1991

Dean had strictly been instructed to not open the door for anyone but his father, but when the girl around his age, living in the motel room next door, had knocked on the door, he couldn't help but open it. It was an extremely stupid decision, yes, but he couldn't leave her hanging. He slowly cracked the door open, sticking his head out of the door.

"Can I help you?" He asked, eyeing her up and down to make sure she wasn't a threat.

"I heard screaming from next door, and I just wanted to make sure everything was okay." She replied innocently, tilting her head in curiosity as she waited for an answer.

"Yeah, everything's fine. Just the TV." He replied, his response making her mouth crack into a smile that could melt hearts if it wanted to. The smile had been burned into his memory. It was one of the most beautiful things he might have ever seen.

2007

After an excruciatingly long hunt, Dean and Sam had stopped in a small bar in Chicago, Illinois. Dean, being the whore that he is, was flirting with every girl that came into his line of vision. So currently, Dean sat across from this gorgeous girl, who looked extremely familiar. He just couldn't put his finger on it.

The girl had sipped on her drink as Dean had continued to flirt. In an attempt to make her laugh, he cracked a cheesy pick-up line.

" Are you Wi-Fi? Because I feel we have a strong connection."

This corny pickup line had made the girl crack a huge smile and start laughing. The second she smiled he finally recognized the beautiful smile he had seen many, many years ago.