PULLLEEAASSSSEEE DO SOMETHING ALONG THE LINES OF LIKE- ok wait I need to be professional. May I humbly ask for a request of you to share your delicious writing with the prompt of... *papers shuffling*... "any of the creeps comforting you during your frist time?" ... LIKE OK WAIT WAIT HEAR ME OUT. READER IS LIKE REALLY ANXIOUS AND HESITANT BECAUSE THEY WANT THEIR PARTNER TO FEEL GOOD RIGHT? AND THEN THE CREEP JUST IS LIKE "You're doing amazing" AND THE READER'S LIKE "... 'feel good..?" AND AND AND AND AHHHH AHHHHHHH AHHHHHHH I LOVE FLUFFY ROMANCE AHHHH
HEHEHEH HIIII!! Omg never get professional, I love this energy 😮💨 AND TRUST I AM HEARING, MY EARS ARE OPENUHHH !!
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Your First Time ~ Crp Scenarios
Edit: sooo, I had no idea I’d write as much for Toby as I thought I would 😭 anyways, this will be a continued series as requested ;P next will be Jeff and Jane in one post if yee are good 👀 Please suggest who you wanna see in this scenario form ~
Toby had only found out recently that you’d never been with anyone else…like that. And Jesus Christ, was it a massive fucking turn on for him. He’d never thought himself much to have a ‘virgin kink’ or whatever Jeff had said a while ago in a stupid, very drunk conversation that he didn’t really consent to but anyways, he definitely had something like that now. And he thought about it day and night, ways to make you comfortable, ways to make it unforgettable, and in his darkest thoughts, ways to make sure the shape of his cock was carved into you - you’d never want it with anyone else, ever.
Warm, evening sun bathed Toby’s room in a soft orange gradient. You basked on his bed, letting the rays dance across the skin of your bare stomach. It was late summer, the cabin was much too warm to wear anything heavy, and most of the time you just wore Toby’s loose shirts.
He’d never pushed on anything sexual, ever. And there were times you weren’t even sure if he wanted anything to do with it at all.
Oh but god he did, he just never wanted to make you uncomfortable. Although, there had been a nights where you were teetering on the edge of sleep, and you’d feel his fingers ghost your naked skin, twitch every so often. He’d trace the outline of your ribs, leading to your sternum. He’d bring them right up to the column of your throat, his lips soon following.
It all felt so sweet, so gentle and so filthy ~ so right at the same time. Truly what it was was trust that he’d never take it beyond any sort of unspoken boundary. And you trusted him.
You’d seen him swing his hatchets, seen how gnarly his job really was - he’d introduced you with honesty at the beginning. Were you sane for going along with it all? Probably not, but where’s the fun in that. He handled you with such care. He was precise, gentle, never lifted a hand near you unless it was to get something for you, and sure as hell never raised his voice.
Things were…as healthy as they could be with a man like Toby. Sure, he had his moments. You’d discussed pasts, exchanged baggage, but you helped each other, even in the seemingly most impossible to get out of darkness, but you did, always.
Episodes never disappeared for him, and you never expected them to, but they did become less frequent, less frightening (for you both), and a lot more manageable.
You loved this man through and through.
And that’s how all of this led up to last night~
He grumbled something into the back of your head, nose buried in your thick hair, taking such deep sniffs you thought his lungs might burst.
“What was that?” You murmured playfully, trying to turn yourself, but his arms clamped around you keeping your back to his naked chest.
“S—said you smell so good…” he continued to smell you, arms tightening just that little bit.
“If you keep squeezing, you’re gonna make me burst dude.” You huff, a small, soft laugh rolling through you, and vibrating right into his chest.
He just kept smelling, moving his nose through your hair until he was at the nape of your neck, kitten licking your skin causing you to squirm just a little, it tickled.
“Toby…” you whined, but he wouldn’t stop, now leaving more pecks and licks down to your shoulder, pushing the collar of his shirt you were wearing down your arm as much as he could.
“You just taste s—so nice…can’t s—stop.”
Something in your stomach began to bubble to the surface, a string being pulled taunt right through your core.
You began pushing your back into him further, your bare ass pressing so easy into him.
He was just in his boxers, a sight and feeling you were well used to by now. But all of this felt a little different, like the plates right beneath you had shifted pushing you closer and closer.
You could feel him growing hard against the curve of your ass, T-shirt long bunched up your back by now.
You’d slept naked together a lot - so much so it was kind of just routine at this stage, though it hadn’t ever devolved into this.
He was so eagerly humming in your ear, breath so fast as he went between different parts of your skin around your neck and shoulders, back to your ear, licking and biting around your earlobe.
Things devolved quickly to him so desperately grinding his cock against the base of your spine, hands all over you, shirt soon off.
Your voices drifted through the air so gently, little check ins, sickly sweet pleas, gentle moans~
His hands were all over you the second you’d said yes when he asked, grabbing at everything his fingers could latch onto. You’d gasped, breathless at how good everything felt, just how even his lips brushing below your breast could make you feel as though you were about to finish then and there.
You’d gotten yourself off many times, usually alone, not due to anything to do with Toby, it had more just been timing between the two of you, if he was out working coming home exhausted, just needing a shower and a good, long cuddle - you two had spoken about sex a decent amount but my god none of it compared to this.
Toby was now above you, your legs spread wide, knees being gingerly pushed back to either side of you, your whole cunt on show.
Toby stared like an animal starved.
Heat bloomed all through you at how intensely he bore into every part of you. It was honestly a little intimidating, but that drove something in you.
Your whole body was a-blush, flushed in a deep red around your shoulders and cheeks.
“Oh baby a—am I embarrassing you?” His voice dipped into a timbre you’d never heard. You could feel it vibrate even through you.
You couldn’t even answer, all words caught in your throat, just shaking your head farther back into the pillow.
God, if he could have you see yourself right now. He’d build a mirror right above his bed, he swore to himself. And he had you all to himself, no one had ever seen you like this before. He wanted you to say it. Scratch that, needed to hear it.
“I’m g—gonna take these off n—now, okay?” He knew he’d likely have to lead this, it’s what he’d been imagining wound happen, and god he couldn’t wait any longer.
The way you just nodded, looking so blissed out and he’d barely touched you.
Was he drooling? Oh fuck he hoped he wasn’t, kind of hard to stop it though with the big gash in his cheek.
He quickly slipped out of his boxers, cock now stiff against him, tip just about hitting his belly button.
Your lips sat agape, he was huge, and thick with deep veins running through.
Without even thinking you reached your hand out to touch it, just to trace them. It’s as though you were entranced and couldn’t stop yourself.
Toby sucked in deep as the tips of your fingers graced him, fingers twitching in their sockets at the pleasure racing through him from just this.
His tip reddened, pre bobbing in little pearls. You very gently ran the base of your thumb over the soft, smooth skin, right over the little slit at the top, gathering it all on your thumb.
Honestly, that was more than enough for Toby to see heaven.
His tongue on your clit was delicious, sooo much better than the pads of your own fingers. He licked, sucked and hummed constantly, and Jesus the way he kept reiterating just how good you were, how sweet you tasted, how much he had no idea he needed you this bad - had you babbling about how you’d never wear underwear again.
“Mmm, my g-good girl, wanna do this e-every night,” he’d whine into your pussy, pumping his own cock into his sheets beneath him, the sight itself was so close to sending you over the wall you never thought you could with a partner.
“P—promise me you’ll l—let me do this even when you’re asleep…please baby, p—please,” he grumbled into your pussy, the vibrations having you throw your head back, your back bowing so sweetly.
His hands clawed you all over as spit flew from the scar on his cheek, the fleeting evening sunlight glistening off of the wet teeth on show.
It’s when he brought his fingers into the mix is when you came first, and it was only from the first few pumps.
“Juh- shit Toby, right there…” you panted hard, the pads of his scarred fingers pressing right onto the gummy spot you had no idea you needed.
“Gotta get my g—girl p—prepared for me, hm? Awww,” he cooed, “you look s—so close my angel, is this all you needed?”
And you were gushing into the palm of his hand.
You had no idea you could squirt, and there it all was.
He grinned up at you, but you couldn’t hold his gaze without feeling so hot and embarrassed.
“M—maybe we can get you squirting on m—my cock, huh?” He hummed, breath warm pressing such a sweet kiss to your overstimulated clit.
It’s when he was lining himself up to you that the nerves really kicked in. He’d very much noticed, brows instantly furrowing in worry.
“We can stop here, we d—don’t have to keep going, please, t—talk to me.” He’d fallen back onto his haunches, hands soon resting on your raised knees.
“You’re…you’re so big, I’m just, I’ve only ever like…well…” words slipped passed your tongue, down your throat as you swallowed any pride you’d once had.
He was being so sweet, leaning down towards you, pressing little kisses to your jaw, your cheeks before leaning back again.
“I want to-“ you’d blurted, meaning it, just a little overwhelmed.
“We can take it as slow as you n—need, okay?” His neck cracked a little as he spoke, little tics no doubt spurred on by his own nerves, which was a little reassuring.
He started so slow, the head of his cock just barely breaching your cunt. You were warmed up, you knew you could take at least a certain amount. Your heart pounded in your chest, breath hitching at the foreign but welcome intrusion.
He pushed a little more, noticing your eyes wince shut, your hands tightening around his.
“S—so good, shit,” he hissed at the tightness and warmth so deliciously enveloping him.
It was in that moment he absolutely knew he was never letting you go, like ever.
(He’d decided that long ago, really)
His hands moved from being entwined in your fingers to cup your face as he leant down, fully pressing himself in, watching the full and final stretch play out on your expression, and god, all he could do was kiss you, hard.
He whined and groaned such nice, sweet words as he started to move his hips gently.
“Toby, mmm, Toby it’s, fuck it’s a lot,” you panted into his mouth.
He had to really pause mentally to stop himself, steel himself.
“Shit, t—too much angel?” He was holding back as best he could, but the muscles in his legs clenched, the feeling of some nervous tic about to ripple through him.
His hips jutted forward, snapping your hips to you.
The whine that left you was unholy, and you shook your head near violently to say no.
“Keep going, god, please.” You needed him, a feeling of just being taken over, sheer pleasure and overwhelm bursting through you.
You wrapped your bare legs around his hips, pressing him as hard into you as you could.
The frenzied plaps, near screams that rattled through his room, definitely penetrating the thin walls of the cabin could’ve woken the whole forest surrounding it, let alone others in the cabin (who were luckily out for the evening doing god knows what).
You were both a real mixed mess of sweat, fluids and spit nearing the end of it all.
“In me, fuck, in me Toby, god please,” you cried, teeth quickly latching onto his shoulder, nails having left their millionth deep scrape in his back.
It’s just as well he can’t really feel pain as such, but he couldn’t wait to check the way you’d left him in the mirror after.
“You’re not…an—angel you’re n—not on-“ he panted as he pushed himself to the hilt, forehead against yours, slick with sweat.
“Don’t care!! Fuck I don’t care, please, I need you, I need you!” You kept repeating as he snapped himself against you.
His cock had definitely bruised your cervix by now, and it did hurt, but so sickeningly sweetly.
You loved every second of it.
And so he did with a last press, he was groaning into the crook of your neck, spit pooling in the crevice of your collarbone as he clenched his teeth.
He thrusted weakly a few last times, ring of his and your spend coating the base of his cock, before he stilled to pull out.
On instinct, you went to close your legs as he leaned back up for a second, blissed out.
“Uh uh,” he breathed, hands instantly going to your knees to push them apart - the look in his eyes though blissed, something primal, animalistic shone through.
He parted your legs to watch his spend leak out.
It all felt so lewd. You turned your head away, too red, so bashful.
“Toby it’s, don’t look.” You tried to tell him, so worried he’d hate what he’d see, even after the previous event.
“You’re perfect…f—fuck…” he sounded so out of breath, his eyes locked to between your plush thighs.
Before you could look back again, he was already back on his belly, licking a long, slurpy stripe from your hole to your clit gathering everything on his tongue.
He swallowed loud before squeezing your calf.
“Look at me,” though he asked gently, his tone was firm, enough to get you out of the embarrassed little corner you’d mentally pushed yourself into.
Your eyes met his, and he spat back onto your clit. His grin was so wide, brows low, obviously loving how little you were expecting any of this.
You could hardly breathe, only able to bite your lip, your deep pink blush spreading all over.
You sure as hell weren’t expecting it at all, although something shifted within you, you really, really liked it.
“Ohhhh I think she l—liked it, hmm?” He teased, that drawl you’d heard a good number of times before, usually just as he’d woken up rattling that coil in your belly to that taunt feeling once again. You quickly raised your arms to your face unable to face him, groaning into your skin.
“I’m gonna go get a cloth to c—clean you up, mkay?”he chuckled, pressing a small kiss to your left knee as he got up.
You felt the dent in the bed where he’d been raise before you took your arms down.
His fingers glided through your slightly tangled hair to soothe you, the warmth from his body and his musky scent being enough to bring you back down from this new high.
His words were so gentle, lovely, kind, so reassuring.
“I love you angel, I h—hope you know that.” He whispered into your ear before gently nipping at your earlobe.
You were half asleep to reply, though you tried in your dreamy haze.
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