Days of Fine Wine and Roses
Main Masterlist “Dad Will” Masterlist
A/N: Feels like it's been ten thousand years since I started this (probably some time last year, or even the year before), but it's finally done! 😭 It all started because I wanted a dance with Will. I'll spare the excess commentary. Thank you so much to @carni-val and @lovebarefootblonde for beta reading! Banners by @spaghettificationandpretzels. Hope you enjoy and thank you all for being so patient! 🙏 😘
Rating: E (18+ ONLY PLEASE)
Word Count: 5,150
Pairings: Dad!Will "Ironhead" Miller x Wife F!Reader
Summary: With Lucy going off to college soon, a spontaneous date night gives you a snapshot of what yours and Will's life could look like with having more time for each other.
Contains: sex (PiV), oral sex (M receiving), flirting/bantering, aging, sugary sweet fluff, Will finding reader irresistible, Will still being self-conscious about getting older (I think that's it?)
When Will and Lucy made up after DisneyGate, he lessened her punishment so this weekend she's away with her friends to enjoy their time together before they go off to college, which leaves the house to just the two of you.
"Hey, you know what we haven't done in a while?" you ask Will after plopping down next to him on the couch where he's on his laptop with his reading glasses perched adoringly on his slim nose.
"Make brownies," he quickly answers without looking away from his screen.
"Yes, but no," you giggle.
“Stop by Astrid’s,” he quickly guesses again, still focused on his laptop, clicking and typing away.
“Oh my God, you and your sweets!” You nudge your shoulder against his, your reaction pulling a small smug smirk from Will.
“We haven't gone on a date in a while.” You loop an arm through his and snuggle against him.
"You want to be wined and dined?" He asks, bringing his arm up and behind you while pushing his glasses up on top of his head with his other hand to look over at you.
“I want us to have a nice night to ourselves.”
"You don't have a nice night with me every night?" he teases.
"You know what I mean!" you nudge him again. His smirk widens into a smile.
"How about we try that uh… oh! I've got an idea!" A light bulb goes off in his head. "There's like, this social media trend of couples making plans by blindly making choices," Will starts to explain as he closes his laptop. "For example, I'll write on two separate pieces of paper, say two different restaurants and you pick one without knowing what I have written on either, and we go to the one you picked."
"Okay, that sounds fun, but since when have you kept up with trends on social media? You don't even have social media," you say with a raised brow.
"Lucy showed a bunch to me the other day, but the cutest one was with a puppy choosing which outfit it was going to wear."
"Hm, I think it would be fun to pick out each other's outfits," you tell him, suddenly intrigued by this idea.
"Alright, how about this? We throw a couple of restaurants in a hat and we randomly pick one. Leave that to probability," he suggests. "But we each get to personally pick out what the other person wears. How does that sound?"
"Hmm..." you pretend to ponder. "Okay!"
***
After the luck of the draw of picking a bistro you haven't been to in a while, the next step is to figure out what to wear. The two of you take a peek at each other's wardrobe options after a long, refreshing shower where Will decided to join you.
“The navy blue suit? Really?”
“You look handsome in any color but this one really brings out your eyes,” you tell him. “But most of all, I love how your butt looks in it.” You smirk and give his behind a squeeze.
"Do I have to wear a tie?" he whines.
You nod.
“Fine," he submits. "Well, I haven’t seen you in this sexy number in a while.”
Will pulls out a dress from the back of your closet and presents it to you.
“Because I never have a reason to wear it.” You look at the bold red slinky dress with an open back as you walk towards It. “I can’t even remember the last time I wore this. Might’ve been Fish’s wedding. Don’t you think this is a little over the top for where we're going?”
"I'm wearing a suit and tie. I don't think you'll be the only one overdressed."
"Okay, that's fair."
As the two of you start getting dressed in front of each other, you notice Will watching you. You slip into your dress, hoping you still fit into it. The fabric snugs over your curves and contours in all the right places. The zipper in the back is low enough for you to pull on your own but Will helps you with it anyways. When he comes up behind you, you feel the heat of his body radiating against your bare back. He gently puts his palm on your lower back for a moment before sliding it down to the bottom of the zipper, holding it down while pulling the zipper up.
You expect him to walk away to finish getting dressed but instead, you feel him pressing his lips against your shoulder and neck as his hands knead your waist.
“Babe,” you giggle. “This is why I never wear this dress. Because we’ll never leave the house.”
“If my shirt wasn’t already tucked in, I’d take you right now, just like this.” He continues kissing and nipping at your skin as his hands continue to explore your body, drawing a moan out of you.
"Now I remember why I don't like you wearing this out. I wanna show you off, but at the same time I don't want anyone looking at you the way I'm looking at you now."
His eyes rake over your body in the mirror.
“You’re like this gorgeous rose I just wanna ruin,” he growls.
"Well, know that you're the only one I'm going home with."
Turning around, you and Will steal glances at each other as you help him finish buttoning up his shirt for him and adjust his collar.
"I think that gray tie you have with the stripes will go well with the suit. It'll also compliment my dress."
"You don't think it'll also bring out my grays?" He asks, pointing to his head.
"Maybe, but trust me, it's a good thing. I've never wanted you more than I do now," you reach up and affectionately finger his graying sideburns. "And you’re probably gonna have other women wanting you to take them home with you as well," you chuckle.
"Even if I wanted to do that, I can barely handle you in bed. I don't need to add another woman in the mix," he replies.
"Uh huh," you smirk. “Sure.”
"Besides, she's just gonna be watching because all my attention would be on you," he says as he pulls you in against his body.
"Or you would be watching. How about that?" you tease.
"Nah ah. I'm too greedy.” He shakes his head. “I don't want anyone pleasuring you but me."
"Most guys would jump on that opportunity," you say, taken aback by his response.
"Well, I'm not most guys," he points out before leaning in to kiss you, but you pull back.
"We should get out of here or we'll never make it to dinner."
"Why don't we just skip to dessert first?" His nose nudges against yours as his hands slide down to your ass.
"You mean the chocolate lava cake with a scoop of vanilla ice cream that I know you're gonna get?" you tease.
"You know what I mean."
"Already? Was shower sex not enough to hold you through until after dinner?"
"Seeing you in this dress got me all excited again." He tries to kiss you again but you dodge him.
"Nah ah," you shake your head.
"Not even a kiss?" His eyebrows shoot up to his graying hairline.
You stare at him for a few moments with your bottom lip tucked between your teeth until you finally press your lips against his. He wraps his arms around your waist and presses your body against his as he deepens the kiss. You can feel a bulge poking you, making you giggle. You pull back, breaking the kiss and leaving you both breathless.
"Now go put on a tie while I throw on some make up and fix my hair," you tell him.
"Yes, ma'am!"
***
You weren't expecting live music, as the many times you've dined there, there never was. It's been a while and they've updated the place, adding a dedicated space for live entertainment for evening service and a Frank Sinatra cover band is setting the mood of the room. During dinner, you find yourselves being very touchy with each other. You toe at his ankle underneath his slacks and his hand caresses yours. Flirty eyes dart back and forth as you banter in innuendos. It's like when you first started dating over two decades ago. You're both falling in love with each other all over again, except with someone different. He's no longer a potential partner; he's your husband, father of your daughter and your best friend. At the core, he's still who you first fell in love with, but he's so much more now. He’s the man you've built a life with, who has walked beside you for the last twenty years of marriage. With Lucy going away for college, this feels like a preview of what your marriage could be like having all this sudden free time, getting to re-discover each other together.
“Mm, that is good, but not as good as mine,” Will reacts after you feed him a spoonful of your tiramisu.
"What is it?" he asks after catching you glancing at him.
"Hm?" you hum.
"Why are you looking at me like that?"
"I can't look at my handsome husband?" you ask with a mischievous smirk.
"You mean your old and graying husband?" he jokes.
"You're still handsome," you tell him. "Maybe even more so now than when we first met."
"Oh yeah? How so?" he questions, indulging you.
"You're like fine wine. As you age, the tastier you get." You bite into your lower lip.
"Is that so?" He leans in with his elbows on the table, intrigued by your analysis.
“You’re in your prime. You’re older, but wiser. You see graying hair and wrinkles, but I see experience and maturity. I mean, your charm and personality also adds to it," you reply. "Fatherhood probably has something to do with it too, but in a way that gets me all hot and bothered.”
"Your opinion is biased because you're married to me and I'm your child's father," he points out.
"Why don't we go ask the young hostess? She was totally giving you googly eyes when we walked in," you challenge.
"What? No, she wasn't! She was just being friendly and courteous. It's her job."
"Babe, you're so adorably oblivious sometimes. She totally was! She never once made eye contact with me, only addressed you the whole time with a goofy smile - the same one you gave me when we first met."
"Hi! How were your desserts?" Your waiter comes over to check on you.
"They were delicious!" Will pulls back from the table as the waiter takes the empty plates.
"Yes, they were," you agree.
"Anything else I can get for you?" the waiter asks.
“No, we are good. I think we're just going to finish our coffee. Thank you!"
"Sure, here is the check whenever you're ready. Take your time, enjoy the music!”
"Your handsome husband also can't read small letters," Will adds as he pulls out his reading glasses and then perches them on his face for a second to look at the bill.
As quickly as he had put them on, he pulls them off and places his credit card with the bill. The cover band starts playing "Fly Me To The Moon". Will suddenly stands up and offers his hand.
"Care to dance with this tall bottle of fine wine?"
"Where are we going to dance?" you ask, glancing around at the other tables surrounding you.
"We can do it right here. We're not gonna bother anyone. There's enough space for us."
You finally take his hand and he leads you to the space beside the table. With one hand on your waist and the other holding your hand up, he starts slowly swaying. Your other hand rests on his broad shoulder.
"I wined and dined you and wanna give you a dance too," he tells you, pulling you in closer to him.
"Yeah, we haven't danced in a while," you realize.
He senses your hesitance as you're dancing a bit stiff and still glancing around.
"Don't worry about those other people. Let them watch,” he whispers. “I want everyone in this restaurant to know how much I love and adore my wife.”
He leans in and rests his forehead against yours. You let out a chuckle. Feeling a bit more relaxed, you're finally enjoying this intimate moment.
"In other words...I love you," Will sings along.
When the song ends, there's a round of applause. Will nudges the tip of his nose at yours before giving you a small peck on your lips.
"Give it up for this beautiful couple!" the singer announces and the applause gets louder.
After settling the bill, as the two of you make your way to the front door, Will notices you lingering behind.
"Are you okay? Are your heels bothering you?" he asks, pausing to wait for you to catch up.
"No. I just like watching you walk away." You flash him a wide smile and a corner of his lips turn up as well.
He offers you his elbow when you finally reach him, which you take, but not before quickly grabbing a handful of his butt. When you finally reach the entrance, the hostess thanks you for coming and hopes you had a great experience.
"We sure did. My beautiful wife here thought the tiramisu was to die for, wasn't it, sweetheart?" He turns to you, giving you that goofy grin you had mentioned to him earlier.
"Yes, it was amazing," you confirm. "We will definitely come back again."
"Anything you want," he adds.
"Are you okay to drive?" you whisper, looking at him suspiciously. "You only had one drink."
"I'm drunk on you," he replies, his eyes never leaving you.
You roll your eyes at his silly antics and turn to the hostess to wish her a good night, which Will also does before you whisk him out to the restaurant.
***
When you finally arrive home, you kick off your heels and groan, feeling the relief. As you bend down to pick them up, Will stops you.
"I got them, babe," he says as he loosens his tie and finally releases himself from the constriction.
“Why, thank you!"
He bends down to grab them for you as you start walking up the stairs. His eyes follow you before his body does, enjoying the view as you ascend. Before both of your feet can touch down inside the bedroom, your husband is already all over you.
"Babe!"
You squeal as he snakes an arm around your waist and pulls your back against the front of his body, groaning while he presses his crotch against your ass. He tosses your shoes into a corner while latching his mouth onto your neck.
"Mm," you purr. "You complain about getting old and gray, but your sex drive is still that of a teenager," you giggle.
"We've talked about this. You're my Viagra," he replies and gently bites your neck.
You reach back between the two of you and palm his crotch, feeling him starting to engorge. He moans into your neck, sucking harder, in turn making you slip out a moan as well. Your other hand creeps up to the back of his neck, fingering his blondes and grays at the nape. His palm glides up from your waist to one of your breasts, giving it a healthy squeeze. Sighing, your back arches and you cup his bulge, giving it a gentle tug. He moans against your skin and sinks his teeth into you. Your bottom lip finds its way between your own teeth while also eliciting a pleasurable sound.
Wanting to take control, you find the willpower to pull away from his touch. Whipping around to face him, you grab the edges of his shirt collar and pull him closer to you, smashing your painted lips against his. His hands snake from your waist to your lower back, pressing your body against his as he deepens the kiss, almost continuing where you left off earlier. You gently guide him to the bed until the edge hits the back of his knees, causing him to fall back.
You hike your dress up so you can climb over him and straddle him. Starting on his neck, you suck and kiss on his delicate flesh, leaving light pink marks. You then start unbuttoning his shirt, taking your time with it. As each button gets undone and his chest gets revealed, you place a soft kiss on his smooth skin. You give some extra attention to his scars as you come across each of them. He's always been self conscious of them, but you always tell him you like how it reminds you how rugged he can be. There have been times you've imagined what it could have been like to have met Will while he was still in the military, thinking about your man in uniform.
The scars are also reminders of how far he's come, his life experiences marked on his body. He's told you how he earned each and every one of them. Some are from protecting the country, some are a result of being careless as both a man and boy, and then there's the most recent one still so prominent on his lower abs. It's been so long, but he's got a constant reminder of one of the things that haunt him the most. You give it a tender kiss before continuing down his body.
When you reach his belt, you tug on his shirt until it gets untucked. Will looks down at you as you continue making your way down to undress him. He takes in an audible sharp breath and his abs tighten when you brush your lips on it. You look up at him and keep eye contact as you lower yourself, following his faint blonde trail until your knees touch the floor.
"Babe, wait."
Will quickly grabs a pillow and places it on the floor in front of you.
"I don't want you to hurt your knees," he tells you.
"Always so considerate, even when it comes to getting a blowjob," you chuckle.
"I always want you to be comfortable, especially when you're giving me a blowjob."
The pad of his thumb brushes against your cheek.
You reach for his belt and slide the leather out of the buckle. You can feel his erection growing as it brushes up against your palms. Once you have his fly undone, you grab the top of his pants and boxer briefs, gently but firmly pulling them down. He tilts his hips up and his thick cock springs out. Will groans when you give attention to the creases where his leg and crotch meets, kissing and licking the delicate spots, causing his cock to twitch. When you wrap your fingers around the base of his cock, you run the tip of your tongue from the bottom to the top of his shaft. His blue eyes twinkle as he watches you kiss and lick him up and down.
"God, you're so fucking sexy," he growls. “How did I get so lucky?”
He cups your cheek as you take him into your mouth, making him hiss. Satisfied with his reaction, you're encouraged to go deeper. You relax your throat and push down further until you feel your gag reflex a hair trigger away from bringing your dinner back up.
"You don't have to do that, babe," he says, sensing your hesitance. "I appreciate you trying though."
You keep eye contact as you continue to suck on him, hollowing out your cheeks when you pull back. Will takes in a sharp breath watching himself disappear deep into your warm and wet mouth again until he taps the back of your throat. He fists your hair and grunts.
“Fuck,” he whispers. "Baby, you keep this up, I'm going to cum in your mouth.”
Taking that as a sign of encouragement, you move up and down on him, sliding him in and out between your lips.
"You want that, don't you?" he teases.
You pull his cock out of your mouth with a pop and slurp up the drool that dribbles down your bottom lip and corners of your mouth.
"It has been a while, huh?” you ask while licking him like a lollipop.
“You really want me to cum in your mouth?” He asks genuinely after studying your face for a moment, thumbing the apple of your cheek.
“Hm…” You take a moment to consider it. “Nah ah, I’m not done with you yet.”
You start to pull the rest of his bottoms down until they’re down to his ankles.
“Scoot back,” you command as you slip his trousers and boxers off his feet, leaving him in his dress shirt and crew socks.
As he follows your instructions, you stand up from between his legs and hike up your dress. You then crawl over him, straddling him again along the way, and lean down to kiss him. He eagerly kisses back as his hands grip your hips and then slide back to your ass.
As you continue to make out, Will’s hands move further down, teasing the hem of your dress until he slips his hands up under. He pushes the dress up as his palms press into your skin until he finds your ass again, this time bare and giving it a big squeeze. You grind down on him as his hips thrusts up, rubbing your covered slit against his hard cock.
Will’s fingers find their way between your legs, making you twitch when he lands on your wet opening beneath the thin fabric. He teases you, rubbing slow small circles, coaxing out your arousal. You moan into his mouth when you feel his fingers putting gentle pressure, threatening to penetrate you. Your hips start rolling, wanting more, but he just proceeds to tease you.
You continue to rock against him, but break the kiss. With noses touching, you gaze into his eyes, intentionally dragging your damp panties up and down his length. A sudden gasp escapes you when Will plunges his middle finger inside you. You bite your lower lip and push back as he pumps into you.
Taking back control, you reach down and lightly run your fingernails along his hard cock.
“You’re driving me crazy, baby,” he pants. His lust-filled eyes turn darker as you wrap your fingers around him and stroke.
Will dips another finger in as he thrusts into your hand. You stifle a moan and after a few moments, finally end the torture. Hopping off of him once more, you do a quick strip tease, unzipping your dress first and then pulling down the straps off your shoulders before shimmying out of it, letting it pool at your feet. The whole time you are amused by your husband who is watching while jerking himself. Tonight you wanted to make it all about him and to boost his ego, but somehow he always manages to boost yours even in the smallest ways.
Since he’s enjoying the show, you take your time stripping off your lingerie set. You turn around to show your backside and then unhook your bra. Coyly looking over your shoulder, you pull your bra off and toss it aside. With your arms crossed over your breasts, you turn to face him again. You release your arms, letting your breasts hang freely, to finally slide your thong off your hips and letting them fall to the floor.
Returning to the position you were before, you straddle him and grab his rock hard erection, guiding it to your aching pussy. You rub the tip against your dripping opening, coating it with your lubrication.
“Babe…” Will croaks.
When you’re ready, you finally sink down onto him and he lets out a guttural moan, your own voice joining his as he fills you up. With your palms on his chest, you start moving up and down, riding him slowly at first to get adjusted. You then bear down, sitting as deep as you can. You stay still to really soak in the fullness as he stretches you out, the tip of his cock kissing your cervix, drawing another guttural noise from the back of Will’s throat.
“I can stay like this forever,” you groan.
After getting accustomed to his size, you start moving up and down again, but only giving him short strokes, teasing just the tip. Will’s shaky breath hitches. You watch him as you continue the torture, seeing how he reacts to every move. Feeling yourself clench from all that teasing, you sink down further again, deep down, letting him stretch you out in all directions. Will reaches for your breasts and massages them while teasing your nipples, making your hips twitch.
“Mm, you feel so good,” you tell him.
You then start rocking back and forth, feeling it out and finding the perfect position and rhythm. It doesn’t take long for you to do as you’ve done this probably literally hundreds of times. Your hips move a little quicker, but not quite enough. Drawing out the tease, you move up and down on him, only letting the head penetrate you before sinking down all the way again, repeating the movements.
Getting impatient, Will grips your hips and keeps you still after you envelope him again, and thrusts up to push himself even deeper. Bracing yourself on his chest feeling his muscles flex under your palms, you let him take over for a bit. He pounds into you from beneath, with so much force you’re practically bouncing on his lap. You help him out by rocking against him. His hands glide behind you and he squeezes your ass, pumping up inside of you.
When he bottoms out, you take the reins again, repositioning yourself so you’re squatting over him. It’s one of his favorite views, watching you spread open for him as he disappears inside you. You slip him back inside and place your hands on his chest for support. Slowly at first, you start bouncing on him. As you pick up speed, you’re quickly reminded your knees aren’t what they used to be.
“Okay, this might’ve been a bad idea,” you laugh as you shift your weight behind you to ease the pressure on your knees and balance yourself.
“I got you, baby.”
Will grips the bottom of your thighs to assist you in dismounting him, but finding yourself in this new sexy position, you start carefully bouncing on him again with your weight mostly on your hips and arms, and with Will’s help, it’s effortless. From the twinkles in his eyes, you can see how mesmerized he is by what’s in front of him.
His hand wanders between your legs and his thumb brushes over your clit, spreading your arousal all around and making your elevated hips stutter. You are getting slicker as your orgasm starts quickly building.
“Mm, look at you, my sexy little mama.”
There he goes again with the ego stroking. You start moving a little faster and Will matches your rhythm, getting his second wind and thrusting up again. In the midst of the excitement, he slips out of you and you nearly crush his cock and balls.
“Whoopsie!”
“Are you okay?” he chuckles.
You nod and attempt to reposition yourself.
“Come here.”
He offers you his hands and you take them. He pulls you up towards him so you’re properly straddling him again with your knees planted on each side of his torso as your body prefers. After pulling you against his chest and stealing a kiss from you, he flips you onto your back and then practically tears his shirt off, tossing it on the floor. He props himself with his tattooed forearms, each of them on either side of your head. His head dips down to latch onto the side of your neck, nipping at the sensitive skin. He then makes his way down and pulls one of your nipples between his teeth, gently tugging on it and swirling his tongue around it.
You sigh as you gyrate against him. His attention turns to the other one, but only briefly. His knees spread your legs wider as he settles in the space, reaching down to align his cock with your opening. He shoves himself deep into you and you grab onto his broad shoulders as he drives into you over and over again. Your gut gets tighter with each stroke so you wrap your legs around his waist and start moving with him.
"You know, you keep complaining you’re getting older, but you sure don't fuck like you are,” you compliment.
Feeling encouraged, he hooks his elbows behind your knees and nearly folds you in half. The new position forces you to release his shoulders and allows him to penetrate you even deeper. Your eyes roll back when he hits your g-spot.
"I still can't believe you're my wife sometimes, even after all these years,” Will tells you, then leans down to capture your lips, slowing his hips for a moment to really savor the kiss.
He picks up the pace and slams into you with purpose. You clench up and instinctively find his hands which are planted beside your head. A few of your fingers hook onto his and you hold on as you chase your release.
“Come on, baby. I know you’re getting close.”
You start to unravel as he continues to pound into you. A cry shoots out of you and one leaves Will shortly after as you both come together. He doesn’t stop moving against you until your orgasms subside, slowing down to a halt.
He collapses on top of you to catch his breath. After a minute or so, he leaves a tender kiss on your forehead before rolling off of you. You turn to him to lay on his chest and he wraps an arm around you. The two of you remain silent as you let your hearts come back down to resting rate.
“You know, there is one thing I do enjoy about growing older,” he starts as his fingers caress your spine.
“Oh yeah? What?” You ask, cuddling against his chest.
“That I’m doing it with you.”
He looks down at you to meet your rolling eyes, but your already glowing face brightens up even more.
“We should implement a date night every Friday. How does that sound?” He asks.
“That sounds wonderful,” you answer with a wide lazy grin.
“I love you so much.”
Before you can respond, Will cranes his neck and lays a passionate kiss on you while pulling you in closer to his body where you remain to have a lazy post-bliss make out session.
