Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/ works/13945911. Rating: Explicit Archive Warning: Underage Category: M/M Fandom: Original_Work Relationship: Troy_(Original_Male_Character)/Michael_(Original_Male_Character) Character: Troy_(Original_Male_Character), Michael_(Original_Male_Character), Original_Characters Additional Tags: Anal_Sex, Rough_Sex, Rough_Oral_Sex, Dubious_Consent, Implied/Referenced Dubious_Consent, Emotional_Manipulation, Mental_Coercion, Mental Breakdown, Teen_Angst, Teenage_Drama, Sexuality_Crisis, Overstimulation Stats: Published: 2018-03-12 Chapters: 1/? Words: 1469 ****** O' My Captain ****** by trickster_hera Summary Troy really don’t know what landed him in this predicament; two of Michael’s long fingers shoved knuckle deep inside his ass. Perhaps it was the others puppy eyes when he said he wanted to ‘experiment’. Troy always had known about Michael’s Bisexuality (or at the very least Bicuriosity), maybe from all the queer jokes, travelling fingers and smoldering looks to his ass. Notes enjoy anonymous commissioner, I'm loudly judging you. See the end of the work for more notes Troy really didn’t know what landed him in this predicament; two of Michael’s long fingers shoved knuckle deep inside his ass. Perhaps it was the others puppy eyes when he said he wanted to ‘experiment’. Troy always had known about Michael’s Bisexuality (or at the very least Bicuriosity), maybe from all the queer jokes, travelling fingers and smoldering looks to his ass. Unsure about the other's sexuality, he was certain his ass was very nice, as everyone gazed longingly at it, even the ‘aces’. Whatever it was, it’s not helping Michael’s fascination with his meaty rear as he pays it extra attention, like love bites and love taps. Troy is sure his backside is already bruising from the ‘attention’ of the younger boy. He keens in pain on the last slap to his sore buttocks. Michael sure didn't pull his punches. “Michael, must you really slap me that hard?” he huffs in annoyance at the younger’s snicker at his plight. “Why Troy, too much pain than you can handle?” he jeers, “and yes, if you must now, I do need to slap you that hard, it so fascinates me the way it jiggles.” to make his point he slaps it again causing Troy to yelp in mixture of surprise and pain at the sting and the way the blow jarred the fingers inside him. “Oh, you absolute asshole.” Troy panted in mixed feelings, how do gays even like this? This is painful and they’re not even actually having sex yet. He buries his face into the pillow, trying to hide his tears and simultaneously wiping it. Troy’s no blushing maiden, no virgin and he’s definitely not going to chicken out in this battle. “I’d bet, anything you try I can handle.” Troy retorts smugly. He doesn’t see it, but he feels Michael’s smirk against his skin. He jolt when he feels something lapping on the rim of his opening before a third finger was added. He regrets his decision of provoking the other, knowing how aggressive and competitive the younger could be when taunted. Michael twists his fingers and hit something that makes Troy’s hips stutter but is stopped with an iron grip, “Ah- ah, shit, I think you just found my prostate.” he moans weakly into the pillow, trying to pull himself away when Michael’s finger doesn’t let up and keep rubbing at it. With the constant, tortuous stimulation he feels his dick steadily leaking. He’s just about to come when Michaels other hand suddenly holds the base of his dick, stopping him from doing so. “Now, now Troy, don’t be a brat, you don’t get to come till I do.” Michael warns in a sing song voice, biting his ass in warning. Troy just groans, frustrated, trying to hump the other’s hand fisted on his dick. Michael clicks his tongue in disapproval and added a fourth finger, reveling in Troy's little gasp of pleasure and pain. Much to Troy’s horror and Michael’s utter glee, Troy’s dick twitches in response. “My, my, I never knew you were such a huge slut Troy.” Michael emphasizes his words by jamming his fingers deeper, causing Troy to moan embarrassingly loud. “I’m not a slut, it’s natural reac- ahh!” whatever justification he tried to say was lost when Michael’s thumb slipped in. Troy gripped the linen on the bed tightly until his knuckles go white in tension. Michael is unrelenting as he keep feeding his entire hand into Troy’s slippery hole, making said man moan and groan. “All those noises Troy and still you deny you’re not a slut.” he bites at Troy’s freckled shoulders. He licks all the bites he made, like a puppy apologizing and it makes Troy’s stomach flutter about, better than any girl he tried with- no, he’s straight, he’ll never admit a guy making him feel better than a girl. But still he couldn’t deny the pleasure he’s getting from one of his best friends with angular hard panes of muscles. He feels the hand getting deeper and deeper until he’s pretty sure Michael’s touching his stomach, and somehow if he looks down he can see the outline of it deforming him, the thought scares him. “Michael! Michael Please, pull it out for God’s sake, it’s too much!” he yells hysterically, burying his face into the pillow, fear overcoming everything. Fear of what he isn’t quite sure yet. Michael sighs in discontentment at his concerns but obliges anyways. The hand retracts out of his hole with a wet squelching ‘pop’ and he cringes. Troy tries to clench his asshole but it couldn’t quite close properly anymore, leaving a gape and he sobs at the sensation. Michael ruined him, how is he going to have proper sex now? Everyone could take one look at his loose hole and know. He bawls into the pillows, shoulders shaking with hiccuping sobs. Michaels just hooked his thumb on either side of his hole and just pulled them apart, and Troy could feel him blowing air into him, making his hole twitch. “Oh, baby, it’s so pretty.” he could hear the younger’s grin and it scares him. Michael kisses the rim of his hole making him twitch again. “You ready for my dick yet baby?” he coos at Troy and all he could think of is how disturbing it is. His hole can barely hold anything in anymore, what’s the point of sticking a dick in? Troy hears a swish and yelps when a slap stings his stretched out hole, the pain makes him clench. A flurry of ‘spanks’ later his hole is swollen and red, and a tad bit tighter than the sink hole it was before. By that time Troy’s been steadily sobbing into the pillow and Michael’s a mess of cooing at him. Something blunt slips in with difficulty now that his hole’s tighter, but Troy’s so sensitive and raw that it leaves a burning sensation. Michael’s lost himself and is moaning against Troy’s neck, he’s gripping Troy’s hips so hard Troy’s sure that even with the difficulty of his skin to bruise it surely will. “Shit Troy, how are you still this tight?” Michael asks a little breathlessly, but any sarcastic remark Troy have is lost on him, as Michael bottoms out in him, making Troy’s eyes roll back in his head and tongue lolls out a bit. Troy’s whole world is suddenly centered on the dick in his ass, hitting his prostate with scary precision, and how he is sure to come at any moment, or how big Michael is. He moans loudly and whimper when his prostate is pounded again. “Michael, I- ah!” whatever he was about to say was cut off when he felt his traitorous dick came in stuttered streams, his come landing on Michael’s blue sheets. For a few moment he could only see white and hear nothing but ringing. When he comes to, he’s on his back. His hole is loose and relaxed, and he can feel the post orgasmic buzz in him. Michael’s still in him, still hard, and so obviously pissed. Troy gulped in oncoming panic. “Michael, I-” Michael cuts his sentence off, “Save it Troy, I don’t want to hear your excuses, bitches who can’t follow orders need to be punished.” he spits out dangerously, and Troy knows that he is utterly and figuratively fucked. Michael hoists both of Troy’s skinny legs over his shoulders, “If you can’t control your dick then I guess I’ll just have to teach you how painful it is when you don’t.” Michael starts thrusting again in earnest and twice the fervor. Troy yells, feeling overstimulated and nerves scraped raw. His insides are on fire, Michael is gonna break him-, no he is breaking him. Troy flails his arm to hit Michael, to get him off him, something. Michael traps them both on the bed with ease, his eyes hooded with lust and dangerous hunger that make Troy shudder in terror and pleasure. Confliction, that’s what Troy’s brain is dominated with. He’s scared and helpless, he wants it too at the same time. Even as his ass is pounded to no tomorrow and how his dick is coming uselessly into his stomach until he can’t anymore. He wants it and that scares him to no end. What have I become? Michael’s ruined me, how am I supposed to live normally? Especially when Michael is branding his insides in the shape of his dick. The visceral shame makes Troy flush and cry in utter humiliation. He feels michael’s rough, arm hands around his dick to jerk it and he’s coming again, only this time it’s like feeding glass through his dick and it hurts so much, oh-God-am-I-going-to- die type of hurt, then hot globs of semen being released in his ass, and he’s gone, blissfully gone. End Notes feel free to spit fire and critics over the comment, I know, I'm judging me too. Please drop_by_the_archive_and_comment to let the author know if you enjoyed their work!