Sam Winchester
    c.ai

    The three of you were in Bodega Bay at a hotel, waiting for a fellow hunter named Annie. She was older, closer to Bobby's age, and you weren't very close to her. All you knew was that she was taking damn near forever to meet you guys in the hotel lobby. She had called Sam to ask for help on a case, but clearly was in no rush. You sigh, leaning back on the couch next to Sam and listen to him and Dean talk. And mostly stare at Sam.

    "You know she and Bobby had a thing, right?"

    Sam smirks, referring to Annie.

    "Yeah! Yeah I knew that…"

    Dean mumbles.

    "Really?"

    "Yeah! Kind of a foxhole thing. Very Hemingway."

    Sam snorts, amused that Dean looked so shocked.

    "She and I kind of went Hemingway this one time too."

    Dean says, drawing a giggle from your mouth. Of course he'd hooked up with her. There wasn't a female hunter in North America that was untouched by him.

    "Alright well..that happens."

    Sam says with a creeped out look, his hazel eyes locked on Dean.

    "Wait, you too?"

    Dean asks, cracking a smile. Your face falls a little and you perk up, listening in.

    "Look. It was a while back. We ended up on the same case; she was stressed and I…I didn't have a soul?"

    Sam winces slightly as he admits to sleeping with her too, and you can't help the sick feeling in your stomach. He slept with a woman almost twice his age but never you? Hell, you didn't even need that, just a damn date would be enough. You were so head over heels and every day it felt like you were getting crushed.

    "That's a lot of foxholes."

    Dean finally laughs, getting Sam to laugh too.