made him bitter and less mature 
(ROOT (S (VP (VBD made) (S (NP (PRP him)) (ADJP (ADJP (JJ bitter)) (CC and) (ADJP (RBR less) (JJ mature)))))))
(ROOT (S (VP (VBD ) (S (NP (PRP )) (ADJP (ADJP (JJ )) (CC ) (ADJP (RBR ) (JJ )))))))