Daring Do and the Sticky Situation

Josh tossed the remains of his apple aside, stretched, then placed his hands behind his head as he let his eyes slide shut. Suddenly, Daring’s voice pierced through the woods, startling him a little bit. “Josh! Heeelp!” he heard her yell. His eyes shooting open, he scrambled back to his feet and ran off in the direction of her voice. “Keep yelling!” he called out at the top of his lungs, wishing he had a machete to help him get through the branches and brush in his way.

Daring gulped as the tar pulled her deeper within its grasp. “Over here!” she yelled, the tar already up to her neck. She kept flailing, trying to get closer to the shore. The more she struggled, the more her strength faded away; the weight of the tar was simply too much to bear. As it crept up over her back, Daring pushed her wings up out of the muck and spread them out across the surface, trying to think of anything that would slow her descent. “Jooooooosh!” she screamed, tears forming in the corners of her eyes as she realized that she might actually die. It can’t end like this, it just can’t! she thought.

“I’m here!” Josh said, stopping just on the edge of the shore. “How’d you get in there?” He looked around for a broken branch for her to latch onto, then spotted one a few feet away. Josh grabbed it, then got on his hands and knees. “Grab onto this!” he yelled, watching as Daring sunk a few more inches into the tar.

“I can’t! It’s too heavy!” Daring yelled back at him.

“Fine, then I’m coming in.” Josh tossed the stick aside, then carefully walked into the tar pit, testing to make sure that he had a good footing before he took another step.

“No, you’ll get trapped in here too!” Daring closed her eyes, fearing the worst as the tar brushed against her chin. She whipped her head up, hoping that it’d give him just enough time to pull her out before she slipped all the way under the surface.

“C’mere, you!” Josh said, pushing his arms into the muck. He managed to get a good grasp on Daring’s right foreleg, and he tugged with all of his strength. When her back appeared from beneath the oily surface, he wrapped his arms behind her forelegs and used the rest of his strength to pull her from death’s grasp. Making sure that he didn’t hurt her wings, he turned around and slowly made his way back to the shore with her nestled in his embrace. Josh walked deeper into the forest, then fell to his knees. Daring was quivering in his grasp, her feathers full of oily goop. Many were broken, out of place, and he was sure that more than a few were missing. Wanting to preserve what little dignity she had left, Josh set her down as gently as he could. “Hey... you okay?” he asked, his voice full of worry as his eyes darted across her face.

“I... I think so, but... my wings!” Daring’s head whipped around as she inspected each one. “Oh no... no no no!”

“Daring, relax!” Josh said, placing both of his hands on her shoulders. “Just breath, alright? You’re alive...”

“Yeah, you... you saved my life...” she murmured, her voice trembling. Daring took a few deep breaths to calm her nerves, wiped some of the muck off her legs and chest, then sat down with a grateful smile on her face. “Think we should go wash off? There’s a hot spring a little ways away in that direction,” she said, pointing behind him.

“Probably would be a good idea, yeah. Like you said, mares can’t be stinky!” Josh said with a chuckle. “You okay to walk, or do you want me to carry you?”

“I can walk well enough on my own, silly,” Daring said as she flicked her tail all around, trying to get as much of the oil off of her as she could before it started to dry. “Now come on, I don’t want to let this stuff dry on my fur...” she said, trotting away into the forest. Then I’d really stink...

“I, uh... but I left my bag back there...” Josh said as he watched Daring disappear behind a tree.

Daring stopped, then poked her head back out from around the tree. “Do you really want to let that stuff dry on you?” She chuckled when Josh started jogging towards her. “Heh, I thought not.” When he caught up to her, she started trotting beside him. “Besides, we can go back and get your bag on our way back, unlike my hat...” She shot a glare at the oily goop, her upper lip curling as she snarled at it.

They made quick time to the hot springs. Stripping off her shirt, Daring tested the water with a hoof, and once she found that it was okay, she slid into it with a sigh, leaning against the rocks as she ran her hooves all over her body. “Thank Celestia we made it in time!” she said, watching as the goopy tar slipped from her limbs. “Hehe, look at it all coming off!”

Josh grinned, glad that she was back in relatively high spirits. He kicked off his boots, took off his socks, then stuck a toe inside the water like Daring had done moments ago. “Kinda hot in there... you sure it’s okay?” he asked.

“Sure is! I mean, yeah, it’s a little hot, but you get used to it pretty quick.” She looked up at him as he started to lower himself in the pool. When he finally sat beside her, she sighed in content, then closed her eyes as she heard him start to wipe off the muck. Her tail swished back and forth in annoyance as she remembered that she’d have to clean her wings. “Ugh...”

“What is it?” Josh asked, pausing for a moment. He hooked a finger down the front of his shirt and peered inside of it, finally noticing that most of his chest was covered in tar. With a blush, he made sure Daring wasn’t looking, then snuck a hand down the front of his pants and confirmed his worst fear: he was going to have to get naked in front of his coworker. He figured that he could start with his shirt, knowing that she’d already seen him shirtless, so he pulled it off and wrung it underneath the surface of the pool. When it was pretty clean, he pulled it out of the water, squeezed it until he got as much water out of it as possible, then laid it down on the rocks near the edge of the pool to dry. “You don’t mind if I take off my pants to clean them, do you? I’m wearing underwear, so you really wouldn’t see anything, uh... intimate.”

“Except your intimates?” Daring asked with a short laugh. “It’s cool, really. Us ponies are naked most of the time anyways, so... go ahead and whip ‘em off!” she said, hiding her grin with a hoof as a light blush appeared on her cheeks.

With a matching blush on his cheeks, Josh hooked his thumbs around his waistband and wiggled out of his jeans, his underwear on full view for anyone to see. Just imagine I’m going for a swim... he thought, trying to rationalize the situation in a way that would make things more comfortable.

Well, as comfortable as one can be sitting in your underwear next to a cute mare.

“So, uh...” Daring glanced away as she licked her dry lips. “The tar isn’t coming off of my wings as easily as I thought it would.” She held up her wings and unfolded them, the oily substance still clinging to her feathers as if its life depended on it. “Do you have any idea how pegasi preen their feathers?” she asked, watching Josh toss his pants next to his shirt.

“Uh... with their mouth?” Josh asked with a raised eyebrow. “Oh...” That’d be pretty disgusting... Dunno if that’d even be safe.

“Yeah...” She sat up with a blush, eyeing Josh’s black boxer briefs through the water. “I really don’t want to lick this gunk off my wings, so could you... you know...” She glanced away as she felt herself blush like a filly thinking about her first crush.

“You want me to lick them clean?” Josh asked with a snicker.

“Of course not!” Daring laughed, splashing some water on him. “I would really appreciate it if you could use your fingers to clean them, but...” She let her wings slip below the surface of the water, then extended her right wing all the way out for him. “You need to know some things about us pegasi first.”

“Oh? Like what?” Josh asked as he slid closer to her, stopping when they were a few inches apart.

“Well... remember how I said I didn’t want you touching my wings earlier? That’s because they’re super sensitive, and I really cannot stress that enough. They’re so sensitive, in fact, that if touched the right way, you can make me get, um... aroused,” she squeaked out. “Wings are like that so that we can sense changing wind currents, thermals, all that stuff. I know this is a lot to ask, especially on our first day of working together, but... can you help me?” she asked bashfully, flicking her gaze up to meet his. “I might get a little... frisky, too.”

“That’s fine, so...” Josh said softly, holding up her wing between two fingers. “How would you like me to start?”

“Um... I’ve never had a human preen me before, and I doubt you’ve had experience doing something like this before, so... try running your fingers along each feather under the water, I guess. And please, for the love of Celestia, be as gentle as you can.”

“Alright.” Josh took a deep breath, pinched her farthest feather at its base to separate it from the others, then slowly dragged his fingers down it. The muck slid right off, save for a few little bits and pieces that remained that were quickly taken care of with a second pass. “How am I doing so far?”

“F-Fine,” Daring grunted out.

Josh’s eyebrows furrowed. “I’m not hurting you, am I?” he asked, his voice heavy with concern.

“Nope! It’s actually the complete opposite.” Daring glanced at her right wing when she felt him let go of the first feather. “Uh, hehe, I think you need to redo that feather. It’s touching the dirty ones again.”

“My bad...” Josh held the feather away from the others again, then restored it to its former glory. Looking down her wing, he gulped as it dawned on him how many he had to clean. After a few deep breaths, he held the first feather away from the rest with a finger, then repeated the process until he came across a broken feather. It was almost snapped in half, and he knew that it couldn’t stay. “What do you want me to do about this feather?” he asked, gingerly holding it up for her to see.

“Crap... I hate dealing with broken feathers...” Daring said with a soft whine. “You’re going to have to pull it out for me.”

“Isn’t that going to hurt?”

“Yeah... but it has to be done. Just grab it tightly by the base and yank it out, and please, for the love of Celestia, be careful...”

“Okay, I’ll do my best...” Josh murmured as he leaned in. Making sure to keep the other feathers away, he ran his fingers up the broken feather. Grabbing the base between his thumb and forefinger, he waited until Daring nodded at him, then he yanked it out. Daring winced, her wing trembling in his grasp as a little bit of blood seeped from the hole. Tossing the broken feather aside, he placed his thumb on her wound until it stopped bleeding. With Daring’s wing still trembling, he lifted his left hand up and scratched her between the ears. “You alright?” he asked softly. “Did it hurt?”

Daring took a slow, shuddering breath as she forced herself to not jump on his crotch. “Y-Yeah, to both your questions.” She blinked several times, her heart racing in her chest. Pulling out a feather was never a pleasant experience, but the way he did it, gently running his fingers up its length before he pulled it out made it feel sensual, almost akin to a lover tending to her most intimate needs. She blushed deeply at the thought, wondering how long she would last before she couldn’t take it anymore. “You know you’re doing me a huge favor, right?”

“Really?” Josh moved on to the next feather, finishing it a little faster this time with the same attention to detail like the ones before it. Already almost halfway done, he noticed that she was quivering slightly. “What... Oh, yeah...” He suddenly remembered how Daring had spoken of the possibility of her becoming aroused. “Never mind,” he said with a blush. He started pitching a tent underwater, and no amount of subtle movement with his legs was going to hide his growing erection.

“Mhm...” Daring murmured back, her eyes laser-focused on the rocks across the pool of water. Many minutes passed in silence as she endured the never-ending build-up of pleasure within her core. She had no doubt her lower lips were puffy, and she was absolutely certain that she was leaking no small amount of arousal into the water.

“I’m done with the first wing,” Josh said, sitting back for a few moments. “How’s it look? Not bad for a first-time preener, eh?”

Daring lifted the soaking wet wing out of the water and inspected each feather, licking each and every one of them and moving a couple back into their proper place. “You actually did pretty good...” Her slick folds screamed at her to give them some attention, and she couldn’t help but give in. With her ears flicking back, she pushed against the rocks that she’d been sitting on and yelped as she brushed against a rather sharp and pointy rock. She jumped up, splashing Josh with a lot of water. Unbeknownst to her, she was giving him a clear view of her fully-aroused pussy as she panted softly, waiting for the pain to disappear.

Josh’s eyes widened as water slid down from Daring’s dock, dribbling down both sides of her engorged, puffy labia before it slipped down her inner thighs. Daring’s folds glimmered in the light, her arousal dripping from her delicate, blossoming flower. A wondrous scent assaulted his nose, making his mind go hazy as time seemed to slow down. His erection threatened to burst free from his underwear, almost painfully so as the fabric was stretched to its absolute limit. Wondering if she was doing this on purpose, he almost wanted to lean in and give her slick pussy a nice, long lick, but instead, he bit his bottom lip before he lightly coughed. “Uh... Daring?” He tapped her rear end with his index finger, peering over her butt with a lifted eyebrow.

“Oh my gosh!” Daring sat down as quickly as she could, which just so happened to be on Josh’s outstretched legs. Her eyes widened as she felt his cock brush against her right hind leg, making her jump up again, her pussy once again on full display.

“Hey, relax!” Josh lifted his hands and closed his eyes, trying to block most of the splashing.

Daring scooted away from him and sat down with a furious blush on her cheeks, her heart racing a million miles a minute. She couldn’t bear to look up at him, not after what she’d shown him. What does he think of me now? she thought, her eyes darting back and forth across the pool. He probably thinks I’m some sort of cheap slut... Her ears flicked down at the thought, for she felt that any chance she had at a relationship with him had surely slipped through her hooves. She closed her eyes, clenching them so tightly that little stars appeared in her vision. If only I was a little nicer to him... then maybe... As she felt a tear start to form in the corner of her left eye, she paused as she felt his fingers scratch the base of her ears. “What’re... What are you doing?” she asked softly, her breath catching in her throat.

“Making sure you’re okay,” Josh said softly. “You, uh... looked a little pent up, and this was the first thing that popped into my mind to help you calm down.”

“Thanks...” Daring couldn’t help but let a bashful smile slide on her face. “And sorry about that, I really didn’t mean to show you, well... everything.”

“It’s fine, I didn’t mind,” Josh said with a laugh. “So... lemme guess: my preening got you so worked up you tried to masturbate on a sharp rock?” Daring’s blush deepened twofold, giving him the answer he was looking for. “Heh, thought so.” Daring’s blush deepened further. “You know...” he sat back, letting his left hand slip from her head as he scratched the back of his neck with his other hand. “If you want, I can help you blow off some steam.”

Daring giggled at that. “Nice pun, but...” She glanced around, even though she was sure that they were alone, then bit back a whimper as she thought of the possibility of turning him down. She needed some release, and he had just offered her what her body and mind yearned for. “What would you do?” she asked, her voice soft, quivering, yet full of restrained excitement.

“Whatever you want me to do,” Josh casually replied, looking her dead in the eyes.

Daring studied his gaze and facial expression for several seconds, searching for any signs of trickery or ill-will. “You... You wouldn’t tell anybody, would you?” she asked, letting a bit of hopefulness into her voice.

“Of course not. I don’t kiss and tell, but I do have one condition.”

Daring’s shoulders slumped and her smile faltered. “What is it?”

“You have to let me finish preening your other wing,” Josh said with a friendly smirk, knowing all too well that it would only make Daring grow more aroused, and he knew that she knew that as well.

Daring grinned as she stepped over him, letting her tail teasingly brush against his cock. “Very well, then.” She sat down on his lap and leaned against his chest, feeling his cock press against her lower belly. She held out her wing for him to tend to, blushing harder as she felt his cock twitch every couple of seconds.

Josh made quick time with her left wing, leaving her a squirming, trembling mess of a mare as she could do nothing but sit in place until he was finished. When he was finally done, she inspected her wing and was pleasantly surprised to find that her wing was restored to its former glory, save for the fact that it was soaking wet like another more intimate area of her body was. “Wow, you sure got the hang of this pretty quick!” she said with glee. Looking up into his eyes, her breath caught in her throat as she realized how close their heads were. She licked her dry lips, cleared her throat, then said, “Maybe I’ll have you preen me again sometime soon...”

“I’d like that a lot,” Josh said, brushing a bit of wet mane from Daring’s face. He was mildly surprised when she leaned in and nuzzled the side of his neck, the tip of her ear brushing against his cheek as she hummed softly in content. “Heh, what was that for?” he asked as she sat back.

“That’s how ponies tend to show their affection and thanks,” Daring said, looking anywhere but at him. “So... about your offer...” She bit her bottom lip again, waiting for him to say something as she flicked her eyes back up at him.

“Yeah?” Josh felt his briefs tighten again as his erection returned to full mast. “Like I said, whatever you want me to do.”

“Is your, uh... tool clean?” Daring asked, her gaze sliding down his body until her eyes rested on his underwear. “You did kinda jump in the tar after me...”

“Heh, wanna check for me?” He stood up, hooked his thumbs around his boxers, slid them down, stood up, then let Daring get her first look at a human penis.

Her eyes went wide as his cock finally sprang free from his underwear. “It’s bigger than I thought it’d be...” she murmured as she leaned in, giving it a few tentative sniffs. “Glad to see it’s not covered in tar, too,” she said with a chuckle. Her tail hiked up in the air as she licked her lips, her blush returning in full force as her ears flicked back.

“Yeah, same!” Josh said with a laugh. “So... about me helping you blow off some steam...” He grabbed his cock at the base, slowly stroking it up and down as he looked Daring in the eyes.

“...Yeah?” Daring breathlessly asked, her eyes locked on his cock. “Oh! Yeah, um...” She turned around and settled down on the edge of the small pool, finding a comfortable position for her belly. Flicking her tail up and away, she let a sheepish smile slide on her face as she furtively looked over her shoulder. “Could you, uh...” She wiggled her hips, then spread her hind legs for him. “You know...”

“You don’t have to worry about a thing...” Josh said. He knelt down behind her and teasingly dragged a couple of fingers ever so lightly across her left wing, smiling as she moaned softly, her left hind leg quivering as her back arched.

“Come on...” Daring muttered. “You spent at least half an hour preening my wings. They definitely do not need any more attention!” She flicked her mane, then pushed her butt back a little. “Don’t you think I’m aroused enough already?”

“Fair point,” Josh said with a chuckle. Leaving her wings alone, he pulled Daring’s labia apart with his thumbs, feeling every little twitch of her body caused by his tender touch. Glad that he’d trimmed his fingernails the night before, he slid a couple of fingers inside of Daring’s sopping wet pussy, wiggling them all around.

“Sweet Celestia...” Daring clamped down on his fingers as her wings fluttered at her sides. His fingers moving about inside of her was unlike any other sensation in the world, and she knew that she was going to enjoy each and every moment of it to the fullest extent possible. Wondering what could be better than two fingers, she was pleasantly surprised when he slid a third, then a fourth finger inside of her. She couldn’t help but clamp down on them all as a pleasurable shiver ran up her back, emanating from her core.

When she finally let go, her eyes went wide as she felt his thumb rubbing against her clitoris. Her eyes clenched shut as she moaned like a mare in heat, loud and proud. With her nethers begging for more, she opened her mouth to ask him to go faster when he did exactly that, pistoning in and out of her. After what felt like forever, he stopped with his fingers as far as they could go, spread his fingers out as wide as he could, then slowly dragged them all the way out. A whimper forced its way past her lips as she grimaced, feeling terribly empty. “Josh... please...” she whined. “I was so close...”

“Good...” Josh said, standing up behind her. He mounted her, grabbing her by the hips and pushing her into a better position.

She shot him a sly look, knowing exactly what he was planning on doing. “Well, what’re you waiting for? It’s not nice to keep a mare waiting, after all.”

“Is that so?” Josh asked with a smirk. “Well, we best not waste any more time, shall we?” He lifted his sopping wet fist up to his nose and took a deep whiff, his mind going all fuzzy again as her sweet scent made his cock even harder. With her eyes locked on him, he licked each finger clean, always keeping his gaze locked with hers. Her taste drove his mind, body, and soul wild with lust. The desire to please his new lover arose to the forefront of his mind, pushing all other thoughts away. He grabbed his thick cock by the base, lined it up with her dripping pussy, then pushed it inside of her. “Anybody tell you how good you taste?” he asked, sliding his tip in and out of her entrance, knowing that it would drive her absolutely crazy for him. Her warm juices dripped from his cock, the scent of his arousal overwhelming his senses.

“N-No!” Daring said rather sheepishly. “I’d say go easy on me because this is my first time, uh, well... having sex with a human, but I can’t wait any longer!” Without waiting for him to respond, she made sure his tip was inside of her, then pushed her hips back as fast as she could. Her eyes went as wide as they could as a wave of pleasure raced through her body, almost akin to a small orgasm. As her pussy adjusted to his rather thick size, Daring wiggled her hips back and forth, smearing her juices all over his crotch.

“Wait, this is your first time with a human?” Josh asked, gently grabbing her haunches. He pushed her twitching tail out of the way as he reached down, massaging her right cutie mark with the palm of his hand. “I would have gone easier on you if you had said something earlier...” he said with unease. “I guess that kinda explains why you’re so tight, too.”

“Well yeah, I don't really like any of the other humans here,” Daring panted out, his cock still lodged deep in her pussy. “But... you’re different,” she said, her tongue lolling out of her mouth as she felt an overwhelming heat build up within her core, making a few small beads of sweat appear on her brow, no doubt caused by the hot water they were fucking in. She shot another sly glance over her shoulder as she clamped down on his throbbing length. “Remember what I said about keeping a mare waiting?” she asked softly, teasingly flicking her tail against his face.

“Yeah, yeah, I remember.” Josh made sure his grasp on her rear end was firm, pulled back as slowly as he could, then rammed back inside of her, his balls slapping against her clitoris.

Daring’s mouth formed a small, tight ‘O’ as she felt his smooth tip glide against her G-spot. “Gods above, this is better than any treasure hunting...” she muttered under her breath, wondering if she truly believed such words. Each accompanying thrust convinced her that it was. “So... am I your first?” she asked, praying to Celestia that she was, knowing that it would only make this moment more special.

“Nope,” Josh said without thinking, settling into a steady, rhythmic fucking. He leaned down over her back, placed a hand next to her left foreleg, then teased her right wing with his other hand, always keeping the same rhythm.

“...Oh.” Daring’s shoulders slumped a little bit, and she hoped he hadn’t noticed that. Feeling his fucking slow down a tad, her ears flicked back as she realized that he had.

“You are my first mare, though,” Josh added, picking up the pace. "And I couldn't think of anypony more special." Feeling himself start to grow a little tired, he picked up the pace, knowing he had to help her finish before he blew his load.

“Oh! Okay...” Daring said, her ears perking up at that. She felt butterflies flit about in her stomach, and her tail swished back and forth until he felt him grab her dock, holding her tail off to the side. “You sure do know how to make a mare feel special, don’t you?” she asked softly, a sly smile dragging the corners of her lips upwards.

“You have no idea...” Josh murmured as he laid a kiss on the back of her head, right between her ears. He ran a finger as lightly as he dared down the small of her back, down the side of her right hind leg, then finally stopped on her clitoris. Wetting that finger with no small amount of her arousal, he drew small, fast circles on her clitoris, pushed down on her lower belly with the palm of his hand, and grinned as he felt her shiver in his grasp. “You want me to finish inside of you, or...”

“I-Inside!” Daring nearly screamed, her folds getting even slicker at the thought of his balls pumping his hot seed into her pussy.

Josh grinned as Daring moaned louder and louder, her cries of bliss echoing through the trees. He knew she was close, so he fucked her with reckless abandon, as if his life depended on her achieving release, and several seconds later, he felt her clamp down on his cock much tighter than before. “Geez, Daring...” Josh murmured, suddenly struggling to keep up his pace.

“Just... a little... Nggh!” Daring cried out, her pussy rippling along his length as he kept fucking her. Her hind legs lost what little strength they had left, making her lose her grip on the rocks below. It felt as if he was going to slip out of her moments before what she considered the best, and naughtiest part of sex, but he grabbed her haunches and yanked her up, fucking her senseless. She felt herself squirt once, then twice, her vision going hazy as stars exploded within it. After several passionate and glorious thrusts, he pushed his cock as deep inside of her as he could and stopped. She felt his body’s warmth seep into her rear, and with his twitching balls nestled against her throbbing clitoris, she felt a beautiful warmth explode within her, filling her tight passage up and coating every single nerve ending of her tingling, velvety pussy with his cum. As her orgasm faded away, she collapsed on the rocks below, panting heavily as his balls pumped more and more of his seed within her.

Josh smiled as he pulled out of her, watching his cum dribble from her gaping pussy. He kissed her once on each butt cheek, sat down, then gently pulled her into his arms, her head resting on his left shoulder as he let her recover her senses. He slipped back into the water, and when he felt her nuzzle the side of his neck, he let go of her, letting her settle down next to him. “How do you feel?” he asked softly, scratching her behind the ears.

Daring laid her head on his arm, humming in content. “I, uh... I think we need another bath. And more ear scritches... definitely more ear scritches...” she murmured, a small yawn pushing itself past her lips. And I just might have you stick around for when I go into heat next month...