Terrance
He had a pretty normal childhood. He was quite the rascal when he was younger, but he knew when enough was enough. He didn't get too upset over minor things as a child. His parents loved him and were sad when he moved to the Plaza at 14, and later the Square at 16, but they supported their son's decision. Terrance still keeps in contact with his family and will go to visit if he can find the time.
Juniper
Like Terrance, she also had a pretty normal childhood, nothing too major or minor. Contrary to popular belief, she was a good child for the most part, but she had moments of craziness here and there. She used to fret when she was younger, but it never lasted long. Her parents supported her decision to move to the Square even though she herself was a little hesitant, she moved at 18. She loves her family and still manages to keep in touch with them despite busy city life.
Kazuki
His childhood was pretty normal, all things considered. He was very well-behaved as a child. He secretly wondered what the surface was like on occasions, but he wouldn't entertain those thoughts for too long. He started his military training around the same time as the other Octoling children and became strong under the guidance of his teachers and his loving parents, who were in the Octarian army. Years later, the events of Octo Expansion occurred. The thought of what could've become of his parents is always in the back of his mind.
(My head canon for this is that his parents are looking for him. They've heard the Calamari Inkantation and are searching for their son so they could go to the surface together.)
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Squidbeak Splatoon: Agent Random
RandomAbsolute randomness involving my three agents. Various scenarios and very likely to be total cringe but what the heck, here I go. Edit: I'm taking requests now! See the part called "Request Page" for details. Edit (2): The book is full, so I can't t...