When someone takes off their wedding ring, that is extremely visible. If I took my wedding ring off, any woman would identify me immediately as "married man who wants to appear unmarried". — gnasher72959 secs ago
You say: "Those of my friends who wear makeup do so for many reasons (insecurities, entertainment, and impressions to name a few).", so, the reasons are different AND broad, they vary. Then, "Is it actually worth opening the possibility to compliment, considering the risks mentioned above?" = opinion. Do you see the train coming? :)) — OldPadawan1 min ago
I'm voting to close this question as off-topic because its goal is to be a "reference answer", and that's far too broad and opinion-based. It should be narrowed down to a specific question with a clearly identified goal. — OldPadawan1 min ago