Imagine playing a game of 20 questions with Dean in a bar where he shamelessly flirts with you with cheesy pick up lines, trying to tell you how he feels.
âHey there, stranger.â green eyes sparkled in a way that could make your heart skip a beat but despite the amount of drinks heâd had, it wasnât that he was drunk. There was something behind those words so you went along with it.
âHello to you too, stranger.â you placed your beer down on the table and narrowed your eyes playfully at him âYou got me surprised, here. There are plenty of beautiful women around and you come here?â
âDonât know what youâre talking about, I only have eyes for you.â he gave you a casual shrug âBesides, I found out a couple things that-â he bit his lip, looking down at his glass âGave me the push I needed. So-â he looked back up at you with a full grin âHere I am.â
âHere you are indeed.â you smiled back, pausing to try and understand the flirty yet so relaxed smile on his face âAm I allowed to know what those are orâŚ?â
âIn due time. As of now though-â he cleared his throat and for the slightest of minutes you noticed him get nervous âI want to spend the rest of the night with you. In whatever shape or form.â
âDo you now?â you chuckled âFeeling a bit bold tonight too?â
âYou could say.â he shrugged, giving you a boyish grin âSo-â he cleared his throat, leaning forward on his elbows âI heard you like bad boys?â
You almost choked on your beer, but at the same time couldnât fight off your â albeit perplexed â smile as you raised an eyebrow âNo, no I actually donât.â
âOh, phew, thank Chuck.â he actually seemed to relax in his chair.
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So cheesy, SO damn cheesy Winchester!đ but damn, heâs awfully adorable.





























