James has been in Hell for 6 months which is like 60 years. He kept being put back together just so he can be torn to bits again. James screamed every time he was tortured and he the pain was from different methods.
Kristine never found another boyfriend after she had been betrayed. She vowed to herself that she would never date again. Even though she wouldn't be the same.
And of course the Winchesters still hunted and saved people that needed to be saved. Sometimes they loose some and other times win some. Occasionally they would get into it but they still managed to work things out and get over their differences.
Castiel would come by to check on the brothers even though he was commanding an army against Metatron. He was a fallen angel but he still got around and sometimes questioned what he did.
Dean couldn't forget what had seen when he saw his sister. He knew he couldn't let her walk around hurting people and he couldn't kill her either. Decisions in life are hard to make but he always thought what his dad would want him to do.
Last but not least, Sam was having a hard time accepting what his sister was too. He knew what he and Dean had to do but they had lost so much along the way. The brother had lost both of their parents and friends along the way, they could loose their sister.
What are the brothers gonna do about their sister?