Rating: PG-13 (language, mentions of a “sleepover”)

Summary:Dating your best friend’s brother always comes with challenges. Benny doesn’t want to know any of the details about your relationship until he begins to wonder where he fits. | Ft. “Are you a thing now?” Requested by anon.

Pairing:Best Friend!Benny x Reader | Boyfriend!Will x Reader

Warnings: Some fluff, Benny being an annoying best friend, a little insecurity, some swears. That’s about it.

Word Count:2.3k 

The moving playing in the background was one you’d seen at least a thousand times. Somewhere along the way, it became something of a comfort film - watched at least once any time Benny joined you for a movie night - and you were waiting for him to start quoting the villain’s lines aloud as he tilted his head to glance up at you.

Knowing him, the words on the tip of his tongue were either that or a train of thought only you would be privy to.

Benny’s position on your lap, head resting on your thigh and popcorn bowl resting on his stomach, was one that he’d adopted not long after you became friends. It was natural, easy, but you often joked that it made you feel like his therapist when he abandoned the movie to ask you questions that often lead to rethinking the ways of the universe. 

“So, are you, like, a thing now?”

Unlike his previous questions - your thoughts on aliens, whether mankind is inherently good, how many marshmallows you imagined he could fit into his mouth and whether he would choke on them - there was no need to ask where this one came from or who he was referring to. 

For nearly three months, you’d been seeing Will. It started slowly - neither of you were interested in rushing into something, let alone something with one another lest it leave you both in an awkward spot - but things were starting to get serious.

To friends that didn’t know him and strangers, you now referred to Will as your boyfriend. Benny knew - was the first to know, told by both you and Will the moment you decided to give one another a chance - but rarely asked for specifics. He knew enough to be kept in the loop - knew that you’d been spending more time together and that you’d moved beyond just getting to know one another romantically - but this was the first time he’d asked for clarity.

Still, you weren’t exactly surprised that he was asking now. When his early morning call - asking if you wanted to meet for breakfast as he’d been busy with training and you’d been busy with work, leaving you both unable to spend any time together - was answered by Will, it was bound to happen.

Despite the question - and your expectation that it was to come - Benny’s curiosity about your love life was rarely serious. He’d joked time and again that he didn’t want to know anything about your relationship with Will - he grimaced exaggeratedly and downed his beer the first time he saw Will wrap his arm around your shoulders - so you rolled your eyes and laughed at his question.

“Why?” As you reached for the popcorn, you fixed him with a raised brow and a playful grin. “You jealous, Miller?”

Though the question was lobbed at him in jest, a teasing jab meant to make him laugh, Benny seemed to take it a touch too literally. Something unfamiliar - something sad, anxious - flashed in his eyes as his cheeks flushed a warm pink. With a scoff, he sat up and shook his head as he averted his gaze.

“Fuck no,” he declared, not bothering to spare a glance in your direction. “I love you but not like that.”

The refutation was strong, one that carried more weight than a simple rebuttal should have, and was followed by another shake of his head. In the moment of silence that followed, Benny raked a hand through his hair - unweighted by the ratty cap he wore so often - and tapped his foot as he reached out for his beer as he attempted to gather his thoughts.

It struck you then, as you watched him furrow his brows and reach for the abandoned beer bottle on the coffee table, just how similar he and Will could be. Though Will seemed like the picture of stoicism upon first meeting him, he truly cared for the people in his life. His care was quieter than Benny’s - fewer words, more actions - but both Miller brothers wore their hearts on their sleeves around those lucky enough to be part of their lives. Benny could be rash, impulsive, but in the moments that mattered - moments like this - he took a page from his older brother’s book and fell silent as he tried to decide how to continue.

“I’m not jealous.” The repetition was unnecessary as you both knew that wasn’t the case - as much shit as everyone gave you, your relationship with Benny was strictly platonic and always had been - but his reaction gave you pause. There was, obviously, something simmering beneath the surface and it brought a frown to your lips as Benny took a pull from his now warm beer.

As he seemed to lose himself in his train of thought, you hesitantly attempted to answer the question that prompted the conversation. “I mean…” You paused for a moment to really consider where you and Will stood.

The relationship was exclusive - it had been all along, even if neither of you explicitly said anything in the beginning - and you could see yourself falling in love with him but that was not something you felt necessary to share with Benny in that moment. The relationship was one of the most stable you’d had in years, something you attributed to starting off so slowly, and you saw a future with Will in a way that you hadn’t with anyone else.

“Yeah,” you finally confirmed. “We’re a thing.” There was a moment of hesitation before you asked, “Is that… are you okay with that?”

Benny nodded quickly and nearly dropped the bottle onto the table as he returned it. “Yeah,” he confirmed, pausing momentarily to clear his throat. “It’s… yeah. Of course I’m good with it. I just…”

A beat of silence passed as Benny frowned. He shook his head once more before turning to glance at you. “Look,” he began, voice as serious as you’d ever heard him. “I’m happy for you. You and Will are perfect for each other. Just… say you get serious. That’s great,” he acknowledged, certain and firm in his declaration. “But what happens when Friday nights are date nights, not movie nights. And when dinner after a fight is just you and Will, not the three of us. And what happens if you break up? I know you’re both all tough and emotionally constipated and shit but it’d be weird. I’d lose my best friend and be pissed off at my brother.“

Though Benny no longer had any problem being vulnerable with you, this was the most honest - and serious - he’d been about his feelings in a long while. It made your chest ache as you studied the frown that looked so out of place on his face. Without a second thought, your expression mirrored his.

“Benny.” A soft sigh escaped your mouth as you reached out for him. When he frowned, eager to swat you away before you could pull him into an embrace, you tapped his hand away before tugging him closer. “You’re my best friend. I don’t say this often because your ego would be too big for my fucking house but I look forward to the time I get to spend with you. Movie nights are the highlight of my week when we can make them happen. And post dinner fights give me the perfect opportunity to make fun of you for getting your ass kicked. I’m not gonna give that up.”

Narrowed blue eyes met yours as you glanced at the man you’d grown so close to. You could see that there was an argument on the tip of his tongue - likely about his fighting, eager to deflect the conversation from something so serious - but you pressed on.

“Will knows that nothing between us is going to change. Before we decided to give us a shot, we sat down and talked through all the tough shit. One of the beauties of knowing Will before trying to really get to know him, I think. Just know that this,” you gestured between the pair of you and tilted your head to glance at Benny, “is good. We’re good. Right?”

A soft laugh escaped Benny as he tossed one arm over your shoulders before reaching for his beer. “Yeah,” he agreed with a nod, “we’re good. I really am happy for you both. It’s just… weird.” He paused for a moment to scrutinize you, blue eyes narrowed as he studied you, before he shook his head. “You know, I try but I just can’t figure out what he sees in you.”

A surprised gasp escaped before you shoved Benny away and reached for an abandoned pillow. “Oh, fuck you,” you laughed as you tossed the pillow in his direction. “I’m a complete catch and your brother is smart enough to understand that.”

“Mm.” Benny shrugged as he drained the remainder of his beer. He turned to glance at you with a badly hidden grin and glimmering eyes. “Poor guy.” 

Benny stood, easily dodging the next pillow you tossed his way, and laughed as he wandered through the living room to the kitchen. “You’re a pain in my ass, Miller, you know that?”

He shrugged as he returned with two bottles in hand and a bright grin on his lips. “You would’t have it any other way.” The declaration was confident, easy - a return to the man you called your best friend - and made you roll your eyes as he settled back onto the couch at your side.

After a few moments of comfortable silence - during which Benny actually seemed to pay attention to the movie - you turned to glance at him. He raised a brow and glanced at you from the corner of his eye. “What’re you starin’ at, creep?”

“You’d really be pissed at Will if we broke up, even if it was my fault?”

Benny, who likely forgot he’d even said it, shrugged as he considered your question. “Depends on what you did,” he answered after a moment. “If he deserved it, probably.”

A surprised laugh escaped as you shook your head and reached for the bowl of popcorn. “I kinda love you. You know that, right?”

Another shrug from Benny as he nudged your beer closer to you and tilted his head to meet your eyes. “Mm. If you really loved me, though, you’d share the fucking popcorn.”

Instead of waiting, Benny reached out and snatched the bowl from your hand with a triumphant grin. You allowed him to keep it, not bothering to put up a fight, and shook your head as you sank back into the cushions to finish the film. 

Once more, the silence only lasted a moment as the sound of a car door closing caught Benny’s attention. When the door closing was followed by footsteps on your porch and the jingle of keys, he frowned. He turned his attention to the door as the lock turned, momentarily on edge, before he turned to you. Benny raised an eyebrow as he sat up straight and glanced between you and the door. “He has a key? Come on, that’s more than a thing,” he declared, though you could hear the hint of laughter that tinged his voice.

As the door swung open and the thud of Will’s boots hitting the floor echoed through the house, you shrugged. “Well, ‘thing’ was fucking vague. That’s your fault.” You pointed your bottle at him and raised a brow as he shook his head. “He’s my boyfriend, Benny, he has a key. I’ve got a key to his place, too,” you admitted with a laugh as Will stepped into the living room and offered you a smile. “You really think I’m getting up at the crack of dawn to lock up after he leaves to go to the gym with you? Please.”

Benny made a face at the idea of Will sleeping over - just as he’d pretended to retch the moment Will answered your phone - and blinked as he glanced between you both. “Gross. Your love is disgusting, I hope you know that.”

Will shook his head as he dropped his backpack beside the couch and settled onto the arm at your side. As he did so, Benny moved to stand from the couch. “You can just say that you hit a dry spell. We won’t make fun of you,” Will offered, grin badly hidden as Benny glared at him.

“Speak for yourself, babe.” Benny grimaced at the pet name and rolled his eyes as you shot him a bright grin. “I will absolutely make fun of you.” 

“Alright, fuck both of you.” It was said with a laugh as he reached for his cellphone and the hat he’d discarded on the table but before he could move any further, you shook your head.

“Sit back down, Benny,” you huffed, not bothering to glance at Will as he gave your hand a quick squeeze. “The movie’s not over yet.”

Benny glanced between you and Will - though he seemed uncertain as to what he was searching for - before he nodded and crossed the small distance to the loveseat. He dropped onto it and stretched out - head and legs hanging over the sides - before turning to look at Will. “You ever seen this one?”

Will moved from the arm of the couch to the spot Benny had just occupied and tossed an arm over your shoulders as he pretended to think for a moment. “Don’t think so,” he finally answered, barely bothering to look at the screen. He squeezed your thigh to keep you from blurting out that that was a lie - you’d made him watch it less than a week ago - and shrugged as he offered, “We could start it over, if you two don’t mind. Wanna see what the excitement’s about.”

As Benny launched into a passionate defense of the movie, eager to halt any potential argument Will could make before he could make it, Will tilted his head to give you a smile. Though Benny had valid reasons to worry, and though the future is never guaranteed, you couldn’t help but think that there would be no future without the Miller brothers in your life.

_____________________________________________________________________

Author’s Note: I know Will is barely in this but, like. I’m a Benny girl, what can I say. I’m making a little progress on my next fic (Rick Flag) and then I’m going to try to get a Pedro character fic up (Din or Frankie, most likely; possibly Javi G). Anyway! I’ve written something! Now I’m gonna go continue my Enterprise binge.

Tag List: @peoniarose,@karie-me-home,@rachelwritestuff,@stardust-galaxies,@deliciouslydisturbed365,@a-louise-juliane,@ben-is-a-hoe,@weasleywinchester,@crowfootwrites​,@winchestershiresauce​,@kesskirata​​, @lyr1ssa, @viyasstuff, @negansnympho89​,@im-just-a-mississippi-girl​,  @kirsteng42​,@balekanemohafe​,@avengers-fixation​,@buckybarneshairpullingkink​,@nintendhoe8​,@luciferiorbxtch​,@jettia​,@xoxabs88xox​

Headcanons + Drabble: Ben Miller flirting, falling in love and confessing to the reader (+ first kiss)

Requested By:Anonymous

Pairing: Ben Miller x GN!Reader

Warnings:None!

General Taglist:@criminaly-supernatural,@caswinchester2000,@imaginesfire,@rexit-mo

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Flirting > Falling In Love

• He found you attractive, and funny, so of course this lead him to flirting with you.
• He didn’t really think anything would come from it, but he did it anyways, because he was just a flirty guy in general.
• Ben found that he liked the way you’d get a bit flustered or blushy if he flirted with you, so in some ways it a bit of a joke to him at first.
• He would call you a variety of nicknames, usually a random one in the moment, they were always changing.
• Sweetheart or Love (when he wanted to make you blush), Robin (he was batman), Sherlock (when you did something intelligent that often saved the group).
• Slowly, he started to notice the way your smile or laugh made his heart flutter. Or the way his eyes would seek you out to make sure you were close.
• He seemed to always want to be around you, seeking you out so he could be nearby. He just loved being around you.
• If you attended one of his fights, it made him work harder, as he found himself wanting to impress you.
• When he got hurt, you would worry over him, and he loved it.
• If you were ever put in a dangerous situation, he was protective before hand, but he started to notice that it got worse over time.
• He never wanted you to go off alone, and if he lost contact with you for even a moment, he would start to panic.
• It didn’t really click for him that he was developed honest-to-God feelings for you until William called him a “love-sick puppy”
• Once he realized that he had fallen for you, and no longer just saw you as a good friend, he wasn’t really surprised, not upset in any way. He was just afraid that you would never feel the same.
• When he confided in the boys about his feelings, they laughed at him because they already knew.
• And once they reassured him that you certainly returned his feelings, he decided not to run from them.

Confessing + First Kiss:

• Benny got into his own head about how to tell you how he felt.
• He wanted to say it right, he wanted it to be a romantic confession, though he wasn’t sure how to do that.
• You were the first person he felt genuine and strong feelings for. He didn’t just want this to be a casual relationship, he wanted it to be more, and to last a long time.
• He thought maybe he should ask you on a date, or to go out for some coffee, breakfast, dinner maybe.
• But one day, when you had been hanging out with the group, and you announced you were going home, he decided now was the moment.
• So he offered to walk you home, as it was starting to get dark.
• You smiled, and accepted the offer, silently relieved, as you never really liked walking the distance alone. Plus, you liked spending time with him.
• The evening was nice and cool, but not cold.
• The sky was a nice grey-blue, with a few clouds scattered along the sky.
• You walked in silence for a while, before you came across an empty playground.
• You smiled and made a comment about how you had spent a lot of time thee as a kid.
• Ben, being the childish sort, ran over to the playground, calling out to you to come over.
• Joining him at the swings, you sat beside each other. You swung slowly, as Ben swung high, the seat creaking with his adult weight.

You smiled softly to yourself as you looked around the desolate playground, not noticing that Ben had almost come to a stop in his swing. Hearing him clear his throat you looked over, only to find him staring at you.

“What is it?” You sat up a bit, startled by the sudden change in his demeanor.

“Oh, nothing bad, I just-” He hesitated as he scratched his neck. “I’ve just bee hoping to get you alone for a while now.”

“Oh? Why?” You asked softly, hoping your nervousness wasn’t obvious in your voice.

He kept looked between his feet, to you as he seemed to be struggling to find his words.

“Ben?” You asked softly.

His eyes met yours and you saw him let out a soft breath. It seemed to happen in the blink of an eye before he was leaning out of his swing, the chain twisted so he was facing you. His hand was cupping your cheek, and his lips were against yours.

You froze for a second as you processed what was happening. Then, closing your eye, you let yourself sink into the kiss. A moment later, he pulled away. Your eyes slowly opened as you met his eyes. He was smiling softly, but he could see your gaze was curious.

“Sorry. Uh-I- I was gonna ask you on a date, or something, so I could tell you how I felt. But, seeing you this close, I couldn’t help myself. But I, really like you Y/n, more than I thought I could see, well, anyone really.”

A smile crossed your face, and his own widened a bit.

“I’m hoping that smile doesn’t mean you’re appalled or anything.”

A soft chuckle escaped as you shook your head. “Of course not Ben. I feel the same.”

He nodded his head and smiled. “Good.” You saw his eyes drift to your lips before he spoke again. “Then, you wouldn’t mind, if I did it again?”

You let out a soft giggle and shook our head. “No, I wouldn’t mind at all.”

xx End xx