of her breasts. "Now, every woman is different so I'm not going to go into specifics. But it's better to start off soft and gentle and work your way up into getting rougher if she wants that." There was a hint of urgency in her voice as she spoke, and Jack noticed Adria seemed out of breath. He realized she was just as eager as he was, yet she firmly held his wrists at her ribs. He decided to test his theory and let his left thumb slide from her cleavage onto her breast, his fingertip just barely grazing the edge of her nipple. The skin across her chest turned to goose flesh, and she let out a small, pleasurable hiss. "And above all, it's vital to follow your partner's verbal and non-verbal cues." She draped her arms over his shoulders, releasing his hands and sliding her whole body closer to him.

He wasted no time and moved his palms over her breasts, each one easily fitting in his large hands. He caught himself involuntarily letting out a quiet moan as he appreciated their weight and softness in his hands. Adria shuddered slightly at his touch and placed her calves over his thighs while staying firmly seated in front of him on the log. He wasn't exactly sure of what to do, but heeded Adria's advice. He started to gently massage over her chest, watchful for any signals of what she wanted next. As his fingers caressed and teased her nipples, they became even more rigid, and he could hear her breath start to quicken. He adjusted his hands, placing a thumb and forefinger to softly pinch and roll each stiff peak and continued to massage with the rest of his hand.

"Is that what you like?" he murmured in her ear, although he was fairly certain of the answer.

"Yes, but harder." She panted, as she pulled Jack's face close into the crease of her neck. He worked his hands over her with more vigor. She leaned her head back and let out a longing sigh, while tightening her grip on the back of his head. "Okay, okay, use your mouth. Start at my neck and work your way down."

Jack began kissing her neck, attempting to mimic the maneuvers her mouth had done to him earlier that evening. Her flesh, like sweet sweat and wild flowers, awakened an urgency in him, and he needed to taste more. As if reading his mind, Adria arched her back, allowing the tall Tiefling to hastily move down her chest. He slid a hand to the side of her breast, momentarily leaving one of her nipples exposed to the chilly autumn air, before his lips found the crinkled bud.

"Fuck!" Adria gasped and pressed Jack's face harder into her chest as his sharp canine teeth grazed across her nipple. Jack's hands found their way along her back and began sliding downwards. From the way they were sitting, he could just barely sense her hips starting to squirm, and he was desperate to feel her entire body grind against his. He just needed to get a good hold of that fantastic ass and pop her up into his lap.

As soon as his hands had found their way to her rear, he felt a hand slap him hard across the cheek. He jolted back; a flash of rage followed by confusion fell over his stinging face. The topless Tiefling, who's flushed skin glistened in the firelight, was poised like a viper in front of him. "Shit! Adria, what the hell?!" he shouted.

"You broke a rule." Her voice was calm and flat.

"What?!" he sputtered, rubbing the side of his face.

"The second rule. You neither asked, nor did I invite you to grab my ass, but you did anyway." She retorted.

Jack's brain was swirled with bewilderment, horniness, and a glimmer of guilt. "But... it was fine earlier this evening!"

Adria scooted back from him and crossed her arms. "Okay, here is another lesson. You should still check before just jumping back into it. You can't just go touching people however you'd like."

"Oh, does this work both ways? Because I don't recall giving you permission to smack me across the face." He retorted.

"Oh, stop being such a baby; you're fine." Jack sharply inhaled, preparing to release a tirade of opinions; but Adria cut him off by placing an elegant finger across his lips. "Though you have a point. And I'm sorry. I hope you will forgive me." Her voice mellowed as she grazed his sore cheek with her fingertips. "However, if you break a rule again, then I will be forced to stop the lesson. And I don't think either of us want that. So do you promise to behave from now on?" Her hands found their way back behind his shoulders, and their bodies were once again dangerously close.

Upon realizing Adria was still willing to continue her teachings, the burning indignation in his mind started to cool. "I do." He resigned.

"Mm, fantastic." She buried her head into his neck, giving it an engaging nibble before sitting back up. "Now, remember the first rule. Lose the shirt."

"Oh. Right." He hastily removed his tunic, letting it fall next to him. He felt his skin prickle with the cold air and Adria's gaze.

"Holy hells, Jack. You've been hiding that this whole time?" She said breathlessly, running her hands down his solid chest and stomach. Jack smiled at her with a surge of confidence, but unsure of what to say. He knew he wasn't the brawniest man about, but he was strong, as was required in his line of work. His toned muscles made it apparent that he could break a man's arm or outrun a bull without much effort. And, having spent the last two weeks battling the elements while surviving on nothing but a few days' rations and catchable game, his body was exceptionally defined.

She spent several moments fawning over him before clearing her throat. "Well then. Now that your more appropriately undressed. We can continue." She swiftly stood up and began removing her boots. "In hindsight, it's always a good idea to start with the shoes. It's nearly impossible to take off a pair of breeches with them on." She backed away from him, holding his gaze with her smirk as she unbuttoned the three clasps holding the waistband together. The fabric peaked apart, revealing just a sliver of hairless violet flesh below her flat belly. She turned away from him and unfastened the single button holding the waistband above her tail. For the first time, Jack realized that her trousers were tailored to comfortably accommodate the devilish appendage, contrary to his, which required a great deal of effort to doff and don.

"Have you ever seen a naked woman up close?" She probed, still facing towards the fire, standing wide legged.

"Um, what do you mean by 'up close'?" He rubbed his palms on his trousers. Why were his hands so sweaty? Were they like this when he was pawing at Adria's chest? Gods, no wonder she slapped him.

She bent forward, duplicating her stretches when they first met in the forest. However, this time, her thumbs hooked her waistband and slid her breeches down as she folded forward. His mind went blank. The answer to Jack's internal long-term query as to whether or not Adria was wearing undergarments proved to be a magnificent 'no.'

That perfect, round, firm ass he'd been admiring all night was now unclad, bent over, and just over an arm's reach away. She arched her back, flashing her slick hairless slit. His body screamed at him. She had displayed herself like a bitch in heat and Jack needed to satisfy her hunger. He felt like he was going to die if he did bury his aching cock in her glistening folds this instant.

Before he could react, she snapped back up and turned towards him. He wanted to order her to bend back over for him, but he somehow had forgotten how to speak or move his limbs as she hypnotically walked over to him.

She gently popped his slack jaw shut with the back of her hand. "Close enough to touch..." She finally replied. She spread out his tunic on the log in front of him and resumed her straddling position, facing away from him. Fuck, every time she repositioned, he imagined all the possible ways he could be impaling her.

"Here, if I lean back into you, it will be easier to show you." She inched back, settling between his legs before relaxing her bare back on his exposed chest.

Jack sighed deeply, scanning her disrobed figure from the tips of her tapered horns down to the comeliness of her muscular, yet feminine thighs. His hands grasped the either side of the log, as he knew he would break a rule should he lose focus and let them wander.

Adria took his hand and held it on her upper thigh, less than an inch from her pussy.

"So," Adria panted. "The cunt. Like all anatomy, everyone's' is different. I prefer to keep mine well groomed." She moved his hand over her smooth sex. The warmth and wetness Jack felt cupped in his hand made him lose his breathe. "Despite what some may say, the part that feels the best is on the outside." She guided one of his fingers along her folds. It slid with ease, as he grazed her hooded button. "Fuuuck yes, right there!" Adria lustily cursed as she forced his other hand onto her breast.

She began to grind herself against Jack's hand, and he did his best to match her pace and pressure. Jack closed his eyes, tuning out everything but Adria's fluctuations of movement and utterances. She threw one arm up and grabbed his hair, nearly knocking his brow into her horn as she shoved his face into the curve of her neck. She whimpered as he nibbled her, prompting him to carefully dig his teeth into her flesh. She let Jack know his instincts were correct, letting out an inviting moan and pressing his hand harder against her pussy. Jack felt his finger slip into her, just past the first knuckle. His whole body tensed as he held her harder against him, muting his own vocalizations into her neck. Fuck, how was his cock supposed to fit when her cunt felt so tight just around his fingertip? He felt her walls squeeze in a pulse on him, almost as if she was doing it on purpose, causing her wetness to pool in his palm.

Just as Jack was about to press his finger in deeper, Adria pulled his hand away from her. "Hold on, stop a moment," she said breathlessly.

Jack painstakingly tore his hands away from her. "Shit, did I do something wrong?"

"No, not at all. But I need you to take off your trousers." Adria reached behind him and gently tugged on his waistband.

"Oh, fuck yes." Jack stood up so quickly, Adria nearly fell off the log. He began to hastily remove his boots before carefully untying his breeches. Though, he felt awkward undressing in front of Adria, especially since her own disrobing had been so alluring. His pants were not designed for Tieflings and working around the tail to remove them was cumbersome. Not to mention his engorged and sensitive member, which gracelessly bobbed with every movement.

"Mm, you do have a nice cock..." Adria said with her smile, once Jack had finally undressed. He felt a wave of cautious pride. Compared to the penises he'd seen in stage performances and drawings; he'd always considered his own six and half inches to be on the small side.

"...really?" Jack said.

"Oh yes." She said in a sultry voice. She reached out firmly gripped the base of his member with her thumb and middle finger, seemingly unfazed by his lack of grooming. "It's thick, I can't even get my hand all the way it." His cock gave a violent twitch in response to her touch. "Mm, and so eager." She brought her other hand to her mouth, giving her finger a sloppy lick. "And this curvature would feel so good inside me." Jack closed his eyes and he let out a pained groan as Adria began to torturously trace her fingertip up the underside of his shaft. He felt his throbbing cock spasm until she reached the sensitive spot where his shaft met the head. Pre-cum dribbled down to her hand as she applied slightly more pressure, causing his hips to involuntary buck. She gave a flirtatious giggle as she began to softly massage his swollen, angry head.

"Adria, please..." He was right there. If she would just give it one or two good strokes, he would blow his load all over that pretty, smirking face.

"Okay, fine." She released him, and Jack vocalized something between a gasp and a whine. "We should continue to the final lesson anyway."

"There's another lesson?" He panted. He was unsure of how to stand or what to do with his hands and couldn't stop imaging what Adria would look like covered in his cum.

"Oh yes. We can call it your final oral exam." She winked at him.

"Okay, so what should I do?" Jack didn't have enough blood flow to his brain to pick up on word play, sexy or not.

"You're going to go down on me, and I'm going to tell you how to make me cum. Because I need to cum tonight, Jack. And many women are gifted with the ability to continue to have sex after they orgasm, unlike most men. So, tidbit of wisdom, always try to help your lady finish before you do."

"Okay." Jack's breath still hadn't caught up with him.

Adria gave him a bit of sad smile, realizing their actual copulation would likely be short-lived. "Here, kneel at the end of the log there." He responded robotically. She shimmied her way to the edge and sat before him, legs closed. He felt like an acolyte praying before his goddess as she looked down on him. "Now, like all sexual acts, start out slow and soft, and work your way in. Don't just go right for the clit; you have to tease, circle around, make her beg. And when you get there, just listen and read her until you figure out what feels best for her. And for the love of the gods, when she tells you she's going to cum, don't change a thing. Don't speed up, don't go harder, just keep it the same. Understand?" He nodded, and she took his hand and held it in her lap. "I'm going to make this easy for you, this is what feels best for me once I'm warmed up." She started to carefully suck the flesh of his wrist, rolling it with her tongue, just barely letting her teeth be felt between her lips.

"Fuck, that does feel nice." Jack tried to focus on how she was doing it, rather than how it would feel against the tip of his cock.

"Oh yes. Then, once I'm right there, sliding two fingers inside, and doing this sends me straight to the celestial planes." She shaped his fingers and showed him how to stoke her inner walls. "I think you got it."

"Now," she leaned over him and whispered right in his ear. "Mouth, hands, just touch me wherever you want. Please." Her voice dripped with a need Jack had not yet heard. Of course she'd been wanting him nearly all evening, but now, she was pleading. He had the evil idea to say no, making her squirm in her lust, making her beg for his cock, until he decided to satisfy her.

Unfortunately, his plan was fleeting. Any sense of control he thought had over the situation disappeared as soon Adria spread her thighs. Jack could feel her soaked cunt pressing against his abs. "Please?" She helplessly whimpered. He snapped, needing to taste her. He became a flurry of teeth and nails on her flesh. She gasped and tensed at his sudden ferocity before melting into him. He felt primal, roughly biting and sucking on her breasts as she cried out in pleasure. He reached under her thighs and grasped her ass, yanking her just over the edge of the log. He kept his hands groping at the thick ass that had been tempting him all night, while his thumbs delicately teased her clit.

Adria's screams echoed from the trees around them. Jack was far past the point of caring about her volume attracting danger. Her hands found their way to his shoulders and she dug her nails into him, encouraging him to move further down her body. His mouth eagerly traveled to her belly but hesitated when he reached her smooth mound. He was suddenly nervous. What if he couldn't get any of the motions just right, or worst, what if he hurt her? She seemed to enjoy his sharp teeth on her flesh, but he couldn't imagine they would feel good on such sensitive anatomy.