The only really sensitive topic I avoid is direct criticism of LKY and LHL. Father of the nation yada yada.
Anything else seems to be ok. Sinkies like;
Talking about sex even though it's like talking to a 13 yo teen (they are a bit narrow minded and definitely immature).
Talking about politics even though they have a level of sophistication of a 13 year old teen.
Talking about
property prices even though like teens they don't really understand MACRO issues but do understand Micro issues (i.e. cannot buy, near temple).
Talking about family even though they are like teens and while they hate their Mummy cannot tahan criticism of her.
Talking about language even though most of them are in-articulate in the three major languages like most teens and like a teen are absurdly proud of their slang (aka Singlish).
Talking about holidays although they only know of the places a teen would know of.
Talking about the whether even though like a 5 year old they don't understand seasons or that the bloody hemisphere are complete opposites WRT seasons!
The BEST conversations with a Sinky usually happens with a Sinky outside of Singapore and that Sinky has been out at least 10 years. Then it's like talking to a teen who has grown up but is fully aware of what an imbecile he/she was as a teen!