Warnings: (accidental) sexual innuendo lol
"Alright," Dean sighed, sliding out from underneath the structure, tools in hand. "All good here. Did you manage to get your holes filled?"
You looked over at him, already smirking to yourself, when he seemed to realize what he had just said.
"Oh—Uhh—No! I meant—the drill holes! The holes in the—Ahh, shit," he swore, rubbing a hand over his forehead.
You couldn't help but laugh at his awkward, flustered flailing. "Dean, I know we're working on this job together, but that is not an appropriate question to ask someone you've just met," you joked. "I mean really... next you'll be asking me if I'd prefer to do it on all fours or lying down—"
"Okay, stop—" he laughed, still flushing. "I didn't mean—"
"I can't believe you'd ask me such a question! We've barely known each other for 48 hours!"
"I mean, I've heard stories about you obviously, but I didn't think you'd really live up to them," you teased him.
"Stop, you know I—wait—you've heard stories about me? What kind of stories?" he asked, hesitant.
You laughed and shook your head. "Oh, that you're just a huge flirt and have a girl in every city you work in," you said, crossing your arms.
"Whoa, whoa, whoa! Okay... the flirt part... might be true. But no way I have a girl in every city! That's—that's insane!" he retorted.
"So, what percentage is more accurate?" you said, laughing. "75% of them? 50%?"
Dean sighed and looked more serious. "Come on, you don't really believe that crap, do you? I don't—I mean, hunters don't get close to people very often."
Your expression turned more sincere and softened. "Dean. I'm totally joking. I have heard a lot of crazy stories about you, and Sam too to be fair, but I prefer to make up my own mind about people." He looked surprisingly relieved and your heart jumped in your chest. "But to answer your question, all the drill holes are filled," you laughed.
He gave you a sheepish smile and turned to get ready for the next phase of the job.
Prompt: "That is not an appropriate question to ask someone you just met."