Pretty simple. This will include one-shots and very long imagines with Jack, some based on episodes of season 13 themselves.

Imagine getting closer to Jack as you two slowly form a bond and Dean not wanting you to get attached because he's in love with you and is scared he'll lose you too. Other than being a little jealous.

Spoilers of 11x21. Dean talks with Amara but when she touches him she realizes something far deeper. That he betrayed her. But it has nothing to do with Chuck. But with you.

You have been friends with the Winchester's for a long time and suddenly happen to fall in love with the eldest Winchester. Does it work out? Let's find out!

In which Jared Padalecki goes on a blind date with Jensen Ackles' best friend. [JARED PADALECKI X OC] [Set during the time that season 3 of Supernatural was filmed]

He didn't care about anything, he was free and careless. That's what drew me in. There was a certain thrill being with Aaron. Maybe because i knew he was bad Or maybe because I knew it was wrong to be with him. But he just made everything so exciting . I took a risk, Read to see where it got me.