you, Sam, Dean, Jack and Cas are staying in a cowboy motel while y'all are on a hunt. Dean loves cowboys and he's looking all over the motel, with his cute happy smile and he even has his cowboy hat. He's talking like a nerd about cowboys and you think its the perfect time to tell your boyfriend that you're an actual cowboy

"This is awesome, i love cowboys so much!"

he says and then its the perfect time for you to tell him what you want to say