Crossdressing Stories - Your Crush Makes You Her Girl BFF

Published on Oct 15, 2023 by Tohka Crow

Your Crush Makes You Her Girl BFF

Caught in the Rain

"Thanks for walking me back. Seriously, today was such a good time."

"Look at us though, like two drowned rats, huh?"

"Going back in this state? Nah, you'll catch a cold for sure."

"My place is just up ahead. You should come in, dry off a bit. I mean it."

"Come on, don’t be all shy and hesitant. It's just some warmth and a dry towel."

"Besides, I've got some tea brewing. It'll help with the chill."

"You've been looking out for me, walking me home and all. Least I can do is make sure you're not dripping all the way to your place."

"Okay, one last push – imagine a warm cup of tea, comfy couch, and some fun conversation. Tempted yet?"

"Still on the fence? Oh, come on. I've got this amazing playlist I've been dying to share. Plus, a little secret... I might have made some homemade cookies earlier. You've got to try them."

"Alright! That's the spirit. Let's head in."

"First thing's first. Here, take this towel. I can't have you dripping all over my floor."

"Feel better? Let's head to the living room. Get comfy, and I'll grab those cookies and put on some music."

"By the way, you've got this cute, flustered look when you're wet. Don’t worry, the rain does the same to me."

"Alright, here we go - cookies and tea. Perfect combo for a rainy day."

"You know, moments like this... they're kinda cozy, don't you think? Just two friends, rain outside, good music, good company."

"Thanks for today. It turned out to be an unexpected little adventure. Maybe we should do it again sometime? Minus the rain, of course."

"Okay, hold up a second. That towel? Clearly not doing the trick. You’re still dripping."

Changing Clothes, Changing Roles

"Look, I’ve got an idea. I know it's a little unconventional, but I could lend you some of my clothes. Just till yours dry off."

"Oh come on, don’t give me that look. You’re not exactly the lumberjack type, you know? I bet you'd fit into them pretty nicely."

"Ooh, that blush! Adorable. It's just clothes. Think of it as... a fun little experiment."

"Come on, be adventurous. Besides, I've always thought you had the kind of frame that could pull off, well, pretty much anything."

"Oh oh stop with the pout. I promise, you’ll look more dashing than you think."

"How about this – you try on my comfy clothes, we have a laugh, eat cookies, and make this a day to remember?"

"Plus, I bet you'll rock those joggers of mine. Trust me. Let's make it a fun challenge. Ready?"

"Alright, let's see what we've got in this wardrobe of mine. A fashion adventure awaits!"

"Hmm, what do we have here? Ah, my skinny jeans. Though, you might just make them look like regular jeans. Your legs aren’t exactly the beefy type, are they?"

"Oh, and here's that crop top I love. But, I don't know if the world's ready for your midriff. Or if your midriff is ready for the world!"

"Relax, I'm just teasing! But, wait... I've got these soft, oversized sweaters. Maybe they won't be so oversized on you though. Got a bit more shoulder than I do."

"Ooh, what about this? My old high school jersey. Remember me wearing this during our university's throwback day? Though, on you, it might just look like you're wearing your girlfriend's jersey. Which, technically, you would be... if we were, you know, dating."

"And here, my comfy PJs. Perfect for slumber parties and, apparently, drenched friends. They've got these cute little stars on them. Think you can pull off cute?"

"Don't roll your eyes! Okay, okay, I'll stop teasing... for now."

"But seriously, pick something, and let’s get you out of those wet clothes. It's all in good fun, promise!"

"Okay, okay. Dive back into the wardrobe it is."

"Oh! Here's my collection of pastel tees. You know, with your pale skin, you might just look like a pastel prince. Or should I say... princess?"

"Hmm, I've also got these yoga pants. They're super stretchy!"

"Ever thought about wearing shorts that end above the knee? I've got this cute pair right here. Maybe you'll finally get a tan on those calves."

"Ooh, this is fun. Wait, what about this? My oversized hoodie with the teddy bear print. Ready to embrace your inner teddy?"

"Ah, and here’s my collection of fluffy socks! I bet your toes are freezing right now. Wanna try a pair? Maybe the ones with the hearts or the kittens?"

"Alright, alright, last tease... for now. But seriously, grab something. Anything. I promise, you'll look... endearingly hilarious in whatever you choose."

"Wait a minute. I've got just the thing that might actually be a lot of fun. Let's turn that frown upside down!"

"Check this out. A black pleated tartan skater skirt. School vibes, right? With those legs of yours, this might actually make them look a tad more interesting."

"And to pair with it? Hmm... Ah! Here’s the perfect piece. A white crop top with long sleeves. Now, I know it might sound a bit daring, but trust me, it could be a look. And hey, think of it as, well, exploring a new side of fashion."

"Are you blushing? Oh, come on. It's just fabric! And besides, if anyone can pull off this daring combo, it’s you with your... unique charm."

"Don't worry! We're in this playful mess together. So, what do you say? Ready to give it a shot?"

"Oh, come on! With those delicate features of yours, you might just give me a run for my money in that outfit."

"Seriously, have you seen your cheekbones? And those soft, pretty eyes of yours? Paired with this skirt and crop top, it’s like they were made for you."

"You know, there've been a few times during our group projects where I've thought you had this, well... subtly androgynous vibe. This might just bring it out."

"Those slender wrists, the gentle curve of your neck... You might just end up looking better in this than I ever did!"

"Imagine, stealing the spotlight. Oh, the irony! Here I am, lending you my clothes, and you might just end up outshining me in them!"

"Alright then, brave soul, off to the bathroom you go to change. And, hey, don't take too long! Can't wait to see how this transformation turns out."

"Oh, wait! Almost forgot."

"Here, if we're doing this, let's do it right. A pair of panties – don't worry, they're brand new. And, um, this bra. I've added some inserts for, you know, a bit of shape. Might as well get the full effect, right?"

"Aw, don’t go all red on me now! It's just a bit of fabric and padding. And, you know, with your surprisingly delicate frame, they might just add that finishing touch."

"Go on then, off you go. Can’t wait to see the new you!"

"Okay... so, are you ready?"

Reflections and Revelations

"Wow. Just... Look at you! Honestly, I wasn’t sure, but you've nailed it. Kind of makes me jealous, you wearing my clothes better than I do."

"Feels weird, doesn’t it? But in a good way? The fabric, the fit?"

"I must say, that skirt and crop top combo? On point. Plus, the bra and panties? It’s like they were made for you."

"Oh don't blush! Embrace it. It's just an outfit, after all."

"Alright, give me a twirl! Let's see the full 360. Own it!"

"Now, how about some fun poses? Strike a pose! Vogue style. Go on!"

"Don't be shy! Let's make this memorable. A playful memory, just between us."

"And hey, when you're ready to get back into your usual gear, it's all laid out. But for now, let’s just enjoy the silliness of this moment."

"Thanks for being such a good sport, by the way. It's been fun, hasn’t it?"

"Oh my gosh, you know what this means, right? We're officially on the path to becoming girly best-friends-forever. BFFs, in sparkly letters!"

Future Fantasies and Playful Promises

"Imagine us going shopping together. Like, for real. You in the fitting room next to me, trying on the latest styles. Maybe matching outfits?"

"I can see it now - strolling through the mall, sipping on our iced lattes, hunting for the perfect pair of heels. Well, for me, heels. For you... maybe some cute flats to start?"

"And oh! Those late-night chats? Talking about our latest crushes, spilling all the deets on our dates. Wait, have you ever thought about boys? No? Well, there's always a first time for everything!"

"Kidding, kidding! But seriously, this is kind of fun. The whole switching roles thing. You're a surprisingly good sport about it. But hey, if you ever want to talk about... anything, I'm here."

"Who would've thought? A simple rainy day turning us into, well, partners in crime on a fashion adventure!"

"Alright, mister, if we're doing this, we're doing it right. Time to complete the look! Sit down right here in front of the mirror."

"Ooh, this is going to be fun. Now, let's see what we've got in my magic makeup kit."

"First, a little foundation. Your skin's so smooth, you won't need much. Maybe it's your secret superpower - being naturally flawless."

"Now, those eyes of yours... I think a subtle eyeshadow will do wonders. Maybe a light shimmer to highlight those pretty peepers?"

"Don't flutter those lashes at me! Oh, wait. Speaking of lashes, a little mascara? Yes? Your lashes are already enviably long, but let's just give them that extra boost."

"Alright, moving on to the lips. Something soft, maybe a bit glossy? Or do you want to be bold and go for a rosy pink? Don't worry, just teasing. We'll keep it neutral."

"Almost done! A touch of blush on those high cheekbones of yours. You know, this whole experience is making me realize just how envy-worthy your features are."

"And... voilà! Look at you! Dare I say, you're giving me some major competition in the beauty department."

"Now, take a good look. What do you think? Embrace the moment, even if it's just for laughs."

"Okay, okay, wait. We're missing one final touch. Ta-da! This wig right here. Oh, don’t look so horrified! It’s just hair – well, faux hair."

"Let’s see… This one's got some lovely waves. Perfect to frame that face of yours. Hold still. There we go..."

"Oh. My. God. Look at you! Seriously, this isn't even fair. You look... I mean, I don't even have words. It's like a whole different person staring back."

"You know, with that hair, you're giving every girl at the uni a run for her money. Including me. And that’s saying something!"

"Wait, is that a blush I see? Or is it my impeccable makeup skills? Either way, you're just too precious right now."

"Remember that time you tried to impress everyone with that silly party trick? This is ten times better! And just think, you didn’t even have to practice for it!"

"Admit it, there's a little part of you that's enjoying this. The attention, the transformation... the slight humiliation. It’s all in good fun. Embrace your temporary diva status!"

"But seriously, let’s snap a quick pic. You might not believe how you look right now, but someday you'll look back and laugh. Or cringe. Or maybe both. Who knows?"

"Oh! So since your clothes are still dripping, we could... I don't know, potentially have a girly sleepover? Just throwing ideas out there."

"We could chat about anything and everything. Like, I don’t know... dates? And, um, boys? Or, you know, whichever floats your boat."

"So, spill! What's your ideal man like? Come on, you've seen me gush about my crushes. It's your turn. Muscular? Sweet? Artsy? What's your type?"

"Hey, did I see a hint of a blush? C'mon, out with it. Is there someone at uni? You've got that 'oh no, she's onto me' look. So, who's the lucky guy?"

"I mean, if you do have a crush, and if he happens to be a he, I can totally help you get ready for dates. We can pick outfits, do a bit of grooming, and just, you know, have fun with it."

"And then, after the date, we could have a debrief session! You sharing all the deets, every blush, every fluttering heartbeat. I live for that kind of drama!"

"Teasing! Sort of. Look, if you ever want to chat, I'm here. Whether it's about boys, girls, or that super tricky assignment from Prof. Martinez. Just know, no matter what, it's all in good fun, okay?"

"Okay, so, how does it feel? Being on the 'girl' side of things now? It's a different world over here, isn't it?"

"I think... you need a new name, just for fun. Hmm, what about... Suzie? Suzie suits you, don’t you think? Oh, look at that face! Come on, Suzie, how do you like it?"

"Oh, don’t pout! It’s all in good fun. But seriously, it’s all girls now. Welcome to the club. We've got makeup, gossip, and sometimes, well, fun sleepovers like this one."

"Do you feel different? More delicate, perhaps? More in touch with your, um, softer side? Don't worry, no judgments here. I'm genuinely curious."

"Come on, Suzie, share your feelings. Is there a part of you that enjoys the pampering, the dressing up? The wigs and the giggles? I mean, looking at you right now, it’s hard to see the guy I knew from uni. All I see is a fabulous girl with a slight identity crisis."

"Teasing! Teasing! Just remember, this is all fun and games. But hey, if you ever want to borrow a lipstick or need fashion advice, I’ve got you covered."

"Ooh, just had a wild thought. Maybe 'Suzie' should make a debut at uni tomorrow? Imagine the looks! I mean, with how good you look right now, you'd definitely turn some heads."

"Heads up, though – it might not be just for how cute you look. There'll be a fair share of double takes, whispers, and dropped jaws. Are you ready for that spotlight?"

"And, you know, it would be reaaaally unlucky if, let's say, your male clothes just disappeared overnight. Poof! Gone. Just imagine having no choice but to strut into uni in those lovely skirts and tops. Oh, the scandal!"

"I mean, who'd even think about doing something as mischievous as hiding a guy's clothes? Certainly not little ol' me."

"But you know, Suzie, you're making it really tempting. With that cute, embarrassed look, you're practically asking for a little mischief."

"Imagine having to explain to everyone, 'Sorry, I couldn't find my jeans, so I thought this skirt was the next best thing.' The stories they'd tell! You'd be a legend. The brave soul who rocked a skirt better than half the girls in our year."

"Relax! I'm just having a little fun at your expense. But, you've got to admit, it's a pretty entertaining thought. Just... always keep an eye on your clothes around me. Who knows what I might be plotting!"