Cross-Dressing Common Sense (1)
Once I started working as the soccer club manager, my free time really dried up. Normally, after classes ended, I'd just roll around in my dorm room playing games, but now after helping out with training and all that manager stuff, I'd be totally wiped out and had to crash hard back at the dorm.
'No dark circles under my eyes, I hope...'
But even so, I couldn't give up on masturbation. Every night, instead of going straight to bed, I'd stay wide awake until Geon-yul seemed fully asleep in dreamland, then get up and head to the bathroom. The timing varied a bit each night, but since I started using the dildo, the number of sessions increased, cutting into my sleep time big time. Sometimes I'd worry if dark circles were forming around my eyes.
'It's not like I'm managing it or anything... but it'd be a shame.'
Some people like stomping footprints into untouched fresh snow, but I much prefer just gazing at it from afar without touching. Especially if it's my own body.
"...Yawn."
I let out what even I thought was a cute yawn, then left the bathroom and headed to the field. I'd only popped in briefly during soccer practice, so I couldn't stick around long.
'If I linger, they'll think I snuck off to masturbate again.'
I ignored my breasts bouncing up and down as best I could and hurried along with quick steps. The players, who should have been scattered practicing individually, were all gathered together. That situation was crystal clear.
'Practice is wrapping up? Better hurry.'
Sure enough, just as the coach was wrapping up with a few words, I came running up late, clasped my hands politely, and stood there. Geum Ye-rin grabbed my ass firmly and whispered teasingly.
"What now?"
"You're wearing yourself out again. Masturbating on the sly?"
"What're you talking about? No! Anyway, when did Jin Ha-eun tell you?"
"Heh heh heh..."
I scowled. By the way, does female masturbation really wear you out like that? Actually, I wasn't even sure if male masturbation truly "wore down your bones" either.
"Alright, everyone dismissed... Oh, managers, hang back a sec?"
"Us?"
The three of us managers had been wiggling our hips flirtatiously, ready to follow the guys and attend to their changing and showers like usual, but we froze on the spot at the coach's words.
"What's up?"
"I gotta suck the captain's dick..."
"If we don't hurry, we'll miss out."
I was the only one asking what it was about without complaining. Worried it'd make me look suspicious, I chimed in too.
"Um, I... I gotta wash Owner Geon-yul's cock too..."
"Hey, you sluts, enough. It'll be quick anyway. Just one of you volunteer."
Me and the other two female managers all tilted our heads at once. One volunteer?
As students who signed up for soccer club manager, we'd all accepted that sexual stuff—or similar—was part of the deal. Hell, maybe we were hoping for it. At least Jin Ha-eun was. So this "one volunteer" thing felt kinda out of left field.
'Can't he just order us? We're not in a position to refuse anyway. I'd like some details at least.'
Unlike Ha-eun or Ye-rin, I wasn't even properly attending to undressing or showers, so I wasn't in a rush. Geon-yul liked my milk, but he wasn't a newborn—he could undress and wash himself.
'...He knows that, right?'
Still, he said when Ha-eun or Ye-rin slather their tits in foam and rub all over him, it feels like being a human shower sponge. And apparently it's pretty nice, so I was a little curious...
'Stop.'
Curiosity ends there. This isn't some soapland, and I'm not volunteering full-on whore service. Slathering on slippery gel or oil and grinding? No way.
"Ahem. Have you girls ever done proxy attendance?"
I'd zoned out into dirty thoughts for a sec, but the coach's short, gruff words snapped me back to reality. Proxy attendance? Sudden, but kinda familiar.
"Proxy... attendance?"
"Exactly what it sounds like. One of our players has something come up and needs to skip class without permission, but he's got so many demerits already that causing another issue would be a hassle all around."
"Ehhh..."
"So, I'd like one of our cute managers to attend in his place."
It was super bewildering. I'd gone to college before coming here, so proxy attendance wasn't alien to me.
'But this is... not college?'
Proxy stuff happens in huge lectures or short ones. Our school was more like high school structure. Sure, everyone's adults, but we basically spend all day with friends.
"Coach, you mean..."
"Yeah, one manager skips and proxies for the player. A girl from Bitch Class or Onahole Class missing one day won't matter. It's not like we're learning anything profound."
"W-Well, true..."
Even locals in this world couldn't claim pussy-clenching or dick-sucking skills were "profound" in front of a middle-aged guy. But the real issue wasn't managers skipping.
"Coach, but even if we skip, proxying means we'll get caught for sure. Gender's different from the start."
"Well... yeah, can't get caught by other students, so you'll have to cross-dress, obviously. Live as a boy in the boys' class for that one day."
"Cross-dressing?!"
We three shouted in unison.
"Won't that be a huge problem if we're caught...?"
"Obviously won't end well. But I can pull some strings to soften school punishment. Though if you're outed pretending to be a boy around all those guys, you'll pay the price."
"G-Gangbanged...?"
Ha-eun and I said it at the same time, our voices both trembling. But unlike me, hers had a hint of excitement. A quick glance sideways, and love juices were dripping from between her legs.
I checked my own pussy by pressing hard over my pants—just in case—and had to stifle a moan. Sensitivity had spiked without me noticing.
"Chae-a as an owned bitch might find it tough, but I'd really like you to handle this, Chae-a."
"Me?"
I pointed at myself, face scrunching up. Honestly, just hearing it made me want to bail. Demerits from school if caught, plus gangbang risk from the guys. No big reward even if successful.
"Yeah, simple reason. Take a look at this photo?"
"Oh... this is the guy skipping?"
"Even I think you look alike. Cross-dress, and no one'll tell the difference."
"..."
The skipping guy was unusually pretty for a dude—rumors often said we looked alike. He mostly talked to girls or Geon-yul, so no real friendship, but yeah.
"W-We do look a bit alike, but still anxious..."
"Plus, your owner Geon-yul's in the same class. He'll protect the guy, so no real danger."
"Uwaaa..."
No way to refuse now. Worst case, Geon-yul protects me, and I was the best fit anyway—no more excuses.
"Got it..."
"Good. I'll sort details and let you know. Now go attend to the players!"
"Kyaa!"
"C-Coach, I said don't spank my ass!"
"It's already wet...!"
Heading to the locker room after a smack on my gym-shorts-covered ass as a send-off, I couldn't hide my anxiety.
"Cross-dressing... is it really possible?"
Before that... these tits. Can they even be hidden?
After practice ended, I told Geon-yul every detail from the coach word-for-word, but I kept mulling over the cross-dressing proxy attendance. Punishment from school if caught, gangbang risk. Sounded scary in words, but somehow I felt like no major issues would arise.
For one, I'd be with Geon-yul all day—no need for my owned bitch collar; he'd protect me. And coach said he'd handle school punishment.
'No choice anyway. If I gotta do it, might as well enjoy it.'
I thought about upsides too. And surprisingly, the more I did, the better it seemed. Proxy attendance for players is manager duty. Cross-dressing was the shocking part.
If not caught, it could be a great opportunity—huge trouble if busted, though.
'Even just one day, escape from this damn bitch status.'
Not legally, but with legit pretext to cross-dress. I'd considered fully passing as male to survive here before, so it'd scratch that itch.
'Most importantly, prove to Geon-yul—who's been seeing me as a real girl lately—that I'm not a woman, I'm a man!'
Even in this woman's body, if he sees me cross-dressed hanging with his classmates like one of the guys, he'll have to admit it. I'm still the old me; nothing's changed.
'...I have to show him.'
Lately, my male identity felt shaky, so this proxy might be a pivotal moment for my future. Proving to Geon-yul—and myself—that I'm still a guy who doesn't like men. Just the shell changed; cross-dressed with him, I'll look like any normal boy. I'll make him see.
For that... first...
"Urgh...!"
"...Need help?"
"N-No! It's almost in! Just a bit deeper... Ohook...!"
Right. Had to wear the male uniform.
"No weird noises. Just stick your ass out this way. I'll pull 'em up."
"...Please."
Mind made up, but body was female. Dressing a woman's body in male uniform was tough. Shirt buttons wouldn't close over my bulging tits, got all wrinkled and weird. Pants wouldn't go over my big ass.
Breasts were manageable with compression bandages. Mine were big but not massive, so it worked. School nurse or Geum Ye-rin levels? Bandages wouldn't cut it.
Ass was the stubborn problem. Just now, struggling alone with the pants, I'd turned around and asked Geon-yul—who was facing away—for help.
'Why's this ass so damn big it blocks the pants?!'
Enduring the shame, I stuck my ass out toward him like doggy-style, and he pulled them up. Man's strength unbeatable compared to woman's.
"Thanks... Hnng."
Grateful, but his hand brushed my pussy on the way, and I cursed my slightly wet body. Luckily, he didn't catch my moan.
"They're on, but is this okay? Not too tight?"
"I-It's bearable. If I gotta pee, though... big problem."
I thrust my uniformed ass at Geon-yul one last time, twitching it around, begging him to check from all angles. The guy didn't just look—he poked and prodded carefully.
"Hey, gotta change your underwear."
"Underwear? Why?!"
After inspection, Geon-yul ruled redo. Culprit: my panties.
"Panty lines are way too visible."
"R-Really?"
"Yeah, I'll snap a pic and send it. Lines, and other parts... it's like body painting."
Seeing the photo he sent, I got it completely. Totally different from men's. Female panties screamed through. He skirted it, but my pussy mound peeked too.
"What now? I only have women's thongs..."
"...No choice. Borrow one of my trunks."
"Y-You want me to wear your panties?!"
"No other way. Hate it?"
"N-No, but, I mean, I'm fine..."
I ducked my flushed face and nodded.
"...Thanks."
Never shared panties before coming here. But wearing a man's—Geon-yul's, no less—on my woman's body?
"Wait a sec."
What the—? Geon-yul stood to grab them but headed straight for the bathroom.
"H-Hey! What're you doing?!"
"...Why?"
"T-Taking off your worn ones and handing them right over? That's too much!"
Is he nuts? My pussy rubbing where his dick was moments ago? We'd fucked plenty, but this was indirect sex!
But like I was ridiculous, Geon-yul smirked from the bathroom door.
"What? Gotta pee, so hitting the john first, then give 'em to you. You think I'd hand over the ones I'm wearing?"
"Ah, aaa..."
"Or do you want the worn ones?"
I silently buried my face in a nearby pillow.
'...Kill me.'