Would you ever do a one shot of Whiskey and Reader on a date? Like when they first met and he takes her out for the first time???
AHH ABSOLUTELY
You and Me
Agent Daddy Whiskey x Female Reader
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Word Count: 3.8k
Warnings: 18+ (minors DNI)
Alcohol consumption, flirting, kissing, daddy kink, mentions of pregnancy, established relationship/marriage, brief mention of an age gap
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A/N: There are mentions of last year’s Daddycember post “The Night We Met” in here, so if you haven’t read that, go check it out (; also… there may or may not be a BIG surprise at the end
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“I don’t think it suits me.”
“Really?” You’re flabbergasted, genuinely shocked and bewildered. “How’s that?”
He shrugs, grinning. “That’s what you call me.”
Rolling your eyes, you quickly glance down at the warm feeling on your leg. His dominant hand, strong and warm, caresses your knee.
“What? It’s true.” He insists, “You gave me that name, no one’s ever called me that before.”
When you look up into his eyes, he can see the emotion swirling within them, and smiles. “And besides, I think I like papa.”
“Papa?”
“Yeah,” He shrugs again “That’s what I called my dad.”
The meaning behind it makes you feel warm, very happy with a small sense of… longing. Maybe it’s time for the two of you.
“I actually really like that.”
Thinking about having Jack’s babies makes you absolutely swoon, but thinking about them running around calling him papa is giving you a new emotion enteriely. You can already see it, their little hands reaching out for him, being swooped up in those strong arms and comforted by his loving smile. He’d be such an amazing dad, he will be an amazing dad.
It’s all just talk, at least for now. You’re entertaining yourselves on the semi-long drive to the restaurant the two of you picked out. It’s rather expensive with the interior atmosphere being intimate but not extravagant. It was the perfect setting for tonight, for this special event.
Usually, the two of you would have gone out to a party on New Year’s, but not tonight. Tonight is the one-year anniversary of your engagement, and Jack wanted to do something special for it. He’s genuinely the most thoughtful man you’ve ever met, and you’re reminded of that every time you look at your ring. Last year, he proposed beneath the glimmering shower of fireworks, out on a deck in front of only you. His words were heartfelt, genuine, and your heart swelled from them. Jack shed a few tears when he saw you cry, holding you tightly in his arms after you accepted his ring. It was the happiest moment of his life, of both your lives.
You remember the first time you came to this restaurant. This particular establishment was chosen for tonight because it was the very place you and Jack had your first date. Nearly four years ago, you were sitting where you are now, Jack driving while you listened to the soft music playing through the radio.
“You like this song, darlin’?”
“Hm?”
“I can hear you hummin’.” That handsome smile was creeping up on his face, his eyes still on the road. “It’s cute.”
His comments made you shy, your face running hot with a bashful smile on top. Ducking your head down, you fiddled briefly with your fingers, taking in a small breath.
“Is, uh…” He began, speaking nervously. “Is it okay that I call you that? Darlin’?”
Looking up, you watch his gaze flicker toward you. He shrugs, one hand on the wheel. “I know I use a lot of pet names with you, I just… it’s the southern gentleman in me.” He laughs briefly, nervously.
Jack’s own anxieties were prevalent, causing you to smirk. He always seemed like such a confident man, it was interesting to see that falter because of you. Nodding, you speak softly to him.
“I like it.” A small, calming breath is released from his chest when you say it. “I think it’s cute.”
This time, he fully looks over at you, smiling. And you just swooned. He’s so handsome, so mature and put-together that from the very first night, he intimidated you. Jack seemed like the type of man that knew what he wanted in life, and how to get it. He knew where he was going and what it was going to take to get there, and worked hard to make it happen. Ambition has always been a strong trait within his personality.
He picked you up on time, trying not to eye your form as you walked toward his car. You chose to wear a honey-colored sweater, one that wrapped around your waist and had a lower neckline. A dainty necklace laid on your chest, with stud earrings and a single bracelet on your wrist. Black jeans covered your lower half, and on your feet were high-heeled boots, the same color as your sweater. Over one shoulder hung your black purse, your hair down with a pair of sunglasses pushing some of it back on top of your head. The angels sang for you, you were graceful and absolutely gorgeous.
There had never before been a time where Jack was this nervous to go on a date. He felt as though you were fine sand in the palm of his hand - dainty and shiny and one wrong move, you’d slip through his fingers. But he didn’t know how enthralled you already were with him.
“Thank you.” Stepping out of his Bronco, Jack held open your door, a soft shade of rose on his cheeks. Again, your bashful smile dropping to the floor, you listened to Jack shut the door before coming up to walk beside you.
“Have you been here before, honey?”
Looking up, you admire the restaurant. It’s beautiful, even on the outside. There’s foliage decorating its front with beautiful lights and wood paneling surrounding the doors.
“No, never.” Shaking your head, you gather the courage to look over at him, smiling.
“Well, I’m glad I can take you here first.” He grins, wanting so badly to reach out for your hand.
The fact that he not only opened the door for you but also pulled out your chair made your insides burn with anxiety and attraction. And when he walked ahead to pull out your chair, you finally got a good look at him. He chose to wear a pair of brown jeans, and light brown boots. Over his white t-shirt was a jean jacket, his hair styled and jaw cleanly shaven, too. Jack didn’t really wear any accessories, aside from his watch, and this was also the first time you’d seen him without his cowboy hat. He looked just as handsome.
“Thank you.” It’s becoming a common phrase around him.
“‘Course, sweetheart.” His heart is beating out of his chest, sliding the chair in as you sit before rounding the table to his own seat.
That nickname makes you hold your breath, chest squeezing tightly. He’s so goddamn sweet. But just as you’re beginning to calm your nerves down from hearing his charming words, more are already leaving his lips.
“You look really nice tonight, honey.”
“Really?” Glancing up, Jack witnesses the giddy smile on your lips.
He nods, reaching for the menu in front of him, but he doesn’t break eye contact. “Absolutely.”
A small, happy hum purrs in your throat, the feeling of wanting to return his compliment forming inside your chest.
“I haven’t seen you without your cowboy hat before.” At this, he looks up from his menu. “You look really nice - really handsome.” He huffs out a small laugh at your quick correction. But then you’re continuing, blabbering nervously. “I mean, you look really handsome with it, too!”
Laughing quietly, he says, “Thank you, sweet pea.”
While glancing at your menus, his fingers fidget nervously. What else can I say? What can I talk about? He wants so badly to impress you, to make a good impression.
“How was your day?”
“It was really good, actually. Calming, I needed a good self care day.”
“What do you do for that?” He’s genuinely curious; he doesn’t even know what he’d do for a self care day.
“Hm?”
“A, the uh…” Reaching over, he takes a sip of his water, clearing his throat. This is a foreign concept to him, and he’s nervous. “Self… care?”
“Oh,” Smiling, you giggle quietly. “I usually like to exfoliate my face and body, shower and shave and then put on a face mask. I’ll wax, maybe put a conditioning treatment in my hair.”
“Wax?”
“Yeah.” Covering your mouth, you mumble your laugh at his overt shock.
“Doesn’t that hurt?”
“Eh, sometimes. It hurts less than plucking my eyebrows.”
“Jesus,” He mumbles, shaking his head. “That all sounds like it hurts.”
“Don’t you do anything to your eyebrows?”
He frowns, thinking. Reaching up, he brings his pointer finger to the smooth space between his brows, rubbing it. “Sometimes I shave here.”
Again, you’re laughing. He just looks so cute. You can imagine him at home, looking in the mirror while he does a couple runs of his razor between his eyebrows.
“Well, maybe I could give your eyebrows a little love sometime.”
“Yeah?”
“Yeah,” Shrugging, you pick up your menu, too. “Maybe we can have a self care day together.”
Jack didn’t expect you to offer that, not at all. You’re just beginning your first date and already, you’re planning more. It makes him breathe a small sigh of relief; he must be doing something right.
There were so many things immediately that attracted you to Jack. First of all, he was handsome as hell, the kind of handsome that stands out in a crowd. The kind of handsome that makes you want to show pictures to your friends to brag. Secondly, his personality. It’s so big and confident, he fills up every inch of the room. He’s friendly, easy to talk to and quite polite. Not only that but he’s interesting. You couldn't believe how many places he’s been to.
“Italy?”
“Yep,” He nods, taking a bite of his pasta. “Loved it there.”
“Oh my gosh, that sounds so amazing. I’d love to go there.”
“Yeah? Maybe I’ll take you someday.” He jokes, although in his head, he can already picture it.
“I’d love that.” You grin, digging into your own plate.
As the night goes on, your courage begins to grow a little more, your anxieties relaxing. It’s so easy to be comfortable with him, to find intriguing conversation.
When it comes time for him to place his drink order, he looks to you, asking, "You mind if I drink, sugar?"
"Hm?" Furrowing your brows, you find yourself confused.
"Bein' that I'm driving you home and all." He explains, asking again, "Would it be okay with you if I had one drink?"
"Oh, of course!" You're genuinely shocked by his thoughtful consideration.
Flashing you that handsome smile, he then turns, ordering a bottle of wine for the two of you. Only after he'd asked for your preference, though. And then you each order your food, both your meals and drinks coming rather quickly.
“So…” Twirling your fork in your pasta, you begin quietly. “You know how you call me sugar and sweetheart, and all that?”
On the side of his neck, his pulse pounds. Fuck, did he take it too far with you? Should he not call you so many pet names? He can’t help it, you’re just such a sweet woman to him. You’re so pretty and kind and pure that it just makes him want to take care of you.
“Yeah?” He says, grabbing his glass of wine and taking a sip to mask his nervousness.
“Well, I was thinking… could I call you things? Like that?”
Oh, Lord, he’s so relieved. Relieved and intrigued and flattered and flustered and everything under the sun because you want to call him something sweet?
“Really?” Comes that beautiful, blossoming grin. He sets his drink down, ready to engage in conversation again. “Like what?”
Shrugging, you smile to yourself while thinking. “I don’t know, maybe just start out with… baby?”
“I’d love it if you called me baby.” And then, he sighs, eyes admiring you. “You’re so sweet.”
Inside, your first thought is not as sweet as you. But you want to forgo the cheesy line, instead settling with, “You are, too.”
In your personal opinion, how someone treats their waiter says a lot about them as a person. Whether they’re rude or have the common sense of general kindness, whether or not they tip appropriately, whether or not they clean up after themselves. And that night, Jack ticked off all the right boxes.
He tipped fifty-percent on the bill, which shocked you. And you know he didn’t do it for show because you took a sneak peek at the receipt when the waiter came to grab it. He was also exceptionally kind to the staff, very pleasant and polite. And to top it all off, he cleaned up after himself. He stacked his plates and wiped off his area, making sure things were easy for staff to grab when clearing the table for the next guests.
“Thank you so much,” Now, he’s holding your hand, the two of you walking to the parking lot.
“It’s my pleasure.” Lifting your lips, he presses his growing grin to the back of your hand, making your insides stir all over again. You want so badly to kiss him, to feel his lips on yours again, just like the night you first met.
“Are you sure you don’t want me to pay for my half?” You’re sitting snug in the passenger seat once again, the door opened and now closed by him.
“Absolutely not.” He frowns, shaking his head. The top to the bronco is down, allowing you to view him as he walks to his side. “This was me takin’ you out.” Sitting in the driver’s seat, he grunts, getting himself situated. And as he places the keys in the ignition, turning it slightly, he looks over with a kind grin. “And that means me payin’ for it.”
His driving makes you calm - he’s a good driver. Isn’t too fast or obnoxious, doesn’t drive aggressively. It really puts you at ease. The radio sings a soft tune, but its volume is low, the two of you sitting in a brief and pleasant lull.
“I’m really happy you asked me out.” At first, you’re looking away, but if you’re going to say something like that you need to at least have the courage to look at him. So you do.
“I’m really happy you said yes.”
“Did you really mean it?” He turns his head, looking at you questioningly.
“The night we met. You said that I’m…”
“The prettiest thing I have ever seen.”
Heat tingles in your cheeks as you nod. “Yeah.”
“Of course I meant it.” Glancing your way again, he adds, “And I still do. You’re pretty as a peach, baby.” Baby, it’s the first time he’s ever called you that.
“You’re so sweet.” Rolling your eyes, you smile widely, brightly.
To have this man, this older, incredibly attractive and enticing man, find you pretty, makes you flustered beyond belief. You feel so lucky to have his attention, and you hope you get to keep it for a while. You didn’t know then just how long you’d be held in his gaze.
When he parks the car in the lot of your apartment, he takes a moment to breath before twisting his body to reach behind your seat.
“I gotcha these.” He says, grunting as he plops back down.
Your eyes widen, lips parting as you see the bundle in his hands. Red roses, a whole bouquet of them.
“You… you didn’t have to do this.” Your voice is full of emotion, expressions offering him a fake pout. “This is so sweet.”
He’s smiling ear to ear, he’d hoped you’d like it. “I didn’t wanna give ‘em to you before we ate, because, well, you wouldn't have anywhere to put ‘em. But now you can take them up to your place.”
Your eyes then return to him, having been set on the bright red flowers now in your hands. “Would you… you wanna come up? For a bit?”
Inside, he’s thanking the lord. He was hoping you’d ask him that.
When you’re both out of the car, Jack walks beside you, letting you lead the way. You’re holding the bouquet and it makes him happy to see that, it’s like you’re already starting to become his. Fumbling with your keys briefly, you unlock your front door, pushing it open and flicking the light on for the two of you to see.
Jack’s eyes immediately wander, taking in your personal space. It’s clean and fairly neat, the pleasant smell of lavender filling the air. Your entryway opens up directly into your living room with your kitchen off to his left, the open concept allowing him to admire your decorations. There are a few plants, some wall art, and in all honesty, he finds it tasteful.
“You can take your shoes off here.” Pointing down, he does as you say, watching you kick your own off while locking the door. “I’m gonna go find a vase.”
Listening to the small patter of your feet prompts that familiar, gentle pull on the edges of his lips. After taking his shoes off, he follows you into the kitchen, standing on the other side of the island while he watches you search.
“They really are beautiful, Jack.” Facing him, you put the vase on the counter, grabbing scissors so you can cut their stems.
He sighs dreamily, sitting in one of the high-top chairs and folding his arms onto the counter. “So are you.”
Glancing up, you witness his love-struck state, and laugh. “You look cute like that.”
“Get ready to see me like this a lot more.” His response is natural, and true. It makes you giggle nonetheless, shaking your head. But he can’t help it, he’s infatuated with you.
“I know we drank at the restaurant, but would you want to stay for a glass? Or do you have somewhere to be?” It’s a gentle question, you don’t want to pressure him.
“I don’t have anywhere to be but here.” Jack responds, smiling. “Thank you for inviting me up, sweet pea.”
After arranging the flowers in their new home, you reach for the wine glasses and a bottle of white - one of your favorites. Jack follows you to the couch, sitting beside you, but leaving a little bit of space. He doesn’t want to seem too touchy.
His glass is accompanied by your pretty smile and timid voice, here. He takes a sip, admiring the taste before swallowing it. And when he does, you watch, his Adam's apple bobbing just slightly. He’s such an attractive man, so many things about him are just so sexy. But these are just thoughts, at least for now. You’re not the type to do anything sexual on the first date. Not that there’s anything wrong with it, you just like to take your time.
And Jack takes his time, letting you be the first one to speak.
“I…” Releasing your anxieties in one sigh, you decide to come out and say it. “I really like you, Jack.”
He smiles kindly, leaning his arm on the back of the couch. “I really like you, too, honey.”
It feels silly, saying these things. It’s like your highschoolers or something. But it’s true, you’re both smitten and there’s nothing either of you could do to deny it. Not that you’d ever want to. Between tonight and your first meeting, you’d talked quite often. Jack asked for your number tha night at the bar, and of course you gave it to him. You couldn't believe he even asked for it in the first place. But having the chance to see this man again? You couldn't turn it down.
Jack didn’t often do good morning texts, because he never knew when you woke up and he didn’t want to be the reason to wake you. But he texted throughout the day, and most times the two of you would stay up late into the night talking, so you always got a sweet goodnight. Sometimes your conversations were light and playful, other times they were deep and meaningful. But both of you knew that your connection grew tenfold when you were face-to-face with each other.
Sighing, Jack leans forward, setting his glass down. “You’re easy to like.” He says, resting back on the couch. He grins, shrugging. “What’s not to like?”
“You’re real fuckin’ charming, you know that?”
He laughs at this, your wording. “I guess I am, considering I got a date with you.”
“Maybe you’ll be lucky enough to get two.”
“Oh, yeah?”
“Mhm,” You nod, grinning flirtatiously at him.
Jack holds that smile he has, scooching a little closer to you on the couch. “Well, I’d really like that.”
When he slid toward you, his arm also moved, laying over the top edge of the couch. It makes you feel so much closer to him, like he’s caging you in. But only with one arm. He’s giving you an out, positioning himself in a way where you could move if you wanted to. But the only direction you move is toward him.
“Me too.” Your voice is quiet, breath hitching when you see his eyes drop to your lips. But yours drop, too, admiring his.
Jack reads your signals carefully, allowing himself to lean in. And you accept it, wholeheartedly and happily. The soft press of his lips makes you sigh, your eyes closing in contentment. Lifting his hand, he places it on your cheek, holding your gently. And your own rises with him, palm laying over his forearm, mouth moving against his.
Your insides are lighting up with excitement, especially when the two of you move in close. He’s pressed against you now, and you’re not shying away from it. You’re leaning into him, welcoming the repeated press of his gorgeously plush lips, tasting just a little bit of him. You can smell the wine on his breath, the cologne on his chest and neck. It makes you want him.
“You might be the handsomest man I’ve ever met.” Your breaths are a little ragged, but light.
“Handsomest?” He grins, staying close to your face. “Is that a word?”
“I don’t know.” Comes your cute giggle, shaking your head. “But it’s what you are.”
“The handsomest?”
“The handsomest.”
Pulling you into his lap now is your husband of one official year. He’s cuddling you, kissing on your face and neck and reveling in your little giggles. You chose not to drink tonight, but the two of you still had a fantastic time. Tonight was so much fun, you both enjoyed reliving your past memories in that restaurant.
“Am I still the handsomest?” He teases, tickling your side. But when you squirm away he only pulls you closer, nuzzling his nose into your neck.
Turning your head, you rub the tip of your nose across his. “Always.”
“Hmm,” It’s a happy hum, your husband entirely drunk on your love. “Happy anniversary, babycakes.”
Smiling brightly, you keep your head turned toward him, your foreheads touching. “Happy anniversary, baby.” Reaching up, your hand holds his face, fingers gently brushing across his skin.
“From now on, sugar,” Looking up into your eyes, you can see the swirl of eternal warmth and love that has been given to you. “It’s just you and me.”
Swallowing, you feel a bout of nerves bubble up inside you. And he notices, frowning a bit. “Well… maybe not just you and me.”
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