Side Story 28: Out on a Crossdressing Date
The chairman's mansion. The offices of a famous Korean conglomerate. Even a park bench and a public restroom...
Jo Eunwoo had already indulged in outdoor exhibitionism and crossdressing play with Master in every kind of place imaginable.
And Master was no different.
A dick-bearing femboy, dressed as a girl, out on a date with a man...
Master had gotten a taste for the way Eunwoo's brain melted between shame and a shivering thrill, and now...
"Nnh..."
In broad daylight, he was enjoying a clingy little date with his crossdressing femboy bitch.
Sneaking glances—
The burning stares of interest pouring from the men around them...
"Whoa... that girl's insanely pretty..."
"I wish I was dating a girl like that..."
Even the whispered compliments sliding into his ears and sinking straight into his brain...
A shiver ran through him...!♡
Hair he didn't even have stood on end. Every nerve in his body went taut.
On top of that, hearing sexual praise directed at him — a guy — left his heart in a flutter.
"Look at those legs... and she's got some hips on her too, huh?"
"They're gonna hear you. How would you even know that, man? Haha."
"You can kinda see her waist through the clothes, yeah."
Eunwoo's outfit right now was a pure white dress, neat and modest. No extra ornamentation at all — which made it a surprisingly demanding look, one that put his raw beauty front and center. A long wig fluttering in the breeze only added to it...
"She's innocence itself..."
"Think she's a model somewhere? If you searched online you might find her. All the pretty ones are influencers these days."
It seemed to be the perfect pair of wings for Eunwoo.
"Kinda wanna smash, lmao."
"Don't. You don't see her boyfriend right there?"
The fact that his very existence could elevate Master felt a little good, too...
"I always wondered who a girl like that would date... so it's a guy like him, huh..."
"...They look good together."
Th-they look good together?
And the thought that he had become someone who suited Master like that made his chest burn.
Me? With Master...?
A twitch...!♡
His lower body itched for no reason. Thanks to that, the breeze sneaking up under his skirt was enough to drive him crazy.
Ugh... I thought I'd gotten used to this...!
This was nothing like the maid outfit at the chairman's mansion, or the business skirt at the company.
It's incomparably more embarrassing...!
After all, this was a completely public street, full of strangers...
"What's with you, Jo Eunwoo. Still awkward?"
"I-it is... still a little... yeah..."
As if trying to hide his body, he pressed himself tight into Master's arms, and with both hands he tugged his skirt down a little.
Every little move of his is getting more and more girly. His bitch energy is off the charts, lmao.
"You wear those tiny-ass dolphin shorts at home every day, and now this? Haha."
At home, female clothes were all he wore anymore...
"U-uuh..."
And now, without even noticing, he'd reached the point of going out in drag as if it were natural...
I-if I run into someone I know like this...
Speak of the devil...
"Bro, just hear me out."
!
Two young men in their early twenties were walking toward them from the other direction...
Th-those bastards...!
Eunwoo's high school classmates. Kim Minjun and Lee Hyunwoo.
"Honestly slender girls are the best, right? Just looking at a gut and love handles hanging out kills my dick. How is that supposed to be hot?"
"That's the good stuff, though. If a girl doesn't have tits or an ass, what's even there to look at. I don't associate with people who don't get what's hot."
The two of them, as usual, were lost in some worthless conversation...
F-fuck...!
Anyone could tell they were his friends...
I'm so fucked...!
Even in drag, he'd been friends with them for a long time.
Fucked, fucked, fucked...!!!
His makeup was light, and aside from the wig and clothes he didn't look that different from his usual self. They'd recognize his face immediately...
W-what do I do...?!
He wanted to run right now, but...
A tight squeeze—
"What's gotten into you all of a sudden?"
Master had him locked in an embrace. He couldn't get away.
Aaaah...!
Unable to flee, Eunwoo decided instead to press himself against that strong, massive presence.
He buried himself in—
"What's actually wrong with you? Haha."
Master couldn't make sense of Eunwoo's behavior.
"Don't hide your face~ I told you when we left the house, didn't I?"
Master's goal was to savor Eunwoo's shame. That was why, at the start of the date, he'd ordered him not to cover his face.
Sh-should I just tell Master the truth? That those guys are my friends...! But if I do that...!
Jo Eunwoo understood Master's nature completely.
He'll think it's fun and go talk to them...!
Every kind of worry exploded in his head, but time wasn't waiting.
Footsteps approaching. They were close now. Close enough to recognize a face.
I-it's over...! I'm done...!
But then...
They walked right past—
"...?"
As easily as if they were complete strangers, his friends strolled by without a second glance.
W-what...? They just... walked past...?
He could breathe for a moment — and at the same time...
So... they didn't recognize me...?!
That fact was another shock.
Y-you sons of bitches...! After everything we've been through, you don't even recognize me? That much... that much...!
His face flared hot and went red.
I... I really look like a girl...?
He started to turn his head to check their reaction...
They stopped—
Huh...?
His friends suddenly halted where they stood.
"Dude, dude, did you see that girl just now?"
A flinch—!
"Yeah, I clocked her top to bottom out of the corner of my eye, lmao."
"You perv, haha... wasn't she insanely pretty...?"
...Are they talking about me?
Men who'd just seen a beautiful girl weren't the type to walk away easily.
"She's so my type... if she asked me out I'd do a 360 backflip and drop into a full kowtow, no cap."
"This guy... you were just saying slender girls do nothing for you. What's with the 180?"
"If she's that pretty, she's an exception..."
"No spine..."
At his friends' conversation, Eunwoo...
"..."
Froze solid.
You... you fucking bastards... I'm Jo Eunwoo... I'm the dude who used to talk this exact dumb shit with you...
Running into real-life friends made his identity as a man start to surface again. Which meant the attraction and sexual praise coming from his guy friends sounded pretty damn unpleasant...
"Why do you keep grinning?"
"H-huh? W-what do you mean...?"
"You've been giggling this whole time."
"Me?!"
Eunwoo, already fully bitch-broken...
No way! I was smiling while those bastards were talking shit about me?!
Now that he'd become the object of men's longing... it didn't seem entirely disgusting...
Master stopped.
At Eunwoo's odd reaction, he halted right in the middle of the street.
"H-huh...?"
Eunwoo wanted to get out of there immediately... but a dog couldn't walk on without its master.
"Master...?"
He whispered it, small, but Master didn't answer. He just...
W-why... is he looking that way...?
He was looking toward Minjun and Hyunwoo, Eunwoo's friends.
"They stopped... should I go ask for her socials?"
"Did your eyes fall out? You don't see the boyfriend next to her?"
"I-I mean... he could just be a guy friend, you know..."
Y-you can hear everything, you morons...!!!
The idiots kept talking, completely unaware they were being watched.
"Ah, forget it... she's not my type anyway."
"What are you even saying. You weren't gonna talk to her in the first place."
"No, for real? My type is thick. Skinny girls like that aren't my thing?"
What the hell are they even doing...!
This was not conversation for the middle of a public street. Their social awareness had gone somewhere, and they were going at it at a pretty loud volume, absorbed in themselves.
"Spineless bastard changing his story again. You just like anyone pretty."
"A girl has to feel good to hold. I heard if she's too skinny it hurts when you hug her. Volume. Thickness. That's the peak, no debate. If you argue, you're wrong."
W-why are they losing their minds right here? Don't have that kind of disgusting conversation on the street!
He'd always found his friends' nonsense embarrassing... now that he was the subject of it, he was about to lose his mind...
"That girl is pretty much the ideal slender you're talking about. You go talk to her."
"I told you there's a boyfriend... are you even listening?"
"Just because there's a goalkeeper doesn't mean you don't take the shot. If your ideal type showed up, you've gotta at least try."
Th-those bastards... they're not about to actually come talk to us, are they?
Jo Eunwoo's anxiety spiked.
"M-Master? When are we leaving?"
"Hold on a sec. These guys are hilarious, lmao."
Apparently, as the victor who'd claimed the bitch himself, he was enjoying both superiority and pure entertainment at their expense.
"Then what's your idea of the ideal thick girl?"
True to their complete lack of social radar, they suddenly launched into a heated debate based on their sexual preferences.
"Obviously a girl with huge tits and a huge ass and a little belly fat. Oh, but no fat on the face."
"Give me an example. My slender type is exactly that girl, yeah. Simple. Skinny, decent chest, some hips. But I have no idea what your 'thick' standard even is."
...This was a sickness at this point...
God, these fucking bastards...!
"Hmm... I guess... Eunwoo's mom...?"
"...!!!"
His own name, out of nowhere. And the word "mom" stuck on after it...
"Dude, what the fuck;; you're looking at your friend's mom like that?"
"I-I dunno, man... it just popped into my head. I don't even know why..."
He'd said it himself and was scrambling to walk it back, but...
Aaaah...
The one who had to clean up something even worse was Jo Eunwoo.
Wait... I was just listening because these loser kids were saying something funny. They were Eunwoo's friends?
A glance...
When his eyes met Eunwoo's, trembling in his arms—
"Ah... ahh..."
So it really is, huh? Haha.
Master was certain.
No wonder he's been acting weird. Because he knows them? Lmao.
He hadn't misheard. The "Eunwoo" that had come out of their mouths wasn't some other guy with the same name.
Our Eunwoo is so cute. Haha.
At the same time, a fun idea occurred to Master...
"M-Master? Wait... Jo...?"
Eunwoo could already guess what Master was thinking, and what he was about to do.
He shook his head, praying it wasn't what he thought...
A grin—
"Aaaah...!"
Seeing a reaction like that only made him want to do it more...
Footsteps—
N-no, for real...!
Holding Eunwoo tight, he walked straight toward the friends without hesitation.
"H-honestly, isn't Eunwoo's mom kinda crazy hot? That classic milf vibe..."
"Excuse me~"
A flinch...!
They'd been so absorbed in talking they hadn't even noticed anyone approaching.
"Y-yes...?!"
Both of them answered in a cracked, clumsy voice...
U-up close he's even bigger...
To two losers like them, an alpha male like Master was a threat just by existing.
And at the same time...
G-good smell...
The perfume coming off Eunwoo instantly turned their minds to mush.
A quiet smile—
The alpha's smile, aimed quietly at them...
"W-what do you want..."
D-did he hear what we were saying?
He hadn't even said much, and they were already spooked...
"Ah, it's nothing much."
But what came out of his mouth was something they never would have expected.
"My friend here says they're interested in you two~"
"....What?"
"...Excuse me?"
"Do you have a moment? ^^"
Master—!!!!
