Is It Weird for a Guy to Apply to a Witch School? — Chapter 19
Chapter: 19 / 420
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Chapter 19: Chapter 19

Chapter 19 : Chapter 19

Chapter 19 : My First Experience with Women's Clothing

“Here, your luggage.”

“Hm? Mine?”

I looked at Bai Yu as she pushed a sizable suitcase in front of me.

Even if I were clueless, I could guess by now what was going on.

“Of course.”

“You’re that sure I’ll need it?”

I said, suppressing a slight smile at the corner of my mouth as I took the suitcase.

Even with my barely developed chest, I could roughly imagine what was inside… probably women’s clothing, right?

“You’re enrolling at Witch Academy, so of course you’ll need it. Look at you—don’t you want to try it?”

Bai Yu said, glancing at my lips.

Though I hid it well, she could tell.

“Try it? Of course I want to try it! Thank you, Bai Yu! You’re so good to me!”

I instinctively wanted to rush forward for a hug, but Bai Yu pushed me away with one hand.

I wasn’t discouraged, though—after all, I was the one getting the better deal this time.

Since my attempt at cozying up didn’t work, I didn’t bother trying again.

With a few clicks, the suitcase snapped open, practically bursting as the clothes inside spilled out.

Seeing the contents, I realized Bai Yu was right to tell me not to open it on the way.

If I had, I’d have died of embarrassment on the spot.

I picked up a small piece of fabric, something I’d never used before.

It was my first time holding it, and my face flushed uncontrollably.

“A bra. Girls start using them when they begin developing. It’s perfect for you right now,” Bai Yu said from the side, as if enjoying the show.

She seemed pleased with my instinctive reaction.

As expected, I was still a boy at heart.

Even though I’d mentally accepted the reality, I was still shy when it came to changing my lifestyle habits.

This was where her role as a senior became crucial.

After all, she’d promised to teach me how to be a girl.

I carefully pinched the bra between two fingers, realizing I still hadn’t crossed that mental hurdle.

This was something I’d have to wear from now on, yet my body was still subconsciously bound by my old perceptions, too timid to even hold it firmly.

Suddenly, Bai Yu stepped closer, placing her hand over mine and wrapping my fingers around the fabric.

Soft, delicate, pleasant to the touch…

In an instant, I felt a flood of sensations.

“It’s your first time, so why hold it so reluctantly? You’ll have to wear it eventually. How about I teach you how to put it on now?”

“Now… right now?”

I hesitated slightly, but the excitement coursing through me urged me to try it immediately.

The only thing holding me back was my subconscious resistance.

But that resistance crumbled completely when Bai Yu assertively took the fabric from my hand.

“Of course right now. Since this is the first thing you picked up, let’s try it. It means you’re fated for this type”

Once the initiative shifted to Bai Yu, I knew I had no room to refuse.

Even if I tried to say no, my mouth might betray me, stumbling over the words.

“Okay… okay!”

My lips trembled slightly, but I abandoned any thought of refusal.

When I said “okay,” it came out surprisingly clear.

After saying it, I felt a weight lift off my shoulders, as if I’d let go of something entirely, ready for whatever Bai Yu had in store.

“Why are you still standing there? How long are you going to keep wearing those ill-fitting clothes? Take them off and try the ones I prepared for you. What, don’t you like them?”

Bai Yu’s voice snapped me out of my thoughts, prompting me to think again.

‘’Clothes… no, I want to try on a skirt!”

I blurted out instinctively after hearing her suggest changing and seeing her casually pick up a women’s top.

The moment I said it, I was even stunned.

“Haha, alright, alright whatever you want.”

Bai Yu said with a doting smile, not giving me a chance to backtrack as she responded immediately.

“How’s this one?”

By now, my face was completely flushed, but even so, I was trying hard to get used to it, despite my racing heartbeat.

My fingers unconsciously fiddled with the decorative trim on the skirt’s hem, a nervous habit I hadn’t even noticed.

But Bai Yu caught every little move.

This was proof of my inner unease, wasn’t it?

She’d just heard me say I wanted to wear a skirt, and now that I was wearing one, I still wasn’t fully adjusted.

But the way I was pinching the hem of the skirt was pretty cute, wasn’t it?

Still, putting the skirt on me herself was even cuter!

Should she put black stockings on me next?

Or maybe white ones?

I could probably pull them off…

Bai Yu’s mind was racing with wild thoughts, fully immersed in her plans.

I lowered my head, looking at the light yellow velvet knee-length skirt I was wearing.

As I slightly turned, the skirt swayed with me, a gentle breeze passing between my legs, making me instinctively press them together.

I reached out to gently press down the fluttering hem, revealing a pair of black high boots on my feet.

This was my first time wearing shoes like these, and Bai Yu had helped me put them on.

Of course, it was also my first time wearing a skirt.

I wouldn’t have even known whether to pull it on over my head or step into it without her help.

I brushed my long, dark hair, its natural waves resting on my shoulders.

“How does it feel?”

Bai Yu’s timely question pulled me out of my self-absorbed state.

“Pretty… pretty nice,” I stammered, trying to calm my excitement.

This light-colored skirt looked really good on me.

Maybe it was a bit of narcissism boosting my confidence, but it was enough for self-satisfaction.

“If you think it’s nice, want to try a different style? Honestly, this skirt doesn’t quite match your witch cape,” Bai Yu said, holding up another outfit with both hands, looking at me expectantly, as if certain I wouldn’t refuse.

“Bai Yu, are you treating me like a dress-up doll?”

I said helplessly, seeing her eagerness to keep going.

Honestly, I didn’t like changing into lots of outfits in a short time.

Even if I wasn’t used to wearing certain clothes, once I had them on, I didn’t feel like changing again.

This skirt, for example—I thought it was great.

Maybe that was the difference between me and other girls.

“Of course, are you willing to be Bai Yu’s dress-up doll?”

“Geez, how could I possibly say no to that?”

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Wy
level 79
WyrmGroundskeeper
Sep 3, 2025 at 8:36 PM

Lmfao, good friends.

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