The Big Night

With moonlight pouring through the window at his back, seated naked on the edge of his bed, Robert drew a deep breath, held it for a moment, and shudderingly exhaled. A maelstrom of emotions swirled within him, leaving him in a perplexing state. On one hand, he was elated that this night had finally come - on the other, he didn’t think he’d ever been more nervous in his entire life. Having sex with anyone for the first time was almost always a nerve-wracking experience, but this was so much more complicated than that.

For starters, and admittedly to his embarrassment, he’d never gotten laid before - secondly just as, if not more importantly, his first time was going to be anything but ordinary. Neill Armstrong had been the first man on the moon, Alexander Graham Bell was the first person to use a telephone, and he, as far as he knew, was going to be the first guy to get busy with a mythical creature. Glancing over at his nightstand, he was given some measure of calm when he saw her picture.

Her name was Smolder, and she was an absolute peach. Though he’d freely admit that he didn’t know how he’d ended up in the land of Equestria, why nobody knew what humans were, or what had brought him to a world filled with magical, sapient creatures that seemed to come straight from a children’s book, he was sure of one thing - without her, he would have probably wound up in a loony bin. As his memories shot back to the moment they’d met, a contented sigh escaped him.

He hadn’t thought much of her at first - well, aside from the fact that Smolder was an honest to goodness dragon, although that changed rather quickly. Unlike most of his fellow students at the School of Friendship, something comparable to a high school back on Earth, she was less than reserved about asking him questions. Most of his fellow classmates treated him cordially, possibly out of courtesy, apprehension, or some combination of the two, but not her - not by a country mile.

“You naked yet?” a voice blared, shaking him from his thoughts.

Peeking down his bare chest, he shifted his hands over his groin. “Yeah? I mean, isn’t -”

“Darn it,” she cursed. “I was gonna tell you to strip for me.”

“I…I mean, I can put them back on,” he sputtered while fumbling for a pile of his discarded clothes.

“Nah, don’t sweat it,” she grunted as the bathroom door swung open.

Turning and looking to the far side of his room, Robert went motionless. The sight of her, wreathed in gouts of steam and backlit by the light behind her, gave her the appearance of an angel - actually, no, more like a devil, but she was enthralling all the same. Her eyes, like twin, cat-like topaz, shot to his face as her lips curled in a fanged smirk.

Cocking one hip, she put herself shamelessly on display. “Staring kinda hard there, Robert…”

“I - uh…” he croaked, looking away as the spell was broken. “It’s j…just that -”

“I didn’t say you had to stop,” she chuckled. Strutting forward with a sway in her step, she came to a stop directly before him. “Not like you haven’t seen me naked most of the time, but it’s whatever. Better drink it in while you can, buddy, because we’re gonna be doing a lot more than just looking…”

Robert’s mind raced while his heart hammered a thunderous drumbeat in his chest. They’d been unofficially dating for over a semester, the first half of their senior year, and they spent more time together than they did apart - still, never in his wildest dreams would he have thought it would come to this. Trying and failing to slow his breathing, he looked her over from top to bottom.

The amber scales covering her from horned head to clawed toe gave way to gold on her belly and chest, an orchid frill ran down from her head to between her shoulder blades, and a pair of wings sat tucked against her back. Though she was anything but human, she was alluring to a fault - still, her looks were far from her strongest feature.

She was only a few feet tall, with the top of her head coming just above his waist, but she was a real spitfire - quite literally at times. What she lacked in size she made up for in attitude, making her a draconic tomboy of sorts, and it hadn’t taken him long to fall head over heels for her. It was only natural that she’d become his first friend in Equestria, given how bold she was, although he couldn’t have fathomed that their relationship would turn out the way it had.

Thrusting her hips forward, Smolder ran a taloned digit down her flat, featureless chest, over her belly, and to her loins. “Bet you’ve been dreaming of getting some of this ~ huh?”

Robert’s mouth set to watering and blood surged to his nethers as he watched her spread herself. It only made sense that she didn’t have the same naughty bits as a human, in spite of having a similar form, but he’d be damned if seeing her spread her cloaca didn’t get his motor running. Rosy and incredibly moist, standing in stark contrast to the rest of her, her depths sang a song to the most primal parts of his brain.

“Yeah,” she mused, lifting and licking her fingers clean, “that’s what I thought. Your turn, stud.”

The second she reached out and placed her hands on his knees, he started. He’d known this was coming, especially since he was the only student at the school who didn’t attend classes or strut around in the buff, although he’d never shown off his manhood to anyone. Keeping his hands over his turgid length, he anxiously laughed.

Undeterred, she smiled up at him and attempted to prize his legs apart. “Don’t tell me you’re chicken…”

“P…promise…” he wheezed as his voice cracked. “Promise you won’t laugh.”

She relented, if only just, and rolled her eyes. “Not like I was going to do that anyways, but I promise. Now gimme…”

With a speed and strength belying her relatively diminutive stature, she prized his knees open and went completely still. Her eyes widened, her pupils shrank to thin slits, and her jaw hung slack. This was either really good or really bad - regardless, her stunned reaction to seeing his package did nothing to soothe his frazzled nerves.

“Dude…” she breathed, lifting her gaze to his face.

Meeting her eyes, he swallowed hard. “Y…yeah?”

“You’re bucking huge,” she gasped while gawking at his manhood. “How the hay were you hiding this thing?!”

“I - um - pants?” he warily replied, genuinely unsure of what to say.

The good news was that she was obviously impressed with what he was packing - the bad news was that another problem, one he’d tried not to consider, reared its ugly head. Considering the disparity of their sizes, there was no guarantee that they’d be compatible - worse still, they were both rank amateurs when it came to amorous affairs. Hesitantly moving his hands to his sides, he reclined and allowed his dick to spring fully into the open.

Smolder didn’t budge, utterly mesmerized by his manhood, while a bead of drool crept past her lips and gradually made its way down to her chin. Ordinarily speaking, she was completely unflappable, acting totally cool and reserved under otherwise worrying circumstances, so to see her in such a dumbfounded state was jarring - yeah, he was flattered, but he didn’t want to get ahead of himself. As she eventually came to her senses and wiped the saliva from her face, a question bubbled to the surface of his mind.

“So…” he began, “what’s the plan here?”

“I…” she trailed off and narrowed her eyes. “We’ll figure it out, but I’m sure as heck gonna get a closer look at that monster of yours.”

The moment she finished speaking, she stepped forward and wrapped her fingers around the base of his length. Simply having someone other than himself touch his junk was enough to send a thrilled bolt surging through him. He’d hoped she’d have a plan, mostly because second-guessed himself more times than he could count over the days leading to this night, although it appeared as though they were going to have to wing it.

He suppressed a shiver as gently stroked his length. A dragon’s hide wasn’t much rougher than that of a human, although it was substantially warmer. Peering down his chest, he marveled at how big he looked in her hand. While he wasn’t exactly hung like a horse, only being slightly above average in the dangly department, seeing his dick held in her little hands.

Relaxing her grip and reaching lower, she gingerly cradled his balls. “These don’t bother you?”

“Bother me?” he repeated. “Why would they bother me?”

She shrugged while delicately fondling him. “I dunno - just seems like it’d be kinda stressful having them just hanging there all the time.”

Moments from asking her what she was talking about, it dawned on him. Male dragons, similarly to reptiles on earth, kept their baby-making equipment on the inside. Smolder was doubtlessly familiar with the anatomy of her own species, as well as a great many other mammals that called Equestria home, but he could see why she’d find his package so novel - particularly since this was her first time getting some hands on experience with someone.

“Nah,” he laughed, “it’s not that bad. I’ve had my family jewels my whole life, so it’s ~ what?”

Locking eyes with him, she grinned and ever so slightly tightened her grasp on his goods. “Careful - you start talking about jewels and I might just decide to keep these bad boys…”

A surge of adrenaline shrieked through him. He wasn’t in any real danger - at least, he didn’t think he was, yet something about the glint in her eye and her commanding tone caused his pulse to quicken. While he put his mind to work and tried to come up with a witty comeback, she leveled her attention back on his dick.

“I wonder how much of this I can candle,” she murmured as she grabbed and angled his shaft down at her face.

Without saying another word, she opened her maw and extended her forked tongue. Any reasonable person would have been alarmed by seeing a fang-filled snout gradually inching closer and closer to his manhood, but not Robert - not any more anyways. After all the times they’d kissed, including a few where she affectionately nibbled and sucked on his tongue, he was more than comfortable to trust her with his little soldier.

As she wrapped her lips around his cock-head, he sucked air through his teeth. Dragons, as he’d learned, had a body temperature that was several degrees hotter than most mammals - as such, the downright balmy interior of her muzzle, paired with the sinuous tongue languidly coiling around his shaft, was nothing short of heavenly. With his tension bleeding away, he leaned back and made himself comfortable.

The physical sensation of getting a blowjob was everything he’d hoped it would be and then some - that being said, the spectacle of watching himself get sucked off was the icing on the cake. Smolder’s heavily-lidded eyes never strayed from his face, she used one hand to lovingly massage his balls, and she quietly hummed while slowly bobbing her head. Holy hell - if she kept this up, he wasn’t going to last long at all!

He told himself he should stop her, yet he couldn’t bring himself to do it. Her tongue, her lips, the sinful look she was giving him - they left nothing to be desired. On and on she went, steadily working him deeper into her maw, while his chest started to heave. Reaching out with a hand, finally finding the willpower to bring the foreplay to an end, he made a shocking discovery.

Smolder hadn’t just been tending to his arousal. At some point or another, though he’d hadn’t the faintest idea of precisely when, she’d started getting herself off. Pistoning two fingers out of her taut, slavering sex, she groaned, filled her lungs, and forced her head forward. There was no way - no way in Tartarus she could have planned this out, yet the two-pronged attack of slipping into her gullet and watching her masturbate dealt a ruinous blow to his already waning constitution.

He didn’t just skyrocket to the limits of his endurance - no, he was launched past them with reckless abandon. In that instant of comprehension, understanding that he was going to blow his load, he found himself facing a torturous decision. Either he let her do as she pleased with him, and in so doing asserting her control over him, or he pulled out and put a wrinkle in her scheme - in the end, the choice was obvious.

Sliding back and hauling his wildly throbbing length from her snout, he clutched the base of his cock with one hand. His sudden action caught her with her metaphorical pants down and gave him the perfect opportunity to turn the tables. Grunting furiously while jacking himself off, he sent ropes of thick jizz sailing over her face and upper chest.

“F…fuck,” he croaked as his climax tapered off.

Peeking up at him with a lone eye, Smolder closed her mouth and knit her brow. “Nice…”

Shit - this was bad. All the impishness had drained from her voice, she looked like a freshly glazed strudel, and her expression had become unreadable. Not only had he delivered a mediocre performance, lasting no more than a handful of minutes, but he’d given her a facial that she clearly hadn’t expected.

“S…sorry,” he stammered. “I d…didn’t…”

He fell silent as she held up a clawed finger, snatched the bed sheet he was sitting on, and wiped her face clean. “Gotta say, I’m a little disappointed.”

Robert’s heart sank in his chest. He’d grappled with the possibility that she’d potentially outlast him, but this was just sad. Shaking his head, he pinched the bridge of his nose and turned his eyes to the floor.

“Listen,” he lamented, “it’s not my fault that -”

“Next one’s goin’ in me,” she interjected. Shooting him a wink, she punched his thigh then pulled herself up and onto the mattress next to him. “Actually, hold on,” she grumbled. “Is that a human thing - like, marking your mate or whatever?”

Turning and looking her dead in the face, he blinked. Damn it, he’d nearly forgotten! Leading up to this fateful evening, the night when he and Smolder would take their relationship to the next level, he’d done no small amount of research on draconic courtship. If what he’d read was right, and he had no reason to think it wasn’t, the imperious reptiles held a certain fondness for assertive lovers.

Clearing his throat, he nodded. “Yeah, it means you’re mine - as a matter of fact…”

He twisted in place, slid his hands under her arms, and lifted her from the bed. Aside from needing a bit of time to go another round, proving he wasn’t a pushover was going to be paramount. Placing her on his lap, he shot forward and locked lips with her.

The lecherous assault took her unawares. She stiffened at first, tensing and making a startled sound, although she quickly relaxed when his tongue snaked past her lips and into her snout. As she wrapped her arms around his chest and pushed back against him, giving as good as she got, he softly growled.

Her hushed moan, coupled with the sensation of her sweltering sex pressed against his abdomen, breathed new life into him. He could do this, he could prove he was a worthy boyfriend, and the simple notion of meeting or preferably exceeding her expectations spurred him on. Gliding a hand down her back and around the base of her tail, he gave her toned backside a squeeze.

“B…buck,” she rasped, pulling back and leaving strands of saliva connecting them, “this is so hot…”

“Not as hot as you,” he countered. Listing to one side, he kissed his way up her shoulder and to her neck. “My little firefly.”

She tittered and playfully pushed him away. “I told you not to call me that.”

“Right,” he hummed, “because you think it’s cute and it makes you blush - see, you’re doing it right now!”

“A…am not!” she pouted while petulantly averting her gaze.

He could write poetry about all the wondrous things about her, although seeing a side of her that few others did had to be at the top of that list. While she was glib, not afraid to get her claws dirty, and rather unladylike, she wasn’t without her girlish weaknesses. He couldn’t say what had inspired his little nickname for her, but he knew it, at least in part, tickled her fancy.

Sliding his fingers up the underside of her tail, he brought his lips to her ear. “Are too…”

In a blur of motion, her hands shot to his shoulders and fiercely shoved him backward. He’d long since learned not to underestimate her strength, yet he hadn’t anticipated she’d be using it turning such an intimate exchange. Set off balance, he fell back and hastily tried to right himself - tried because a foot immediately bore down on his chest and pinned him to the bed.

“I’m not blushing,” she insisted, despite the redness in her cheeks.

Unable to keep a straight face, he smiled. “Might want to check a mirror, firefly…”

He was well aware that he was pushing her buttons, and possibly in a way that could bite him in the ass, but he couldn’t help himself. She really was adorable when she was worked up, her face glowing and jaw set. Delighted that he’d ruffled her feathers, he faltered when she stepped over his head.

“Since you like flapping your gums,” she snickered, turning around and broadening her stance, “how about we put that mouth of yours to real use.”

The view of her crotch from below was impeccable, the sort of thing that inspired poets and horny teenagers alike, and it gave him a moment for pause - a moment that was shattered when she began to descend. It didn’t take a rocket scientist to figure out what he was in for, yet he wouldn’t - couldn’t move. Licking his lips, he did the first thing that came to mind.

A part of him longed to remain still, to let her make a seat of his face, but another, vastly stronger piece of him demanded he take action. Primitive portions of his brain, the deepest parts of his id, roared to life as he started to move. Buck it - if he was about to get intimately familiar with her groin, he was going to do it on his terms.

With a firm hold on her hips, he wrenched her downward with enough force to draw a small yelp from her. In the blink of an eye, his head was buried between her plump, deliciously warm thighs. Did he have the slightest bit of experience with eating out dragons? Heavens, no. Was that going to stop him from feasting on her like she was the last meal he’d ever have? No way in hell.

The first thing to strike him, other than the heat bathing his face, was the smell. He’d grown used to her scent after all the times they’d cuddled and hugged, yet the aroma of her arousal was staggering. Like exotic spices and fruits, the melange flooding his sinuses invigorated him. Taking just a fleeting second to reposition himself, he touched his lips to her entrance.

Smolder quaked and fell forward onto her hands and knees while straddling his head. One of the small things he’d had to account for when it came to oral was that her sex wasn’t quite as easily accessed as that of a human. With a thick tail that extended from the base of her spine, her pussy, for lack of a less romantic term, essentially faced forward - be that as it may, their combined burning libidos made it a trivial affair.

Dragging his tongue to her entrance, Robert was given his first taste of her essence. The flavor was exquisitely exotic, so unfamiliar that he struggled to classify it, but it had a curious, minerally tang that stoked the fires of his lust. As he sank his tongue into her, a low, guttural whimper pierced the air.

He’d fretted over how things would go with her, that she may find his amateurish efforts to please her wanting, although those fears were eased when she draped herself over his torso and trembled. She was loving this as much as he was - if she wasn’t, which he very much doubted, she really should consider a career in acting. Lapping at her entrance and, from the studying he’d done, the most sensitive parts of her goods, he clutched her ass and held her firmly in place.

Rolling her hips back and slathering his face with her juices, she lifted her tail. “R…right there…”

The waver in her voice as she spoke confirmed his suspicions and bolstered his resolve. He may have cum first, but he was determined to level the playing field - plus getting her off was just what he needed to recover. What would have normally taken the better part of an hour, the average span before his passion could get his manhood ready and raring to go after busting a nut, was reduced significantly.

Any guy could simply hump away until they were spent, mindlessly and selfishly thinking of themselves, but not him. He didn’t just want to feel good himself - on the contrary, a not insignificant portion of his joy from satiating her bestial urges. On and on he went, fueled by the insatiable desire to be baptized in her nectar. While it was a mystery as to whether she was a squirter or not, he was going to find out.

Gilding the lily, he shifted beneath her. She had a number of weak points that he’d discovered, and he was going to exploit them all. As he stroked the base of her tail with one hand, he wormed the other under her chest. Even without breasts, the upper portion of her torso where bosoms would have lie was wickedly sensitive.

The pitch of her moans raised an octave, she clenched around his tongue, and the tremor in her thighs told him everything he needed to know. She was getting close, even if she didn’t openly confess it, and she had no idea what she was in for. Pushing her to the brink, he took careful note of her breathing and squirming before landing the finishing blow.

Guided by intuition and dumb luck, his tongue sank into her and delivered the coup de grâce. One instant, she went rigid - the next, she threw her head back and howled in ecstasy. Hearing her climactic wail was a symphony, quite possibly the most stimulating thing to ever grace his ears, yet it was just the opening act. In a flash, a torrent of juices erupted from her spasming depths and cascaded over his face.

Her squeal tapered off while she shivered and panted atop him. He’d done it, he’d evened the score, and that only meant one thing. Patting her ass and prompting her to shakily lift her hips, he gasped for air. As gratifying as it had been to be bathed in her essence, it came at a cost - his burning desire to claim her properly.

While she languidly turned and swung a leg over his head, he wiped his face on his forearm. “That good ~ eh?”

“S…shut up,” she rasped, unwilling or unable to concede. Crawling on her hands and knees, she mounted his midsection and rose up. “Don’t get cocky…”

“Oh?” he quipped as he brought his hands to her waist. Guiding her back until his cock-head kissed her entrance, he flashed a smile. “Wanna make a bet?”

Kneeling over his crotch, with his cock prodding her sex, she smirked. “Like what ~ that I won’t outlast you again?”

“That or you’ll be walking funny for a day or two,” he hummed. “So what do you - Nnnph?!”

True to her cavalier nature, not even allowing him to finish his proposition, she threw her weight down and impaled herself - fortunately or unfortunately, her hubris wrought ruination to them both. Smolder gnawed her bottom lip to stifle herself, while Robert did likewise. Just like that, their respective virginities were lost.

Gyrating her hips, Smolder rubbed her lower abdomen. “Y…yeah, I bet you love this…”

Her words said one thing, yet her actions spoke to the contrary. Her blush had returned from a vengeance, her tone lacked any confidence, and she was shaking like a leaf in the wind. Though Robert was totally awestruck by her scalding, sublimely snug depths, he could not - would not let her get the upper hand.

Wading through a sea of bliss, he drove his hips upward. Her eyes rolled to the back of her head, her silken canal seized around him, and a puff of smoke shot from her nostrils, yet she composed herself in a heartbeat. What should have been a tender moment that would stay with them both for a lifetime had taken on a competitive hue.

Smolder bent forward at the waist, freed a portion of his shaft, then slammed her ass back down as she started riding him. “You were - Hah - s…saying?”

The most Robert could choke out was an incoherent grunt as he began moving in tune with her. It was anyone’s guess as to which of them was enjoying themselves more, but he’d bet everything he’d ever own that she was just as enamored with his endowment as he was with her slick, hot snatch. Thrusting up to meet her descents, he bottomed out with every single plunge.

If they stayed together for long enough, which he very much hoped they would, he was going to have to invest in a camera at some point, because the mental image of them going at one another was too beautiful not to capture on film. Bucking on him like a wanton cowgirl, in defiance of her unskilled technique, Smolder succumbed to her carnality.

He couldn’t blame her - in fact, he was in the same boat as her. Every instinct he had screamed at her to go all out, to fuck her until she was a quivering, gushing mass of limbs, yet he held himself back - if only just. Imparting the slightest bit of romance to what was otherwise a fierce exchange, he rubbed her chest and willed himself to slow his pace.

To their mutual mercy, she relented and reined himself in to the smallest degree. Kissing her would have been difficult, seeing as how her head was situated on his lower chest, but that didn’t mean he couldn’t make things slightly more sensual. Gliding a hand up her back and to her wings, he held her close as he continued plowing her.

She kissed his chest and pawed at his shoulders while rhythmically constricting around his pistoning length. He’d be lying if he said she felt better than someone of his species, but he couldn’t see how any human could ever compare to her or what she had to offer. As their eyes met, an unspoken agreement passed between them.

Robert pushed himself up on one arm while Smolder sat up. The standard cowgirl position had been phenomenal, but a seated variant would give them both what they desperately craved. Their bodies entwined, hands grasping at one another, as they deeply kissed.

It was like the final piece of a puzzle falling into place, completing the moment in a way so profound that they instantly knew it was right. Snapping her lips around his waist, she plastered herself to his chest and bounced on his dick while he pounded into her. The struggle for dominance evolved into a give and take, a mutual interest, and it brought them untold ecstasy.

On and on they went, straining their endurance purely for the benefit of each other. Maybe they’d been at it for only a handful minutes, or perhaps it had been closer to an hour - in the end, the small eternity of their embrace, becoming one, proved too much to bear. Sinking her claws into his back, Smolder broke the kiss and bit down on his shoulder.

The tinge of pain from her teeth piercing his flesh, as well as the tsunami of nectar cascading over his upper legs and balls, was the final nail in his coffin. Snaring her in a hug, he buried his face in her shoulder and repaid her fiery favor. He was hers, whether she fully understood it or not, and he genuinely prayed that she would be his for the rest of their days.

Cum surged through his pulsing length, painting her interior and marking her as his mate. No matter what happened, regardless of whether they stayed together for weeks or their entire lives, nothing would change the fact that they’d given themselves to one another. Riding out their mind-numbing ecstasy, they only eventually pulled back, locked eyes, and smiled.

It started with a small chuckle from Smolder, and ended with them both bursting into manic laughter. Neither could argue the sanity of what they’d done, breaching the interspecies barrier while coincidentally surrendering their virginity, yet the absurdity of it all elevated their glee. Ultimately falling back and pulling her down with him, Robert rolled to his side.

“Truce?” he whispered.

Giving a small nod, she rested her cheek against his chest. “Truce…”

He grinned from ear to ear, elated both with himself and his cute little girlfriend, and he hadn’t felt such happiness in - shit, come to think of it, he didn’t think he’d ever been so happy before. Kissing the top of her head, he withdrew his arm as she stirred. He could forgive her if she wanted to get off and clean herself up, but he was going to keep his fingers crossed that the spooning wasn’t about to come to an unceremonious end.

Easing herself off his softening length, she snaked a hand between them and grabbed his dick. “This…”

He gulped. “Y…yeah?”

“This is mine now ~ got it?” she sternly pressed.

It was at that moment, hearing her proclaim her ownership over him, that he felt true joy. She really did feel the same way about him as he did about her! Unable to control himself, he pulled her up and planted a kiss on her lips. He didn’t want to get ahead of himself and declare they were destined to be together forever, but his gut told them they were going to be with one another for a long, long time…