Sam: When you're upset, he gets upset. He wants you to always be happy, and will do whatever it takes to please you. He loves you just the way you are, and to see you suffer makes him hurt inside. He'll usually buy you ice cream or some other type of delicious food to sooth your soul. He would do anything to make his princess happy.
Dean: He becomes jealous. No one makes you upset, even if it's just the slightest concern. He doesn't want to see you suffer from anything or anyone, so he will take care of things before you have the chance to tell him otherwise. You are precious to him, and every single way.
Castilel: He's never actually been sure what to do while you're upset. Most the time he gives you a long hug, or makes you cup of tea/coffee to sooth your taste. Trying to help is all he can give you, so he tries his hardest.
Lucifer: He gets anxious, and confused. Usually he's the one upset, so he'll crack a joke or two. Usually they're dorky and irresistible to laugh at.
YOU ARE READING
Supernatural Imagines and Preferences
FanficI'll be writing some imagines and preferences here. Let me know if you have requests. I might do some one-shots later! :)