Supernatural Imagines

The Letters Dean x Reader

Song: Traveling Solider -Dixie Chicks

~~~~~

"I promise that I'll write to you as much as I can." Dean told you.

He pecked you on the lips and pulled you closer. "I lo-" he shushed you.

"Please let me just enjoy this moment." He whispered.

You were both sixteen and he was your first love. Now, he had to go.

"Goodbye (Y/N)." He whispered before letting you go.

~~~~~

'Dear (Y/N),

I miss you, my brother and I have been traveling and it hasn't been the best to say the least.

I wish I could tell you what we do, but it's all a secret.

I'm writing this under candlelight because the motel's power is out. I hope I get a letter from you soon.

Love Dean.

~~~~~

Dear Dean,

My grandfather is still running the old hotel back here, you're always welcome. I miss you too, but at least we'll always be able to write.

School has been boring to say the least. We had a new student, his name is William, he has sister name Bonnie and she is such a bitch.

I hope you are doing well.

Love (Y/n)

~~~~~

Dear (Y/n),

My birthday was a few days ago. It's been six years since we last saw each other. I wish I could see you, but my job keeps me on the move.

I work with my dad, my brother is going to Stanford. I hope you're going to a good school or have a good job.

Please be safe.

Love Dean.

~~~~~

Dear Dean,

Life has stopped biting me in the ass. I finished my schooling at Yale and got a great job.

I made some really good friends and had some really good times, I did some stupid shit but who doesn't.

I started seeing someone.

It's kind of weird talking to you about this, but I thought you should know.

It's been ten years, and well, it's time to move on.

I will always love you Dean,

Forever yours, (Y/n)

~~~~~

Dear Dean,

It's been six months since you last talked to me and this may be the last time I write to you.

Enclosed in this letter is a phone number, address, date and time.

I want you to phone that number and be at that place at that time.

It would mean the world to me if you were there. I'm getting tears just writing this and I hope you read this.

I'm getting married.

His name is Riley and he is a good man. I though I could never hold the hand let alone love another guy.

Please promise me that you'll be there.

I love you, so so much.

Love, (Y/n).

~~~~~

You were dancing in your beautiful white wedding gown with Riley. The song that was playing didn't even matter because you were together.

When the song ended you both sat down. You looked all around for a certain someone but you could not find him.

You took a deep breath and wiped away a tear that threatened to spill.

He didn't come.

But little did you know in the very back of the room in the darkest corner. Dean stood there watching you.

He took a sip of beer and walked over to you quietly.

"(Y/n)."

He tapped your shoulder and you turned around.

Your traveling solider had returned.