ᴛʀᴜᴅʏ ᴋɴᴏᴡs ʙᴇsᴛ (ᴘᴛ. 1)

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summary: in which y/n is trudy platt's best-kept secret

requested? yes by anonymous

word count: 1461

warnings: none

"Hey Chuckles," Trudy calls out without glancing up from her paperwork

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"Hey Chuckles," Trudy calls out without glancing up from her paperwork. Nodding for Hailey to continue upstairs without him, Jay faces the front desk but doesn't move any closer, instead just raising his brows at the sergeant. Realizing that he hasn't approached yet, Trudy glances up to see him waiting in the middle of the lobby. Putting her pen down, she rolls her eyes, "Detective Chuckles."

Smirking, Jay saunters over and leans his elbows on the desk, "What's up, Sarge?"

Rolling her eyes again, Platt continues on with the paperwork, "I need a favor. A family friend of mine, she's about your age. Probably. Honestly, I don't know how old you are," she shakes her head and Jay arches an offended brow. "Anyway, she needs a date to a wedding this Saturday. It was either you or Ruzek, and I'm not about to unleash Ruzek on her."

"Uhh," he stammers, red flags immediately flying up all around, "I can't, Sarge. I have plans... with... my brother."

Glancing up, Trudy fixes him with a glare and rips off a corner of blank paper, "Cancel it. I already told her you were going."

Jay groans and tilts his head back, thinking it over for a few seconds before dragging a hand down his face. He shakes his head, "Fine. What do I get out of it?"

"Oh, you misunderstood," Trudy finishes writing down the contact information before holding it out to him, voice not allowing any room for arguing. "My favors are orders. That means I ask, you do it. For free." Jay stares at her for a few seconds with narrowed eyes, waiting for her to crack. But of course, in true Platt fashion, she just arches a brow in challenge and waves the scrap of paper in front of his face. With a heavy sigh, the young detective snatches it from her hand and shuffles upstairs, muttering complaints under his breath.


✧・゚: *✧・゚:**:・゚✧*:・゚✧


Touching up your lipstick, you adjust the phone barely hanging on between your cheek and shoulder, "I don't know about this, Aunt Trudy. I mean, I already told you I didn't need a date to this thing; I don't even want to go."

"And I already told you, Y/N, that you need to get back out there," she insists from the other end.

You roll your eyes, capping your lipstick and grabbing the phone with your hand. Just the thought of your ex automatically puts you in a sour mood and you push down the annoyance, searching around your living room for where you tossed your clutch. "Aunt Trudy, I really don't think being forced to attend my coworker's wedding with one of your detectives that you blackmailed into going is the best way to 'get back out there'," you emphasize. You had been incredibly reluctant to be set up with said detective but as you know very well by now, it's impossible to say no to Trudy Platt.

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