His relationship with his aunt seems to be casual and stable.
Oscar is initially very disturbed by Ozpin's presence in his conscience. At first, Oscar is not receptive to Ozpin or his endeavors, deciding that Ozpin simply is not real and refusing to listen to him. However, over time, Ozpin convinces Oscar that he has a greater role to play and that he must leave for the City of Mistral. After making the decision to leave home, Oscar is much more amicable with Ozpin.
Oscar awkwardly approaches Qrow after pressure from Ozpin. He asks for Ozpin's cane back and is very confused about the meaning of the interaction.
In "Kuroyuri", he seems to be uneasy when he first encounters Hazel.