inkyquince · 2 years ago
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Have those big ole thoughts about training Kylar properly. Maybe you don't wanna loose your virginity to him, or maybe you just enjoy preparing him properly for your first time together.
content warning. this was written for my VTM oc and realised that I can't just release that dumbass to the blog first, so instead it was changed to Kylar uwu. Kylar being nasty, frotting, sex toys, intercrural sex kinda, training mentions, lots of drooling and lube and fluids.
You didn't even mean to train him at first. It was all Kylar's fault. You two couldn't even kiss without his breath hitching and his cock hardening in his stained sweatpants. Jutting against you as his whined, hungrily mouthing at your bottom lip. Hell, you used to just let him hump himself to completion, but Kylar's eyes would prick with tears, both as how sore his cock would get but also being oh so close to you, your crotch being so warm against him beyond unbearable. Blow jobs were out too, since he had the same amount of self control as a glutton.
So, instead, one trip to Sirris' Sex Shop later, you have the solution to your problems. For him to cum and for you to train him before ever having to sleep with him.
Kylar likes to watch you prep the fleshlight. Parting the silicon to spit into the toy before pouring lube in, the clear liquid rising inside rapidly. Meanwhile, he watches, mouth agape just a bit. His cock juts against the fabric of his trousers, opaque liquid already seeping through the garment.
You kick off your trousers so they don't get stained and slip the toy between your thighs, tucked against your own crotch. Kylar used to whine at you to go without underwear when you two did this, but that discussion was long since dead now. Instead, he just tries to imagine it's all you, the tight, snug fit, the dripping mess over his dick. All. You.
He clambers on top of you, tugging his sweatpants down, tucking the band under his balls. His flushed dick stands to attention, dribbling just a bit as he nudges the head against the "lips" of the fleshlight. He's already sweating as he gazes at you, pupils blown wide, for your go ahead to sink into "your" hole. The little smile you give is more than enough and he gracelessly sinks down, lube pushing out as he pushes in, sticking to his thick pubic hair and balls.
Mouth agape, Kylar just gazes at you, dumb little expression as his cock throbbed uselessly inside the toy. God, he wants it to be you so badly. This is the least embarrassing way he's tried to simulate his cock in your warm hole. Tried the fuck a warmed up grapefruit once, before feeding it to you. Fucked a hole into his soap bar. Used to hump his pillow every night, ripped a shabby hole right into it. But somehow this was far more embarrassing. You, watching him, use a toy and obviously pretend its you, all the while you two are chest to chest, stomach to stomach, legs intertwined.
Kylar never had much composure to begin with, but any shreds of it are long gone by the first sloppy thrust. Drool gathering on his tongue, too entranced in the tight fit to even function properly, unable to swallow it down, so it just slips from his lips. The wet squelching of his cock bucking down into the toy, lube flowing out, was not helping, Kylar's lewd imagination kicking into overdrive. Reminds him of the hentai's he would put at full volume with his headphones, settle back and close his eyes and jerk his cock as he imagined you making those lewd noises, both your moans as well as your dripping hole taking his cock.
Yet the toy was just not enough. He came like a virgin whenever you used it on him, but his brain whispered that it would never be enough. Left every orgasm a bit less fulfilling each time. His cock ached as he continued to hump away, curling his body a bit to properly rut into it, almost like a clock wound too tight. His hot huffs of breath fanned over your face, sweat dripping down his face, into his hair and shining in the dim light.
"Please. Please, I want to... I wanna... Please?"
You just laughed softly and gently raised your thighs enough to mimic the feeling of the fleshlight fucking back into him. That was all he needed. Kylar whined and threw his head back, entire body jerking roughly as he came. Cum dribbled over the lips of the toy, seeping over the edges and staining your bare thighs, as well as his own.
Just babbles out his stream of consciousness, saying your hole is so good, that he loves you, that this was always meant to be, that he wants to fill you up up up until you are still dripping his cum days later.
You just stroke his head as he struggles to tug himself out of the toy, knowing that by the time you finally let him fuck you, he'll ruin you properly.
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