My mom know my situation. My dad is dead.
During high school they'd ask me questions, dancing around the subject, about if there were any girls I was interested in. They'd never come out and say it like that of course. My dad died when I was in high school, but he was never the one to bother me about it. He either knew because my mom told him or just had an understanding that required no explanation. After I left for college my mom would ask me things like, “So are you seeing anyone yet?” or “Been on any dates?”. For a while it got more direct until she finally asked me point blank if I liked girls at all and how much I'd ever done. I gave her an honest answer. I told her I was straight, I'd never done anything at all, and I was too shy to ever try. I didn't even get any real response but I could tell part of her just died. I felt awful.
After a while she accepted it, she's never bothered me about the it since either. I still feel like I'm somewhat of a disappointment though, and I don't think I'll ever lose that feeling.