I’ve actually been trying to decide this question for the past several days. I’ve always had this idea that he was raised in super strict, religious households growing up. His father and his paternal grandparents were Eastern Orthodox, and his Mother and maternal grandparents were Protestant. He’s had no chances to really explore his sexuality, so he’s extremely repressed and nervous to think about relationships (hence some of his nervousness with Pip). He’s, thusly, had no relationship experience up until this point, so he’s just flying blind with whatever budding relationships he might have.