Complex sentence: He is often seen sparring with Junko, his fellow assistant and Dr Kieta's granddaughter, comforting and encouraging her, and has been depicted as having a crush on her for more than once.
Split into simpler sentences: He is often seen sparring with Junko, his fellow assistant and Dr Kieta's granddaughter, comforting or encouraging her. Tampei has been depicted as having a crush on her for more than once.