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Society often said that leading a self indulgent life was bad. Sinful. That living for your own desires and not letting anyone tell you otherwise was, somehow, wrong. But Army didn’t let those fools stop him. He’d live selfishly, and do it with nothing but pride.
Part of that selfishness was indulging his own wants and interests.
And those interests included… crossdressing.
The man sat cross legged on the old leather seat, his office dimly lit by the warm glow of his reading lamp. Having set aside his usual tuxedo and coat, his body was adorned in an old fashioned dress. Long, yet sensible. Nothing too frilly or frocky. He had self respect. The end of the dress flowed just above his ankles, a sliver of his manly calves barely visible. Ankles covered by white cotton, socks covered by clunky heels. The type you’d expect an old-fashioned teacher to wear. Well… Army had taken mild inspiration from some of his old private tutors. Strict, usually German women, making their authority known. Not that he was ever one to misbehave in education.
The top half of his outfit was something he was quite proud of. The skirt cinched his waist, just slightly. He’d always wanted to try a corset, but his figure simply got in the way.
The top was a button up, with a rounded collar. Shoulders ever so slightly padded, and sleeves clearly filled out by his muscles. They ended at just below the elbows, trying to simulate a more feminine figure on the captain. He had considered wearing a tie with this, but… he was a stickler for the time period. Though, maybe, a neckerchief could do next time. His thoughts mused him, a grin pulling at his features. Wunderbar.
This was nice. A break from responsibility, yet Army didn’t feel out of control whatsoever. The amount of confidence he exerted could kill a lesser man.
Luckily, nobody was around to witness him. Not that he’d mind, of course.
His team were all in bed. His own rules. Everyone must get at least 10 hours of rest, lest they slack off the next day. Though he rarely followed this himself. He had more important things to do, like paperwork! And reading dramas, and crossdressing, and drinking and or smoking. Lucky for him, his alcohol tolerance was high.
But alas, this one rule had stopped anyone from walking in on his little escapades.
So far.
B-Sailor usually slept like a rock. A big, soft rock. But a rock alas. For a plain single, his bed was cozy. Army really had picked out great mattresses for them. If the sailor were actually enlisted, he’d probably have much worse sleeping conditions.
But the cozy bed didn’t always lull him to sleep. He hadn’t eaten all of his supper that night. Probably a bad idea, cus now his cravings were going wild. Didn’t wanna subject poor W-Sailor to a growling stomach all night, he thought as he peered over at the sleeping nurse sharkling. So he.. got up. Against the rules besides bathroom breaks, but rules were only made to be broken.
As he slipped out of bed and into his slippers, his hunger only became more apparent, and he realised just what he was craving.
A treat. Not just leftovers of supper or a couple snacks. He wanted a treat.
A fact B-Sailor was more than embarrassed about was just how food-driven he was. You’d have him at your beck and call if you just promised him some salmon or herring.
And Army… used this fact to their mutual advantage. Not exploited, no. He simply offered B-Sailor some treats, in exchange for his utmost focus and hard work.
Though these treats weren’t just left lying around. Army wasn’t stupid. B-Sailor knew he kept them in his office. Wether that be in his desk or with his cooled wine was unclear. But surely captain would be asleep. He’d have plenty of time to figure it out… so long as he kept quiet.
The trip from his room to the door of his captain’s office was hardly long. But it was suspenseful. Despite already wearing slippers, Blue found himself instinctively tiptoeing.
Meanwhile, his captain was completely oblivious. Chide grin on his face as he continued reading his novel.
The warm light flooding out from under the door should’ve been the first sign. But B-Sailor was far too sleepy… and hungry, to notice.
He pressed himself up against the door, slowly opening it. Just a crack. Enough to vaguely see inside.
Bookshelves… alcoholic beverage storage… desk… chair… chair with…. captain in… captain… in a DRESS?!
B-Sailor jumped up slightly in shock, deep amber eyes widening and sharp beak left agape. In his little movement, he’d incidentally pushed the door open just enough for it to creak. Loudly. And there he was, stood in full view, still staring wide eyed. And Army was also in his view. His gaudy, masculine, tough-as-nails captain, dressed like a woman that just stepped out from the early 50s.
Army stared back. Hard. His clementine eyes could’ve been slicing holes in the poor sailor.
…But instead of barking an order or scolding him for peeping, Army hummed. And somehow, began to smile. A rather sinister grin.
“Pick that jaw up, Junge.”
His words were quiet, but stable and smooth. Enough to make B-Sailor panic and scramble up to his feet and stand at full attention. Saluting and all.
“Sss.. sir.!!!!!!! Yes sir.!!!!”
His words sounded as if he was being squeezed. Strained, barely above a whisper-shout.
A deep chuckle escaped the depths of Army’s chest.
“Now, now. No need for all that. It’s after hours, yes? Come. Sit.”
The commander gestured to the other nearby seat. He could have a little fun with this.
B-Sailor’s heart could’ve fallen out his ass with how nervous he was. Convinced he was about to be either killed or kicked off the team for discovering such an… intimate secret, he walked a shameful walk to said chair, sitting down with his head hanging low.
“Ohh, don’t be like that… Look at you. Like a kicked dog.”
Army teased, laughing gruffly to himself.
“I truly don’t mind your little intrusion, Sailor. I was getting bored anyways.”
“B-But sir- I-“
“Don’t stutter now. We have a reputation to uphold, Ja..? Go on. Speak.”
“…Sir…. I… walked in on such an intimate moment, I-“
“Ahah! Intimate?? Mein lieber Junge, I don’t think I trust you to decide what is intimate.”
“…..”
“And I will assure you, this was not intimate. I simply like my fun every now and then. Don’t you think I look good?”
Army stood up, towering over the sniper. In stature and figure. He posed, rather provocatively, looking over his shoulder and bending his knee in just a bit. His feminine gestures really had been mastered. But B-Sailor could hardly even look up at him before cowering and looking back at the comforting floor.
“What? You think I look bad? You think I look ugly in this dress?”
“WHAT- NO!”
“Then prove it! Tell your commander how good he looks, how lovely his dress is! There’s a clear reason you do not get the ladies, you know. Make me feel special!”
“I-You- The- The captain looks beautiful in his dress! Uh- Y-You have uh.. a.. lovely feminine figure, sir!”
Army chuckled. A deep and dark sound. This was truly entertaining. Of course he was only doing it for fun. He enjoyed watching B-Sailor struggle and stutter.
“Oh, you flatter me… with lies, of course. This figure is anything but feminine. I had to get this dress tailor made to fit me. Even still, it is quite tight around the collar…”
The captain tugged at his blouse collar with one digit, the material hardly having any give to it.
“Expensive, but very worth it, Ja?”
“Y-Yeah- worth it… yes.. sir…”
The poor sniper muttered, face in his hands.
“Hmmm… perhaps… you should call me ma’am? Madam? Women do like to feel special, you know.”
B-Sailor could only peep through the gaps in his fingers in absolute befuddlement.
“S-Sir!! Are you just… teasing me..??”
“Don’t talk back to me, Junge.”
“….Sorry.” The apology was honest and dry, still muffled by hands.
“Sorry….? Go on?”
“…………Madam?”
The commander stifled a laugh at the ridiculous scenario.
“Yesss… wunderbar.”
Army sat back down in the chair, picking up his mug and gulping down the remaining coffee.
“…I.. uhm..”
“Ja? Go on. I don’t bite, liebe.”
“So.. uhm… captain…”
B-Sailor drummed his fingers against his lap, still in a cold sweat over being caught.
“D-Does this mean you’re…. uhm…”
“Mmmm?”
“….You… are a woman now.?”
“As in trans? No. I simply like to have my fun. You understand that, don’t you? Du bist ein kluger Junge.”
“I… th… think so.? So.. this is just a.. f.. fetish.?”
“Well… Whatever society labels it. If I were going to be getting my rocks off in this, you would’ve walked into something far worse. I was only relaxing with a book, until you rudely interrupted. I simply enjoy dressing up. And I do look just lovely, don’t I?”
“Uhm… dashing…”
“How sweet of you. Are you trying to seduce me?”
“HEAVENS NO! T-That’d be- completely inappropriate of me!- I-I- But you do look brilliant! M-More than brilliant you are- ravishing- uh… but… no.. no.. no seduction here…”
A wheezy laugh slipped out of Army’s throat. This poor man. He really shouldn’t be teasing like this, but it was just so fun.
“Well… I am glad we cleared that up.”
But then, Army cocked a brow, tilting his head at the sniper.
“What were you doing up at such a time, liebling? Did you get lost on the way to the bathroom? Or simply want to be a peeping tom?”
The comments were obvious jokes, despite being said with what sounded like full seriousness. They only made B-Sailor huff.
“I was hungry. That’s all… I couldn’t sleep.”
“My office is nowhere near the kitchen. Did you just want your dear commander to make you supper? I'm not your mother, Sailor.”
“….I……”
B-Sailor looked down, ashamed of himself. Army’s deep oranges glaring into him didn’t help either.
“…wanted a treat.”
He whispered.
“Hmmm? Speak up, speak up. I will not strain my ears to hear.”
“…I… I'm sorry captain.. I wanted a treat. So I.. came to look for where you keep them. I’m sorry…”
“Oh. That is all..? Whatever. You know I don’t want you overeating but… I suppose this will be a small token of my apology for startling you.”
Army stood up, seeming completely unbothered by the fact B-Sailor had come to snoop and steal.
He paced over to his desk, tail swaying behind him and walking suspiciously well in those heels. For the whole walk, B-Sailor stared quite directly at his butt. Couldn’t help it!
Army unlocked the latches on a drawer, humming as he looked over his options. Decided to go with something small, lest he upset his darling sailor’s stomach before bed. Grabbed the tin of filleted herring before skulking back over to the awaiting sniper.
“Now, you’d better not eat this all at once. We don’t want you to get a stomach ache now, Ja?”
The sickly sweet tone made B-Sailor roll his eyes.
“You don’t have to dote on me you know…”
“Oh, but I'm simply looking out for you… it’s a captain's duty to keep his soldiers healthy. And happy. Unless you don’t want it?”
“I want it- I want it! I’m s-starving, captain…”
The commander chuckled. More bothered about getting his treat than the fact his higher-up was wearing woman’s clothing.
“Well, come now.”
He beckoned the man closer, slowly peeling the tin’s metallic lid off just enough to reveal the fish. They were large fillets, tightly packed, smelling strongly of the sea. Army truly didn’t know how his subordinate could eat these foul things. He much preferred fresh fish of the highest grade. Even if they were farmed in less than ethical ways.
B-Sailor, undeterred by the smell or unsavoury look, had gotten up from his chair and paced close to his captain. Awaited his midnight snack with a wide-eyed stare, and a slightly agape mouth. If he had less self control, he’d be salivating. Instead, his stubby tail wagged rapidly behind him. Small fangs poked out from his maw. How cute, Army thought to himself. Like an eager little puppy.
“You want this? Hmmm?”
The pale inkling chided, grimacing as he picked a small piece of fish out from the bunch
B-Sailor frantically nodded, eyes boring into the fish as if it were the last morsel on earth.
But, after hearing the other’s next (and unfortunately, familiar) words, his ears drooped, and eyes went to glare at his captain instead.
“Then what do you say?”
B-Sailor was no stranger to Army asking him for manners. But he never saw the point! Not that him finding it unfair deterred his captain.
“…P… Please.”
The words came out with a defeated sigh. How humiliating…
Army’s obnoxious giggles didn’t help. He really was enjoying this.
“Ohhh, how polite of you! You are learning, aren’t you..? Ohhh, i’ve never been so proud. So ein guter Junge…”
He doted, speaking those last words through a patronising pout as his freehand came to pinch the sniper’s cheek. Said cheek was burning hot, all due to the active humiliation ritual he was being tortured with.
“Oh? You have a little temperature, hm..? Ohh, are you sick? Mein armer kleiner Soldat-“
“J-Just give me the damn fish… I'm fine. I thought you said you weren’t my mother, captain..”
Army scoffed at his subordinates' display of grouchiness.
“Well fine then. Mein Gott… so fighty and for what, hm?”
Though despite his words, he did give his wound-up soldier the morsel. Gently holding it up to his mouth, and chuckling as he took it. Put the tin down on the nearby table.
“Well? Was it as good as you’d hoped?”
“Mmh-“
B-Sailor quickly finished chewing and wiped his mouth before nodding. Excessively.
“Really good..”
“Ahh, well that’s good, mhm? But.. Don’t you want to thank me? I’ve gone through so much trouble for you tonight. You think I was not tired? Selfish Junge.”
B-Sailor’s eyes widened a bit, mild guilt tugging at his heart.
“Oh- uhm…. sorry, captain. I… thank you.”
He rushed out, looked down pitifully.
“Mm. Good. But… ohh.. you know what would really make me feel appreciated?”
“…..”
B-Sailor stared. Was this about to get raunchy? He wouldn’t be upset, but he was very sleepy.
Army, seeing the cogs in his mind tick, snorted and chuckled. How silly.
“Not that, you filthy boy. I would feel really appreciated if… you gave me a cuddle.”
His tight-lipped smirk showed evidently he was enjoying this.
“I am quite touch-starved, Ja…? Though I doubt you ever thought about that. I’m just your captain, after all…”
B-Sailor stared again. His captain’s obvious enjoyment really annoyed him. But… he couldn’t refuse. Army was really warm and nice anyway, how bad could a brief hug be?
“…O..Okay…okay then, captain. Uhm…”
He paused for a moment, wondering how to go about this. Didn’t want to make it seem like he was a pervert or too desperate, but…. hm.
Semi-awkwardly, the smaller man shuffled close bit-by-bit. Before wrapping his arms around his dear commander’s waist, head laying gently on his collarbone. Could feel the vibration and hear the sound of a deep, rumbling chuckle before feeling a strong pair of arms around his own body. One held the back of his head, while the other basically cupped his butt. How humiliating. How very… humiliating.
…But he was very warm. And smelled… very nice. Clearly his captain had put on strong perfume. More floral and… motherly than his usual sharp cologne. How emasculating…
Captain’s breath gently tickled the sniper’s pointed ear, causing it to twitch. Not unlike a cat’s. But the sniper was too tired to care, eyes feeling heavier by the moment. Wouldn’t mind if he fell asleep right here, right now. And that possibility didn’t seem that unlikely.
Army could see it happening, humming and shaking his head. Such a silly thing. Gently pulled his head closer, breathing in his scent before pressing a soft kiss to the top.
“Let’s get you back to your room, Ja..?”
It took a lot in him not to just keep cuddling, but he knew they both needed sleep. Especially his dear soldier. Pulled away, peering down at the other.
B-Sailor blinked lazily, groaning.
“Mmmhm..”
“Good. Come now. I’ll walk you back. Can’t have you getting ‘lost’ again…”
The teasing remark made the smaller man huff.
After the two finally pulled away, Army kept an arm around B-Sailor. Just to lead him efficiently. The halls were cold, too. Had to keep him warm.
But, with the walk being shorter than they’d both wished, they reached B-Sailor’s shared room.
“…Thank you.. captain…”
The words were whispered, as to not wake W-Sailor.
“Mein leibling… of course. Now get to bed, mm.?”
He hesitantly let B-Sailor go, watching as the shorter stumbled over to his bed. Basically threw himself into it, curling up in the sheets. Army only wished he could tuck him in himself. But the risk of waking their mutual friend was too great.
“Sleep well, liebe.”
It was mostly said to himself, as he began to close the door.
And it shut, with a gentle ‘click’.
Perhaps he’d have to leave his office door unlocked more often.