Warnings: Language, Age gap? 8 years, reader is 21, Jarren is 29
Summary: A flirty DM from Jarren Duran has you panicking, but with Glen and Miles on call for fashion advice and pep talks, you finally feel ready to step out for the long-awaited dinner.
“Okay, hear me out- I’m not crazy.
That’s how you start your call with Glen. No “hi,” no “how are you.” Just straight panic.
“That’s exactly what someone about to do something crazy says,” Glen replies dryly. “What happened?”
There’s a pause. “He… who's he?”
You give him a look he can somehow feel through the phone.
“Oh, right. Mr. Crush Himself.” Glen’s grin is audible. “What’s it say?”
“I don’t know! I haven’t opened it yet!” You said walking over to your couch and flopping on to it.
“You haven't-” Glen laughs. “Youve been losing your mind over a message you haven't even opened yet?”
“If I open it then it's real.”
You hesitate, thumb hovering over the screen. Your pulse thunders in your ears.
“Okay,” you whisper, mostly to yourself. “I’m opening it.”
A second of silence. Then your stomach drops.
‘So… I’m your crush, huh?’
You stare at the screen like it just insulted you. “Oh my god.”
“What?” Glen asks, instantly alert. “What’s it say?”
You took a deep breath in, “So.. I'm your crush.”
Glen lets out a low whistle. “Oh, he’s good. You’re done for. That’s hall of fame level smooth.”
“Glennn..” You groaned, “What the fuck do I even say to that? I can't flirt for the life of me.”
“Relax,” he says, chuckling. “You don’t need to flirt. Just be you. You’re funny enough when you’re panicking, it’s kind of your thing.”
You smiled, “Ok, ok… let me think.” Thinking for a moment, “What about? ‘So you saw that, huh?’ No that's stupid” You said as you deleted the message. “Um….. what about, ‘could have been worse, I could have said I have a crush on your teammate.’ No. That's even more stupid.” You groaned, leaning your head back into the couch.
You heard Glen laugh softly through the speakers of your phone before he spoke up again, but this time he was softer. “Youre overthinking, just be your self.”
You sigh, type one last time, and hit send before you could change your mind.
“What did you say?” Glen asked.
You laughed softly, “I said, I mean… can you blame me with a winking face emoji.”
“You actually sent that?” Glen sounds half-impressed, half-horrified.
You bite your lip. “Was it too much?”
“No, it was perfect. Confident. Flirty. Slightly terrifying. He won’t know what hit him.”
You sigh, laughing. “Thanks, Glen. I’ll let you go. It’s late. You've helped a lot.”
“Always happy to assist in romantic emergencies.”
His laugh is the last thing you hear before the call ends, leaving you red-faced and grinning like an idiot.
After a few moments of silence you decided that you should get up and get ready for the night. You got up and walked to your bathroom, took off the leftover makeup that you had on from the interview, did your skincare routine and brushed your teeth.
You flopped onto your bed after you got changed into some dark blue sleep shorts and a red oversized shirt. You were aimlessly scrolling on TikTok, the Boston skyline glowing faintly through your window, before you got another notification, your breath hitched for a second.
‘Not gonna lie, you kind of caught me off guard… in the best way.’ The message says.
A pause. Another message follows.
‘Dinner might help me recover.’
“WHAT,” you whisper, staring at your phone like it just insulted you.
“He’s flirting. Like—real flirting.”
You throw your phone onto the bed, immediately pick it back up, and start typing. Then deleting. Then typing again.
“Oh my god, why am I like this?”
You took a couple of deep breaths before you actually managed to think of a response, quickly typing and sending the message before you could overthink it. ‘Alright.. See you then 😌’
He texted back instantly, ‘Was hoping you'd say that 😉’
Your heart thudded harder in your chest, and you couldn't help but smile at your phone, giggling softly.
‘Hope fulfilled 😌” You replied back.
‘Found a cozy spot for us. Little French place, nothing fancy.’
You froze, and you couldn't help yourself but your smile grew.
‘Casual… cute.. Got it 😉’ You replied, giggling as you hit send.
‘Awsome, does 7 tomorrow work for you?’ He texted.
‘Perfect. Can't wait to see you 😉’
You smiled, your heart racing slightly, and stared at the conversation for a few moments before you eventually closed out of the app and responded to tiktok. You were trying to focus on the tiktok video, but you just can't… It becomes background noise. You were smiling like an idiot, thinking of what to wear, how to act, and how to survive seeing him in person.
You finally put your phone down, grinning like an idiot, and fell asleep with a smile on your face.
Morning came too quickly, sunlight spilling across your bed, and your phone buzzing yet again.
You picked up your phone seeing that it was a call from Glen.
“Hey.” You said groggly still waking up.
“Good morning sleepy head, ” Glen laughed, you rolled your eyes at him even though he couldn't see you, “so…. How did last night go?” He asked, like he was a teenager wanting to be in on the newest and hottest gossip.
You laughed softly, “Oh my gosh,” You mumbled, “but um, we are going to dinner tonight.” You said softly, almost shy.
“Dinner tonight? With him?” Glen’s laugh is loud enough to make you hide your face in the pillow. “Do I need to give you a pep talk or something?”
You groan, “Glen! Stop, you’re making me even more nervous.”
“Too late,” he says, clearly enjoying it. “I already told Miles. He’s dying to know what you’re wearing.”
You bite your lip, staring at the ceiling. “I… I don’t even know what to wear. Casual… but cute? I have no idea.”
Glen hums thoughtfully. “Hmm… sounds like a problem for a FaceTime session. I’ll grab Miles too, we can all help you pick out something. Team ‘Don’t Embarrass Yourself on a Date’ reporting for duty.”
You laugh softly, shaking your head. “Oh my god, you’re ridiculous. But… okay, maybe that would help.”
“Of course it will,” Glen says with a grin you can hear even through the phone. “We’ll make sure you look perfect without freaking yourself out.”
A couple of hours later you could hear your phone ringing, quickly you ran to it and picked it up. When the phone connected you saw a smiling Glen and Miles.
“Finally,” Glen said, mock-dramatically, “the fashion emergency hotline is live. Step one, admit you have no idea what to wear.”
“I- hey! I do know… kind of.” you protested, cheeks warming.
“Kind of?” Miles raised an eyebrow. “That’s code for ‘completely panicking,’ isn’t it?”
You groaned, running a hand through your hair. “Maybe a little…”
Glen smirked. “Good. Perfect. That’s why we’re here. Team ‘Don’t Trip Over Your Own Shirt on a Date’ reporting for duty.”
Miles leaned closer to the camera, grinning. “What do you got?”
You swung open the hotel closet, and a grin spread across your face. Being an over-packer actually had its perks. Tops, pants, and shoes were neatly lined up, giving you more options than you could ever need.
“See you guys give me crap on being an over packer, but you know in times like this it actually comes in handy.” You laughed slightly, as your eyes landed on a few options.
“Overpacking, overthinking… you’re just giving us more material to make fun of later” Miles smiled.
You just rolled your eyes, and shook your head quickly giving him the finger. “Ok I think I have a few options.” You threw the items that you had picked out onto the bed, grabbing a top and holding it up to the camera.
“What do you guys think about this one?” You asked, holding up a black baby tee, your head poking around the shirt to see their reaction. “I think I'll wear this with a light wash jean.” You added.
Glen tilted his head to the side, “I don't know y/n…” He said, “It's not bad but I know you have better.” You just nodded, and threw it off to the side, looking down at the bed looking for your next option.
“Oh! What about this one?” You asked, again holding it up to show them, this time though it was a red lined babydoll top.
Glen smiled. “Yes! That’s perfect. Simple, flirty, and definitely you. No need to stress over any other shirts.”
Miles leaned closer. “Yeah, enough tops. Let’s see what you’ve got for bottoms.”
You nodded, and put it on the chair in the room, and looked down at the pants options you chose, you picked up a black pair of baggy jeans, and a lighter wash baggy jean. “What do you think?” You asked.
Miles leaned closer to the camera, “Black ones? Not terrible, I think a little too much for that top.”
Glen nodded, “I agree the light wash ones are cute.”
You laughed, rolling your eyes. “Alright, alright… light-wash it is,” Putting the light wash jeans on the chair and throwing the black ones off to the side, “Now we got shoes, a purse, and accessories.”
You held up a pair of red sambas first.
Miles squinted, "That's a lot of red.” He laughed softly.
“Too much red.” Glen added.
“Got it, too much red,” You said, putting them off to the side and then holding up a pair of Reeboks. “What about these?”
Miles’s grin softened. “Ahh, much better.”
Glen nodded. “Comfy, stylish, Shoes approved.”
You rolled your eyes at the boys and set your shoes off to the side, “I was thinking of these bracelets and this necklace.” You said picking up the camera and turning it around so they could see the necklace and bracelets.
Miles’s eyes lit up. “Ooh, yes! Simple, cute, but still adds a little sparkle.”
Glen nodded enthusiastically. “Exactly. Nothing over the top, just enough to show effort without trying too hard. I like it.”
“Got it.” You said, “Now bag time.” You set the camera back up and held up two Dior bags a black one and then a cream one that matched your shoes. Both had gold accents.
Miles’s eyes lit up. “Oooh, fancy! I’m digging the cream one matches the shoes, keeps everything light and cute. Definitely a winner.”
Glen nodded, smiling. “Yep, the black is classy, but the cream one just ties the whole outfit together. Go with that, subtle, chic, and perfect for dinner.”
You grabbed your phone and sat down on the floor, propping your phone up on the dresser, “I was thinking for my makeup, just mascara and highlighter, do you think I need any more?” You asked.
Miles leaned closer. “Perfect. Natural, cute, and low-maintenance. He’ll notice, trust me.”
Glen nodded. “Yep. Simple works. Adds a little sparkle without overdoing it.”
You held the camera up one last time. “Okay… I think that’s everything. Shoes, bag, accessories, makeup check. Thanks for all the help, you two.”
Miles smirked. “Anytime. You’re going to leave him speechless.”
Glen grinned. “Mission accomplished. Outfit approved. Now go survive the next couple hours before the date.”
“Will do,” you said, waving. “Talk soon!”
A couple of hours later, fully dressed and ready, you called them back.
“Ta-da,” you said, showing your full look to the camera.
Miles’s jaw dropped. “Whoa… look at you. That’s officially date-ready.”
Glen laughed. “Flawless. I approve. Go get him.”
You smiled nervously. “Thanks, guys. I’ll text updates.”
Ending the call, you grabbed your bag, walked towards the door, took a deep breath, shaking your head slightly like you were trying to shake the nerves away before you twisted the door knob and walked out.
What do you guys think? I'm going to make this a series, I plan on making it 8-9 chapters long!
(The outfit I had in mind)
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It would be greatly appreciated if you could reblog!! ❤️
