It was like any other day. The Winchester brothers were in a diner located in Kenosha, Wisconsin. Sam was deep into researching, trying to find a potential case after finishing up the one here in Kenosha. Dean, as usual, was chatting up the pretty waitress at the counter. While the waitress had to walk away, since she literally had a job to do, Dean turned his head, seeing the doors to the diner open.

You had walked in, taking a seat at one of the booths. Dean’s eyes remained fixed on you, amazed by your beauty. If he hadn’t already made plans with that waitress for tonight, you’d be his next target. That is when he had an idea. Dean walked over to the booth him and Sam had claimed, taking a seat opposite to him.

“Sammy, you won’t believe it. The prettiest woman just walked inside here,” Dean said, gesturing towards where you were sitting, a big smile on his face.

“That’s great, Dean.” Sam said, completely unamused. He was focused on research, not on every beautiful woman Dean had his eyes on.

Dean rolled his eyes, crossing his arms as he leaned back against his seat. “Oh, come on, Sam. Look,”

He uncrossed his arms and leaned forward, raising his hand to close Sam’s computer. Sam had no choice but to look at Dean now.

“I have an idea. Since I have plans tonight with the hot waitress, why don’t you make plans with the woman who just walked in, hm? What’s wrong with a night filled with fun?” He suggested, a smile on his face.

Sam raised his eyebrow, then he turned his head, looking towards your way. Dean was right—you were beautiful, and perhaps maybe he did think about talking to you, but Sam was not like Dean. He did not have one-night stands almost every night. He liked actual connections, and he was afraid to get close to anyone because everyone closed to him almost always died. That came with the life they lived.

Sam sighed, turning his head back towards Dean. “I don’t know, Dean. I just.. I’m not like you, okay? And.. we’re leaving Wisconsin soon. There’s no point.” He shrugged, his voice a little quiet. Part of him really did want to talk to you, but the other part of him was telling him not to get close to anyone.