Dean slowly put his jacket on and groaned as he, Sam, Castiel, Theo, and Y/N walked out of Deaton's animal clinic. Theo and Y/N had taken Dean to get the bullet out, clean his wound, and stitch him up after leaving the hospital. Y/N held Theo's hand as they walked to his truck. She could sense his nervousness, but she didn't understand why. Everything was okay. They survived and Monroe lost. What did Theo have to be worried about?
"Well, that's definitely one for the books," Dean said as he and Sam turned around to see Theo.
Theo chuckled and nodded. "Yeah. I guess so."
"I think he means literally since there are books based on their lives," Castiel admitted. Theo and Y/N gave the brothers a quizzical look, wondering what Castiel meant.
"That's a story for another time," Dean brushed off the topic.
Theo nodded as he began to shift his weight from one foot to the other. Y/N looked at him with a raised eyebrow, wondering why he was on the edge, but Theo said nothing.
"I guess it's time to go," Sam said as he patted Dean's shoulder.
"Ready whenever you are," Castiel said as he looked at Dean. Castiel could tell Dean wasn't ready to leave. If anything, he wished he could stay a bit longer and get to know Theo more, but he didn't want to push if Theo wasn't ready.
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"Umm," Theo cleared his throat. "If you have some time, there's this diner close by that makes the best pies-" Dean groaned as his mouth watered at the thought of having some delicious pie right now.
Sam chuckled as he shook his head. "You are your father's son."
"Pie is the way to my heart, son," Dean confessed.
"Funny," Y/N smiled as she leaned towards Theo. "It's his too. If Theo could, he would eat pie everyday."
"Like father, like son," Sam chuckled again, making everyone laugh.
"I can get us there in seconds."
Theo immediately shook his head as his stomach turned at the idea of traveling with Castiel again. "I think we'll take my truck." Y/N gave him a confused look, knowing she was clearly missing something. "Trust me babe, you don't want to travel with an angel," Theo said as he tugged her hand and walked her to the passenger door to open it for her.
Dean, Sam, Castiel got into the backseat of the truck. Theo started the truck and drove to the diner. Dean smiled as he saw Theo reach for Y/N's hand and held it over the middle console, both completely happy and content with each other. He began to wonder how his life might have been if he hadn't gone into the family hunting business. Maybe he would have met a girl, fell in love, got married, and have kids running around a beautiful house in the suburbs. Maybe he would have had that with Theo's mom. He knew that's what Sam wanted in the first place, which is why he left to college. Convincing Sam to go on the road to find dad after Jessica died is something he regretted. If he hadn't shown up, maybe Sam would have had his perfect love story right now with Jessica.
