Serenades of a Siren

by Some Leech

The Opening Act

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Walking up to the apartment door, Anon checked, double checked, and triple checked the note in his hand. He was at the right place, there was no mistaking it, although the confirmation did little to calm his frazzled nerves. Raising a hand, taking a breath to calm himself, he knocked upon the hard, wooden surface.

“Be right there,” a voice from within called, followed by the sound of approaching footsteps.

Shifting in place, he dug his hands into his pockets and waited. The last thing he needed was to look like a bumbling idiot before even stepping inside. With the click of a lock, the door opened and he found himself staring at a daffodil colored young woman with a voluminous, bushy head of orange and gold hair. Clad in a matching violet shirt and skirt, she expectantly looked him over.

“Took you long enough,” Adagio snickered, stepping back to allow him entry. “Please, come on in.”

Anon nodded and walked inside. He could scarcely believe he was inside the Adagio’s apartment. Stepping into the foyer, he turned to face his host. Tall and slim, her slender aesthetic stood in stark contrast to the woman he’d come to know; while she may have appeared to be a quaint high school senior, he knew she was surprisingly cunning and manipulative.

To his astonishment, not even an hour ago, he’d gotten a text from her. Apparently, knowing that the semester’s finals were on the horizon, she’d sought out aid. Be damned if he could explain why she’d asked him of all people, but he couldn’t turn down her request. He knew she was pulling his strings, acting like some damsel in distress, yet the prospect of simply being around her was too good to pass up.

“So,” Adagio began, walking past him towards the couch, “you think you can help me pass our algebra and chemistry finals?” Seating herself, staring intently up at him, she smirked.

Snapped from his reverie, Anon shook his head. “I...I could try. As long as you know the -” he was cut off, as the girl dismissively waved a hand.

“You thought I was talking about studying? Pfft!” she laughed. “No, by help I meant you let me cheat…”

“W...what? No! I can’t do that! Besides, even if I was alright with it, you don’t even sit next to me!” Anon blurted, caught off guard by her proposal.

He’d be more than happy to help her get ready for the test, but cheating was out of the question. For all intents and purposes, were he to let her copy from his exam, he’d be running a huge risk; if they got caught, they’d both fail! Shaking his head, taking a step backward, he dismissed the notion outright.

“It’s not a big deal, Sonata and I could switch seats. Nobody would notice I-” Adagio was interrupted, when her classmate threw his hands up.

“Nope, not gonna happen! No way, no how!” Anon adamantly stated, crossing his arms over his chest. Cute girl or not, he wasn’t going to risk an entire semester of a class on some stupid gamble. “I’ll help you study, but that’s it, take it or leave it…”

Fine, whatever!” Adagio grunted, rolling her eyes in frustration. “Just, have a seat wherever and help me understand this stupid material. I don’t need an A+ or anything, so any passing grade would do…”

A small smile played across Anon’s face, as his host relented. Had she kicked him out, he wouldn’t have been surprised, yet that wasn’t the case. Frankly, he wasn’t really upset about her asking to copy his exam; it wasn’t the first time a student wanted to cheat off of him and he was sure it wouldn’t be the last.

Strolling over to a recliner, situated a few feet from where Adagio was seated, he shrugged off his book-bag. Sitting it beside the chair, he eased himself into the pillowy cushioned seat. He had to say, it was far more lavish than any of the furniture in his house. Glancing over to the girl, inspecting the area around her, he noticed something was missing.

“Where are your textbooks?” he inquired.

Ugh,” his host huffed, pushing herself up and stomping off to a different area of the apartment.

Making himself comfortable, Anon studied the interior of her home and waited for her to return. The living room had a surprising number of nautically themed artwork and decorations, which was interesting, considering he couldn’t recall her ever mentioning an interest in the sea. Hearing footfalls, he dug into his bag and retrieved his algebra book and calculator.

“Alright, we’ll start with the math first, then we can move on to chemistry. Does that sound alright?” he chirped, smiling over at her.

“It sounds boring,” Adagio groaned, hopping onto the couch and tossing the books beside herself. Rolling her head to the back of the recliner, she dragged her palms over her face. “Isn’t there anything I can do to convince you to let me copy your test?” she lamented, peering over at him.

“Not really, but you can buy me a milkshake when you pass. Trust me, you’ll be fine! Just follow along and…” Anon trailed off, as the girl crossed and uncrossed her legs.

Positioned as they were, he couldn’t quite get a peek up her skirt, although he was able to see the creamy, supple flesh of her inner thigh. Moving his gaze upward, forcing himself to look away, he found the girl staring right at him. Curiously enough, despite having been caught ogling her legs, she didn’t appear angry - no, if anything, she seemed somewhat pleased.

“Are you sure I can’t convince you…?” Adagio purred, leaning forward.

The neck of her shirt fell open slightly, allowing him to peer at her chest. To his shock, there was no bra beneath the garment, which meant he could plainly see the uncovered valley between her bosoms. His eyes flitted to her face, where he found her grinning back at him. There was no mistaking it, she was trying to charm him.

Beyond being an outright bombshell, Adagio was a divisive young woman. Amongst her fellow seniors at Canterlot High, she was one of the few who everyone either loved or loathed. As if being attractive wasn’t good enough, she was also a member of a band - the Dazzlings - along with her friends Sonata and Aria.

A great many students admired or pined for her, while an equal number reviled her. Some saw her haughty and domineering attitude as captivating, although a great many found her disdainful treatment of others downright awful. Either way, virtually everyone in the school knew her and held some opinion of her.

Anon, though he tried to remain neutral, had a certain fondness of her. Sure, she could be a bitch sometimes, but she wasn’t that bad. Part of him knew his interest was purely the result of his hormones and youthful urges, though that wasn’t all. He genuinely did adore her, given how talented and good looking she was. If only he could…

“I’ll let you see my tits…” Adagio murmured, snapping Anon to the present.

“I - Uh - well…” he fumbled, utterly failing to form a coherent statement.

He watched, as the girl sat back, grabbed the bottom of her shirt, and nonchalantly started pulling it up her torso. Inch after glorious inch of her midriff was exposed, as the garment galacially moved up her frame. Just before it crept over her bosoms, giving him the slightest glimpse of the underside of her rack, she released her hand. In the blink of an eye, the apparel covered her once again.

“If,” she clarified, giving him a wink, “you let me cheat.”

His mind went into overdrive, as he mulled over the proposition. As badly as he’d like to get a peek of her bare breasts, it wasn’t quite a fair trade. All she was offering was to show some skin, while he’d be putting several months of schooling on the line. No, if she was trying to bait him, she’d have to offer more than that.

“Your naughty bits too,” he muttered, swallowing hard.

“Excuse me?” Adagio spat, taken aback.

“I...I…If I’m going to let you copy my exam, I...I want t...t...to see you n...naked,” Anon stammered.

For all he knew, judging from the shocked expression the girl bore, he may have been the first person to ever ask be so forthright with her. His mouth felt like it was full of sand, his loins stirred, and he could feel sweat beading on his forehead. Even if she shot him down, he could rest easy knowing he’d done his best to get a glimpse of the divine.

Ho ho ho,” she chuckled, reclining in her seat. “Bold move, if I do say so myself. I’ll tell you what,” she continued, leveling a finger at her guest, “I’ll show you mine, if you show me yours…” Slowly, her digit lowered, until it was pointing to his crotch.

Anon’s peered downward, until his eyes settled upon the tented fabric of his pants. He wasn’t all that stunned, given the salacious direction their conversation had taken. Considering his options, he shrewdly rubbed his chin. On one hand, he’d get a full view of possibly the sexiest girl in school’s body; on the other, he’d have to give her a display of his own.

“Fuck it, why not,” he sighed, giving in to the temptation. Surrendering, jamming his calculator and book back in his bag, he gave her his full attention.

A smug smirk split Adagio’s face, as she grabbed the bottom of her shirt with one hand. Extending one arm, she hauled the garment up and over her torso, allowing her bosoms to swing free. Tossing the blouse to the side, interlocking her fingers above her head, she gently swayed her chest from side to side.

Watching Adagio’s tits languidly swinging back and forth, Anon was at a loss for words. Easily a C or possibly D cup, they were perfectly proportioned to her frame. Bronze in color, dark areola surrounded the girl’s perky nipples. The parched sensation he’d been feeling disappeared immediately, as his mouth began to water.

Hmm hmm hmm,” she tittered, eyeing him heavily, “and this is only the appetizer.” Lowering her arms, cupping one breast in each hand, she pressed her pressed her knockers together. “Just think about how good they’d feel around that throbbing cock you’ve got tucked away in your pants…”

The mere mention of Anon’s equipment was enough to make it twitch involuntarily; as if sensing her siren’s call, it railed against his trousers, desperately seeking release. The thought of getting a tit job from her was extraordinarily appealing, even if it was likely just a tease. Releasing her boobs, folding her hands over her lap, she nodded towards him.

“Your turn…” Adagio whispered, shooting him a wink.

As excited as Anon was, the idea of whipping out his dick caused him to pause. He had perilously little experience in the bedroom, and he’d certainly never nonchalantly pulled his cock out in front of anyone, so his anxiety spiked. Even though he knew he was at or slightly above the average size, the last thing he wanted was for her to mock him. Still, a promise was a promise.

With trembling fingers, he unbuttoned his pants and pulled at the fly. Like a beast roused from its slumber, his manhood leapt from its confines. Knocking aside his boxers, springing free, his member proudly stood. Giving it a few cursory strokes, ensuring it was at full size, he smiled sheepishly up at her.

Oh ho! Not what I was expecting,” she noted, inquisitively raising one eyebrow.

“It’s not that small…” Anon meekly rebuked, his self-confidence wilting under her comment.

“No, no! It’s quite impressive, but mine’s bigger…” she conceitedly stated, flashing a toothy smile at him.

Her assertion immediately raised a number of questions, leaving Anon to wonder exactly what she meant. Before he could ask for clarification, the girl coolly stood and unzipped the side of her skirt. Squirming in place, hauling the garment down her deliciously plump thighs, he was greeted by an exceedingly odd sight. Her groin looked off, though he had a hard time explaining it.

Between her thighs was an odd, meaty bulge, with what looked like a pair of ripe, exceedingly swollen orbs on either side of it. Gradually stepping to the side, spreading her legs, an absolutely prodigious log of flesh unfurled. Witnessing it flop down, nearly reaching her knees, Anon’s eyes went wide. For some reason, Adagio had the most insanely huge cock he’d ever seen.

The damn thing had to be nearly as long as his forearm and about as thick as his wrist. Beyond the fact that she had a dick at all, it was unquestioningly inhuman. Amber hued skin covered its length, from trunk-like root to bloated tip. Unlike a person’s, the head was blunt and flared, looking not unlike a battering ram. Anon had seen similar appendages before, but only on…

Ay dios mio...She’s got a horse cock…” he reverently breathed.

He’d read about dickgirls before, and seen them in illustrated porn, yet he’d had no way of knowing Adagio was one. She must have kept it tucked around her groin and secured beneath whatever undergarments she could find that could support such a titanic package. Regardless of the whys and hows, there was no denying that it was the most beautiful equipment he’d ever laid eyes upon.

“Looks like love at first sight,” she giggled, taking a step closer. Walking forward, swaying her hips from side to side, she didn’t stop until she was standing right in front of her guest. “If you like it so much,” she cooed, wrapping her fingers around its thick base, “how about you give it a little kiss.”

Anon blinked, as his mind fought to comprehend what he’d heard. There he was, in the apartment of an exceedingly attractive young woman - who happened to have a set of equine genitals - and he’d been offered the chance to play with them. Any semblance of reasoning or rationale could wait; for all he knew, he’d just been offered a once in a lifetime opportunity.

Remaining seated, he spread his legs and reached out. Delicately resting his hands on her waist, he moved his head towards her nethers. The first thing which struck him was the smell; earthy and pungent, but not unpleasantly so, the girl’s scent was ambrosial. It was feminine, yet held a hard, powerful edge, spurring him to continue.

As he drew nearer, the heat of her junk radiated to his face; warm and inviting, it begged for him to continue. Closer and closer he drifted, until his nose bumped against its trunk. Stars above, between Adagio’s bouquet, her impressive size, and smug demeanor, he couldn’t help himself from…

Mmmmm,” she hummed contentedly, leering down at him, as his tongue dragged along her length.

Cloying and salty, the flavors of Adagio’s unwashed member danced over Anon’s taste buds. Kissing and licking his way up her length, as it steadily became erect, he couldn’t help but marvel at the velvety feel of her skin on his lips. Sheathed in satiny skin, its interior grew rigid and stood proudly beside his face. All the anatomy was seamless, ruling out the possibility of it being some sort of prosthetic or surgical augmentation, though that only poured more fuel on his growing interest.

The sensation of her fingers through his hair, when he reached the head of her shaft, was all the blessing he needed to proceed. Opening his mouth, clutching it mid-length, he guided it into his eager maw. That moment, as he dug his tongue into her urethra, left him at a bit of a crossroads. Part of him wanted to close his eyes, to avoid looking at her, while he did his best to fellate her; a different, slightly masochistic portion of himself wished to peer up at her, to see the condescending look in her eyes.

Bobbing his head, working the first few inches of the massive tool, he peeked upward. There, standing above him, Adagio affixed him with an arrogant sneer. Seated there, slobbering on her shaft, a curious mixture of shame and arousal surged through him. Humming, working the sensitive underside of her prick with his tongue, he didn’t look away.

“Look at you! I would never have guessed you’d be such a hungry little cock sucker!” Adagio scoffed, holding a hand to her mouth. “If you do a good job, maybe I’ll -”

“Y...you’re beautiful!” Anon bleated, retracting his head and freeing his mouth. “I’ve always dreamt of finding a girl like you. You’re confident, gorgeous, and you have the voice of an angel!”

Adagio paused and her eyes widened, at his admission. The barest traces of a blush crept to her cheeks, reddening them ever so slightly, as she gazed at his face. “Y...you’re just saying that because…” the protest died, when she noticed a pleading look in his eye.

“No. I’ve always admired everything about you. Holy hell, the fact that you’re hung like a donkey only makes you even more perfect!” Anon shamelessly declared, locking eyes with her.

It was true, he’d had a bit of a fascination for dickgirls. As embarrassing as it was, he’d gone so far as to buy a few rather large dildos to fuck himself, with while fantasizing about being with such a beautiful creature. Sure, he was well aware of trans women, but this was completely different. There was no reasonable explanation of why Adagio would have a functional horse cock, but he was hardly going to complain.

“I…” Adagio faltered, breaking eye contact. Petulantly crossing her arms and looking to the side, she exhaled frustratedly. “I didn’t say you had to stop…”

Seeing her pouting face, noting her rosy cheeks, Anon’s lustful determination blazed brighter than ever. Slipping her length back into his mouth, he committed himself to the task. Stroking her with one hand, while fondling her pendulous balls with the other, he hummed around her shaft. Maybe it was due to his skill, or perhaps his confession, but he was soon graced with the first drops of her viscous pre-cum.

Inhaling through his nostrils, he applied vacuum on the backstrokes. Though he may have never actually sucked a dick before, he’d watched a lot of porn. Simply having a cock himself aided in his endeavor, given that he knew where all the sensitive areas were, plus he may have practiced sucking an equine themed sex toy he’d bought on the internet. In the end, maybe due to some combination of all the factors at play, his efforts were rewarded by the slightest whimper from above.

Drawing to a halt, Anon gazed up at his host. Adagio stared down at him, gnawing her lip, as she watched him service her. Looking back at her, an insidious notion took root. If she wanted a show, then he’d give her a show…

Taking a deep breath, he relaxed his throat, opened his jaw as widely as possible, and rammed his head forward. The blunt tip wormed into his gullet, causing him to cough and sputter around her shaft, yet he persisted. Like his father had always said, ‘no job was worth doing, unless it was worth doing well’ - and so, he literally choked himself on her girthy member.

“H...holy shit,” Adagio astoundedly mumbled.

Clamping his eyes shut, giving the herculean task every ounce of his effort, Anon endured. Mercifully, though she was fully erect, her tool maintained a certain amount of pliability; it was hard, yes, but just malleable enough to allow him to fuck his face on her loins. Pistoning his head back and forth, feeling his lungs begin to burn, he realized he’d have to withdraw.

Rearing back, hauling the colossal dong from his esophagus, he coughed. Continuing to crank its length in his hand, a strand of saliva and pre-cum connected him to Adagio’s prick. Inspecting it, noticing he’d made it less than half way down its length, he felt defeated. Glancing up at her, he affixed her with an imploring look.

“I...I can do better, I promise, I just need more practice,” Anon lamented.

Interestingly enough, Adagio looked almost remorseful. Stroking his cheek with her hand, she took a step backward. “I...really wasn’t expecting you to be so into this…”

“Why wouldn’t I be!” Anon attested, bolting to his feet. “You’re perfect…” he sighed, exasperatedly smiling at her. “Anyone would be lucky to have you as a girlfriend, giant dong or not.”

Adagio’s blush deepened, her cheeks turning a bright crimson, as she knit her brow. “Y...You’re just saying that.”

“No, I’m not,” Anon pressed, shaking his head. Standing, taking a step closer to her, he reached up and softly placed his hands on her shoulders; though she fidgeted slightly, she didn’t move. “Why do you think I came over to help you…”

“I...I…” Adagio fumbled, failing to find the right words. Peering to his face, meeting his eyes, she swooned.

Standing there, staring at one another, the two lost themselves. It was a magical moment, one which neither had experienced before. Strange though it may be, between a young man and otherworldly traveler, something sparked between them. Little by little, Anon moved his face towards Adagio, until they were but a hair's breadth apart. Feeling their breath upon one another’s lips, they kissed.

Feeling the girl’s taut muscles slacken in his grip, Anon was emboldened. Stepping forward, pressing his chest to her, he drove her back. She stumbled, falling into a seated position on the sofa, but he wasn’t far behind. Following her, he snaked one legs between hers and leaned in, maintaining their kiss.

His manhood was pressed upward, between he and Adagio’s abdomens, along with her mammoth stallionhood. He wanted her - no - he needed to feel her against his bare flesh. Pushing himself away, tugging his shirt up and over his head, he felt something at his waist. Freeing himself of his top, he flung it to the side and peered downward.

Adagio, seizing the initiative, was steadily drawing his trousers and boxers down his legs. Wriggling in place, he aided in her efforts. In a matter of seconds, his pants dropped to the floor, allowing him full freedom of movement. Stepping out of his discarded slacks, he lifted one leg and rested his knee on the couch, before full mounting her body.

Straddling her, he raised his hips and torso; Adagio’s turgid length sprang between his thighs and nestled between his bun. Glancing to her face, noting the captivating combination of anxiety and excitement on her features, he smiled. Considering how worked up they both were, what with her diamond-like tool resting on his pucker, he knew exactly what to do.

Steadying himself with one arm, Anon reached behind himself. His fingers danced over the sinfully soft exterior of her shaft, as he guided it to his entrance. Though there wasn’t any lube, her tool was slathered with a cocktail of pre-cum and saliva; it wasn’t much, but it would have to do. Steeling himself, holding it to his backdoor, he bore down.

Carefully, he lowered himself, applying more and more of his weight against the meaty pillar beneath him. Wiggling his tush, doing everything in his power to get it inside himself, his resolve paid off. With a resounding Pop, the first few inches of her cock buried themselves in his ass. The pair froze and gasped, as they were each rocked by the sensations the other afforded.

Adjusting to the intrusion, Anon fixated on Adagio’s face; she really was a sight to behold. Her countenance, wreathed in her frizzy hair, peered up at him. Languidly, he continued his downward descent, gradually impaling himself upon her tool. He grunted, as her medial ring pummeled its way into him and snaked past his prostate.

“Oh fuck…” Adagio wheezed, while her length disappeared into his rump. “H...how in the hell can you do this? I didn’t think people could - Mmmmph - handle something so big this easily?”

Anon’s face went flush, as he bashfully averted his eyes. “Practice, I guess…” he admitted, laughing to himself.

Fully seating himself on her lap, feeling her ripe balls against his bottom, he gave himself a moment to acclimate. While he’d been able to fit all of her, it was a still a monumental accomplishment. It probably helped that he’d had a protracted toying session the night before, yet the insertion was still extraordinarily intense. Grabbing the couch to either side of her head, he slowly raised his waist, freeing the base few inches of Adagio’s shaft from his vice-like grip, before rocking back down.

Like some titanic engine, Anon started lazily bouncing on her lap. Even though their position didn’t allow all that much movement, he had enough to work with. Up and down, he pistoned himself on her thick shaft, throwing in the occasional gyration here or there. As his body conformed to her, warming up to her size, a blissful warmth began to overshadow any discomfort.

It almost felt like Adagio was made for him. The girthy ring of skin on the lower portion of her dick perfectly accosted his prostate with every plunge. Before he knew it, he was breathing heavily and leaking pre-cum onto her belly. Closing his eyes, relishing the feeling of having his depths plumbed, his body lurched forward.

Apparently, Adagio wasn’t content with sitting idly by. Firmly grasping his waist, she bucked her hips upward. Synchronizing her movements to his, her nuts slammed against his backside, evoking a stifled whimper of pleasure from Anon. The sensation of an actual dick inside of him was vastly superior to any sort of sex toy he could imagine, so having someone fuck him was the most mind-bendingly satisfying thing he’d ever experienced.

Faster and faster the couple moved, crashing their bodies to one another. Clenching on the upstrokes, Anon milked her shaft as best he could, yet Adagio wasn’t without tricks of her own. Leaning in, pressing her face to his chest, she bit and suckled upon one nipple, while freeing one hand to twist the other.

Doing everything in their power to endure, while each fought to pleasure the other, it was a race to the finish. Adagio and Anon embraced, holding tightly to one another, as their movements became frenzied and lost cohesion. Resting his face on her shoulder, he passionately bit her neck; the abrupt combination of pleasure and pain spontaneously pushed the girl over the edge.

Crying out, wrapping her arms around Anon’s chest, Adagio rammed every bit of herself into his stuffed hole and pulled him downward. He could feel something shifting within him, while the tip of her stallionhood violently flared to nearly double its original size. As if that wasn’t insane enough, his gut gurgled angrily, as what had to be pints of cum surged into his depths.

The added heat and pressure of the deluge proved too much to bear. Gnawing his lip, mewling like a whore, Anon came. Ropes of spunk shot from his rigid prick, spatting over Adagio’s tits, neck, and face. Despite having screwed himself with a number of toys before, he’d never been able to achieve a hands-free release - that was, until that very moment.

Awash in ecstasy, with raw pleasure coursing through every fiber of his being, his body gave out. His arms and legs went limp, as he draped himself over her. It was all he could do to drag air into his lungs, panting and wheezing atop her - though, to be fair, Adagio wasn’t in much better shape.

Breathing heavily, languidly stroking his back, her muscles relaxed. Bringing her nose to his ear, she gave him a small kiss. It was a sweet gesture, standing in stark contrast to the brutal fucking she’d been giving him mere minutes ago, and it caused him to stir. Shakily pushing himself up, Anon wearily stared at her face.

“I - Cough - I want to date you…” he croaked, punctuating his statement with a peck on her cheek.

Somehow, Adagio’s blush deepened. She opened her mouth to speak, but almost instantly closed it and gave him a subtle nod. Anon couldn’t be sure why she hadn’t said anything, but he considered the small signal as a confirmation. Grinning from ear to ear, he rubbed his face into her neck.

“You think maybe we should shower?” he asked, savoring her warmth within him.

“Yeah…” Adagio eventually admitted, shifting slightly beneath him. “B...but don’t think I’m gonna clean this up myself! It’s mostly your fault…”

“Oh?” Anon quipped, glancing up and over at her pouting expression. “I didn’t hear you complaining,” he added, giving her a wry smirk.

“S...shut up,” she halfheartedly protested, looking away in consternation.

Smiling to himself, feeling her length soften within his abused and exceedingly tender hole, Anon hummed contentedly. Not only had he found the girl of his dreams, but she hadn’t shot down the proposal of a relationship; hell, even if things didn’t work out, he considered himself lucky for bedding a woman of her caliber. Basking in the post-coitus euphoria, their bodies entwined, the two were left to wonder what the future held for them…

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