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Enty's Enterprise

Summary:

Enterprise is the leader of the Eagle Union, she's loyal to the Commander and Azur Lane. She also has a dick, and she's at a loss for what to do about her almost constant arousal. Perhaps the Commander would have some ideas?

Harem fic with Enty as the Harem leader, mainly told from the perspective of SKK as he guides her along, however chapters that show Enty's and maybe a few other girl's perspectives will happen.

More tags/relationships to be added as more things happen. I've no real plan for any kind of over arching plot here, but who knows, perhaps there will be some down the line.

Notes:

(See the end of the work for notes.)

Chapter 1: After a day's exercise

Chapter Text

It was getting late, a full day of exercises had come and gone, and now all that remained to do was go over the reports and decide the direction of tomorrow’s tests and scrimmages. I leant back in my chair, the supple leather cold from where I’d been pouring over the documents on my desk for the last few hours. 

“You look tired, Commander.” Cleveland, my secretary and wife. I smiled at the sound of her voice and looked over to where she’d emerged from the bathroom. She stood, a small smirk pulling at her lips, her hips cocked to the side and one hand resting on them. 

“It’s been quite the day,” Standing myself and stretching slightly, “It’s been a while since the Royal Navy and Eagle Union have been together with any time to practice like this.” 

Rounding my desk, I met Cleve halfway. Our lips joined, and I sighed into her mouth. Instantly feeling the weight of the day and tiredness melting from me. I gripped her hips and pulled her closer. Our kiss broke, and our foreheads pressed together, breath mixing.

“I feel you Shikikan, and here I was thinking we might catch an early night tonight.” Cleve giggled. And I pressed my crotch into her for a moment before taking her hand and leading her towards the door.

“I would... though I’d gather you know better than that, Love.” Looking over my shoulder as we step out into the hallway, chuckling slightly. Her eyes look past mine however and I follow her gaze to find Enterprise standing in the hallway, somehow looking awkward, confident and embarrassed all at once. Her face fixed with a cute little blush and furrowed brow. Thought it all washes off as she sees Cleveland behind me. 

“Ah, sorry Commander, I aimed to catch you alone. I’ll try again tomorrow.” With a small nod of her head, she goes to turn away. 

“Wait, Enterprise, is everything all right? Wanted to discuss today’s training?” Something about her demeanor told me something was troubling her, though I couldn’t, off the top of my head, think what. 

“No, not quite.. Commander, it’s nothing important.” She straightened up and waved her hand hastily as she continued to walk off. “Really, it can wait until tomorrow.” And with that, she rounded the corner at the end of the hallway and disappears out of sight. Leaving Cleveland and I standing there, dumbfounded. 

 

After a short walk back to my quarters, I’ve got Cleve pressed up against the wall, moaning as my hands run up and down her sides, my mouth kissing her throat, “C-commander! Please.. Allow me to get undressed first.” 

I shake my head as I kiss and nibble up to her ear and whisper, “No time for that Love.” Crouching down and pushing up her skirt enough to see her panty clad core. “Hold that there…” Not waiting for a reply, I dive in and pull her panties aside and assault her pussy with my tongue. A loud moan above me as I lick through her folds, tasting her juices and inhaling her scent with unrestrained lust.

I feel one hand bunch in my hair; it encouraged me, spurring me on. I can feel her hips shaking as I suck her clit and bring one hand to her entrance, pushing two fingers in and hooking them forward to hit her G-spot. Alternating between hooking forward and pushing as deep as I can, my tongue thrashing over her clit, it’s not long before I hear her voice above my head and her hand in my hair scrunches up. “Shikikan!! I’m going to cum!” I smile as much as I can with a mouthful of pussy as I speed up my hand’s thrusting.

It’s not too long later when she moans my name I feel her core squeeze around my fingers. Her juices flowing down my hand and wrist. I don’t let up, her hips buck into my face and I ride with her motions. Taking my fingers out and thrusting my tongue in, in their place, desperate to drink some. She shudders again and spills more heat into my right into my mouth and I can’t help but moan into her cunt at her taste. 

After I ease her back down and her thighs stop quivering, it hits me just how hard I am. I feel like I could tear a hole in my pants, and I know I must be inside her. Standing up and looking at her disheveled face doesn’t help matters either and I surge forward and kiss her with lustful urgency, our tongues wrapping together, Cleve moaning into the kiss, tasting herself on my tongue.
With one hand, I pop my fly and drop my pants, kicking off my shoes. The other grips her right leg and lifts it up. My cock instantly presses against her stomach as I lean forward. “Please, Commander, inside now!”. Usually I’d tease more, but I can barely stand not being inside her myself right now. With a quick change of angle and some slight guidance, I feel my head spread her open. Her walls separate, inviting me in and squeezing me in welcome. I snap my hips forward and we both cry out in pleasure. In an instant I set a rapid pace, short sharp thrusts angled against her as she tilted her head back against the wall and cried out. “Yes, yes, yes! You’re inside me, you feel so good, Shikikan!” I groan and press my head into the crook of her neck again, kissing her throat.

“You’re so tight Cleve, I’m not sure how long I’ll be able to last like this.” My pace is blistering as I desperately race towards an orgasm a long time in the making today. Memories of her during the exercises flooding my mind, masterfully dancing around the sea. Working up a sweat and throwing looks in my direction whenever the battles permitted, conveniently making excuses to come to a stop in front of my ship, followed by some stretching. Teasing me all day, and it’s worked up to this.

I grit my teeth and snap my hips forward one last time as I bottom out and push in as deep as I can, my cock throbbing as I came. I flood her pussy with shot after shot of cum as she shakes and squeezes me harder with each burst, climaxing as my seed fills her womb. “Fuck, Cleve…” Panting, I press my whole body against her. My cock still rock hard, our juices flowing out of her cunt and down her leg. 

“Commander… bed? Please?” Spoken softly as she strokes the back of my hair. I chuckle and lift her up, my cock leaving her pussy for a few unfortunate seconds as I carry her over to the bed. After I unceremoniously drop her onto the mattress, she grins up at me, “Now, undress.” Not giving me time to do anything else as she shuffles up the bed, leaving her skirt and panties where I dropped her. I go about doing the same and by the time I’ve kicked my pants away and unbuttoned my shirt, she’s thrown her top on me and covered my face. 

“You like my performance out there today, Commander?”. Her voice dripping with lust, confirming my guess that her actions were deliberate. Once her top and my shirt were thrown to the side, and we both stared at each other naked. She grins and rolls over wagging her ass in the air and laughing “Well! What about it? Commander”. 

 

I swear, I’ve never been closer to cumming from just seeing something as I was just then. 

 

I waste no time and scramble up the bed. Diving straight in and thrusting my tongue into her ass. A whimper escapes her mouth as I eat her ass, “Shikikan, that’s not what I meant!” I give her ass a few more thrusts before letting up, deciding to show some restraint, and also remembering just how hard I am. I take my cock in one hand and instead shuffle up, pressing my tip against her puckered hole. 

“I knew those stretches you were doing were deliberate… You’ve had me tenting my pants all day, and now it’s about time for something to come of it.” I push into her ass, slowly, inch by inch, savouring the grip of her rectum around my cock as I go as deep as I can. Gripping both her cheeks and spreading them apart.

 

I’ve changed my mind, looking at her asshole as my cock sinks into it as the closest I’ve ever come to cumming from a sight. 

 

Once I bottom out, I lean over Cleve and use my left hand to stroke her clit as I set a slow, but punishing pace. Leaving her empty and then slamming back in all the way, before slowly drawing back out. 

“Ahh!! Shikikan! You’re so big, I feel you in my stomach!” Lewd moans escaping her as she buries her face into the pillows. Her ass feels glorious around me, and I savour every passing minute as I keep thrusting. I feel her walls rippling and squeezing around me more and more, her moans getting louder despite being muffled by the pillow. “Are you going to cum for me, Cleve? Cum as I slam my cock into your asshole?”

“Yes!! Anything for you Commander!” And on my next thrust in she shouts out in ecstasy as she squirts all over the bedding, her ass squeezing me relentlessly as she does. I don’t let up my thrusting, instead getting faster, my hand too. She keeps cumming until I catch up a few thrusts later. I come right into her ass, filling her up completely with pump after pump of hot cum as deep as I can into her bowls. 

“S-so much… Commander, you’ve come so much into my butt…” I pull out and collapse to her side as I feel my cock soften. Wrapping my arm around her waist, I pull her against my side, and she rolls over to look at me. Our lips lock and she throws a leg over mine, snuggling close as I stroke back her hair and sigh contentedly into the kiss. 

“Hehe! You enjoyed that, didn’t you, My Love.” She smiles widely as our kiss ends as she rests her head on my chest. I stroke down her back with the arm she’s resting on, reaching down and gently toying with her ass a little. 

I can’t resist it, it’s right there… I push two fingers into her ass again, making her squirm and giggle against my side. Feeling my cum and her asshole squeezing my fingers is a feeling that I won’t forget.

“It was worth it for the teasing all day, that’s for sure. Though, in the future, you won’t be getting away with that much teasing again.” Numerous ideas all flooding into my head of creative ways to punish such displays. Cleveland pushes her ass back against my fingers as she brings a hand to my cock and begins slowly teasing the soft shaft.

“Whatever do you mean Commander?” Feigning ignorance, even as her fingers deftly tease my rapidly hardening cock again. Shaking my head with fake disappointment I continue to finger her ass, mixing my cum pushing as deep as I can, and bring my other hand up to her head and push her down. “There are better things for that little mouth of yours to be doing than playing innocent.” Feeling myself swell and raise once again to the occasion, she needs no further encouragement as her mouth presses against my tip. She wastes no time in sealing her mouth around my head, and I groan as her tongue teases my slit. She takes her hand and starts alternating between pumping my shaft and gently massaging my balls. It’s a lot to bear, despite having just cum twice. 

I gently push her head down and she gets the message, her hot mouth sliding down my shaft and my head nudging her throat. My eyes close and I lean my head back against the pillows. My fingers in her ass come to a halt as she deepthroats me in one go. She pulls back up and off, looking up at me as I gasp at the sudden cold air around my manhood. “What’s that for?” She wiggles her butt slightly and kisses my tip.

“Don’t stop Shikikan.” And I resume the gentle thrusting of my fingers, and she sucks in earnest as she grinds her pussy against my leg. Relaxing once more, I feel my peak rising as she kept taking my full length time after time, raising nearly all the way off so she can wrap her tongue around my tip. 

“I’m gonna cum again Cleve, faster….” She giggles around my cock, I feel the vibrations, they’re something else entirely… My hips raise up as she sinks down again, desperate to go as deep as I can and I see stars as I explode into her mouth. She squeezes my balls gently and I feel a warmth on my leg as she cums again too. She expertly doesn’t drop a bit and swallows every drop I pump into her throat. Cleve nurses my head and suckles what she can before I have to usher her up, groaning with over stimulation slightly. “I’m done Cleve, there’s no more.” She looks up at me and smiles, closed mouth and leans up to kiss me.

As we do, my own cum greats me as our tongues dance, both us deepening the kiss as much as we can. It feels like minutes before we break apart, panting and out of breath. 

“Shit… Cleveland, that… was something else.” Looking into her eyes, she smiles and nuzzles into my chest. “I’m glad you liked it all.” We settle into a comfortable silence, and it’s not long after I hear her gentle snores that I follow suit and let the blanket of sleep overcome me.