
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.
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