Context: After Bobby found out about your relationship with Dean, he almost killed the boy. However, over the years he's gotten over his anger and learned to accept the fact that you were going to keep seeing Dean. Now, it's Christmas Eve and you decided to spend it with the boys as well.

Word Count: 1533
Warnings: None

It felt like just yesterday Bobby was chasing Dean around the living room with a turkey baster, threatening to "shove it where the sun don't shine." You were surprised he even let Dean live that day. Looking back at it now though, you couldn't help but laugh. Dinner with the Winchesters from then on grew awkward.

He forbade you from dating Dean, even stopped agreeing to let Sam and Dean stay over his house whenever their father went on a hunt. But after all the constant sneaking around with Dean, he realized it was no use trying to keep you two apart. You were practically an inseparable pair. And there you were, almost ten years later and still in a long term relationship with the infamous Dean Winchester.

Once Dean found you, he went on an ultimate 180 and settled down. He made a promise to himself and to your father that he would never let hurt you. He, of course still had the immaturity of a perverted thirteen year old, but you couldn't expect too much from Dean.

This wasn't your first Christmas together, but it definitely was the first one in a long time with Sam. You knew how much this meant to Dean, since Sam ran off to go to Stanford not too long ago. You wanted to make this the best Christmas possible for the boys.

"Okay, I've got the turkey in the oven and the rice is basically done. Pie is ready to prepped and put in," you listed off things aloud to your father, trying to figure out what else you were missing, "Am I forgetting something else?"

"Maybe a break?" Your father laughed, "You've been at this since the crack of dawn, sweetheart."

"You don't understand. This has to be perfect," you told Bobby, "I want this to be the best Christmas ever. Not just for us, by for Dean. He's been through a lot lately."

"I'm well aware and I'm sure Dean is too. You don't have to try so hard," he coaxed, "Now give me the mittens and I'll finish off your work for you."

"Are you sure you'll be able to handle this? I know you've gotten a little better at cooking, but that doesn't mean you're still not capable of burning a thing or two," you raised a brow.

"I've seen you do this a million times. I'll be fine," he assured, "Just go to your room and get some rest. I'll call you down when the food's ready."

"Okay..." you hesitantly handed him your oven mitts. "Don't forget there's beers in the fridge."

"Got it."

~Time Skip Brought to You By the Flatbread God is Not On~

About half an hour later, the Winchester brothers arrived with gifts in hand. "Merry Christmas," Sam and Dean said at the door,with flashing smiles.

"Well if it isn't my two favorite idjits," Bobby chuckled and stepped aside, "Get in here boys."

"Where should we put these?" Sam gestured to the boxes of presents in their hands.

"You could put em' right under the Christmas tree over there," Bobby said, pointing to the tall, lit up tree that stood at the corner of the living room/library.

"Wow, you actually got a tree this year?" Dean's eyes widened in awe as he approached it. He looked around the room, surveying every decoration. The dusty desk that sat at the end of the room was gone and there was a fancy auburn dining table at the center of the room with three candles placed upon it. Christmas lights were scattered around the ceiling and "Christmas Time is Here" was playing softly on the radio. "Seems like you really got into the Christmas spirit this year."

"You can thank (Y/N) for that," Bobby said, placing his hands triumphantly in his pockets.

"(Y/N) did all of this?" Sam gasped.

"Yeah, don't tell her I told you this but she wanted to make this real special for you guys," he admitted.

"Where's (Y/N) now?" Dean asked.

"Sleeping. I'll wake her up soon though. The food's almost done," Bobby said, getting a sudden realization, "Should actually get back to that."

"Actually Bobby, could I talk to you for a sec?" Dean asked.

"Yeah, just follow me to the kitchen. Promised (Y/N) I won't let this turkey burn and I'm keeping that promise."

~Time Skip Brought to You By Sweet Honey Bees~

"I know you still don't really like the idea of (Y/N) and I being together," Dean confessed, deciding to clear the air.

"Can't say I do, but it's growing on me. (Y/N) seems to really like you. And I still consider you family, boy," Bobby told him. He opened up the oven, checking the turkey to see if it was done yet. Almost.

"Good. Because I really like your daughter too. Love her actually," Dean said nervously, feeling his lips tremble as he spoke. It was feeling like Thanksgiving all over again. The looming threat of hay familiar turkey baster roamed his mind.

Bobby finally shut the oven and turned his attention back to Dean. "What are you saying?"

"I respect you a lot Bobby. You were always like a father to me and I want you to know I'd never disrespect you."

Bobby sighed, tired of his antics. "Come on and spill ya idjit. What is it?"

"Well the thing is-"

~Time Skip Brought to You By a Certain Yellow-Eyed Demon~

Bobby managed to cook the turkey without setting the house on fire and with the help of Sam and Dean, set up the table nicely before calling you downstairs. The dinner went well, you cracked open a few beers and shared hunter tales, just like the good old days. Even though Dean seemed content with the moment, you worried there was something missing. There was a seat that wasn't filled this year.

After dinner and the pie (which Dean basically devoured, leaving everyone no chance for seconds), it was time to exchange gifts. You knew you all couldn't afford much, considering you didn't work the usual 9 to 5 jobs, but it didn't seem to matter. It was more of a Christmas experience than what the Winchester brothers were used to. Bobby got some hardware tools that he wanted, Dean received extra cassette tapes to add to his collection, Sam got books from his favorite author, and you even got (gifts that you want this year). You couldn't have asked for a better Christmas.

"Hey (Y/N), you mind if we go for a quick drive?" Dean asked. You were just finishing up cleaning all the wrapping papers with his help while Sam and Bobby cleaned up the kitchen.

"Sure," you shrugged, setting the remaining scraps to the side. "Just let me get my coat."

~And Yet Another Time Skip Brought to You By PUDDING~

"Why did you take me here?" You raised a brow as you stepped out the car. Dean drove you out into the middle of the woods, in the freezing cold with no explanation.

"Oh come on, don't tell me you don't remember," Dean smirked. There was something familiar about this place indeed, but you just couldn't put your finger on it. You shook your head. "It's where I first told you how I really felt about you."

"Gosh Dean, we were practically kids. How do you still remember that?" You smiled.

"Why wouldn't I? That was probably the second best day of my life," Dean flashed a smile back, walking closer to you so that you were less than arms length.

"What's the first?" You asked.

"Today, of course."

"Really," you immediately felt elated with joy.

"Yeah, Bobby told me how hard you worked to make this Christmas special for Sammy and I. I really appreciate it seriously," Dean said.

"I'm just glad you're happy."

"Well...this day is just missing one teensy thing that would make it the best Christmas ever," he admitted.

You furrowed your brows, "What is it?"

Slowly, Dean went down on one knee and reached for something in his pocket, causing your heart to skip a beat. He pulled out a small velvety black box from his coat and opened it up to reveal a shiny diamond ring. Your hands immediately flew to your mouth as you gasped, feeling your eyes begin to water. "(Y/N), you've made my crazy life more bearable in a thousand ways than one. I feel like the luckiest guy in the world to have you in my life and I don't want that feeling to ever go away, not for a second. Will you marry me, (Y/N) Singer?"

You nodded, using your right hand to wipe your tears while you let him slip the ring into your other. When he finally got up from the ground, you grabbed the hem of his coat and pulled him toward you, pressing your lips onto his. He raised a hand to cup your cheek as he kissed you back gently. He briefly let go of the kiss, unable to contain his smile. "I love you so much," he whispered.

"I love you too, Dean. Merry Christmas."