Dean was reading a book based on a haunting that was taking place in town, it was part of a case that him and Sam had been working on for a while. He was about to turn to the next page when he heard music playing and what sounded like music playing. "What the hell?" he said looking up from his book. The noise got louder causing him to put his book down and find where the noise was coming from. 

He ended up in the kitchen where he found Y/N baking a couple pies while singing a song that was playing on the radio. Her voice matching perfectly. Dean thought he was going nuts. "Am I going crazy or is Y/N actually singing like that?" he muttered to himself. then he smelled the pies which made his mouth water like crazy. "Wow." he thought to himself. "Damn am I lucky to have her." he said. All of a sudden he heard Y/N sing the high note and his jaw dropped. "Holy shit!" he whispered in shock. "Y/N can sing! wow!" Dean couldn't believe Y/N could sing like that. He watched her take out the last pie out of the oven to cool and turn the oven off. The smell of fresh baked pie filled the air, making Dean hungry. He was nervous at first but then got the courage to go in the kitchen to see her. "Hey Y/N." he said. She smiled and lowered the music before answering him. "Oh hey Dean!" she laughed. "I bet you smelled the pies." Dean blushed. "uh yeah, I did. They smell really good." he said. She looked at the pies and then back at Dean. "You want a slice?" she asked. Dean's eyes lit up like a little kid, making her laugh, she thought he was adorable when he did that. "Here I'll get you a slice." Y/N, grabbed a knife and cut a slice of Apple pie, put a little ice cream on top and handed it to Dean. "Thank you." he said. Dean grabbed a fork and took a bite of the pie. His eyes rolled. "Hmmm! yes!!" he said with a mouthful of pie and ice cream. "This is the best pie I've ever had!" he complimented. 

Later on Sam came home and had a slice, he thought it was good too. Sam brought his slice upstairs so he could get some work done. As he left Dean went for another slice, he called up to sam "HEY SAM! WE GOT A KEEPER!" he called out. "I'm serious sam! we're gonna keep this one! she makes great pie!" 

"So that means I get to stay with you guys, instead of my annoying sister." Y/N said. Dean nodded. "Absolutely!" Y/N was so excited, and it was going to be way better than being with her sister. From now on she was going to spend a lot of time with the Winchesters. 

(The Video above is the song the reader was singing)