Dean has been in love with you for years since the moment he first met you at your uncle Bobbys for a case.

you were everything he wanted in a woman hot, sarcastic, funny, flirty and a hunter so he wouldn’t have to keep the secret of supernatural from you.

but there was one thing he always slept around with women he met he was a womanizer as people would call him.. one night kind of guy. but if it was you he knew he would never leave or do anything to hurt you.

Dean waited for you for years but nothing. Finally you had been talking to a guy over the course of a case and it was more than just a hook up like it usually was which really pissed Dean off.

finally Dean got you alone walking down the street to look for any suspicious activity for a case when he started speaking.

“i waited for you for so long and i chased you for years and i still will as long as it takes but please don’t be with him i’ve seen the difference i see that you’re trying to finally settle down and be with someone but don’t let it be him when i’ve been here waiting for you this whole time.”