In the morning when they woke up, Sam was gone.
"Where did he go?" Mary half demanded, only partly hysterical. John didn't look too far off from it and Dean felt himself skidding the line.
They didn't exactly have a good relationship with waking up in the morning to have Sam missing. Especially since they all saw him last night.
"If I know the kid, and dammit but I know the kid," Bobby said, rubbing at his eyes. "He went into town to meet with Ruby."
"The demon? He went to meet the demon?" John asked. "Why would he..." he stopped himself, remembering exactly what their relationship was. "Okay, but he said that he wasn't going to."
"Kid says a lot of things, doesn't mean that he would do them." Bobby said shaking his head. "He'll be back either tonight or tomorrow. Ruby doesn't usually stay long in town."
"And where do they meet?" Mary demanded. "Because I want to meet this Ruby and introduce her to my knife."
"There's only one knife that can kill a demon that we know of and Sam has it." Bobby reminded her. "And I've already tried using a different knife, it makes her mad and pisses Sam off."
"Do you know where they meet up?" Dean asked. "Like...at a motel or something?"
"Hell if I know, I don't want too many details about what they do." Bobby said with a bit of a grimace. "Bad enough I walked in on them once, not enough bleach in the world to get that image out of my mind."
Dean didn't want to think about what that meant. Nor did he want to think what that swooping feeling in his stomach.
"Can't we...I don't know...track his phone?" John tried, wringing his hands.
Bobby lifted a phone from the table. "Sams already ahead of us, he left it here."
"Then we're going to go for a drive through town until we find him the old fashioned way." Mary declared, grabbing her jacket and car keys. "John, Dean, come on."
Dean was halfway to getting his shoes on when John had said, "Maybe we're taking this a bit too far."
Mary stopped mid putting her jacket on. "What do you mean?"
"Look, Sams an adult, and he knows a lot about...all of this. More than we do." John said. "Maybe...we should just trust his judgment. Let him just...do this?"
"John. You don't understand demons," Mary told him, reaching to hold onto his shirt. "You don't trust them. You don't work with them. And you most certainly don't have sex with them. Our son is doing all three."
"I know that." John said taking her hand in his. "But...maybe things changed. Maybe it's not all demons, maybe this one can be trusted."
"I can't take that chance." Mary told him. "Not when it comes to our son. Not when it's him on the line."
"Then let's go find this demon and interrogate the hell, literal, out of her." John said, smiling and wrapping his arms around her for a moment.
"That's my guy." Mary said with a grin. She glanced at Dean and nodded. "Lets go, Bobby you stay here in case he comes back, call me if he does, you have my number."
Dean quickly followed them out, throwing a look at Bobby. Mary drove them into town, barely paying attention to the road signs that they sped past.
"Mom, you know where we're going?" Dean asked from the backseat, gripping onto the seat for dear life.
"Into town, there's not that many places they could go to." Mary told them. Dean looked at his dad who looked calm but Dean noticed that he was gripping at the armrest on the door. "There's one motel, two diners, and one very nice park. Their options are limited."
Maybe it was luck, maybe it was something else, but they started at the park; which was apparently the closest to them, and Mary breathed out a heavy sigh of relief when they saw Sam sitting on a bench.
They were a little bit less relieved when they saw that a woman was sitting next to him and the fact that they were both talking about something very emotionally.
Mary barely parked the car properly as the three of them got out, going towards Sam. Dean felt his heart beating rapidly in his chest.
And he felt like choking when the woman, Ruby, moved to sit onto his lap, legs on either side of him, hand cupping his cheek, and kissing him.
Especially when Sam didn't move for a moment but then reached up, pulling her closer to him, and even kissing her back.
"This little-" Mary muttered under her breath as she hurried up. "Sam!" she called out, causing both of them to jump and part.
"Oh look, mommy and daddy are here to enforce curfew." Ruby scoffed, looking up at them and not moving off of Sams lap. "Can you ask them if you can stay out past ten?"
Sam closed his eyes and breathed out slowly, picking her up by the hips and easily taking her off of his lap, setting her back on the bench. Dean breathed out at that, he knew that Sam would be able to do that and he hated that he was right.
"What are you guys doing? Stalking me now? Following me?" Sam asked, anger coloring his tone, standing up. "Cause I'm getting really tired of this."
Ruby stood up as well, crossing her arms over her chest and going to stand next to Sam. "This is exactly what I was talking about Sam." she told him. "Exactly this."
Sam let out a heavy sigh. "Now is not the time Ruby." he told her. "And guys, I really don't appreciate any of this."
"You just got up and vanished Sam, we're still dealing with you doing that seven years ago." John said. "We just want to make sure that you're okay."
"And not fraternizing with the enemy." Mary added, glaring at Ruby who just raised an eyebrow back at her.
"Fine, let's talk, let's show that Ruby is on my side." Sam said, sitting back down on the bench. Ruby did the same, sitting next to, too close Dean noted, all but curling into his side. "Let's talk."
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