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#idk what i'm saying formatting this took forever i really need to start writing shorter pieces or using less italics smh
kindahoping4forever · 3 years
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...Ready For It? // Ashton Irwin
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Thank you to everyone who said they wanted to read this story, whether it was in the poll I posted 12 hours ago or when I first posted In My Dreams... You Should See The Things We Do back in June (!) - I actually started working on this not that long after I posted and while the skeleton concept stayed the same, everything else was kind of fluid until last month when I finally felt satisfied with it. As always, thank you to @cal-puddies​ for listening to me whine and obsess over every detail and for (virtually) slapping me upside the head every time I said I was going to just scrap it (and there were many times, trust.)
Note this is a sequel but I think there’s enough context within this piece that you’d be able to enjoy as a standalone if you haven’t read or forgot what happened during In My Dreams...
Warnings: Sexual tension, frustration and resolution. I couldn’t figure out how to do specific warnings without also spoiling the narrative (yes, really) so this is kind of a blanket fluffy smut warning. The sex is explicit in detail but not extreme in nature. ‘Tis a soft, dirty story you’re about to read. Also yes, Ash wears the mountain pants again and no, I will not apologize. 
Word Count: 10,555
Masterlist // Ko-Fi and New 2021 Taglist linked above
Let  me  know  what  you  think!
“I can’t say this is how I imagined getting you out of your clothes for the first time but after months of isolation, I’ll take what I can get,” you quip.
Ashton giggles as he peels off his button down shirt, leaving him in a classic white tank. “I can’t say anything about tonight has gone the way I imagined it would,” he confesses. “I’m sorry things have been kind of a bust.”
You try not to blatantly ogle his muscular build as you playfully jab, “You mean, you didn’t spend all that time longing for us to spend hours waiting outside a restaurant for a socially distant table only to be turned away because now it’s closing time and ending up having to eat drive thru burgers in the backseat of your car?”
“With ketchup dripping all over one of my best shirts? And you saving the day with a suspiciously convenient stain remover pen?” He riffs, passing his top to you.
“Exactly how I pictured it,” you shrug, dabbing at his shirt with the aforementioned magic pen.  “Shame, our fantasies tend to match up a lot better than this.”
You’d never thought much of long distance relationships and you especially never thought you’d find yourself in one with only a few miles separating you but 2020 had been full of surprises; getting to know Ash had turned out to be the silver lining in an otherwise terrible year. 
You’ve each reflected on it plenty and agreed it seems as if your connection was destined to see you both through this strange period. You met at the last party you were invited to before quarantine started, you ran into each other again at the last concert either of you got to attend. Your first date was also your final restaurant meal, the last time you went to a movie was with a group of mutual friends and you sat next to him, giggling like a teenager, intentionally brushing his fingers in the popcorn tub.
When the stay at home order was issued, it didn’t take long for you to check in with each other and while it wasn’t an easy time, you were grateful to build a bond with literally no outside influence. And now after countless texted inside jokes, heart to heart phone calls (and more than a few naughty ones), restrictions had been relaxed and you were finally able to reunite. Only the real world is proving to be a bit more complicated than either of you remember.
“You know, I’m not usually a ‘hop in the backseat on a first date’ kind of gal, but this is pretty fun,” you joke.
Ashton grins. “If it makes you feel any better, I think technically this is maybe our third or fourth date?”
“Anything pre-quarantine doesn’t count,” you shake your head insistently. “That was a lifetime ago, another world. I cook now, I go for walks, I do crosswords now. Whoever you went out with in The Before Times - I don’t know her.”
His loud laugh fills the car and the warmth of it overwhelms you; after months of hearing it through a speaker, you can’t believe you’re finally getting to witness it in person. 
"So if we’re starting over at square one, then what’s the explanation for that kiss you laid on me when I picked you up?” He teases.
“I’m a complex woman, I feel like you should know that by now,” you reply with a coy shrug, handing him his now stain free shirt.
The two of you finish your meals, chatting happily and making non-stop jokes about what a fail your date was. You’re relieved at how natural things are flowing; you knew there was undeniable chemistry but part of you was still nervous about getting used to being around each other - another person, even - again. But beyond the standard date jitters, things were comfortable and familiar.
Your anxiety briefly returns as he pulls the car into your driveway. Of course you want to invite him in, you’ve been waiting so long to invite him in but things just feel… off. You turn, ready to offer an apologetic goodnight but before you get a chance, he’s turning to look at you sheepishly.
“I can’t believe I’m saying this but would you mind if we maybe called it a night?” He rushes out, nervously running a hand through his hair. You watch him, fascinated. You’re still not used to how long his hair got in quarantine and you’re definitely not used to seeing him bashful. “I know we joked about it and I appreciate you being cool about everything but I really did want to give you the night out you deserve… and that just didn’t happen. I’d like to try again.”
Your heart swells at his sincerity; he’d always been so genuine and open over the phone, but it’s almost overwhelming experiencing it while he’s looking into your eyes. “Have I never told you that ketchup stains are one of my biggest turn ons?” You tease, hoping to ease some of his obvious embarrassment. “Hey, we’ve waited this long, what’s a little bit longer?”
A little bit longer ends up being the following weekend. It turns out, coming up with romantic and yet responsibly distanced date ideas is harder than either of you thought. With you both having the luxury of working from home and generally not having to venture out unless absolutely necessary, you both decide you’re most comfortable with eliminating the public out of the equation as much as you can.
You settle on a short hike followed by a picnic and when you open your front door you realize just how unprepared you are for the concept of Morning Ash. You smile to yourself as you realize that he must have overslept as his face is still adorably puffy from sleeping, hair still wet from the shower. Yesterday’s five o’clock shadow is still present - he must have been running so late he had to forego his morning shave. The thought of waking up next to him looking like this pops into your mind, that soon you could be the reason he’s running late in the morning and your stomach actually drops.
You push your thoughts aside as you move to greet him with a hug; his cologne is prominent and obviously freshly sprayed and you think to yourself that you're excited to smell like him for the rest of the day.
“Got a surprise for you in the car,” he murmurs.
You’re in the middle of wondering how he makes even a simple white t-shirt look devastating when he opens the passenger door for you. Before you even climb in, you’re instantly greeted by the smell of fresh coffee and breakfast burritos and he chuckles at the way your face lights up. 
“Flowers seemed too formal for a morning date, I figured caffeine and grease was just as nice.” 
“I’ve never felt more seen by a partner,” you smile, wrapping your arms around his neck and pulling him in for a sweet, slow kiss. 
You start to pull away to get in the car but Ashton snakes his arms around you and draws you back in for a few more smooches. “Figure we should get as many of these in as we can now, those burritos are no joke,” he laughs.
It’s a bit of a drive to get to a hiking trail that seemed unlikely to be crowded but you don’t mind. After months of waiting to be in this man’s presence, the more time you can spend with him the better. The trip passes quickly, with the two of you basking in each other’s company, play-arguing over playlists and agreeing that “when this is all over” you should plan a road trip together.
“Looks like we’ve got the place to ourselves,” he observes, pulling the car into the empty lot. He’s first out of the car and you hear a distinct “UGH” from him as soon as he steps out. He sees your puzzled look through the windshield as he walks around to your side to open your door. “I didn’t expect it to be so fuckin’ hot,” he explains.
You get out and instantly scrunch up your face as a gust of hot wind breezes over you. “Well, we did travel more inland, I guess it makes sense it’d be a little warmer,” you reason. 
You commiserate about the weather and then Ash starts gathering your things from the trunk of the car, taking non-essentials out of your backpacks since the heat is going to make your hike a lot less leisurely than planned. 
Despite the weather, the first portion of your hike is nice: you stroll and talk, enjoying the scenery and your time together. Ashton brought his camera with him and you catch him sneaking a few photos of you along the trail so you teasingly start snapping an excessive amount of pics of him using your phone.
As you get closer to the area you planned on stopping at for lunch, the heat starts getting more and more intense. The morning clouds have now dissipated and the sun is bright and unrelenting, causing the conversation to drag as you both start breathing a little more labored, focusing on getting to your stopping point as quickly as possible. It takes a lot longer than expected and by the time you reach your picnic spot, you’re both exhausted and covered in sweat.
You spread a blanket on the ground and immediately throw yourself on it, grateful for a chance to rest. You look up and see Ash peeling off his t-shirt and draping it over a rock in hopes it will dry before you have to head back.
Normally you’d be silently reprimanding yourself for staring at his bare flesh on display but truthfully all you’re thinking about is how much skin he’s exposing to the sun. “Think we left the sunscreen in the car,” you declare, sitting up to dig through your stuff. “As much as I’m enjoying the show, you’re gonna get fried if you don’t throw that back on.”
He sprawls out on the blanket next to you. “We’re shaded, it’ll be fine,” he insists, pulling his sweat-soaked hair back with a rubber band from his wrist.
The picnic is pleasant but far from the romantic adventure you’d envisioned. You’d hoped the two of you would be laughing under a tree, eating a delicious meal as an equally delicious breeze grazes your skin. The reality is the two of you sitting in silence because you’re so uncomfortable under the unforgiving sunshine, eating food that you would’ve preserved better had you known about the weather, as a hot wind scorches your skin. The part of you that had fantasized about sneaking in a heated makeout can’t get enough of the irony that this date is definitely heated, just not in the way it should’ve been.
With the peak temperature of the day still to come, you agree to call it and head for the car already; Ash puts his shirt back on and you notice him wincing as he moves his obviously sunburned skin, but you choose to say nothing.
The trek back is quiet, both of you physically drained and a bit mentally defeated at yet another date gone awry. At one point, you stop in a shaded area to catch your breath and you give him a quick kiss. “Had fun,” you say quietly. He offers you a soft smile in return.
The drive home is equally lowkey, the discontent and exhaustion of the day filling where there should be sexual tension. He knows the mood has deflated considerably so he doesn’t even ask you to come back to his, he just drives you home. 
The car pulls into your driveway and you turn to him. “Think we’re cursed or something?” Your voice is joking but he can detect the undertone of worry.
Ash gives you a bright smile that’s instantly a comfort. “Nah… maybe cursed with too much ambition and insufficient planning skills but I have no doubt this is exactly where I’m meant to be.” He reaches for your hand, interlacing your fingers and kissing your knuckles.
He walks you to your door and gives you a long kiss that almost has you reconsidering inviting him in. “We got this,” he whispers. 
You ruffle his hair. “I’ve also got aloe you can borrow for these sunburns, how are you even able to move?” You laugh, unlocking your door.
A few days pass before either of you broach the subject of another date; you’re finally the one to bring it up and you both agree on a simple dinner at home for the next night.
“Third time’s a charm, right?” You joke as he opens the door.
He draws you in for a slow kiss as you step inside. You murmur when you feel his facial hair brush against you; his beard is fuller than when you last saw him and you suspect he may have quit shaving simply based on the reaction you’d had to the look on your date. “Well, we’re already off to a good start, I’d say,” he comments against your lips.
You’ve only ever seen Ashton’s house in the background of your video chats and when he notices you looking around with fascination, he excitedly offers to give you a tour. You swear you can actually hear your heart going pitter patter as he proudly escorts you around, sharing funny memories about his friends involving each room or telling elaborate stories about different trinkets he owns. You can tell he’s missed entertaining people in his home and you’re so happy that you’re able to fill that void for him tonight.
You follow him to the kitchen. “Smells amazing, must be quite the dish,” you tease, knowing full well you sent him the “secret” recipe for your grandma’s spaghetti sauce the night before. He pokes at you and you giggle, “Anything I can do to help?”
“The groceries should be delivered any minute,” he answers, checking his phone. “There’s gloves and sanitizer wipes under the sink if you don’t mind taking care of that when it arrives.”
A few minutes later, you peck his cheek as you pass by to go outside and tend to your assignment. Ash nearly spirals when it’s discovered that the shopper made some substitutions without asking but you reassure him that dinner’s not ruined even if the sauce uses regular sugar instead of brown and will be poured over fettuccine noodles instead of spaghetti. 
“Not to jinx anything but I think this is our best first date yet,” you joke after dinner, getting out two coffee mugs from the cabinet he’d directed you to.
“All we had to do was eliminate the variables: other people, the weather, the outside world in general,” he ticks off the list on his fingers with a smile.
You hit the brew button on the coffeemaker and slide closer to where he stands loading the dishwasher. “Well. Just proves that all we really need is each other,” you muse, with a sweet smile. He grins at you, drying his hands so that he can cradle your face and kiss you. His hands are soft from the soap he just used and you sigh approvingly into his mouth as his thumb draws circles on your cheek.
That flirty but sweet tone continues as you move to the living room; you sit on the couch, drinking your coffee, chatting comfortably. You both keep finding reasons to scoot closer together, a thick layer of tension between you. You’d each talked a big game when sharing fantasies about what your first time might be like but now that it might be here, you’re surprised by the hazy combination of excitement and nerves you feel.
It’s hard to say who makes the first move: there’s a lull in the conversation and then suddenly, a kiss. Ashton’s hands quickly make their way into your hair and before long, things get heated and you find yourself climbing into his lap to straddle him. This was about as far as things had gotten between you pre-quarantine and it’s as glorious as you remember.
You roll your hips above him and he groans into the mark he was leaving on your neck; your shirt rides up with your movements and his fingers softly dance over the exposed skin. As you nibble along his jaw, his hands find their way up the back of your shirt and you shiver at his warmth. You put your hands on his wrists, guiding them up, letting him know it’s OK to take your shirt off; he does and you silently thank your past self for wearing one of your pretty bras tonight. 
“So beautiful, baby,” he breathes and then his mouth is back on yours, hands busy exploring the new skin on display for him. You shift your hips again and this time find yourself the one to groan, feeling him hard beneath you for the first time; you’ve spent a lot of time wondering what this would feel like and it’s more intoxicating than you ever could’ve imagined.
Ash lifts you off his lap and lays you back on the couch, peeling his own shirt off before moving to be on top of you. He kisses you hungrily and then makes his way down your body, the scratch of his beard deliciously teasing you, lips pecking over every inch of your neck before they attach to the tops of your breasts.
You pull him back up to your mouth and slide your hands down to unbuckle his belt. You brush over his length through his jeans and nearly gasp at the contact; you know he’s not even fully hard and he feels huge. This revelation has you getting impatient and you attempt to push his pants down. "Jesus dude, are these painted on or what?" You joke, struggling.
 "Hey, I could ask you the same thing," he retorts, running his hands along your ass to prove his point. With a goofy smile, he asks, "Should we pause and de-pants ourselves?" 
You laugh as you untangle yourself from his body and pull your pants off while he does the same. He eyes your matching lace lingerie and teases, "That’s some mighty fancy underwear you've got on there, Miss ‘Let’s Take The Pressure Off And Not Expect Anything To Happen Tomorrow Night’.”
You feel your cheeks warming at both his gawking attention and his implication you were hoping things would end up this way. You playfully fire back, "Maybe I dress like this all the time, you don't know me… or maybe I wanted to feel sexy for myself tonight." You try to pull him into a kiss but he pulls back, looking at you with a raised eyebrow. "Or maybe I'm really behind on laundry and I only have the nice stuff left," you say with a sheepish giggle. 
“That I believe,” he laughs delightedly. "Whatever the reason, you look fucking incredible.”
You intend to murmur a thanks but the way his kisses are currently being  peppered in between your breasts causes it to come out as a moan instead. His fingers toy with the closure of your bra and he looks at you to softly ask, “May I?”
You nod enthusiastically and close your eyes as his mouth acquaints itself with your bare breasts, your hands tangling in his hair. Your mouths find each other again, tongues familiarizing themselves with every detail of each other. You reach between your bodies and grip the tent in his underwear; you trace the shape of him through the material and he breaks your kiss to let out a strained moan. “God, I can’t wait to make you cum,” you murmur, a bit surprised by your own boldness.
You feel Ash breathe deeply, affected by your words. “Well, I’m afraid I have a strict ‘ladies first’ policy in this house, so I clearly need to get started,” he jokes, attempting to steady himself. “Bedroom?”
He helps you off the couch and you start to reach for your discarded clothes but he pulls you along, shaking his head. “You won’t be needing those for a while,” he grins.
You follow him to his room, impressing yourself with how steady on your feet you are, how calm you feel; your heart is racing but it’s from anticipation instead of uncertainty, which is unusual for you when you’re about to sleep with someone new. You tend to make these decisions impulsively, with a bit of a “fuck now, ask questions later” attitude. The fact that you’ve waited for this long to be with him and that you feel totally at ease, wandering through his upstairs hallway in just your panties, is the latest in a series of signs telling you that your feelings for Ashton are different.
You settle on the bed while he pauses in the doorway, fiddling with the dimmer on the light switch, determined to get it just right. He finally comes over and you don’t waste any time, climbing over to the edge of the bed to pull off his boxers. His cock springs free and you bite your lip, hoping you’re not actually drooling like you fear you might be.
“You good?” He goads you with a smug smile. During a couple of your video romps, you’d gotten yourself off with toys and he teased you about your selections, calling you a size queen. As you find yourself fascinated surveying the notable length and girth in front of you, you have to admit, he’s not wrong.
You silence his remarks by leaning forward and tentatively licking his tip, closing your eyes in satisfaction when you taste a drop of precum. You roll your tongue around the head, tracing every curve and ridge with your tongue. When you get comfortable enough to wrap your lips around him and slowly start taking him into your mouth, he quietly breathes your name, brushing your hair out of your face, and you feel like you could cum right then and there.
He senses your eagerness and lets you work for a bit longer before he gently pulls you off with a heavy sigh. "Ladies first, remember?" He rasps, flashing you a dazzling smile that would've made you weak even if he wasn't naked in front of you.
He gestures for you to lay back as he kneels at the edge of the bed, dragging his beard across your thighs before hooking his thumbs in your panties to slowly pull them off. You close your eyes, a blissful, close-mouthed smile decorating your face. Ash groans, gazing up at you. “Do you have any idea how many times I laid in this bed picturing what it’d be like to have you here like this?” He asks, raising himself up to kiss you passionately. “Better than I ever could’ve imagined.” 
His lips travel back down your body and you’re so caught up in how dreamy it is to finally feel him like this, you don’t notice he’s already made it back down your body and you cry out when his tongue licks a bold stripe up your center. You’re almost certain you feel him smile against you, proud of the reaction he’s achieved. 
You run your hands through his long hair, trying your best not to tug at it too much, although you suspect he might enjoy that. He alternates between soft, fluttering licks at you and long, intentional strokes, using every centimeter of his wide tongue. It’s overwhelming but you breathe deeply, trying to maintain control; it’s when he wraps his lips around your clit and starts sucking that you start writhing, your legs involuntarily closing in around his head and you tap at him to get his attention.
He immediately pulls back. “Too much?” He reassuringly squeezes your ankle, looking at you encouragingly. “Tell me what you need, sweetheart, wanna do what I can to make you feel good.”
You sit up on your arms, lightheaded from both pleasure and his care. “Ash, oh my god, it feels amazing,” you insist, reaching out to brush his hair out of his eyes. “I just… I really wanna cum with you in me... and I can’t always go for two… and it was feeling so good right now…”
Ashton leans up, pausing your nervous rambling with a sweet kiss. “Hey, it’s all good, I’m glad you told me,” he soothes. “Do you want to go ahead or do you need more time? We can do something else to get you ready. Your call.” 
You grin and guide his hand to run along your wet folds. “I think this qualifies as ready, don’t you?” 
“Alright, cheeky girl,” he teases, casually lifting his fingers from your wetness to his mouth, tasting you on them. “Still, there’s lube in the left nightstand if you want to get it out just in case.”
“Gentlemanly offer and a brag at the same time, I’m into it,” you laugh.
He giggles loudly, moving off the bed. “Gotta grab the condoms,” he explains, leaving the room.
You retrieve the bottle of lube like he suggested and tidy the bed up a little bit, adjusting the pillows to make yourself comfortable. He’s gone for what feels like a long time but you chalk it up to your excitement for what’s about to happen. You sit back, surveying the room, making mental notes about different things you want to ask him about later. Finally, you hear him call your name from down the hall and you curiously holler back at him.
He pops his head in the room, looking mildly panicked. “Please tell me you saw a box of condoms in the groceries you put away,” he inquires breathlessly.
Your heart sinks. “Um… no? I didn’t,” you take a steadying breath, bracing yourself for what seems like very bad news. “It was mostly food. And the napkins we used. Toothpaste I put in the bathroom. No condoms.”
Ash inhales sharply, nodding rapidly, which unsettles you; he comes to sit on the edge of the bed and drags his hands over his face and through his hair. “Well. This is just never gonna fucking happen, I guess,” he declares dramatically. You feel weirdly exposed now that the mood has shifted and you reach for a blanket to cover yourself with before you crawl over to him.
You rest your head on his shoulder, letting him know you’re there. He smiles sadly and strokes over your hair. “I’m so sorry, baby. I hadn’t dated in a while and then with lockdown… I didn’t know until yesterday what I had was expired so I tossed them and ordered some today… and they’re just… not here,” he says regretfully.
You chew your lip, evaluating how you should respond; you’re disappointed, obviously - very disappointed - but Ashton is clearly upset with himself and you don’t want to make him feel any worse. “I suppose it’d be irresponsible of me to suggest we ignore this road block by employing the old ‘spray and pray’ method?” You joke… at least you think you’re joking.
He snorts, turning to look at you with a smile on his face, which makes you feel better about things. “I’m sure you’re not serious but no, after all this time, after we finally had the perfect date, no, I’m not going to pull out and ‘spray and pray,’ he chuckles.
You smile back at him. “Well,” you start flirtatiously, “I meant it when I said I couldn’t wait to make you cum.” Your fingers dance along his bare thigh, travelling close to his softened cock. “We can still fool around, if you want.”
He looks at you fondly, squeezing your hand on his leg. “I really don’t know what I did to deserve you.”
“Ash, as sweet as you are, this is an entirely selfish act on my part, I really just want you to moan for me,” you smirk, moving to sit back against the pillows. “Plus this is possibly the most turned on I’ve ever been and if I don’t get off soon, I might actually die.”
Grinning, he crawls up the bed and settles in next to you. “Well. Can’t have that, now can we?” He teases in a low voice, kissing you with an intoxicating restraint. “Got anything particular in mind?” He feels you sigh against him as he gets his mouth on your neck and his hand on your breast.
It takes you a second to find your voice again, still getting used to the novelty of being able to feel his touch. “To be honest, I wouldn’t mind getting my mouth back on you,” you confess with heavy breath. “Or we could just, you know, play with each other.” You slide your hand down to find his cock, lightly rubbing your fingertips up and down his shaft, feeling it start to rise for you again.
Ash groans and throws his arm around your shoulders, turning so that you’re cradled into his side. Your hand lazily drags over his length while he holds you, kissing you with a renewed intensity. The arm around you softly massages your shoulder while his free arm is exploring your body: palming your breasts, twirling your nipples, fingers caressing the rise and fall of your tummy. 
He breaks the kiss as his hand makes its way between your legs, tentatively brushing along your inner thigh, watching you closely as his fingers move to trace your lips and then your folds. He swirls through your wetness and then gently starts rubbing your clit; your hand instantly stills on him and you let out a breath you didn’t know you were holding. 
“This feel alright?” He asks, studying your face. 
You take your free hand and place it on his, encouraging him to apply more pressure. “So good, Ash,” you murmur, raising your mouth to his again, eager to have his affection completely enveloping you.
You resume your motion on his cock, stroking him firmly, listening for the hitches in his breath or gentle grunts to tell you that your instincts of how to please him are correct. You try to recall what you can from the months you spent watching him touch himself online; you vividly remember him twisting over the tip while he used his other hand to cradle his balls. You give it a try and he lets out a loud moan, burying his face in the crook of your neck.
The two of you familiarize yourselves with each other’s bodies, savoring the noises you’re pulling from each other because although it’s not the first time you’ve ever heard them, it’s the first time they’re being caused by you. 
Ashton’s fingers tease along your entrance and you can’t breathe out a “Please” fast enough; he slides two fingers inside and starts thrusting. He starts with a moderate pace but you’re so worked up, you’re bucking against his hand almost immediately, overwhelmed at the thought of some part of him finally inside you.
You try your best to keep jerking him off but it’d be an understatement to say you’ve become distracted as his fingers move in you; you whisper an apology as you let go of him, starting to lose control, digging your nails into his bicep, whining at how you can feel it flex from the way he’s working your body. 
Ash can’t get enough of how receptive you are to him so when you mutter out another “Sorry” upon realizing how red the skin around his snake tattoo is from you holding on to him, he squeezes your shoulder in reassurance. “Listen, you can scratch that thing clean off if it means I’m making you feel that good,” he teases, nipping at your neck. “Are you as close as it sounds like you are?”
You’re sure your cheeks must already be flushed but you still feel them warm up at the implication that he recognizes your noises from quarantine. You nod, chest heaving, trying to catch your breath.
"Do you need something different to help you finish or keep this up?" He asks, understanding in his eyes.
You groan and jump as his fingers hit your spot again. "Um, actually I think I’d like if you went back to just my clit."
He nods, following your instructions. He rubs careful circles, checking your face to see if he’s getting the pressure right. You start to tuck your face into Ashton’s chest to minimize your reactions but he tenderly pulls you back to lay with him, stroking his hand through your hair to soothe you as he feels you start to shake in his arms. “God, you’re so fuckin’ beautiful like this,” he praises, sucking below your ear. “Let me hear you, baby, you always sound so good when you cum for me.”
His raspy affirmations work in perfect tandem with the vigorous movement of his fingers and you begin to unravel. You breathily cry out his name as your back rises off the bed and your hands fly out on either side of you, one gripping the sheets, the other grabbing for his arm again.
Your hips buck, riding the waves of pleasure surging through your body. Ash watches you carefully, continuing to work you until he detects a slight wince of overstimulation and he removes his hand, deciding to kiss you through the rest of your orgasm. 
Your body finally relaxes and while you’re definitely exhausted, you’re also eager to satisfy him in return. While he presses kisses over your face, whispering quiet praises as you settle, your hands move to explore his body again, one caressing at his chest and abs, the other taking hold of his cock, making good use of the precum he released while playing with you, starting to build momentum again.
He groans, closing his eyes, losing himself in your touch. You can't resist shifting slightly to travel down his body, pecking your way down his stomach, nibbling at his hips before moving your lips back to his cock. You suckle at the head and the throaty "Baby" you receive in return is already worth your trouble.
Ashton traces designs on your back while you suck him off; he constantly murmurs encouragement, which you appreciate because your heart is racing, this is the first time tonight you've felt truly nervous. You've always enjoyed giving head but you've fantasized about blowing Ash for so long you were slightly afraid it might not live up to expectations - for the both of you, since you'd shared many fantasies with him.
You try to pace yourself, not wanting to get greedy and take too much at once, using your hand to make up for what your mouth can't handle yet; every time you pull off to catch your breath and check in with him, he sweetly wipes at your mouth with his thumb and it's much cuter than it should be, considering the situation.
You bob along his shaft a few more times, fluttering your tongue along the underside, finding a particular vein you remember him paying special attention to. Your memory serves you correct and he emits a surprised whimper. He squeezes your shoulder a few times and you pull off curiously.
"Want your mouth on mine when I cum," he rasps.
You quickly reclaim your place laying in his arms, kissing him as requested. It’s just a few tugs until his breathing starts to stutter against your lips. "Fuck, yes, cum for me, Ash," you murmur, letting out a little moan yourself when you feel his cock throb in your hold.
Ash huffs out short belabored breaths as he moves his hand down to join yours, showing you how to work through his orgasm, adjusting slightly so that his cum shoots on to his own stomach instead of yours.
You lightly kiss him through it until he pulls your hand off of him, lacing his fingers in yours, squeezing briefly. You lay back in his arms, basking in the intimacy of the moment.
He pecks your forehead before he regrettably pulls away from you to gesture towards the tissue box on the bedside table. “Would you mind?”
You start to reach for it and then pause, deciding you’re comfortable enough to make a request. “Actually… could I…?” You trail off, raising your eyebrows as you steal a glance at his torso.  
Ashton chuckles out a surprised “OK” and then you’re quickly shuffling down his body to get your mouth on his cum covered skin. He breathes in sharply when he feels your warm breath on him and his stomach flutters under your tongue as you clean him up, blissfully humming as you discover his taste.
Your hair falls in your face and he brushes it out of the way, not wanting to miss a second of what you’re doing. When you’re finished, you sit up and daintily wipe your mouth with your fingertips. You catch a glimpse of Ash looking downright dazed, chest still heaving from his orgasm, eyes glazed over from watching you eagerly volunteer to lick up his release.
With the heat of the moment having passed, you start feeling slightly self-conscious about your boldness. “Was that over the top? I feel like that was too much for a first time, oh my god,” you laugh, hands covering your face nervously. “I just… on our calls, every time I would watch you cum, I would just… think about it…” You shake your head, surprised at your own behavior.
He laughs and reaches for you, kissing the top of your head as you lay against him. "Just the right amount of 'too much', trust me." His voice gets deeper as he leans in to whisper, “I’d thought about it too, for the record. As fuckin’ hot as I’d thought it’d be.”
You lay quietly wrapped up in him for a bit longer and when you move to get out of bed, he grabs your hand, squeezing it gently. “D’ya wanna stay tonight?” He asks, hazel eyes swimming with sweetness and sincerity. “I didn’t want to jinx it and get stuff for breakfast but I was thinking we could order in.”
You smile brightly, leaning in to peck his lips. “You can finally make me your famous coffee you’re always bragging about,” you tease.
“It’s disgusting, you’ll love it,” he grins, playfully pinching your ass as you get out of bed.
The next morning you wake up to the feeling of Ash climbing back into bed beside you. You open one eye and look him up and down suspiciously. “Where have you been?” You murmur.
He settles on his side, pulling you closer to him so your faces are inches from each other, at the edge of your respective pillows. “Ordered breakfast already, had to go unlock the front gate,” he explains, voice still thick with sleep. He strokes your hair and smiles at how you close your eyes, melting into his touch. “Sleep OK, baby?”
You feel your lips curl into a dreamy smile; you already knew you loved hearing him call you that but hearing it in his deep morning voice is fucking transcendent. “To be honest, it’s been so long since I slept next to someone, I wasn’t sure how it was gonna go at first,” you laugh, scooting closer. “You’re warm, though, which was nice.” 
“Well at least I have that going for me,” he jokes with a mock pout, which you promptly move in to kiss right off his face. You enjoy a sleepy, slow makeout for a few minutes and then he pulls away. 
He takes a deep breath before quietly saying, “Hey… I wanted to apologize for how I acted last night with the whole condom thing. I just got so frustrated because it seemed like we’d finally gotten it right… but that kind of negativity has no place in our relationship. Especially in a situation like that where you were feeling disappointed and vulnerable as well. So I’m sorry.”
“Ash,” you whisper softly. You take in the sight of him: long, dark curls darting out every which way from sleeping, scruffy beard you’re still certain he grew just for you, lips swollen from your kisses. His eyes are gorgeous as always but you can see the concern and remorse behind them and you feel like you can’t put him at ease soon enough. “You don’t have to apologize, it was disappointing and you don’t have to be Mr. Positivity 24/7 if you don’t feel like it. Not for me. I’d rather know how you’re really feeling.” 
“I guess I thought this would be easier. We’ve had so long to think about being together and to plan for it and it’s just been a constant let down,” he admits.
You chew your lip. “Well, listen. Last night still worked out? We still got to be intimate, I still got to experience waking up next to you. Sort of,” you tease. He cracks a smile and you couldn’t be more thankful. “But what you just said, maybe that’s part of the problem. Maybe because we had so much time to think about this, maybe we’ve built it up too much in our minds and we’re just setting ourselves up to be disappointed.”
He nods, mulling over your words. “Like the fantasy was important during lockdown but now it’s tripping us up. If we were in more normal circumstances, we would’ve just slept together without much thought.”
“You really think your game’s that good?” You joke and he pinches you in response. “You’re right, though, I haven’t thought this much about a first time since I was a virgin.”
“So we need to find a middle ground between this idealization we’ve invented and doing it just to get it over with,” he suggests.
“Exactly,” you peck his lips in encouragement. “At the end of the day, it’s just sex. I’ve been looking forward to being with you, not to some super romantic, candlelit lovemaking experience at the end of a dream date.” “Whenever it happens, it’ll be perfect because we’re perfect,” he smiles.
The two of you carry that mentality with you throughout the next couple weeks. You hang out, go on a couple dates and even end up having a spontaneous video sex session like old times. You still burn with desire nearly every time he’s near you but removing that looming pressure to set the mood really does help put you at ease with each other. You feel more connected than ever, like you’re able to focus on him now instead of the experience.
“The drive-ins are opened back up now,” Ashton mentions during your afternoon call. “Think you might wanna catch a movie tonight?”
“God, remember movies? That could be fun,” you agree.
“A buddy of mine went last weekend, opened up the hatchback, put a bunch of pillows down, made it nice and cozy. Thought I might ask if I could borrow his car… we could have a little picnic back there before the movie,” he proposes.
You smile to yourself, loving how excited he gets planning dates. “Better bring your comfiest hoodie for me to steal, we’re gonna get fuckin’ snuggly.”
Ash loves a good reveal so when he picks you up, he’s sure to walk you around the front of the car so you don’t peek in the back of the mini SUV. You have fun teasing him on the way there, adjusting the mirrors, exaggeratedly acting like you’re glancing over your shoulder; watching his eyes go wide and hearing his stern “Hey!” simply never gets old. 
Amused as he is by your game, Ashton knows how to tease you right back and when you arrive at the drive-in, before he gets out of the car to finish setting up, he offers you a kiss and a quiet warning of “Be good” that basically guarantees you’ll stay in your seat until he says otherwise.
After a few minutes, he finally calls you back there and you’re blown away at the elaborate transformation. He pops the hatchback up to reveal the back rows of seats have all been laid flat and a thin layer of memory foam lays across them, covered by piles and piles of blankets. Pillows of every shape and size adorn the setup, along with a small cooler and a tote of movie snacks. In the center of the makeshift bed is the pizza you picked up for dinner and two champagne flutes filled with your favorite soda.
“Ash,” you coo as you climb into the back of the car. “This is so fucking cute? You said your friend put some pillows down, not made an entire love nest back here.”
“Well, I may have embellished a little,” he chuckles modestly, following you inside. “One of our first hang outs was at a movie, so I thought our grand return should be special.” 
You grin as you serve pizza onto each of your plates. “That feels like that was a thousand years ago but I still remember the chill that ran down my spine every time you leaned over the armrest to whisper some comment about the movie.”
“Yeah? I remember being nervous because I couldn’t tell if you were aroused or annoyed, to be honest,” he laughs. 
“Oh it was definitely both at first. You talked a lot and I didn’t pay LA ticket prices to hear your commentary track,” you giggle, playfully shoving his shoulder as his jaw drops. “But then I decided I really liked how it felt to have you pay attention to me.”
“And of course what I was saying was clever and enlightening and added to your cinematic experience,” he adds on with a smirk.
You give him a tight-lipped smile, raising your eyebrows in exaggeratedly mocking agreement. He flicks your leg in response and you yelp, unable to keep from smiling at him. The two of you continue reminiscing and making easy conversation while you devour your pizza dinner. By the time you’re done, the sun is setting.
You lay back on the pillows you’ve propped up and watch intently as Ash gets rid of the pizza box at a nearby trash can. You’d both agreed that the dress code for tonight was ‘comfort’ and he went with a black t-shirt and an endearingly bizarre pair of lounge pants that feature a mountain landscape illustrated across the legs. Unsurprisingly, the t-shirt hugs his chest and biceps, drawing attention to the tattoos up and down his arms that you haven’t been able to keep your hands off of. What is surprising is how the loose pants still cling to his body in all the right ways - pulling across his thick thighs and ass, making you wonder if he’s keeping things in his pockets or if the bulging in front you’re seeing is all him. You squeeze your legs together, pleased that he’s almost back at the car, eager to feel him, even if it’s just for a snugged up movie date.
He flashes you a dazzling smile as he walks up to the car. “What’s got you all dreamy-eyed?” He teases, settling in next to you. You feel your breath hitch as he comfortably rests his hand on your bare thigh, toying with the hem of your lounge shorts, but he doesn’t seem to notice.
“Just happy to be here,” you shrug, leaning over to peck his bearded cheek.
He hums at your affection, leaning his head on your shoulder as he fiddles with his phone, pulling up a radio app so he can tune to the station that will be broadcasting the audio for your screen. “It’s kind of a deadzone out there, there’s only maybe 5 other cars,” he reports, reaching behind you to make sure the bluetooth speaker he’s connected to is on. “Even with all the distancing, we probably didn’t need to park all the way back here.”
“I like it… Gives the illusion you rented out the place just for me, makes me feel special,” you joke. He giggles and kisses your shoulder.
The first movie of your double feature starts a few minutes later and you couldn’t possibly enjoy it more. The two of you trade jokes and snacks; it’s all just so comfortable and lovely, unfiltered and natural.
During the intermission, you decide to get out and stretch a bit before the second film starts. You notice that when you feel Ashton’s eyes poring over you as you bend and twist, you only feel pride and desire, none of the nervousness or timidity you’d felt a few weeks ago.
Once the movie starts, you sit and try to patiently wait and see if he’s going to make a move but by the time the opening credits are over, you can’t help but advance things yourself. You scoot closer but his eyes remain trained on the screen; you decide to more explicitly ask for his attention by nuzzling your face into his neck, pressing a few light kisses behind his ear, scratching his beard with your nails. “I’m having a good time,” you whisper, feeling him grin under your touch. “This was such a great idea, I’m happy you suggested it.”
He slinks his arm around your waist, pulling you closer. “I’m so glad you like it,” he beams at you. “It’s fun to be out in the world again but also still pretty much alone.”
“Alone enough to do this,” you lilt, leaning in to plant your lips on his. Your kiss is gentle but urgent and he reciprocates your energy, cupping your face with one hand and using the other to press you against him, murmuring when you slide your tongue into his mouth. Just when things start to get heated, one of you pulls back and warmly smiles at the other, as if you’re both excited for more but still wanting to appreciate what’s happening in this moment.
You don’t want to disrupt the makeout but you can’t fight the craving you have to feel more of him; you’re finally able to pull yourself away and you lay down on the bed, patting the spot next to you in what you hope is an alluring manner.
He moves closer and you close your eyes, ready to feel his touch. You’re startled to instead hear a grunt of frustration and the shifting of a leather seat. Your eyes snap open and you see him straining to reach into the front seat, trying to reach the keys in the ignition. You’re half a second away from asking what the hell he’s doing when you hear a distant beep and the hatchback slowly begins to close at the end of the cabin. 
He plops himself on the pillow next to you. “Thought we could use a little more privacy,” he explains, grabbing a handful of your ass and using it to pull you closer. “Just in case someone else out there thinks the movie is as boring as we did.”
You start to giggle at his remark but your laughter is interrupted by his lips returning to yours. You both let your mouths and hands do as they please, exploring and enjoying without hesitation and without expectation. You’ve just peeled off his shirt and are sucking a mark at his collarbone when you feel his hand slip up your shirt to palm your breast. You give a light bite to his skin as his fingers pull at your nipple; he groans as you breathily tell him, “You can do it harder.”
A few dozen kisses later, his hand is sliding down your stomach and past the waistband of your shorts. You pull out of his kiss to whine quietly as his long fingers brush through your wetness, only touching your clit incidentally before adding light pressure. 
“Good?” Ashton checks with a smile as your head lulls back and you grab onto him.
“Oh, you know… ‘s alright I guess,” you joke, your attempt at being casual undermined by the way you’re basically grinding into his hand. You let out a long moan and he quickly brings his mouth back down to yours in an attempt to silence it.
As his fingers and lips drive you wild, you find your own hands reaching for his pants and you sigh into his mouth when you feel his cock hard and ready for you. You run your fingers across the straining fabric, teasing him with one hand while the other works to loosen the drawstring. 
You dip your hand inside and grip his cock, choking back a moan when you feel how much he’s already leaked for you. The slickness helps you easily begin stroking him and you shift so you can study his face, wanting to see evidence of the pleasure you’re giving him. As your thumb swipes over his tip and your fingers firmly squeeze his length, Ash’s eyes flutter shut and he bites his lip, quietly muttering your name under his breath.
His fingers slip inside you and you gasp as pumps them in and out, dragging them against your walls, teasing your spot. It’s an intense moment when your eyes lock as his fingers work inside of you while yours glide up and down his cock, the two of you breathing heavy as you basically fuck each other without fucking.
“Ash…” You start, voice wavering.
“Yeah,” he answers in strained agreement. “Do you want --”
“Yes, yes I do. I brought --”
“So did I.”
You break apart from each other and reach for your belongings, chuckling as he pulls a handful of condoms from his backpack and tosses them onto the bed at the same time you pull some from your purse and add them to the pile.
“Well it’s good to know we’re both the kind of people who can learn from their mistakes,” he laughs, pulling you into a delighted kiss. 
An exciting energy fills the car as you both shift around, getting yourselves situated. Ashton pulls back a layer of blankets from the seats in case you want to cover up and bursts out laughing when he turns around to see you’ve already stripped off your shorts and panties and are sitting there pantsless and unbothered.
“We’re parked in the back, there’s barely anyone here and the windows are fogged up,” you shrug, grinning.
You find yourself captivated as you watch him kick his pants off and get up on his knees, wrapping a hand around his cock, pumping it a few times before rolling a condom on. This is really happening. Finally, really happening.
“C’mere,” he breathes, reaching for you. You crawl to him and he cradles your face, kissing you softly. You nibble at his lip as you pull away and the two of you can’t stop smiling.
You climb into his lap, sitting on his legs, staring into his eyes. “Ready?” He asks you, sweetly rubbing your thighs. 
You nod eagerly and lift yourself up to hover over his cock. He slicks the tip through your folds, stopping to tease over your clit a few times and then he’s watching your face as he presses against your entrance. 
Your mouth drops open as you start to take him. He's so thick the stretch is instant, breathtaking and everything you've been dreaming of. His fingers gingerly brush over your hip, encouraging you as you ease him further inside you, rocking up and down until you're impossibly full.
Ash wraps his arms around you, kissing you deeply, hands in your hair then running down your back, then squeezing your ass. You feel completely surrounded by him and it’s overwhelming in the best way. You break the kiss to quickly peel your t-shirt off and then you’re reattaching your lips to his, pressing your chest against his, needing to feel as much of his skin on yours as you possibly can.
“Yes, baby, fuck” he murmurs as you slowly begin to move on his cock. “Feel so fuckin’ perfect… better than I’ve been imagining.”
You respond with a series of whimpers, so caught up in the feeling of finally having him in you. You move cautiously, almost torturously slow until you adjust to his size and then you pick up the pace, his hands firmly gripping your ass, helping you along.
You don’t even have the end goal of an orgasm in mind, you just can’t get enough of the new sensations his cock is making you feel. You shift from rocking to bouncing on him, moaning loudly each time his length hits a new place inside you.
“Ash… your cock feels so fucking good,” you pant, riding him with increasing speed, losing yourself in it. “Can’t believe you’re finally filling me up, baby… fuck.”
Your movements are bordering on frantic when you feel Ashton lightly squeeze your hips, attempting to still them, gently breathing your name. You slow down and look at him inquisitively. The mixture of amusement, desire and warmth painting his face is enough to make your pounding heart skip a beat.
“Can I?” He softly asks. You nod and he carefully pulls out of you and lays you back against the pillows before settling over you. He pecks over your neck and face as he guides himself back inside you. “Think we owe it to ourselves to slow down and live in this for a while.”
He starts to push up so he can get to work but you stop him, tucking his long hair behind his ear, stroking your hand over his beard. “You’re right, just feels so good,” you grin. “Hard not to get carried away.”
Ashton kisses over your palm and begins leisurely moving his hips. He keeps a moderate pace, steady enough that you’re feeling consistent pleasure, feeling something building in your core, but not so hurried that you’re aching to reach the finish line. You hook your leg around his hip and when he pushes it slightly back towards you, he slides in deeper and his groan blends with yours to form possibly the most gorgeous sound you’ve ever heard.
“Jesus, baby… pussy’s takin’ me so well,” he praises, voice sounding more wrecked than you expected. “Such a pretty, giving pussy, baby… what a good girl.”
You shiver at his words, your hands running up and down his back, feeling his muscles flex as he moves above you; you slide your hands down to grab his ass, pulling him closer, willing him even deeper. Ash reaches between your bodies to find your clit, teasing it with just the right amount of pressure to make you moan. The snap of his hips has become slightly quicker and you can tell by his breathing that he’s getting close.
“Ash… so good, yes,” you mumble, reaching down to direct his hand in the pattern you need. He mimics your movements expertly and you start rocking your hips along with him, feeling the stirrings of your climax. “Fuck, like that… god, please.”
“Yeah?” He pants, watching your body start to tense. He takes his free hand and reaches for yours, lacing your fingers, squeezing encouragingly. “Been waiting so long to feel you cum around my cock… come on, baby, cum.”
The first pulse of your orgasm hits you so forcefully you’re shocked he doesn’t react to how hard you squeeze his hand. By the time the next one hits, you’re crying out in senseless mutters from how heavenly this moment feels, how his thick cock couldn’t fit more perfectly inside you as you tighten around it. The sensations feel like they might echo forever as you start to come back down, Ash continuing to move gently in you, reassuring you in a soft voice about how incredible you feel around him.
You pull him down to kiss him breathlessly, satisfied from your orgasm but still hungry for his affection, still needing him on you. “Want you to cum for me, babe,” you whisper. “Let me know how much you love being buried in this pussy.”
Your words drive Ashton’s thrusts to become frenzied as he growls your name, followed by a raspy string of curses. He lets out a deep groan as he fills the condom, rocking into you deep and slow as he works through his climax. His head drops to burrow into your neck and you shiver at how his beard prickles your overstimulated skin. You stroke through his curls, lightly damp with sweat, and whisper in his ear, “So good, Ash… so fuckin’ good.”
He plants an exhausted but sweet kiss on you, only breaking it for you both to whine as he pulls out of you; he carefully ties off the condom while you reach for some of the leftover napkins from dinner to clean yourself up. You sort through each other’s clothes, the two of you grinning like fools the entire time you’re getting dressed.
Ash leans back against the pillows and sighs loudly, gesturing for you to come lay with him. You crawl toward him, making a small detour over the front seat to press the release on the hatchback again. You settle against him as the door opens, the cool night air filling the car again, the long forgotten movie still being projected in the distance.
“Worth the wait?” You tease, giving him a toothy smile.
He holds you tight to his chest. “Fuckin’ hell, baby… as much as we built it up, think we still might’ve undersold it. Like. Goddamn.”
You hum in agreement, closing your eyes, enjoying the afterglow. “I’m glad we just kind of let it happen. That’s probably the best first time I’ve ever had. Definitely the most comfortable.”
“Same. Easy but still just… perfect,” he says dreamily.
You play with his fingers, chuckling, “I was so comfortable I almost asked you to cum on me until I remembered we were fucking in your friend’s car.”
“I mean, it was already questionable for us to have gotten fully naked in his car, we might as well have gone all out,” Ashton laughs loudly, squeezing your hand. “I think Cal had a suspicion this might happen, he left breath mints, condoms and Clorox wipes in the glove compartment.” 
You cackle. “No blacklight, though?”
He pinches your leg and leans in to drown your laughter with a kiss. You gaze at him for a beat, marvelling at how normal everything feels for once. You notice he’s looking at you with a familiar fire in his eyes and you swear even though you were naked with him just a few minutes ago, you actually feel butterflies in your stomach.
You raise your eyebrows at him expectantly and Ash smirks. “Was just thinkin’ it’s for the best anyways. The first time I cover you in cum I don’t want it to be in a dark backseat, I want to be able to see it.”
You quietly groan, a naughty glint in your eye to match his. You sit up and plant a heated kiss on him, pulling away to murmur, “Well. It’s still early… my place or yours?”
————-
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