dean- 2 years after being friendssam- 3 years after being friends
castiel- 4 years, it took awhile for you to officially get together. But before that you were hooking up on the regular.
crowley- "10" years, in reality one month. Time is different in hell LOL.
charlie- not long, after you went out w/ each other. you kinda hooked up.
YOU ARE READING
supernatural imagines 😋😋
Fanfiction- dean - sam - castiel - crowley - charlie i take requests ! 😋