The Stages of Astolfo

“Yes… just a little more. Take it off…”

Adolfo Porrata was hunched over in his creaky computer chair, weakened from years of leaning too far forward on it while partaking in his evening pastime. His indulgence tonight was a video titled “Fate Cosplay: Asftolo Gets Plugged”.  Porn with women dressed up as fantastical characters (cosplay) like this one were always his favorites, though he was unfamiliar with this particular character—the fact their name was similar to his own rubbed him in a fun way. Adolfo was blessed with the titillating image of a pink haired woman with creamy skin and a charming, energetic smile dressed in a black skirt and leggings with a very short, pink-and-white, striped crop top undressing herself, teasingly slow, before a built, fully erect man beating himself off. His eyes would sometimes wander to the men in the porn he watched, wondering if he looked like some of these specimens of manliness, would he have better luck with women? They were such a distraction from the main attraction, the bewitching temptresses ready to be stuffed full of thick, ribbed cock. Man if only he had a dick like that he could easily win over any woman; well if he could get it as far as the bedroom.

Adolfo didn’t consider himself the most attractive of individuals, but he was always unfairly comparing himself to the perfect bodies of the men he saw in his dirty entertainment. He wished his tan skin was as smooth and sleek as the guy’s the women caressed so fondly. He wished his unimpressive body, caught between scrawny and saggy, could look like the absolute units the guys’ were, using their impressive physique to completely dominate their prey. Heck, he’d be fine with even looking like one of those pretty boys women always fawn over. His curly hair left a lot to be desired he felt and he often wished he could pull off a more clean cut look. There were plenty of longer styles suited for his hair he’d like to try, but he was always too lazy to bother with the work needed to maintain such a look.

He was hopeless. As degrading as it might sound, he could find solace in his porn. Having completely given up on trying to score in the real world, his confidence had been long ago shot. Adolfo could care less though, he was content with enjoying himself. Hell, he started to imagine sex might be overrated. He’d always been a colossal pervert so he figured why even bother. Most women would probably find him weird or off-putting once they got to know him. He just wanted some sex anyways, to buck bodies with a lovely lady. Fuck relationships!

“That’s it, take the panties off… Show him the goods…” Adolfo excitedly mumbled. This woman, while flat in the chest, had a heavenly allure about her. She was youthful looking with an amazing ass and tummy. Being an ass man, he was rooting for her to take it up the butt.

“What the fuck!?” Adolfo cursed, immediately halting on polishing his fully primed pistol and rising up out of his chair. “That girl is a dude!?”

Indeed, what laid behind those beautiful, lace panties was fully erect man-meat paired with a set of smooth, shaven, bite-sized ballsacks.

Adolfo’s cock twitched. He had seen this before, his dick had been fooled again. Usually he’d just brush it off and move on, but his cock wasn’t softening up as quickly this time and his head was spinning. He, she, whatever they were, looked so perfect! This sucked! Something felt different this time though, like some subconscious realization was beginning to emerge in the back of his mind. Could it be…?

SHOCK

He was shocked beyond words and deeply disturbed that he was fooled yet again by a sneaky, feminine male. Why were these traps popping up in all his porn so much lately? Was it because he was searching for body types similar to the ones this… ugh… guy possessed?

I, I mean that ass! That waist! That a-ass! There is no way! He thought, his mind running a marathon to try and make sense of what he was seeing. His dick refused to go limp, its master continuing to witness the undressing man brimming with feminine beauty and sly, seductive charms. The rock hard gentleman ready to take him stood to the side, teasing Adolfo, as if his cock were telling him it was okay for him to be feeling this way, some sick confirmation.

As Adolfo scratched at his hair in a panic, it began to ruffle a bit. And then something strange began to occur, unseen by him. His hair was growing in volume and thickness, his curls becoming more straightened. A pale shade of pink was beginning to pop out around his colic as well, slowly spreading like ink soaking into the black mass of hair.

“This is ridiculous, how can that be a dude!?” he questioned with an intense fervor. “Fuck man… this isn’t fair…”

DENIAL

Catching his breath, Adolfo was starting to calm down a bit. Like, this wasn’t that big a deal right?

I... I mean… it’s not gay right? he thought, trying to assure himself that he wasn’t—as he would put it—sick. He didn’t necessarily have anything against gays, femboys, whatever, he just took his sexuality very seriously and hated being duped. He always had hopes for being the man that all girls would desire, and he somehow felt that being turned on by a guy for even a moment was tarnishing whatever little bit of macho-man he thought he had in him. Damnit, this was going to ruin his evening!

Calm down, this is just another misstep by you. He rationalized. The thought that this could mean something more for him, that he might actually be… into this kind of stuff was a blinking, red, neon NO! It was all kinds of no! That was not who he was. This is just the dark side of the porn world trying to mess with you. Yeah, this is the Internet’s fault.

While still wrapped up in his episode, Adolfo’s body continued to exhibit odd changes. His nervously clutched hands were losing some bulk, with knuckles looking far less pronounced and brandishing some slimmer, more delicate digits. His fingernails lengthened a little as well, with the white edges becoming perfectly rounded. His fidgeting feet were going through a similar transformation, shrinking in size, each toe becoming more refined in their shape. Both big toes soon had the curvatures of large, appetizing strawberries. The dips and rises of each foot were captivating, the arches extreme and the slopes gently modest. The size of his ankles greatly diminished too, but looked nonetheless distinguished above each foot.

ANGER

Adolfo’s anger soon boiled over and he found himself screaming at the computer screen, screeching at the image of a thick, handsome man busting through the backdoor of a pink haired femboy.

“Fucking degenerates turning people gay!! I hate them!” Adolfo yelled, having to point his anger over his arousal at someone, anyone. His damn cock would not go limp!

He gritted his teeth, enough that it sounded as if they were cracking from the pressure. However, it was not his teeth cracking, but his bones. As he banged on his computer desk and gripped tightly to its sides, fuming red, his entire frame began to diminish in size. His shoulders, while still squared, lost a lot of bulk and looked far more tender now, as did his backside—the width of his body fading towards a thinner build. Every bone in his body was rattling and shaking while they shrank, bringing his body down to size with them. He began to loo more and more effeminate, a slight curve coming to his midsection.

He continued to curse as his muscles reshaped themselves into leaner slabs of meat.  Everything looked far lighter, though gained a rather healthy tone. He couldn’t notice it in his moment of rage, but his body was starting to mirror the shape and build of the lovely man being rode from behind in the porn. The girly boy’s supply toned body was pushed into the bedsheets with each thrust, his eyes watering over with pleasure.

Adolfo refused to believe it to be true. As hard as his cock remained he refused to grip it with his hands. He huffed and puffed in protest, each intense breath seeming to expel even more mass from his already shrinking body. His clothes began to sag, and soon his shirt was gracefully sliding off of one shoulder. His underwear became baggy, and his socks began to slide off his feet while they kicked about in anger.

“Damnit, damnit! There is no way I, Fuck! There is no way…”

BARGAINING

A whole foot or more shorter than he was previously, Adolfo slumped a bit into his chair, trying to make sense of everything as his anger began to subside. He was still extremely frustrated and yet he could not find the energy anymore to yell. His eyes were still transfixed to the porn on screen, the girly moans belted out by the girly boy growing increasingly enticing the more furious the handsome man let his cutie’s bubbly butt have it.

Adolfo’s hand began to wander a bit, slipping slightly into his underwear.

“Ye… Yeah…”

His hand crept a bit deeper and as it did his hair—which was now completely pink at this point—began to crawl down his back. Longer and more elegantly ratty it became. It stuck out at the sides in wild, exciting ways and the hair around his cowlick—running down the top middle part of his head—firmed up into triangular tents and parted in opposite directions. Very long strands of hair fell down to his bottom, wrapping around each other in bundles as they did. As if it had a life of its own, the hair began to braid itself into a long, twisted tail falling enticingly along his backside, the tip looking like the scruffy end of a lion’s tail.

“Yeah… hoh oh…”

His fingers began to tease the tip of his cock, the pleasure he was so adamant about fighting off within reach, feeling like a lightning bolt on the precipice of striking.

Adolfo pulled away, his hands coming up to a position of almost exasperated resignation as he began to nod his head, a bewildered smirk forming. He looked at a loss for words, but he began to speak despite it, rationalizing his budding feelings or perhaps even as a means to stall what he came so close to doing but seconds ago.

“It can’t possibly be gay, right?”

Adolfo’s facial features began to soften. His nose cutely lifted up a bit as it shrunk in size, the bridge of it becoming thinner. His cheeks looked a tad more bubbly as other parts of his face lost some chub. His eyes were becoming more rounded and his brows more groomed, his lashes thicker and slightly longer.

“I mean, as long as it’s cute and feminine!”

The more he began to make up excuses within his mind, the hotter he found the porn to be, the man being fucked bringing all sorts of wild fantasies into his mind. He hated to admit it, but he couldn’t keep lying to himself. The guy was cute, a total hottie…

His face continued to transform into a visage of similar charm to the man he was now begrudgingly fawning over. His chin was now more pointed, his lips softer and far more delicate. His face and the rest of his body had the shape and general structure of a man, but it was now hidden under a layer of feminine grace. His great lack of body fat only brought out more of his new-found androgynous gifts, his curves and contours looking more pronounced because of it. The modest curves and supple, lightly toned frame was a trick of the eyes, a trick so tender and sweet that it may actually be a reward.

Adolfo couldn’t help but nervously feel up his perfect, trim tummy and flat, firm pecs. It was instinctual though, he was equal bits oblivious to and aware of what was happening to his body. He was far too wrapped up mentally in his struggles that his body felt secondary. Something profound to himself was unlocking within his mind and he wasn’t sure how to handle it yet.

DEPRESSION

Sulking and his body sagging, eyes growing heavy, Adolfo contemplated just how long of a lie he had been living. It was clear as day to him now, so why didn’t he feel happy about it?

“Who am I kiddin’?” he said with a sense of defeat. He brought his pointer fingers together and began to tap them nervously before admitting the truth. “I’m gay… face it…”

He wondered how long he had kept these emotions bottled up in fear, how that fear turned into anger fighting against the truth and acceptance. But that shouldn’t matter anymore right? He could finally admit it, right?

His body, reacting to his inner admittance, began to grow excited. His nipples became pinker and more pointed as arousal continued to build inside him. He stared down at himself and for the first time fully acknowledged the changes in his body.

“Oh… right…” he softly spoke, his tone starting off somber and low before gaining some pitch as he continued,  “This is… kind of cute.”

He had been so lost in his anger and frustration that he hadn’t realized something, dare he say, wonderful was happening to him. He flipped his braided ponytail over his shoulders and began to stroke it fondly, admiring the comely features of his hands as he did. His hair was pink and as pretty as could be, just like the boy in the video. And just like the boy in the video, he saw his skin tone lightening before his eyes, a creamy complexion similar to his taking over his body.

“The video…”

Adolfo began to focus much more undividedly on the video, more so than before. All his senses were now fully indulging, the audio far more crisp and clear to him now that his anger was no longer clouding it. Not just the moans of the cute man being screwed, but the taunting, sexy comments of the handsome man plowing him were clear as day.

“Come on my sexy boy, scream for Daddy! You want Daddy to go harder don’t you?”

Adolfo traced every contour of both mens’ bodies with his eyes, indulging in the sweaty slick sights of their colliding flesh. This felt different than anything he’d felt before, as if he had discovered some pandora’s box of unknown pleasures that was finally flowing freely. Did he still like girls? Sure, maybe, he didn’t care right now, nor did it matter to him how he fitted into things. Cause this… THIS was what his body was craving more than anything, THIS was what he wanted, THIS—

“...is really hot!” he spoke with unwavering enthusiasm, a smile finally curling upon his now sensual lips.

ACCEPTANCE

“Guh, ooohh!”

Adolfo collapsed a bit forward, his acceptance now bringing on the final changes to his body. His dick started throbbing uncontrollably, sending chilling sparks of pleasure throughout his body. Its size and shape morphed like dough being played with until it looked smaller and more compact. Adolfo had a pretty modestly sized penis before and while it didn’t shrink too much, it did lose quite a bit of girth, making for a far cuter stiffy. His balls too began to sag less, huddling themselves more firmly together into a tighter clinging sack.

Adolfo immediately went for his aching rod. He gave it a smile, it really was the cutest looking thing. He promptly began to beat it off and brought his gaze back to the wonderful porn he was more than happy to indulge in. Truly it was a fantasy now, something he wished for himself. He now yearned for a handsome, strong man to take him and make him his moaning plaything.

Gradually picking up the pace of his strokes, his cock began to warm up from the delightful friction.  He began to mirror the words of the man being plowed senseless in the porn, imagining for himself it was him in that situation.

“Yes Daddy! Your cock is so good! Harder… harder Daddy!” Adolfo wailed.

As his fantasies came to life through his words, Adolfo’s voice began to grow higher in pitch and sound much softer in its tone. A sensual, feminine male began to break through the once rough, frustrated layer that was Adolfo. His voice crackled and gave way to the trapped man within, escaping the prison of his mind. He knew what voice belonged to this new body of his, what sort of man he truly wished to be, it was time to set him free!

“Harder, harder! Ahn! Make me scream Daddy!” Adolfo cried out, his voice cascading into a lengthy moan as he climaxed, the reverberation of his softer voice bouncing of the walls of his boxy room. His moans matched the screams of joy resonating from the femboy in the porn, both he and Adolfo cumming in unison.

As Adolfo emptied his cock full of hot, steamy, passionate spunk, his thighs and bottom bloated a bit. Extra fat jigged to life in his clenching butt, bringing much more prominence to his posterior below his arching back. It didn’t look too far off from a woman’s ass and neither did his thighs, which matched that of a lean, womanly seductress. He was a beautiful boy, just like the one from the porn that opened his heart.

He laid back in his chair spent from his ordeal, an exhausted, drooling smile of bliss upon his face. Briefly peering down at himself, he drank in the site of his flat and fit-yet-androgynous body. Delighted, he massaged his softening dick with his sticky fingers, eventually cupping his balls and chuckling lightly at how reserved and adorable they felt now. He couldn't wait to feel the sensations of panties against them. Yes, that was the next logical step for him; well, after a shower.

***

Adolfo had to admit, coming out to an LGBT bar was perhaps too big a step for him so soon. It had only been a couple weeks since his transformation after all. Still, he had this spark inside him that refused to go out and it kept pushing him forward. He could feel a wild, energetic side just waiting to declare itself to the world. At home he had already been showing signs of his new self rather freely with the way he gleefully repainted his room shades of pink and purple and in the way he handled himself in conversations in his online games. He began laughing a lot more childishly loud s of late too. He laughed a lot and smiled a lot and just always radiated a demeanor of joy that he never had shown before.

This was in the privacy of his home however, and though he was no longer unhappy, he showed a great deal of shyness and nervousness outside of home. He left his job out of fear of what they might think of his new look and personality, I mean it alone was curious that he would've changed so much overnight. Also, when he shopped around town for very girly clothes to overhaul his wardrobe he’d always be weary of the stares he’d get. While he made for a convincing enough woman given the right getup he knew plenty could tell he was a man. He could feel the stigma, but he never let it get him down. He just never felt confident enough gauging who to talk to and where and felt as if he had to be picky about where he could fully be himself. It hurt.

Maybe it was too soon for him, but he took a leap of faith and decided to go to the bar he now found himself in, a gathering place for people of his ilk and those who he’d hope would be accepting of them. His initial jitters were thankfully not a sign of things to come, as he was an immediate star at the counter. Many veterans of the bar and others couldn't  get enough of him, and the more he conversed, the more he opened up and his personality shined through, his energy and laugh infectious to those around him.

It wasn’t long before some larger, handsome men—just his type—began to hit on him. Feeling this the start of his new life, Adolfo changed his name upon introductions and started calling himself Astolfo, after the character he surmised he gained his new looks after. He liked the more lustful potential to the name, delivering it with a soft, sensual tone.

“That’s a beautiful name.” Jared, a man Astolfo had been eyeing the most so far and was currently enjoying some fun banter with, complimented.

“Thanks! I like to think it’s pretty unique.” Astolfo chuckled, posing confidently with a smile, basking in the compliment.

Astolfo was then immediately distracted by a nearby man trying to do a keg stand and failing. He burst out in laughter to near tears, grabbed hold of Jared’s arm and pulled him over closer to watch the aftermath.

Jared had never met a guy quite like Astolfo. He was so full of energy, so overtly happy, and he seemed attracted to the delights in everything around him, finding joy wherever he could. He admired it, but more than that, he found it extremely sexy. He was just his type too, very feminine in appearance with a cutesy yet fashionable sense of style. And his pink hair was so well groomed despite it’s messy appearance and the pink color looked almost natural; maybe it even was.

He had to have him for the night, before someone else could. And judging by the audience Astolfo kept garnering, he was popular. Being tugged by the arm by him though, Jared could sense he was interested. He knew Astolfo was looking for some as well, the way he dropped some slippery seduction into the delivery of some of his words was evident enough of that. Jared had to make his move and make it fast.

As Astolfo gawked and playfully ribbed the man who had wiped out, giggling all the while, Jared quickly spun him around and looked him sharp and romanticly in the eyes. Astolfo went wide-eyed, his heart racing. Jared quickly proposed a way to have even more fun, far away from the chaos, suggesting that Astolfo join him in winding down the night the right way. Astolfo’s gasping expression turned into a glimmering smile as he nodded in approval.

“Of course Jared!” he loudly agreed, doing a quick twirl of excitement. “Hee, hee! Let’s go have some real fun!”

***

Astolfo found himself at Jared’s apartment, undressing for the nude man brandishing a huge boner. This was all happening so fast, but he owned the moment; it all feeling natural and right. Jared’s praise gave him the confidence to keep going, to keep being himself in the moment. There was no longer any nervousness. This was going to happen, and Astolfo couldn’t wait!

“My god, you look amazing Astolfo dear.” Jared complimented as the pink haired pretty boy threw his purple, pop-fashion jacket to the side and took off his blue and white striped crop-top. He had bought an outfit similar to the cosplay that the man in the porn wore. He figured it suited his first big night.

Giving a light laugh, Astolfo energetically replied, “Not as good looking as you big boy! I mean, check out those awesome muscles. Woah, don’t go to rough on me now.”

Jared came in close and kissed Astolfo on the lips, sending the man into a state of warmth and shock. It was better than Astolfo could have possibly imagined. The prodding tongue of Jared brought him a heightened sense of joy the deeper it went, penetrating his soul beyond just his mouth. He closed his eyes and relished in the sensations, Jared’s strong arms holding their bodies close in a hug. Astolfo’s erect member was tenting against his panties and through his short, black skirt against Jared’s giant member. Both dicks were a perfect communication of what each of them wanted from each other, both bodys’ undeniable way of proving their lust for each other.

His skirt and panties carefully removed by Jared, Astolfo was placed gently onto his backside on the bed. Astolfo insisted it, saying he wished to be taken from the front, to have Jared embrace him like he had before once he was inside him. A lot of it had to do with what Astolfo admitted, that it was his first time with a man. Jared was shocked, but Astolfo smiled with confidence and assured him he’d treat him right.

They were lined up with each other, both staring into each other’s eyes as Jared’s dick began to tease at the opening to Astolfo’s butthole. It felt like a giant, soft, spongy finger was trying to poke at it.

“Put it in Daddy.” Astolfo cooed.

Jared complied, slipping it in as gently as he could, knowing that it being his first time, his ass was in for one delightfully rude awakening.

Astolfo clenched tight, both his ass and his arms to Jared, the giant dick slowly burrowing itself inside him. They slid a bit on the bed from Astolfo’s understandable reaction. This was something new and bizarre for his body, it was going to be a process getting the large, thick mass inside. But it was a process he was enjoying every second of, the walls of his anus shivering with the stimulation of the mighty lance forcing its way through.

“Oh Jared! Uhn, this feels… so, so good. Hoh, all the way! Put it in all the way!”

Jared did, bringing Astolfo to tears, his prostate being met with the tip of his lover’s dick. It was unexpected, the pleasure of just that light tap enough to rattle his body.

“It gets even better.” Jared assured and began to thrust back and forth, his giant cock dragging back and forth tightly within the walls of Astolfo’s ass. Each time he lunged forward, he would hit and massage Astolfo’s prostate, causing him to buck or hug him tighter. His boy toy would always give a delightful little “eep” or moan as well. For Astolfo it felt like the moment before an orgasm, yet with the sensation dragging on constantly.

“I never knew it could be this good!” Astolfo moaned.

Starting off at a slow pace, it wasn’t long before Astolfo was begging for more, begging for it faster, harder, deeper—even knowing that Jared could not reach any deeper. His legs locked around Jared’s lower backside as the thrusts became much more forceful. He was literally hugging him with all his might to sustain each mighty blow, the loud smacking of their lower bodies echoing out. Jared’s balls collided with Astolfo’s ass over and over, their rhythmic thwacks delivering an extra shudder of pleasure to the moment of each penetrative move.

“Ohhh Daddy, Fuck me! Fuck me! Fuck me Daddy!” Astolfo cried out, pulling inspiration from his life changing porno to bring said fantasy to life. But he wanted things pushed even further.

“Abuse me Daddy, smack me!” he pleaded, wanting his small body to be dominated even further by the powerful man who had him in his clutches. His mind was chaotically hopping from one idea to the next. He wanted to have so much done to his body now that he had tasted the sweet pleasures of Jared’s cock—anything to heighten the experience.

Jared was more than happy to oblige and began to smack not only Astolfo’s ass a few times, but even deliver a smack to his face upon his request, after which Astolfo playfully groaned, “I’m sorry Daddy. I’ve been a bad boy.”

As their sexual romp continued, Astolfo persisted in making spur of the moment requests to which Jared delivered. His back was fiercely clawed at, Jared’s dick stirred up in circles inside him, and his braided ponytail tugged on. The virgin femboy seemed insatiable! Heck, even Astolfo himself was a little shocked over how wild he had become.

The two mens’ dance continued for a while, until both could feel their dicks building up in tension. It was time.

“Oh, Jared! It’s coming, I can feel it com—”

Jared silenced Astolfo with a passionate kiss, his hammering hips picking up speed. He too could feel it coming. He wanted to taste the drool of Astolfo’s salivating mouth as he screamed in the throes of an orgasm. He had no intentions of letting go until he was finished.

Astolfo knew his ass would be bruised after this, the velocity and power behind these strikes thunderous and lightning quick. The excitement was furious and he came before Jared. A small disappointment, but the pleasure was simple too much. Thick, bursts of his cum fired onto his and Jared’s torsos, scattershotting due to the chaos of their bodies thrashing about.

Next it was Jared’s turn. He relished in the rapturous moans of his boy toy filling his own lungs within their kiss. So much drool trickled from the tightly clasped mouths of the two men, their kiss was sounding like a slick suction. It wasn’t much longer till Jared’s dick reached its limit and delivered shot after shot of thick goop into the deep recesses of Astolfo’s ass. If he was a woman, he would've surely been impregnated just from the sheer quantity of it pumped inside.

Both men freed themselves of their kiss, allowing out the loud, satisfied yet exhaustive gasps of each—their mouths eating at the air. Cute, quiet, breathy moans trickled out from Astolfo as if he was nearly deflated of air. His eyes could barely stay open, his mind in utter shock from the overwhelming experience. He focused on Jared’s embrace, his legs going limp and falling from their hold. However, his arms despite going weaker still gently held on to Jared’s strong backside. Astolfo fell into the afterglow of the moment, a smile of the purest satisfaction showing on his face as he got lost in the relaxation of feeling their bodies breathe in consort. He could feel the rhythm of each of their breathing mesh together to the point it was hard to tell where one person’s inhale met another person’s exhale.

Weakly, yet cheerfully, with his energetic tone rising up once more as he spoke, Astolfo proclaimed, “Wow, that was amazing… So amazing. I can’t believe what I was missing!”

Astolfo daydreamed about the future in that moment. His life was starting anew, so many new pleasures and joys to partake in. Jared wouldn’t be the last, that was for sure. More importantly though, he felt more confident in himself than ever and that he would never again hide who he was. He was Astolfo, the cheerful, energetic, fun-seeking pretty boy who would always serve up a smile and a laugh. Story was inspired by this wonderful piece by Rizzy (https://twitter.com/rizzydraws/status/978003655377936385?lang=en)