bakerstreet | I was busy thinkin' about boys (in dresses)

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I was busy thinkin' about boys (in dresses)

The Crossdressing Meme

A beautiful dress or the fine cut of a suit can be simple, yet impactful - moreso when we take a little break from tradition. Whether it's for an undercover mission, a costume party, or simply because you like it, it's undeniable that there's something thrilling about defying sartorial norms and turning heads with a brand new look. And after all, gender is just a social construct. (Of course, nonbinary and gender nonconforming folks are welcome!)

Scenarios

1. Costume Party
Halloween and fancy dress parties are the perfect excuse to try a new look! Maybe you lost a dare, or maybe you just felt like making a statement.

2. Undercover Mission
The only way to infiltrate this enemy base and get enemy secrets is to wear a very good disguise. Seducing the crime boss in your new outfit is optional.

3. School Prince/ss
You attend an (all boys / all girls) school and you're either trying to blend in, or stand out. Is it working?

4. Just Because
No elaborate reason necessary! You just like it, your partner thinks it's hot, or you're experimenting.

5. Nothing Unusual
What? These are just normal clothes for you.

6. Naughty
Butlers, maids, nurses, and policemen, oh my! Or, keep it simple with some lingerie.

7. Wildcard
Anything goes!

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(( 5 is pretty much his default state. ))

_{[Any scenario, Canon or modern au - though if it's the latter, there are pics]}

[ down for prompts 1, 4, 5, and 6 with shion essentially hyped over the one crossdressing.

in her canon, it's common for boys to crossdress as a penalty after losing a game, and i'd be more than happy to have that premise. orrr because shion is a fashionista, she has her boyfriend dress up for her just because. a-ok with this either being fluffy or smutty, but if it's the latter, here's a general kink list. bunnies, nurses, maids, cows, cops, lingerie—all fine by me so long as it's cute! shion has a pref for soft-spoken, or even feminine, boys.

shion can be teenaged or (slight gou anime spoilers) 19-20. prefer partners in the same age range. ]

[Would you be willing to have Hope as tribute again?

I'm thinking something like a semi-sequel to our last thread where Hope and Shion are now in a relationship following their last tryst and now she routinely dresses him up in kinky/girly outfits and plays with him while he squirms in her grasp (and then she pegs him)? Or did you have a scenario you wanted to do?]

[Open to any of the scenarios. His sister might even be the instigator of shenanigans, so she's available for involvement.]

Edited 2021-08-19 09:53 (UTC)

((m/m. he's awfully pretty and not against the idea, for the right partner))

True to his promise, Sangwoo has dinner ready by the time Shirabu shows up to the unassuming home in the not so great part of town. The streets are quiet, no neighbors wandering around once it gets dark out, and if Shirabu notices, there's an unmarked police car across the street. Sangwoo hasn't been able to figure out how to get rid of the fucker, but it's fine. There's no evidence he's anything but a busy college student tending bar at night and having his friend over.

He welcomes Shirabu in, gesturing for him to take off his shoes. Sangwoo's got an apron on, an old plaid thing that looks too small for his broad shoulders, and is otherwise just in jeans and a pristine white tee. The house smells of freshly cooked rice and fish, and half of it is already waiting on the table, covered neatly to keep the rice warm.

"Hey," he offers, eyes flicking up across the street to the police car just briefly. Motherfucker. Then he reached out and touched Shirabu's shoulder, giving it a warm squeeze. "I don't know why, but I'm really nervous having you over! So I already got dinner going." With the fish and rice, there's also little side dishes of daikon oroshi, umeboshi, spinach, and a ponzu sauce for drizzling. "What do you drink?"

Thankfully, Shirabu's never had the kind of life that requires him to look out for police or suspicious individuals of any kind. He notices that Sangwoo's neighbourhood is eerily quiet, yes, but assumes that it must be populated mostly by young professionals who are too busy/too exhausted to create much noise once their work day is done. Honestly, the world around Shirabu could have dissolved into Lovecraftian insanity on his way to Sangwoo's home and he probably wouldn't have noticed because his mind is so fixated on the young man who's invited him over for home-cooked dinner.

This is quite a progression from experimental blowjobs in the back of Sangwoo's car. This is even intimate within the general context of first dates. Shirabu's on cloud nine, and a pleasant shiver runs down his spine every time he thinks about what he has tucked into the crossbody bag hanging at his side.

Pleasant smells hang on the air all around Sangwoo when he opens the door, looking so casually and effortlessly handsome that Shirabu's heart seizes for just a fraction of a second. He toes off his shoes with a shy smile that grows a bit stronger when Sangwoo admits that he's nervous as well, then rushes to reassure him: "Everything smells wonderful, even from here. I'm sure it'll be delicious. Thank you so much for inviting me, Sangwoo."

He takes off his bag and sets it down. "Ah - sake or beer, I'm not terribly picky about the brand." After a step toward the kitchen, he pauses and glances back at it. "Er... should I change my clothes for dinner, or afterwards?"

All of the spit in Sangwoo's mouth floods suddenly. He has to force himself to swallow twice before answering. Just the thought of Shirabu squirming in girl's clothes all through dinner is so goddamn tantalizing Sangwoo almost can't handle it.

"...You'd wear it for me through dinner?" he asks. He can't fucking help it, Christ. Greedy, he wants to see Shirabu in the skirt now. Wants to sit next to him and slide his hand up a smooth thigh. Or sit across from him and toe between Shirabu's legs.

Shirabu's just as excited for all the same reasons, so he's a bit taken by surprise when Sangwoo describes it as a favour for him. Of course he'd be willing to wear it through dinner if it brings high colour to Sangwoo's cheeks and makes him squirm - the very thought of having Sangwoo devour him with his eyes while his actual food stays untouched makes his pulse race.

"I don't see why not," he says with a grin that reads coy at first glance but holds a hint of satisfaction with a second look. "If you don't mind showing me to your washroom, I'll just be a few minutes."

Granted, the Shiratorizawa uniform isn't particularly racy, but it's got high socks and plenty of layers to peel back during the lead-up to lovemaking. Shirabu's even got a pair of briefs on underneath, even though they're far from his first choice of underwear, so that the effect won't be ruined by something bulkier. He hasn't gone as far as shaving anything but his body hair is already quite sparse and light enough to be almost invisible.

"Over here," Sangwoo says, sliding his fingers along Shirabu's spine to guide him at his lower back. He's already a little hard just thinking about how it's going to look, which would be embarrassing if he hadn't already jerked off twice this week thinking about it ahead of time.

Shirabu is pretty, that's all.

"I'll get some sake while you change. Feel free to leave your stuff in there."

Sangwoo's pretty glad he cleaned up well in every nook and cranny. Well, except the basement, but he's not planning to take Shirabu down there tonight.

Shirabu hides in the bathroom a little longer than he actually needs to get ready, examining his reflection critically from different angles. Should he have made more preparations? Found a wig, maybe learned to apply a bit of makeup? Lip balm, at the very least? Is the blazer a nice touch or an unnecessary one that emphasizes his slim, shapeless male figure?

No, he'll just go mad if he considers all the ways he could've played up the illusion created by this uniform. If Sangwoo had wanted him to look like an actual, literal girl, he would undoubtedly have been more specific about the details, right? He likes Shirabu, not some fantasy version of Shirabu that was born female.

Breathe in. Breathe out. From some angles, he thinks he can see the appeal.

He steps out of the bathroom and enters the kitchen, blushing from neck to hairline but otherwise trying to play it cool as he looks over the food already spread across Sangwoo's table. "Everything looks incredible," he says quietly, a hint of nervous breathlessness in his voice.

Sangwoo wasn't much of a drinker himself unless he was trying to prove himself out with his friends. But he had some beers in the fridge, a couple bottles of sake, some wine. Anything to make himself look relatively normal in case the police needed a look around. Having a 'friend' over would go a long way to making Sangwoo look normal, he thought.

Except when Shirabu finally surfaced, Sangwoo felt like he might have a goddamn heart attack first. He swallowed down a flood of spit again and let his eyes drag none too subtly down Shirabu's body, catching on the hemline of the skirt.

Girl's clothes were always so fucking short. Ridiculous. But Sangwoo wasn't complaining tonight.

"I like to cook," he said and moved to pull Shirabu's chair out for him with a soft chuckle he hoped sounded anxious. "You, um, you look really good tonight, Shirabu." As Shirabu sat, Sangwoo couldn't resist sliding his fingers over his shoulders. The blazer really would have to go, but for now, it was fine. "Dig in," he said, leaning down to say it closer to Shirabu's red little ear before he let him go and rounded the table to sit across from him.

Oh yes, that look is worth wearing the skirt through dinner. Almost anything is worth it to have a handsome, smooth-talking man stop in their tracks and swallow him whole with their eyes. Very few things in his life have ever made Shirabu feel powerful, but this? He suddenly feels ten feet tall, and it shows in his regal posture as he accepts Sangwoo's chivalrous gesture with his seat.

Only Sangwoo's hot, damp breath in his ear shakes Shirabu's composure, but he draws it back up around him before serving himself from the abundance of dishes. After a soft itadakimasu under his breath, he samples the fish before everything else and looks up at Sangwoo with wide, impressed eyes.

"You're an excellent cook, too," he declares without even needing to try anything else; when the fish is that good, it makes up for any weaknesses elsewhere. Not that he expects anything less from the other dishes, given how perfect it all looks and smells.

"Yeah?" Sangwoo asked. Of course he fucking was, but that didn't mean it wasn't nice to hear from a relative stranger. He'd spent a lot of time perfecting many skills. Cooking was just one of them. But he made a show of modesty, rubbing the back of his neck and smiling over at Shirabu.

He wasn't exactly sure how he'd eat all this when Shirabu looked more delicious.

"This is really new for me. Having someone over to cook for, and I'm..." He stopped, laughing. "I underestimated how difficult it would be to concentrate on chewing when you look that good." He bit his lip, looking Shirabu over. "Can you, um, take off the jacket?"

So he was right about the blazer! It's oddly relieving to know they're on the same page.

"Of course," Shirabu says, setting down his chopsticks. "It's the least comfortable part of this uniform, honestly." He gives the buttons a little more time than necessary just to put on a bit of a show, then shrugs the blazer off and hangs it on the back of his chair. The pale blue blouse underneath is visibly light and silky but otherwise as conservative as everything else but the skirt, with long sleeves and a high collar.

Shirabu toys with the purple bow at the base of his neck thoughtfully, wondering if he should stop at the blazer or not. When he accidentally catches Sangwoo's gaze with his own, that question becomes an opportunity he can't miss - he slowly pulls the bow undone, never breaking eye contact, then returns to his meal with the tie itself still loose around his neck.

"Ah - that's much better."

It's pretty difficult to swallow, too, now that Sangwoo's watching Shirabu fucking strip tease at his dinner table. What a slut, honestly. But if Sangwoo has complaints, he isn't sharing them. Shirabu still looks quietly composed, even with his tie undone and hanging loose at his slim neck.

"Much," Sangwoo agreed, taking a long drink of sake. "So the skirt isn't uncomfortable for you? Even as short as it is?"

"I wouldn't want to navigate school hallways in it," Shirabu admits with a crooked grin, "but it isn't so bad here."

He takes a sip of his sake before continuing. Much as he's enjoying this little game, Sangwoo's gaze has grown so openly heated that Shirabu's amazed it hasn't yet burnt his composure to a smoldering husk. Still, he won't give up just because his mouth has started to feel a bit dry and sticky with anticipation.

"After all, it's hardly a bad thing if you get an accidental eyeful of what's underneath, right?"

"Mmm. I think I'd be okay with that."

Sangwoo goes so far as to hold up his napkin, which he hasn't used yet so it's still clean, and tosses it aside, letting it flutter to the hardwood floor at the base of the table, a foot or so away.

"Oops." He grinned a little. "Can you get that for me?"

How long can they maintain control, Shirabu wonders to himself as he stands up, smiling right back at Sangwoo? How much of this meal will they really taste, and will any of it have to wait until after they've... entertained themselves? Showing himself off like this already has Shirabu's cock twitching with excitement, though he's not yet hard enough to lift his skirt at all and give himself away.

"You're so distracted tonight, Sangwoo," he says in the same pleasant, playfully unaware way Sangwoo made his request. "I wonder what's on your mind?"

And he bends down, positioned perfectly to fill Sangwoo's vision with his tight little ass in tight little briefs.

Bless the perverts you meet online. This kid is all kinds of fucked for him, and Sangwoo has to appreciate the power that means Shirabu has over him in turn. After all, he's got Sangwoo drooling like a damn dog. It's ridiculous to think this means anything more than just a bit of fun, another way to distract and get off.

He reaches out the second Shirabu is bent over. "Stay." His voice is still soft but this time, it carries a command in it as he drags a finger between Shirabu's cheeks and the taut fabric of his briefs, down over where he knows his balls are tucked in and then as far as the base of his cock too. Gross, but Sangwoo is pretty entranced anyway.

Shirabu knew he was putting a toe over the line by taking such precise aim before bending down, but Sangwoo's order still causes him to jump with surprise. Heart racing, skin prickling all over, Shirabu forces himself to remain perfectly still...

... until Sangwoo's long, sweeping touch starts his knees trembling so badly he almost pitches forward onto his face. He bites down hard on his lip to stifle a groan and braces himself with a hand on the cupboard door in front of him so that he can remain on display for Sangwoo's wandering hand.

"Th-that must mean you don't mind too much... right?" He asks hoarsely, barely resisting the urge to look over his shoulder at Sangwoo's expression.

It's probably a good thing he doesn't look. It's taking everything Sangwoo has to keep his expression gentle. What he'd ideally like to do, what he's dreaming about even as he's oh-so gentle with Shirabu, is to shove the boy over the counter and fuck into him until he's done. He's pretty sure that wouldn't go over well, and since the police saw Shirabu enter, they have to see him leave. If he isn't crying and hurt, that would be best.

But Sangwoo still imagines it. Holding a handful of Shirabu's hair. Shoving his face down. Fucking into his tightness.

"...I've never touched another guy's...stuff," he says, haltingly. "But it's cute, with you in these." His finger dips beneath the thigh seam on the underwear, just shy of actually touching anything filthy. "You're cute."

Shirabu lets out a harsh, huffing breath, the tremble in his knees spreading all the way up and down his legs. Now he'll definitely be hard enough to notice when he stands back up.

"You can - t-touch however you want," he gasps. "It feels really - really nice."

"Does it kinda turn you on?" he asks. "Wearing this short skirt for me? Letting me see you squirm? Knowing I've never been with another guy, but I'd change that for you?"

Sangwoo carefully pries the underwear aside with one finger to have a look. Just a little peek. At the swell of Shirabu's balls and the soft of his taint.

Shirabu's answer is immediate and fervent, even a bit shrill:

"Yes..."

He squeezes his eyes shut, trying to prepare himself for anything that might happen next.

It takes everything in Sangwoo not to laugh. Not to pounce and shove and manhandle. He has to be careful. He's supposed to be some nice guy experimenting with a guy who thinks he's really hot. He can't go too overboard just yet. But with the way Shirabu's reacting, he figures it's not long before he can take advantage.

"Tell me."

And this is the point when even the vaguest suggestion of pride leaves Shirabu entirely.

"I want - I want you to fuck me, Sangwoo. It's all I've been able to think about since you told me you're interested in me too. Even just the way you've been looking at me tonight, I can hardly stand it... I want you to use my body, do whatever it'll take to make you say my name when you come..."

....holy fucking shit. Sangwoo actually does let out a quiet little huff of laughter that he hopes will be mistaken for anxiousness. It's just. Jesus, Shirabu. How wasn't this kid already sitting on somebody's dick? If he was this desperate for the first guy to show interest. It was intriguing to Sangwoo, like maybe there was more to the story. Would be interesting to find out.

But first...

Up and out of his seat, the chair skidding back away from him and squealing across the just washed floorboards. This, as he took hold of Shirabu's waist and manhandled him exactly as he'd wanted this whole time, pushing him forward until he was bent over the counter.

"I didn't think I could get it up for a guy, but..." Sangwoo grinds close, rubbing himself against the crease of Shirabu's ass with his cute little skirt hiked up. "You're sexy as fuck, Shirabu."

As it turns out, Sangwoo doesn't have to worry that a bit of rough handling will be enough to make Shirabu upset - he gasps loudly at the sudden grip on his waist but doesn't object, and his eyes glaze over with arousal when Sangwoo pins him in place on the counter. In fact, scenarios like this just might have something to do with his taste for large, strong men.

(And yes, the one who never touched him anything at all like this still lingers in the back of his mind, but he doesn't do anything as grotesquely tasteless as think of him while Sangwoo touches him. That's something, right?)

Shirabu lets out a strangled moan when Sangwoo presses up on him, his cock somehow even harder and thicker than Shirabu remembers it feeling in his mouth. Sexy as fuck. If this was a test, he appears to have passed with flying colours. He pushes back against Sangwoo as much as he can from that position, rocking up on tiptoe to give himself a bit more leverage.

"You don't know how hard it was to sit there and wait for the right moment when you were... so..." Sangwoo has already said 'sexy', and Shirabu ends up at a loss for any better word so he just shifts gears. "Even the first time, I knew I couldn't pressure you but... God, I wanted you so much..."

It's impossible to slow down now that his engines have been revved up and Shirabu is saying such fucking filthy shit to him. The confession of I want you to use my body is still ringing in Sangwoo's ears like a fucking roar, over and over and over again as the blood swells in his dick fit to burst it.

How did he get so lucky to find such a lewd little bitch?

Sangwoo takes full control then, quiet as he hoists Shirabu's leg up, pinning his knee against the counter to keep him open. He pries the pants aside with one hand, unzips himself with the other, holding his hard shaft and letting Shirabu feel the hot swell of it against his hole. Sangwoo's never fucked a guy, but hell, Shirabu's cute, looks girly enough, and a hole is a hole in the end. He just really hopes Shirabu cleaned himself out, because if he gets shit on his dick...

But all thoughts of cleanliness disappear as Sangwoo forces the head in. It's not nearly wet enough but fuck if that doesn't do it for him too. He holds tight to Shirabu's little waist as he pushes in until the head pops and is sucked into his dry tightness.

Sangwoo's cock throbs against the tender skin of Shirabu's entrance like superheated steel and Shirabu realizes his mistake a split second too late.

"Hey - wait, just - hngh!!"

Of course Sangwoo doesn't realize the need for lubrication and prep. Shirabu had even considered prepping himself when he changed into the uniform but convinced himself it'd jinx the whole evening to presume so much. Now Sangwoo's shoving the impressively fat length of his dick in inch by desert-dry inch because it's the first time he's even considered doing this with a guy, and Shirabu feels like his insides have turned to tissue paper under the pressure.

He bites down hard on his own fist to stifle a pathetic whimper of pain, trying to make his muscles relax, relax, relax despite the sharp sting getting worse every time Sangwoo moves. It's not intense enough to feel uniformly bad, at least - his erection has flagged a little but not wilted entirely, and he knows it'll spring right back once he's adjusted to Sangwoo's girth - but internal tearing's a bit rougher than even his tastes usually run. Damnit. This is all his fault for giving in to the fantasy too completely and forgetting his own needs.

It'll be fine, though. It'll be good. He may be trembling and sweaty from the pain now but Sangwoo will probably just assume it's all from pleasure and eventually he'll be right.

[1, 2, 5 and 7 best bets.]

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I was busy thinkin' about boys (in dresses)

The Medicine Seller | Mononoke | OTA

Nie Huaisang | The Untamed | OTA

shion sonozaki | higurashi no naku koro ni | f/m

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Kazuki Miyamoto | OC | ota

Cloud Strife // Final Fantasy VII

Noctis Lucis Caelum | Final Fantasy XV | M/M

Stiles Stilinski | Teen Wolf | M/M

shirabu kenjiro | hq!!

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this took so long but i'm here.... finally....

never a rush :3

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stopppp he's so darn cute

shirabus gonna shirabu

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sorry for the wait, was on vacay :3

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Helena Stark- R!63 1940s MCU Howard Stark