First time- Davekat
Your name is DAVE STRIDER and you’re nervous.
You’re allowed to be nervous, sure, but there’s no way you’re going to admit that. Karkat knows he’s about to swipe your V card but the least you can do is remain cool about it. No need to get all sappy, right?
You’ve be dating the king of shouts for a good year now, and none of your hot and heavy make out sessions had really progressed below the belt. This was partly due to the fact that both of you were absolutely terrible at communication and neither of you could get over your nerves enough to say hey, is it cool if we fuck now?
It was really a fluke that brought up the topic in conversation.
You had been smothering him with one of your patented Strider Hugs©, running your fingers up his ticklish, sensitive sides.
“Fuck you!” He screeched and howled in between laughs, trying his damnedest to knock you off of him.
You hadn’t thought before you spoke and when the words left your mouth you really wouldn’t bring yourself to regret them.
“Would you?” you’d asked, eyebrows tilted in question.
He immediately stopped flailing and looked up at you with his wide, red flicked eyes. His ashen cheeks got the barest hint of a red flush to it, and he was rendered momentarily speechless.
Embarrassment curled up in your gut but you didn’t speak, too afraid that if you spoke, you’d say something incredibly stupid. You just looked down at him, frozen in the position with your legs straddling his waist.
He shifted, looking right into your expectant gaze. “Uhhh. Yeah. Sure, I mean. Yes.”
You managed a half smirk at this, but your heart was dancing in your chest. “Really?”
“Yeah. I’d fuck you.” he deadpanned, totally serious. “Although, I’m not entirely sure how…. how that would work seeing as how you’re the type of human without a nook.”
You knew what a nook was from a previous lesson on troll anatomy via a smug Rose Lalonde. Obviously Karkat also knew what he was talking about. Cool. That saved you from a weird conversation.
You snuggled into his neck, too afraid to say this where he could see your expression. “Well, human males fuck each other. Uh. Up the ass.”
“Oh.” Karkat said and then returned to being silent for a while.
It was a good five minutes of listening to each other’s frantic heartbeats before Karkat’s hands trailed lower, his warm palms resting on your ass.
“I think,” He began, and you could tell he was incredibly embarrassed. “I think we could do that… if you want.”
“Dude.” You breathe out in relief. “Hell fucking yes.”
===>
That led to your current situation.
You had agreed to do it in your room—the bed was way more comfortable than Karkat’s. Your sunglasses were in your sylladex, along with your tshirt and pants. You sat on your bed wearing nothing but a pair of Spiderman boxers, gnawing on your bottom lip nervously.
Karkat crossed the room dressed similarly, only wearing a pair of nondescript grey boxers. He was shorter than you, sure, but years of practicing to be a threshicutioner had his muscles visible and compact under his skin, rippling with each movement.
He flashed you one of his rare, genuine smiles as he pulled a bottle of lube out of his sylladex. It landed beside you and you regarded it with a snort.
“ Strawberry , Karkat? Really?” You ask as you study the tube of flavored lube. “Where the fuck do you even get the code for this?”
“Rose, surprisingly.” He said, shuddering at the recollection. “Although, I think I traded my fucking soul to her for it.”
You laugh. It comes out all breathy and nervous sounding.
He notices. Of course he does. His eyebrow quirked and his expression was pulled serious. “We don’t have to do this, Strider.”
“Nah, dude. I’m good.” You say in all seriousness. You were good. You wanted to do this. It was nothing but pre show jitters, probably.
“…..Okay.”
It started like it always does, with Karkat gently pushing you down on the bed, peppering your face and jawline with an array of cautious kisses. Karkat was always so careful not to wreck your skin with his teeth or his claws, and you could tell that he appreciated how much trust you were giving him.
Except this time, Karkat decided to bump it up a notch.
His hands trailed down to your crotch ever so slowly, slipping into the elastic waistband with ease. You let out a startled gasp, and he kissed it out of you, his lips rougher and warmer than yours. You didn’t want to own up to the whimper that came out of you when his hand wrapped around your already half hard dick.
He stopped kissing you briefly, looking at you with a smug grin. You were at a loss for words that weren’t fuck or shit. Karkat was hot when he was all into being in charge.
He gave your dick a few experimental pumps and your breath hitched. Yeah. Okay. Uh huh.
That was nice.
Karkat laughed at how crazy your blissed out expression was. His laugh was nice—rough and rumbly. You pulled him down into another kiss, this one hot and openmouthed. His sandpaper tongue ran over yours, teasing the hot flesh of your mouth.
Yep. Full on Bonertown. Population Dave Strider.
Your hips ground up against his, and he gasped against your lips as you brush against his….uh…
Well. Bonertown: Population two.
It’s your turn to smirk smugly at him as you break the kiss, and he’s just about as flushed and jittery as you are. You pull him down close, pressing your lips to the shell of his pointed ear, “Karkat. You’ve got me hornier than a religious freak meeting Mel Gibson.”
The metaphor’s probably lost on him but he chirps happily regardless, moving to slips your boxers entirely off, discarding them on the floor somewhere. There’s a brief moment of insecurity as he stops his ministrations to look at it—and you can’t tell if he grossed out or what.
“Take a picture, bro.” you say after a few seconds of silence.
He runs his index finger up the side of the sensitive flesh, stopping to rub the pearly bead of pre around your flushed head. Your breath hitches, but his expression is that of being focused. Like it’s a science experiment.
“Can you move it?” he asks after a few seconds, eyebrows quirked in question.
“Dude, of course I can’t move it. Why would you—“
Without warning, Karkat ran his sandpaper tongue up the side of your dick and you practically howled, the sound echoing off of the wall. He continued, taking just your flushed head into his mouth, being mindful of his teeth, his fingertips idly playing with your balls. You almost bite your bottom lip off to restrain a moan bubbling up in your throat, but when he sucked particularly hard, the moan escaped along with a string of profanity.
Karkat stopped once more to look at you, pulling off of your dick with a wet pop. His lips quirk into a smile. “What was that?”
You scowl at him, “If you don’t put your fucking bulge in me right now, my dick’ll turn blue, asshole.”
“I’m not entirely sure what that means,” He began, coyly. “But sure. I will.”
He grabbed the lube and for a second, you could sing praises. But then you noticed his claws again and your dick almost ran in fear.
“Nope, no, no way are you going anywhere near my ass with those things, Freddy Krueger.” You snatch the lube from him and he frowns like a five year old being denied their favorite treat.
“Fine, whatever.” He says indignantly, crossing his arms.
You grasp the lube in your hands carefully. You could do this. You got this. It’s just an ass. No biggie.
A bright idea strikes you and now it’s your turn to push Karkat down. He looks at you questioningly but you just smile as you busy yourself with slathering your fingers in the sweet smelling lubricant.
“I’m going to ride the shit out of you.” You finally give him an answer and his eyes go wide but he doesn’t protest.
You curl against him, head buried in his shoulder. Your ass is up in the air, for everyone to see, and as you shove the first finger in, you can’t stop the shuddered gasp at the odd feeling.
Karkat’s busying himself with kissing every possible inch of your skin he can reach. He’s whispering sweet nothings and you almost want to kiss him again but you can’t. You have to focus.
As soon as you’re used to the first finger, you add a second, and damn, it’s tight. It takes a little longer to get used to this one, but after you can scissor your fingers with ease and a low hum of pleasure accompanies the burn, you add the third.
It’s…. not enough. You almost want to fuck yourself, but you remember the patient body under you and you remove your fingers, wiping them off on the sheets. You’re breathless and panting as you meet his expectant gaze.
“I think. I think I’m ready.”
His eyes almost burn at this, and he’s quick to slip his boxers down far enough to free his….. bulge. That’s exactly what it was. A bulge. A cherry red tentacle-like bulge that was just a little bit bigger than your dick. It glistened even in the low light and you knew I was coated with his ‘genetic material’. It moved and writhed in anticipation and it was Karkat’s turn to be insecure. You hadn’t realized you’d been staring.
“Strider…. Dave?” It’s a question. He’s wondering if you’re too weirded out and want to stop.
“No, dude. I was just gettin’ my admirin’ on.” You answer in a soft whisper, placing a soft kiss on his lips. “Go ahead.”
And it’s cold at first, but as the wiggly, tentacle-like appendage makes it past the first tight ring of muscles, the rest of it slips in almost too easily.
It hurts at first, but as you straighten yourself out, sitting on his bulge, it feels amazing. You’re almost tempted to let it do the work for you, but when you move your hips, a blossom of pleasure explodes in your abdomen and you can’t stop the keen that comes out of you.
“Fuuuuuuuck.” You pant, and you’re all too eager to move again. You’re rewarded with the head of his bulge pressed against your prostate and your vision goes white for a good few seconds, mouth agape.
“Holy shit.” You’re shaking. “How come….we didn’t do this sooner?”
He laughs, but it’s actually a nervous, tittering sound. “Because we’re both shit at talking.”
“Right.” You say, and you move your hips faster, almost at a bruising pace. Karkat’s claws are digging into your hips, probably drawing blood, but you could care less. The familiar burn of an impending orgasm is building in your stomach and that’s all you can focus on.
Karkat’s close too, his chirps and titters are louder, and they sound incredibly fucking hot. His bulge is pistoning against your prostate and it takes a second to realize that you’re crying.
Fuck.
You promised yourself you weren’t going to be sappy.
But you love him. You really do. He’s perfect and beautiful and amazing and you’re actually really fucking happy that it’s him. You don’t know how to say that without sobbing, so you don’t. You only wish he’s feeling the same way.
“Fuh—Kar—ahh! Shit, right there!” You’re probably loud enough to wake up the entire meteor but you just realized you didn’t really care. You didn’t care to let Karkat see you cry.
You practically sobbed in relief as you came. It was almost like all of your tension seeped out of you as you painted both of your stomachs white with your release. You fall against him as he continues his bruising pace into your oversensitive body until he comes, filling up your insides with his cum. He threw his head back, emitting the hottest growl you’ve ever heard.
You kiss his stupidly hot face when he looks back at you. “Good show, good show.”
He snorts and paps your face. “Dork.”