Dress-Up Date with Karen-onee-chan

"Hmm-hmm-hmmm ♪ A date with Tak-kun ♪"

The one humming away in a sunny mood beside me, fingers laced with mine, is Karen-onee-chan. Today she's brought me out shopping for clothes.

Onee-chan is wearing a midriff-baring top and a short flared skirt, her loosely-curled hair gathered into a ponytail with a cute scrunchie. Her makeup is flawless too, so it really feels like she's gone all out for a proper date. Her legs are long, and it looks like her panties could flash into view at the slightest thing. My heart can't take it.

"Hey, Tak-kun, how does Onee-chan look? ♡"

Onee-chan let go of my hand for a moment and spun around right in front of me. Her skirt billowed up softly, and her lace-trimmed navy panties came into full view.

"C-cute…"

"Hey, where? Where's Tak-kun's favorite spot?"

"… The skirt… I guess… Onee-chan's legs are so pretty…"

"Hmm hmm… so Tak-kun likes bare legs…"

It feels a little like my own sister coaxed a personal fetish out of me, but maybe that's only because my heart isn't pure and I've been looking at Onee-chan with lewd eyes.

"Okay, let's head to the clothing store right away!"

Onee-chan took my hand again and led me off toward a shop that sold menswear.

"Hmm… a cardigan is non-negotiable, isn't it… oh, this denim is cute too…"

Onee-chan is picking out clothes even more seriously than I am. Or rather, I'm the one who doesn't care about my own clothes. Right now I'm just in a hoodie.

"O-Onee-chan… you don't have to be so serious about it…"

"No way!!! Tak-kun, you don't get it… you don't get it at all! … how much potential you have!"

Onee-chan is preaching to me about the importance of clothes, but none of it is sinking in. On top of that, the shop clerk a little ways behind is nodding along with everything she says.

"Now, time to try them on, try them on!"

Onee-chan piled the clothes into my arms and pushed me into the fitting room. I put on what she told me to and looked in the mirror, and to my surprise the person staring back actually looked stylish. When I drew the fitting-room curtain aside, her face lit up with delight.

"Kyah! ♡ Yes, I knew it! ♡ You look wonderful ♡ Tak-kun ♡"

Onee-chan held up her smartphone and started snapping photos of me. The standing shots were fine, but when she crouched down to take them, her panties were on full display and it was bad news for my crotch.

Right now I'm in a spring-ish combo: a T-shirt paired with a cardigan. The clothes Onee-chan keeps handing me run the gamut: collared shirts, vests, sweaters, denim, you name it. I went through the cycle of trying on the combinations she dictated and getting my picture taken several times.

"Yaaan ♡ All of them look good! ♡ Let's just buy all of them ♡"

"O-Onee-chan… not all of them, surely…"

From how they felt in the fitting room, the fabric and construction were solid, so they're probably pricey. If I don't hold us down to maybe two tops and two bottoms, the total is going to balloon into something absurd.

"Mou! I'm already holding back even with this, you know! A-n-d I'm using money I got from Mom, so there's no need to worry!"

"But… if you buy that many and I don't wear them all…"

The money worry is gone, but if any of it ends up being a wasted purchase, I'll feel awful toward Mom.

"It's fine! As long as Onee-chan is here, none of it will go to waste! I'll coordinate every single outfit for you ♡ … gufufu ♡"

I caught a slightly ominous laugh in there, but if she's thinking about how not to let the clothes go to waste, then I'll trust her.

When we asked the clerk to ring us up, she said that since we were buying so much together, she'd give us a discount. They'd also deliver straight to our house, apparently, which meant Onee-chan and I wouldn't have to lug a mountain of bags around.

"Oh, this one and… this one! Could you take the tags off, please?"

Once the clerk snipped the tags off, Onee-chan shoved another outfit into my hands and pushed me back into the fitting room. I changed into what she'd told me to and tucked my old clothes into the paper bag they gave me.

"Yes, yes ♡ Tak-kun looks so cool ♡"

It seems I'll be spending the rest of today in this outfit. Onee-chan smoothly plucked the paper bag out of my hand and carried it for me.

"Th-thanks…"

"Yes, yes ♡ Good boy for letting Onee-chan spoil you properly ♡"

It's not really "letting" her when Onee-chan straight-up snatched it out of my hand…

"Aren't you going to look at any clothes for yourself, Onee-chan?"

"Eh…? Tak-kun would probably find it boring…"

"It'd be more fun than picking out my own clothes…"

"Really…? ♡ Then maybe I'll go hunting for clothes Tak-kun would like! ♡"

Onee-chan laughed happily and tugged me along by the hand. Her step was even lighter than before, enough to convince anyone that she really, truly loved fashion.

"This brand here! They've got tons of cute skirts ♡ Perfect for Tak-kun, who loves bare legs, right? ♡"

"Y-yeah…"

Onee-chan tried on outfit after outfit and modeled each coordination for me. So I could compare them later and pick a favorite, I took plenty of photos of her.

"Fufu ♡ I've filled up Tak-kun's phone ♡"

Onee-chan looked at the photo folder on my phone and smiled happily. I leaned over to share the screen with her and we picked through the skirts together to decide which one was best.

"Th-this one might be good…"

The one I picked was a tight skirt whose hem looked even shorter than what she was wearing now. If she crouched or sat down, it would definitely ride up and her panties would show.

"Tak-kun, you ♡ So this is the kind you'd like me to wear… ♡ I'd expect no less ♡"

It seems being a lecher really does earn praise here. I wonder if a normal guy would have hated it.

"Okay, I'm gonna go buy it ♡"

Onee-chan paid for it, had the tag snipped just like before, and came back out wearing the new skirt.

"This kind is the one you prefer, right? ♡"

Onee-chan was grinning mischievously, but my eyes weren't on her face. They were nailed to her thighs.

Onee-chan led me by the hand into a restaurant, where we had lunch.

"Aah, I'm so happy ♡ I finally got to go on a date with Tak-kun ♡"

While she ate, Onee-chan let out a loud, contented remark to herself.

"S-sorry for making you wait…"

"Nuh-uh ♡ I'm not mad or anything ♡ Tak-kun is super popular, after all! Can't be helped."

We'd set up this date back at the end of February or so, which means well over a month has passed since then. I still have date promises lined up with Masami-onee-chan and others, so for a while every weekend might be packed with outings.

"A-n-d, you'll keep going on lots of dates with me from now on too, won't you?"

"Yeah… of course."

"Fufu ♡ Then it's fine ♡ Next time let's come buy summer clothes! ♡"

Onee-chan is already talking about the next date. But having my schedule fill up with plans to spend time with people like this is something to look forward to. It's nice.

"But geez, Tak-kun's already this popular, and now that your clothes are getting stylish too, you'll be completely out of control!"

"But I'm not the one buying them… I'm leaving it all up to you, Onee-chan…"

"Fufu ♡ You didn't deny that you're popular ♡"

"Eh… no… I'm not popular…"

Onee-chan looked over at me with a "gotcha" expression.

"Eeh～? But Tak-kun, your class is so popular that there are girls who couldn't get in even though they applied, right? That's not normal, you know. If half a class's slots are filled with applicants, that's already a lot."

According to Onee-chan, when a girl applies to be in a particular boy's class, it's either because she's already gotten close with that boy, or because she's heard his reputation and applied based on that. Girls who don't fit either case don't put in a request and just bounce between classes for the full six years (or three) until they find a boy they like.

Come to think of it, I heard Honami-san had originally not been applying to any boy's class either, but started applying to mine after she met me.

"So, Tak-kun, you are popular!"

"Y-yeah…"

I don't really feel it, but it does seem like most of the kids in my class think well of me to some degree. Then again, about a quarter of them are students who enrolled at the high-school stage rather than continuing up from middle school, so I should be careful around them… Nana being the exception, of course.

The two of us chatted as we ate, then ordered dessert. We both got ice cream, but we picked different flavors.

"Tak-kun ♡ Say 'aah' ♡"

"A-aah."

"How is it? ♡ Yummy? ♡"

"Yeah, it's good…"

Onee-chan brought the ice cream to my mouth for me. Hers was strawberry, mine was chocolate. To return the favor, I lifted some of mine to her mouth too.

"Fufu ♡ Aah… ♡ Mmm! ♡ Delicious! ♡"

Onee-chan laughed happily and ate the ice cream off my spoon.

"Getting to do this kind of thing with Tak-kun really does make me happy ♡"

"I-I'm… happy too…"

I wanted to tell her she'd made me plenty happy too, but in the end I was too embarrassed and the words wouldn't come out smoothly.

When we'd paid and stepped out of the restaurant, Onee-chan suddenly piped up with a suggestion.

"Oh, that's right! Tak-kun, want to take some puri?"

"Puri?"

"Yeah, purikura! You take photos and decorate them ♡"

I nodded yes to Onee-chan's suggestion. Apparently this world has purikura too, and I felt a mix of surprise and quiet relief at finding another familiar thing carried over.

Onee-chan and I crammed into the purikura booth and posed for photos in all sorts of ways. Making heart shapes with our hands, hugging. There was even one where she kissed me on the cheek the exact moment the shutter clicked.

"Tak-kun, wait right here for a sec, okay～ ♡"

The purikura in this world don't blow your eyes up to absurd sizes or shrink your chin down to nothing, apparently. They don't need to, because everyone here is already cute to begin with, so it's just a booth where you take photos and then dress them up with cute decorations. Still, young girls must be obsessed with these machines. It was definitely fun being inside one taking photos.

"All done～! Fufu ♡ I'll go buy a case to match this later ♡"

"A case?"

"Yeah! I'll get a clear smartphone case and slip this photo in from the back so it shows through!"

Onee-chan proudly held the decorated photo out for me to see, but this is…

"You're using this photo…?"

"Of course!"

The one she picked was the one where she's kissing me. Her face is in a cute kissing pose with her eyes shut, while mine is a study in pure shock.

"Tak-kun's face is so cute ♡"

Onee-chan stroked the photo lovingly once, then carefully tucked it into her bag.

"We bought clothes, ate lunch, took purikura… let's head home!"

I messaged Mei-san for a pickup, and when we got back to the house, everyone praised my new outfit. It made me feel oddly itchy, getting praised for clothes I hadn't even picked out, but Onee-chan stood behind me with such a proud face that I figured, well, that was fine too.

After dinner, just as I was about to head for the bath, Karen-onee-chan suddenly stopped me.

"Tak-kun ♡ Let's go in together ♡"

"O-okay…"

Onee-chan herded me into the changing room and stripped me stark naked in no time at all. She wrapped her legs and arms around my bare body. She was smooth and warm all over, and my rod was already on full battle alert.

"Fufu ♡ I'm so happy… ♡ Tak-kun ♡ Undress Onee-chan ♡"

I did as I was told, rolling Onee-chan's top up and pulling her skirt down. But in terms of cloth coverage, honestly not much changed. Her midriff was already exposed and the skirt was already short.

"These are the thighs Tak-kun stared at so much earlier ♡ I want you to touch them ♡"

It's not "stared at," it's "stared at for me." That's how the men of this world's ogling is framed. And on top of that she's asking me to touch her. As if pulled along by Onee-chan's words, I reached out toward her thighs.

Her thighs are smooth and pretty, slim enough that they don't even touch each other when she stands. That really is the body of someone who works as a model.

"Tak-kun ♡ Time to take my underwear off too ♡ Let's go take a bath? ♡"

I'd been so absorbed in her thighs that Onee-chan had to hurry me along into the bath. True enough, even though it's spring, standing around naked still chills the body.

I slipped Onee-chan's navy bra and panties off, dropped them in the laundry basket, and stepped into the bathroom.