Alright, so in my my Spn B99 idea (which is here if you want to read it), the ducklings also exist, and Dean is their weird parent one way or another. My idea is that for whateverreason they interrogate them and the ways Dean is related to them keeps getting weirder as they go.
Michael: So how are you related to Dean?
Ben: Oh well, he dated my mom for like a week and then he stayed at our home for 6 months, helping me with my homework, taking me to my baseball games and my guitar lessons. The second week he filled my birth certificate, and he keeps paying child support and going to all my games and stuff, so...
Krissy: My father asked him to take care of me while he was dying because they fucked once, he said yes
Bobby-John: Oh, his assholic part of the family try to kidnap me to use me into a ritual to subdue monsters, he re-kidnap me and return me with my father, they share custody of me now
Kaia: I was put in rehab because my foster parents thought I was taking drugs because of my visions, Dean took me out of there and gave me a room, I am not sure if there is a legal trail, though
Alex: I was kidnapped by vampires, Dean saved me, he and Jody and Donna share custody
Jesse: Help me figure I was a cambion, I adopted him as my parent
Patience: My father tried to supress my powers and forbide me from seeing my grandmother, grandma called Dean, Dean mediated, now I kinda of live with him, and visit my dad and grandma whenever
Emma: My mom and dad had a one night stand, I was supposed to kill him, he offered me a sandwich, mom says dad doesnt have the good sense that god gave a tulip, I didnt kill him, so I live with him
Claire: I am related to him by association, I am Cas´niece
Jack: My biological father is the devil, Cas and Dean are my parents now
Everyone: ...
Michael: Alright and you two?
Sam: What do you mean us? We are brothers. I mean, well, Dean raised me since he was four, because dad couldnt be bother
Adam: A ghoul try to kill me. Dean shot him. Then he inserted himself in my life until I couldnt remember a time where he wasnt there.
Everyone, now confused and concerned: ....