In my family, I am the youngest child. Overall, expectations have always been placed on me to be as good as, if not better than, my older siblings. Most of those expectations were kind of unsaid and not really difficult to bear but some caused my family to look down upon me when I failed to meet them. All besides one. For some reason, those expectations carried over to relationships. I am the youngest in my family, being 2 years younger than my step-brother and 4 years younger than my sister. For whatever reason, I was expected to have as many relationships as my stepbrother. I never quite understood what was going on, but every other week he was dating a different girl. My mom and stepdad didn’t really expect me to have relationships as well, they just wanted me to be me and enjoy life. However when I went over to my father and stepmother’s place, I was always greeted with the “are you with anyone yet?”. It didn’t really hurt much but what did was that when I said no, the response at some point became “Are you gay?”. I don’t get why not actively dating would make my sexuality known to anyone. It made me uncomfortable that they were assuming my sexuality was something different then it was, merely because I was not actively dating a girl to prove my sexuality. It just made no sense to me and well, still doesn’t. I don’t get the expectations from my father that as a 10y/o I was expected to date otherwise I was doing wrong as I was not like my stepbrother. A few years ago I made it clear to them that it was an issue and I wanted them to stop and well, its caused a little awkwardness in our conversations when we talk about relationships as they are respecting my lifestyle choice.

I feel relatable to your situation. I don’t have any siblings, so my family’s expectation is all on me. My aunt would always say that I should find an Asian Christian guy to date, but in reality I like girls. So I always say that I need to focus on school and I’m not interested in dating right now.
I have experienced similar conversations but not with my parents, it was with my sisters. They would make comments of why I never brought boyfriends home to meet our parents like they did, with that came further comments of questioning my sexuality. At first you take it as a joke and laugh it off but when you get the sense they do not mean it as a joke anymore it gets offensive and annoying to constantly hear. With my experiences in this situation it makes this topic of conversation want to be avoided and dismissed when brought up. My first hand experience with this is different from how my sisters see this conversation, as they would see it as a joking manner. This is a situation of how phenomenology, a first person experience, can decided how a conversation can be seen as a joke or offensive depending on what position you are in this conversation.