Castiel swore, looking back on it, that what started it all was strawberry pie.
Nothing would have happened if he didn't have the sudden urge to try to make strawberry pie, which he had never done before, and find that he was all out of strawberries.
This doesn't exactly seem too monumental, it actually seemed quite ordinary to anyone, even Castiel at the time. After all, they were only strawberries.
Castiel tries so hard to just have a spontaneous idea that he can follow through with easily, no extra effort. Today, he suddenly decides he wants to bake a pie, since he hadn't done that in a while, but he wanted to make this pie different. A new flavor. Strawberry. He rolled off of his couch, peeling himself away from his book. He got up and shuffled over to his kitchen. It was only 10pm, and making a pie in his apartment at 10pm wasn't too weird. He got all his ingredients out until he realized a crushing fact.
He was out of strawberries.
Castiel huffed and grabbed his wallet, determined to make this pie tonight. He drove all the way to the grocery store downtown and shuffled in. He wasn't in his best, only tight black jeans, black dress shoes and a blue t-shirt. He explored the aisles in the fruit section until he found the strawberries. He perused the strawberries, examining them to see which were the best and finally just picked one.
Castiel ran a hand through his messy hair and carried his strawberries to the self checkout. He grabbed a couple packs of twizzlers, chocolate bars, and toffee bars, making sure to keep his sugar fix at home stocked since Gabriel cleaned him out last time he had come over. He checked out and yawned, stretching a little as he walked over to his car, not even noticing his wallet dropping out of his front pocket. He was focused. Eyes on the sweet, pie prize.
Dean had taken an extra shift at the bar that evening and had had a need for pie. He went to the grocery store around 10pm, wearing his boots, jeans, and t-shirt with a plaid shirt over it, sleeves rolled up. He scoped the pie section and signed. None of them looked like the best pie. He noticed some pale, dark haired guy drop his wallet. He quickly ran over to pick it up and followed the guy out to his car and saw him start driving already.
Dean cursed. He was going to have to be a nice guy, wasn't he? He'll have to come back for pie then. He got in his car, a 67 Pontiac GTO, and followed the guy in the black Impala. Nice car.
He followed the guy all the way to his apartment complex on the nicer side of town, suspiciously like his own neighborhood. Dean realized that he and the wallet-man lived in the same apartment complex. Dean didn't dwell on it too much, and he jogged to catch up to the guy who was practically speed walking. He got in the elevator and Dean cursed. This was so not worth the trouble. He saw the floor the guy ended up on and sprinted up to the second floor and saw the guy fumbling cutely with his keys, obviously just wanting to be home. "Hey!" He called out and the man jumped a little and dropped his keys, he looked over, wide-eyed at Dean and Dean smiled brightly. "I..." He huffed, trying to catch his breath "I saw you drop this at the grocery store." He held out the wallet. "I promise I didn't take anything or open it." He assured the man.
The dark haired guy looked down and took his wallet back. "Oh, um thank you." He checked his wallet anyways, and Dean didn't particularly blame him - he would check, too. The man, satisfied with what he found, grinned softly. "Thank you. That was very considerate of you. My name is Castiel Novak." He stuck out his hand and Dean shook it. "Dean Winchester." He looked around and smiled "I actually live down the hall." He winked "Small world. I was just in the store to get some pie after work and I happen to get my wallet back to my neighbor." Dean observed. The guy just blinked and picked up his keys and smiled a little "And I was going to the store to pick up strawberries to make pie; a small world indeed."
Dean blinked. "Strawberry pie? Never even tried that." He laughed. Castiel was obviously amused because his pretty blue eyes practically sparkled "Me either. But it sounds good, right?" He opened his door and glanced down the hallway and back at his own apartment. "Did you get the pie you went to the store for?" He asked suddenly and Dean blinked and shook his head "Nope, I was just gonna go back."
Castiel chewed his lip and looked inside. "Well, if you live down the hall, I suppose since I have pie and you're trying to get pie, then you should just come in." He offered. Dean smiled. "If it's not too much trouble." He said politely. Castiel smiled "It's not trouble at all."