Don't Feed The Trolls - Ch. 01 (6.5k words)

After being insulted by an online troll, a stubborn young man desperately tries to assert his masculinity... with mixed results.

Hi angels! I'm sorry to tell you this, but I have been a bit naughty recently. My original plan was to finish First Times before starting anything new, but I had this kinda hot idea I had been thinking about for a while, and The_Luce helped me come up with a story, and then Rivahn helped me plan it out way more in-depth, and it's just been weighing on my mind for ages and.... I couldn't resist. I'm sorry! I promise Backup Girl Ch. 05 is coming soon, but I just had to get this out.

This is a story about an incel getting baited into feminising himself by an anonymous online troll... and maybe learning something in the process. Fair warning, it's a little different to my "romance with a lot of smut" stories, this one is gonna be more "smut with a bit of romance", I think. Specifically, it focuses on, like, degradation / humiliation / sissification stuff. The word "sissy" is gonna be getting thrown around a lot, which usually I hate, because a lot of the time stories use that word to deny the existence of trans women. But um. Spoiler alert. I'm not gonna be doing that.

CWs: You're not gonna believe this, but there's homophobia and transphobia in this. And sexual content.

***

v.sharma
hey bug!

ElevatedWit
Hello. What’s up?

v.sharma
i messaged you on ig but idk if you saw it?

v.sharma
connor told me you're looking for a roommate!

ElevatedWit
Yes, I am. And I don't use Instagram very often. I have better things to do with my time than look at photos of people I don't care about.

v.sharma
ahaha so true. all you need is discord 😎
im back in canada at the end of june. got a new job!
so..  how would you feel about living together?

ElevatedWit
Oh.
Yes, I would be open to that.

v.sharma
hell yes!
gonna be just like old times man

***

Whitaker Roach was not a loser. Okay, maybe he had kind of a crappy job. And sure, maybe he had dropped out of college. And yes, fine, whatever, he was short, and he wasn't very athletic, and he had kind of a delicate, boyish face, and a voice that got a bit high-pitched and squeaky when he got worked up. But none of that meant he was a loser, alright? 

And the fact that he had never had a girlfriend? Well, that was just because all the girls he had met were stupid, shallow bitches, and he had better things to do than waste his time with them. It wasn't because he was a loser, and it definitely wasn't because he was gay. The only reason people kept saying so was because one of the assholes on the hockey team started a rumor about it back in high school. Based on nothing! It was just because Whit was small, and preferred art over sports, and because those stupid jocks all had brain damage from slamming their thick heads into the ice all the time. 

Sometimes Whit wondered if that rumor would've died down if he hadn't reacted so aggressively whenever someone brought it up. It had led to a lot of fights over the years, fights that usually ended up with one of the hockey jerks cramming his frail little body into a locker while the rest of them watched and laughed. Fuck them. You couldn't let people walk all over you like that. They had challenged Whit’s masculinity, and Whit never backed down from a challenge.

Not even a “try not to cum” challenge.

“Oh, god… that feels so good…”

Horny moans rang out over his crappy laptop speakers. Whit hunched over the laptop, masturbating furiously. On the screen, a young woman writhed and moaned in ecstasy as she played with herself. 

The girl in the video was a picture of perfect feminine innocence, from her bouncing pigtails to her cute little knee-high socks. She looked like a fresh-faced college student, pleasuring herself to relax after a long, hard day of studying. Only most college girls didn't have such a professional camera set up… or such a long, thick cock. 

“Oh, I'm gonna cum… I'm gonna cum so hard... Oooh…”

Whit’s hand jerked rapidly under his desk, tugging back and forth on his own slick cock. God, this video was so hot. The girl’s pretty face, her soft little body, the pleading look in her eyes. Everything about her screamed “submissive slut”. Sure, right now she was just playing with herself, but what would she do if a real, dominant man was there with her? She would probably open those soft pretty lips and…

Whit’s hips jerked and he almost came right then, just from the thought. No, no, no. He had to hold it back. He wanted the girl in the video to cum first, so he could see the moment her body went all weak and helpless, while he stroked his manly, superior cock. Yes, that was what he wanted. The satisfaction of winning, of knowing that he was a real man, unlike the sissy slut in the video. He just had to hold on for a couple more seconds…

“My little sissy cock is gonna cum!” the girl wailed. 

Whit gasped and shuddered as he felt the orgasm tear through his body, a rush of heat pouring through him as his dick spurted helplessly, splashing his hand and naked thighs.

“Shit!” he squeaked, “Fuck!”

He jumped up frantically, snatching at his tissue box and cleaning himself up before his cum dripped onto his jeans. They were his last pair of clean pants, and he needed them for work tomorrow.

“Ahh! I'm cumming!”

Whit looked up, just in time to see the girl in the video shoot a thick jet of cum up into the air. It splattered against her tiny tits and she fell back against her bed with a satisfied sigh. The video froze on the last frame and a translucent replay symbol popped up over the girl’s cum-splattered body. 

Whit looked down, lower on the page, where the title of the video was listed.

Horny sissy girl jerks her tiny dick & cums QUICK!!!

A cold mist of shame seeped through his body as he realized that not only had he just climaxed while watching sissy porn, he had finished faster than the sissy herself. A sissy who had made a point of mentioning how fast she finished. 

Footsteps rang out from outside his door. Whit slammed his laptop shut and scrambled to pull his pants up. He yanked his zipper up just in time, wincing at the icky wet feeling in his undies.

His roommate opened the door and poked his head in, smiling innocently.

“Hey man!” he said, “I’m gonna head out for a couple hours. Want me to grab anything from the shops on the way back?”

Whit glared at him, “What did I fucking tell you, Varun?”

Varun looked confused for a moment, then his shoulders slumped, “Shit. Knock first. Sorry, Bug.”

Varun Sharma had been Whit’s best friend back in high school. He had been a popular target for bullies as well, although in his case it was mostly because he was an extremely lanky, awkward nerd. It didn’t help that his parents were incredibly strict, as well. His family moved to Canada from Chandigarh halfway through eighth grade, so while most of the students had already had nearly two years to get to know each other, he was a total outsider. The fact that he spent almost every second outside of school hours studying made it even harder for him to make friends. As the two least popular kids in school, Whit and Varun had bonded quickly, and spent many lunch breaks hanging out in their secret spot behind the science block, talking about how dumb all the other students were.

Unfortunately, Varun got into MIT for college, so he had been out of the country for most of the past four years. The two of them had kind of drifted apart. Whit had been ecstatic to hear that his old friend was coming back home, and even more excited when Varun messaged him to suggest moving in together. But when they met on move-in day, he realized something was very wrong. 

Varun had changed a lot in college. He had gained weight, and it looked good on him. He was still tall, but his skinny frame had filled out, becoming solid and strong, if maybe a little chubby. His face had filled out too, losing the pinched and withdrawn look he had as a teen. His patchy mustache had been replaced with a thick, neatly trimmed beard that made his jawline sharper and more defined. He had lost his unibrow somehow, and his eyebrows were full and well-kept, nicely setting off his bright brown eyes. Most unsettlingly, his accent had faded, leaving only a slight trace of his old bouncy cadence hiding under a vague Canadian-Bostonian mix.

It was all a little overwhelming. The first time they met after Varun got back, Whit almost didn't believe it was the same guy. His anxious, snarky friend was gone, and this bland, confident, frustratingly relaxed man had taken his place. Somehow, while Whit had spent the last four years watching porn and playing video games, Varun had become a normie. 

It was not a welcome change.

Varun glanced around the room. Whit followed his gaze with a frustrated blush. Okay, maybe he could’ve cleaned up some of the dirty laundry. And he could’ve stood to crack open a window. But it was his own room, god damn it.

“Can I fucking help you with something?” Whit said, “Or did you just come here to bother me?”

“Sorry,” Varun rubbed the back of his neck sheepishly, “I was just, uh, wondering what you get up to all day in here.”

Whit’s cheeks went hot and he shifted uncomfortably, feeling the sticky wetness in his boxers. 

“Nothing, okay?” he snapped, “I was just, fucking, I don't know! Playing video games or something! What does it matter?”

Varun frowned, “Bug, you should really try to get out more…” 

“What about you?” said Whit, ”Where are you going all of a sudden anyway?”

Varun grinned and opened the door a little wider. For the first time, Whit could see that he was dressed in an athletic tee and sweatpants. Workout gear.

“Some of the guys from work have a beer league team, and they asked if I wanted to join,” he said, “I told them I never played before, but they said I could borrow a stick and a pair of skates and see how I go at practice tonight.”

Whit's brow furrowed, “Practice for what? What the fuck is a beer league?”

“Oh, it's just a kind of amateur sports league. Nothing serious.”

Whit sneered and pointed at Varun’s stomach, which was peeking out a little from under his shirt., “Clearly.”

Varun glanced down and laughed, “Oh, shit. Guess I put on a few pounds since college. Hey, maybe this’ll help me get back in shape.”

“I doubt it,” said Whit.

Varun shrugged, “Good thing Priya doesn't mind the dadbod.”

Whit scowled. Priya was Varun's girlfriend, another way he had become normie-fied. Right now she was still in Cambridge, pursuing her Master's. Whit didn't know how that relationship worked, and frankly, he didn't give a shit. Especially since there was something else bugging him. Varun had mentioned sticks and skates…

“Anyway, hey,” Varun said, “I was thinking maybe we could hang out after, watch a movie or something–”

“Varun,” Whit interrupted, a sense of mounting dread creeping up on him, “What fucking sport are you playing?”

“Oh, uh,” Varun rubbed the back of his neck again, wincing, “Okay, I know this is kind of a thing for you, but–”

“Don't you fucking dare say hockey,” said Whit.

“--it’s hockey,” Varun finished, “But it’s not–”

“What the fuck!” Whit yelled, fighting to stop his voice from getting squeaky, “You joined a fucking hockey team?”

“--these guys aren't like–”

“A fucking hockey team! The same fucking assholes who made our lives hell for all of high school!”

“--you gotta let go of–” 

“That's the type of person you are now?” Whit squeaked. Fuck! He gritted his teeth and jabbed a finger at the door, “Get the fuck out of my room, Varun.”

“Bug–”

“And don't fucking call me that! Fuck off to the rest of your fucking Neanderthal hockey bros, you fucking normie idiot! God!”

Whit shoved Varun out of his room, ignoring his protests, then slammed the door behind him. He flopped down onto his chair with a frustrated hiss. 

Fucking traitor. I it wasn’t clear enough already, that confirmed it. His best friend from high school was fucking dead. Whit heard the front door slam as Varun headed out. Good riddance. From now on, Whit didn’t want anything to do with Varun Sharma.He rolled his chair back to his desk and opened his laptop. 

The porn window was still open, frozen on the final frame of the video he had been watching. The sissy girl lay sprawled on her bed, splattered with her own cum, smiling blissfully. Whit grimaced. God, he was pathetic. Sitting at home, jerking off to sissy porn. Maybe the guys on the hockey team were right. 

He scowled. No. Fuck them. He wasn't fucking gay, alright? The title of the video literally said “girl” in it, that was the only reason he had watched it. He nodded to himself, growing more convinced in his argument. Yeah, the title said “girl”, and the thumbnail was a pretty girl with pigtails, how was he supposed to know that she had a dick? It was false advertising, honestly. He had been tricked. He wasn't the sick one, it was the girl – no, the guy – in the video who was sick.

Someone should teach him a fucking lesson.

Whit smirked and started typing out a comment. He made sure to include all his complaints. The video was sick and perverted and wrong, the title was misleading (he ignored the part of the title that mentioned the star having a dick), the sissy wasn't even hot, cumming that fast was completely pathetic, anyone who watched this sort of thing was a total loser… the list went on. Whit gained confidence as he typed. Yeah, this would show that sissy freak who was boss. He glanced back up at the video and scowled again. Fucking pervert, looking so satisfied and comfortable, lying back on her bed with her soft tan skin splattered with pearly globs of her splooge. How dare she be so happy!

Whit finished his comment and looked back over it again. Excellent work. He had made some very cutting remarks and showed off his impressive vocabulary and sharp critical mind. Was there anything missing? The girl in the video looked to be Latina, should he say something about that? Whit bit his lip. No, he wasn't racist, and that reminded him uncomfortably of some of the things the hockey guys used to say to Varun. He wouldn't stoop to that level. Instead, he added a few more homophobic slurs, gave the comment one last read-through to check for typos, and then posted it with a satisfied grin. 

The website gave the option to like or dislike comments, and Whit was sure this one would get a lot of likes. His comments usually did, which made sense because he was so smart and insightful. He liked his own comment, then switched over to Reddit to browse for a bit. Ooh, someone had posted a stupid question on a gaming subreddit. His skills were needed again already.

A few hours later, Whit had thoroughly demolished a whole bunch of ignorant fools on Reddit and was feeling much better about himself. At some point he had heard Varun come back home, but fortunately he kept to himself this time. Whit stretched and yawned. It was probably time for bed, it had been a big day. Hmm. Maybe a quick jack session first. He flicked back over to his porn tab and scrolled down to see how many likes his comment had accrued.

Negative twelve.

He blinked. What the fuck? That was a perfect comment, by far the smartest one in the whole comment section. But for some reason, the sickos using the site weren't appreciating it. Even worse, some idiot had left a reply, which somehow had fifteen likes.

<footballfan43>

bro is just mad her dick is bigger than his lol

Whit’s face went hot. That was NOT true! He wasn't even mad, he was just calling the sissy out for making a bad video! And there was no way her dick was bigger than his!

He hesitated a bit at that thought. Was that actually  true? He remembered uncomfortably that the sissy had been stroking her dick with both hands at one point. He certainly never needed to do that with his own dick. Honestly, he wasn't even sure there would be room for both hands if he tried. 

He was blushing furiously now. No, fuck this, his dick was fine! Obviously, it wasn't as big as most of the dicks Whit saw in porn, and there were definitely guys in high school who were bigger than him (he had caught a few awkward glimpses in the locker rooms). Still though, he was sure his dick was a totally average size. This stupid commenter didn't know what the fuck he was talking about. Look at the way he wrote! Calling him “bro”? No capitalisation or punctuation? And that username, footballfan43? Yes, there was no doubt this guy was just some dumbass troll. His idiotic comment didn't even deserve a response.

Still, you couldn't let people like that get away with their stupidity without setting them straight. 

Whit hit reply and typed out an epic takedown.

<ElevatedWit>

Your ignorant comment doesn't achieve anything except showcasing exactly how unintelligent you are. For a start, the person in the video is not a “her”, as should be self-evident by the fact that he has a penis. Clearly, you're trying to be a “white knight” because you have some perverted attraction to him. However, all you've accomplished is exposing yourself as both a degenerate and a fool!

He hit enter with a satisfying clack and sat back smugly. That would show the troll. He eyed the likes counter, waiting for it to tick up.

It ticked down. Negative one, negative two. The freaks on the site couldn't stand to see the truth! Whit knew this only proved his point further, but that didn't stop the heat rushing back to his cheeks. All these people thought his comment was stupid. They were the stupid ones!

The troll replied again.

<footballfan43>

kkkk he mad 🤣

“What the fuck!” Whit hissed. 

He lunged forward and hammered out his own reply.

<ElevatedWit>

I am NOT mad, I am merely stating the facts that you are too idiotic to comprehend without a more intelligent person spelling them out to you!

Another reply from the troll, even quicker this time.

<footballfan43>

🤣🤣🤣

“Fucking asshole!” Whit squeaked. The likes came flooding in, all going to the troll while Whit’s comments were heavily disliked. Unbelievable! That last troll comment didn't even have any fucking words! Just emojis, the hieroglyphics of the idiot set!

Whit’s stomach felt all knotted now. Any smugness he had been feeling after his Reddit rampage was gone, and all that was left was that horrible sick feeling, the feeling that reminded him of being bullied back in high school. He hated it, hated everything that made him feel this way. The bullies, the dumb normie who had replaced Varun, the sissy in the video… but most of all, this stupid fucking troll.

Whit clicked on the troll’s profile. Like most users on this site, it was pretty blank, without even a profile picture. No location, no bio, only the default account age listing. Whit sneered. Joined five years ago! That put a little bit more fire in his belly. This pathetic loser had been jerking off on this site for five years! Disgusting. Whit ignored the nagging voice in the back of his head that was trying to point out his own account was several years older than the troll’s. Instead, he sent the troll a private message. 

<ElevatedWit>

You should delete your comments immediately. You haven't proven any point you were trying to make, you just look like an idiot. And your behaviour is technically harassment, which is illegal. 

He hunched over his laptop, smirking grimly. That ought to put the fear of god into this troll. He waited as he saw the three dots pop up, indicating the troll was typing his response. No doubt a terrified apology. 

<footballfan43>

🤣🤣🤣

so angry

angry bc ur 🍆 so small huahauahah

Whit seethed and fired off a reply. He was NOT gonna let the troll think he had rattled him.

<ElevatedWit>

How typical that you resort to ad hominem attacks, which is essentially admitting that you know your argument is invalid.

<footballfan43>

small dick lol

<ElevatedWit>

The size of my anatomy has no bearing on our conversation, you're simply too afraid to engage with any of the actual points I've made; because you know your inferior mind can't possibly compete. Just admit it and delete your comments.

<footballfan43>

ok

“Yesss,” Whit hissed, clenching his fists with excitement. He had won! He had defeated his opponent with his superior logic!

<footballfan43>

i admit ur dick is small 

Whit pounded his fist on the desk. 

<ElevatedWit>

My dick is not small! 

It's a normal size!

It's probably bigger than yours!!

<footballfan43>

huahauah

prove it

<ElevatedWit>

How could I possibly prove it, you ignoramus? 

<footballfan43>

measurment?

Whit blushed, his hands hovering above the keyboard. He glanced to his side. He had a little mug sitting on his desk with a bunch of stationery items inside. Pens, markers, and… a ruler. 

He had never actually measured his penis before. Even though he was pretty sure it was a normal length, something in him was hesitant to check. One of the many things his high school bullies had said about him, besides the gay stuff, was that he had a tiny dick. Or even no dick at all. There was a whole running joke about how that was the reason his last name was Roach, “because he's missing his Cock”. It wasn't true, obviously! None of it was true. He had a penis, of course, and it was definitely a totally respectable size. 

So… so there was no reason to be nervous about proving it. 

Whit picked up the ruler with a trembling hand and pulled down his jeans and underwear. Oh. Ew. His cock was still a little sticky. He really should've showered after Varun left. Well, that could wait. He took a deep breath and positioned the ruler next to his dick.

Oh, shit.

That couldn't be right. 

Fuck, fuck, fuck. Whit could feel himself getting all hot and blushy again. That couldn't be right. He hadn't used this ruler in a long time, maybe it was a defective one. His penis was definitely longer than… than what it said. 

Whit held the ruler up, blew the dust off it just in case it was blurring the numbers somehow. It certainly looked like a regular thirty centimetre ruler. The centimetres looked like real centimetres. He wasn't super familiar with inches but he vaguely remembered them being about 2.5 cm each and that seemed right too.

He must be measuring wrong. Yes, that was it. He positioned the ruler by his penis again, but this time he slipped it underneath, measuring from the base, where the shaft met the balls. He shivered at the feel of the cool plastic against his soft skin, then looked carefully at the new measurement.

Fuck!

No, no, no. He was definitely still doing something wrong. His penis wasn't that short! It was a normal length, it was just…

Shit, his eyes were getting watery. That happened sometimes when Whit got really upset. It wasn't crying, he wasn't a fucking baby, it was just a stupid biological thing. He wiped his eyes with the back of his hand and sniffed, shaking his head to try and regain control. There was still something he was doing wrong, there had to be.

He wasn't hard! That was it! When guys talked about how long their dicks were, they were obviously talking about their erections specifically. Of course Whit was small when he was soft, he was a grower, not a shower. He just had to get hard, then the measurement would be much more impressive. And accurate!

Whit reached for his dick to try and shake some life into it, and discovered to his surprise that he was already sporting a semi. It must’ve been from all the poking and prodding with the ruler. It definitely had nothing to do with the icky hot feeling of embarrassment that was still burning in his stomach. He closed his eyes and tugged softly at his dick, trying to bring it to full size. He tried to think of something sexy, but despite his best efforts, all that came to mind was that stupid little sissy from the video, stroking herself and moaning about how quickly she was going to cum. Fuck it, whatever, it would work for now. Whit tugged faster and faster, holding his dick delicately between his thumb and three fingers, until he could feel himself get right to the edge.

In his mind’s eye, the sissy panted, “My teeny tiny little sissy dick is gonna cum!”

Whit’s eyes snapped open and he pulled his hand away just in time. His dick throbbed desperately, a droplet of precum spilling out of the tip. He gasped, shoulders heaving. But he had held it! And wow, it had paid off. His dick was the hardest and biggest he had ever seen it. It looked pink and angry, straining desperately to shoot its load. He smirked and held the ruler next to it again, excited to see the new result.

Whit's cheeks went as bright pink as his cock. That was… okay, well, he needed to measure it from underneath, obviously, and that added another inch. And he was a little chubby right now, so he should add an extra inch for when he lost the weight. And obviously he had to round up a little, that just made sense. And… and this ruler was definitely defective anyway, so that was another inch right there. 

Whit threw the stupid ruler across the room and typed out his reply with shaky hands.

<ElevatedWit>

If you really want to know, my penis length is actually seven inches.

Give or take.

<footballfan43>

doubt it 🤣🤣🤣

1 inch maybe

<ElevatedWit>

It is not one inch long!!

<footballfan43>

wow its less 

<ElevatedWit>

NO!!! IT’S SEVEN INCHES LIKE I JUST SAID!

<footballfan43>

biggest lie of 2023

ur dick probably too small to see kkkk

<ElevatedWit>

MY DICK IS NOT TOO SMALL TO SEE

Without even realising it, Whit had found himself burning hot with anger. At least he was doing a good job of hiding it in his messages.

<footballfan43>

u sure

<ElevatedWit>

Yes!

<footballfan43>

so lets see photo 

Whit froze. 

This was bad. Despite his convincing internal arguments, he strongly suspected his dick would not look seven inches long on camera. He started to sweat. Okay, this was okay, he just needed to keep his cool and talk his way out of this.

<ElevatedWit>

Obviously I'm not going to send you a photo of my genitalia. It's a completely inappropriate thing to ask. Not to mention perverted.

<footballfan43>

🤣🤣🤣

ashamed of ue little clit?

<ElevatedWit>

I don't have a clit! I have a penis!

Why are you so eager to see it anyway? Sounds extremely gay to me! You're probably going to jerk off to it you freak!

<footballfan43>

ur fantasizing about a man jerking off to u?

<ElevatedWit>

I’M NOT FANTASIZING YOU GAYLORD!!!!

I JUST DON’T WANT TO SHOW YOU MY DICK BECAUSE I’M NOT GAY!!!!!

Whit wiped his eyes. Fuck, he was getting upset again. But it wasn't his fault! The stupid troll was just being so infuriating! And he was blatantly ignoring all the points Whit made, or twisting them around back on him! It wasn't fair!

<footballfan43>

🤣🤣🤣

so upset kkkkkk

its ok little sissy make whatever excuses u need. u dnt need to show me if u dont want to

we both know the truth

byebye sissy I have more important things to do

Whit lunged for the keyboard.

<ElevatedWit>

WAIT

This was stupid. It was so fucking stupid. But right now it was all he could think of. The fucking troll had challenged his masculinity and there was no fucking way Whit was gonna let him end this conversation thinking he had won. 

<footballfan43>

?

<ElevatedWit>

I'll send a photo. Just to show how completely wrong you are. 

Just give me a minute.

<footballfan43>

🤣🤣🤣

Whit opened his webcam and stood up, wobbling a bit as his knees trembled. His whole body was hot and shivery, he felt so light-headed he was almost dizzy. He had committed to this, now he had to follow through. If he backed out now that would mean the troll had won. 

He angled the laptop just right, set a timer, and stepped back into position so it captured just his lower body while making sure his face was well out of view. He eyed himself on the screen, wincing at the sight. Whit had hated his body since high school started, since his bullies had started pointing out how pale and weak he was, and how wide and girlish his hips were. But he was still a man, god damn it, so when the timer hit zero he yanked down his jeans and undies, flashing his little pink cock to the webcam right as it took a photo. 

Immediately he yanked his pants back up, threw himself into his seat and sent the photo to the troll before he could second guess himself any longer. 

<ElevatedWit>

Here's your photo, you fucking pervert freak.

The photo took a while to upload, and as the seconds ticked by Whit found his confidence returning. Stupid fucking troll, bet he never saw this coming! He never would've actually thought Whit would be brave enough to send a photo. Heh, most men definitely wouldn't be, but Whit was made of sterner stuff. And, okay, maybe his dick wasn't exactly seven inches long. But hell, all men fudged the numbers a little bit, didn't they? And besides, Whit didn't need to prove he had the biggest dick in the world to win this battle. He just needed to show that his dick was bigger than the troll’s. Whit might not know much about footballfan43, but he knew the troll was a pathetic loser who spent his time harassing innocent people online, and that was a pretty clear sign that his dick was tiny. 

Finally, the image loaded, and for the first time Whit actually got a good look at it. 

There he was, with his jeans halfway down his chubby thighs, yanking his shirt up to expose a rock hard little penis, poking straight up at his soft pale tummy, barely making it a third of the way to his navel. 

Whit’s heart sank.

<footballfan43>

KCT HAHUAHAHAHAHAHAHAHAHAH HAHAHAHAHAHAHAUAHAUAUUAUAHAHAHAUAHAHAHAHA

ITS SO FUCKING SMALL LMFAOOOOOO

Face burning, Whit replied. 

<ElevatedWit>

It's not small!

<footballfan43>

BRO IM CRYING HAHAYAHAH

<ElevatedWit>

That's not even its full size usually! And I wasn't hard! And it's a really cold day!

<footballfan43>

mds u rly are a sissy lmaooo

just a little clit afterall

no wonder u were jealous of her

“I'm not fucking jealous!” Whit hissed, jabbing angrily at the keyboard.

<ElevatedWit> 

Whatever! Your dick is probably way smaller! 

<footballfan43>

hahaha

no sissy im a man not a little girl like u

<ElevatedWit>

Show me a photo then!

<footballfan43>

no 

i dont get off on showing my cock to little horny sissies 

<ElevatedWit>

THAT'S NOT FAIR!

Why did I have to show you mine but I'm supposed to just take you at your word?

<footballfan43>

fine sissy

if ur really that desperate 

“Fuck yes,” Whit grinned, bouncing excitedly in his seat. He had turned the tables! Now it was the troll’s turn to take a humiliating photo, and when he finally showed off his miniscule dick, Whit would be the one to laugh and gloat and….

The troll’s photo popped up in the chat, and Whit’s jaw dropped. 

The troll had taken his photo just like Whit, with a webcam pointed at the lower half of his body. The picture quality wasn’t great, but Whit could make out the background, a dimly lit room, white walls, and a bed with navy blue sheets. But his eyes were drawn to the foreground, where the troll was standing proudly, with his pants down, his shirt lifted, displaying a hint of his muscular body, his neatly trimmed pubes, and his long, thick, gorgeous brown cock. 

Whit’s breathing quickened as he stared at the troll’s dick, completely horrified and yet unable to tear his eyes away. It was huge! It hung down, stretching way too far down his thighs, heavy and thick, with a fat, uncut head. Whit had seen giant cocks before, of course, but only in porn, and he had assumed that the owners were genetic freaks. Or that the cocks were fake, monstrous creations made with rubber or CGI. But this cock had to be almost that big, and it wasn't even hard! It was so much bigger than Whit’s cock it felt insane to even compare them. Whit realised, with a sick, shameful feeling in his tummy, that when he had been imagining the sissy in the video reacting to a real man’s cock, this was exactly the type of cock he had been picturing. 

God, that sissy would probably kill for a chance to play with a cock like that. To hold it and stroke it with her dainty little hands, to wrap her wet pouty lips around the tip, to feel the troll’s hot salty cum splashing on her tongue…

<footballfan43>

??

sissy

irs been five minutes

stop rubbing ur clit 

Whit gasped with horror. That was absolutely not what he had been doing! He was just… just surprised! He scowled. Surprised by the troll’s dishonesty!

<ElevatedWit>

That is NOT your penis! That's obviously some porn star’s dick!

<footballfan43>

🤣🤣🤣

im flattered sissy

that means a lot coming from a n experts cock lover like u

but its mine

Whit hesitated. Could it actually be true? Surely not. No way.

He quickly downloaded the picture, just in case the troll decided to backtrack and pretend he had never attempted this stupid fraud, then ran a reverse image search to find the original source.

No results.

“No,” he whispered to himself, “No fucking way!”

<ElevatedWit>

There is no way that is actually your penis.

If you expect me to believe that, then you should have no problem taking another photo where you're holding a piece of paper with my name on it as proof. 

<footballfan43>

trying to claim my cock for urself sissy?

Whit gritted his teeth. That was absolutely not what he was doing. This was the same proof system people usually used on Reddit, so he knew it was a well-tested objective measure of fact.

<ElevatedWit>

I don't want your cock. Just the truth.

<footballfan43>

ok then

whats ur name?

<ElevatedWit>

Wow, you really are stupid. My name is ElevatedWit, you idiot. It says it right there on the screen.

<footballfan43>

not writing all that

whats ur irl name?

Whit grimaced. He had never actually liked his name. Even before the constant cock-roach jibes, it had always felt a bit embarrassing. Roach was bad enough, but Whitaker was a pretty crappy first name too. Even “Whit” was barely acceptable, although he liked how it was a homophone for his greatest strength. An attribute the troll was sorely lacking in.

Whit smirked to himself as he typed.

<ElevatedWit>

The phonemes of my real life nomenclature are contained within my digital identifier.

<footballfan43>

???

<ElevatedWit>

Ha, I thought that would be too erudite for your troglodytic brain. Here, I'll rephrase it in a way you can understand: if you sound out my username, you'll be able to figure out my real name.

<footballfan43>

ohh

Ellie?

thats cute

<ElevatedWit>

NO!!!!

<footballfan43>

girly name for girly sissy 

ok Ellie taking photo now

<ElevatedWit>

THATS NOT MY NAME!!

HELLO?

THATS NOT MY FUCKING NAME YOU IDIOT!!!

Whit hammered frantically at the keys. It was too late, though. A few seconds later, the troll's photo loaded. It was the same room, the same navy blue bedsheets, the same massive cock. Only this time, the troll was holding a piece of paper next to it, with a message written on it in blue pen.

HI SISSY ELLIE

ENJOY MY COCK

FOOTBALLFAN43

Whit stared wordlessly at the screen, at that giant cock, at the proof that the troll he had spent the last hour arguing with had really bested him. Not with wit. Not with logic. Just by having a real man’s cock, instead of Whit’s tiny little one. 

<footballfan43>

happy now sissy ellie?

Whit slumped miserably in his chair. He couldn’t even bring himself to protest the horrible new nickname. 

<footballfan43>

ok ellie this has been funn but i cant spend all night taking photos for u to drool over

have fun playing with ur little clit

The troll’s status changed to Offline, and Whit was left alone in his dark, lonely room, with nothing but the photo of the troll’s fat cock to keep him company. 

What had happened? What the hell had he just done? He ran frantically over his evening, trying to retrace the steps that had led him here. He had been jerking off to sissy porn, which was already disgusting enough. Then he had left a comment, which he thought was so smart and well thought out, but everyone had hated it. Everyone thought he was stupid. Whit’s breath hitched, and he closed his eyes as they began to tear up. 

Then the troll had replied to his comment by making fun of him in front of everyone, talking about how small Whit’s dick was. His breathing quickened. And it got so many likes! At least fifteen people had seen that comment and agreed with him, agreed that Whit had a tiny dick, that he was jealous of that sissy. A tear ran down Whit’s cheek, and one of his hands went to his chest, clutching tightly to the fabric of his shirt as his breathing sped up. 

And then the troll had tricked him into an argument, tricked him into spending half his evening desperately defending his manhood. He had tricked Whit into sending a photo of his dick! Whit’s other hand fell to his waist, rubbing softly against his dick through his jeans. God, he was still so hard. So tiny but so hard. 

He whimpered and shimmied out of his pants, clutched his dick in his hand again, and began tugging quickly at it. God, it was so small, smaller than the troll’s, smaller than the sissy’s. The troll was right! It wasn’t big enough to be called a cock, no, it really was just a clit, just a tiny little sissy clit. His eyes flew open and he scrolled back up, still rubbing his little clit frantically. There, oh my god, there, the photo the troll sent, the second photo, with his long thick cock, his manly body, his confident stance, and that message…

HI SISSY ELLIE

ENJOY MY COCK

Whit’s hips bucked and he squeaked, his face burning hot with shame, with humiliation, and with desperate, overwhelming arousal. 

“I’m gonna cum!” he whimpered softly, “My little sissy cock is– ahh!”

For the second time that day, his tiny cock squirted out its hot, sticky load all over Whit’s soft tummy and thighs, and he collapsed into his seat, too overcome with shameful pleasure to worry about what he had just done.

*****************

There you go babes!! Would love to know what you think. Also as you may have noticed, this story includes a loooot of online chat conversations, and I'm not sure how best to format them. Hopefully the method I used wasn't too annoying, but if you have any suggestions (or know any stories that do it well) please let me know!

Huge thanks to my beautiful collaborators/editors Lucy and Rivahn <3 Make sure you check out their writing. And if you like the idea of horrible little shut-in troll transitioning in the most toxic way possible, you GOTTA read The Objectively Most Rational Decision.

Backup Girl Ch. 05 coming soon!!