Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/974665.
  Rating:
      Explicit
  Archive Warning:
      Choose_Not_To_Use_Archive_Warnings, Underage
  Category:
      M/M
  Fandom:
      Homestuck
  Relationship:
      Bro/John_Egbert
  Character:
      Bro_(Homestuck), John_Egbert
  Additional Tags:
      Crossdressing, Crossdressing_Kink, Lingerie, Fingerfucking, Anal_Sex
  Stats:
      Published: 2013-09-21 Words: 3881
****** He Likes Skirts, Right? ******
by crywolf
Summary
     John has a plan. It just so happens that this plan involves wearing a
     seifuku and ends with Bro swooning. Or so he hopes.
Notes
     I couldn't think of a good title that wasn't cheesy as hell so my
     friend named it for me.
     The original title was "Seifuck Me". Which is exactly why I shouldn't
     be allowed to title things.
      
     I wrote this for Mono and because she's the best, she drew this
     really great art!
     http://monoscribbles.tumblr.com/post/62304327888/nsfw-brojohn-with-a-
     seifuku-under-the-cut
Your name is John Egbert and the opportunity you have been waiting for has
finally presented itself. You are spending the weekend at your best friend's
apartment. An apartment he shares with his brother, Bro Strider. A very
important bit of information, you'd say. And because of unforeseen
circumstances, Dave has accidentally double booked himself. He invited you over
forgetting he had already taken a shift at the record store (more of a hipster
douche hangout complete with attached coffee shop) this Saturday evening. This
Saturday meaning tonight. He'd be out til late as well - the shop turned into a
sort of indie open mic on the weekends. This means it was just you and Bro
tonight. And you had some plans.
You've had a crush on Bro Strider ever since the first time you met the guy.
That was back when you were thirteen and still lived in Washington. Since then,
you had moved to Texas. It was due to a promotion you father had received. He
was given several locations to choose from, but when you'd found out that
Houston was one of them, you'd practically begged your dad to let you move
closer to your best bro. Because he was the greatest parent in the world, it
hadn't taken much convincing.
During your first stay in the Strider household, you'd barely managed to say
more than a few words to Bro. He was intimidating to say the least. You weren't
very subtle about your infatuation either, which made things more embarrassing.
You blushed furiously if he even stood in the same room as you, and you lost
the ability to form words when he spoke to you directly. Things were different
now, though. Maybe not by much, since you still went all red when he looked
your way, but your brain had finally stopped turning to mush every time you saw
him.
You're sixteen now and you've been harboring a school girl crush on Bro for
roughly three years. It was time to make a move. You were going to make this
happen. Your plan was basically fool proof. If your assumptions were correct,
that was. You knew Bro was a pretty weird guy, judging by his profession and
his overall appearance, so you hoped this worked. If not, you were about to
embarrass yourself beyond belief. But Dave had mentioned something about "Bro's
weird fetish" and you hoped he was serious.
At the moment, you were sitting in Dave's room. He'd left about a half an hour
ago and his shift should be starting right about now. The apartment was empty,
apart from you and Bro, who was relaxing on the futon in the living room. It
was now or never.
You take a deep breath and pull the pink plastic bag out of your backpack.
Inside there's a short, pleated skirt, a white top with a neck tie, high socks,
a pair of black flats, and a pair of lacy panties to match. Fuck, you were
really doing this. You shed your normal clothes, down to your Ghostbusters
underwear, all the while convincing yourself this was a terrible idea and you
should stop. But you've come too far now.
You trade your boxers for the panties, and take a minute to admire them. You
had to admit they were pretty cute. They definitely weren't as comfortable as
boxers, but they made you feel confident. You pull on the skirt, zipping it up
at the side, and then slide the shirt over your head. Once you have the socks
and shoes on, your uniform complete, you regard yourself in Dave's full length
mirror. You were 100% anime school girl. Bro had said something about you
having anime eyes once, and as you bat your eyelashes at your own reflection,
you have to agree. You were starting to feel like this might work!
That doesn't stop your hands from trembling as you reach for the knob of Dave's
door, though. You suck in a breath and open it.
Bro is still facing the tv as you enter the room. You walk over to the couch
and suddenly feel extremely awkward. You hadn't thought this out very well,
because you were now at a loss for what to do. Shit.
"Hey, Bro." You say from behind him. He doesn't turn to look, giving you a
mumble in place of a real greeting. He hasn't seen you yet, still a chance to
turn back now and he'll never be the wiser - You frown. No, you are doing this.
You've been in love with him for too long and you can't bear not knowing how he
feels about you. Did you say love? You meant like a lot. Yeah. Right. Okay,
just get on with it already.
Putting your hands on your hips, you move around the couch and stand in his
view, blocking the tv.
"I said, 'hey, Bro.'" You repeat. He's staring at you now and you feel your
heart rate speed up. Oh, god, he's just staring at you with his dumb poker
face, oh god oh god, what is he thinking? You can't tell because his eyes are
still hidden behind those stupid, idiotic, anime shades of his and you have the
sudden urge to run. Run and hide and never come out because he's just staring
at you.
After a few seconds - minutes, hours, you really can't tell - he finally moves.
His hand comes up to his glasses and he pushes them up, revealing those bright
orange eyes you'd only ever caught brief glimpses of. They were now focused on
you, wide with surprise. You really hoped it was the good kind of surprised.
"Egbert?" He says, breaking the silence.
Your hands drop to your sides, losing the confidence you had before. Your hands
are still shaking and you can't breathe anymore, you just want to get out of
there because you're sure he's going to start laughing any second. Why did you
think this was a good idea?
"Fuck, I'm just going to-" You move to leave but he catches the fabric of your
skirt before you can. You stop where you are and look back at him. His
expression has softened a bit, but it's still shocked.
"No, wait," He says, pulling you back over. You watch him uncertainly as he
lifts his other hand to your thigh and pulls you closer. The corner of his
mouth twitches in what you guess must be amusement. "Are you... trying to
seduce me?"
Oh no, he's definitely laughing at you. He's going to tease you and never let
you live this down because you are so stupid. Of course he doesn't like you
that way, you're just his little bro's awkward, skinny, teenage friend. And on
top of that you were now wearing a seifuku in his living room. What the fuck is
wrong with you? You cover your face with your hands as your face flushes even
more.
"Oh my god, just- just forget this ever happened." You plead, trying to pull
away from his grasp.
"Why would I want to forget this?" Bro asks, his grip on your thigh tightening.
You peak through your fingers to see his smile widening. "Not when you look so
cute."
"Please, just let me go die in a hole now." You groan, hiding your eyes again.
Abscond. Abscond now.
But you can't do that. Bro is holding you in place, waiting for you to
literally keel over and die of embarrassment.
"Please." You're practically begging, and not in the way you had hoped. You'd
wanted this to go very differently. In your mind, Bro scooped you up into a
kiss, unable to control himself, maybe carrying you to his bedroom and taking
you in a manly fashion. Instead you have Bro practically laughing at you.
Because this is real life and not a fantasy.
He lets go of your skirt and you feel relief rush through your body. It's short
lived, though, because next thing you know his hands are on your wrists and
pulling them away to uncover your face.
"Christ, kid." Bro breathes, his face more serious now. "You can't just waltz
in here looking like that and then get all shy and change your mind."
You watch him with a confused expression. "W-what?"
His response to that is to drag you into his lap and run his hands up the back
of you bare thighs. Holy shit.
"You've been teasing me long enough." He says, breath hot on the skin of your
neck. You feel a shiver run down your spine. "Batting those anime eyes at me...
fuck, it's enough to drive a guy crazy."
Wait, hold on. Teasing him?
"You mean-"
You don't get to finish that thought because his lips are crashing against
yours. You're not prepared for it and your teeth get in the way, clacking
awkwardly against Bro's. He ignores the unpleasant jarring sensation and starts
to suck and nibble on your lips, his hands moving up your skirt and grabbing
your ass. You let out a surprised squeak, reflexively pulling back. He takes
this opportunity to move to your throat to suck and bite there.
"I've been trying to read your fucking mixed signals for ages. It's like trying
to decipher some seriously encrypted Russian radio waves or some shit." He
drags his tongue across your skin from your collarbone to just below you ear,
then ghosting a breath over it and leaving the wet skin to chill. "You kept me
waiting, and I am not a patient man." He punctuates that sentence by grabbing
your hips and grinding you against his thigh. You let out a small whimper and
he smiles against your neck.
"Well, I- uh... hope this clears things up." You answer, looking down at your
outfit shyly and playing with the hem of your shirt. You look back up to his
face to find his eyes tracing your body. He licks his lips and when you
subconsciously lick yours as well, his eyes flick up to meet yours.
"I hope you know what you've gotten yourself into, kid." He practically growls,
his smile predatory. It makes your stomach flip.
"Why don't you show me?" You challenge. Apparently this was the right thing to
say because the next thing you know he's standing up and wrapping your legs
around his waist. His mouth is on yours again, kissing you deeply. Your arms
move around his neck automatically and you tilt your head to ease into the
kiss.
You don't remember Bro carrying you down the hallway to his bedroom, but when
you open your eyes after being tossed onto the soft sheets, you assume he
flash-stepped here. Your head spins for a moment before you get a grasp on
reality again. Bro is kneeling above you, pulling his shirt over his head and
wow, he's even more toned and sexy than you imagined underneath that tacky
polo.
"This is your last chance. If you want out, say so now." Bro says, tossing his
shirt aside. You respond by looking up at him with your wide, blue eyes and
spreading you legs a little more to flash him your panties. There's a hungry
look in his eye before he comes down, pressing your chests together and all but
devouring you.
You try to speak but Bro's insistent kissing makes it hard for you to do much
more than gasp out a few words. "B-Bro... I - I want... I want, hnnn-" You
forget what you were trying to say because suddenly Bro's fingers are playing
with the lace lining of you underwear.
"Hmm?" He coos into your ear. "Tell me what you want, John."
Hearing Bro say your name like that, low and intimate, sends a wave of heat
through your body. "I want..." You pant, writhing underneath him. He's not
moving, though. He's patiently waiting for you to tell him. You're becoming
more flustered and frustrated as he keeps his hands on the bed on either side
of you. You wanted them running down your sides and touching your skin... "I
want you to fuck me."
Bro sits up a bit more and you whine at the lack of contact. He furrows his
brow at you. "Whoa, kid, you ever done this before? There's a lot of prep that
goes into that kind of thing."
"No," You answer. You had never done anything like this. It was your first
time, yeah, but you weren't stupid. "It's okay, though. I - uh... did it
myself." You tell him, averting your eyes.
"What do you mean, you did it yourself?" Bro says, smirking. You know he knows
what you meant, he just likes watching you squirm.
"I... fingered myself, okay?" It's uncomfortable to say out loud but you want
his body against yours again and you don't want to wait any longer.
"Good boy." He hums, moving between your legs to roll his hips against you.
He's hard and you can feel the prominent bulge through his jeans. You expect
him to do it again, but instead he's kissing his way down your body, lifting
your shirt to access the warm skin of your chest and stomach. He goes lower and
lower, flipping your skirt up and placing his hands are under your knees,
holding them apart. You take a sharp breath when he mouths your hard cock
through the satiny material.
"Take them off." You tell Bro. He looks up at you, eyes blazing. It's enough to
make you melt into a puddle right there.
"Ask me nicely." He replied, leaning over to lick your inner thigh.
"Please, Bro." You mewl. You're painfully hard and you don't even mind begging
at this point. "Please."
He kisses your knee to praise you. "Much better." His breath is suddenly
tickling your stomach and you feel his teeth pulling your panties halfway down
your thighs, exposing you completely. He hooks his fingers on them and yanks
them down the rest of the way. On his way back up, he presses a kiss to the
side of your throbbing dick, humming appreciatively.
"Your turn," You mumble, when you're finally face-to-face again. You grasp for
his belt and unbuckle it with shaking hands. He grabs your hands and moves them
around his neck instead, pulling the belt out of the loops himself. You don't
argue. He's much quicker than you would have been and in a few seconds he's
shimmied out of his jeans.
That's when it hits you. Bro Strider mostly naked and on top of you and this
most definitely isn't a wet dream. You've had enough of those to be able to
tell them apart from the real thing.
Bro brushes your hair off your forehead, leaving a kiss there before leaning
away. He reaches into his bedside table to grab a bottle of lube and a condom
and then settles back down and pulls you onto his lap.
"Do you really need that?" You ask, frowning at the condom and resting your
hands on his shoulders.
"Safety first." He tells you, putting it down on the bed. He takes the lube a
rolls it in his hands for a moment. When it's no longer cold, he pours some
onto his fingers and rubs it around a bit. "Ready?" You nod and he positions
his hand beneath you, pressing one finger to your entrance. You're still a
little tense from the nervousness and he must feel it because he moves his free
hand to your face. "Come on, babe. Relax for me."
You exhale shakily, loosening you body as much as you can. His finger pushes
into you and you concentrate on keeping your body relaxed. He eases in gently,
kissing your neck soothingly when you tense up again. When he's in as far as he
can go, he gives you a minute to adjust to the pressure. You relax your body
again and only get a few breaths out before he curls his finger and your
breathing turns into a moan.
"Mmm, I love the sounds you make." Bro purrs, curling his finger once more
before he starts to move it. It's not long before you're comfortable enough
with the one finger and you're ready for more.
"Come on," you groan, gripping his shoulder tightly. "Another one. I want
more." He's happy to oblige, pressing another finger inside, prompting more
sounds from you.
Soon enough he's got four fingers in and you're rocking against them. It feels
amazing but you can't take much more. You need to stop him before you cum.
"Bro... Bro..." You whine, patting the side of his face.
"Yeah?" He asks, watching you with a smile and squeezing your hip.
"I want you to fuck me now."
He lets out a breathy laugh and pulls his fingers out. "But you look so pretty
like this." He kisses you open mouth and flicks his tongue across your bottom
lip. You're getting impatient so you bite his lip and reach under the waistband
of his underwear to grab his cock. He's just as hard as you are and you can
feel the precum making him slick. You give him a few pumps and he makes a few
appreciative sounds.
He picks you up and lays you on your back. "Damn, you're persuasive." He takes
the condom again and you stop him before he can unwrap it.
"Do we have to?" You ask. He frowns at you. "I mean, you're clean, aren't you?"
"Well, yes, but-"
"Then we don't need it. It's my first time and... I want to be able to feel
you."
Bro's breath hitches and you know you're going to get your way. You take the
package from his hand and toss it to the floor.
"Shit, John..." He growls, dragging your hips closer, spreading you open more.
He takes lube again and squirts a generous amount onto his prick. He stokes it
a few times before positioning himself against your entrance. He slowly pushes
in and, wow, he's really big and it's uncomfortable.
"Fuck, you're so tight," Bro gasps as he presses in more. You can feel tears
pricking at the corner of your eyes as you bite your lip. Bro rests his hands
on the bed on either side of you and the mattress dips. You're still gripping
his shoulders - there are probably red marks on his skin from your nails - as
he pushes in the rest of the way until he's filling you completely. Your breath
is coming short and you feel stretched to your limit, but god, it hurts in the
best way possible.
After a minute, once you've composed yourself and have adjusted to his size,
you speak. "Bro, you c- can move now..."
Bro grunts in response, and lifts a hand to your face to wipe away the tears
that spilled down your cheeks. He smiles and slowly pulls out most of the way
and then pushes back in quickly. You're caught a little off guard and has you
making a strangled sound. He continues at a slow pace and as you loosen up, the
pain subsides and the pleasure intensifies.
"Faster," You whimper, clinging to his shoulders. "Harder."
He takes your instruction and starts thrusting faster. Your swollen cock rubs
against his stomach, but his smooth skin doesn't give you the friction your
body is aching for. But you almost forget about it when you feel a sudden burst
of pleasure as he hits your sweet spot.
"Ah!" You're loud and you really don't care who hears because the face Bro
makes when he hears you is just too satisfying. He keeps going though, pounding
into you, sending more waves of pleasure through you. His arms are hitting
against the back of your knees and he's panting hot breaths onto you. You slip
one of your hands from his shoulder and reach down to grab your neglected dick,
giving it the attention it needs. Bro sees this and pushes your hand away,
replacing it with his own.
"Let me." He says, fucking you slowly and stroking you at the same
frustratingly slow pace. You're desperately writhing and whining as he smirks,
enjoying the show you're putting on for him.
"Bro." You're almost crying again.
"Say it again." He orders. "Say my name."
You do. You're pretty sure it's the only word left in your vocabulary right
now. "Bro."
He starts thrusting into you faster, jacking you off while he does so. You can
feel yourself getting close to the edge, a warm feeling gathering low in your
belly and spreading through your body. You moan, screwing your eyes shut. "I'm
gon- I'm gonna..."
"Come for me." His voice is breathy and his motions are becoming less
controlled, and you buck against him just a frantically. He hits your prostate
just right a few more times and oh god, the heat is rising through you and you
gasp.
"Bro!" You cry, seeing stars and coming onto his stomach and your skirt. Your
body is tensing around Bro's cock and he works you through your orgasm. The
hand that's not gripping you moves to your hip. His fingers dig into your skin
as he hold you in place, continuously pounding into you and a few seconds later
he follows, spilling into you with a shuddering moan.
Once you've both caught your breath, Bro pulls out and the loss of pressure
feel weird, and so does the feeling of the warm liquid sliding out of you. You
ignore it, though, because he's kissing you again.
"You got your outfit all dirty." He tsks, dragging his finger through the cum
on your skirt. "What a shame." He brings the finger up to his lips and suck on
it thoughtfully. Your breath hitches and your now softening dick twitches with
interest. "Mm. You taste as good as you look."
You're unsure what to do now. Bro is watching you with half-lidded eyes and
you're tired and blissed out, but maybe you're supposed to leave? You don't
want to, but you've never done this before and don't know if there's some sort
of post-fucking protocol...
Bro lays down next to you and pulls you into his arms, answering your question.
You relax against him and your legs intertwine automatically. He pushes the
hair out of your eyes and presses a kiss to the top of your head.
"This isn't going to be a one time thing, is it?" Bro asks, and this time it's
his turn to sound uncertain. "Because I don't want it to be."
Bro sounds different. He's talking to you like you're... you. And not just his
little brother's friend. You like it.
"Hell, no." You answer, snuggling into his chest, not caring that he's a little
sweaty and that you're both in serious need of a shower. "Sorry, but you're
sort of stuck with me now."
He chuckles and you enjoy the way it shakes your body. "Fine by me."
You end up falling asleep like that, wrapped in Bro's arms, listening to his
breathing slow. You vaguely remember that Dave will be coming home in a few
hours, but you can't bring yourself to care. At this moment, everything is
perfect.
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